JP7646771B2 - Dye, composition containing same, film, optical member and display device - Google Patents

Description

The present invention relates to a dye, a composition containing the same, a film produced using the composition, an optical member including the film, and a display device including the optical member.

In a typical liquid crystal display (LCD), light emitted from a white light source passes through the RGB color filters of each pixel to form partial pixels of each color, and by combining these, colors within the RGB range can be produced.

Recently, new displays using luminescent materials such as quantum dots and organic/inorganic phosphors that emit the color of each pixel have been developed, and methods of exciting these blue, green, and red luminescent materials include a method using a UV light source and a method using a blue light source.

When a UV light source is used, each color is generated by blue, green, and red light emitters, but when a blue light source is used, green and red are generated by light emitters and the blue pixel allows the light source to pass through as is.

Recently, quantum dot-containing display materials that have been commercialized or are under development use green and red quantum dots emitting light through a blue or white light source. Quantum dot-containing display devices aim to improve color reproduction and brightness by using quantum dot materials, and development of panels using quantum dot emission using various types of light sources is ongoing. In addition, the viewing angle can be improved depending on the application position of the quantum dot material in the panel configuration. Development of next-generation quantum dot display devices is being conducted in the direction of increasing the strength of the light source to improve the luminous efficiency of quantum dots, or in the direction of developing a light source with an expanded blue region.

In quantum dot display devices, the spectrum of the light source that reaches the quantum dot material has a very close effect on the efficiency of the quantum dots. Currently, since the characteristics differ depending on the type of light source, various efforts are being made to introduce new approaches to improve the efficiency of quantum dots for each light source.

On the other hand, for new displays using light-emitting bodies, it is necessary to reduce the reflectance of external light and adjust the panel color caused by scattered reflection. To solve this problem, there have been attempts to use dyes in the optical components that make up the panel, but when quantum dots are used as light-emitting bodies, there are problems such as a decrease in reflectance due to external light and difficulty in adjusting the panel color.

Therefore, in the case of new displays, anti-reflection films with improved brightness loss or color correction functions have been introduced. Recently, in order to maximize the low reflection characteristics of anti-reflection films, mixed colors, or wavelengths of 450 nm or less or wavelengths of 670 nm or more have been cut.
g) A dye capable of being applied.

Commonly known dyes capable of cutting specific wavelengths (also called cutting dyes) include neon light blocking dyes and near infrared blocking dyes used in plasma displays, etc. By absorbing mixed color regions other than red, green, and blue wavelengths, the reflectance of the entire wavelength region can be reduced without impairing the performance of the display, and the dyes can play an additional color correction role.

However, the cutting dye has the disadvantages of reducing the panel color and reducing the reflectance, and various attempts have been made to overcome these disadvantages.

Patent No. 6216383 specification

An object of the present invention is to provide a mixed dye that can absorb light in the wavelength range of 540 nm to 550 nm while minimizing the amount of colorant used in the composition, thereby improving the reflectance.

Another object of the present invention is to provide a composition containing the above-mentioned mixed dye.

Another object of the present invention is to provide a film containing the above composition.

Yet another object of the present invention is to provide an optical member including the above film.

It is still another object of the present invention to provide a display device including the optical member.

According to one embodiment of the present invention, there is provided a dye (mixture) comprising a compound represented by the following Chemical Formula 1 and another compound having a structure different from the compound, the content of the other compound being at least twice as much as the compound represented by the following Chemical Formula 1:

In the above chemical formula 1,
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom,
a metal hydroxide atom or a metal oxide atom,
R ¹ to R ⁸ are each independently a hydrogen atom, a halogen atom, a cyano group, a carbonyl group, or a nitro group, provided that at least one of R ¹ to R ⁸ is a halogen atom,
a cyano group, a carbonyl group, or a nitro group;
R ⁹ to R ²⁸ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, *-C(=O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms), a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, with the proviso that at least two of R ⁹ to R ¹³ are necessarily substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms.

At least one of ^R1 and ^R2 and at least one of ^R5 and ^R6 may each independently be a halogen atom, a cyano group, a carbonyl group, or a nitro group.

At least one of ^R3 and ^R4 and at least one of ^R7 and ^R8 may each independently be a halogen atom, a cyano group, a carbonyl group, or a nitro group.

At least one of ^R1 and ^R2 , at least one of ^R3 and ^R4 , at least one of ^R5 and ^R6 , and at least one of ^R7 and ^R8 may each independently be a halogen atom, a cyano group, a carbonyl group, or a nitro group.

M may be Cu, Co, Zn, V(=O) or Ag.

R ⁹ to R ²⁸ each independently represent a C1 to C2 alkyl group substituted with a hydrogen atom or a halogen atom.
20 alkyl group, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, or *-C
It may also be (=O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms).

At least two of R ⁹ to R ¹³ and at least two of R ¹⁴ to R ¹⁸ may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.

At least two or more of R ⁹ to R ¹³ , at least two or more of R ¹⁴ to R ¹⁸ , and at least two or more of R ¹⁹ to R ²³ may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.

At least two or more of R ⁹ to R ¹³ , at least two or more of R ¹⁴ to R ¹⁸ , at least two or more of R ¹⁹ to R ²³ , and at least two or more of R ²⁴ to R ²⁸ may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.

Chemical Formula 1 can be represented by any one of Chemical Formulas 1-1 to 1-9 below.

The compound exhibits absorption wavelengths of 350 nm to 480 nm and 500 nm to 550 nm, and among the above absorption wavelengths, the compound may have a maximum absorption wavelength of 420 nm to 435 nm.

The dye may have a maximum absorption wavelength between 540 nm and 550 nm.

The other compound having a structure different from that of the compound represented by Chemical Formula 1 may include at least one selected from the group consisting of a compound represented by Chemical Formula 2, a compound represented by Chemical Formula 3, and a compound represented by Chemical Formula 4.

In the above Chemical Formula 2 to Chemical Formula 4,
R ³² , R ³⁴ , R ³⁵ and R ³⁷ each independently represent a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;
R ³³ and R ³⁶ each independently represent a hydrogen atom or a cyano group, and at least one of R ³³ and R ³⁶ is necessarily a cyano group;
X is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms;
L is a divalent ligand;
R ³⁸ to R ⁴⁵ are each independently a hydrogen atom, a halogen atom, a cyano group, a carboxyl group, a hydroxyl group, a mercapto group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, or a substituted or unsubstituted heterocycloalkyl group having 2 to 20 carbon atoms;
R ⁴⁶ to R ⁶¹ each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms;
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom,
It is a metal hydroxide atom or a metal oxide atom.

The content of the compound represented by Chemical Formula 1 may be at least twice the content of the compound represented by Chemical Formula 2.

The content of the compound represented by Chemical Formula 1 may be at least twice the content of the compound represented by Chemical Formula 3.

The content of the compound represented by Formula 1 may be at least twice the content of the compound represented by Formula 4.

In one embodiment, the dye includes a compound represented by Chemical Formula 1, a compound represented by Chemical Formula 2, a compound represented by Chemical Formula 3, and a compound represented by Chemical Formula 4, in which the content of the compound represented by Chemical Formula 1 may be at least twice the content of the compound represented by Chemical Formula 2, the content of the compound represented by Chemical Formula 1 may be at least twice the content of the compound represented by Chemical Formula 3, and the content of the compound represented by Chemical Formula 1 may be at least twice the content of the compound represented by Chemical Formula 4.

Another embodiment provides a composition comprising the dye.

The composition may further comprise a non-curable resin, a vacuum adhesive, or a combination thereof.

Another embodiment provides a film produced using the composition.

Another embodiment provides an optical member comprising the above film.

The optical member may include a substrate film, a film prepared using the composition and disposed on the substrate film, a protective film disposed on the film prepared using the composition, and a hard coat layer disposed on the protective film. In this case, the film prepared using the composition in the optical member may include a reduced pressure adhesive.

The optical member may include a base film, an adhesive layer disposed on the base film, a film prepared using the composition disposed on the adhesive layer, a protective film disposed on the film prepared using the composition, and a hard coat layer disposed on the protective film. In this case, the film prepared using the composition in the optical member may not include a pressure-reducing adhesive.

The optical member may further include a high refractive index layer located on the hard coat layer and a low refractive index layer located on the high refractive index layer.

Another embodiment provides a display device including the optical member.

The display device may further include a quantum dot-containing layer on a lower surface of the optical member.

Specific details of other aspects of the invention are included in the detailed description below.

When the mixed dye according to an embodiment is used as a colorant, the amount of colorant used in the composition can be minimized, minimizing loss of brightness while improving reflectance and ensuring lightfastness reliability.

1 is a schematic diagram showing a structure of an optical member according to an embodiment of the present invention; FIG. 4 is a schematic diagram showing a structure of an optical member according to another embodiment of the present invention.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, preferred embodiments of the present invention will be described in detail, but they are given by way of example only and are not intended to limit the present invention, which is defined only by the scope of the claims set forth below.

Unless otherwise specified in this specification, an "alkyl group" means an alkyl group having 1 to 20 carbon atoms, an "alkenyl group" means an alkenyl group having 2 to 20 carbon atoms, a "cycloalkenyl group" means a cycloalkenyl group having 3 to 20 carbon atoms, a "heterocycloalkenyl group" means a heterocycloalkenyl group having 3 to 20 carbon atoms, an "aryl group" means an aryl group having 6 to 20 carbon atoms, an "arylalkyl group" means an arylalkyl group having 7 to 20 carbon atoms, and an "alkylene group" means an alkylene group having 1 to 20 carbon atoms.
The term "arylene group" refers to an arylene group having 6 to 20 carbon atoms, the term "alkylarylene group" refers to an alkylarylene group having 7 to 20 carbon atoms, the term "heteroarylene group" refers to a heteroarylene group having 3 to 20 carbon atoms, and the term "alkoxylylene group" refers to a heteroarylene group having 1 to 20 carbon atoms.
The formula (I) is an alkoxysilane group.

Unless otherwise specified in this specification, "substituted" means that at least one hydrogen atom is replaced with a halogen atom (F, Cl, Br, I), a hydroxy group, an alkoxy group having 1 to 20 carbon atoms, a nitro group, a cyano group, an amine group, an imino group, an azide group, an amidino group, a hydrazino group, a hydrazono group, a carbonyl group, a carbamoyl group, a thiol group, an ester group (having 1 to 20 carbon atoms), an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms,
It means being substituted with an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, a cycloalkynyl group having 3 to 20 carbon atoms, a heterocycloalkyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 2 to 20 carbon atoms, a heterocycloalkynyl group having 2 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a substituent which is a combination of these.

In addition, unless otherwise specified in this specification, "hetero" refers to a group that does not have a nitrogen atom (N) in the chemical formula.
This means that at least one heteroatom selected from the group consisting of oxygen atom (O), sulfur atom (S) and phosphorus atom (P) is contained.

In addition, unless otherwise specified in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible, and "(meth)acrylic acid" means "
This means that both "acrylic acid" and "methacrylic acid" are possible.

Unless otherwise specified herein, "combination" means blending or copolymerization.

Unless otherwise defined in a chemical formula herein, when no chemical bond is drawn at a position where a chemical bond should be drawn, it means that a hydrogen atom is bonded at that position.

In the description of a numerical range in this specification, "X to Y" means "X or more and Y or less" (X≦, ≦Y).

In this specification, "X~Y" means "from X to Y" unless it is a numerical range.

In this specification, the "maximum absorption wavelength (λ _max )" of a compound (dye) refers to the wavelength at which the maximum absorbance is observed when the absorbance is measured for a 10 ppm concentration solution of the compound (dye) in methyl ethyl ketone. The maximum absorbance can be measured by a method known to those skilled in the art. A dye refers to a colorant that can be dissolved in a certain solvent (e.g., methyl ethyl ketone).

In this specification, the "reflectance" of a film is defined as the refractive index of 1.
The reflectance is the average reflectance measured in the wavelength range of 380 nm to 780 nm using a reflectance meter in reflection mode for a test piece prepared by laminating a CL-885 black acrylic sheet manufactured by Nitto Plastics Co., Ltd., on which an adhesive having a reflectance of 46 to 1.50 is formed, at 70°C. The reflectance meter is a UV/VIS spectrometer manufactured by Perkin Elmer Co., Ltd.
For example, ter Lambda 1050 can be used, but is not limited to this.

In this specification, the "reflectance" of an optical member refers to the diffuse reflectance (SCE, Specular
Component Exclude) and means a value measured by the SCE Mode measurement method.

In this specification, the "light resistance reliability" of an optical member is defined as the Xeno
The light transmittance was measured at the maximum absorption wavelength of the dye before and after irradiation under the conditions of [light source lamp: Xenon lamp, irradiation intensity: 0.35 W/cm ² , irradiation temperature: 63°C, irradiation time: 500 hours, irradiation direction: irradiation from the anti-reflection film side] in a Q-SUN Test Chamber, and then the change in light transmittance was evaluated.

Additionally, unless otherwise specified in this specification, "*" means a moiety connected to the same or different atom or chemical formula.

According to one embodiment, there is provided a dye (mixture) comprising a compound represented by the following Chemical Formula 1 and another compound having a structure different from that of the compound represented by Chemical Formula 1, wherein the content of the compound represented by Chemical Formula 1 is at least twice the content of the other compound having a structure different from that of the compound represented by Chemical Formula 1.

In the above chemical formula 1,
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom,
a metal hydroxide atom or a metal oxide atom,
R ¹ to R ⁸ are each independently a hydrogen atom, a halogen atom, a cyano group, a carbonyl group, or a nitro group, provided that at least one of R ¹ to R ⁸ is a halogen atom,
a cyano group, a carbonyl group, or a nitro group;
R ⁹ to R ²⁸ each independently represent a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, *-C(=O)O
R (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms), a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, with the proviso that at least two of R ⁹ to R ¹³ are necessarily substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms.

There have been attempts to improve the color purity of display devices by absorbing neon colors, but in the case of quantum dot-containing display devices, the purpose is different due to the use of scatterers. In quantum dot-containing display devices, in order to improve the reflection of external light by scatterers,
Attempts were made to reduce the reflectance, which helps improve the black visual perception of the device. Specifically, in order to reduce the reflectance and minimize the reduction in RGB color purity of the panel, the mixed color (violet (
It is effective to use an anti-reflection film using dyes capable of absorbing 530 nm to 540 nm of cyan, neon, or near-infrared (Near-IR).
The absorption of external light of 670 nm by neon color is effective in reducing reflectance. However, if only dyes that absorb only cyan and neon colors are used, the black visual sensation of the display device (
Since it is difficult to realize a neutral black, the absorption wavelength range is 350 nm to 450 nm.
The absorption wavelength range is 605 nm to 790 nm.
By mixing dyes that absorb near-IR (Red) colors, it is possible to perform color correction of the anti-reflection film and the display device.
By using a dye capable of absorbing infrared rays (IR/Near-IR), the reflectance can be reduced, the visual impression of black can be improved, and the color reproduction rate can be improved. Meanwhile, the compound represented by Chemical Formula 1 can improve the solubility, and thus the light resistance reliability can be improved. That is, when the compound represented by Chemical Formula 1 according to an embodiment is applied to an anti-reflection film, the light resistance reliability of the film can be ensured. In particular, there have been no known attempts to improve the color reproduction rate by using a specific compound to absorb mixed colors in a display device using a quantum dot emitter. For example, in the case of cyan, the absorption wavelength range is 480 nm to 520 nm.
m, and in the case of neon color, the absorption wavelength range is 530 nm to 670 nm, and in the case of near infrared color, the absorption wavelength range is 605 nm to 790 nm.
The compound represented by the formula (I) exhibits absorption wavelengths of 350 nm to 480 nm and 500 nm to 550 nm, and among the above absorption wavelengths, it exhibits absorption wavelengths of 420 nm to 435 nm, more specifically, 420 nm to 430 nm.
Since the compound represented by Formula 1 may have a maximum absorption wavelength of 10 nm, the compound represented by Formula 1 may be mixed with another compound having a structure different from that of Formula 1, and the content of the compound represented by Formula 1 may be more than twice the content of the other compound having a structure different from that of Formula 1 to form a mixed dye. In the case of an anti-reflection film, optical member, and display device including the mixed dye, it is easy to improve reflectance and ensure light resistance reliability while minimizing a decrease in blue luminance.

In the case of a dye-type anti-reflection film, the inventors of the present application have found that a mixed color other than RGB (such as Violet
It has been newly confirmed that the reflectance can be improved by controlling the amount of each of the four absorption dyes (Cyan, Neon, Near-IR). However, when using these four dyes, there is a loss of efficiency due to the amount of each dye used, and there is again a problem that color correction must be additionally considered to achieve neutral black for the applied panel.

Therefore, after much trial and error, the inventors of the present application have solved the above problems and completed the present invention by further controlling the composition of the mixed dye so that the mixed dye according to one embodiment has a maximum absorption wavelength of 540 nm to 550 nm in order to realize panel color feeling and minimize efficiency loss.

That is, when considering the relative luminous efficiency, the reflectance improvement effect differs depending on the dye's absorption wavelength. When considering the half-width of the dye's absorption wavelength, the more effectively the dye absorbs the 540 nm to 550 nm wavelength range, the more the efficiency loss can be minimized and the reflectance can be improved.

In the present invention, the minimum amount of mixed color absorbing dyes for each wavelength is used, and the relative amount of the compound (first dye) represented by Chemical Formula 1 is increased to absorb light in the wavelength range of 540 nm to 550 nm, thereby minimizing luminance loss and improving reflectance. In addition, the highest amount of the compound (first dye) represented by Chemical Formula 1, which has high dye stability such as light resistance, is used, ensuring the reliability of the film.

(Compound represented by Chemical Formula 1 (First Dye))
R ¹ to R ⁸ are each independently a hydrogen atom, a halogen atom, a cyano group, a carbonyl group, or a nitro group, provided that at least one of R ¹ to R ⁸ is a halogen atom,
It is a cyano group, a carbonyl group or a nitro group, and preferably at least one of R ¹ to R ⁸ is a halogen atom, and the remaining R ¹ to R ⁸ are hydrogen atoms.

For example, in Chemical Formula 1, at least one of R ¹ and R ² and at least one of R ⁵ and R ⁶ are each independently an electron withdrawing group.
Withdrawing group), for example, a halogen atom, a cyano group, a carbonyl group, or a nitro group. In Chemical Formula 1, R ¹ and R ² , and R ⁵ and R
Of ^{the 6} , 2 to 4 may be halogen atoms, and 2 to 0 may be hydrogen atoms.

For example, in Chemical Formula 1, at least one of ^R3 and ^R4 and at least one of ^R7 and ^R8 are each independently an electron withdrawing group.
Withdrawing group), for example, may be a halogen atom, a cyano group, a carbonyl group, or a nitro group. In Chemical Formula 1, at least one of ^R3 and ^R4 and at least one of ^R7 and ^R8 may be a halogen atom. ^In Chemical Formula 1, one of R3 and ^R4 and one of ^R7 and ^R8 may be a halogen atom, and the remainder may be a hydrogen atom, or ^R3 , ^R4 , ^R7 , and ^R8 may be a hydrogen atom.

For example, in Chemical Formula 1, at least one of ^R1 and ^R2 , at least one of ^R3 and ^R4 , at least one of ^R5 and ^R6 , and at least one of ^R7 and ^R8 may each independently be a halogen atom, a cyano group, a carbonyl group, or a nitro group.

In Chemical Formula 1, when R ¹ to R ⁸ are as described above, the effect of shifting the maximum absorption wavelength of the compound to a longer wavelength within a wavelength range of 435 nm or less can be achieved;
It is possible to effectively absorb the short wavelength region of a blue light source, and the light resistance reliability is also excellent.
Furthermore, among R ¹ to R ⁸ , an electron withdrawing group
For example, as the number of halogen atoms increases, the effect of shifting to the long wavelength side becomes greater, making it possible to effectively adjust the absorption amount of blue light source and to further improve light resistance reliability.

However, there is a drawback in that the solubility of the porphyrin-based compound decreases as the number of electron-withdrawing groups such as halogen atoms among R ¹ to R ⁸ increases.

However, the present inventors have limited R ⁹ to R ²⁸ in Chemical Formula 1 (R ⁹ to R ²⁸ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, *-C(=O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms), a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, with the proviso that R ⁹
At least two of R 1 to R ¹³ are necessarily substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, thereby improving the solubility of the compound represented by Chemical Formula 1 to the maximum.
In Chemical Formula 1, in order of preference, at least four, and at least six of R ⁹ to R ¹³ are substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, and eight of R ⁹ to R ¹³ are substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms.

That is, the compound represented by Formula 1 has improved solubility compared to conventional dyes, and at the same time, has a large effect of shifting the maximum absorption wavelength to a longer wavelength, and has excellent light resistance reliability, so it is very suitable as a dye to be applied to anti-reflection films.

For example, in Chemical Formula 1, M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom,
The metal atom is a tetravalent substituted metal atom, a metal hydroxide atom, or a metal oxide atom. The divalent metal atom includes Cu, Mg, Fe, Co, Ni, Zn, Zr, Sn, Pb, and Ag.
Examples of the trivalent metal atom in the trivalent substitution metal atom include Al, Sc, Ga, Y, and In. Examples of the tetravalent metal atom in the tetravalent substitution metal atom include Si, Ti, V,
Ge, Zr, Sn, etc. In the case of a trivalent metal atom, fluorine, chlorine, bromine,
One of the groups selected from the group consisting of iodine, hydroxyl, and sulfonic acid groups can be bonded to the central metal. In the case of a tetravalent metal atom, two of the groups selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and sulfonic acid groups can be bonded to the central metal. M is
For example, M in formula 1 may be Cu, Co, Zn, V(=O) or Ag.
It may also be u.

For example, in Chemical Formula 1, R ⁹ to R ²⁸ each independently represent an alkyl group having 1 to 20 carbon atoms substituted with a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
It may be -C(=O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms). In Chemical Formula 1, R ⁹ to R ²⁸ may be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted alkoxy group having 3 to 8 carbon atoms, or an unsubstituted alkoxy group having 3 to 8 carbon atoms. Here, the alkoxy group is preferably linear or branched.

For example, in Chemical Formula 1, 'at least two of R ⁹ to R ¹³ ' and 'R ^{14 to R 15} ' are
At least two or more of R ¹⁸ ' may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, a substituted or unsubstituted alkoxy group having 3 to 8 carbon atoms, or an unsubstituted alkoxy group having 3 to 8 carbon atoms.

For example, in Chemical Formula 1, 'at least two of R ⁹ to R ¹³ ', 'R ¹⁴ to R ^1
8 ' and 'at least two of R ¹⁹ to R ²³ '
may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, or a substituted or unsubstituted alkoxy group having 3 to 4 carbon atoms.
It may be an alkoxy group having from 1 to 8 carbon atoms, or an unsubstituted alkoxy group having from 3 to 8 carbon atoms. In this case, the remainder other than the alkoxy group may be a hydrogen atom.

For example, in Chemical Formula 1, 'at least two of R ⁹ to R ¹³ ', 'R ¹⁴ to R ¹
At least two or more of R ¹⁹ to R ⁸ , at least two or more of R 19 to R ²³ , and at least two or more of R ²⁴ to R ²⁸ may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, and at least two or more of R 24 to R 28 may each independently be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.
may be a substituted or unsubstituted alkoxy group having from 1 to 8 carbon atoms, or a substituted or unsubstituted alkoxy group having from 3 to 8 carbon atoms,
It may be an unsubstituted alkoxy group having 3 to 8 carbon atoms. When any one of R ⁹ to R ¹³ , any one of R ¹⁴ to R ¹⁸ , any one of R ¹⁹ to R ²³ , and any one of R ²⁴ to R ²⁸ are simultaneously substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, the effect of improving light fastness reliability is small, but the decrease in solubility is very significant, which is not preferable. For example, in Chemical Formula 1, R ¹⁰ , R ¹¹ , R ¹⁵ , R ¹⁶ , R ²⁰
, R ²¹ , R ²⁵ , and R ²⁶ are substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms; R ⁹ , R ¹² to R ¹⁴ , R ¹⁷ to R ¹⁹ , R ²² to R ²⁴ , R ²⁷ , and R
²⁸ may be a hydrogen atom.

For example, the above-mentioned substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms can be represented by the following chemical formula A.

In the above chemical formula A,
^L1 is a substituted or unsubstituted alkylene group having 1 to 8 carbon atoms;
R ²⁹ to R ³¹ each independently represent a hydrogen atom or a substituted or unsubstituted C1
In this case, the total number of carbon atoms of L ¹ and R ²⁹ to R ³¹ may be, for example, 1 to 20 or 1 to 12.

In the above chemical formula A, L ¹ may be a substituted or unsubstituted alkylene group having 1 to 4 carbon atoms. In the above chemical formula A, R ²⁹ to R ³¹ may each independently be a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms.

For example, the compound represented by Chemical Formula 1 may be represented by any one of Chemical Formulas 1-1 to 1-9 below, but is not limited thereto.

The compound represented by Chemical Formula 1 is preferably used in the range of 350 nm to 480 nm and 500 nm.
The maximum absorption wavelength is preferably 420 nm to 435 nm.
When the compound represented by Chemical Formula 1 has a maximum absorption wavelength in the above range, it can effectively absorb the short wavelength region of a blue light source, thereby effectively improving the light fastness reliability and color reproduction rate of the panel.

The compound represented by Chemical Formula 1 may be used alone or in combination of two or more. When a plurality of compounds represented by Chemical Formula 1 are contained, the "content of the compound represented by Chemical Formula 1" means
It refers to the total content (total content) of the compound represented by Chemical Formula 1. When there are multiple other compounds having a structure different from that of the compound represented by Chemical Formula 1, "the content of the other compounds having a structure different from that of the compound represented by Chemical Formula 1" refers to the individual content of the other compounds having a structure different from that of the compound represented by Chemical Formula 1. That is, the content of the compound represented by Chemical Formula 1 may be at least twice the content of the other compounds having a structure different from that of any of the compounds represented by Chemical Formula 1. Preferably, the content of the compound represented by Chemical Formula 1 is at least twice the content of the other compounds having a structure different from that of any of the compounds represented by Chemical Formula 1. Specifically, in the examples described later, the other compounds having a structure different from that of the compound represented by Chemical Formula 1 are the second dye, the third dye, and the fourth dye, and the content of the first dye is at least twice the content of the second dye, the content of the first dye is at least twice the content of the third dye, and the content of the first dye is at least twice the content of the fourth dye (the content of the first dye is not at least twice the total content of the second to fourth dyes).

The other compound having a structure different from that of the compound represented by Chemical Formula 1 is preferably a dye. The other compound having a structure different from that of the compound represented by Chemical Formula 1 may include any one or more selected from the group consisting of a compound represented by Chemical Formula 2 (second dye), a compound represented by Chemical Formula 3 (third dye), and a compound represented by Chemical Formula 4 (fourth dye). The other compound having a structure different from that of the compound represented by Chemical Formula 1 may be any one selected from the group consisting of a compound represented by Chemical Formula 2 (second dye), a compound represented by Chemical Formula 3 (third dye), and a compound represented by Chemical Formula 4 (fourth dye).
(Compound represented by chemical formula 2 (second dye))
In one embodiment, the dye contains a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2, wherein the content of the compound represented by Chemical Formula 1 is at least twice the content of the compound represented by Chemical Formula 2.

In the above chemical formula 2,
R ³² , R ³⁴ , R ³⁵ and R ³⁷ are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, each may independently be a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, each may independently be a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, each may independently be a substituted or unsubstituted alkyl group having 1 to 3 carbon atoms, or each may independently be an unsubstituted alkyl group having 1 to 3 carbon atoms;
R ³³ and R ³⁶ each independently represent a hydrogen atom or a cyano group, and at least one of R ³³ and R ³⁶ is necessarily a cyano group;
X is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms;
8 alkyl group or a substituted or unsubstituted phenyl group;
L is a divalent ligand.

In Chemical Formula 2, R ³³ and R ³⁶ may each independently be a cyano group.
When R ³³ and R ³⁶ are all cyano groups, there is almost no change in ^the maximum absorption wavelength and half width, and at the same time, the light resistance reliability itself can be greatly improved, compared with the case where only ^one of R ³³ and R 36 is a cyano group. Therefore, in Chemical Formula 2, both R 33 and R ³⁶ may be cyano groups.

In Chemical Formula 2, L is a catechol-based ligand, a 2,3-naphthalenediol-based ligand, or a 1,1′-bi-
The ligand may be a 2-naphthol (1,1'-Bi-2-naphthol) type ligand.

L is a catechol-based ligand, 2,3-naphthalenediol (2,
In the case where the ligand is not a 3-Naphthalenediol-based ligand or a 1,1'-Bi-2-naphthol-based ligand (e.g., F), fluorescent properties may be exhibited, making it impossible to apply the compound to the anti-reflection film according to the embodiment. In the past, a catechol-based ligand was used as a ligand to solve this problem. However, although the use of a catechol-based ligand can achieve non-fluorescence properties, excellent light fastness reliability cannot be ensured. Therefore, efforts have been made for a long time to improve light fastness reliability while maintaining non-fluorescence properties by using a catechol-based ligand, and there have been reports of slight improvements in light fastness reliability while maintaining non-fluorescence properties, but all of these reports are based on the assumption that the compound or anti-reflection film mentioned above is applied to a quantum dot-based display, which is a recent trend in the display market, and a decrease in light fastness reliability has been observed again. For this reason, there is a tendency that the demand for a compound for an anti-reflection film based on the assumption that the compound is applied to a quantum dot-based display is rapidly increasing day by day.
The present inventors accurately recognized the recent trends and market demands as described above, and thoroughly analyzed the conventional problems. By controlling the structure of L in Chemical Formula 2 as described above, it was possible to simultaneously secure light fastness reliability and excellent solubility.

Chemical formula 2 can be expressed as chemical formula 2-1 or chemical formula 2-2 below.

In the above Chemical Formula 2-1 and Chemical Formula 2-2,
R ³² , R ³⁴ , R ³⁵ and R ³⁷ are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, each may independently be a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, each may independently be a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, each may independently be a substituted or unsubstituted alkyl group having 1 to 3 carbon atoms, or each may independently be an unsubstituted alkyl group having 1 to 3 carbon atoms.

R ³³ and R ³⁶ each independently represent a hydrogen atom or a cyano group, and at least one of R ³³ and R ³⁶ is necessarily a cyano group;
X is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms;
C1 and C2 are each independently an aromatic ring.

In Chemical Formula 2-1 and Chemical Formula 2-2, X represents an alkyl group having 1 to 20 carbon atoms substituted or unsubstituted with 'an unsubstituted alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted or unsubstituted with a halogen atom, an alkyl group having 1 to 10 carbon atoms substituted with an alkyl group having 1 to 5 carbon atoms, an unsubstituted alkoxy group having 1 to 10 carbon atoms, or a combination thereof', or an 'an unsubstituted alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 20 carbon atoms substituted or unsubstituted with a halogen atom, an alkoxy group having 1 to 10 carbon atoms, or a combination thereof'.
The alkyl group may be an aryl group having 6 to 20 carbon atoms which is substituted or unsubstituted with an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with an alkyl group having 1 to 5 carbon atoms, an unsubstituted alkoxy group having 1 to 10 carbon atoms, or a combination thereof.

In Chemical Formula 2-1 and Chemical Formula 2-2, X may be an unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms substituted with an 'unsubstituted alkyl group having 1 to 10 carbon atoms', an aryl group having 6 to 20 carbon atoms substituted with an 'alkyl group having 1 to 10 carbon atoms substituted with a halogen atom', or an aryl group having 6 to 20 carbon atoms substituted with an 'unsubstituted alkoxy group having 1 to 10 carbon atoms'.

In Chemical Formula 2-1 and Chemical Formula 2-2, C1 and C2 may each independently be an optionally substituted benzene ring or an optionally substituted naphthalene ring.

When X is an alkyl group substituted with a specific substituent, better light resistance reliability can be ensured than when X is an unsubstituted alkyl group.

When X is an aryl group substituted with a specific substituent, better light resistance reliability can be ensured than when X is an unsubstituted aryl group.

C1 and C2 may each independently be a benzene ring or a naphthalene ring,
It is not necessarily limited to this.

The compound represented by Chemical Formula 2 can be represented by any one selected from the group consisting of the following Chemical Formulas 2-1-1 to 2-1-8.

The compound represented by Chemical Formula 2 preferably exhibits an absorption wavelength of 400 nm to 520 nm,
Preferably, the maximum absorption wavelength is 490 nm to 520 nm, more preferably 500 nm to 510 nm.
As described above, when the compound represented by Chemical Formula 2 has a maximum absorption wavelength in the above range, it can effectively absorb light in the long blue wavelength region and the short green wavelength region, thereby effectively improving the light fastness reliability and the color reproduction rate of the panel.

The first dye may be contained in an amount twice or more than the second dye, for example, the first dye may be contained in an amount from 2 to 10 times the amount of the second dye, or from 2 to 5 times the amount of the second dye. In this case, effective absorption occurs in the wavelength range of 540 nm to 550 nm, thereby improving reflectance while minimizing efficiency loss.

The compound represented by Chemical Formula 2 may be used alone or in combination with two or more other compounds. When a plurality of compounds are used, the content of the compound in the first dye should be at least twice as much as the content of at least one of the compounds.

(Compound represented by chemical formula 3 (third dye))

In the above chemical formula 3,
R ³⁸ to R ⁴⁵ are each independently a hydrogen atom, a halogen atom, a cyano group, a carboxyl group, a hydroxyl group, a mercapto group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, or a substituted or unsubstituted heterocycloalkyl group having 2 to 20 carbon atoms;
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom,
It is a metal hydroxide atom or a metal oxide atom.

In Chemical Formula 3, R ³⁸ to R ⁴⁵ are preferably each independently a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and all of R ³⁸ to R ⁴⁵ are not hydrogen atoms.

For example, M may be as described above in the section on Chemical Formula 1.

The first dye may be contained in an amount two or more times as much as the third dye, for example, the first dye may be contained in an amount from two to ten times, or from two to five times, the third dye. In this case, effective absorption occurs in the wavelength region of 540 nm to 550 nm, thereby minimizing efficiency loss and improving reflectance.

(Compound represented by chemical formula 4 (fourth dye))

In the above chemical formula 4,
R ⁴⁶ to R ⁶¹ each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, or a substituted or unsubstituted sulfonamide;
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom,
It is a metal hydroxide atom or a metal oxide atom.

For example, M may be as described above in the section on Chemical Formula 1.

For example, at least one of R ⁴⁶ to R ⁴⁹ , at least one of R ⁵⁰ to R ⁵³ , at least one of R ⁵⁴ to R ⁵⁷ , and at least one of R ⁵⁸ to R ⁶¹ can each independently be represented by the following Chemical Formula ⁵ .
At least one of R ⁴⁹ , at least one of R ⁵⁰ to R ⁵³ , and R ⁵⁴ to R ⁵
At least one of R ^{46 to R 49} , one of R ⁵⁰ to R ⁵³ , one of R 54 to R 57, and one of R ⁵⁸ to R 61 can each independently be represented by the following chemical formula 5, and the remainder may be a hydrogen atom. Also, for example, one of R ⁴⁶ to R ⁴⁹ , one of R 50 to R ⁵³ , one of R ⁵⁴ to R ⁵⁷ , and one of R ⁵⁸ to R ⁶¹ can each independently be represented by the following chemical formula 5, and the remainder may be a hydrogen atom.

The compound represented by Chemical Formula 4 has excellent green spectral characteristics and high brightness. Furthermore, the compound represented by Chemical Formula 4 includes a sulfonamide group substituted with a cyclohexyl group represented by Chemical Formula 5, and thus may have excellent solubility in an organic solvent.

For example, in Chemical Formula 4, R ⁴⁷ , R ⁵¹ , R ⁵⁵ and R ⁵⁹ are each independently represented by Chemical Formula 5, and R ⁴⁶ , R ⁴⁸ , R ⁴⁹ , R ⁵⁰ , R ⁵² , R ⁵³ , R ⁵⁴ , R ⁵⁶ ,
R ⁵⁷ , R ⁵⁸ , R ⁶⁰ and R ⁶¹ may each independently be a hydrogen atom or a halogen atom.

The first dye may be included in an amount two times or more than the fourth dye, for example, the first dye may be included in an amount between two and ten times the amount of the fourth dye. In this case, effective absorption occurs in the 540 nm to 550 nm wavelength range, minimizing efficiency loss and improving reflectance.

Another embodiment provides a composition comprising a mixed dye.

For example, the composition can further include a non-curable resin, a vacuum adhesive, or a combination thereof.

The non-curable resin can significantly reduce the change in reflectance and the change in light transmittance of the optical member after light resistance reliability evaluation.

The non-curable resin may include a resin that does not have one or more of heat and/or light reactive functional groups, such as an epoxy group, a hydroxyl group, and a carboxylic acid group.

The non-curable resin may include a resin that can form the matrix of a film (anti-reflective film) described below by a solvent casting method without a curing agent or an initiator (e.g., one or more of a photoinitiator and a thermal initiator).

The glass transition temperature of the non-curable resin may be in the range of 40° C. to 200° C.
The glass transition temperature of the film (anti-reflection film) described below can be reached, and the brittle phenomenon of the film can be improved. Preferably, the non-curable resin has a glass transition temperature of 100°C to 200°C.

For example, the non-curable resin may include a polymer formed from a monomer or monomer mixture containing a (meth)acrylic monomer or a vinyl monomer that does not have a heat and/or light reactive functional group. The polymer may include a homopolymer or a heteropolymer. A "homopolymer" is a polymer in which the monomers constituting the polymer are the same, and a "heteropolymer" is a polymer in which the monomers constituting the polymer are two or more kinds.

The monomer or monomer mixture has an unsubstituted alkyl group having 1 to 10 carbon atoms (meth)
The copolymer may include one or more of an acrylic acid ester, a (meth)acrylic or vinyl monomer having a cyano group, a (meth)acrylic acid ester having an unsubstituted cycloalkyl group having 5 to 10 carbon atoms, an unsubstituted aromatic vinyl monomer, and an aromatic vinyl monomer having an unsubstituted alkyl group having 1 to 10 carbon atoms.

The monomer or monomer mixture can include one or more of methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, ethylhexyl (meth)acrylate, cyclohexyl (meth)acrylate, (meth)acrylonitrile, styrene, methylstyrene, dimethylstyrene, ethylstyrene, butylstyrene, vinylnaphthalene, diphenylethylene, isopropenyltoluene, isopropenylmethylbenzene, and isopropenylethylbenzene.

The non-curable resin may include at least one of poly(meth)acrylic resins including polyalkyl(meth)acrylic resins such as polymethyl methacrylate (PMMA), polystyrene (PS) resins, styrene-acrylonitrile (SAN) resins, methyl(meth)acrylate-styrene-(meth)acrylonitrile resins including methyl methacrylate-styrene-acrylonitrile (m-SAN) resins, and polyarylene resins.

Non-hardening resins include polycarbonate (PC) resins and thermoplastic polyurethane (TPU)
Polyurethane resins including non-modified polyvinylidene fluoride (PV
PVDF) resin, modified polyvinylidene fluoride (modified-PVDF)
The polymer may include one or more of polyvinylidene fluoride-based resins, such as polyvinylidene fluoride-based resins.

Any type of pressure sensitive adhesive (PSA) that is commonly used in the art may be used, and there is no particular restriction on the type.

The composition containing the mixed dye may further contain conventional additives such as light stabilizers, antioxidants, plasticizers, antistatic agents, rework agents, etc. Preferably, a light stabilizer may be included to further improve light fastness reliability.

The light stabilizer is HALS (hindered amine light stabilizer).
The composition may contain conventional light stabilizers known to those skilled in the art, such as ethyl ether (ER) type, phenol type, oxanilide type, and the like.

A typical additive is used in an amount of 0 to 20 parts by weight per 100 parts by weight of the non-curable resin, for example,
It may be included in an amount of 0.001 parts by mass to 20 parts by mass, for example, 0.01 parts by mass to 20 parts by mass.
Within the above range, the additive effect can be obtained without affecting the physical properties of the anti-reflection film described below.

The composition containing the mixed dyes may be a solvent-free type. Alternatively, the composition containing the mixed dyes may further contain a solvent. When the composition containing the mixed dyes contains a solvent, the anti-reflection film described below can be made thin and can be easily applied. The solvent may be a common solvent known to those skilled in the art. For example, the solvent may include one or more of methyl ethyl ketone, ethyl acetate, and toluene.

Yet another embodiment provides a film, such as an anti-reflective film, made using the composition.

Yet another embodiment provides an optical member including the above film, for example, an anti-reflection film.

For example, the optical member may have a structure as shown in FIG. 1 or FIG. 2, but is not necessarily limited thereto.

An optical member having the structure of FIG. 1 can include a substrate film; an antireflection film disposed on the substrate film; a protective film disposed on the antireflection film; and a hard coat layer disposed on the protective film.

In the optical member having the structure of FIG. 1, a pressure-reducing adhesive is included in the anti-reflection film, so that a separate adhesive layer is not required.

An optical member having the structure of FIG. 2 can include an adhesive layer located on a substrate film; an antireflection film located on the adhesive layer; a protective film located on the antireflection film; and a hard coat layer located on the protective film.

In the optical member having the structure of FIG. 2, a separate adhesive layer may be present between the anti-reflection film and the substrate film, and therefore the pressure-reducing adhesive may be included in the adhesive layer, but not in the anti-reflection film.

All of the optical members having the structures of FIGS. 1 and 2 may further include a high refractive index layer located on the hard coat layer and a low refractive index layer located on the high refractive index layer.

The anti-reflection film contains the compound represented by the above formula 1 (first dye) in an amount of 0.0 based on the solid content.
The compound (first dye) represented by Formula 1 may be included in the range of 0.01% by weight to 0.5% by weight. Only when the compound (first dye) represented by Formula 1 is included in the range of 0.01% by weight to 0.5% by weight, it is easy to adjust the panel color of a display device to which an anti-reflection film is applied, and the compound (first dye) may be mixed with other absorption region dyes (second dye, third dye, and fourth dye) to improve the neutral black.

The anti-reflection film can be produced by applying a coating to a substrate film at a predetermined thickness and then drying the solvent. The solvent drying can be performed by a conventional method known to those skilled in the art, but the production method is not necessarily limited thereto.

The anti-reflection film may have a thickness of 0.5 μm to 10 μm, for example 1 μm to 5 μm, and in this range it can be easily used in optical components.

The low refractive index layer can reduce the reflectance of the anti-reflection film due to the difference in refractive index between the protective film and the high refractive index layer.

The low refractive index layer is made of a curable binder resin, a fluorine atom-containing monomer, and an average particle diameter of 5 nm.
The low refractive index layer may contain fine particles (e.g., hollow silica) of up to 300 nm, and may have a thickness of 0.01 μm to 0.15 μm. The refractive index of the low refractive index layer may be 1.20 to 1.40.

A functional coating layer may be further formed on one side of the low refractive index layer, i.e., on the upper side of the low refractive index layer, to provide additional functions to the anti-reflection film. The functional coating layer may include, but is not limited to, an anti-fingerprint layer, an antistatic layer, a hard coating layer, an anti-glare layer, a barrier layer, etc.

The high refractive index layer is formed between the protective film and the low refractive index layer, and has a refractive index between the protective film and the low refractive index layer, thereby reducing the reflectance of the anti-reflection film.

the high refractive index layer has a thickness of 0.05 μm to 20 μm and a refractive index of 1.45 to 2;
A film having a haze value as specified in JIS-K7361 that is the same as or has a difference of 10% or less from the haze value of the substrate has excellent transparency and antireflection properties.

The hard coat layer increases the hardness of the anti-reflection film, so that even if the anti-reflection film is used as the outermost part of the optical member, scratches and the like do not occur. The hard coat layer is not necessarily required. If the high refractive index layer or the low refractive index layer can secure the target hardness, the hard coat layer can be omitted.

The hard coat layer can be formed between the protective film and the high refractive index layer.

The hard coat layer has an average particle diameter of 1 nm to 30 nm and a particle size distribution range of the average particle diameter ±5 nm.
The hard coat layer may be a hardened layer obtained by uniformly mixing ultrafine metal oxide particles having a particle size of 1 μm or less in a hardened binder. The hard coat layer may have a thickness of 1 μm to 15 μm, and the refractive index of the hard coat layer may be 1.54 or more.

The anti-reflection film may have a thickness of 50 μm to 500 μm, for example, 50 μm to 300 μm, for example, 50 μm to 150 μm. When the anti-reflection film has a thickness in such a range, it can be easily applied to a display device described later.

The adhesive layer is formed on the lower surface of the anti-reflective film to adhere the anti-reflective film to a substrate film, etc. The adhesive layer may be integrated with the anti-reflective film as described above.

The adhesive layer may have a glass transition temperature of −70° C. to 0° C., for example, −65° C. to −20° C. When the adhesive layer has a glass transition temperature in this range, the adhesive layer has excellent adhesive strength to the panel.

The adhesive layer may be a thermosetting adhesive layer or a photocurable adhesive layer. Preferably, the adhesive layer is a thermosetting adhesive layer, which makes it easy to manufacture the adhesive layer without having to consider the influence of ultraviolet light due to the absorption wavelength of the dye according to an embodiment. The term "thermosetting adhesive layer" refers to
Not only the adhesive layer that is cured through a predetermined heat treatment at 40° C. to 100° C., but also the adhesive layer that is cured at room temperature (e.g.,
It may also include an adhesive layer that is cured at a temperature between 20° C. and 30° C.

The adhesive layer can be formed from an adhesive layer composition that includes an adhesive resin and a curing agent.

There is no limitation on the type of adhesive resin as long as the adhesive layer can have a certain glass transition temperature. For example, the adhesive resin may be a silicon-based resin, a urethane-based resin, or a (meth)acrylic resin, but is preferably a (meth)acrylic adhesive resin.

The adhesive resin may have a glass transition temperature of −70° C. to 0° C., preferably −65° C. to −20° C. When the adhesive resin has a glass transition temperature in this range, the adhesive resin has excellent adhesive strength to the panel.

The adhesive resin has a weight average molecular weight of 500,000 g/mol to 2,000,000 g/m
When the weight average molecular weight of the adhesive resin is in this range, the adhesive resin has excellent adhesive strength to the panel.

The adhesive resin is a (meth)acrylic monomer having an alkyl group, a (meth)acrylic monomer having a hydroxyl group,
A copolymer of a mixture containing at least one of an acrylic monomer, a (meth)acrylic monomer having an aromatic group, a (meth)acrylic monomer having an alicyclic group, and a (meth)acrylic monomer having a heteroalicyclic group is preferred, and a random copolymer of these monomers is more preferred.

The (meth)acrylic monomer having an alkyl group may include a (meth)acrylic acid ester having an unsubstituted alkyl group having 1 to 10 carbon atoms. Specifically, the (meth)acrylic monomer having an alkyl group may be, for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, t ...
The monomer mixture may include, but is not limited to, one or more of butyl (meth)acrylate, iso-butyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, heptyl (meth)acrylate, octyl (meth)acrylate, iso-octyl (meth)acrylate, nonyl (meth)acrylate, and decyl (meth)acrylate. These monomers may be used alone or in combination of two or more. The (meth)acrylic monomer having an alkyl group may be included in an amount of 60% by weight to 99.99% by weight, for example, 60% by weight to 90% by weight, for example, 80% by weight to 99.9% by weight, based on the total weight of the monomer mixture.

The (meth)acrylic monomer having a hydroxyl group is a monomer having 1 to 2 carbon atoms and having one or more hydroxyl groups.
(Meth)acrylic monomer having 0 alkyl group, and 3 carbon atoms having one or more hydroxyl groups
The (meth)acrylic monomer may include at least one of a (meth)acrylic monomer having a cycloalkyl group having 1 to 20 carbon atoms and a (meth)acrylic monomer having an aromatic group having 6 to 20 carbon atoms and one or more hydroxyl groups. Specifically, the (meth)acrylic monomer having a hydroxyl group is preferably a (meth)acrylic monomer having an alkyl group having 1 to 20 carbon atoms and one or more hydroxyl groups,
The monomer mixture may contain one or more of 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, and 1-chloro-2-hydroxypropyl (meth)acrylate. These may be used alone or in combination of two or more. The (meth)acrylic monomer having a hydroxyl group is present in an amount of 0.01% by mass to 20% by mass, for example 0.1% by mass, based on the total mass of the monomer mixture.
It may be contained in an amount of up to 10% by mass.

The (meth)acrylic monomer having an aromatic group may include a (meth)acrylic acid ester having an aryl group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 20 carbon atoms. Specifically, the (meth)acrylic monomer having an aromatic group may include, but is not limited to, phenyl (meth)acrylate, benzyl (meth)acrylate, etc. The (meth)acrylic monomer having an aromatic group may be included in an amount of 0% by weight to 50% by weight, for example, 0% by weight to 20% by weight, based on the total weight of the monomer mixture.

In this specification, when an alicyclic group and an alkyl group are mixed in a monomer, it is classified as a (meth)acrylic monomer having an alicyclic group.

The (meth)acrylic monomer having an alicyclic group can include one or more of cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, methylcyclohexyl (meth)acrylate, and dicyclopentenyl (meth)acrylate as a (meth)acrylic acid ester having a monocyclic or polycyclic alicyclic group having 5 to 20 carbon atoms. The (meth)acrylic monomer having an alicyclic group is present in an amount of 0% by mass to 50% by mass, for example, 1% by mass to 30% by mass, 1% by mass to 20% by mass, or 2% by mass to 50% by mass.
It may be contained at 0 mass %.

The (meth)acrylic monomer having a heteroalicyclic group may include a (meth)acrylic acid ester having a heteroalicyclic group having 4 to 9 carbon atoms and containing at least one of a nitrogen atom, an oxygen atom, and a sulfur atom. Specifically, the (meth)acrylic monomer having a heteroalicyclic group may include, but is not limited to, (meth)acryloylmorpholine. The (meth)acrylic monomer having a heteroalicyclic group may be present in an amount of 0 to 5% by mass in the monomer mixture.
It may be contained at 0% by mass, for example, 0% to 10% by mass.

The adhesive resin is composed of 70% by mass to 99.99% by mass, for example 90% by mass to 99.5% by mass of a (meth)acrylic monomer having an alkyl group and 0% by mass of a (meth)acrylic monomer having a hydroxyl group.
The adhesive resin may include a (meth)acrylic copolymer of a monomer mixture containing 0.01% by weight to 30% by weight, for example, 0.5% by weight to 10% by weight. When the content of each monomer constituting the adhesive resin is within the above range, it may be easy to ensure adhesive strength.

The curing agent may include an isocyanate-based curing agent. The curing agent may be included in an amount of 0.01 to 20 parts by weight, for example, 0.01 to 10 parts by weight, for example, 0.1 to 4 parts by weight, based on 100 parts by weight of the adhesive resin. When the curing agent is within the above range, the composition is crosslinked to form an adhesive layer, and a decrease in transparency and poor reliability due to the use of an excessive amount can be prevented.

The adhesive layer composition includes a silane coupling agent, an antioxidant, a tackifier resin, a plasticizer,
The adhesive composition may further contain conventional additives such as antistatic agents, rework agents, curing catalysts, etc. The silane coupling agent is used in an amount of 0.01 to 20 parts by weight based on 100 parts by weight of the adhesive resin.
For example, it may be included in an amount of 0.01 to 10 parts by mass, for example, 0.1 to 4 parts by mass.
When the amount of the silane coupling agent is within the above range, it is possible to adjust the adhesive strength and prevent phenomena such as poor reliability.

The adhesive layer composition may be solvent-free or may further contain a common organic solvent to enhance coatability.

The adhesive layer may have a thickness of 1 μm to 50 μm, for example, 5 μm to 25 μm. When the adhesive layer has a thickness in the above range, it can be easily used in a display device.

The protective film may be any protective film that can be used by ordinary technicians (e.g., TAC
Any type of cellulose may be used as long as it is of the same type as the cellulose acetate solution (Tri-Acetyl Cellulose).

The substrate film may be a glass substrate.

According to another embodiment, there is provided a display device including the optical member described above. For example, there may be provided a display device including an optical member and a quantum dot-containing layer.

For example, the display device may further include a light source and a color filter.

For example, the display device may have a layered structure in which a quantum dot-containing layer is disposed on a light source, a color filter is disposed on the quantum dot-containing layer, and an optical member is disposed on the color filter.

For example, the light source may be a blue light source.

The components constituting the quantum dot-containing layer may further include, in addition to the quantum dots, a binder resin, a reactive unsaturated compound, a photopolymerization initiator, a diffusing agent, and other additives, which will be described later.

The quantum dots have a full width at half maximum of 20 nm to 100 nm, for example, 20 nm to 50 nm.
When the quantum dots have a full width at half maximum (FWHM) in the above range, the quantum dots have high color purity, and thus have the effect of improving color reproduction when used as a color material in a color filter.

The quantum dots may each independently be organic, inorganic, or a hybrid of organic and inorganic.

The quantum dots can each independently be composed of a core and a shell surrounding the core, and the core and shell can each independently have a structure such as a core made of Group II-IV, Group III-V, etc., a core/shell, a core/first shell/second shell, an alloy, an alloy/shell, etc., but are not limited thereto.

For example, the core may be CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, HgS,
The core may include, but is not limited to, at least one material selected from the group consisting of HgSe, HgTe, GaN, GaP, GaAs, InP, InAs, and alloys thereof. The shell surrounding the core may include, but is not limited to, CdSe, ZnSe, ZnS, Zn
The material may include at least one material selected from the group consisting of Te, CdTe, PbS, TiO, SrSe, HgSe, and alloys thereof, but is not necessarily limited thereto.

Recently, as environmental concerns have increased worldwide and regulations on toxic materials have been strengthened, in one embodiment, instead of the luminescent material having a cadmium-based core, an environmentally friendly non-cadmium-based luminescent material (InP/ZnS) may be used, although the quantum efficiency is somewhat lower, but the present invention is not necessarily limited thereto.

The structure of the quantum dots is not particularly limited, but in the case of quantum dots with a core/shell structure, the size (average particle diameter) of each quantum dot as a whole including the shell may be 1 nm to 15 nm, for example 5 nm to 15 nm.

For example, the quantum dots may include red quantum dots, green quantum dots, or a combination thereof. For example, the quantum dots may include both green quantum dots and red quantum dots, where the green quantum dots are included in a greater amount than the red quantum dots.
The red quantum dots may have an average particle size of 10 nm to 15 nm, and the green quantum dots may have an average particle size of 5 nm to 8 nm.

Meanwhile, a dispersant may be used together for the dispersion stability of the quantum dots. The dispersant helps the light conversion material such as quantum dots to be uniformly dispersed in the curable composition, and all of nonionic dispersants, anionic dispersants, and cationic dispersants can be used. Specifically, polyalkylene glycols or esters thereof, polyoxyalkylenes, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, alkylamide alkylene oxide adducts, alkylamines, etc. can be used alone or in combination of two or more. The dispersant can be used in an amount of 0.1% by mass to 100% by mass, for example 10% by mass to 20% by mass, based on the solid content of the light conversion material such as quantum dots.

The quantum dots are in an amount of 1 part by mass to 100 parts by mass of the components constituting the quantum dot-containing layer.
The content of the quantum dots may be 40 parts by mass, for example, 1 part by mass to 10 parts by mass. When the quantum dots are contained within the above range, the photoconversion rate is excellent and the pattern characteristics and development characteristics are not impaired, so that the composition can have excellent processability.

The binder resin can include an acrylic resin, an epoxy resin, or a combination thereof.

The acrylic resin may be a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and may be a resin containing one or more acrylic repeat units.

The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing one or more carboxy groups, specific examples of which include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, or combinations thereof.

The first ethylenically unsaturated monomer is 5% by mass to 5% by mass based on the total amount of the acrylic binder resin.
It may be contained at 0 mass %, for example, 10 mass % to 40 mass %.

Examples of the second ethylenically unsaturated monomer include, for example, styrene, α-methylstyrene,
Aromatic vinyl compounds such as vinyl toluene and vinyl benzyl methyl ether; methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, phenyl (meth)acrylate,
unsaturated carboxylic acid ester compounds such as acrylate; unsaturated carboxylic acid aminoalkyl ester compounds such as 2-aminoethyl (meth)acrylate and 2-dimethylaminoethyl (meth)acrylate; carboxylic acid vinyl ester compounds such as vinyl acetate and vinyl benzoate; unsaturated carboxylic acid glycidyl ester compounds such as glycidyl (meth)acrylate; vinyl cyanide compounds such as (meth)acrylonitrile; and unsaturated amide compounds such as (meth)acrylamide. These can be used alone or in combination of two or more.

Specific examples of acrylic resins include polybenzyl methacrylate, (meth)acrylic acid/benzyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/
Styrene copolymer, (meth)acrylic acid/benzyl methacrylate/2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/styrene/
2-hydroxyethyl methacrylate copolymer, but the present invention is not limited thereto, and these may be used alone or in combination of two or more kinds.

The weight average molecular weight of the acrylic resin may be 1,000 g/mol to 15,000 g/mol. When the weight average molecular weight of the acrylic resin is within the above range, the adhesiveness to the substrate is excellent, the physical and chemical properties are good, and the viscosity is appropriate.

Epoxy resins are monomers or oligomers that are polymerized by heat.
oligomers), which may include compounds having carbon-carbon unsaturated bonds and carbon-carbon cyclic bonds.

The epoxy resin may further include bisphenol A type epoxy resin, bisphenol F type epoxy resin, phenol novolac type epoxy resin, cyclic aliphatic epoxy resin, and aliphatic polyglycidyl ether.

Commercially available products of such epoxy resins include, for example, jER (
Registered trademarks (hereinafter the same) YX4000, YX4000H, YL6121H, YL6640,
YL6677; EOCN-102, EOCN-103S, EOCN-
104S, EOCN-1020, EOCN-1025, EOCN-1027, and jER 180S75 from Mitsubishi Chemical Corporation; bisphenol A type epoxy resins include jER 1001, 1002, 1003, 1004, 1007, and 1009 from Mitsubishi Chemical Corporation.
, 1010 and 828; bisphenol F type epoxy resins were Mitsubishi Chemical Corporation's jER 807 and 834; phenol novolac type epoxy resins were Mitsubishi Chemical Corporation's jER 807 and 834.
jER 152, 154, 157H65 from Nippon Kayaku Co., Ltd., and EPPN2 from Nippon Kayaku Co., Ltd.
Other cycloaliphatic epoxy resins include CY175, CY177 and CY179 from CIBA-GEIGY A.G., ERL-4234, ERL-
4299, ERL-4221 and ERL-4206, Showa Denko K.K.'s Shodyne 509, CIBA-GEIGY A.G.'s Araldite (registered trademark, the same applies below) CY-
182, CY-192 and CY-184, Epicron (registered trademark, the same applies below) 200 and 400 from DIC Corporation, jER 871, 872 and E from Mitsubishi Chemical Corporation
P1032H60, Celanese Coatings ED-5661 and ED-56
62; Aliphatic polyglycidyl ethers include jER 190P and 191P from Mitsubishi Chemical Corporation, Epolite 100MF from Kyoei Chemical Co., Ltd., and Epiol (registered trademark) TMP from NOF Corporation.

The binder resin may be contained in an amount of 1 part by mass to 40 parts by mass, for example, 5 parts by mass to 20 parts by mass, based on 100 parts by mass of the components constituting the quantum dot-containing layer. When the binder resin is contained within the above range, excellent sensitivity, developability, resolution, and linearity of the pattern can be obtained.

The reactive unsaturated compound may be a monomer or oligomer that is generally used in conventional photocurable compositions and thermosetting compositions, and may be used alone or in combination of two or more kinds.

The reactive unsaturated compound may be an acrylate-based compound. For example, at least one selected from ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, and 1,6-hexanediol dimethacrylate may be used.

The reactive unsaturated compounds can also be used after being treated with an acid anhydride in order to impart better developability.

The reactive unsaturated compound is 1 part by mass per 100 parts by mass of the components constituting the quantum dot-containing layer.
The reactive unsaturated compound may be contained in an amount of from 1 part by weight to 10 parts by weight, for example, from 1 part by weight to 5 parts by weight. When the content of the reactive unsaturated compound is within the above range, curing occurs sufficiently upon exposure in the pattern formation process, resulting in excellent reliability, and the pattern also has excellent heat resistance, light resistance, chemical resistance, resolution, and adhesion.

As the photopolymerization initiator, an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, an oxime-based compound, or the like can be used.

Examples of acetophenone compounds include 2,2'-diethoxyacetophenone, 2,2
'-Dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-t
-butyltrichloroacetophenone, p-t-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-
Examples include 1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, and the like.

Examples of the benzophenone-based compounds include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,
Examples include 4'-dichlorobenzophenone and 3,3'-dimethyl-2-methoxybenzophenone.

Examples of thioxanthone compounds include thioxanthone, 2-methylthioxanthone,
Examples of the thioxanthone include isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone, and 2-chlorothioxanthone.

Examples of benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether,
benzyl dimethyl ketal.

Examples of the triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(3',4'-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-
methoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-
methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-
tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-biphenyl-4,
6-Bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)
-s-triazine, 2-(4-methoxynaphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-bis(trichloromethyl)-6-piperonyl-s-
Triazine, 2-4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-
Triazines and the like.

Examples of the oxime compounds include O-acyloxime compounds, 2-(O-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(
O-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, etc. Specific examples of O-acyloxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)
-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butane-1,2-dione-2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1,2-dione-2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1-one oxime-O-acetate, 1-(4-phenylsulfanylphenyl)-butane-1
-one oxime-O-acetate and the like.

In addition to the above compounds, the photopolymerization initiator may also be a carbazole compound, a diketone compound, a sulfonium borate compound, a diazo compound, an imidazole compound, a biimidazole compound, a fluorene compound, or the like.

Photoinitiators may be used in conjunction with photosensitizers, which absorb light, become excited, and then transfer that energy to initiate a chemical reaction.

Examples of the photosensitizer include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, and the like.

The photopolymerization initiator may be contained in an amount of 0.1 to 10 parts by weight, for example, 0.1 to 5 parts by weight, based on 100 parts by weight of the components constituting the quantum dot-containing layer. When the content of the photopolymerization initiator is within the above range, a pattern having an excellent balance between sensitivity and developability during exposure and excellent resolution without residual film can be obtained.

The quantum dot-containing layer may further include a diffusing agent.

For example, the diffusing agent may include barium sulfate (BaSO ₄ ), calcium carbonate (CaCO ₃ ), titanium dioxide (TiO ₂ ), zirconia (ZrO ₂ ), or combinations thereof.

The diffusing agent reflects light that is not absorbed by the quantum dots and allows the quantum dots to absorb the reflected light again, i.e., the diffusing agent increases the amount of light absorbed by the quantum dots, thereby increasing the light conversion efficiency of the curable composition.

The diffusing agent may have an average particle size (D ₅₀ ) of 150 nm to 250 nm, specifically 1
When the average particle size of the diffusing agent is within the above range, it is possible to have a better light diffusing effect and increase the light conversion efficiency.

The diffusing agent is 0.05 g/mol/g based on the solid content with respect to 100 parts by mass of the components constituting the quantum dot-containing layer.
The diffusion agent may be contained in an amount of 1% by weight to 20% by weight, for example, 0.1% by weight to 5% by weight. If the diffusion agent is contained in an amount of less than 0.1% by weight based on 100 parts by weight of the components constituting the quantum dot-containing layer, it is difficult to expect the effect of improving the light conversion efficiency by using the diffusion agent, and if the diffusion agent is contained in an amount of more than 20% by weight, the pattern characteristics may be deteriorated.

In order to improve the stability and dispersibility of the quantum dots, the quantum dot-containing layer is formed using thiol (thiol).
ol) type additives may be further included.

The thiol-based additive can be substituted on the shell surface of the quantum dots to improve the dispersion stability of the quantum dots in a solvent, thereby stabilizing the quantum dots.

The thiol-based additive can have 2 to 10, for example 2 to 4 thiol groups (-SH) at its terminals depending on its structure.

For example, the thiol-based additive may have at least two functional groups represented by the following Formula 7 at its terminal.

In the above chemical formula 7,
L ⁷ and L ⁸ each independently represent a single bond or a substituted or unsubstituted C 1 to C 20
a substituted or unsubstituted alkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 2 to 2
0 heteroarylene groups.

For example, a thiol-based additive can be represented by the following chemical formula 8.

In the above chemical formula 8,
L ⁷ and L ⁸ each independently represent a single bond or a substituted or unsubstituted C 1 to C 20
a substituted or unsubstituted alkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 2 to 2
0 heteroarylene groups,
Each of u1 and u2 independently represents an integer of 0 or 1.

For example, in Chemical Formula 7 and Chemical Formula 8, L ⁷ and L ⁸ may each independently be a single bond or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

A specific example of the thiol-based additive is pentaerythritol tetrakis(3-mercaptopropionate) represented by the following formula 7a:
tetrakis(3-mercaptopropionate)), trimethylolpropane tris(3-mercaptopropionate) (trime
thylolpropane tris(3-mercaptopropionate)
), pentaerythritol tetrakis(mercaptoacetate) represented by the following chemical formula 7c
te)), trimethylolpropane tris(2-mercaptoacetate) represented by the following chemical formula 7d
acetate), glycol di-3-mercaptopropionate represented by the following chemical formula 7e, and combinations thereof.

The thiol-based additive is used in an amount of 0.
It may be included in an amount of 1 part by weight to 10 parts by weight, for example, 0.1 part by weight to 5 parts by weight. When the content of the thiol-based additive is within the above range, the stability of the light conversion material such as quantum dots can be improved, and the thiol group in the component reacts with the acrylic group of the resin or monomer to form a covalent bond, thereby improving the heat resistance of the light conversion material such as quantum dots.

The quantum dot-containing layer may further include a polymerization inhibitor including a hydroquinone-based compound, a catechol-based compound, or a combination thereof. The quantum dot-containing layer may further include a hydroquinone-based compound, a catechol-based compound, or a combination thereof,
After coating the composition containing quantum dots, crosslinking at room temperature during exposure can be prevented.

Examples of the hydroquinone-based compound, the catechol-based compound, or a combination thereof include hydroquinone, methylhydroquinone, methoxyhydroquinone, t-butylhydroquinone, 2,5-di-t-butylhydroquinone, 2,5-bis(1,1-dimethylbutyl)hydroquinone, 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone, catechol, t-butylcatechol, 4-methoxyphenol, pyrogallol, 2,6
-Di-t-butyl-4-methylphenol, 2-naphthol, tris(N-hydroxy-
N-nitrosophenylamino-O,O')aluminum (Tris(N-hydrox
y-N-nitrosophenylamineto-O,O')aluminum)
or combinations thereof, but are not necessarily limited to these.

The hydroquinone-based compound, the catechol-based compound, or a combination thereof may be used in the form of a dispersion, and the polymerization inhibitor in the form of a dispersion may be included in an amount of 0.001 to 1 part by weight, for example, 0.01 to 0.1 parts by weight, based on 100 parts by weight of the components constituting the quantum dot and fluorescent dye-containing layer or the quantum dot-containing layer (without fluorescent dye). When the content of the stabilizer is within the above range, the problem of aging at room temperature can be solved, and at the same time, the sensitivity reduction and surface peeling phenomenon can be prevented.

The quantum dot-containing layer contains, in addition to the thiol-based additive and the polymerization inhibitor, malonic acid; 3-amino-
It may further include 1,2-propanediol; a silane coupling agent; a leveling agent; a fluorosurfactant; or combinations thereof.

For example, the quantum dot-containing layer may further include a silane-based coupling agent having a reactive substituent such as a vinyl group, a carboxyl group, a methacryloyloxy group, an isocyanate group, or an epoxy group in order to improve adhesion to the substrate.

Examples of the silane coupling agent include trimethoxysilylbenzoic acid, γ-methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and the like. These can be used alone or in combination of two or more kinds.

The silane coupling agent may be contained in an amount of 0.01 to 10 parts by mass per 100 parts by mass of the components constituting the quantum dot-containing layer. When the content of the silane coupling agent is within the above range, the adhesion, storage stability, etc. are excellent.

In addition, the quantum dot-containing layer may further include a surfactant, such as a fluorine-based surfactant, to improve coating properties and prevent defects, if necessary.

Examples of the fluorine-based surfactant include BM-1000 (registered trademark) and BM-1100 (registered trademark) manufactured by BM Chemie; Megafac (registered trademark, the same applies below) F 142D, F 172, F 173, F 183, etc. manufactured by DIC Corporation; Fluorad (registered trademark) FC-135, FC-170C, FC-430, FC-430, etc. manufactured by 3M Corporation.
431, etc.; Surflon (registered trademark) S-112, S-112, etc., manufactured by AGC Seimi Chemical Co., Ltd.
-113, S-131, S-141, S-145, etc.; SH-28PA, -190, -193, SZ-603 from DuPont Toray Specialty Materials Co., Ltd.
2, SF-8428, etc.; F-482, F-484, F-478, F-
Fluorosurfactants commercially available under names such as 554 can be used.

The fluorosurfactant may be used in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the components constituting the quantum dot-containing layer. When the content of the fluorosurfactant is within the above range, coating uniformity is ensured, stains do not occur, and wettability to the glass substrate is excellent.

In addition, the quantum dot-containing layer may further contain a certain amount of other additives, such as an antioxidant and a stabilizer, within a range that does not impair the physical properties.

The method for producing the quantum dot-containing layer is not particularly limited, but includes, for example, a step (S1) of applying a curable composition containing the above-mentioned components onto a substrate by an inkjet spraying method to form a pattern; and a step (S2) of curing the pattern.

(S1) Step of forming a pattern The curable composition is preferably applied to a substrate in a thickness of 0.5 to 10 μm by an inkjet method. Inkjet can form a pattern by repeatedly spraying a single color according to the number of colors required, or can form a pattern by simultaneously spraying the number of colors required to reduce the number of processes.

(S2) Curing Step The pattern obtained above can be cured to obtain a cured resin film. A preferred curing method is a thermal curing step. The thermal curing step may be a step of first removing the solvent in the curable composition by heating at a temperature of about 100°C or higher for about 3 minutes, and then heating at a temperature of 160°C to 300°C to cure, and more preferably a step of heating at a temperature of 180°C to 250°C for about 30 minutes to cure.

The quantum dot-containing layer can also be manufactured by a method other than the inkjet method. In this case, the manufacturing method involves applying a curable composition containing the above-mentioned components to a substrate that has been subjected to a predetermined pretreatment, for example, to a thickness of 0.5 μm to 10 μm, using an appropriate method such as bar coating, spin coating, roller coating, or spray coating, and irradiating the substrate with light to form a pattern required for the color filter. The active energy rays used for irradiation can be ultraviolet rays (UV), electron beams, or X-rays, and can be, for example, UV rays having a wavelength of 190 nm to 450 nm, specifically, a wavelength range of 200 nm to 400 nm. The irradiating process can also be performed using a photoresist mask. After performing the irradiating process in this manner, the composition layer irradiated with light is treated with a developer. At this time, the non-exposed parts of the composition layer are dissolved to form a pattern required for the color filter. By repeating this process according to the number of required colors, a color filter having a desired pattern can be obtained. In addition, if the image pattern obtained by development is heated again or cured by irradiating with active energy rays, the crack resistance, solvent resistance, etc. can be improved.

The curable composition may further include a solvent.

Examples of the solvent include alcohols such as methanol and ethanol; glycol ethers such as ethylene glycol methyl ether, ethylene glycol ethyl ether, and propylene glycol methyl ether; cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, and diethyl cellosolve acetate; carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and diethylene glycol diethyl ether; propylene glycol alkyl ether acetates such as methyl ether acetate and propylene glycol propyl ether acetate; ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl n-propyl ketone, methyl n-butyl ketone, methyl n-amyl ketone, and 2-heptanone; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, and isobutyl acetate; lactic acid alkyl esters such as methyl lactate and ethyl lactate; hydroxyacetic acid alkyl esters such as methyl hydroxyacetate, ethyl hydroxyacetate, and butyl hydroxyacetate;
Alkoxyalkyl acetates such as methoxymethyl acetate, methoxyethyl acetate, methoxybutyl acetate, ethoxymethyl acetate, and ethoxyethyl acetate; alkyl 3-hydroxypropionates such as methyl 3-hydroxypropionate and ethyl 3-hydroxypropionate; alkyl 3-hydroxypropionates such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3
-ethoxypropionate and other 3-alkoxypropionic acid alkyl esters; methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, propyl 2-
2-Hydroxypropionate and other 2-hydroxypropionic acid alkyl esters; methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, methyl 2-ethoxypropionate and other 2-alkoxypropionic acid alkyl esters; methyl 2-hydroxy-2-methylpropionate, ethyl 2-
2-hydroxy-2-methylpropionate and other 2-hydroxy-2-methylpropionate alkyl esters; methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate and other 2-alkoxy-2-methylpropionate alkyl esters; 2-hydroxyethylpropionate, 2-hydroxy-2-methylethylpropionate, hydroxyethylacetate, methyl 2-hydroxy-3-methylbutanoate and other esters; or ketone acid esters such as ethyl pyruvate. Also N-methylformamide, N,N-dimethyl Formamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethylsulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl cellosolve acetate, dimethyl adipate, and the like can be used, but are not limited to these.

For example, it is preferable to use, as the solvent, glycol ethers such as ethylene glycol monoethyl ether, ethylene diglycol methyl ethyl ether, etc.; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate, etc.; esters such as ethyl 2-hydroxypropionate, etc.; carbitols such as diethylene glycol monomethyl ether, etc.; propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, etc.; alcohols such as ethanol, etc., or combinations thereof.

For example, the solvent may be a solvent comprising propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate, ethanol, ethylene glycol dimethyl ether, ethylene diglycol methyl ethyl ether, diethylene glycol dimethyl ether, dimethylacetamide, 2-butoxyethanol, N-methylpyrrolidine, N-ethylpyrrolidine, propylene carbonate, gamma-butyrolactone, dimethyl adipate, or a combination thereof.

The solvent may be present in an amount that is the remainder of the total amount of the curable composition.

Hereinafter, preferred embodiments of the present invention will be described, however, the following embodiment is merely a preferred embodiment of the present invention and the present invention is not limited to the following embodiment.

(Synthesis Example)
Synthesis Example 1: Synthesis of Compound Represented by Chemical Formula 1-1

(1) Place 3,4-bis(1-methylbutoxy)benzaldehyde (3,4
-bis(1-methylbutoxy)benzaldehyde) (100g, 0
.36 mol), propionic acid (800 g), and pyrrole (24 g, 0.36 mol
) was added, the temperature was raised to 130°C, and the mixture was stirred for 6 hours. After the reaction was completed, the temperature was lowered to room temperature, and 100 g of acetone was added and the mixture was stirred. The resulting solid compound was filtered through a filter, washed with acetone, and dried to obtain a porphyrin intermediate (23 g, yield 20
%) was synthesized.

(2) In a round-bottom flask, the porphyrin intermediate (23 g, 17.6 mmol) obtained in (1) was added.
1 g of N,N-dimethylformamide (DMF), and copper acetate (Copper
Acetate (6.4 g, 35.3 mmol) was added and stirred at 100° C. for 5 hours, after which the reaction was terminated. After lowering the temperature, 700 g of methanol was added and stirred. The resulting solid compound was filtered through a filter, washed with methanol, and dried to obtain a porphyrin dye (18 g, 75% yield). ([M+H] ⁺ 1366)
(3) In a round-bottom flask, the porphyrin dye (18 g, 13.2 mmol) obtained in (2) was added.
11 ml), tetrachloroethane, 360 mL, and NCS (N-chlorosuccinimide, 11
.4 g, 85.7 mmol) was added and stirred at 100° C. for 4 hours, after which the reaction was terminated.
After lowering the temperature, 1600 mL of methanol was added and stirred. The resulting solid compound was filtered through a filter, washed with methanol, and then dried to obtain the compound represented by the following formula 1-1.
A compound represented by the following formula (15 g, yield 80%) was synthesized.

Synthesis Example 2: Synthesis of Compound Represented by Chemical Formula 1-2

The porphyrin dye (16 g, 11.7 mmol) obtained in Synthesis Example 1 (2) was placed in a round-bottom flask, followed by 320 mL of tetrachloroethane and NCS (N-chlorosuccinimide, 8.6 g, 64.5 mmol) and stirring at 100° C. for 4 hours, and then the reaction was terminated. After lowering the temperature, 1200 mL of methanol was added and stirred. The resulting solid compound was filtered through a filter, washed with methanol, and dried to synthesize a compound represented by the following chemical formula 1-2 (13 g, yield 75%).

Synthesis Example 3: Synthesis of Compound Represented by Chemical Formula 1-3

The porphyrin dye (15 g, 11.0 mmol) obtained in Synthesis Example 1 (2) was placed in a round-bottom flask, followed by 300 mL of tetrachloroethane and NCS (N-chlorosuccinimide, 3.7 g, 27.5 mmol) and stirring at 100° C. for 4 hours, after which the reaction was terminated. After lowering the temperature, 1000 mL of methanol was added and stirred. The resulting solid compound was filtered through a filter, washed with methanol, and then dried to synthesize a compound represented by the following chemical formula 1-3 (12 g, yield 75%).

Synthesis Example 4: Synthesis of a compound represented by the chemical formula 1-4 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
A compound represented by the following formula 1-4 was synthesized in the same manner as in Synthesis Example 1, except that 3,4-dibutoxybenzaldehyde was used instead of 3,4-dibutoxybenzaldehyde.

Synthesis Example 5: Synthesis of the compound represented by the chemical formula 1-5 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
A compound represented by the following formula 1-5 was synthesized in the same manner as in Synthesis Example 2, except that 3,4-dibutoxybenzaldehyde was used instead of 3,4-dibutoxybenzaldehyde.

Synthesis Example 6: Synthesis of a compound represented by the chemical formula 1-6 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
A compound represented by the following formula 1-6 was synthesized in the same manner as in Synthesis Example 3, except that 3,4-dibutoxybenzaldehyde was used instead of 3,4-dibutoxybenzaldehyde.

Synthesis Example 7: Synthesis of a compound represented by the chemical formula 1-7 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
3,4-diisopentyloxybenzaldehyde instead of 3,4-diisopentyloxybenzaldehyde
A compound represented by the following chemical formula 1-7 was synthesized in the same manner as in Synthesis Example 1, except that e) was used.

Synthesis Example 8: Synthesis of a compound represented by the chemical formula 1-8 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
3,4-diisopentyloxybenzaldehyde instead of 3,4-diisopentyloxybenzaldehyde
A compound represented by the following chemical formula 1-8 was synthesized in the same manner as in Synthesis Example 2, except that e) was used.

Synthesis Example 9: Synthesis of a compound represented by chemical formula 1-9 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
3,4-diisopentyloxybenzaldehyde instead of 3,4-diisopentyloxybenzaldehyde
A compound represented by the following chemical formula 1-9 was synthesized in the same manner as in Synthesis Example 3, except that e) was used.

Synthesis Example 10: Synthesis of Compound Represented by Chemical Formula 2-1-1

Add 2,4-dimethylpyrrole to a 2 L round-bottom flask.
le) (10 g, 105 mmol), Benzaldehyde (
2.79 g, 26.28 mmol) and 500 ml of dichloromethane (DCM) were added and stirred at room temperature for 30 minutes.
d) 0.2 ml of 2,3-dichloro-5,6-dicyano-p-benzoquinone was added dropwise and stirred at room temperature for 16 hours.
A solution of 4-benzoquinone (DDQ) (5.94 g, 26.28 mmol) dissolved in 50 ml of toluene was added dropwise and stirred for an additional 4 hours. After removing the solvent, the product was purified by column chromatography using a mixed solution of ethylacetate/hexane/triethylamine (TEA) (20%/80%/0.2%) and then dried. (Yield 40%, 3 g)

The product of Reaction Scheme 1 (3 g, 11 mmol), 300 ml of toluene, and triethylamine (4.6 ml, 33 mmol) were sequentially added to _a 2 L round-bottom flask and stirred.
6.7 ml (55 mol) of Et ₂ O was added and stirred at 100° C. for 4 hours. After removing the solvent, the mixture was dissolved in methylene chloride/hexane/
The product was purified by column chromatography using a TEA (80%/20%/0.2%) mixed solution, and then dried (yield 85%, 3 g).

The product of Reaction Scheme 2 (3 g, 9.25 mmol) and 300 ml of methylene chloride (MC) were placed in a 2 L round-bottom flask and stirred.
Aluminum chloride (3.1 g, 23 mmol) was added and stirred for 5 minutes. A solution of catechol (4.1 g, 37 mmol) dissolved in 30 ml of acetonitrile was added to the reactant and stirred at room temperature for 30 minutes. After washing the reactant with water, the solvent was removed, and methanol was added and stirred. The precipitated solid was filtered and dried to obtain a compound. (Yield 50%, 1.82 g)

(Reaction Scheme 4)
(1) In a round-bottom flask, add the compound obtained in Reaction Scheme 3 (1 g, 2.54 mmol), methylene chloride (MC) (20 ml) and NBS (N-bromosuccinimide, 0.90 g,
5.07 mmol) were added in sequence and stirred at room temperature for 1 hour. The reaction product obtained after stirring was purified using column chromatography and then dried to obtain 1.37 g of an intermediate (yield 98%).
) was synthesized.

(2) In a round-bottom flask, the intermediate obtained in (1) (1 g, 1.81 mmol), zinc cyanide (0.47 g, 4.0 mmol), and palladium acetate (0.02 g, 0.09 mmol) were added.
mol), tri-tert-butylphosphine (0.035 g, 0.36 mmol), potassium carbonate (0.75 g, 5.43 mmol), and toluene (20 ml) were added in that order. The mixture was stirred at 100° C. for 24 hours, cooled to room temperature, purified using column chromatography, and then dried to obtain 0.38 g (
The compound was synthesized with a yield of 47%).

Synthesis Example 11: Synthesis of a compound represented by chemical formula 4-1 (1) In a 500 ml round-bottom flask, chlorosulfonic acid
5 g of CuPC (copper(II) phthalocyanine) was added to the flask and cooled to less than 30° C. while stirring.
After stirring for 3 hours at a reaction temperature of 90° C., the reactants were cooled again to less than 30° C., and thionyl chloride (4 g) was slowly added dropwise at less than 30° C. After the addition was completed, the reactants were stirred at a temperature of 95° C. for 1 hour, cooled to room temperature, neutralized with 300 mL of water at less than 10° C., and the solid was washed several times with water.

(2) Place the filtered solid product in a flask, add 100 mL of water, stir and add 10
Cool to ° C. Cyclohexylamine (3.4 g)
After slowly adding dropwise, the mixture was stirred for 1 hour, and then the reaction temperature was raised to 65° C., after which the reaction was carried out for 6 hours. The reaction product was filtered and washed, and the resulting solid compound was dried to synthesize a compound (53 g) represented by the following chemical formula 4-1.

Comparative Synthesis Example 1: Synthesis of a compound represented by the chemical formula C-1 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
4-(2-ethylhexyloxy)benzaldehyde instead of 4-(2-ethylhexyloxy)benzaldehyde
A compound represented by the following chemical formula C-1 was synthesized in the same manner as in Synthesis Example 1, except that ethyl acetate (C1) was used.

Comparative Synthesis Example 2: Synthesis of a compound represented by the chemical formula C-2 3,4-bis(1-methylbutoxy)benzaldehyde (3,4-bis(1-methylbutoxy)benzaldehyde)
4-(2-ethylhexyloxy)benzaldehyde instead of 4-(2-ethylhexyloxy)benzaldehyde
A compound represented by the following chemical formula C-2 was synthesized in the same manner as in Synthesis Example 3, except that ethyl ketone (H2O3) was used.

(Evaluation 1: Solubility)
The maximum solubility of each compound in methyl ethyl ketone was measured using 10 g of methyl ethyl ketone, and the mass of the compound relative to the total mass was calculated as a percentage. The solubilities of the compounds of Synthesis Example 1 to Synthesis Example 9, Comparative Synthesis Example 1, and Comparative Synthesis Example 2 in methyl ethyl ketone were measured and are shown in Table 1 below.

From Table 1 above, in the case of the compounds according to Synthesis Examples 1 to 9, Comparative Synthesis Examples 1 to 2
It can be seen that the solubility is superior to that of the compound according to the present invention.

(Manufacture of anti-reflective film)
Example 1, Example 2, Comparative Example 1 and Comparative Example 2
Styrene-acrylonitrile resin (SAN, manufactured by Lotte Chemical Co., Ltd.) as a non-curable resin 2
A composition for an anti-reflection film was prepared by mixing 0.0 parts by weight of the mixed dye, 0.643 parts by weight of the mixed dye, 27 parts by weight of methyl ethyl ketone as a solvent, and 54 parts by weight of toluene. The composition of the mixed dye and the transmittance at 550 nm according to the composition are shown in Table 2 below.

(First dye)
Dye of Synthesis Example 5 (Second Dye)
Dye of Synthesis Example 10 (Third Dye)
KIS001 (tetraazaporphyrin, represented by chemical formula 3, with a maximum absorption wavelength of 59
4nm, Kyojin Yoko)
(Fourth dye)
Dye of Synthesis Example 11 (Evaluation 2: Transmittance)
Looking at the transmittance at 550 nm of the compositions according to Example 1, Example 2, Comparative Example 1, and Comparative Example 2, it can be seen that in the case of Examples 1 and 2, the amount of the first dye used was increased, and thus the light absorption at 550 nm was increased and the transmittance was decreased, compared to Comparative Examples 1 and 2. From this, it can be inferred that the compositions according to Examples 1 and 2 have improved reflectance compared to the compositions according to Comparative Examples 1 and 2.

(Evaluation 3: Reflectance and Lightfastness Reliability)
In order to confirm whether the light resistance reliability of the panel film to which the quantum dots are applied is improved, an optical member (manufactured by laminating the above-mentioned anti-reflection film on one side of a glass having a quantum dot-containing layer on the other side) is manufactured, and then the optical member is subjected to Xenon Test Ch.
Amber (Q-SUN) was used [light source lamp: Xenon lamp, irradiation intensity: 0.3
The light transmittance was measured at the maximum absorption wavelength of each compound before and after irradiation under the following conditions: irradiation intensity: 5 W/ ^cm2 , irradiation temperature: 63°C, irradiation time: 500 hours, irradiation direction: irradiation from the anti-reflection film side.The light resistance reliability was then evaluated based on the change in light transmittance, and the results are shown in Table 3 below.
The change in light transmittance is the absolute value of the difference between the transmittance before and after irradiation.

In addition, to confirm whether the reflectance was improved, the optical members manufactured in the examples and comparative examples were placed on black sheet paper (Hyundai Sheet Co., Ltd.) and laminated using a laminator at 50° C. to manufacture test pieces.
The scattered reflectance was measured at wavelengths of 380 nm to 780 nm in reflection mode and SCE mode using bda1050 (Perkin Elmer), and the average reflectance was compared with the initial value to determine whether or not the reflectance had improved.

From Table 2 above, it can be seen that the reflectance and light resistance reliability are improved in the cases of Example 1 and Example 2 compared to Comparative Example 1 and Comparative Example 2. That is, it is expected that the anti-reflection film and quantum dot-containing display device to which the mixed dye according to an embodiment is applied can effectively absorb the short wavelength region of the blue light source, thereby improving the color reproduction rate of the panel.

The present invention is not limited to the embodiments, but can be manufactured in various different forms, and a person skilled in the art to which the present invention belongs can understand that the present invention can be embodied in other specific forms without changing the technical idea or essential features of the present invention. Therefore, it should be understood that the embodiments described above are illustrative in all respects and are not limiting.

Reference Signs List 1: Substrate film 2: Anti-reflection film 3: Protective film 4: Hard coat layer 5: High refractive index layer 6: Low refractive index layer 7: Reduced pressure adhesive 8: Adhesive layer 10: Optical member

Claims (21)

The compound is represented by the following formula 1 and another compound having a structure different from that of the compound represented by the formula 1:
The total mass content of the compound represented by formula 1 is at least twice the mass content of each of the other compounds:

In the above chemical formula 1,
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom, a metal hydroxide atom, or a metal oxide atom;
R ¹ to R ⁸ each independently represent a hydrogen atom, a halogen atom, a cyano group, a carbonyl group, or a nitro group, provided that at least one of R ¹ to R ⁸ represents a halogen atom, a cyano group, a carbonyl group, or a nitro group;
R ⁹ to R ²⁸ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, *-C(=O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms), a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, with the proviso that at least two of R ⁹ to R ¹³ are necessarily substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms;
Here, the other compound having a structure different from that of the compound represented by Chemical Formula 1 includes at least one selected from the group consisting of a compound represented by Chemical Formula 2, a compound represented by Chemical Formula 3, and a compound represented by Chemical Formula 4:


In the above Chemical Formula 2 to Chemical Formula 4,
R ³² , R ³⁴ , R ³⁵ and R ³⁷ each independently represent a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;
R ³³ and R ³⁶ each independently represent a hydrogen atom or a cyano group, and at least one of R ³³ and R ³⁶ is necessarily a cyano group;
X is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms;
L is a divalent ligand;
R ³⁸ to R ⁴⁵ are each independently a hydrogen atom, a halogen atom, a cyano group, a carboxyl group, a hydroxyl group, a mercapto group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, or a substituted or unsubstituted heterocycloalkyl group having 2 to 20 carbon atoms;
R ⁴⁶ to R ⁶¹ each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms;
M is two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom, a metal hydroxide atom or a metal oxide atom. The dye according to claim 1 , wherein at least one of R ¹ and R ² and at least one of R ⁵ and R ⁶ are each independently a halogen atom, a cyano group, a carbonyl group, or a nitro group. 2. The dye according to claim ¹ , wherein at least one of R1 and ^R2 , at least one of ^R3 and ^R4 , at least one of ^R5 and ^R6 , and at least one of ^R7 and ^R8 are each independently a halogen atom, a cyano group, a carbonyl group, or a nitro group. The dye according to claim 1, wherein M in the chemical formula 1 is Cu, Co, Zn, or V(=O). The dye according to claim 1, wherein R ⁹ to R ²⁸ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms substituted with a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, or *-C(═O)OR (R is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms). 2. The dye according to claim 1, wherein at least two of R ⁹ to R ¹³ and at least two of R ¹⁴ to R ¹⁸ are each independently a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. The dye according to claim 1, wherein at least two of R ⁹ to R ¹³ , at least two of R ¹⁴ to R ¹⁸ , and at least two of R ¹⁹ to R ²³ are each independently a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. The dye according to claim 1, wherein at least two of R ⁹ to R ¹³ , at least two of R ¹⁴ to R ¹⁸ , at least two of R ¹⁹ to R ²³ , and at least two of R ²⁴ to R ²⁸ are each independently a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. The dye according to claim 1, wherein the formula 1 is represented by any one of the following formulas 1-1 to 1-9.








the total mass content of the compound represented by Formula 1 is at least twice the mass content of each of the compounds represented by Formula 2;
the total mass content of the compound represented by Formula 1 is at least twice the mass content of each of the compounds represented by Formula 3;
The dye according to claim 1 , wherein the total mass content of the compounds represented by Chemical Formula 1 is at least twice the mass content of each of the compounds represented by Chemical Formula 4. A composition comprising the dye of claim 1. The composition of claim 11, wherein the composition further comprises a non-curable resin, a vacuum adhesive, or a combination thereof. A film produced using the composition described in claim 11. The film of claim 13, further comprising a vacuum adhesive. Base film;
15. The film of claim 13 or claim 14 located on the substrate film;
15. An optical member comprising: a protective film disposed on the film according to claim 13 or 14; and a hard coat layer disposed on the protective film. The optical member according to claim 15, further comprising a high refractive index layer located on the hard coat layer and a low refractive index layer located on the high refractive index layer. Base film;
an adhesive layer located on the substrate film;
14. The film of claim 13 located on the adhesive layer;
An optical member comprising: a protective film disposed on the film according to claim 13; and a hard coat layer disposed on the protective film. The optical member according to claim 17, wherein the film according to claim 13 does not include a vacuum adhesive. The optical member according to claim 17, further comprising a high refractive index layer located on the hard coat layer and a low refractive index layer located on the high refractive index layer. A display device including the optical member according to claim 15 or the optical member according to claim 17. The display device of claim 20, further comprising a quantum dot-containing layer on the lower surface of the optical member.