JP7248475B2 - Resin composition, molded article, optical material or optical element, and method for producing molded article - Google Patents

Description

TECHNICAL FIELD The present invention relates to a resin composition, a molded article, an optical material or an optical element, and a method for producing a molded article. More specifically, it relates to a resin composition, a molded article, an optical material or an optical element, and a method for producing a molded article, which are excellent in chromatic aberration correction function.

Optical systems used in various cameras and microscopes need to reduce chromatic aberration in order to obtain high-definition images. As a general method for reducing chromatic aberration, it is an effective means to appropriately select materials having different refractive index wavelength dispersion characteristics and combine them into a lens. However, since the size and number of lenses to be combined with various small cameras are limited, it may be difficult to sufficiently correct chromatic aberration. As one method for solving this problem, an optical element is designed using a resin or glass having anomalous dispersion.

As an organic resin, a material that is transparent in the visible light region and has high anomalous dispersion (large θgF) is proposed in Patent Documents 1 and 2.
In Patent Document 1, a cured product of an optical resin composition comprising N-acryloylcarbazole, polyfunctional polyester acrylate, dimethyloltricyclodecane diacrylate, and a polymerization initiator is a material having anomalous dispersion while maintaining transparency. reported as.
Patent Document 2 reports that a heteroaromatic compound having a specific structure has a large partial dispersion ratio θgF while maintaining transmittance, and exhibits anomalous dispersion.

Japanese Patent No. 4767836 Japanese Patent No. 5669387

However, the materials with high anomalous dispersion described in Patent Documents 1 and 2 are curable resins, and it is difficult to apply them to injection molding suitable for mass production and industrial production.
The present invention provides a resin composition that has high anomalous dispersion (large ΔθgF), can be applied to a molding method such as injection molding, and is excellent in mass productivity, a molded article comprising the resin composition, and an optical material or optical element. , and to provide a method for producing a molded article.

As a result of extensive studies by the present inventors, in a resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B), a resin composition in which the amount of the anomalous dispersion compound (B) is specified The inventors have found that the above problems can be solved by the product, and completed the present invention.

That is, according to the present invention, the following resin composition, molded article, optical material or optical element, and method for producing a molded article are provided.

（上記一般式（ｂ－１）中、Ｅ^１からＥ^６の少なくとも１つは下記一般式（ｂ－２）で示される構造を含み、それ以外はそれぞれ独立に水素原子またはメチル基、または炭素数１または２のアルコキシ基である。）

（上記一般式（ｂ－２）中、＊は結合手を示し、Ａは芳香族炭化水素基を示し、Ｒ^８およびＲ^９は水素原子またはメチル基である。）
［４］
上記熱可塑性樹脂（Ａ）が、環状オレフィン系重合体、アクリル重合体、ポリカーボネート、ポリオレフィンから選ばれる少なくとも１つを含む、［１］乃至［３］のいずれか一項に記載の樹脂組成物。
［５］
上記熱可塑性樹脂（Ａ）が、環状オレフィン系重合体を含む、［１］乃至［４］のいずれか一項に記載の樹脂組成物。
［６］
上記環状オレフィン系重合体が、
エチレンまたはα－オレフィンと環状オレフィンとの共重合体である、［５］に記載の樹脂組成物。
［７］
上記環状オレフィン系重合体が、ノルボルネン骨格を有する単量体であるノルボルネン単量体を重合してなるノルボルネン系重合体である、［５］に記載の樹脂組成物。
［８］
上記樹脂組成物からなる成形体の、異常分散度ΔθｇＦが０．０３０以上である、［１］乃至［７］のいずれか一項に記載の樹脂組成物。
［９］
上記樹脂組成物からなる成形体の、アッベ数νｄが５０.０以下であり、かつ、部分分散比θｇＦが０．５９０以上である、［１］乃至［８］のいずれか一項に記載の樹脂組成物。
［１０］
［１］乃至［９］のいずれか一項に記載の樹脂組成物からなる成形体。
［１１］
［１］乃至［９］のいずれか一項に記載の樹脂組成物からなる光学材料または光学素子。
［１２］
［１］乃至［９］のいずれか一項に記載の樹脂組成物を、溶融成形により成形する、成形体の製造方法。
［１３］
熱可塑性樹脂（Ａ）と、異常分散性化合物（Ｂ）とを含む樹脂組成物からなる成形体であって、
異常分散度ΔθｇＦが０．０３０以上である成形体。
［１４］
アッベ数νｄが５０.０以下であり、かつ、部分分散比θｇＦが０．５９０以上である、［１３］に記載の成形体。 [1]
A resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B),
The resin composition contains more than 10% by mass of the anomalous dispersion compound (B) when the total of the thermoplastic resin (A) and the anomalous dispersion compound (B) is taken as 100% by mass.
[2]
The anomalous dispersion compound (B) is
an aromatic ring selected from a thiophene ring, a naphthalene ring or a benzene ring;
an aromatic hydrocarbon group,
2. The resin composition according to claim 1, comprising an anomalous dispersion compound containing a structure bonded via a carbonyl group.
[3]
The resin composition according to [1] or [2], wherein the anomalous dispersion compound (B) contains a compound represented by the following general formula (b-1).

(In the above general formula (b-1), at least one of E ¹ to E ⁶ contains a structure represented by the following general formula (b-2), and the others are each independently a hydrogen atom, a methyl group, or a carbon It is an alkoxy group of number 1 or 2.)

(In general formula (b-2) above, * represents a bond, A represents an aromatic hydrocarbon group, and R ⁸ and R ⁹ are a hydrogen atom or a methyl group.)
[4]
The resin composition according to any one of [1] to [3], wherein the thermoplastic resin (A) contains at least one selected from cyclic olefin polymers, acrylic polymers, polycarbonates and polyolefins.
[5]
The resin composition according to any one of [1] to [4], wherein the thermoplastic resin (A) contains a cyclic olefin polymer.
[6]
The cyclic olefin polymer is
The resin composition according to [5], which is a copolymer of ethylene or an α-olefin and a cyclic olefin.
[7]
The resin composition according to [5], wherein the cyclic olefin polymer is a norbornene polymer obtained by polymerizing a norbornene monomer which is a monomer having a norbornene skeleton.
[8]
The resin composition according to any one of [1] to [7], wherein a molded article made of the resin composition has an anomalous dispersion degree ΔθgF of 0.030 or more.
[9]
The molded article made of the resin composition according to any one of [1] to [8], wherein the Abbe number νd is 50.0 or less and the partial dispersion ratio θgF is 0.590 or more. Resin composition.
[10]
A molded article made of the resin composition according to any one of [1] to [9].
[11]
An optical material or optical element comprising the resin composition according to any one of [1] to [9].
[12]
A method for producing a molded body, comprising molding the resin composition according to any one of [1] to [9] by melt molding.
[13]
A molded article made of a resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B),
A molded article having an anomalous dispersion degree ΔθgF of 0.030 or more.
[14]
The molded article according to [13], which has an Abbe number νd of 50.0 or less and a partial dispersion ratio θgF of 0.590 or more.

According to the present invention, it is possible to mold an optical material by a molding method excellent in mass productivity, for example, injection molding, and to obtain a molded article with high anomalous dispersion (large ΔθgF). An article, a molded body, an optical material or an optical element comprising it, and a method for producing the molded body can be provided.

Hereinafter, embodiments of the present invention will be described in detail.
In this specification, the notation "a to b" in the description of numerical ranges means from a to b, unless otherwise specified. For example, "1 to 5% by mass" means "1% by mass or more and 5% by mass or less".

The resin composition according to this embodiment contains a thermoplastic resin (A) and an anomalous dispersion compound (B). Further, the resin composition according to the present embodiment has an anomalous dispersion compound (B) of more than 10% by mass when the total of the thermoplastic resin (A) and the anomalous dispersion compound (B) is 100% by mass. include.
According to the resin composition according to the present embodiment, the thermoplastic resin (A) and the anomalous dispersion compound (B) are included, and the thermoplastic resin (A) and the anomalous dispersion compound (B) When the total is 100% by mass, by including a specific amount of the anomalous dispersion compound (B), molding is possible by a molding method excellent in mass productivity, such as injection molding, and molding with high anomalous dispersion is possible. It is possible to provide a resin composition capable of obtaining a body. Further, according to the molded article, the optical material, or the optical element having high anomalous dispersion according to the present embodiment, it is possible to sufficiently correct chromatic aberration.

The resin composition according to the present embodiment contains more than 10% by mass of the anomalous dispersion compound (B) when the total of the thermoplastic resin (A) and the anomalous dispersion compound (B) is 100% by mass, The content is preferably 12% by mass or more, more preferably 15% by mass or more, and particularly preferably 20% by mass or more. The upper limit of the anomalous dispersion compound (B) can be, for example, 80% by mass or less, preferably 70% by mass or less, more preferably 60% by mass or less, and 50% by mass or less. is particularly preferred.
By setting the compounding ratio of the thermoplastic resin (A) and the anomalous dispersion compound (B) within the above numerical range, it is possible to obtain a molded article having high anomalous dispersion while ensuring moldability by injection molding or the like. It can be a resin composition that can be used.

In addition, the total content of the thermoplastic resin (A) and the anomalous dispersion compound (B) in the resin composition according to the present embodiment, while ensuring moldability, From the viewpoint of further improving the performance balance of transparency, birefringence, Abbe number, and refractive index, when the entire resin composition is 100% by mass, it is preferably 50% by mass or more and 100% by mass or less, and more preferably. is 60% by mass or more and 100% by mass or less, more preferably 70% by mass or more and 100% by mass or less, and particularly preferably 80% by mass or more and 100% by mass or less.

Each component will be specifically described below.

(Thermoplastic resin (A))
The resin composition according to this embodiment contains a thermoplastic resin (A). The thermoplastic resin (A) is not particularly limited as long as it has excellent transparency and can be melt-molded, but may contain at least one selected from cyclic olefin polymers, acrylic polymers, polycarbonates and polyolefins preferable.

[Cyclic olefin polymer]
The thermoplastic resin (A) preferably contains a cyclic olefin polymer. In the present embodiment, the cyclic olefin-based polymer is a polymer having an alicyclic structure in at least part of the repeating structural units (hereinafter also simply referred to as "a polymer having an alicyclic structure"), and the polymer A polymer having an alicyclic structure in at least part of the repeating units of, and a ring-opening polymer of a cyclic olefin, a ring-opening polymer of a cyclic olefin and other monomers capable of ring-opening copolymerization with this Ring-opening polymers, hydrides thereof, and the like are included.

Examples of the cyclic olefin-based polymer according to the present embodiment include the polymer (A) described in JP-A-2009-120794, which has an alicyclic structure and has the following chemical formula [I], chemical formula [II], Alternatively, it preferably contains a cyclic olefin polymer having a structural unit (a) derived from a cyclic olefin represented by the chemical formula [III].
The structural unit (a) is preferably derived from a cyclic olefin represented by the following chemical formula [I], chemical formula [II], or chemical formula [III].

In formula [I] above, n is 0 or 1, m is 0 or a positive integer, and q is 0 or 1. When q is 1, R ^a and R ^b are each independently the following atoms or hydrocarbon groups, and when q is 0, each bond bonds to form a 5-membered ring. Form.

R ¹ to R ¹⁸ , R ^a and R ^b are each independently a hydrogen atom, a halogen atom, or a hydrocarbon group optionally substituted with a halogen atom. A halogen atom here is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

The hydrocarbon groups each independently include an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 15 carbon atoms, and an aromatic hydrocarbon group. More specifically, alkyl groups include methyl, ethyl, propyl, isopropyl, amyl, hexyl, octyl, decyl, dodecyl and octadecyl groups, and cycloalkyl groups include: A cyclohexyl group is exemplified, and an aromatic hydrocarbon group is exemplified by a phenyl group, a naphthyl group and the like. These hydrocarbon groups may be substituted with halogen atoms.

Furthermore, in the above formula [I], each of R ¹⁵ to R ¹⁸ may be bonded (together with each other) to form a monocyclic or polycyclic ring, and the thus formed monocyclic or polycyclic ring may have a double bond. Specific examples of the monocyclic or polycyclic ring formed here are shown below.

In the above examples, the carbon atoms numbered 1 or 2 indicate the carbon atoms to which R ¹⁵ (R ¹⁶ ) or R ¹⁷ (R ¹⁸ ) is bonded in formula [I]. Also, R ¹⁵ and R ¹⁶ or R ¹⁷ and R ¹⁸ may form an alkylidene group. Such an alkylidene group is usually an alkylidene group having 2 to 20 carbon atoms, and specific examples of such an alkylidene group include an ethylidene group, a propylidene group and an isopropylidene group.

In formula [II] above, p and q are 0 or positive integers, and m and n are 0, 1 or 2. R ¹ to R ¹⁹ are each independently a hydrogen atom, a halogen atom, a hydrocarbon group optionally substituted with a halogen atom, or an alkoxy group.

A halogen atom has the same meaning as the halogen atom in the above formula [I]. The hydrocarbon groups each independently include an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 15 carbon atoms, or an aromatic hydrocarbon group. be done. More specifically, alkyl groups include methyl, ethyl, propyl, isopropyl, amyl, hexyl, octyl, decyl, dodecyl and octadecyl groups, and cycloalkyl groups include: A cyclohexyl group can be mentioned, and the aromatic hydrocarbon group can be an aryl group and an aralkyl group, specifically a phenyl group, a tolyl group, a naphthyl group, a benzyl group and a phenylethyl group. Alkoxy groups include methoxy, ethoxy and propoxy groups. These hydrocarbon groups and alkoxy groups may be substituted with fluorine, chlorine, bromine or iodine atoms.

Here, the carbon atom to which R ⁹ and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are directly or an alkylene group having 1 to 3 carbon atoms may be connected via That is, when the above two carbon atoms are bonded through an alkylene group, the groups represented by R ⁹ and R ¹³ , or the groups represented by R ¹⁰ and R ¹¹ jointly form a methylene group (--CH ₂ --), an ethylene group (--CH ₂ CH ₂ --) or a propylene group (--CH ₂ CH ₂ CH ₂ --) forming an alkylene group. Furthermore, when n=m=0, R ^{15 and} R ¹² or R ^{15 and} R ¹⁹ may combine with each other to form a monocyclic or polycyclic aromatic ring. In this case, the monocyclic or polycyclic aromatic ring is, for example, a group in which R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ further form an aromatic ring when n=m=0 as shown below. is mentioned.

Here, q has the same meaning as q in formula [II].

(In the chemical formula [III], R ¹ to R ⁸ are each independently a hydrogen atom or a hydrocarbon group, and R ^{5 and} R ⁶ , R ⁶ and R ⁷ , R ⁷ and R ⁸ are bonded to each other to form a monocyclic and the single ring may have a double bond.)
In the above formula [III], R ¹ to R ⁸ are each independently preferably a hydrogen atom or a hydrocarbon group having 4 or less carbon atoms, and examples of hydrocarbon groups having 4 or less carbon atoms include a methyl group , ethyl group, propyl group, isopropyl group, n-butyl group, alkyl group such as isobutyl group, and cycloalkyl group such as cyclopropyl group.

More specific examples of the cyclic olefins represented by formula [I], [II] or [III] are given below.

Bicyclo[2.2.1]-2-heptene represented by (in the above formula, the numbers 1 to 7 indicate the carbon position numbers), and bicyclo[2.2.1]-2-heptene derivatives substituted with, for example, a halogen atom or a hydrocarbon group optionally substituted with a halogen atom. The halogen atom has the same meaning as the halogen atom in the above formula [I], and the hydrocarbon group includes, for example, 5-methyl, 5,6-dimethyl, 1-methyl, 5-ethyl, 5-n- butyl, 5-isobutyl, 7-methyl, 5-phenyl, 5-methyl-5-phenyl, 5-benzyl, 5-tolyl, 5-(ethylphenyl), 5-(isopropylphenyl), 5-(biphenyl), 5-(beta-naphthyl), 5-(alpha-naphthyl), 5-(anthracenyl), 5,6-diphenyl and the like. These hydrocarbon groups may be substituted with fluorine, chlorine, bromine or iodine atoms.

Still other derivatives include cyclopentadiene-acenaphthylene adduct, 1,4-methano-1,4,4a,9a-tetrahydrofluorene, 1,4-methano-1,4,4a,5,10,10a-hexahydro and anthracena donobicyclo[2.2.1]-2-heptene derivatives.

tricyclo[4.3.0.1 ^2,5 ]-3-decene, 2-methyltricyclo[4.3.0.1 ^2,5 ]-3-decene, 5-methyltricyclo[4.3. tricyclo[4.3.0.1 ^2,5 ]-3-decene derivatives such as 0.1 ^2,5 ]-3-decene, tricyclo[4.4.0.1 ^2,5 ]-3-undecene, Tricyclo[4.4.0.1 ^2,5 ]-3-undecene derivatives such as 10-methyltricyclo[4.4.0.1 ^2,5 ]-3-undecene.

Tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene (in the above formula, the numbers 1 to 12 indicate the positions of carbon atoms) and derivatives thereof substituted with hydrocarbon groups. Examples of the hydrocarbon group include 8-methyl, 8-ethyl, 8-propyl, 8-butyl, 8-isobutyl, 8-hexyl, 8-cyclohexyl, 8-stearyl, 5,10-dimethyl, 2,10 -dimethyl, 8,9-dimethyl, 8-ethyl-9-methyl, 11,12-dimethyl, 2,7,9-trimethyl, 2,7-dimethyl-9-ethyl, 9-isobutyl-2,7-dimethyl , 9,11,12-trimethyl, 9-ethyl-11,12-dimethyl, 9-isobutyl-11,12-dimethyl, 5,8,9,10-tetramethyl, 8-ethylidene, 8-ethylidene-9- methyl, 8-ethylidene-9-ethyl, 8-ethylidene-9-isopropyl, 8-ethylidene-9-butyl, 8-n-propylidene, 8-n-propylidene-9-methyl, 8-n-propylidene-9- ethyl, 8-n-propylidene-9-isopropyl, 8-n-propylidene-9-butyl, 8-isopropylidene, 8-isopropylidene-9-methyl, 8-isopropylidene-9-ethyl, 8-isopropylidene- 9-isopropyl, 8-isopropylidene-9-butyl, 8-chloro, 8-bromo, 8-fluoro, 8,9-dichloro, 8-phenyl, 8-methyl-8-phenyl, 8-benzyl, 8-tolyl , 8-(ethylphenyl), 8-(isopropylphenyl), 8,9-diphenyl, 8-(biphenyl), 8-(beta-naphthyl), 8-(alpha-naphthyl), 8-(anthracenyl), 5 , 6-diphenyl and the like.

Still other derivatives include adducts of (cyclopentadiene-acenaphthylene adduct) and cyclopentadiene. pentacyclo[6.5.1.1 ^3,6 . 0 ^{2, 7} . 0 ^9,13 ]-4-pentadecene and its derivatives, pentacyclo[7.4.0.1 ^2,5 . 19 ^{, 12} . 0 ^8,13 ]-3-pentadecene and its derivatives, pentacyclo[6.5.1.1 ^3,6 . 0 ^{2, 7} . 0 ^9,13 ]-4,10-pentadecadiene and other pentacyclopentadecadiene compounds, pentacyclo[8.4.0.1 ^2,5 . 19 ^{, 12} . 0 ^8,13 ]-3-hexadecene and its derivatives, pentacyclo[6.6.1.1 ^3,6 . 0 ^{2, 7} . 0 ^9,14 ]-4-hexadecene and its derivatives, hexacyclo[6.6.1.1 ^3,6 . 1 ^{10, 13} . 0 ^{2, 7} . 0 ^9,14 ]-4-heptadecene and its derivatives, heptacyclo[8.7.0.1 ^2,9 . 1 ^{4, 7} . 1 ^{11, 17} . 0 ^{3, 8} . 0 ^12,16 ]-5-eicosene and its derivatives, heptacyclo[8.8.0.1 ^2,9 . 1 ^{4, 7} . 1 ^{11, 18} . 0 ^{3, 8} . 0 ^12,17 ]-5-heneicosene and its derivatives, octacyclo[8.8.0.1 ^2,9 . 1 ^{4, 7} . 1 ^{11, 18} . 1 ^{13, 16} . 0 ^{3, 8} . 0 ^12,17 ]-5-docosene and its derivatives, nonacyclo[10.9.1.1 ^4,7 . 1 ^{13, 20} . 1 ^{15, 18} . 0 ^{2, 10} . 0 ^{3, 8} . 0 ^{12, 21} . 0 ^14,19 ]-5-pentacosene and its derivatives, nonacyclo[10.10.1.1 ^5,8 . 1 ^{14, 21} . 1 ^{16, 19} . 0 ^{2, 11} . 0 ^{4, 9} . 0 ^{13, 22} . 0 ^15,20 ]-6-hexacosene and its derivatives.

Still other derivatives include cyclopentadiene-benzine adducts (referred to as benzonorbornadiene) and derivatives thereof substituted with hydrocarbon groups.

Specific examples of the cyclic olefins represented by the general formulas [I], [II] and [III] are shown above. Structural examples of cyclic olefins shown in paragraph numbers [0038] to [0058], and structural examples of cyclic olefins shown in paragraph numbers [0027] to [0029] of the original specification of JP-A-2005-330465 can be mentioned. The cyclic olefin polymer used in the present invention may contain two or more units derived from the above cyclic olefin.

Cyclic olefins represented by general formula [I], [II] or [III] as described above can be produced by subjecting cyclopentadiene and olefins having a corresponding structure to Diels-Alder reaction. A cyclic monomer obtained by such a Diels-Alder reaction is usually obtained as an isomer mixture of an endo-isomer and an exo-isomer, but the endo-isomer is mainly produced. However, the concentration of the exo form in the isomer mixture can be increased by a conventionally known method, for example, the method described in JP-A-5-86131. In accordance with this, the ratio of the endo form/exo form of the cyclic monomer can be adjusted within a range that does not impair the object of the present invention.
Further, for example, benzonorbornadiene (hereinafter sometimes referred to as BNBD) and derivatives thereof can be produced by the conventionally known method, for example, the method described in GB2244276. For example, BNBD can be obtained by reacting cyclopentadiene with 2-aminobenzoic acid in the presence of 1,2-dimethoxyethane.

Among the above, the cyclic olefin-based polymer according to the present embodiment is preferably a norbornene-based polymer obtained by polymerizing a norbornene monomer, which is a monomer having a norbornene skeleton. Specific examples of the norbornene monomer are as described later.
The cyclic olefin-based polymer according to the present embodiment preferably has a structural unit (a) derived from a cyclic olefin represented by the above chemical formula [I], chemical formula [II], or chemical formula [III], and further , may have a structural unit (b) derived from an aromatic vinyl.
Moreover, the cyclic olefin-based polymer according to the present embodiment may have a structural unit (c) derived from ethylene and/or α-olefin.

Styrene and derivatives thereof are included as the aromatic vinyl compound leading to the structural unit (b) derived from the aromatic vinyl. A styrene derivative is a compound in which another group is bonded to styrene, and examples thereof include o-methylstyrene, m-methylstyrene, p-methylstyrene, 2,4-dimethylstyrene, o-ethylstyrene, p-ethyl Alkyl styrene such as styrene, hydroxyl group, alkoxy group, carboxyl group and acyloxy group on the benzene nucleus of styrene such as hydroxystyrene, t-butoxystyrene, vinyl benzoic acid, vinylbenzyl acetate, o-chlorostyrene and p-chlorostyrene. Substituted styrene into which groups, halogens, etc. have been introduced, and vinylbiphenyl compounds such as 4-vinylbiphenyl and 4-hydroxy-4'-vinylbiphenyl.
Among these, monomers having a benzene ring unit are preferable, for example, styrene and its derivatives are preferable from the viewpoint of the optical properties of the resulting molded article.
Further, the structural unit (c) derived from ethylene and/or α-olefin is as described later.

[Copolymer of ethylene or α-olefin and cyclic olefin]
The cyclic olefin polymer according to this embodiment preferably contains a copolymer of ethylene or an α-olefin and a cyclic olefin.
Examples of copolymers of ethylene or α-olefins and cyclic olefins include polymers described in paragraphs 0030 to 0123 of International Publication No. 2008/047468 and cyclic olefin polymers described in JP-A-2016-8236. Coalescing can be used.

The copolymer is, for example, a polymer having an alicyclic structure in at least part of the repeating structural units (hereinafter also simply referred to as "a polymer having an alicyclic structure"), and at least one of the repeating units of the polymer Specifically, it preferably contains a polymer having one or more structures represented by the following general formula (1).

（式（１）中、ｘ、ｙは共重合比を示し、０／１００≦ｙ／ｘ≦９５／５を満たす実数である。ｘ、ｙはモル基準である。
ｎは置換基Ｑの置換数を示し、０≦ｎ≦２の実数である。
Ｒ^１は炭素原子数２～２０、好ましくは２～１２の炭化水素基よりなる群から選ばれる１種または２種以上の２＋ｎ価の基である。
Ｒ^２は水素原子、炭素原子数１～１０の炭化水素基よりなる群から選ばれる１種または２種以上の１価の基である。
Ｒ^３は炭素原子数２～１０、好ましくは２～５の炭化水素基よりなる群から選ばれる１種または２種以上の４価の基である。
Ｑは、ＣＯＯＲ^ｄ（Ｒ^ｄは、水素原子、または炭素原子数１～１０の炭化水素基よりなる群から選ばれる１価の基である。）である。
Ｒ^１、Ｒ^２、Ｒ^３およびＱは、それぞれ１種であってもよく、２種以上を任意の割合で有していてもよい。）

(In formula (1), x and y indicate a copolymerization ratio and are real numbers satisfying 0/100≤y/x≤95/5. x and y are on a molar basis.
n indicates the substitution number of the substituent Q and is a real number of 0≦n≦2.
R ¹ is one or more 2+n-valent groups selected from the group consisting of hydrocarbon groups having 2 to 20 carbon atoms, preferably 2 to 12 carbon atoms.
R ² is one or more monovalent groups selected from the group consisting of hydrogen atoms and hydrocarbon groups having 1 to 10 carbon atoms.
R ³ is one or more tetravalent groups selected from the group consisting of hydrocarbon groups having 2 to 10 carbon atoms, preferably 2 to 5 carbon atoms.
Q is COOR ^d (R ^d is a hydrogen atom or a monovalent group selected from the group consisting of hydrocarbon groups having 1 to 10 carbon atoms).
Each of R ¹ , R ² , R ³ and Q may be one kind, or may have two or more kinds in an arbitrary ratio. )

For each symbol in the above formula (1), the following preferable conditions can be listed, and these conditions are used in combination as necessary.
[1] R ¹ is a group having at least one ring structure in its structure.
[2] When R ³ is n=0, it is the following exemplary structures (a), (b), and (c).

上記式（ａ）～式（ｃ）中、Ｒ^１は式（１）と同じである。

In formulas (a) to (c) above, R ¹ is the same as in formula (1).

[3] n is 0;
[4] y/x is a real number that satisfies 20/80≤y/x≤65/35.
[5] R ² is a hydrogen atom and/or —CH ₃ ;
[6] Q is a —COOH or —COOCH ₃ group.

The cyclic olefin polymer used in the present embodiment is more preferably a polymer having one or more structures represented by the following formula (2).

In formula (2) above, R ¹ is one or more divalent groups selected from the group consisting of hydrocarbon groups having 2 to 20 carbon atoms, preferably 2 to 12 carbon atoms.
R ² is one or more monovalent groups selected from the group consisting of hydrogen atoms and hydrocarbon groups having 1 to 10 carbon atoms.

In the above formula (2), x and y represent copolymerization ratios and are real numbers satisfying 5/95≤y/x≤95/5. Preferably 50/50≤y/x≤95/5, more preferably 55/45≤y/x≤80/20. x and y are on a molar basis.

For each symbol in the above formula (2), the following preferable conditions can be listed, and these conditions are used in combination as necessary.
[1] R ¹ group is a divalent group represented by the following formula (3).

In the above formula (3), p is an integer of 0 to 2. A divalent group in which p is 1 in the above formula (3) is preferred.

[2] ^R2 is a hydrogen atom.

Examples of ethylene or α-olefin include ethylene, propylene, butene-1, and the like, and ethylene is preferred.
Examples of the cyclic olefins include cyclic olefins represented by the general formulas [I], [II], and [III] described above. .4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 1,4-methano-1,4,4a,9a-tetrahydrofluorene, one or two selected from the group consisting of cyclopentadiene-benzine adducts and cyclopentadiene-acenaphthylene adducts above, bicyclo[2.2.1]-2-heptene and tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene is more preferred.

The copolymer of ethylene or an α-olefin and a cyclic olefin according to the present embodiment may be used as long as it does not impair the good physical properties of the resin composition according to the present embodiment and the molded article obtained from the resin composition. may have a repeating structural unit derived from a copolymerizable monomer of The copolymerization ratio is not particularly limited, but the repeating structural unit derived from a monomer other than ethylene or an α-olefin and a cyclic olefin is preferably 20 mol% or less when the cyclic olefin polymer is 100 mol%. More preferably, it is 10 mol % or less. When the copolymerization ratio is equal to or less than the upper limit, optical properties of the resulting resin composition and molded articles obtained from the resin composition can be improved, and optical components with higher precision can be obtained. .

Other copolymerizable monomers include, for example, aromatic vinyl compounds, as described above for aromatic vinyl compounds leading to structural units (b) derived from aromatic vinyl.

Further, when the cyclic olefin-based polymer according to the present embodiment contains a copolymer, the type of the copolymer is not particularly limited. Various copolymer types can be applied. Among them, random copolymers are preferred.

[Ring-opening polymer of cyclic olefin]
Cyclic olefin-based polymers can include ring-opened polymers of cyclic olefins.
Examples of ring-opening polymers of cyclic olefins include ring-opening polymers of norbornene monomers, ring-opening polymers of norbornene monomers and other monomers capable of ring-opening copolymerization thereof, and these hydrides and the like, for example, norbornene-based polymers described in Japanese Patent No. 6256353;

Norbornene monomers include norbornene-based monomers, tetracyclododecene-based monomers, dicyclopentadiene-based monomers, and methanotetrahydrofluorene-based monomers.

Examples of norbornene monomers include bicyclo[2.2.1]hept-2-ene (common name: norbornene) and derivatives thereof (having a substituent on the ring), tricyclo[4.3.0 ^{1, 6} . 1 ^2,5 ]deca-3,7-diene (common name dicyclopentadiene) and its derivatives, 7,8-benzotricyclo[4.3.0.1 ^2,5 ]dec-3-ene (common name methanotetrahydrofluorene: 1,4-methano-1,4,4a,9a-tetrahydrofluorene) and its derivatives, tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene (common name: tetracyclododecene) and derivatives thereof, and the like.

Norbornene-based monomers include bicyclo[2.2.1]hept-2-ene (common name norbornene), 5-methyl-bicyclo[2.2.1]hept-2-ene, 5,5-dimethyl -bicyclo[2.2.1]hept-2-ene, 5-ethyl-bicyclo[2.2.1]hept-2-ene, 5-ethylidene-bicyclo[2.2.1]hept-2-ene , 5-vinyl-bicyclo[2.2.1]hept-2-ene, 5-propenylbicyclo[2.2.1]hept-2-ene, 5-methoxycarbonyl-bicyclo[2.2.1]hepta -2-ene, 5-cyanobicyclo[2.2.1]hept-2-ene, 5-methyl 5-methoxycarbonyl-bicyclo[2.2.1]hept-2-ene and the like.

Tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene (tetracyclododecene), tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-methyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-ethyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-ethylidenetetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8,9-dimethyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-ethyl-9-methyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-ethylidene-9-methyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene, 8-methyl-8-carboxymethyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene and the like.

As the dicyclopentadiene-based monomer, tricyclo[4.3.0 ^1,6 . 1 ^2,5 ]deca-3,7-diene (commonly known as dicyclopentadiene), 2-methyldicyclopentadiene, 2,3-dimethyldicyclopentadiene, 2,3-dihydroxydicyclopentadiene and the like.

Examples of methanotetrahydrofluorene-based monomers include 7,8-benzotricyclo[4.3.0.1 ^2,5 ]dec-3-ene (common name methanotetrahydrofluorene: 1,4-methano-1,4 , 4a,9a-tetrahydrofluorene), 1,4-methano-8-methyl-1,4,4a,9a-tetrahydrofluorene, 1,4-methano-8-chloro-1,4,4a,9a- tetrahydrofluorene, 1,4-methano-8-bromo-1,4,4a,9a-tetrahydrofluorene and the like.

Examples of substituents on the ring of these derivatives include an alkyl group, an alkylene group, a vinyl group, an alkoxycarbonyl group, and an alkylidene group. In addition, the substituent can have 1 or 2 or more.
These norbornene monomers may be used alone or in combination of two or more.

A ring-opening polymer of a norbornene monomer, or a ring-opening polymer of a norbornene monomer and other monomers capable of ring-opening copolymerization with the monomer component is a known ring-opening polymerization catalyst. It can be obtained by polymerizing in the presence of The ring-opening polymerization catalyst includes, for example, a metal halide such as ruthenium or osmium, a nitrate or an acetylacetone compound, and a reducing agent, or a metal halide such as titanium, zirconium, tungsten, molybdenum, or acetylacetone. Catalysts consisting of compounds and organoaluminum compounds may be mentioned.

Other monomers capable of ring-opening copolymerization with norbornene monomers include, for example, monocyclic cyclic olefinic monomers such as cyclohexene, cycloheptene, and cyclooctene.

A hydride of a ring-opening polymer of a norbornene-based monomer is generally obtained by adding a known hydrogenation catalyst containing a transition metal such as nickel or palladium to the polymerization solution of the ring-opening polymer to obtain carbon-carbon unsaturated It can be obtained by hydrogenating the bond.

(Polar Group-Containing Cyclic Olefin Polymer (X))
In order to increase compatibility with the component anomalous dispersion compound (B) described later, the cyclic olefin polymer according to the present embodiment is a modified polar group-containing cyclic olefin obtained by modifying a cyclic olefin polymer with a polar group. A system polymer (X) may also be included. Examples of such a polar group-containing cyclic olefin polymer (X) include, for example, a copolymer obtained by grafting or graft-polymerizing a monomer having a polar group to a cyclic olefin polymer; Examples thereof include copolymers with monomers.

In the present embodiment, the cyclic olefin polymer preferably contains at least one selected from copolymers of ethylene or α-olefin and cyclic olefins and ring-opening polymers of cyclic olefins. and a cyclic olefin copolymer.

(acrylic polymer)
As the acrylic polymer, an acrylic acid ester polymer or a methacrylic acid ester polymer (hereinafter collectively referred to as a (meth)acrylic acid ester polymer) is used. (Meth)acrylic acid ester polymers include polymethyl methacrylate, polyethyl acrylate, polybutyl acrylate and the like, and polymethyl methacrylate is preferred from the viewpoint of transparency.

(polycarbonate)
Examples of polycarbonates include bisphenol A polycarbonate and bisphenol F polycarbonate.

(polyolefin)
As polyolefins, ethylene, propylene, butene-1, hexene-1, heptene-1, octene-1, 4-methyl-pentene-1, or copolymers thereof can be used.

(Anomalous dispersion compound (B))
The resin composition according to this embodiment contains an anomalous dispersion compound (B). In the present invention, the anomalous dispersion compound (B) is a compound whose molded article has anomalous dispersion properties, specifically as follows.
Generally, in many optical materials such as optical glasses and resin materials, a linear relationship is observed between the partial dispersion ratio and the Abbe number. On the other hand, in some optical materials, the relationship between the partial dispersion ratio and the Abbe number may deviate from this linear relationship. The property that the relationship between the partial dispersion ratio and the Abbe number deviates from the linear relationship derived from the reference optical material is called anomalous dispersion, and the greater the deviation from the reference straight line, the higher the anomalous dispersion.
The anomalous dispersion ΔθgF, which indicates the anomalous dispersion of an optical material, can be evaluated by the method described in Japanese Patent No. 4767836. Specifically, in a graph showing the Abbe number νd on the horizontal axis and the partial dispersion ratio θgF on the vertical axis, two types of optical glass F7 (νd, θgF = 60.5, 0.547) showing no anomalous dispersion are shown. and K2 (νd, θgF=36.3, 0.583) are plotted and connected with a straight line. Here, the straight line connecting the coordinates of the two reference dispersion glasses is represented by the following formula (1).
Formula (1) θgF=−0.00149×νd+0.637
For the material to be evaluated, the Abbe number νd and the partial dispersion ratio θgF are plotted, and the vertical axis is the straight line connecting this point and the two points F7 and K2, that is, the straight line represented by the above formula (1). Let the difference in the coordinates of the direction be the anomalous dispersion degree ΔθgF.
In the present invention, the anomalous dispersion degree ΔθgF of the molded product of the anomalous dispersion compound (B) is preferably 0.030 or more, more preferably 0.050 or more, and 0.100 or more. is more preferable, and 0.200 or more is particularly preferable. Although the upper limit of the anomalous dispersion degree ΔθgF of the anomalous dispersion compound (B) is not particularly limited, it can be, for example, 0.500 or less.

The Abbe number and the partial dispersion ratio of the compound molded body used for calculating the anomalous dispersion degree ΔθgF are obtained by molding a sheet having an optical path length of 50 μm, for example, using the compound to be evaluated. Refractive indices for d-line (wavelength 587.6 nm), C-line (wavelength 656.3 nm), F-line (486.1 nm), and g-line (wavelength 435.8 nm) can be measured and calculated from the following formula. .
Abbe number νd = (nd-1)/(nF-nC)
Partial dispersion ratio θgF = (ng-nF) / (nF-nC)
Here, nd is the refractive index for the d-line, nC is the refractive index for the C-line, nF is the refractive index for the F-line, and ng is the refractive index for the g-line. The refractive index can be measured using, for example, KPR200 manufactured by Shimadzu Science.

The anomalous dispersion compound (B) according to the present embodiment preferably has an Abbe number (ν) of, for example, 3.0 or more and 30.0 or less, more preferably 5.0 or more and 20.0. 0 or less.
In the anomalous dispersion compound (B) according to the present embodiment, the partial dispersion ratio θgF of the molded product is preferably 0.700 or more and 0.980 or less, more preferably 0.800 or more and 0.930 or less. .

The anomalous dispersion compound (B) according to the present embodiment has anomalous dispersion properties including a structure in which an aromatic ring selected from a thiophene ring, a naphthalene ring, or a benzene ring and an aromatic hydrocarbon group are bonded via a carbonyl group. It preferably contains a compound.
By including the anomalous dispersion compound (B) having the above structure, it is possible to obtain a resin composition capable of obtaining a molded article having higher anomalous dispersion while maintaining the moldability of the obtained resin composition. .

The anomalous dispersion compound (B) according to the present embodiment more preferably contains a thiophene ring among aromatic rings selected from thiophene rings, naphthalene rings and benzene rings. That is, the anomalous dispersion compound (B) according to the present embodiment more preferably contains an anomalous dispersion compound containing a structure in which a thiophene ring and an aromatic hydrocarbon group are bonded via a carbonyl group.
When the anomalous dispersion compound (B) according to the present embodiment contains an anomalous dispersion compound containing a thiophene ring, the thiophene ring preferably has an aryl group which may have a substituent. Aryl groups which may have a substituent include a phenyl group, a naphthyl group, an anthracenyl group, a 4-methylphenyl group, a 4-methoxyphenyl group, a 4-chlorophenyl group, a 4-fluorophenyl group and a 4-bromophenyl group. , 4-iodophenyl group, 4-dimethylaminophenyl group, 4-vinylphenyl group, 4-allylphenyl group, 2-methylphenyl group, 2-methoxyphenyl group, 2-dimethylaminophenyl group, 4-nitrophenyl group , 2-vinylphenyl group, 2-allylphenyl group and the like, but are not limited to these. Among these, a phenyl group is preferable from the viewpoint of ease of synthesis and properties.

The anomalous dispersion compound (B) according to this embodiment preferably contains a compound represented by the following general formula (b-1).

In the above general formula (b-1), at least one of E ¹ to E ⁶ contains a structure represented by the following formula (b-2), and the others are each independently a hydrogen atom, a methyl group, or a carbon number of 1 or 2 alkoxy groups.

In general formula (b-2) above, * represents a bond, A represents an aromatic hydrocarbon group, and R ⁸ and R ⁹ are a hydrogen atom or a methyl group.

The aromatic hydrocarbon group is not particularly limited, and examples thereof include benzene, naphthalene, anthracene, fluorene, biphenyl, diaryl ether, diaryl sulfide, binaphthalene, pyridine, carbazole, thianthrene, dibenzodioxane, benzofuran, acenaphthylene, acridine, and benzothiazole. , quinoline, isoquinoline, pyrene, indazole, indole, indane, indene, benzoquinoline, benzoxazole, biquinoline, phenanthrene, phenanthroline, bifluorenylidene, ferrocene, phenoxathiin, dibenzothiophene, dibenzofuran, etc. mentioned. Among the above, an aromatic hydrocarbon group having a main skeleton of benzene or naphthalene is more preferable in consideration of ease of synthesis, properties, coloration, and the like.

When the aromatic hydrocarbon group has naphthalene as a main skeleton, the aromatic hydrocarbon group preferably has a structure represented by the following formula (b-3).

Further, when the aromatic hydrocarbon group has benzene as a main skeleton, the aromatic hydrocarbon group preferably has a structure represented by the following formula (b-4).

In the above formula, ^R3 to ^R7 can each independently be X, Y, a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aryl group which may have a substituent, or a hydroxyl group. X is the second bonding position when two or more of the general formula (b-2) are present in the same molecule, and Y is a structure represented by the following general formula (b-5).

In general formula (b-5), R ¹⁰ is preferably a hydrogen atom or a methyl group, and n is preferably 0 or 1.
Examples of alkyl groups having 1 to 4 carbon atoms include methyl group, ethyl group, propyl group, i-propyl group, butyl group, i-butyl group and t-butyl group. Good aryl groups include phenyl, naphthyl, anthracenyl, 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, 4-fluorophenyl, 4-bromophenyl, 4-iodophenyl, 4-dimethylaminophenyl group, 2-methylphenyl group, 2-methoxyphenyl group, 2-dimethylaminophenyl group, 4-nitrophenyl group and the like.

(other ingredients)
The resin composition according to the present embodiment may optionally contain known additives as optional components within a range that does not impair the resin composition according to the present embodiment and the molded article thereof. can be done. Additives include, for example, phenol stabilizers, higher fatty acid metal salts, antioxidants, ultraviolet absorbers, hindered amine light stabilizers, hydrochloric acid absorbers, metal deactivators, antistatic agents, antifog agents, and lubricants. , a slip agent, a nucleating agent, a plasticizer, a flame retardant, a phosphorus stabilizer, and the like can be blended to the extent that the objects of the present invention are not impaired, and the blending ratio is an appropriate amount.

The resin composition according to the present embodiment is a method of melt-kneading a thermoplastic resin (A) and an anomalous dispersion compound (B) using a known kneading device such as an extruder and a Banbury mixer; A) and the anomalous dispersion compound (B) are dissolved in a common solvent, and then the solvent is evaporated; can be obtained by a method such as a method of precipitating;

(Physical properties of resin composition)
The resin composition according to the present embodiment preferably has an anomalous dispersion degree ΔθgF of 0.030 or more, more preferably 0.035 or more, and 0 It is more preferably 0.037 or more, and particularly preferably 0.040 or more. Although the upper limit of the anomalous dispersion degree ΔθgF of the molded article made of the resin composition is not particularly defined, it can be, for example, 0.200 or less.
By setting the anomalous dispersion ΔθgF within the above numerical range, a molded article, an optical material, and an optical element capable of sufficiently correcting chromatic aberration can be obtained.

Incidentally, the anomalous dispersion degree ΔθgF of the molded article made of the resin composition according to the present embodiment is similar to the anomalous dispersion degree ΔθgF of the anomalous dispersion compound (B). The dispersion ratio θgF is measured and plotted, and the difference in the coordinates in the vertical axis direction between this point and the straight line (formula (1) above) connecting the coordinates of the reference dispersion glass that does not exhibit anomalous dispersion is calculated. be able to. Further, the Abbe number νd and the partial dispersion ratio θgF of the molded article made of the resin composition according to the present embodiment can be obtained by the following methods.

The Abbe number νd and the partial dispersion ratio θgF of the molded body made of the resin composition according to the present embodiment can be obtained, for example, by using the resin composition according to the present embodiment with a hot press and applying a pressure of 10 MPa to a sheet having a thickness of 100 μm. is prepared, the refractive index of the sheet is measured, and the result can be calculated.
The Abbe number νd and the partial dispersion ratio θgF are the refraction values for the d-line (wavelength 587.6 nm), C-line (wavelength 656.3 nm), F-line (486.1 nm), and g-line (wavelength 435.8 nm) of the sheet. When the rates are nd, nC, nF, and ng, respectively, they can be obtained by the following formulas.
Abbe number νd = (nd-1)/(nF-nC)
Partial dispersion ratio θgF = (ng-nF) / (nF-nC)
Here, the refractive index can be measured using a refractometer (for example, KPR200 manufactured by Shimadzu Science) under the measurement condition of 23°C.

The resin composition according to the present embodiment preferably has an Abbe number (ν) of 50.0 or less for a molded article made of the resin composition according to the present embodiment, which is obtained, for example, by the method described above. It is preferably 0 or less, particularly preferably 40.0 or less. The lower limit can be, for example, 30.0 or more.
In addition, the resin composition according to the present embodiment preferably has a partial dispersion ratio θgF of a molded product made of the resin composition according to the present embodiment, which is obtained by the method described above, and is preferably 0.590 or more. It is more preferably 0.595 or more, and particularly preferably 0.600 or more. The upper limit can be, for example, 0.800 or less, more preferably 0.700 or less.

The resin composition according to the present embodiment has a refractive index (nd) of a molded article made of the resin composition according to the present embodiment of preferably 1.545 or more, preferably 1.550 or more, and more preferably 1.555 or more. is. Although the upper limit of the refractive index (nd) is not particularly limited, it is, for example, 1.580 or less.
When the refractive index is within the above range, the thickness of the molded article obtained by using the resin composition according to the present embodiment can be reduced while maintaining good optical properties.

In addition, in the resin composition according to the present embodiment, from the viewpoint of further improving the transparency of the molded product obtained, when an injection-molded sheet having a thickness of 1.0 mm made of the resin composition according to the present embodiment is produced, The haze of the injection-molded sheet measured according to JIS K7136 is preferably less than 5%.

In addition, in the resin composition according to the present embodiment, from the viewpoint of adjusting the birefringence of the obtained molded article to a more suitable range, the birefringence of the molded sheet is preferably 1 nm or more and 200 nm or less, more preferably It is less than 40 nm, more preferably less than 30 nm.
In the present embodiment, the birefringence of the injection-molded sheet is the average value of phase differences of 20 to 35 mm from the gate direction measured at a measurement wavelength of 650 nm using a KOBRA CCD manufactured by Oji Scientific Instruments.

(Molded body)
The molded article according to this embodiment is a molded article made of a resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B). As will be described later, the method for obtaining the molded article according to this embodiment is not particularly limited, but the molded article according to this embodiment is preferably an injection molded article obtained by injection molding.
The molded article according to the present embodiment has an anomalous dispersion degree ΔθgF of 0.030 or more, more preferably 0.035 or more, most preferably 0.037 or more, and 0.040 or more. is particularly preferred. Although the upper limit is not particularly defined, it can be, for example, 0.200 or less.
By setting the anomalous dispersion ΔθgF within the above numerical range, the molded article according to the present embodiment is a molded article, optical material, and optical element capable of sufficiently correcting chromatic aberration.
The method for calculating the anomalous dispersion degree ΔθgF of the molded article is as described above for the anomalous dispersion degree ΔθgF of the molded article made of the resin composition according to the present embodiment.

The molded article according to the present embodiment preferably has an Abbe number (ν) of 50.0 or less, preferably 45.0 or less, and particularly preferably 40.0 or less. The lower limit can be, for example, 30.0 or more.
In addition, the molded article according to the present embodiment preferably has a partial dispersion ratio θgF of 0.590 or more, more preferably 0.595 or more, and particularly preferably 0.600 or more. The upper limit can be, for example, 0.800 or less, more preferably 0.700 or less.
The molded body according to the present embodiment has the above optical properties, exhibits anomalous dispersion, and can sufficiently correct chromatic aberration. preferred. That is, the chemical material or optical element according to this embodiment is made of the resin composition according to this embodiment.

Since the molded article according to the present embodiment exhibits anomalous dispersion, it is possible to sufficiently correct chromatic aberration, and is excellent in optical specific balance. , a sensor lens, a prism, a light guide plate, and an optical lens such as an in-vehicle camera lens.

(Manufacturing method of compact)
The molded article according to this embodiment can be obtained by molding the resin composition according to this embodiment into a predetermined shape. The method for obtaining a molded body by molding the resin composition according to the present embodiment is not particularly limited, and a known method can be used, but the resin composition according to the present embodiment is molded by melt molding. preferably.
Depending on the application and shape, for example, extrusion molding, injection molding, compression molding, inflation molding, blow molding, extrusion blow molding, injection blow molding, press molding, vacuum molding, powder slush molding, calendar molding, foam molding, etc. is applicable. Among these, the injection molding method is preferable from the viewpoint of moldability and productivity. Molding conditions are appropriately selected depending on the purpose of use or the molding method. For example, the resin temperature in injection molding is usually 150°C to 400°C, preferably 200°C to 350°C, more preferably 230°C to 330°C. It is selected appropriately within the range.

The molded article according to this embodiment can be used in various forms such as lens-shaped, spherical, rod-shaped, plate-shaped, cylindrical, cylindrical, tube-shaped, fibrous, film- or sheet-shaped.

The molded article according to the present embodiment can optionally contain known additives as optional components within a range that does not impair the good physical properties of the molded article according to the present embodiment. Additives include, for example, phenol stabilizers, higher fatty acid metal salts, antioxidants, ultraviolet absorbers, hindered amine light stabilizers, hydrochloric acid absorbers, metal deactivators, antistatic agents, antifog agents, and lubricants. , a slip agent, a nucleating agent, a plasticizer, a flame retardant, a phosphorus stabilizer, and the like can be blended to the extent that the objects of the present invention are not impaired, and the blending ratio is an appropriate amount.

The optical lens according to this embodiment may be combined with an optical lens different from the optical lens described above to form an optical lens system.
That is, the optical lens system according to this embodiment includes a first optical lens configured by a molded body containing the resin composition according to this embodiment, and a second optical lens different from the first optical lens. , prepare.

Although the second optical lens is not particularly limited, for example, an optical lens made of at least one kind of resin selected from polycarbonate resin and polyester resin can be used.

It should be noted that the present invention is not limited to the above-described embodiments, and includes modifications, improvements, etc. within the scope of achieving the object of the present invention.

EXAMPLES The present invention will be described in detail below with reference to Examples, but the present invention is not limited to the description of these Examples.

[Production of cyclic olefin polymer (A-1)]
Under a nitrogen atmosphere, a catalyst formed from a vanadium compound soluble in an organic solvent and an organoaluminum compound (VO(OC ₂ H ₅ )Cl ₂ as the vanadium compound, ethylaluminum sesquichloride ((C ₂ H ₅ ) _1.5 AlCl _1.5 )), ethylene and tetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]-3-dodecene (also called tetracyclododecene, TD). Thereafter, deashing (removal of the catalyst), precipitation of the resin, filtration, drying under reduced pressure, etc. are performed to obtain the cyclic olefin polymer (A-1), which is a random copolymer of ethylene and tetracyclododecene. Obtained.

[Production of anomalous dispersion compound (B-1)]
An anomalous dispersion compound (B-1) was produced by the method described in Example 6 of Japanese Patent No. 5669387. That is, 25 ml of a tetrahydrofuran solution containing 1.0 g of phenylthiophene was cooled to -78°C, 2.6 ml of n-butyllithium (2.6M) was slowly added dropwise, and the mixture was stirred at the same temperature for 2 hours. After that, 0.65 g of 2,6-dimethylbenzaldehyde was added, and the mixture was stirred for 12 hours while slowly raising the temperature to 25°C. After confirming the degree of reaction progress by TLC, the reaction was stopped with an aqueous solution of ammonium chloride, and the organic phase was extracted with ethyl acetate.

The resulting organic phase was dried over anhydrous magnesium sulfate, concentrated, and purified by column chromatography. 5 g of manganese dioxide was added to 30 ml of a chloroform solution of the obtained intermediate compound, and the mixture was stirred at 25° C. for 12 hours. After confirming the degree of reaction progress by TLC, manganese dioxide was filtered and recrystallized to obtain 0.57 g of the following anomalous dispersion compound (B-1) as white crystals (yield 40%). When the structure of the anomalous dispersion compound (B-1) was confirmed by 1H NMR, it was confirmed to be a compound represented by the following formula.
Further, the optical properties of the anomalous dispersion compound (B-1) were evaluated by the following methods. The anomalous dispersion calculated from the number and partial dispersion ratio was 0.233.

[Production of anomalous dispersion compound (B-2)]
An anomalous dispersion compound (B-2) was produced by the method described in Example 9 of Japanese Patent No. 5669387. That is, in the same manner as in the production of the anomalous dispersion compound (B-1), except that 0.65 g of 2,6-dimethylbenzaldehyde was changed to 0.82 g of 2-methyl-1-naphthylaldehyde. , 0.75 g (yield 52%) of the anomalous dispersion compound (B-2) was obtained as white crystals.
When the structure of the anomalous dispersion compound (B-2) was confirmed by 1H NMR, it was confirmed to be a compound represented by the following formula.
Further, the optical properties of the anomalous dispersion compound (B-2) were evaluated by the following methods. The anomalous dispersion calculated from the number and partial dispersion ratio was 0.257.

[Evaluation of optical properties of anomalous dispersion compound]
(Preparation of evaluation sheet)
Using the obtained anomalous dispersion compound, a film having an optical path length of 50 μm was formed, the refractive index of the obtained sheet was measured, and the Abbe number νd, the partial dispersion ratio θgF and the anomalous dispersion degree ΔθgF were obtained by the following methods. rice field. Also, the transmittance was determined.

(Measurement of refractive index)
The refractive index at the d-line (wavelength 587.6 nm), C-line (wavelength 656.3 nm), F-line (486.1 nm), and g-line (wavelength 435.8 nm) of the evaluation sheet was measured using a refractometer (Shimadzu Science Co., Ltd. (manufactured by KPR200). The measurement environment was set at 23°C.

(Calculation of Abbe number νd and partial dispersion ratio θgF)
The refractive indices for d-line (wavelength 587.6 nm), C-line (wavelength 656.3 nm), F-line (486.1 nm), and g-line (wavelength 435.8 nm) obtained by refractive index measurement are nd, With nC, nF, and ng, the Abbe number νd and partial dispersion ratio θgF were calculated from the following equations.
Abbe number νd = (nd-1)/(nF-nC)
Partial dispersion ratio θgF = (ng-nF) / (nF-nC)

(Calculation of anomalous dispersion degree ΔθgF)
The anomalous dispersion degree ΔθgF was calculated based on the description in paragraph 0076 of Japanese Patent No. 4767836. That is, in a diagram in which the horizontal axis represents the Abbe number νd and the vertical axis represents the partial dispersion ratio θgF, two types of optical glass F7 (νd, θg, F = 60.5, 0.547) exhibiting no anomalous dispersion and K2 (νd, θg, F=36.3, 0.583) was plotted. A straight line connecting the coordinates of the two reference dispersion glasses is represented by the following equation (1).
Formula (1) θgF=−0.00149×νd+0.637
For the target material, νd and θgF were plotted, and the difference on the vertical axis between this point and the straight line connecting the coordinates of the two reference dispersion glasses was defined as ΔθgF.

[Preparation of resin composition]
(Example 1)
15 parts by mass of the anomalous dispersion compound (B-2) was added to 85 parts by mass of the cyclic olefin polymer (A-1), which is a random copolymer of ethylene and tetracyclododecene, and 2 Melt-kneading was performed with a screw extruder (manufactured by Plastic Industry Co., Ltd., φ=30 mm, L/D=27, cylinder temperature: 230° C.) to obtain a resin composition.

(Example 2)
A resin composition was obtained in the same manner as in Example 1, except that 60 parts by mass of the cyclic olefin polymer (A-1) and 40 parts by mass of the anomalous dispersion compound (B-2) were used.

(Example 3)
A resin composition was obtained in the same manner as in Example 1 except that 85 parts by mass of the cyclic olefin polymer (A-1) and 15 parts by mass of the anomalous dispersion compound (B-1) were used.

(Example 4)
A resin composition was obtained in the same manner as in Example 1 except that 60 parts by mass of the cyclic olefin polymer (A-1) and 40 parts by mass of the anomalous dispersion compound (B-1) were used.

(Comparative example 1)
A resin composition was obtained in the same manner as in Example 1, except that 90 parts by mass of the cyclic olefin polymer (A-1) and 10 parts by mass of the anomalous dispersion compound (B-2) were used.

(Comparative example 2)
A resin composition was obtained in the same manner as in Example 1, except that 90 parts by mass of the cyclic olefin polymer (A-1) and 10 parts by mass of the anomalous dispersion compound (B-1) were used.

[Evaluation of optical properties of resin composition]
(Preparation of evaluation sheet)
A sheet having a thickness of 100 μm was produced from the obtained resin composition at a pressure of 10 MPa using a hydraulic heat press machine manufactured by Shindo Metal Industry Co., Ltd. set at 200°C. The refractive index of the resulting sheet was measured in the same manner as in the evaluation of the optical properties of the anomalous dispersion compound, and the Abbe number νd, partial dispersion ratio θgF, and anomalous dispersion degree ΔθgF were determined. Table 2 shows the results.

Claims (12)

A resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B),
The resin composition contains more than 10 % by mass of the anomalous dispersion compound (B) when the total of the thermoplastic resin (A) and the anomalous dispersion compound (B) is 100% by mass. A composition comprising:
A resin composition, wherein the thermoplastic resin (A) contains a cyclic olefin polymer . The anomalous dispersion compound (B) is
an aromatic ring selected from a thiophene ring, a naphthalene ring or a benzene ring;
an aromatic hydrocarbon group,
2. The resin composition according to claim 1, comprising an anomalous dispersion compound containing a structure bonded via a carbonyl group. 3. The resin composition according to claim 1, wherein the anomalous dispersion compound (B) contains a compound represented by the following general formula (b-1).

(In the general formula (b-1), at least one of E ¹ to E ⁶ contains a structure represented by the following general formula (b-2), and the others are each independently a hydrogen atom, a methyl group, or a carbon It is an alkoxy group of number 1 or 2.)

(In general formula (b-2) above, * represents a bond, A represents an aromatic hydrocarbon group, and R ⁸ and R ⁹ are a hydrogen atom or a methyl group.) 4. The resin composition according to any one of claims 1 to 3 , wherein the cyclic olefin polymer is a copolymer of ethylene or an α-olefin and a cyclic olefin. The resin composition according to any one of claims 1 to 3, wherein the cyclic olefin polymer is a norbornene polymer obtained by polymerizing a norbornene monomer which is a monomer having a norbornene skeleton. 6. The resin composition according to any one of claims 1 to 5 , wherein a molded article made of the resin composition has an anomalous dispersion degree ??gF of 0.030 or more. 7. The resin composition according to any one of claims 1 to 6 , wherein the molded article made of the resin composition has an Abbe number νd of 50.0 or less and a partial dispersion ratio θgF of 0.590 or more. thing. A molded article made of the resin composition according to any one of claims 1 to 7 . An optical material or an optical element comprising the resin composition according to any one of claims 1 to 7 . A method for producing a molded article, comprising molding the resin composition according to any one of claims 1 to 7 by melt molding. A molded article made of a resin composition containing a thermoplastic resin (A) and an anomalous dispersion compound (B),
A molded article having an anomalous dispersion degree ΔθgF of 0.030 or more ,
A molded article, wherein the thermoplastic resin (A) contains a cyclic olefin polymer . 12. The molded article according to claim 11 , wherein the Abbe number νd is 50.0 or less and the partial dispersion ratio θgF is 0.590 or more.