JP3368673B2 - Thermal transfer sheet - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [0001] BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to thermal transfer recording,
Thermal transfer recording sheet used for transfer type thermal transfer recording
About. [0002] 2. Description of the Related Art Dye transfer type thermal transfer recording is based on a base film.
Thermal transfer with colorant layer containing heat-transferable dye on lum
A sheet and an image receiving sheet having a dye receiving layer on the surface
And heat the thermal transfer sheet,
Recording that records by transferring dye to an image receiving sheet
Is the way. This recording method depends on the magnitude of the heating energy.
Control the amount of dye transfer,
A gradation expression that is difficult with the method can be easily performed. Therefore,
Using three primary colors of low, magenta and cyan
Video images can be easily created
It has been applied to computers and the like. [0003] SUMMARY OF THE INVENTION Dye transfer type thermal transfer recording
Used in ink compositions for transfer sheets
For dyes, transfer recording speed, recorded image quality, storage stability
It is very important because it greatly affects
For example, it is necessary to satisfy the following conditions. Easily sublimates and / or heats under thermal recording head operating conditions
To spread. Do not thermally decompose under the operating conditions of the thermal recording head. Having a favorable hue in color reproduction. Large molecular extinction coefficient. Stable against heat, light, moisture, chemicals, etc. Easy synthesis. Excellent ink suitability. There should be no safety issues. However, all of the above conditions are satisfied.
No dyes have been found so far, especially for yellow dyes.
Has various disadvantages. General in the present invention
The pyrazolone azo dye represented by the formula (I) is as described above.
Excellent characteristics in,,,,, etc.
I do. However, the absorption spectrum width is wide and the absorption spectrum
The skirt has poor skirt on the long wavelength side, weak to around 550nm
Poor color purity as yellow color due to poor absorption
There is a problem in reproduction. In the present invention, the compound represented by the general formula (II)
The pyridone azo dyes described above are
It has excellent characteristics, such as a narrow absorption spectrum width.
Color and sharpness, so yellow color with excellent color purity
Can be reproduced. However, the absorption spectrum width is narrow.
Magenta and cyan dyes
When expressing a black color by mixing with
Absorption of yellow and magenta dyes in the spectrum
A gap is formed near the boundary of. Therefore, the general formula (I
Black color is expressed using the yellow dye represented by I)
In this case, it is difficult to express a dark black color.
It is difficult. In addition, the dye represented by formula (II) is lightfast
It also has the disadvantage that the properties are insufficient. Further, the dye structure and the respective required performances as described above
Is not clear, so combining dyes
It is difficult to predict the performance obtained when used,
It is necessary to select a good combination from the adjusted items
It is. The present inventors have diligently investigated to solve such a problem.
As a result of discussion, select from various possible dye combinations
Pyrazolone azo dye having a specific skeleton and
Yellow having a coloring material layer containing a pyridoneazo dye
Performing thermal transfer recording using a color thermal transfer sheet
Low energy, high density medium yellow color
Of magenta and cyan
High density black color can be obtained by mixing with
Either yellow or black color of the obtained recorded matter
Found that the light resistance was very good.
Ming has been reached. That is, an object of the present invention is to provide a low energy and high energy
It is possible to obtain a recorded matter with a medium yellow tone of density,
In addition, high density black mixed with magenta and cyan
Color can be obtained, and the yellow color of the obtained recorded matter
Very good light fastness in both black and black
To provide a yellow thermal transfer sheet
You. [0008] That is, the gist of the present invention resides in the following points:
Has at least a color material layer on the materialDye transfer typeThermal transfer
A binding material comprising a resin in the color material layer,
Pyrazolone azo dye represented by formula (1) [0009] Embedded image Wherein X is a hydroxy group or an amino
Y represents a hydrogen atom, an alkyl group, an alkoxy group
Group, aryloxy group, substituted or unsubstituted amino
Group, acylamino group, alkoxycarbonyl group, also substituted
Or an unsubstituted carbamoyl group, wherein R is a hydrogen atom
, A substituted or unsubstituted alkyl group, alkenyl group,
Cycloalkyl group or substituted or unsubstituted phenyl
A ring A may have a nonionic substituent
Represents a good benzene ring), and represented by the general formula (II)
Pyridone azo dye [0011] Embedded image (Where R¹Is a hydrogen atom, substituted or unsubstituted
Substituted alkyl, alkenyl, cycloalkyl
Or a substituted or unsubstituted phenyl group, wherein Z is water
Ring B represents a non-ionic atom or a methyl group;
Represents a benzene ring which may have a substituent)
Characterized byDye transfer typeYellow color thermal transfer sheet
To exist. Hereinafter, the present invention will be described in detail. In the present invention
A pyrazolone azo compound represented by the above general formula (I) to be used
The dye can be produced according to a conventionally known method.
You. In the general formula (I), X represents a hydroxy group.
Represents an amino group, Y represents a hydrogen atom, an alkyl group,
Lucoxy group, aryloxy group, substituted or unsubstituted
Amino group, acylamino group, alkoxycarbonyl group,
Represents a substituted or unsubstituted carbamoyl group, wherein R is water
Elemental atom, substituted or unsubstituted alkyl group, alkenyl
Group, cycloalkyl group or substituted or unsubstituted
A ring A having a nonionic substituent.
Represents a benzene ring. Where R is C₁~ C₁₂Linear or
Is a branched alkyl group; an alkoxy group, an amino group,
Alkylamino group, alkoxyalkoxy group, arylo
Xy, allyloxy, aralkyloxy, aryl
Group, cyano group, hydroxy group, halogen atom, furyl
Group, tetrahydrofuryl group, alkoxycarbonyl group,
Substituted with allyloxycarbonyl group, acyloxy group, etc.
Done C₁~ C₁₂Linear or branched alkyl
Group; alkenyl group; cycloalkyl group; substituted and unsubstituted
And an aryl group such as a phenyl group; and a hydrogen atom. Specific examples of the substituted alkyl group include a
Alkoxy groups substituted with alkoxy groups include 2-methoxy
Ciethyl group, 2-ethoxyethyl group, 2- (n) propo
Xyethyl group, 2- (iso) propoxyethyl group, 2
-(N) butoxyethyl group, 2- (iso) butoxy
Tyl group, 2- (sec) butoxyethyl group, 2- (n)
Pentyloxyethyl group, 2- (n) hexyloxy
Tyl group, 2- (n) octyloxyethyl group, 2-
(2'-ethylhexyloxy) ethyl group, 1-methyl
-2-methoxyethyl group, 1-methyl-2-ethoxye
A tyl group, a 1-methyl-2- (n) propoxyethyl group,
1-methyl-2- (iso) propoxyethyl group, 1-
Methyl-2- (n) butoxyethyl group, 1-methyl-2
-(Iso) butoxyethyl group, 1-methyl-2-
(N) hexyloxyethyl group, 1-methyl-2-
(2'-ethylhexyloxy) ethyl group, 3-methoxy
Cybutyl group, 3-ethoxybutyl group, 1-ethyl-2-
Methoxyethyl group, 1-ethyl-2-ethoxyethyl group
Etc., but particularly C_Three~ C₈Β-alkoxye
A tyl group is preferred. Substitute with amino group or alkylamino group
2-aminoethyl group, 2-aminoethyl group,
(N, N-diethylamino) ethyl group, 2- {N, N-
Di (n) butylaminodiethyl group, 3- (N, N-die
Tylamino) propyl group, 3- (N, N-dimethylamido)
No) propyl group and the like. Aralkyloxy group
And the alkyl group substituted with
Tyl group, 1-methyl-benzyloxyethyl group, 1-e
Cyl-2-benzyloxyethyl group, 2- (β-phenyl
(Ethyl) oxyethyl group and the like. Allylo
Examples of the alkyl group substituted with a xy group include 2-allyloxy
A siethyl group, a 1-methyl-2-allyloxyethyl group,
1-ethyl-2-allyloxyethyl group and the like.
You. As an alkyl group substituted with an aryloxy group,
2-phenoxyethyl group, 1-methyl-2-phenoxy
Ethyl group, 1-ethyl-2-phenoxyethyl group, etc.
No. Al substituted with an alkoxyalkoxy group
As the kill group, 2- (2'-methoxyethoxy) ethyl
, A 2- (2'-ethoxyethoxy) ethyl group, 2- (2)-(n) butoxyethoxy
Tyl group, 2- {2 '-(n) hexyloxyethoxy}
Ethyl group, 2-'2 '-(n) octylethoxydiethyl
2- (2)-(iso) butoxyethoxy) ethyl
Group, 1-methyl-2- (2'-methoxyethoxy) e
Tyl group, 1-methyl-2-'2 '-(n) butoxyeth
Xydethyl group, 3- (2'-methoxyethoxy) buty
And particularly, C_Five~ C_TenΒ- (β '
-Alkoxyethoxy) ethyl is preferred. Cyano group
As the alkyl group substituted with a 2-cyanoethyl group,
Alkyl in which a cyanomethyl group is substituted with a hydroxy group
2-hydroxyethyl group, 3-hydroxy group
(N) propyl group, 4-hydroxy (n) butyl group, 1
-Methyl-2-hydroxyethyl group, 1-ethyl-2-
A hydroxyethyl group is substituted with a halogen atom.
As the alkyl group, 2-chloroethyl group, 2-bromoethyl group
Group, 2,2,2-trifluoroethyl group, etc.
Furfuryl groups are examples of alkyl groups substituted with
Examples of alkyl substituted with a trahydrofuryl group include
An aryl group substituted with a trahydrofurfuryl group.
As the alkyl group, a benzyl group, a p-chlorobenzyl group,
And a 2-phenylethyl group. Alkoxyka
A substituted with a rubonyl group or an allyloxycarbonyl group
As the alkyl group, a 2-methoxycarbonylethyl group,
2-ethoxycarbonylethyl group, 2- (iso) bute
Xycarbonylethyl group, 2- (n) hexyloxyca
Rubonyl group, 1-methyl-2-methoxycarbonylethyl
Group, 1-methyl-2- (n) butoxycarbonylethyl
Group, 2-allyloxycarbonylethyl group, 1-methyl
Rou-2-allyloxycarbonylethyl group, methoxyca
Rubonylmethyl group, ethoxycarbonylmethyl group, (i
so) butoxycarbonylmethyl group, (n) hexylo
Xycarbonylmethyl group, 2-ethylhexyloxyca
And a rubonylmethyl group. With an acyloxy group
2-acetoxyethyl as the substituted alkyl group
Group, 2-propionyloxyethyl group, 2-benzoyl
Oxyethyl group, 3-acetoxy (n) propyl group, 4
-Acetoxy (n) butyl group, 1-methyl-2-aceto
Xyethyl group, 1-ethyl-2-acetoxyethyl group
And so on. As the cycloalkyl group for R, cyclopen
Examples include a tyl group and a sillohexyl group. R is substituted
In the case of the phenyl group, the substituent is C₁~ C_FourLow
Lower alkyl group, C₁~ C_FourLower alkoxy group, fluorine atom
Halogen atom such as chlorine atom, bromine atom,₁~ C_Four
Lower alkoxycarbonyl group and trifluoromethyl
And the like. As the alkenyl group for R, an allyl group, vinyl
And the like. Of the groups represented by R,
Advantageously, C₁~ C_FourLinear or branched
Alkyl group, phenyl group and the like. Also, the ring
Examples of the substituent on the benzene ring represented by A include C
₁~ C_FourA linear or branched lower alkyl group of
₁~ C_FourA linear or branched lower alkoxy group of
Halogen atoms such as fluorine atom, chlorine atom, bromine atom,
Fluorine such as nitro, cyano, and trifluoromethyl
An alkyl group substituted with an atom, -NR¹³R¹⁴Represented by
Amino group, -NHCOR^FifteenAcylamino represented by
Group, -NHCOOR¹⁶A carbamate group represented by
NHSO_TwoR¹⁷A sulfonamide group represented by -CO
OR¹⁸A carboxylic acid ester group represented by -CONR
¹⁹R²⁰A carbamoyl group represented by the formula:_TwoNR^{twenty one}R
^{twenty two}A sulfamoyl group or SO represented by_ThreeR^{twenty three}Represented by
And the like. here
And R¹³~ R^{twenty three}Is a hydrogen atom, substituted or unsubstituted
Replacement alkyl, cycloalkyl, allyl, substitution
Or unsubstituted vinyl group or substituted or unsubstituted vinyl
Represents a nyl group. Among the phenyl groups represented by ring A,
Preferred groups include unsubstituted phenyl; nitro,
Trifluoromethyl group, lower alkyl group, lower alkoxy
Group, lower alkoxycarbonyl group, chlorine atom, etc.
Phenyl group and the like. As the above alkyl group
C₁~ C_TenLinear and branched alkyl groups;
The alkoxy group is C₁~ C_TenLinear and branched
An alkoxy group; a phenoxy group as the aryloxy group
And C₁~ C_FourLinear and branched alkyl groups, C₁
~ C_FourLinear and branched alkoxy groups, a chlorine atom,
Bromine atom, fluorine atom, cyano group, nitro group, triflu
A phenoxy group substituted by an olomethyl group or the like;
The group is C₁~ C₈Linear and branched monoals of
Killamino group or dialkylamino group; acylamino
The group is C₁~ C_FourAn alkylcarbonylamino group of
Benzoylamino group; alkoxycarbonyl group
C₁~ C₈Linear and branched alkoxycarbonyl
Group; a substituted carbamoyl group is C₁~ C₈Linear and
A branched monoalkylaminocarbonyl group or di
And an alkylaminocarbonyl group. Particularly advantageous groups represented by Y
Is a lower alkyl group, a lower alkoxycarbonyl
Group, lower alkylaminocarbonyl group, etc.
You. The pyri represented by the above general formula (II) used in the present invention
Donazo dyes can be produced according to conventionally known methods.
Can be. In the general formula (II), R¹Is hydrogen field
, A substituted or unsubstituted alkyl group, alkenyl group,
Cycloalkyl group or substituted or unsubstituted phenyl
Z represents a hydrogen atom or a methyl group;
B is a benzene ring which may have a nonionic substituent
Represents Where R¹As C₁~ C₁₂Linear
Or a branched alkyl group; an alkoxy group, an amino
Group, alkylamino group, alkoxyalkoxy group, ant
Oxy group, allyloxy group, aralkyloxy group,
Aryl group, cyano group, hydroxy group, halogen atom,
Furyl group, tetrahydrofuryl group, alkoxy carbonyl
Group, allyloxycarbonyl group, acyloxy group, etc.
C substituted with₁~ C_{1 Two}Linear or branched chain
Alkyl group; cycloalkyl group; alkenyl group;
Aryl groups such as unsubstituted phenyl groups; and hydrogen atoms
It is. Specific examples of the substituted alkyl group include a
Alkoxy groups substituted with alkoxy groups include 2-methoxy
Ciethyl group, 2-ethoxyethyl group, 2- (n) propo
Xyethyl group, 2- (iso) propoxyethyl group, 2
-(N) butoxyethyl group, 2- (iso) butoxy
Tyl group, 2- (sec) butoxyethyl group, 2- (n)
Pentyloxyethyl group, 2- (n) hexyloxy
Tyl group, 2- (n) octyloxyethyl group, 2-
(2'-ethylhexyloxy) ethyl group, 1-methyl
-2-methoxyethyl group, 1-methyl-2-ethoxye
A tyl group, a 1-methyl-2- (n) propoxyethyl group,
1-methyl-2- (iso) propoxyethyl group, 1-
Methyl-2- (n) butoxyethyl group, 1-methyl-2
-(Iso) butoxyethyl group, 1-methyl-2-
(N) hexyloxyethyl group, 1-methyl-2-
(2'-ethylhexyloxy) ethyl group, 3-methoxy
Cybutyl group, 3-ethoxybutyl group, 1-ethyl-2-
Methoxyethyl group, 1-ethyl-2-ethoxyethyl group
Etc., but particularly C_Three~ C₈Β-alkoxye
A tyl group is preferred. Substitute with amino group or alkylamino group
2-aminoethyl group, 2-aminoethyl group,
(N, N-diethylamino) ethyl group, 2- {N, N-
Di (n) butylaminodiethyl group, 3- (N, N-die
Tylamino) propyl group, 3- (N, N-dimethylamido)
No) propyl group and the like. Aralkyloxy group
And the alkyl group substituted with
Tyl group, 1-methyl-benzyloxyethyl group, 1-e
Cyl-2-benzyloxyethyl group, 2- (β-phenyl
(Ethyl) oxyethyl group and the like. Allylo
Examples of the alkyl group substituted with a xy group include 2-allyloxy
A siethyl group, a 1-methyl-2-allyloxyethyl group,
1-ethyl-2-allyloxyethyl group and the like.
You. As an alkyl group substituted with an aryloxy group,
2-phenoxyethyl group, 1-methyl-2-phenoxy
Ethyl group, 1-ethyl-2-phenoxyethyl group, etc.
No. Al substituted with an alkoxyalkoxy group
As the kill group, 2- (2'-methoxyethoxy) ethyl
, A 2- (2'-ethoxyethoxy) ethyl group, 2- (2)-(n) butoxyethoxy
Tyl group, 2- {2 '-(n) hexyloxyethoxy}
Ethyl group, 2-'2 '-(n) octylethoxydiethyl
2- (2)-(iso) butoxyethoxy) ethyl
Group, 1-methyl-2- (2'-methoxyethoxy) e
Tyl group, 1-methyl-2-'2 '-(n) butoxyeth
Xydethyl group, 3- (2'-methoxyethoxy) buty
And particularly, C_Five~ C_TenΒ- (β '
-Alkoxyethoxy) ethyl is preferred. Cyano group
As the alkyl group substituted with a 2-cyanoethyl group,
Alkyl substituted with a hydroxy group such as a cyanomethyl group
As a kill group, 2-hydroxyethyl group, 3-hydroxy
Cy (n) propyl group, 4-hydroxy (n) butyl group,
1-methyl-2-hydroxyethyl group, 1-ethyl-2
-Hydroxyethyl group etc. are substituted by halogen atoms
Examples of the alkyl group include 2-chloroethyl group and 2-bromoethyl group.
Butyl, 2,2,2-trifluoroethyl, etc.
Furfuryl group is used as the alkyl group substituted with a ruyl group
Is an alkyl group substituted with a tetrahydrofuryl group.
In some cases, the tetrahydrofurfuryl group is substituted with an aryl group.
Benzyl and p-chlorobenzyl
And a 2-phenylethyl group. Alkoxycarbonyl group, allyloxyca
Examples of the alkyl group substituted with a rubonyl group include 2-methoxy
Xycarbonylethyl group, 2-ethoxycarbonylethyl
Group, 2- (iso) butoxycarbonylethyl group, 2
-(N) hexyloxycarbonyl group, 1-methyl-2
-Methoxycarbonylethyl group, 1-methyl-2-
(N) butoxycarbonylethyl group, 2-allyloxy
Carbonylethyl group, 1-methyl-2-allyloxyca
Rubonylethyl group, methoxycarbonylmethyl group, ethoxy
Xycarbonylmethyl group, (iso) butoxycarboni
Methyl group, (n) hexyloxycarbonylmethyl
Group, 2-ethylhexyloxycarbonylmethyl group, etc.
Is mentioned. Alkyl group substituted with acyloxy group
Are 2-acetoxyethyl group, 2-propionyloxy
Xyethyl group, 2-benzoyloxyethyl group, 3-a
Sethoxy (n) propyl group, 4-acetoxy (n) buty
Group, 1-methyl-2-acetoxyethyl group, 1-ethyl
And a roux-2-acetoxyethyl group. R¹Is cyclope
And a silyl group and a sillohexyl group. R¹But
In the case of a substituted phenyl group, the substituent is C₁~ C_Four
A lower alkyl group of C₁~ C_FourLower alkoxy group,
Halogen atoms such as nitrogen, chlorine, bromine, etc.
And a trifluoromethyl group. R¹Examples of the alkenyl group include an allyl group,
And the like. R¹Of the groups represented by
Advantageously, C₁~ C₈Linear or branched
Chain alkyl group, C_Three~ C₈An alkoxyalkyl group of
Benzyl, 2-phenylethyl, allyl, etc.
I can do it. The benzene ring represented by ring B has
As the substituent, C₁~ C_FourLinear or branched
Lower alkyl group, C₁~ C_FourLinear or branched
Lower alkoxy, fluorine, chlorine, bromine
Which halogen atom, nitro group, cyano group, trifluoro
An alkyl group substituted by a fluorine atom such as a methyl group,
R^TwoR^ThreeAn amino group represented by -NHCOR^FourRepresented by
Acylamino group, -NHCOOR^FiveMosquito represented by
-Bamate group, -NHSO_TwoR⁶The sulfone represented by
Mid group, -COOR⁷Carboxylic acid ester represented by
Group, -CONR⁸R⁹A carbamoyl group represented by the formula:
O_TwoNR^TenR¹¹A sulfamoyl group or SO represented by_Three
R¹²Sulfonate group represented by
You. Where R^Two~ R¹²Is a hydrogen atom,
Or unsubstituted alkyl, cycloalkyl, allyl
Group, substituted or unsubstituted vinyl group or substituted or unsubstituted
Represents a substituted phenyl group. Represented by the above general formulas (I) and (II)
Table 1 and Table 2 show typical examples of
However, the compound used in the present invention does not exceed its gist.
However, the present invention is not limited to these specific examples. [0028] [Table 1] [0029] [Table 2][0030] [Table 3][0031] [Table 4][0032] [Table 5] [0033] [Table 6][0034] [Table 7] [0035] [Table 8] [0036] [Table 9][0037] [Table 10][0038] [Table 11][0039] [Table 12]In the present invention, the general structural formulas (I) and (I)
By mixing and using the dye of I), the dyes (I) and
(II) The above-mentioned disadvantages can be solved and all characteristics
The transfer sheet excellent in the above can be obtained. Dye (I) and
The mixing ratio of (II) is from 2: 8 to 8: 2 (weight ratio).
The range is appropriate. The above-described color is applied to the heat-sensitive transfer sheet of the present invention.
The method is particularly limited when forming a color material layer using element
However, the dyes represented by the general structural formulas (I) and (II)
Dissolved or dispersed in fine particles in the medium with the binder
To prepare an ink.
Is carried out by applying to the base film and drying
be able to. As a binder for preparing the ink,
Lurose, acrylic acid, starch, epoxy, etc.
Water-soluble resin, acrylic resin, methacrylic resin, police
Tylene, polycarbonate, polysulfone, polyether
Rusulfone, polyvinyl butyral, ethyl cellulose
, Acetylcellulose, polyester, AS resin,
List resins that are soluble in organic solvents such as enoxy resins.
Can be. As a medium for preparing ink, besides water,
In addition, methyl alcohol, ethyl alcohol, isopropyl
Alcohol such as alcohol and isobutyl alcohol
, Such as methylcellosolve and ethyl cellosolve
Aromatics such as rubbes, toluene, xylene and chlorobenzene
Aromatics, esters such as ethyl acetate and butyl acetate;
Seton, methyl ethyl ketone, methyl isobutyl keto
Ketones such as cyclohexanone, methylene chloride,
Chlorine solvents such as chloroform and trichloroethylene,
Ethers such as tetrahydrofuran and dioxane,
N, N-dimethylformamide, N-methylpyrrolidone
And other organic solvents. In the above ink, in addition to the above components, necessary
Depending on the organic and inorganic non-sublimable fine particles, dispersant, antistatic
Add anti-foaming agent, defoamer, antioxidant, viscosity modifier, etc.
be able to. Apply ink for transfer sheet production
Condenser paper, glassine
Tissue such as paper, polyester, polycarbonate,
Heat resistant like polyamide, polyimide, polyaramid
A good plastic film is suitable but it
Their thickness may be in the range of 3 to 50 μm.
Wear. Of the above base films, polyethylene
Terephthalate film is mechanical strength, solvent resistance, economy
This is particularly advantageous in consideration of the properties and the like. But sometimes
Therefore, polyethylene terephthalate film is not necessarily
Insufficient heat resistance, insufficient thermal head runnability
Therefore, lubricant on the opposite side of the color material layer, high lubricity and heat resistance
A layer of heat-resistant resin containing conductive particles
To improve the runnability of the thermal head.
Can be used. A method of applying the ink to the base film;
Is not particularly limited, for example, a gravure coater
ー, reverse roll coater, rod coater, aired
Can be implemented using a Kuta coater, etc.
The thickness of the coating layer of the coating is in the range of 0.1 to 5 μm after drying.
It may be applied in such a manner. The thermal transfer sheet of the present invention
Infrared, laser as well as thermal head as heat means
-Light can also be used. Also, base film
Electric heating film that generates heat by passing electricity through it
Can be used as a current-carrying dye transfer sheet
it can. [0046] The present invention will be specifically described below with reference to examples.
However, such examples do not limit the present invention. (Example 1) a) Preparation of ink [0047] [Table 13]     1) Adjustment of ink (A)         The dye NO. 1-54 3g         The dye NO. 2-36 g         Cellulose acetate 10g         (Product name L-30; manufactured by Daicel Chemical Co., Ltd.)         80 g of methyl ethyl ketone       ────────────────────────────────         96g in total The mixture of the above composition is applied to a paint condition.
The mixture was treated for 10 minutes with a toner to prepare an ink. 2) Preparation of ink (B) (magenta ink) Instead of the dye used in the ink (A), a mask having the following structure was used.
Same as ink (A) except that 6 g of the zeta dye was used.
Thus, a magenta ink (B) was prepared. [0049] Embedded image 3) Preparation of ink (C) (cyan ink) Instead of the dye used in the ink (A), a dye having the following structure is used.
Except for using 6 g of Anne dye, in the same manner as ink (A)
Cyan ink (C) was prepared. [0051] Embedded image B) Preparation of transfer sheet Each of the above inks (A), (B) and (C) is wired
Polyethylene treated with heat-resistant lubrication on the back using a bar
Apply and dry on terephthalate film (6μm thickness)
(Dry film thickness about 1 μm) Transfer sheet (A),
(B) and (C) were obtained. In addition, polyethylene terephthale
The heat-resistant lubrication treatment of the heat-resistant film
The following formula is used for the rate film. [0053] Embedded image Having a repeating structural unit represented by the formula:
Reduced viscosity measured at 20 ° C. in 6 g / dl methylene chloride solution
Degree η_sp/ C is 0.55 dl / g polycarbonate tree
Fat 8 parts by weight, phosphate ester surfactant (product name
Lysurf A-208B; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
And a liquid consisting of 91 parts by weight of toluene, and then dried (dried).
(Dry film thickness: about 1 μm). C) Preparation of Image Receiver Vinyl chloride-vinyl acetate resin (product name VYHD; Uni
10 parts, amino-modified silicone
(Product name KF-393; manufactured by Shin-Etsu Chemical Co., Ltd.)
5 parts, methyl ethyl ketone 15 parts, xylene 15 parts
Liquid into synthetic paper (product name Yupo FPG150; Oji Yuka)
Co., Ltd.) with a wire bar, and dried (dry film thickness approx.
5 μm) and further treated in an oven at 80 ° C. for 30 minutes
In this way, it was produced. D) Transfer recording 1) Yellow transfer recording Superimposing an ink-coated surface of the transfer sheet (A) on an image receiving body,
Use a thermal head to record under the following conditions,
A low-tone recording was obtained. Color density and color measurement result of recorded matter
Is shown in Table-3. [0057] [Table 14] Recording conditions Recording density of main scanning and sub scanning: 6 dots / mm Recording power: 0.21 W / dot Energizing time: 10 ms The color measurement is performed using a color difference meter SZ- # 80 manufactured by Nippon Denshoku Industries Co., Ltd.
Specified. Color density is Macbeth Densitometer TR-
927. 2) Black color transfer recording Transfer the above transfer sheets (A), (B), and (C) in this order.
Then, under the same recording conditions as in 1) above, the image is superimposed and rolled on the same image receiving body.
A photocopy was made to obtain a black record. Of this record
Table 3 shows the measurement results of the color density. e) Light fastness test Light fastness test of the obtained yellow and black recordings
The Xenon Lamp Fade Meter (Suga Test Machine Co., Ltd.)
(Black panel temperature: 63 ± 2)
° C), degree of discoloration and fading of recorded matter after irradiation for 80 hours ΔE
(L^*a^*b^*)｝ Is shown in Table-3. Comparative Example 1 Instead of the mixed dye used in the preparation of ink (A) in Example 1
The above-mentioned dye NO. 1-5
Preparation of ink, transfer sheet using 6 g of only dye 4
And transfer recording were performed in the same manner as in Example 1. Yellow
-Color transfer recording result, black color transfer recording result and light fastness
The test results are shown in Table-3. Comparative Example 2 Instead of the mixed dye used in the preparation of ink (A) in Example 1
The above-mentioned dye NO. 2-4
Preparation of ink using only 6 g of 6 dye, transfer sheet
And transfer recording were performed in the same manner as in Example 1. Yellow
-Color transfer recording result, black color transfer recording result and light fastness
The test results are shown in Table-3. Embodiment 2 Dye No. used in Example 1 Dye N instead of 1-54
O. 1-37 as dye NO. Dye N instead of 2-46
O. Using 2-35, a method similar to that of Example 1 was used.
Preparation of ink, preparation of transfer sheet, preparation and transfer of image receiver
The recording and light resistance test were performed, and the results shown in Table 3 were obtained. Comparative Example 3 Dye No. used in Comparative Example 1 Dye N instead of 1-54
O. Using 1-37, the same method as in Comparative Example 1 was used.
Preparation of ink, preparation of transfer sheet, preparation and transfer of image receiver
The recording and light resistance test were performed, and the results shown in Table 3 were obtained. Comparative Example 4 Dye No. used in Comparative Example 2 Dye N instead of 2-46
O. 2-35, using the same method as in Comparative Example 2.
Preparation of ink, preparation of transfer sheet, preparation and transfer of image receiver
The recording and light resistance test were performed, and the results shown in Table 3 were obtained. Embodiment 3 Instead of the ink used in Example 1, ink prepared by the following method
Of the transfer sheet using the same method as in Example 1.
Production, image receiving body production and transfer recording, light resistance test
As a result, as shown in Table 3, medium yellow tone
It is possible to obtain black recordings with high color density
Was. Also, the light resistance of the obtained recorded material and the darkness of the transfer sheet
All storage stability was good. [0065] [Table 15]   Preparation of ink       6 g of the same pigment as in Example 1       AS resin 10g           (Product name Denka AS-S; a product of Denki Kagaku Kogyo Co., Ltd.)       70 g of toluene       Cyclohexanone 10g     ──────────────────────────       96g in total [0066] [Table 16][0067] When the thermal transfer sheet of the present invention is used,
Low energy, high density medium yellow tones
And a mixture of magenta and cyan
A high density black color can be obtained and further obtained
The light resistance of the recorded matter is very good.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-2-107481 (JP, A) JP-A-1-225592 (JP, A) JP-A-63-122594 (JP, A) JP-A-5-205 169854 (JP, A) JP-A-63-71392 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) B41M 5/38-5/40 CAPLUS (STN) REGISTRY (STN)

Claims (1)

(57) [Claim 1] A dye transfer type thermal transfer sheet having at least a color material layer on a base material, wherein a binder made of a resin is contained in the color material layer; Pyrazolone azo dyes represented by 1) (Wherein X represents a hydroxy group or an amino group,
Y represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, a substituted or unsubstituted amino group, an acylamino group, an alkoxycarbonyl group, a substituted or unsubstituted carbamoyl group, and R represents a hydrogen atom, a substituted or unsubstituted group. An alkyl group, an alkenyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group, and ring A represents a benzene ring which may have a nonionic substituent), and the following general formula (II) Pyridoneazo dyes shown (Wherein, R ¹ represents a hydrogen atom, a substituted or unsubstituted alkyl group, an alkenyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group, Z represents a hydrogen atom or a methyl group, and ring B represents a nonionic Transferable yellow-colored heat-sensitive transfer sheet).