Composition for polymerizing high refractive index resin, high refractive index resin, and article containing same

Abstract

A composition for polymerizing a high refractive index resin according to one embodiment of the present specification includes a first compound represented by chemical formula 1; and one or more of a second compound represented by chemical formula 2 and a third compound represented by chemical formula 3. A high refractive index resin according to another embodiment of the present specification includes a first unit represented by chemical formula 11; and one or more of a second unit represented by chemical formula 12 and a third unit represented by chemical formula 13.

Description

[Technical Field]

[0001] The present specification relates to compositions for polymerizing high refractive index resins, high refractive index resins, and articles containing the same.

[0002] This specification claims the benefit of Korean Patent Application No. 10-2023-0120901 filed with the Korean Intellectual Property Office on September 12, 2023, and Korean Patent Application No. 10-2024-0124003 filed with the Korean Intellectual Property Office on September 11, 2024, the entire contents of which are incorporated herein by reference. [Background technology]

[0003] A high refractive index material is a dense medium with excellent photon refractive power and photon transmission. Glass has generally been used as a high refractive index material, but it has drawbacks such as low safety and a high specific gravity. Therefore, there is a need to develop a high refractive index material based on a transparent, soft polymer.

[0004] High refractive index resins, an example of the high refractive index material, can be used in optical components that require anti-reflection, light-scattering, or light-extraction effects, such as optical plastic lenses; high-precision lenses for optical disc recording such as CDs and DVDs; prisms; optical fibers; light guide plates; optical adhesives or pressure-sensitive adhesives; encapsulants for optical semiconductors; or functional materials applied to plasma display panels (PDPs) or liquid crystal displays (LCDs), such as anti-reflection films, light-scattering films, viewing angle improving films, brightness improving films, or optical filters. High refractive index resins can also be used as additives for preventing plastic deterioration, cosmetic additives, or vehicle window glass.

[0005] Furthermore, if the refractive index of an optical material is high, the thickness of the optical lens required to achieve the same level of correction is thinner. Therefore, the higher the refractive index of the optical material, the thinner and lighter the lens can be manufactured, which allows for the miniaturization of various devices in which the lens is used. High refractive index materials offer versatility in lens design and are increasingly being used.

[0006] Therefore, active research is being conducted into high refractive index materials that are thin enough to be used in small electronic devices and that can achieve excellent performance. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Korean Patent Publication No. 2016-0067229 Summary of the Invention [Problem to be solved by the invention]

[0008] The present specification aims to provide a composition for polymerizing a high refractive index resin, a high refractive index resin, and an article containing the same. [Means for solving the problem]

[0009] One embodiment of the present specification provides a composition for polymerizing a high refractive index resin, comprising: a first compound represented by the following chemical formula 1; and one or more of a second compound represented by the following chemical formula 2 and a third compound represented by the following chemical formula 3:

[0010] [ka]

[0011] In the above chemical formulas 1 to 3, R1 is an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R2 and R3 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z is a direct bond; -O-; or -COO-; X is hydrogen; or an alkyl group.

[0012] Another embodiment of the present specification provides a high refractive index resin including a first unit represented by the following chemical formula 11; and one or more of a second unit represented by the following chemical formula 12 and a third unit represented by the following chemical formula 13:

[0013] [ka]

[0014] In the above chemical formulas 11 to 13, * indicates a site linked to the main chain of the resin. R11 is, independently, an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R21 and R31 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z1 is a direct bond; -O-; or -COO-; X1 is hydrogen; or an alkyl group.

[0015] Another embodiment of the present specification provides an article comprising the high refractive index resin. [Effects of the Invention]

[0016] The composition for high refractive index resin polymerization according to one embodiment of the present specification is used as a polymerization material for high refractive index resin, and by providing a high refractive index resin having a high refractive index, it is possible to provide a small optical material having a thin thickness and excellent optical properties.

[0017] The resin (polymer) produced using the composition used in the present invention has a non-aromatic main chain and a three-dimensional amorphous structure (first unit) rather than a planar one, and therefore exhibits excellent birefringence properties.

[0018] Furthermore, by including second or third units different from the first units, it is possible to provide high refractive index resins with various structures that have excellent optical properties. DETAILED DESCRIPTION OF THE INVENTION

[0019] The present specification will be explained in more detail below.

[0020] In this specification, unless otherwise specified, when a part "comprises" a certain component, it does not mean that it may further include other components, but does not exclude other components.

[0021] As used herein, the term "substituted" means that a hydrogen atom bonded to a carbon atom or nitrogen atom of a compound is replaced with another substituent, and the position of the substitution is not limited as long as it is a position at which a hydrogen atom is substituted, i.e., a position at which a substituent can be substituted, and when two or more substituents are substituted, the two or more substituents may be the same or different.

[0022] In this specification, unless otherwise specified, "substituted with A" may mean substitution with one or more A's, or substitution with one or more types of A. For example, "substituted with an alkyl group" includes both substitution with one alkyl group and substitution with multiple alkyl groups, and specific examples include both substitution with one or more methyl groups and substitution with a methyl group and an ethyl group.

[0023] In this specification, the term "unit" means a part of a structure contained in the main chain of a polymer, and may be contained in a polymer one or more times, and may be used interchangeably with "repeating unit."

[0024] In this specification, * means the site connected to the main chain of the resin.

[0025] In this specification, the alkyl group may be a linear or branched alkyl group and may have a carbon number of 1 to 60. Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an n-propyl group, an isopropyl group, a butyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a sec-butyl group, a pentyl group, an n-pentyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a hexyl group, an n-hexyl group, an isohexyl group, a heptyl group, an n-heptyl group, an octyl group, an n-octyl group, a tert-octyl group, an n-nonyl group, a 1-ethylpropyl group, and a 1-methylpropyl group. , 1-dimethyl-propyl group, 1-methyl-butyl group, 1-ethyl-butyl group, 2-ethyl-butyl group, 3,3-dimethyl-butyl group, 1-methyl-pentyl group, 2-methyl-pentyl group, 4-methyl-2-pentyl group, 2-propyl-pentyl group, 1-methyl-hexyl group, 4-methyl-hexyl group, 5-methyl-hexyl group, 2-ethyl-hexyl group, 1-methyl-heptyl group, 2,2-dimethyl-heptyl group, and the like.

[0026] In this specification, the cycloalkyl group may be a monocyclic or polycyclic cycloalkyl group, and may have a carbon number of 3 to 60. Specific examples of the cycloalkyl group include monocyclic cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cycloheptyl, and examples of polycyclic cycloalkyl groups include, but are not limited to, an adamantanyl group and a norbornanyl group.

[0027] In this specification, the aryl group may be a monocyclic or polycyclic aryl group and may have 6 to 60 carbon atoms. A monocyclic aryl group refers to an aryl group consisting of a monocyclic aryl group and may have 6 to 30 carbon atoms. Specific examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, and a terphenyl group. In the case of a polycyclic aryl group, the number of carbon atoms may be 10 to 30, and specific examples include, but are not limited to, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a triphenylenyl group, a pyrenyl group, a phenalenyl group, a perylenyl group, a chrysenyl group, and a fluorenyl group.

[0028] In this specification, a heteroaryl group includes one or more non-carbon atoms, i.e., heteroatoms. Specifically, the heteroatoms include one or more atoms selected from the group consisting of O, S, N, and Se. The heteroaryl group may have 2 to 60 carbon atoms and may be monocyclic or polycyclic. Examples of heteroaryl groups include, but are not limited to, thiophene, furan, dibenzofuran, dibenzothiophene, benzothiophene, pyrrole, imidazole, thiazole, oxazole, oxadiazole, pyridine, bipyridine, pyrimidine, triazine, acridine, pyridazine, pyrazine, quinoline, quinazoline, quinoxaline, phthalazine, pyridopyrimidine, pyridopyrazine, pyrazinopyrazine, isoquinoline, indole, and carbazole.

[0029] A composition for polymerizing a high refractive index resin according to one embodiment of the present specification includes a first compound represented by the following chemical formula 1; and one or more of a second compound represented by the following chemical formula 2 and a third compound represented by the following chemical formula 3.

[0030] [ka]

[0031] In the above chemical formulas 1 to 3, R1 is an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R2 and R3 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z is a direct bond; -O-; or -COO-; X is hydrogen; or an alkyl group.

[0032] When the composition for polymerizing a high refractive index resin is polymerized, polymerization occurs at the norbornene ring of Chemical Formula 1. That is, the resin produced by polymerizing the composition for polymerizing a high refractive index resin contains a unit derived from the compound represented by Chemical Formula 1 in the main chain rather than in the side chain, thereby providing a high refractive index resin having a thin thickness and excellent optical properties.

[0033] Furthermore, the resin has a non-aromatic main chain and a three-dimensional amorphous structure, not a planar structure, and therefore exhibits excellent birefringence properties.

[0034] In addition, when the composition for polymerizing a high refractive index resin further contains a compound represented by Chemical Formula 2 or 3, high refractive index resins of various structures having thin thicknesses and excellent optical properties can be provided.

[0035] When a high refractive index resin is produced by containing only the first compound, there is a problem that the molecular weight is 1,000 or less and polymerization is not possible.

[0036] In this specification, the composition for high refractive index resin polymerization may be a monomer composition.

[0037] In one embodiment of the present specification, R1 may be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0038] In one embodiment of the present specification, R1 may be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0039] In one embodiment of the present specification, R1 may be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C20 alkyl group; or a C6 to C30 aryl group.

[0040] In one embodiment of the present specification, R1 may be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0041] When R1 is substituted with a heteroaryl group, the heteroaryl group may contain N, and specifically may be a carbazole group.

[0042] In one embodiment of the present specification, R1 may be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C20 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C20 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0043] In one embodiment of the present specification, R1 may be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0044] In one embodiment of the present specification, R1 may be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C5 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C5 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0045] In one embodiment of the present specification, R1 may be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with a methyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0046] In one embodiment of the present specification, the first compound may be any one selected from the following compounds:

[0047] [ka]

[0048] In one embodiment of the present specification, the content of the first compound relative to 100 parts by weight of the composition for high refractive index resin polymerization may be 1 part by weight or more, 2 parts by weight or more, 3 parts by weight or more, 4 parts by weight or more, 5 parts by weight or more, or 6 parts by weight or more, or may be 95 parts by weight or less, 90 parts by weight or less, 70 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 8 parts by weight or less.

[0049] In one embodiment of the present specification, the content of the first compound relative to 100 molar parts of the high refractive index resin polymerization composition may be 1 molar part or more, 2 molar parts or more, 3 molar parts or more, or 4 molar parts or more, or may be 50 molar parts or less, 40 molar parts or less, 30 molar parts or less, 20 molar parts or less, 10 molar parts or less, 9 molar parts or less, 8 molar parts or less, 7 molar parts or less, 6 molar parts or less, or 5 molar parts or less.

[0050] In the above parts by weight and parts by mole, 100 parts by weight or 100 parts by mole of the composition for polymerization of a high refractive index resin means 100 parts by weight or 100 parts by mole of the monomer composition for polymerization of a high refractive index resin, i.e., 100 parts by weight or 100 parts by mole of the composition for polymerization of a high refractive index resin is based on the amount excluding the solvent and catalyst.

[0051] Within the above range, the higher the content of the compound represented by Chemical Formula 1, the higher the refractive index of the resin, and the better the thermal stability, shrinkage rate, glass transition temperature, and heat resistance.

[0052] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin contains one or more of the second compound and the third compound.

[0053] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain the second compound.

[0054] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one or more of the second compounds.

[0055] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one kind of the second compound.

[0056] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain the third compound.

[0057] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one or more of the third compounds.

[0058] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one or two of the third compounds.

[0059] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain two kinds of the third compounds.

[0060] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain the second compound and the third compound.

[0061] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain the second compound; and one or more of the third compounds.

[0062] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one kind of the second compound; and one or more kinds of the third compound.

[0063] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one kind of the second compound; and one or two kinds of the third compound.

[0064] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may contain one kind of the second compound; and two kinds of the third compound.

[0065] In one embodiment of the present specification, R2 and R3 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0066] In one embodiment of the present specification, R2 and R3 may each independently be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0067] In one embodiment of the present specification, R2 and R3 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0068] In one embodiment of the present specification, R2 and R3 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0069] In one embodiment of the present specification, R2 and R3 may each independently be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0070] In one embodiment of the present specification, R2 and R3 may each independently be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0071] In one embodiment of the present specification, R2 and R3 may each independently be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with one or more methyl groups; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0072] In one embodiment of the present specification, X may be hydrogen or a C1 to C10 alkyl group.

[0073] In one embodiment of the present specification, X may be hydrogen or a C1 to C5 alkyl group.

[0074] In one embodiment of the present specification, X may be hydrogen; a methyl group; or an ethyl group.

[0075] In one embodiment of the present specification, X may be hydrogen or a methyl group.

[0076] In one embodiment of the present specification, Z may be -O-; or -COO-.

[0077] In one embodiment of the present specification, Z may be -O-.

[0078] In one embodiment of the present specification, the second compound may be any one selected from the following compounds:

[0079] [ka] [ka]

[0080] In one embodiment of the present specification, the third compound may be any one selected from the following compounds:

[0081] [ka]

[0082] In one embodiment of the present specification, the content of the second compound relative to 100 parts by weight of the high refractive index resin polymerization composition may be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 7 parts by weight or more, 10 parts by weight or more, 12 parts by weight or more, 14 parts by weight or more, or 15 parts by weight or more, or may be 90 parts by weight or less, 70 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, or 16 parts by weight or less.

[0083] In one embodiment of the present specification, the content of the second compound relative to 100 molar parts of the high refractive index resin polymerization composition may be 1 molar part or more, 5 molar parts or more, 10 molar parts or more, 15 molar parts or more, 18 molar parts or more, or 19 molar parts or more, or may be 60 molar parts or less, 50 molar parts or less, 40 molar parts or less, 30 molar parts or less, 25 molar parts or less, 22 molar parts or less, or 21 molar parts or less.

[0084] In one embodiment of the present specification, the content of the third compound relative to 100 parts by weight of the composition for high refractive index resin polymerization may be 1 part by weight or more, 10 parts by weight or more, 30 parts by weight or more, 50 parts by weight or more, 60 parts by weight or more, 70 parts by weight or more, 75 parts by weight or more, 77 parts by weight or more, or 78 parts by weight or more, or may be 95 parts by weight or less, 90 parts by weight or less, 85 parts by weight or less, or 79 parts by weight or less.

[0085] In one embodiment of the present specification, the content of the third compound relative to 100 molar parts of the high refractive index resin polymerization composition may be 1 molar part or more, 10 molar parts or more, 30 molar parts or more, 50 molar parts or more, 60 molar parts or more, 70 molar parts or more, 72 molar parts or more, 74 molar parts or more, or 75 molar parts or more, or may be 90 molar parts or less, 85 molar parts or less, 80 molar parts or less, 79 molar parts or less, 78 molar parts or less, 77 molar parts or less, or 76 molar parts or less.

[0086] The content range refers to the total content of the third compound. For example, when two types of the third compound are used, the total content of the two types falls within the range. That is, when two types are used, the content of each of the third compounds is not particularly limited as long as the total content satisfies the range.

[0087] In the above parts by weight and parts by mole, 100 parts by weight or 100 parts by mole of the composition for polymerization of a high refractive index resin means 100 parts by weight or 100 parts by mole of the monomer composition for polymerization of a high refractive index resin, i.e., 100 parts by weight or 100 parts by mole of the composition for polymerization of a high refractive index resin is based on the amount excluding the solvent and catalyst.

[0088] The higher the content of the second compound and the third compound, the better the processability of the resin.

[0089] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may further include a fourth compound represented by the following chemical formula 4.

[0090] [ka]

[0091] In the above Chemical Formula 4, R4 and R5 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group.

[0092] When the composition for polymerizing a high refractive index resin includes the fourth compound, it is possible to provide high refractive index resins of various structures that have thin thicknesses and excellent optical properties. In particular, when used in conjunction with the compound of Chemical Formula 1, it is possible to provide resins with excellent birefringence properties by having a non-aromatic main chain and a three-dimensional amorphous structure rather than a planar structure.

[0093] In one embodiment of the present specification, R4 and R5 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0094] In one embodiment of the present specification, R4 and R5 may each independently be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0095] In one embodiment of the present specification, R4 and R5 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0096] In one embodiment of the present specification, R4 and R5 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0097] In one embodiment of the present specification, R4 and R5 may each independently be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0098] In one embodiment of the present specification, R4 and R5 may each independently be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0099] In one embodiment of the present specification, R4 and R5 may each independently be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with one or more methyl groups; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0100] In one embodiment of the present specification, the fourth compound may be any one selected from the following compounds:

[0101] [ka]

[0102] In one embodiment of the present specification, the content of the fourth compound relative to 100 parts by weight of the composition for high refractive index resin polymerization may be 1 part by weight or more, 2 parts by weight or more, 3 parts by weight or more, 4 parts by weight or more, or 5 parts by weight or more, and may be 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, 9 parts by weight or less, or 8 parts by weight or less.

[0103] Within the above range, the higher the content of the fourth compound, the better the refractive index and heat resistance of the resin.

[0104] In one embodiment of the present specification, the composition for polymerization of a high refractive index resin may be solid at room temperature.

[0105] Another embodiment of the present specification provides a method for producing a high refractive index resin, which includes a step of polymerizing the above-described composition for polymerizing a high refractive index resin.

[0106] In one embodiment of the present specification, the step of polymerizing the composition for polymerization of a high refractive index resin may be a step of solution-polymerizing the composition for polymerization of a high refractive index resin.

[0107] The solution polymerization step may be carried out using a solution polymerization method well known in the art.

[0108] In one embodiment of the present specification, the step of polymerizing the composition for high refractive index resin polymerization may include the steps of dissolving the composition for high refractive index resin polymerization in a solvent to prepare a composition solution for high refractive index resin polymerization; dissolving the composition solution for high refractive index resin polymerization at 80°C in a nitrogen atmosphere; heating the dissolved composition solution for high refractive index resin polymerization to 120°C; adding a catalyst solution dropwise to the dissolved composition solution for high refractive index resin polymerization; and reacting for 20 hours.

[0109] The catalyst may act as a polymerization initiator for the high refractive index resin polymerization composition. The position at which polymerization occurs in the first compound may vary depending on the type of catalyst.

[0110] In one embodiment of the present specification, the catalyst may be a radical polymerization initiator.

[0111] In one embodiment of the present specification, the catalyst may be an azo compound.

[0112] In one embodiment of the present specification, the catalyst may be ABCN (1,1'-Azobis(cyclohexanecarbonitrile)) or AIBN (1,1'-Azobisisobutyronitrile).

[0113] In one embodiment of the present specification, the catalyst may be ABCN (1,1'-Azobis(cyclohexanecarbonitrile)).

[0114] In one embodiment of the present specification, the amount of the catalyst used relative to 100 parts by weight of the composition for high refractive index resin polymerization may be 1 part by weight or more, 3 parts by weight or more, 6 parts by weight or more, 8 parts by weight or more, 10 parts by weight or more, 12 parts by weight or more, 13 parts by weight or more, or 14 parts by weight or more, or may be 20 parts by weight or less, 19 parts by weight or less, 18 parts by weight or less, 17 parts by weight or less, 16 parts by weight or less, or 15 parts by weight or less.

[0115] In one embodiment of the present specification, the amount of the catalyst used relative to 100 parts by mole of the composition for high refractive index resin polymerization may be 1 part by mole or more, 3 parts by mole or more, 5 parts by mole or more, 7 parts by mole or more, 8 parts by mole or more, or 9 parts by mole or more, or may be 20 parts by mole or less, 15 parts by mole or less, 13 parts by mole or less, 12 parts by mole or less, or 11 parts by mole or less.

[0116] In one embodiment of the present specification, the solvent is not particularly limited as long as it can dissolve the high refractive index resin polymerization composition.

[0117] In one embodiment of the present specification, the solvent may be xylene.

[0118] The solvent may be used in an amount suitable for dissolving the high refractive index resin polymerization composition.

[0119] A high refractive index resin according to one embodiment of the present specification includes a first unit represented by the following chemical formula 11; and one or more of a second unit represented by the following chemical formula 12 and a third unit represented by the following chemical formula 13.

[0120] [ka]

[0121] In the above chemical formulas 11 to 13, * indicates a site linked to the main chain of the resin. R11 is an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R21 and R31 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z1 is a direct bond; -O-; or -COO-; X1 is hydrogen; or an alkyl group.

[0122] In one embodiment of the present specification, the first unit represented by Chemical Formula 11 is a unit derived from the first compound represented by Chemical Formula 1.

[0123] In one embodiment of the present specification, the second unit represented by Chemical Formula 12 is a unit derived from the second compound represented by Chemical Formula 2.

[0124] In one embodiment of the present specification, the third unit represented by Chemical Formula 13 is a unit derived from the third compound represented by Chemical Formula 3.

[0125] In other words, when the composition for polymerizing a high refractive index resin is polymerized to produce a high refractive index resin, polymerization is carried out at the norbornene ring of Chemical Formula 1, thereby obtaining a high refractive index resin having the first unit represented by Chemical Formula 11 in its main chain.

[0126] The high refractive index resin containing the unit represented by the chemical formula 11 has a higher refractive index, a thinner thickness, and excellent optical properties compared to other types of resins, and can therefore be easily used in products requiring small optical materials.

[0127] In one embodiment of the present specification, R11 may be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0128] In one embodiment of the present specification, R11 may be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0129] In one embodiment of the present specification, R11 may be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0130] In one embodiment of the present specification, R11 may be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0131] In one embodiment of the present specification, R11 may be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0132] In one embodiment of the present specification, R11 may be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0133] In one embodiment of the present specification, R11 may be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with one or more methyl groups; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0134] In one embodiment of the present specification, R21 and R31 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0135] In one embodiment of the present specification, R21 and R31 may each independently be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0136] In one embodiment of the present specification, R21 and R31 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0137] In one embodiment of the present specification, R21 and R31 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0138] In one embodiment of the present specification, R21 and R31 may each independently be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0139] In one embodiment of the present specification, R21 and R31 may each independently be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0140] In one embodiment of the present specification, R21 and R31 may each independently be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with one or more methyl groups; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0141] In one embodiment of the present specification, X1 may be hydrogen or a C1 to C10 alkyl group.

[0142] In one embodiment of the present specification, X1 may be hydrogen or a C1 to C5 alkyl group.

[0143] In one embodiment of the present specification, X1 may be hydrogen; a methyl group; or an ethyl group.

[0144] In one embodiment of the present specification, X1 may be hydrogen or a methyl group.

[0145] In one embodiment of the present specification, Z1 may be -O-; or -COO-.

[0146] In one embodiment of the present specification, Z1 may be -O-.

[0147] In one embodiment of the present specification, the high refractive index resin may further include a fourth unit represented by the following Chemical Formula 14:

[0148] [ka]

[0149] In the above Chemical Formula 14, R41 and R51 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group.

[0150] In one embodiment of the present specification, the fourth unit represented by Chemical Formula 14 is a unit derived from the fourth compound represented by Chemical Formula 4.

[0151] In one embodiment of the present specification, R41 and R51 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with an alkyl group; or a C6 to C30 aryl group.

[0152] In one embodiment of the present specification, R41 and R51 may each independently be a methyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0153] In one embodiment of the present specification, R41 and R51 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0154] In one embodiment of the present specification, R41 and R51 may each independently be a C1 to C10 alkyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a C3 to C20 cycloalkyl group substituted or unsubstituted with a C1 to C10 alkyl group; or a C6 to C30 aryl group.

[0155] In one embodiment of the present specification, R41 and R51 may each independently be a methyl group substituted or unsubstituted with a C6 to C30 aryl group or a C2 to C30 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0156] In one embodiment of the present specification, R41 and R51 may each independently be a methyl group substituted or unsubstituted with a C6 to C20 aryl group or a C2 to C20 heteroaryl group; a cyclopentyl group substituted or unsubstituted with a C1 to C10 alkyl group; a cyclohexyl group substituted or unsubstituted with a C1 to C10 alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0157] In one embodiment of the present specification, R41 and R51 may each independently be a methyl group substituted or unsubstituted with a phenyl group, an anthracenyl group, or a carbazole group; a cyclopentyl group substituted or unsubstituted with a methyl group; a cyclohexyl group substituted or unsubstituted with one or more methyl groups; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

[0158] In one embodiment of the present specification, the high refractive index resin may be a random copolymer or a block copolymer.

[0159] In one embodiment of the present specification, the weight average molecular weight (Mw) of the high refractive index resin may be 20,000 g / mol or more, 22,000 g / mol or more, 24,000 g / mol or more, 26,000 g / mol or more, 28,000 g / mol or more, 29,000 g / mol or more, or 30,000 g / mol or more, and may be 500,000 g / mol or less, 400,000 g / mol or less, 300,000 g / mol or less, 200,000 g / mol or less, 100,000 g / mol or less, 80,000 g / mol or less, 60,000 g / mol or less, 50,000 g / mol or less, or 40,000 g / mol or less. When the high refractive index resin satisfies the above-mentioned weight average molecular weight range, the high refractive index resin can have optimal flowability and processability.

[0160] In one embodiment of the present specification, the number average molecular weight (Mn) of the high refractive index resin may be 3,000 g / mol or more, 4,000 g / mol or more, 5,000 g / mol or more, 5,500 g / mol or more, 6,000 g / mol or more, or 6,500 g / mol or more, and may be 100,000 g / mol or less, 80,000 g / mol or less, 70,000 g / mol or less, 60,000 g / mol or less, 50,000 g / mol or less, 40,000 g / mol or less, 30,000 g / mol or less, 20,000 g / mol or less, 10,000 g / mol or less, 9,000 g / mol or less, or 8,000 g / mol or less.

[0161] Herein, the weight-average molecular weight (Mw) of the high refractive index resin can be measured by gel permeation chromatography (GPC) using an Agilent 1200 series instrument with a polystyrene standard (PS standard). Specifically, the measurement can be performed using an Agilent 1200 series instrument with a Polymer Laboratories PLgel MIX-B 300 mm column at a measurement temperature of 40°C, a tetrahydrofuran (THF) solvent, and a flow rate of 1 mL / min. Resin samples were prepared to a concentration of 10 mg / 10 mL and then added in 10 μL amounts. The weight-average molecular weight (Mw) value was derived using a calibration curve formed using the polystyrene standard. In this case, nine types of polystyrene standards with molecular weights (g / mol) of 2,000 / 10,000 / 30,000 / 70,000 / 200,000 / 700,000 / 2,000,000 / 4,000,000 / 10,000,000 are used.

[0162] In one embodiment of the present specification, the refractive index of the high refractive index resin measured at a wavelength of 587 nm may be 1.56 or more, 1.57 or more, 1.58 or more, or 1.59 or more, and may be 1.90 or less, 1.85 or less, 1.80 or less, 1.75 or less, 1.70 or less, 1.65 or less, or 1.60 or less.

[0163] When the high refractive index resin satisfies the refractive index, and is applied to a molded product such as an optical lens, it is possible to manufacture a thin and lightweight optical lens.

[0164] In one embodiment of the present specification, the Abbe number of the high refractive index resin, measured and calculated at wavelengths of 486 nm, 587 nm, and 656 nm, may be 10 or more, 15 or more, 20 or more, 22 or more, 25 or more, 26 or more, 27 or more, or 28 or more, and may be 40 or less, 35 or less, 33 or less, 32 or less, 31 or less, or 30 or less. When the high refractive index resin satisfies the above Abbe number range, when the high refractive index resin is applied to a molded product such as an optical lens, there is an effect of less dispersion and higher clarity.

[0165] Specifically, the Abbe number is the refractive index (n D , n F , n C ) are measured, and the Abbe number can be calculated using the following formula:

[0166] Abbe number = (n D -1) / (n F -n C )

[0167] The refractive index can be measured by a prism coupler method, for example, SPA-3DR manufactured by SAIRON Technology, but is not limited to this.

[0168] Using a prism coupler, the high-refractive-index resin is placed on a glass slide on a heating plate at 200°C, and the change in the amount of light reflected from the flat sample is measured to calculate the refractive index. When the sample is brought into contact with the prism and a laser is incident on the prism, almost total reflection occurs. However, if certain incident angles and conditions are met, an evanescent field is generated at the interface, and light coupling occurs. By measuring the angle at which coupling occurs and the intensity of the light detected by the detector drops sharply, the prism coupler can automatically calculate the refractive index of the film from parameters related to the polarization mode of the light and the refractive indices of the prism and substrate.

[0169] According to one embodiment of the present specification, the glass transition temperature (Tg) of the high refractive index resin may be 135° C. or higher, 136° C. or higher, 137° C. or higher, 138° C. or higher, 139° C. or higher, 140° C. or higher, 150° C. or higher, 160° C. or higher, or 170° C. or higher, or may be 200° C. or lower, 195° C. or lower, 190° C. or lower, 185° C. or lower, or 180° C. or lower. When the high refractive index resin satisfies the above glass transition temperature range, the resin has excellent heat resistance and ejection property.

[0170] In this specification, the glass transition temperature (Tg) can be measured using a differential scanning calorimeter (DSC). Specifically, the glass transition temperature can be measured from a graph obtained by heating 5.5 mg to 8.5 mg of the polycarbonate resin sample to 270°C in a nitrogen atmosphere, cooling it, and then heating it at a temperature increase rate of 10°C during the second heating, while scanning.

[0171] Another embodiment of the present specification provides an article comprising the high refractive index resin. The article may be, but is not limited to, a coating material, a curable material, a lens material, an optical substrate material, or the like.

[0172] In one embodiment of the present specification, the article containing the high refractive index resin may be an optical lens. [Example]

[0173] Hereinafter, the present specification will be described in detail with reference to examples in order to specifically explain the present specification. However, the examples according to the present specification may be modified into various other forms, and the scope of the present application should not be interpreted as being limited to the examples described below. The examples of the present application are provided to more completely explain the present specification to those skilled in the art.

[0174] <Production Example 1> Production of a composition for polymerizing high refractive index resin A composition for polymerizing a high refractive index resin was prepared using the monomer composition shown in Table 1 below, and then mixed with 30 g of xylene to prepare a solution of the composition for polymerizing a high refractive index resin.

[0175] Specifically, they were mixed in the mole percentages shown in Table 1 below based on 1 mole of the monomer for polymerizing a high refractive index resin.

[0176] [Table 1]

[0177] The structure of the compound used as the monomer is as follows:

[0178] [ka]

[0179] <Production Example 2> Production of high refractive index resin powder The high refractive index resin polymerization composition solution prepared in Preparation Example 1 was dissolved at 80° C. in a nitrogen atmosphere, and then heated to 120° C., and the ABCN solution was added dropwise and reacted for 20 hours.

[0180] The ABCN solution was prepared by mixing 0.1 mol % of ABCN (1,1'-Azobis(cyclohexanecarbonitrile)) based on 1 mol of the monomer for polymerizing the high refractive index resin with 30 g of xylene.

[0181] After the reaction was completed, xylene was added to the reactor to dilute the mixture to 10 to 20 wt%, and the mixture was precipitated in methanol and filtered to obtain a high refractive index resin.

[0182] The resulting high refractive index resin was vacuum dried in a vacuum oven at 80°C for 24 hours to produce a high refractive index resin powder.

[0183] <Experimental Example> Evaluation of high refractive index resin properties (1) Number average molecular weight (Mn), weight average molecular weight (Mw), and molecular weight distribution (PDI) The molecular weight and molecular weight distribution of the high refractive index resin sample were confirmed by gel permeation chromatography (GPC), and a thermogram was obtained using a differential scanning calorimeter (DSC) to investigate the thermal properties.

[0184] The molecular weight by gel permeation chromatography (GPC) was measured by dissolving the sample in tetrahydrofuran (THF, stabilized without BHT (butylated hydroxytoluene)) as a solvent at a concentration of 1.0 mg / 1 ml, filtering the solution through a syringe filter, and injecting it into a syringe. The results are shown in Table 2 below. A Waters RI detector was used, and two Agilent PLgel MIXED-B columns were used.

[0185] (2) Refractive index (RI) and Abbe number The refractive index was measured from the high refractive index resin sample, and the result was obtained according to the wavelength of light using a prism coupler.

[0186] The sample was placed in close contact with the prism of a prism coupler, and light of a specific wavelength was irradiated onto the sample through the prism. The angle of incidence at which the light resonated was then measured, and the refractive index was then measured. The Sellmeier coefficient that minimized the error value was calculated and substituted into Sellmeier's equation to determine the refractive index at a wavelength of D (587 nm).

[0187] Specifically, the refractive index was measured at a wavelength of 587 nm, and the Abbe number was the refractive index (n D , n F , n C ) were measured, and the Abbe number was calculated using the following formula, which is shown in Table 2 below.

[0188] Abbe number = (n D -1) / (n F -n C )

[0189] (3) Glass transition temperature (Tg) The glass transition temperature (Tg) of the resin was measured using a differential scanning calorimeter (DSC). 5.5 mg to 8.5 mg of resin sample was heated to 270°C under N2 flow, cooled, and then heated at a rate of 10°C for the second time. The glass transition temperature (Tg) was determined from the graph obtained, and is shown in Table 2 below.

[0190] [Table 2]

[0191] From the results in Table 2, it can be seen that the refractive index of the high refractive index resin polymerized using the composition for polymerizing a high refractive index resin of the present invention is excellent.

[0192] Specifically, the refractive indexes of Examples 1 and 2 were 1.56 or higher, which was higher than that of the comparative examples, and the molecular weights were also confirmed to be within the ranges that provided optimal fluidity and processability. Furthermore, it was found that having an Abbe number and glass transition temperature within the appropriate ranges resulted in excellent heat resistance and injection properties, and exhibited the effects of reduced dispersion and high clarity when applied to molded products. In other words, high refractive index resins produced using the high refractive index resin polymerization composition of the present invention can provide small optical materials that are excellent in optical properties and have a thin thickness.

[0193] In Comparative Example 1, a resin was prepared by polymerizing only the first compound of Chemical Formula 1, but the molecular weight was 1,000 or less, making polymerization impossible. In other words, it was confirmed that a resin consisting only of units derived from the first compound could not be prepared.

[0194] In the case of Comparative Examples 2 and 3, the resins were prepared by polymerizing a composition containing two or one third compound of Chemical Formula 3 without containing the first compound of Chemical Formula 1, and it was confirmed that the refractive index was lower than that of the Examples. Specifically, it was found that Comparative Examples 2 and 3 did not exhibit excellent birefringence properties because they did not contain the first unit of the present invention.

Claims

1. A first compound represented by the following chemical formula 1: A composition for polymerizing a high refractive index resin, comprising at least one of a second compound represented by the following chemical formula 2 and a third compound represented by the following chemical formula 3: 【Chemistry 1】 In the above chemical formulas 1 to 3, R1 is an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R2 and R3 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z is a direct bond; —O—; or —COO—; X is hydrogen; or an alkyl group.

2. 2. The high refractive index resin polymerization composition according to claim 1, wherein R1 is a methyl group substituted with an aryl group or a heteroaryl group; a cyclopentyl group substituted or unsubstituted with an alkyl group; a cyclohexyl group substituted or unsubstituted with an alkyl group; a phenyl group; a biphenyl group; a naphthyl group; or a fluorenyl group.

3. The composition for high refractive index resin polymerization according to claim 1 , wherein the content of the first compound is 1 part by mol or more and 50 parts by mol or less with respect to 100 parts by mol of the composition for high refractive index resin polymerization.

4. The composition for polymerization of a high refractive index resin according to claim 1 , comprising: the second compound; and one or more third compounds.

5. The composition for polymerization of a high refractive index resin according to claim 1, wherein the first compound is selected from the following compounds: 【Chemistry 2】

6. The composition for polymerization of a high refractive index resin according to claim 1, wherein the second compound is selected from the following compounds: 【Transformation 3】 【Chemistry 4】

7. The composition for polymerization of a high refractive index resin according to claim 1, wherein the third compound is selected from the following compounds: 【Transformation 5】

8. The composition for polymerization of a high refractive index resin according to claim 1, further comprising a fourth compound represented by the following chemical formula 4: 【Transformation 6】 In the above Chemical Formula 4, R4 and R5 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group.

9. A method for producing a high refractive index resin, comprising polymerizing the composition for polymerizing a high refractive index resin according to claim 1.

10. The method for producing a high refractive index resin according to claim 9, wherein the composition for polymerization of a high refractive index resin further comprises a fourth compound represented by the following chemical formula 4: 【Transformation 7】 In the above Chemical Formula 4, R4 and R5 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group.

11. A first unit represented by the following chemical formula 11: A high refractive index resin containing one or more of a second unit represented by the following chemical formula 12 and a third unit represented by the following chemical formula 13: 【Transformation 8】 In the above chemical formulas 11 to 13, * indicates a site connected to the main chain of the resin. R11 is an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; R21 and R31 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group; Z1 is a direct bond; —O—; or —COO—; X1 is hydrogen; or an alkyl group.

12. The high refractive index resin according to claim 11, further comprising a fourth unit represented by the following chemical formula 14: 【Chemistry 9】 In the above Chemical Formula 14, R41 and R51 are each independently an alkyl group substituted or unsubstituted with an aryl group or a heteroaryl group; a cycloalkyl group substituted or unsubstituted with an alkyl group; or an aryl group.

13. 12. The high refractive index resin according to claim 11, wherein the refractive index of the high refractive index resin measured at a wavelength of 587 nm is 1.56 or more and 1.80 or less.

14. 12. The high refractive index resin according to claim 11, wherein the weight average molecular weight of the high refractive index resin is 20,000 g / mol or more and 500,000 g / mol or less.

15. An article comprising the high refractive index resin according to any one of claims 11 to 14.

16. The article of claim 15, wherein the article is an optical lens.

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