Thermoplastic resin composition and optical component using the resin composition
A thermoplastic resin composition with specific repeating units and UV absorbers addresses weather resistance issues in optical components, maintaining high refractive index and low birefringence while reducing light transmittance changes, enhancing industrial applicability.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- TEIJIN LTD
- Filing Date
- 2024-11-21
- Publication Date
- 2026-06-02
AI Technical Summary
Existing thermoplastic resins used in optical components suffer from poor weather resistance and significant changes in light transmittance during weathering tests, despite having high refractive index and low birefringence.
A thermoplastic resin composition containing specific repeating units and an ultraviolet absorber, such as benzotriazole-based UV absorbers, is formulated to enhance weather resistance and maintain high refractive index and low birefringence.
The composition exhibits excellent balance of high refractive index, low birefringence, heat resistance, and moldability, with minimal change in light transmittance during weathering tests, providing improved industrial performance.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a thermoplastic resin composition and an optical component using the resin composition. [Background technology]
[0002] Cameras, video cameras, camera phones, video phones, and camera-equipped door phones all utilize imaging modules. In recent years, miniaturization has become particularly important for the optical systems used in these imaging modules. As optical systems are miniaturized, chromatic aberration becomes a major problem. It is known that chromatic aberration can be corrected by combining optical lens materials with high refractive index and low Abbe number (resulting in high dispersion) with optical lens materials with low refractive index and high Abbe number (resulting in low dispersion).
[0003] Glass, conventionally used as a material for optical systems, can achieve a variety of required optical properties and has excellent environmental resistance, but it has the problem of poor processability. In contrast, resins, which are cheaper than glass materials and have excellent processability, have been used in optical components. In particular, resins having a fluorene skeleton or a binaphthalene skeleton are used for reasons such as high refractive index. For example, Patent Document 1 describes a thermoplastic resin using 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl, 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, and 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl. Patent Document 2 describes a thermoplastic resin using 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl, 9,9-bis[6-(2-hydroxyethoxy)-2-naphthyl]fluorene, and 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl. [Prior art documents] [Patent Documents]
[0004] [Patent Document 1] International Publication No. 2018 / 008483 [Patent Document 2] International Publication No. 2019 / 176874 [Summary of the Invention] [Problems to be Solved by the Invention]
[0005] However, although these resins have a high refractive index and low birefringence, there is room for improvement in weather resistance. Therefore, an object of the present invention is to provide a thermoplastic resin composition having high ultraviolet absorption and a small change in light transmittance during a weather resistance test (i.e., excellent weather resistance). [Means for Solving the Problems]
[0006] The present inventors have found that the above problems can be solved by the present invention having the following aspects. That is, the present invention is as follows.
[0007] <Aspect 1>[[]] A thermoplastic resin composition containing a thermoplastic resin containing a repeating unit represented by the following formula (1) and / or a repeating unit represented by the following formula (2), and an ultraviolet absorber. [Chemical Formula] (In the formula, ring Z 1 , Z 2 each represents an aromatic hydrocarbon group having 6 to 20 carbon atoms, and R 1 , R 2 , R 7 and R 8 each independently represents a hydrocarbon group that may contain an aromatic group having 1 to 12 carbon atoms, and R 3 ~R 6 , R 9 ~R 16 represent a hydrogen atom, an aliphatic or aromatic substituent, j, k, r and s each independently represent an integer of 0 or more, and m, n, p and q each independently represent an integer of 1 or more.) [Chemical Formula] (In the formula, R 7 , R 8 , R 17 and R 18 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 9 ~R 16 , R 19 ~R 26 (where represents a hydrogen atom, an aliphatic, or aromatic substituent, and r, s, t, and u each independently represent a non-negative integer.) 《Aspect 2》 The thermoplastic resin composition according to Embodiment 1, wherein the ultraviolet absorber is contained in the thermoplastic resin composition in an amount of more than 0 to 0.50% by mass. 《Aspect 3》 The thermoplastic resin composition according to embodiment 1 or 2, wherein the ultraviolet absorber is contained in the thermoplastic resin composition in an amount of 0.001 to 0.40% by mass. Appearance 4 The thermoplastic resin composition according to any one of embodiments 1 to 3, wherein the ultraviolet absorber is at least one selected from the group consisting of triazine-based, benzotriazole-based, benzophenone-based, and cyclic iminoester-based ultraviolet absorbers. Appearance 5 The thermoplastic resin composition according to any one of embodiments 1 to 4, wherein the ultraviolet absorber is a benzotriazole-based ultraviolet absorber. 《Aspect 6》 The thermoplastic resin composition according to any one of embodiments 1 to 5, wherein the thermoplastic resin comprises a repeating unit represented by formula (1) and a repeating unit represented by formula (2). Appearance 7 The thermoplastic resin composition according to any one of embodiments 1 to 6, wherein the thermoplastic resin comprises repeating units represented by formula (1) and repeating units represented by formula (2), and the molar ratio of the repeating units represented by formula (1) to the repeating units represented by formula (2) is 15:85 to 85:15. 《Aspect 8》 A thermoplastic resin composition according to any one of embodiments 1 to 7, wherein the light transmittance of a 2 mm thick molded plate at a wavelength of 400 nm is 35% or less. 《Aspect 9》 A thermoplastic resin composition according to any one of embodiments 1 to 8, wherein the change in light transmittance in a weathering test is 20 points or less. 《Aspect 10》 A thermoplastic resin composition according to any one of embodiments 1 to 9, wherein the thermoplastic resin is a polyester resin or a polyester carbonate resin. 《Aspect 11》 An optical component comprising the thermoplastic resin composition described in any of embodiments 1 to 10. 《Aspect 12》 The optical component according to embodiment 11, wherein the optical component is an optical lens. [Effects of the Invention]
[0008] The thermoplastic resin composition of the present invention exhibits an excellent balance of high refractive index, low birefringence, heat resistance, and moldability. Furthermore, it possesses high ultraviolet absorption and exhibits small changes in light transmittance during weathering tests (i.e., excellent weather resistance), thus providing exceptional industrial benefits. [Modes for carrying out the invention]
[0009] The present invention will be described in more detail.
[0010] <Thermoplastic resin composition> The thermoplastic resin composition of the present invention contains a thermoplastic resin comprising repeating units represented by the following formula (1) and / or repeating units represented by the following formula (2), and an ultraviolet absorber. With this configuration, the thermoplastic resin composition of the present invention has an excellent balance of high refractive index, low birefringence, heat resistance and moldability, and further possesses high ultraviolet absorption and a small change in light transmittance during weathering tests (i.e., excellent weather resistance).
[0011] <Thermoplastic resin> The thermoplastic resin that is a component of the composition of the present invention contains a repeating unit represented by the following formula (1) or a repeating unit represented by the following formula (2), and preferably contains a repeating unit represented by the following formula (1) and a repeating unit represented by the following formula (2).
[0012] [ka]
[0013] (In the formula, ring Z 1 , Z 2 Each of these represents an aromatic hydrocarbon group with 6 to 20 carbon atoms, and R 1 , R 2 , R 7 and R 8 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 3 ~R 6 , R 9 ~R 16 (where represents a hydrogen atom, an aliphatic, or aromatic substituent; j, k, r, and s each independently represent an integer greater than or equal to 0; and m, n, p, and q each independently represent an integer greater than or equal to 1.)
[0014] [ka]
[0015] (In the formula, R 7 , R 8 , R 17 and R 18 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 9 ~R 16 , R 19 ~R 26 (where represents a hydrogen atom, an aliphatic, or aromatic substituent, and r, s, t, and u each independently represent a non-negative integer.)
[0016] The thermoplastic resin that is a component of the composition of the present invention preferably has a total of 50 mol% or more of the repeating units represented by formula (1) and the repeating units represented by formula (2) of the total units, more preferably 60 mol% or more, and even more preferably 70 mol% or more.
[0017] The thermoplastic resin, which is a component of the composition of the present invention, preferably has a molar ratio of repeating units represented by formula (1) to repeating units represented by formula (2) of 15:85 to 85:15, more preferably 20:80 to 80:20, and even more preferably 25:75 to 75:25. Being within this range provides an excellent balance between high refractive index and birefringence.
[0018] The thermoplastic resin that is a component of the composition of the present invention is preferably a polyester resin or a polyester carbonate resin, and more preferably a polyester carbonate resin.
[0019] In particular, when the resin of the present invention is a polyester carbonate resin, in addition to the repeating units represented by formula (1) and the repeating units represented by formula (2), the present invention further includes repeating units formed by carbonate bonds. The repeating units formed by carbonate bonds may be repeating units in which a portion of the ester bonds of the repeating units represented by formulas (1) and (2) are simply replaced with carbonate bonds. In the polyester carbonate resin of the present invention, the repeating units formed by carbonate bonds may be present in amounts of 5 mol% or more, 10 mol% or more, 15 mol% or more, or 20 mol% or more, and may be present in amounts of 50 mol% or less, 40 mol% or less, 30 mol% or less, 20 mol% or less, or 10 mol% or less. For example, the repeating units may be present in the resin in amounts of 5 mol% or more and 50 mol% or less, or 10 mol% or more and 30 mol% or less.
[0020] Furthermore, in the resin of the present invention, repeating units other than those represented by formula (1) and formula (2), and repeating units in which some of their ester bonds are changed to carbonate bonds, may not be present, may be present in amounts greater than 0 mol%, 10 mol% or more, 20 mol% or more, or 30 mol% or more, and may be present in amounts of 50 mol% or less, 40 mol% or less, 30 mol% or less, 20 mol% or less, or 10 mol% or less.
[0021] Repeating units other than those represented by formula (1) and formula (2) above, and repeating units in which some of their ester bonds are changed to carbonate bonds, are derived from carboxylic acid components as described in
[0053] of Patent Document 1, or
[0054] of Patent Document 1. Examples include those derived from the diol components listed in [the document].
[0022] The thermoplastic resin that is a component of the composition of the present invention is ring Z in formula (1) above. 1 , Z 2 The aromatic hydrocarbon groups represented by may have 6 to 20 carbon atoms, preferably 9 to 20. Furthermore, condensed polycyclic aromatic hydrocarbon rings having a benzene ring skeleton are preferred, as are condensed bicyclic hydrocarbon rings and condensed tricyclic hydrocarbon rings. For condensed bicyclic hydrocarbon rings, aromatic hydrocarbon rings with 9 to 20 carbon atoms, such as indene rings and naphthalene rings, are preferred, and condensed bicyclic hydrocarbon rings with 10 to 16 carbon atoms are more preferred. For condensed tricyclic hydrocarbon rings, anthracene rings and phenanthrene rings are preferred. These aromatic hydrocarbon groups may have substituents.
[0023] The thermoplastic resin that is a component of the composition of the present invention is a ring Z of formula (1) 1 and Z 2 It is preferable that the group is a phenylene group or a naphthalenediyl group, and more preferably a naphthalenediyl group. Furthermore, it is even more preferable that the naphthalenediyl group is a naphthalene-2,6-diyl group. Ring Z 1 and Z 2 The above structure is preferable because it has a high refractive index and is easy to manufacture industrially.
[0024] The thermoplastic resin that is a component of the composition of the present invention is preferably such that formula (1) is the following formula (3) or the following formula (4), and more preferably such that formula (1) is the following formula (4).
[0025] [ka]
[0026] (In the formula, R 1 , R 2 , R 7 and R 8 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 3 ~R 6 , R 9 ~R 16 (where represents a hydrogen atom, an aliphatic, or aromatic substituent; j, k, r, and s each independently represent an integer greater than or equal to 0; and m, n, p, and q each independently represent an integer greater than or equal to 1.)
[0027] [ka]
[0028] (In the formula, R 1 , R 2 , R 7 and R 8 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 3 ~R 6 , R 9 ~R 16 (where represents a hydrogen atom, an aliphatic, or aromatic substituent; j, k, r, and s each independently represent an integer greater than or equal to 0; and m, n, p, and q each independently represent an integer greater than or equal to 1.)
[0029] In the thermoplastic resin which is a component of the composition of the present invention, R 3 ~R 6 , R 9 ~R 16 , R 19 ~R 26 R represents a hydrogen atom, an aliphatic or aromatic substituent, preferably a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, or a cycloalkyloxy group, more preferably a hydrogen atom, a methyl group, or a phenyl group, and even more preferably a hydrogen atom. 3 ~R 6 , R 9 ~R 16 , R 19 ~R26 It is preferable that the atoms be hydrogen atoms, methyl groups, and phenyl groups, as these are easier to manufacture industrially.
[0030] In the thermoplastic resin which is a component of the composition of the present invention, R 1 , R 2 , R 7 , R 8 , R 17 and R 18 Each of these independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and alkylene groups such as methylene, ethylene, propylene, and butylene, and arylene groups such as phenylene and naphthalenediyl are preferred, with methylene and ethylene groups being more preferred. In particular, R 1 , R 2 , R 17 , R 18 An ethylene group is preferred. 1 , R 2 , R 17 , R 18 It is preferable that the ethylene group is used because it lowers the glass transition temperature appropriately and facilitates industrial production. 7 and R 8 A methylene group is preferred. 7 and R 8 A methylene group is preferable because it lowers the glass transition temperature appropriately, making it easier to manufacture industrially.
[0031] In the thermoplastic resin that is a component of the composition of the present invention, j, k, r, s, r, s, t, and u are each independently integers of 0 or more, and are preferably 1. When j, k, r, s, r, s, t, and u are 1, the glass transition temperature is moderately lowered, which is preferable because it makes industrial production easier.
[0032] In the thermoplastic resin that is a component of the composition of the present invention, m, n, p, and q each independently represent an integer of 1 or more.
[0033] The conventional Lorentz-Lorenz equation, which relates molecular structure and refractive index, has shown that increasing the electron density of a molecule and decreasing its molecular volume increases its refractive index. Resins with fluorene or binaphthalene skeletons achieve a high refractive index based on this theory by introducing many aromatic groups into the molecule.
[0034] The specific ester structure represented by formula (1) of the present invention has a high refractive index and low birefringence, contributing to high heat resistance, and the specific ester structure represented by formula (2) has a high refractive index and low birefringence, lowering the glass transition temperature of the resin and contributing to moldability. Therefore, polyester resins or polyester carbonate resins containing repeating units represented by formulas (1) and (2) have a high refractive index and can balance birefringence with heat resistance and moldability.
[0035] The composition ratio of the thermoplastic resin, which is a component of the composition of the present invention, is expressed as the molar ratio of monomer structures introduced into the resin, based on the total number of moles of monomer units. Note that the total number of monomer units referred to here does not include the carbonic acid components used in the production of polyester carbonate resin.
[0036] In this invention, a repeating unit refers to the smallest unit connected by ester bonds and / or carbonate bonds. A repeating unit with ester bonds refers to a structural unit formed from a diol component and a dicarboxylic acid component, while a repeating unit with carbonate bonds refers to a structural unit formed from a diol derivative and a carbonate component. The specific raw materials used in the thermoplastic resin, which is a component of the composition of the present invention, will be described below.
[0037] (The diol component of formula (1) above) The diol component that serves as the raw material for formula (1) of the present invention is mainly represented by the following formula (a). It is a diol component and may be used alone or in combination of two or more types.
[0038] [ka]
[0039] In the formula (a), Z 1 , Z 2 , R 1 ~R 6 , j, k, m, n, p, q are the same as those in each formula in the formula (1). Hereinafter, representative specific examples of the diol component represented by the formula (a) are shown, but the raw materials used in the formula (1) of the present invention are not limited thereto.
[0040] Specifically, 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3-methylphenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3-phenylphenyl]fluorene, 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-bis(3-methyl-4-hydroxyphenyl)fluorene, 9,9-bis(3-phenyl -4-hydroxyphenyl]fluorene, 9,9-bis(4-(2-hydroxyethoxy)-1-naphthyl)fluorene, 9,9-bis(4-(2-hydroxypropoxy)-1-naphthyl)fluorene, 9,9-bis(6-(2-hydroxyethoxy)-2-naphthyl)fluorene, 9,9-bis(6-(2-hydroxypropoxy)-2-naphthyl)fluorene, 9,9-bis(4-hydroxy-1-naphthyl) Luorene, 9,9-bis(6-hydroxy-2-naphthyl)fluorene, etc. are preferred. Among these, 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3-phenylphenyl]fluorene, 9,9-bis(4-(2-hydroxyethoxy)-1-naphthyl)fluorene, 9,9-bis(6-(2-hydroxyethoxy)-2-naphthyl) Fluorene, 9,9-bis(4-hydroxy-1-naphthyl)fluorene, and 9,9-bis(6-hydroxy-2-naphthyl)fluorene are more preferred, and in particular 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3-phenylphenyl]fluorene, and 9,9-bis(6-(2-hydroxyethoxy)-2-naphthyl)fluorene are more preferred. These may be used individually or in combination of two or more types.
[0041] (The diol component of formula (2) above) The diol component that serves as the raw material for formula (2) of the present invention is mainly a diol component represented by the following formula (b), and may be used alone or in combination of two or more.
[0042] [ka]
[0043] In equation (b) above, R 17 ~R 26 , t, and u are the same as those in equation (2) above. The following are representative examples of diol components represented by formula (b), but the raw materials used in formula (2) of the present invention are not limited to these.
[0044] Specifically, 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl, 2,2'-bis(2-hydroxyethoxy)-3,3'-diphenyl-1,1'-binaphthyl, 2,2'-bis(2-hydroxyethoxy)-6,6'-diphenyl-1,1'-binaphthyl, 2,2'-bis(2-hydroxyethoxy)-7,7'-diphenyl-1,1'-binaphthyl, 2,2'-bis(2-hydroxyethoxy)-3,3'-dimethyl-1,1'-binaphthyl, 2 Preferred examples include 2'-bis(2-hydroxyethoxy)-6,6'-dimethyl-1,1'-binaphthyl, 2,2'-bis(2-hydroxyethoxy)-7,7'-dimethyl-1,1'-binaphthyl, 1,1'-bi-2-naphthol, 2,2'-dihydroxy-3,3'-diphenyl-1,1'-binaphthyl, 2,2'-dihydroxy-6,6'-diphenyl-1,1'-binaphthyl, and 2,2'-dihydroxy-7,7'-diphenyl-1,1'-binaphthyl. Among these, 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl and 1,1'-bi-2-naphthol are more preferred, and 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl is even more preferred. These may be used individually or in combination of two or more types.
[0045] (Diol components other than those in formulas (1) and (2) above) The thermoplastic resin, which is a component of the composition of the present invention, may be copolymerized with other diol components to an extent that does not impair the properties of the present invention. Preferably, the other diol components are present in an amount of less than 30 mol% of the total repeating units.
[0046] Other diol components that can be used in the thermoplastic resin which is a component of the composition of the present invention can be diol components that are well known in the art. For example, diol components described in
[0054] of Patent Document 1 are examples, and these may be used alone or in combination of two or more types.
[0047] (The dicarboxylic acid components of formula (1) and formula (2)) The dicarboxylic acid component used in the units represented by formulas (1) and (2) of the thermoplastic resin that constitutes the composition of the present invention is preferably a dicarboxylic acid represented by the following formula (c), or an ester-forming derivative thereof.
[0048] [ka]
[0049] In the above equation (c), R 7 ~R 16 , r, and s are the same as those in equation (1) above. The following are representative examples of dicarboxylic acids represented by formula (c) or their ester-forming derivatives, but the raw materials used in formula (c) of the present invention are not limited to these.
[0050] Specifically, preferred examples include 2,2'-biphenyldicarboxylic acid, 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl, 2,2'-bis(2-carboxyethoxy)-1,1'-binaphthyl, 2,2'-bis(3-carboxypropoxy)-1,1'-binaphthyl, 2,2'-bis(3-carboxy-2-methylpropoxy)-1,1'-binaphthyl, and 2,2'-bis(4-carboxyphenylmethoxy)-1,1'-binaphthyl, with 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl being more preferred. These may be used individually or in combination of two or more. Furthermore, ester-forming derivatives such as acid chlorides, methyl esters, ethyl esters, and phenyl esters may be used.
[0051] (Dicarboxylic acid components other than those in formulas (1) and (2)) The dicarboxylic acid component used in the thermoplastic resin that is a component of the composition of the present invention may be copolymerized with other dicarboxylic acid components to an extent that does not impair the properties of the present invention. Preferably, the other dicarboxylic acid component is less than 30 mol% of the total repeating units.
[0052] Other dicarboxylic acid components used in the thermoplastic resin that is a component of the composition of the present invention can be carboxylic acid components well known in the art, for example, as described in Patent Document 1.
[0053] Carboxylic acid components as described can be used.
[0053] As for the method of producing the polyester resin which is a component of the composition of the present invention, a method known in the art can be used, for example, the method described in
[0051] to
[0060] of Japanese Patent Application Publication No. 2018-177887 can be used.
[0054] As for the method of producing the polyester carbonate resin, which is a component of the composition of the present invention, a manufacturing method well known in the art can be used. For example, the manufacturing method described in
[0064] to
[0087] of Patent Document 2 can be used.
[0055] Regarding impurities in the thermoplastic resin that constitutes the composition of the present invention, for example, refer to the descriptions in
[0088] to
[0092] of Patent Document 2.
[0056] <UV absorber> As an ultraviolet absorber that is a component of the composition of the present invention, a benzotriazole-based ultraviolet absorber is used. Examples include absorbing agents, triazine-based UV absorbers, benzophenone-based UV absorbers, cyclic iminoester-based UV absorbers, and cyanoacrylate-based UV absorbers. UV absorbers may be used individually or in combination of two or more types.
[0057] In this invention, the ultraviolet absorber is defined as having a low concentration when measured in a chloroform solution. Both are ultraviolet absorbers that have an absorber in the range of 340 to 420 nm. "Having an absorption band in the range of at least 340 to 420 nm" means that the absorbance measured by a spectrophotometer (calculated from the intensity of transmitted light relative to incident light) is within this absorption band range.
[0058] Benzotriazole-based UV absorbers include 2-(2-hydroxy-5-methylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-(2-hydroxy-3,5-dicumylphenyl)phenylbenzotriazole, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazole-2-yl)phenol], 2-(2-hydroxy-3,5-di-tert-butylphenyl)benzotriazole, and 2-(2-hydroxy-3,5-di-tert-butyl Examples include phenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3,5-di-tert-amylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-butylphenyl)benzotriazole, 2-(2-hydroxy-4-octoxyphenyl)benzotriazole, 2,2'-methylenebis(4-cumyl-6-benzotriazolephenyl), 2,2'-p-phenylenebis(1,3-benzoxazin-4-one), and 2-[2-hydroxy-3-(3,4,5,6-tetrahydrophthalimidomethyl)-5-methylphenyl]benzotriazole.
[0059] Examples of benzophenone-based UV absorbers include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-hydroxy-4-bendyloxybenzophenone, 2-hydroxy-4-methoxy-5-sulfoxybenzophenone, 2-hydroxy-4-methoxy-5-sulfoxytrihydridebenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy-5-sodium sulfoxybenzophenone, bis(5-benzoyl-4-hydroxy-2-methoxyphenyl)methane, 2-hydroxy-4-n-dodecyloxybenzophenone, 2-hydroxy-4-methoxy-2'-carboxybenzophenone, and [2-hydroxy-4-(octyloxy)phenyl](phenyl)methanone.
[0060] Examples of triazine-based UV absorbers include 2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-[(hexyl)oxy]-phenol, 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine-2-yl)-5-[(octyl)oxy]-phenol, and 2,4,6-tris(2-hydroxy-4-hexyloxy-3-methylphenyl)-1,3,5-triazine.
[0061] Examples of cyclic iminoester UV absorbers include 2,2'-bis(3,1-benzoxazine-4-one), 2,2'-p-phenylenebis(3,1-benzoxazine-4-one), 2,2'-m-phenylenebis(3,1-benzoxazine-4-one), 2,2'-(4,4'-diphenylene)bis(3,1-benzoxazine-4-one), and 2,2'-(2,6-naphthalene)bis(3,1-benzoxazine-4-one). Examples include sadin-4-one, 2,2'-(1,5-naphthalene)bis(3,1-benzoxazine-4-one), 2,2'-(2-methyl-p-phenylene)bis(3,1-benzoxazine-4-one), 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazine-4-one), and 2,2'-(2-chloro-p-phenylene)bis(3,1-benzoxazine-4-one).
[0062] An example of a cyanoacrylate-based UV absorber is 1,3-bis-[(2'-cyano-3',3'-diphenylacryloyl)oxy]-2,2-bis[(2-cyano-3,3-diphenylacryloyl)oxy]methyl)propane.
[0063] Of these ultraviolet absorbers, at least one selected from the group consisting of benzotriazole, triazine, benzophenone, and cyclic iminoester ultraviolet absorbers is preferred, at least one selected from the group consisting of benzotriazole and triazine ultraviolet absorbers is more preferred, and benzotriazole ultraviolet absorbers are particularly preferred.
[0064] Furthermore, among benzotriazole-based UV absorbers, 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazole-2-yl)phenol] (Adekastab LA-31) is preferred, and among triazine-based UV absorbers, 2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-[(hexyl)oxy]-phenol (Tinuvin 1577) is preferred. These may be used individually or in combination of two or more. The use of these UV absorbers is preferred because it increases the UV absorption of the thermoplastic resin composition of the present invention and the optical component using the resin composition. It is also preferred because it reduces the change in light transmittance during weathering tests.
[0065] The content of the ultraviolet absorber, which is a component of the composition of the present invention, is preferably more than 0% by mass, more preferably 0.001% by mass or more, even more preferably 0.01% by mass or more, and particularly preferably 0.05% by mass or more in the thermoplastic resin composition. It is also preferably 0.50% by mass or less, more preferably 0.40% by mass or less, even more preferably 0.30% by mass or less, and particularly preferably 0.2% by mass or less. For example, it is preferably more than 0 to 0.50% by mass, more preferably 0.001 to 0.40% by mass, and even more preferably 0.01 to 0.3% by mass. When the content of the ultraviolet absorber is within the above range, the ultraviolet absorbance of the thermoplastic resin composition of the present invention and the optical member using the resin composition is increased, which is preferable. It is also preferable because the change in light transmittance during weathering tests is reduced. Furthermore, it is preferable because there is less mold contamination when the resin composition is molded. Here, "in the thermoplastic resin composition" means "based on the weight of the thermoplastic resin composition."
[0066] <Other additives> The thermoplastic resin composition of the present invention may optionally contain additives such as mold release agents, antioxidants, deactivators, bluing agents, antistatic agents, flame retardants, plasticizers, and fillers.
[0067] Examples of antioxidants include phenolic antioxidants, phosphorus-based antioxidants, amine-based antioxidants, and sulfur-based antioxidants, with phenolic antioxidants and phosphorus-based antioxidants being preferred, and phenolic antioxidants being more preferred. These may be used individually or in combination of two or more.
[0068] As phenolic antioxidants, triethylene glycol-bis[3-(3-tert-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6-hexanediol-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], pentaerythritol-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], octadecyl-3-(3,5-di-t Examples include ert-butyl-4-hydroxyphenyl)propionate, 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, N,N-hexamethylenebis(3,5-di-tert-butyl-4-hydroxyhydrocinnamide), 3,5-di-tert-butyl-4-hydroxybenzylphosphonate-diethyl ester, tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, and 3,9-bis{1,1-dimethyl-2-[β-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]ethyl}-2,4,8,10-tetraoxaspiro(5,5)undecane.
[0069] As phosphorus-based antioxidants, triphenyl phosphite, tris(nonylphenyl) phosphite, tris(2,4-di-tert-butylphenyl) phosphite, tris(2,6-di-tert-butylphenyl) phosphite, tridecyl phosphite, trioctyl phosphite, trioctadecyl phosphite, didecyl monophenyl phosphite, dioctyl monophenyl phosphite, diisopropyl monophenyl phosphite, monobutyl diphenyl phosphite, monodecyl diphenyl phosphite, monooctyl diphenyl Phosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, 2,2-methylenebis(4,6-di-tert-butylphenyl)octyl phosphite, bis(nonylphenyl)pentaerythritol diphosphite, bis(2,4-dicumylphenyl)pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, tributyl phosphate, triethyl phosphate, Trimethyl phosphate, triphenyl phosphate, diphenyl monoorthoxenyl phosphate, dibutyl phosphate, dioctyl phosphate, diisopropyl phosphate, dimethyl benzenephosphonate, diethyl benzenephosphonate, dipropyl benzenephosphonate, tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylenediphosphonite, tetrakis(2,4-di-t-butylphenyl)-4,3'-biphenylenediphosphonite, tetrakis(2,4-di-t-butylphenyl)-3,3'-biphenylenedi Phosphonite, bis(2,4-di-tert-butylphenyl)-4-phenyl-phenylphosphonite, (2,4-di-tert-butylphenyl)-3-phenyl-phenylphosphonite, tetrakis(2,4-di-tert-butylphenyl)-4,4'-biphenylenediphosphonite, cyclic neopentanetetraylbis(2,6-di-tert-butyl-4-methylphenylphosphite), 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5] Examples include undecane and 2,2-methylenebis(4,6-di-tert-butylphenyl)2-ethylhexyl phosphite.
[0070] Examples of sulfur-based antioxidants include pentaerythritol-tetrakis(3-laurylthiopropionate), pentaerythritol-tetrakis(3-myristylthiopropionate), pentaerythritol-tetrakis(3-stearylthiopropionate), dilauryl-3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, and distearyl-3,3'-thiodipropionate. Among these, pentaerythritol-tetrakis(3-laurylthiopropionate), pentaerythritol-tetrakis(3-myristylthiopropionate), dilauryl-3,3'-thiodipropionate, and pentaerythritol-tetrakis(3-laurylthiopropionate) are particularly noteworthy.
[0071] Among these antioxidants, pentaerythritol-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] is a phenolic antioxidant, and tris(2,4-di-tert-butylphenyl)phosphorus is a phosphorus-based antioxidant. Preferably, the antioxidants are 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, more preferably pentaerythritol-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], a phenolic antioxidant, and tris(2,4-di-tert-butylphenyl)phosphite, a phosphorus-based antioxidant, with pentaerythritol-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] being particularly preferred. The use of these antioxidants is preferable because it results in excellent initial hue for the thermoplastic resin composition of the present invention and for optical components using the resin composition.
[0072] The content of the antioxidant, which is a component of the composition of the present invention, is preferably 0.50% by mass or less, more preferably 0.001 to 0.30% by mass, and even more preferably 0.001 to 0.20% by mass in the thermoplastic resin composition. When the antioxidant content is within the above range, the color of the thermoplastic resin composition of the present invention and the optical member using the resin composition are excellent, and furthermore, mold contamination is reduced when the resin composition is molded, which is preferable.
[0073] The thermoplastic resin composition of the present invention may optionally contain a mold release agent, preferably one described in International Publication No. 2011 / 010741. Particularly preferred mold release agents include monoglyceride stearate, triglyceride stearate, pentaerythritol tetrastearate, and a mixture of triglyceride stearate and stearyl stearate. The amount of the ester in the mold release agent is preferably 90% by mass or more, and more preferably 95% by mass or more, when the mold release agent is considered to be 100% by mass. These may be used individually or in combination of two or more. The content of the mold release agent is preferably 0.50% by mass or less, more preferably 0.001 to 0.30% by mass, and even more preferably 0.001 to 0.20% by mass in the thermoplastic resin composition. A mold release agent content within the above range is preferable because it provides excellent mold release properties when molding the thermoplastic resin composition of the present invention, and also reduces mold contamination when molding the resin composition.
[0074] The thermoplastic resin composition of the present invention may optionally contain a deactivator, which may include esters such as butyl benzoate, aromatic sulfonic acids such as p-toluenesulfonic acid, aromatic sulfonic acid esters such as p-toluenesulfonate butyl and p-toluenesulfonate hexyl, phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid, phosphorous acid esters such as triphenyl phosphate, monophenyl phosphate, diphenyl phosphate, diethyl phosphate, di-n-propyl phosphate, di-n-butyl phosphate, di-n-hexyl phosphate, dioctyl phosphate, and monooctyl phosphate, phosphoric acid esters such as triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, dioctyl phosphate, and monooctyl phosphate, phosphonic acids such as diphenylphosphonic acid, dioctylphosphonic acid, and dibutylphosphonic acid, phosphonic acid esters such as diethyl phenylphosphonic acid, triphenylphosphine, and bis(diphenylphosphine) Examples include phosphines such as ethane, hydrogen phosphites such as diphenyl hydrogen phosphite, dioleyl hydrogen phosphite, dilauryl hydrogen phosphite, bis(2-ethylhexyl) hydrogen phosphite, and diethyl hydrogen phosphite, boric acids such as boric acid and phenylboric acid, aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate, organic halides such as stearate chloride, benzoyl chloride, and p-toluenesulfonate chloride, alkyl sulfates such as dimethyl sulfate, and organic halides such as benzyl chloride. Hydrogen phosphites such as diphenyl hydrogen phosphite, dioleyl hydrogen phosphite, dilauryl hydrogen phosphite, bis(2-ethylhexyl) hydrogen phosphite, and diethyl hydrogen phosphite are preferred, and diphenyl hydrogen phosphite is more preferred. These may be used individually or in combination of two or more. The deactivator may be added after polymerization of the thermoplastic resin, or it may be added to the thermoplastic resin and then melt-kneaded. The content of the deactivator is preferably 0.10% by mass or less in the thermoplastic resin composition, more preferably 0.001 to 0.05% by mass, and even more preferably 0.001 to 0.01% by mass.
[0075] <Properties of the Thermoplastic Composition> The thermoplastic resin composition of the present invention preferably has a refractive index of 1.650 or more, more preferably 1.660 or more, and even more preferably 1.670 or more at a wavelength of 589 nm. Also, it is preferably 1.730 or less, more preferably 1.720 or less, and even more preferably 1.710 or less. For example, it is preferably 1.650 to 1.730, more preferably 1.660 to 1.720, and even more preferably 1.670 to 1.710. When the refractive index is at least the lower limit, the spherical aberration of the lens can be reduced, and furthermore, the focal length of the lens can be shortened.
[0076] The thermoplastic resin composition of the present invention preferably has an Abbe number (ν) of 15.0 to 22.0, more preferably 16.0 to 21.0, and even more preferably 17.0 to 20.0. The Abbe number is calculated using the following formula from the refractive indices at wavelengths of 486 nm, 589 nm, and 656 nm measured at 25°C. ν=(nD - 1) / (nF - nC) In the present invention, nD: Refractive index at a wavelength of 589 nm, nC: Refractive index at a wavelength of 656 nm, nF: Means the refractive index at a wavelength of 486 nm.
[0077] The thermoplastic resin composition of the present invention preferably has a glass transition temperature of 128 to 160°C, more preferably 130 to 158°C, and even more preferably 132 to 156°C. When the glass transition temperature is within the above range, it is preferable because it has an excellent balance between heat resistance and moldability.
[0078] The thermoplastic resin composition of the present invention has an absolute value of the orientation birefringence (|Δn|) of 0.001×10 -3 ~10.0×10 -3 and is preferably 0.001×10 -3 ~5.0×10 -3 and more preferably 0.001×10 -3 ~4.0×10-3 It is even more preferable if |Δn| is obtained by stretching a 100 μm thick film obtained from the thermoplastic resin composition of the present invention twice at a temperature of Tg + 10°C and measuring the phase difference at a wavelength of 589 nm, and then determining it using the following formula. It is preferable if |Δn| is within the above range because the optical distortion of the lens becomes small. |Δn|=|Re / d| Δn: Orientation birefringence Re: Phase difference (nm) d: Thickness (nm)
[0079] The thermoplastic resin composition of the present invention preferably has a YI value of less than 34.0 for a 3 mm thick molded sheet obtained by injection molding, more preferably less than 32.0, and even more preferably less than 30.0. A lower YI value results in a better appearance of the optical component. Furthermore, a lower YI value is preferable because it improves light transmittance, for example, if the optical component is a lens, the brightness of the image projected onto the image sensor increases.
[0080] The thermoplastic resin composition of the present invention preferably has a haze of 1% or less, more preferably 0.5% or less, and even more preferably 0.3% or less, in a molded sheet with a thickness of 3 mm obtained by injection molding.
[0081] The thermoplastic resin composition of the present invention preferably has a specific viscosity of 0.10 to 0.40, more preferably 0.10 to 0.30, and even more preferably 0.15 to 0.25. A specific viscosity within the above range is preferable because it provides an excellent balance between moldability and mechanical strength. The specific viscosity is the specific viscosity (ηsp) obtained by measuring a solution prepared by dissolving 0.53% by mass of the resin in methylene chloride (a solution prepared by dissolving 0.7 g of resin in 100 ml of methylene chloride) at 20°C.
[0082] The thermoplastic resin composition of the present invention preferably has a water absorption rate of 0.25% by mass or less, and more preferably 0.20% by mass or less, after immersion at 23°C for 24 hours. A water absorption rate within the above range is preferable because it minimizes the change in optical properties due to water absorption.
[0083] The thermoplastic resin composition of the present invention may have a terminal carboxylic acid content of 12 equivalents / ton or less, 10 equivalents / ton or less, 6 equivalents / ton or less, or 3 equivalents / ton or less, preferably 1 equivalent / ton or less. If the terminal carboxylic acid content is greater than 12 equivalents / ton, the terminal carboxylic acid may act as a catalyst for hydrolysis of ester bonds, which can worsen the heat and humidity resistance. A terminal carboxylic acid content of 12 equivalents / ton or less is preferable because it provides excellent heat and humidity resistance. The terminal carboxylic acid content can be measured by titration after dissolving 0.1 g of the resin in 20 ml of benzyl alcohol at 200°C under a nitrogen atmosphere.
[0084] The thermoplastic resin composition of the present invention can be evaluated by treating it in an environment of 85°C and 85% relative humidity for a predetermined time and comparing the specific viscosity of the resin before and after treatment. Specifically, the heat and humidity resistance can be calculated using the following formula. Moisture and heat resistance (%) = [Specific viscosity of resin after treatment] / [Specific viscosity of resin before treatment] × 100 The moisture and heat resistance is preferably 76% or higher after 500 hours of treatment, more preferably 90% or higher, and even more preferably 98% or higher.
[0085] The thermoplastic resin composition of the present invention preferably has a 400nm light transmittance of 35% or less, more preferably 33% or less, even more preferably 31% or less, and particularly preferably 30% or less for a 2mm thick molded plate. The 400nm light transmittance of a 2mm thick molded plate can be measured by drying the resin composition at 120°C for 8 hours, then producing a 2mm thick plate of the resin composition using a J75EIII injection molding machine manufactured by Japan Steel Works Ltd. at a molding temperature of 280°C and a mold temperature of 100°C, and measuring it with a UV-Vis-Near-Infrared Spectrophotometer V-770EX manufactured by JASCO Corporation.
[0086] The thermoplastic resin composition of the present invention preferably has a change in light transmittance of 20 points or less in a weathering test, more preferably 15 points or less, even more preferably 12 points or less, and particularly preferably 10 points or less. The change in light transmittance in a weathering test can be calculated by the following method.
[0087] The 2mm thick plate obtained above was set in a Suga Test Instruments Co., Ltd. Super Xenon Weather Meter SX75, and the illuminance was measured at 180W / m². 2 A 48-hour weather resistance test was conducted using a cycle of 102 minutes of irradiation followed by 18 minutes of irradiation and water spraying. The 400nm light transmittance (%) after the 48-hour weather resistance test was measured using the same method as for the 400nm light transmittance of a 2mm thick molded board, and the change in light transmittance during the weather resistance test was calculated using the following formula. ΔT = T0 - T 48 ΔT: Change in light transmittance during weathering tests T0: 400nm light transmittance (%) of a 2mm thick plate before weathering test T 48 : 400nm light transmittance (%) of a 2mm thick plate after a 48-hour weather resistance test
[0088] <Method for producing thermoplastic resin compositions> The thermoplastic resin composition of the present invention is manufactured by adding an ultraviolet absorber and, if necessary, other additives to a thermoplastic resin containing predetermined repeating units, and then melt-kneading the mixture. The method of adding the various additives is not particularly limited and can be done by any method. For example, they may be added during the polymerization stage of the thermoplastic resin, or they may be added after the polymerization of the thermoplastic resin. When adding various additives to a thermoplastic resin, the additives may be added to a container containing the thermoplastic resin afterwards, or the thermoplastic resin may be added to a container containing the additives beforehand, or the thermoplastic resin and additives may be placed in a single container simultaneously. Specifically, a Turnbull mixer, Henschel mixer, ribbon blender, super mixer, roll mixer, or tumbler mixer may be used to attach the additives to the pelletized thermoplastic resin. Such an addition method is preferable because it allows for uniform dispersion of the additives in the thermoplastic resin. Alternatively, pelletized thermoplastic resin and pellets in which a high concentration of additives has been melt-kneaded into a portion of the thermoplastic resin may be mixed together. The method of melt-kneading the various additives after adding them to the thermoplastic resin is not particularly limited and can be done by any method. For example, melt-kneading may be performed using known kneading methods such as a single-screw or twin-screw extruder, a Banbury mixer, or a static mixer. The pelletizing method is not particularly limited, and any method can be used.
[0089] <Optical components> The optical component of the present invention comprises the thermoplastic resin composition described above. Such an optical component is not particularly limited as long as it is an optical application in which the thermoplastic resin composition is useful, but examples include optical discs, transparent conductive substrates, optical cards, sheets, films, optical fibers, lenses, prisms, optical films, substrates, optical filters, hard coat films, and the like.
[0090] Furthermore, the optical component of the present invention may be composed of a resin composition containing the above-mentioned thermoplastic resin composition, and the resin composition may optionally contain additives such as heat stabilizers, antioxidants, plasticizers, light stabilizers, polymer metal deactivators, flame retardants, lubricants, antistatic agents, surfactants, antibacterial agents, ultraviolet absorbers, and mold release agents.
[0091] <Optical Lenses> Optical lenses are particularly noteworthy as optical components of the present invention. Examples of such optical lenses include imaging lenses for mobile phones, smartphones, tablet devices, personal computers, digital cameras, video cameras, in-vehicle cameras, surveillance cameras, etc., as well as sensing cameras such as TOF cameras, and lenses for AR / VR devices.
[0092] When manufacturing the optical lens of the present invention by injection molding, it is preferable to mold it under conditions of a cylinder temperature of 230 to 350°C and a mold temperature of 70 to 180°C. More preferably, it is preferable to mold it under conditions of a cylinder temperature of 250 to 300°C and a mold temperature of 80 to 170°C. If the cylinder temperature is higher than 350°C, the thermoplastic resin composition decomposes and discolors, and if it is lower than 230°C, the melt viscosity is high and molding tends to be difficult. Also, if the mold temperature is higher than 180°C, it tends to be difficult to remove the molded piece made of the thermoplastic resin composition from the mold. On the other hand, if the mold temperature is lower than 70°C, the resin hardens too quickly in the mold during molding, making it difficult to control the shape of the molded piece, and it tends to be difficult to sufficiently transfer the molded shape applied to the mold.
[0093] The optical lens of the present invention preferably utilizes an aspherical lens shape as needed. Since an aspherical lens can substantially eliminate spherical aberration with a single lens, there is no need to eliminate spherical aberration by combining multiple spherical lenses, which enables weight reduction and a reduction in molding costs. Therefore, aspherical lenses are particularly useful as camera lenses among optical lenses.
[0094] Furthermore, because the thermoplastic resin composition of the present invention has high molding fluidity, it can be molded into thin-walled, small, and complex shapes. It is particularly useful as a material for optical lenses. Specifically, the lens size is such that the thickness at the center is 0.05 to 10.0 mm, more preferably 0.05 to 8.0 mm, and even more preferably 0.1 to 6.0 mm. The diameter is 1.0 mm to 100.0 mm, more preferably 1.0 to 80.0 mm, and even more preferably 1.0 to 60.0 mm. Furthermore, the shape may be a meniscus lens with one side convex and the other concave.
[0095] The lens made of the thermoplastic resin of the present invention can be formed by any method such as mold molding, cutting, polishing, laser processing, electrical discharge machining, or etching. Among these, mold molding is more preferable from the standpoint of manufacturing cost. [Examples]
[0096] The present invention will be further described below with reference to examples, but the present invention is not limited thereto. (1) Composition ratio: The resin obtained in the example was mixed with JEOL Ltd.'s JNM-ECZ400S / L1. 1 This was determined by 1H NMR measurement. (2) Specific viscosity: The resin or resin composition obtained in the example is thoroughly dried, and the specific viscosity (η) of the solution obtained by dissolving 0.7 g of the resin in 100 ml of methylene chloride is calculated from the solution at 20°C. sp The specific viscosity (η) of the solution at 20°C was measured. In this measurement, the passage time between the markings of an Ostwald viscosity tube was measured in a constant temperature bath at 20±0.01℃, and the specific viscosity (η) of the solution at 20°C was calculated from the following formula. sp ) was sought. η sp =(t1-t0) / t0 t1: Transit time between markings of resin solution t0: Time taken for methylene chloride to pass between the gauge marks (3) Amount of terminal carboxylic acid Under a nitrogen atmosphere, 0.1 g of the resin obtained in the example was dissolved in 20 ml of benzyl alcohol at 200°C, and the number of carboxylic acid terminal groups (equivalents / ton) was measured as the number of equivalents per ton of resin weight by titration. Phenol red was used as the indicator. (4) Glass transition temperature (Tg): 5 mg of the resin or resin composition obtained in the examples was measured using a Shimadzu DSC-60A at a heating rate of 20°C / min. (5) Refractive index (nD) and Abbe number: 3 g of the resin or resin composition obtained in the example was dissolved in 50 ml of methylene chloride, cast onto a glass petri dish, thoroughly dried at room temperature, and then dried at a temperature of 120°C or lower for 8 hours to prepare a film with a thickness of approximately 100 μm. The refractive index (wavelength: 589 nm) and Abbe number (calculated from the refractive index at wavelengths of 486 nm, 589 nm, and 656 nm using the following formula) of this film were measured at 25°C using an ATAGO DR-M2 Abbe refractometer. ν = (nD-1) / (nF-nC) Furthermore, in the present invention, nD: Refractive index at a wavelength of 589 nm. nC: Refractive index at a wavelength of 656 nm. nF: This refers to the refractive index at a wavelength of 486 nm. (6) Absolute value of orientation birefringence (|Δn|): A 100 μm thick film prepared in (5) was stretched twice at Tg + 10°C, and the phase difference (Re) at 589 nm was measured using an ellipsometer M-220 manufactured by JASCO Corporation. The absolute value of orientation birefringence was then determined using the following formula. |Δn|=|Re / d| Δn: Orientation birefringence Re: Phase difference (nm) d: Thickness (nm)
[0097] (7) Solution hue (b*): Dissolve 1.0 g of the obtained resin in 5 ml of methylene chloride for spectroscopic analysis, and measure the b* value (yellowness) of the solution using a HITACHI U-3310 spectrophotometer. did. (8) Moisture and heat resistance: The obtained resin pellets were treated in an environment of 85°C and 85% relative humidity for 500 hours, and their moisture and heat resistance was evaluated using the following formula. Moisture and heat resistance (%) = [Specific viscosity of resin after treatment] / [Specific viscosity of resin before treatment] × 100 (9) Moldability: After drying the resin pellets at 120°C for 8 hours, lenses with a thickness of 0.3 mm, a convex curvature radius of 5 mm, a concave curvature radius of 4 mm, and a diameter of Φ5 mm were injection molded using a Sumitomo Heavy Industries SE30DU injection molding machine at a molding temperature Tg +110°C and a mold temperature Tg -10°C. Lenses with filling defects, molding defects, and mold adhesion were visually evaluated after molding 500 lenses. If the probability of defective products was less than 5%, the moldability was evaluated as ○; if it was between 5% and 20%, the moldability was evaluated as △; and if it was 20% or more, the moldability was evaluated as ×. (10) Content of residual fluorenone and residual phenol The residual amounts of fluorenone and phenol in the resin were analyzed by HPLC using a Nomura Chemical Develosil ODS-7 column with a gradient program at a column temperature of 30°C and detectors at 253 nm and 277 nm, using an eluent of acetonitrile / 0.2% aqueous acetate and acetonitrile. Fluorenone and phenol were quantified using standard samples to create calibration curves. Measurements were performed by dissolving 1.5 g of resin in 15 ml of methylene chloride, adding 135 ml of acetonitrile, stirring, concentrating with an evaporator, filtering through a 0.2 μm filter, and injecting 10 μl of this acetonitrile solution. (11) Molded plate transmittance After drying the resin compositions obtained in the examples at 120°C for 8 hours, 2 mm thick plates of the resin composition were produced using a J75EIII injection molding machine manufactured by Japan Steel Works Ltd., at a molding temperature of 280°C and a mold temperature of 100°C. The 400 nm light transmittance (%) was measured using a V-770EX ultraviolet-visible-near-infrared spectrophotometer manufactured by JASCO Corporation. (12) Weathering test The 2mm thick plate obtained in (11) above was set in a Suga Test Instruments Co., Ltd. Super Xenon Weather Meter SX75, and the illuminance was set to 180W / m 2 A 48-hour weather resistance test was conducted using a cycle of 102 minutes of irradiation followed by 18 minutes of irradiation and water spraying. The 400nm light transmittance (%) after the 48-hour weather resistance test was measured using the measurement method described in (11) above, and the change in light transmittance during the weather resistance test was calculated using the following formula. ΔT = T0 - T 48 ΔT: Change in light transmittance during weathering tests T0: 400nm light transmittance (%) of a 2mm thick plate before weathering test T 48 : 400nm light transmittance (%) of a 2mm thick plate after a 48-hour weather resistance test
[0098] [Manufacturing Example 1] 46.8 parts by mass of 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl (hereinafter sometimes abbreviated as BCMB), 31.4 parts by mass of 9,9-bis[6-(2-hydroxyethoxy)-2-naphthyl]fluorene (hereinafter sometimes abbreviated as BNEF), 21.8 parts by mass of 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl (hereinafter sometimes abbreviated as BHEB), and 4.0 × 10⁻¹⁴ parts by mass of tetrabutoxytitanium(IV). -3 The mass portion was placed in a reaction vessel equipped with a stirrer and distillation apparatus, and after nitrogen purging three times, the jacket was heated to 200°C to melt the raw materials. After complete dissolution, the pressure was reduced to 40 kPa over 20 minutes. Then, the jacket was heated to 260°C at a rate of 60°C / hr to carry out the esterification reaction. Subsequently, while maintaining the jacket at 260°C, the pressure was reduced to 0.13 kPa over 50 minutes, and the polymerization reaction was carried out under conditions of 260°C and 0.13 kPa or less until the predetermined stirring torque was reached. After the reaction was complete, the resulting resin was extracted while pelletizing to obtain polyester resin pellets. 1 Analysis by 1H NMR confirmed that 50 mol% of BCMB component, 25 mol% of BNEF component, and 25 mol% of BHEB component were introduced relative to the total monomer components. The resulting polyester resin had a specific viscosity of 0.18, a terminal carboxylic acid content of 10 equivalents / ton, a Tg of 149°C, a refractive index of 1.684, an Abbe number of 17.9, and an absolute value of orientation birefringence of 2.1 × 10⁻⁶. -3 , b * The viscosity was 4.2, the heat and humidity resistance was 78%, and the moldability was good (○). The residual fluorenone content was 50 ppm. The composition ratio of the obtained resin is shown in Table 1.
[0099] [Example 1-1] To 798.0 parts by mass (99.745% by mass of the total components) of the polyester resin pellets of Production Example 1, 0.100% by mass of 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazole-2-yl)phenol] (hereinafter sometimes abbreviated as LA31) (based on the total components), 0.050% by mass of tris(2,4-di-tert-butylphenyl) phosphite (hereinafter sometimes abbreviated as Irg168) (based on the total components), 0.100% by mass of stearic acid monoglyceride (based on the total components), and 0.005% by mass of diphenyl hydrogen phosphite (based on the total components) were added and mixed. Then, the mixture was melt-kneaded in an extruder (Technovel Co., Ltd. KZW15-25MG 15mmφ twin-screw extruder) at 270°C and a vent pressure of 30mmHg to obtain polyester resin composition pellets. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 1-2] Polyester resin pellets were obtained in the same manner as in Example 1-1, except that the amount of polyester resin pellets from Production Example 1 was 797.2 parts by mass (99.645% by mass of the total components) and LA31 was 0.200% by mass of the total components. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 1-3] Polyester resin pellets were obtained in the same manner as in Example 1-1, except that the amount of polyester resin pellets from Production Example 1 was 796.4 parts by mass (99.545% by mass of the total components) and LA31 was 0.300% by mass of the total components. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 1-4] Polyester resin pellets were obtained in the same manner as in Example 1-1, except that LA31 was replaced with 2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-[(hexyl)oxy]-phenol (hereinafter sometimes abbreviated as TN1577). The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 1-5] Polyester resin pellets were obtained in the same manner as in Example 1-2, except that LA31 was replaced with TN1577. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 1-6] Polyester resin pellets were obtained in the same manner as in Examples 1-3, except that LA31 was replaced with TN1577. The evaluation results for each of the obtained pellets are shown in Table 2. [Comparative Example 1] Polyester resin pellets were obtained in the same manner as in Example 1-1, except that 797.2 parts by mass (99.845% by mass of the total constituent components) of the polyester resin pellets from Production Example 1 were used, and LA31 was not used. The evaluation results for each of the obtained pellets are shown in Table 2.
[0100] [Manufacturing Example 2] 39.0 parts by mass of BCMB, 36.0 parts by mass of BNEF, 25.0 parts by mass of BHEB, and 8.7 parts by mass of diphenyl carbonate (hereinafter sometimes abbreviated as DPC) were placed in a reaction vessel equipped with a stirrer and distillation apparatus. After purging with nitrogen three times, the jacket was heated to 200°C to melt the raw materials. After complete dissolution, the pressure was reduced to 40 kPa over 20 minutes. The jacket was heated to 260°C at a rate of 60°C / hr, and then the pressure was reduced to 26 kPa over 20 minutes while maintaining the jacket at 260°C. Subsequently, 22.4 × 10⁻⁶ parts of aluminum acetylacetonate (hereinafter sometimes abbreviated as Al(acac)3) were added. -3 Parts by mass, 3,5-di-tert-butyl-4-hydroxybenzylphosphonate diethyl (hereinafter sometimes abbreviated as DEBHBP) 49.3 × 10 -3The mass portion was added to the reaction vessel. Then, while maintaining the jacket at 260°C, the pressure was reduced to 0.13 kPa over 70 minutes, and the polymerization reaction was carried out under conditions of 260°C and 0.13 kPa or less until the predetermined stirring torque was reached. After the reaction was complete, the resulting resin was extracted while pelletizing to obtain polyester carbonate resin pellets. It was confirmed that the obtained polyester carbonate resin contained 42 mol% BCMB, 29 mol% BNEF, and 29 mol% BHEB components. The specific viscosity of the obtained polyester carbonate resin was 0.18, the terminal carboxylic acid content was 1 equivalent / ton, the Tg was 148°C, the refractive index was 1.683, the Abbe number was 17.9, and the absolute value of the orientation birefringence was 2.4 × 10⁻⁶. -3 , b * The viscosity was 1.7, the heat and humidity resistance was 99%, and the moldability was good (○). The residual fluorenone content was 40 ppm, and the residual phenol content was 250 ppm. The composition ratio of the obtained resin is shown in Table 1.
[0101] [Example 2-1] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Example 1-1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 2-2] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-2, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 2-3] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Examples 1-3, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 2-4] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-4, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 2-5] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-5, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 2-6] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Examples 1-6, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2. [Comparative Example 2] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Comparative Example 1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 2. The evaluation results for each of the obtained pellets are shown in Table 2.
[0102] [Manufacturing Example 3] Manufacturing Example 2: 44.0 parts by mass of BCMB, 19.6 parts by mass of BNEF, 36.4 parts by mass of BHEB, 5.7 parts by mass of DPC, and 23.6 × 10⁻¹⁴ parts of Al(acac)₃ -3 Mass portion, DEBHBP 52.0 × 10 -3 Polyester carbonate resin pellets were obtained in the same manner as in Production Example 2, except that the amount was in parts by mass. It was confirmed that the obtained polyester carbonate resin contained 45 mol% BCMB component, 15 mol% BNEF component, and 40 mol% BHEB component. The specific viscosity of the obtained polyester carbonate resin was 0.18, the amount of terminal carboxylic acid was 1 equivalent / ton, the Tg was 142°C, the refractive index was 1.685, the Abbe number was 18, and the absolute value of the orientation birefringence was 1.6 × 10⁻⁶. -3 , b * The viscosity was 1.5, the heat and humidity resistance was 98%, and the moldability was good. The residual fluorenone content was 40 ppm, and the residual phenol content was 220 ppm. The composition ratio of the obtained resin is shown in Table 1.
[0103] [Example 3-1] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Example 1-1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 3-2] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-2, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 3-3] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-3, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 3-4] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-4, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 3-5] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-5, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 3-6] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-6, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2. [Comparative Example 3] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Comparative Example 1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 3. The evaluation results for each of the obtained pellets are shown in Table 2.
[0104] [Manufacturing Example 4] Manufacturing Example 2: 40.0 parts by mass of BCMB, 47.6 parts by mass of BNEF, 12.4 parts by mass of BHEB, 5.2 parts by mass of DPC, and 21.5 × 10⁻³ parts of Al(acac)₃ -3 Mass portion, DEBHBP is 47.2 × 10 -3 Polyester carbonate resin pellets were obtained in the same manner as in Reference Example 2, except that the amount was measured in parts by mass. It was confirmed that the obtained polyester carbonate resin contained 45 mol% BCMB, 40 mol% BNEF, and 15 mol% BHEB. The specific viscosity of the obtained polyester carbonate resin was 0.18, the amount of terminal carboxylic acid was 2 equivalents / ton, the Tg was 152°C, the refractive index was 1.690, the Abbe number was 17.8, and the absolute value of the orientation birefringence was 3.3 × 10⁻⁶. -3 , b * The ratio was 1.8, the heat and humidity resistance was 99%, and the moldability was good. The composition ratio of the obtained resin is shown in Table 1.
[0105] [Example 4-1] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Example 1-1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 4-2] A pellet of polyester carbonate resin composition was obtained in the same manner as in Examples 1-2, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 4-3] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Examples 1-3, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 4-4] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-4, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 4-5] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Examples 1-5, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 4-6] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-6, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2. [Comparative Example 4] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Comparative Example 1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 4. The evaluation results for each of the obtained pellets are shown in Table 2.
[0106] [Manufacturing Example 5] Manufacturing Example 2 contains 44.9 parts by mass of BCMB, 27.9 parts by mass of BHEB, 27.2 parts by mass of BPEF instead of BNEF, 5.8 parts by mass of DPC, and 24.1 × 10⁻¹⁶ parts of Al(acac)3. -3 Mass portion, DEBHBP is 53.1 × 10 -3 Polyester carbonate resin pellets were obtained using the same method as in Reference Example 2, except that the amount was measured in parts by mass. It was confirmed that the obtained polyester carbonate resin contained 45 mol% BCMB, 25 mol% BPEF, and 30 mol% BHEB. The specific viscosity of the obtained polyester carbonate resin was 0.18, the amount of terminal carboxylic acid was 2 equivalents / ton, the Tg was 139°C, the refractive index was 1.671, the Abbe number was 19.5, and the absolute value of the orientation birefringence was 0.1 × 10⁻⁶. -3 , b * The ratio was 1.6, and the heat and humidity resistance was 98%. The residual fluorenone content was 3 ppm, and the residual phenol content was 240 ppm. The composition ratio of the obtained resin is shown in Table 1.
[0107] [Example 5-1] Polyester carbonate resin pellets were obtained in the same manner as in Example 1-1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 5-2] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-2, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 5-3] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Examples 1-3, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 5-4] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-4, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Example 5-5] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-5, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Examples 5-6] Polyester carbonate resin pellets were obtained in the same manner as in Examples 1-6, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2. [Comparative Example 5] Pellets of the polyester carbonate resin composition were obtained in the same manner as in Comparative Example 1, except that the polyester resin in Production Example 1 was replaced with the polyester carbonate resin in Production Example 5. The evaluation results for each of the obtained pellets are shown in Table 2.
[0108] [Table 1]
[0109] [Table 2]
[0110] Substance used a: 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazole-2-yl)phenol] Substance used b: 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol
[0111] The thermoplastic resin compositions obtained in Examples 1 to 6 have a high refractive index and a low Abbe number, and further exhibit an excellent balance of heat resistance and moldability, as well as low birefringence, making them excellent as optical lenses. Moreover, they have high ultraviolet absorption and a small change in light transmittance during weathering tests (i.e., excellent weather resistance), making them suitable as optical components. In contrast, the thermoplastic resin compositions of Comparative Examples 1 to 5, corresponding to Patent Document 2, have low ultraviolet absorption and a large change in light transmittance during weathering tests. [Industrial applicability]
[0112] The thermoplastic resin composition of the present invention can be used in optical materials, and can be used in optical components such as lenses, prisms, optical discs, transparent conductive substrates, optical cards, sheets, films, optical fibers, optical films, optical filters, and hard coat films, and is particularly useful for lenses.
Claims
1. A thermoplastic resin composition comprising a thermoplastic resin containing repeating units represented by the following formula (1) and / or repeating units represented by the following formula (2), and an ultraviolet absorber. 【Chemistry 1】 (wherein, ring Z 1 , Z 2 each represents an aromatic hydrocarbon group having 6 to 20 carbon atoms, R 1 , R 2 , R 7 and R 8 each independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, R 3 to R 6 , R 9 to R 16 represent a hydrogen atom, an aliphatic or aromatic substituent, j, k, r and s each independently represent an integer of 0 or more, and m, n, p and q each independently represent an integer of 1 or more.) 【Chemistry 2】 (In the formula, R 7 , R 8 , R 17 and R 18 Each independently represents a hydrocarbon group which may contain an aromatic group having 1 to 12 carbon atoms, and R 9 ~R 16 , R 19 ~R 26 (where represents a hydrogen atom, an aliphatic, or aromatic substituent, and r, s, t, and u each independently represent an integer greater than or equal to 0.)
2. The thermoplastic resin composition according to claim 1, wherein the ultraviolet absorber is contained in the thermoplastic resin composition in an amount of more than 0 to 0.50% by mass.
3. The thermoplastic resin composition according to claim 1 or 2, wherein the ultraviolet absorber is contained in the thermoplastic resin composition in an amount of 0.001 to 0.40% by mass.
4. The thermoplastic resin composition according to claim 1 or 2, wherein the ultraviolet absorber is at least one selected from the group consisting of triazine-based, benzotriazole-based, benzophenone-based, and cyclic iminoester-based ultraviolet absorbers.
5. The thermoplastic resin composition according to claim 1 or 2, wherein the ultraviolet absorber is a benzotriazole-based ultraviolet absorber.
6. The thermoplastic resin composition according to claim 1 or 2, wherein the thermoplastic resin comprises a repeating unit represented by formula (1) and a repeating unit represented by formula (2).
7. The thermoplastic resin composition according to claim 1 or 2, wherein the thermoplastic resin comprises repeating units represented by formula (1) and repeating units represented by formula (2), and the molar ratio of the repeating units represented by formula (1) to the repeating units represented by formula (2) is 15:85 to 85:
15.
8. The thermoplastic resin composition according to claim 1 or 2, wherein the light transmittance of a 2 mm thick molded plate at a wavelength of 400 nm is 35% or less.
9. The thermoplastic resin composition according to claim 1 or 2, wherein the change in light transmittance in a weather resistance test is 20 points or less.
10. The thermoplastic resin composition according to claim 1 or 2, wherein the thermoplastic resin is a polyester resin or a polyester carbonate resin.
11. An optical member comprising the thermoplastic resin composition according to claim 1 or 2.
12. The optical component according to claim 11, wherein the optical component is an optical lens.