Thermoplastic resin and optical lens containing same

Abstract

The present invention provides a thermoplastic resin containing a structural unit (A) derived from a monomer represented by formula (1). A thermoplastic resin according to a preferred embodiment of the present invention contains a structural unit (B) derived from a monomer represented by general formula (6) and / or a structural unit (C) derived from a monomer represented by general formula (7). # imgabs0 #

Description

Technical Field

[0001] The present invention relates to a thermoplastic resin and an optical lens containing the thermoplastic resin. More specifically, the present invention relates to a polycarbonate resin, a polyester carbonate resin or a polyester resin, and an optical lens containing these resins. Background Art

[0002] As a material for an optical lens used in an optical system of various cameras such as a camera, a film-integrated camera, and a video camera, optical glass or an optical resin is used. Although optical glass is excellent in heat resistance, transparency, dimensional stability, chemical resistance, etc., it has problems of high material cost, poor moldability, and low productivity.

[0003] On the other hand, an optical lens formed of an optical resin has an advantage of being mass-produced by injection molding, and polycarbonate, polyester carbonate, polyester resin, etc. are used as a high refractive index material for a camera lens.

[0004] When an optical resin is used as an optical lens, in addition to optical properties such as refractive index and Abbe number, heat resistance, transparency, low water absorption, chemical resistance, low birefringence, heat and humidity resistance, etc. are also required. Especially in recent years, optical lenses having a high refractive index and high heat resistance have been sought, and various resins have been developed (Patent Documents 1 to 5).

[0005] Prior Art Documents

[0006] Patent Documents

[0007] Patent Document 1: Japanese Unexamined Patent Application Publication No. 2018-2893

[0008] Patent Document 2: Japanese Unexamined Patent Application Publication No. 2018-2894

[0009] Patent Document 3: Japanese Unexamined Patent Application Publication No. 2018-2895

[0010] Patent Document 4: Japanese Unexamined Patent Application Publication No. 2018-59074

[0011] Patent Document 5: WO2017 / 078073 Summary of the Invention

[0012] Technical Problem to be Solved by the Invention

[0013] The technical problem to be solved by the present invention is to provide a thermoplastic resin excellent in optical properties such as refractive index, Abbe number and photoelastic coefficient and also excellent in heat resistance, and an optical lens using the thermoplastic resin.

[0014] Technical Solution for Solving the Technical Problem

[0015] In order to solve the existing technical problems, the inventors of the present invention have repeatedly and painstakingly studied, and as a result, it has been found that by using a monomer having a specific structure as a raw material, a thermoplastic resin having excellent optical properties such as refractive index, Abbe number, and photoelastic coefficient and excellent heat resistance can be obtained, thus completing the present invention.

[0016] That is, the present invention includes the following aspects.

[0017] <1> A thermoplastic resin comprising a structural unit (A) derived from a monomer represented by the following formula (1).

[0018]

[0019] <2> The thermoplastic resin according to <1> above, wherein the monomer represented by the formula (1) is a monomer represented by the following formula (5).

[0020]

[0021] <3> The thermoplastic resin according to <1> or <2> above, wherein the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin, or a polyester resin.

[0022] <4> The thermoplastic resin according to any one of <1> to <3> above, wherein the thermoplastic resin comprises a structural unit (B) derived from a monomer represented by the following general formula (6) and / or a structural unit (C) derived from a monomer represented by the following general formula (7).

[0023]

[0024] (In the general formula (6),

[0025] R a and R b are each independently selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkoxy group having 1 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which may have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which may have a substituent, an aryl group having 6 to 20 carbon atoms which may have a substituent, a heteroaryl group having 6 to 20 carbon atoms which contains one or more heteroatoms selected from O, N, and S and which may have a substituent, an aryloxy group having 6 to 20 carbon atoms which may have a substituent, and -C≡C-R h ,

[0026] R h represents an aryl group having 6 to 20 carbon atoms which may have a substituent, or a heteroaryl group having 6 to 20 carbon atoms which contains one or more heteroatoms selected from O, N, and S and which may have a substituent,

[0027] X is a single bond or represents a fluorenyl group which may have substituents,

[0028] A and B each independently represent an alkylene group having 1 to 5 carbon atoms which may have substituents, m and n each independently represent an integer of 0 to 6,

[0029] a and b each independently represent an integer of 0 to 10.)

[0030]

[0031] (In general formula (7),

[0032] R c and R d each independently selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents, an alkoxy group having 1 to 20 carbon atoms which may have substituents, a cycloalkyl group having 5 to 20 carbon atoms which may have substituents, a cycloalkoxy group having 5 to 20 carbon atoms which may have substituents, and an aryl group having 6 to 20 carbon atoms which may have substituents,

[0033] Y1 is a single bond, a fluorenyl group which may have substituents, or any one of the structural formulas shown in the following formulas (8) to (14),

[0034]

[0035] (In formulas (8) to (15),

[0036] R 61 、R 62 、R 71 、R 72 、R 81 and R 82 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents or an aryl group having 6 to 30 carbon atoms which may have substituents, or represent R 61 and R 62 、or R 71 and R 72 which are bonded to each other to form a carbocyclic ring or heterocyclic ring having 1 to 20 carbon atoms which may have substituents,

[0037] r and s each independently represent an integer of 0 to 5000.)

[0038] A and B each independently represent an alkylene group having 1 to 5 carbon atoms which may have substituents, p and q each independently represent an integer of 0 to 4,

[0039] a and b each independently represent an integer of 0 to 10.)

[0040] <5>The thermoplastic resin as described in <4> above, wherein in the above general formula (6) and general formula (7), A and B each independently represent an alkylene group having 2 or 3 carbon atoms.

[0041] <6>The thermoplastic resin as described in <4> or <5> above, wherein the thermoplastic resin contains at least a structural unit derived from any one of BPEF, BNE, BNEF, DPBHBNA, BPM, and BCFL.

[0042] <7>The thermoplastic resin as described in any one of <1> to <6> above, wherein the thermoplastic resin further contains a structural unit derived from at least one monomer selected from the following monomer groups.

[0043]

[0044] (In the above formula, R1 and R2 each independently represent a hydrogen atom, a methyl group, or an ethyl group, R3 and R4 each independently represent a hydrogen atom, a methyl group, an ethyl group, or an alkylene glycol having 2 to 5 carbon atoms, and i and ii each independently represent an integer of 1 to 3.)

[0045] <8>The thermoplastic resin as described in any one of <1> to <7> above, wherein the weight average molecular weight (Mw) of the thermoplastic resin in terms of polystyrene is 10,000 to 100,000.

[0046] <9>The thermoplastic resin as described in any one of <1> to <8> above, wherein the refractive index (nD) of the thermoplastic resin is 1.500 to 1.700.

[0047] <10>The thermoplastic resin as described in any one of <1> to <9> above, wherein the Abbe number (ν) of the thermoplastic resin is 22.0 to 35.0.

[0048] <11>The thermoplastic resin as described in any one of <1> to <10> above, wherein the glass transition temperature of the thermoplastic resin is 135 to 160 °C.

[0049] <12>The thermoplastic resin as described in any one of <1> to <11> above, wherein the photoelastic coefficient of the thermoplastic resin is 25 to 45.

[0050] <13>The thermoplastic resin as described in any one of <1> to <12> above, wherein the water absorption rate of the thermoplastic resin is 0.10% to 0.50%.

[0051] <14>The thermoplastic resin as described in any one of <1> to <13> above, wherein the water absorption dimensional change rate of the thermoplastic resin is -0.1% to 0.10%.

[0052] <15>An optical lens containing the thermoplastic resin according to any one of <1> to <14> above.

[0053] Advantages of the Invention

[0054] According to the present invention, there can be provided a thermoplastic resin excellent in optical properties such as refractive index, Abbe number, and photoelastic coefficient and also excellent in heat resistance, and an optical lens containing the thermoplastic resin. Detailed Embodiments

[0055] Hereinafter, the present invention will be described in detail by way of synthesis examples and examples, etc. However, the present invention is not limited to the exemplified synthesis examples or examples, etc., and can be changed to any method as long as it does not significantly deviate from the content of the present invention.

[0056] <Thermoplastic Resin>

[0057] One embodiment of the present invention is a thermoplastic resin containing a structural unit (A) derived from a monomer represented by the following formula (1).

[0058]

[0059] In a preferred embodiment of the present invention, the monomer represented by the above formula (1) is a monomer represented by the following formula (5).

[0060]

[0061] The monomer represented by the above formula (1) can be a commercially available product or a monomer prepared by the method described in Japanese Patent No. 3673574.

[0062] The thermoplastic resin of one embodiment of the present invention is a polyester resin, a polycarbonate resin, a polyester carbonate resin, an epoxy resin, a polyurethane resin, a polyacrylate resin, a polymethacrylate resin, etc., but there is no particular limitation. A polycarbonate resin, a polyester carbonate resin, or a polyester resin is preferred, and more preferably contains a structural unit (A) represented by the following formula.

[0063]

[0064] In the thermoplastic resin of one embodiment of the present invention, the proportion of the structural unit (A) represented by the above formula in all the structural units is not particularly limited, and is preferably 1 to 80 mol%, more preferably 1 to 60 mol%, and particularly preferably 5 to 50 mol% in all the structural units. Further, in another embodiment of the present invention, the proportion of the structural unit (A) represented by the above formula in all the structural units is preferably 30 to 80 mol%, more preferably 40 to 80 mol%, and particularly preferably 50 to 70 mol% in all the structural units.

[0065] That is to say, in addition to the structural unit (A) represented by the above formula, the thermoplastic resin according to an embodiment of the present invention may further contain a structural unit derived from an aliphatic dihydroxy compound and / or a structural unit derived from an aromatic dihydroxy compound that are typically used as structural units of a polycarbonate resin or a polyester carbonate resin.

[0066] Specifically, as the aliphatic dihydroxy compound, various compounds can be cited, and in particular, 1,4-cyclohexanedimethanol, tricyclodecane dimethanol, 1,3-adamantanediol, 2,2-bis(4-hydroxycyclohexyl)-propane, 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane, 2-(5-ethyl-5-hydroxymethyl-1,3-dioxolan-2-yl)-2-methylpropane-1-ol, isosorbitol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, etc. can be cited.

[0067] As the aromatic dihydroxy compound, various compounds can be cited, and in particular, 2,2-bis(4-hydroxyphenyl)propane [bisphenol A], bis(4-hydroxyphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane, 2,2-bis(4-hydroxy-3,5-dimethylphenyl)propane, 4,4'-dihydroxybiphenyl, bis(4-hydroxyphenyl)cycloalkane, bis(4-hydroxyphenyl)ether, bis(4-hydroxyphenyl)sulfide, bis(4-hydroxyphenyl)sulfone, bis(4-hydroxyphenyl)sulfoxide and bis(4-hydroxyphenyl)ketone, bisphenoxyethanol fluorene, etc. can be cited.

[0068] In addition, the thermoplastic resin according to an embodiment of the present invention preferably contains a structural unit (B) derived from a monomer represented by the following general formula (6).

[0069]

[0070] In the general formula (6), R a and R b are each independently selected from a halogen atom, an alkyl group having 1 to 20 carbon atoms that may have a substituent, an alkoxy group having 1 to 20 carbon atoms that may have a substituent, a cycloalkyl group having 5 to 20 carbon atoms that may have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms that may have a substituent, an aryl group having 6 to 20 carbon atoms that may have a substituent, a heteroaryl group having 6 to 20 carbon atoms containing 1 or more heteroatoms selected from O, N, and S and that may have a substituent, an aryloxy group having 6 to 20 carbon atoms that may have a substituent, and -C≡C-R h . R hIt represents an aryl group having 6 to 20 carbon atoms which may have substituents, or a heteroaryl group having 6 to 20 carbon atoms containing one or more heteroatoms selected from O, N, and S and which may have substituents.

[0071] R a and R b Preferably, it is a hydrogen atom, an aryl group having 6 to 20 carbon atoms which may have substituents, a heteroaryl group having 6 to 20 carbon atoms containing one or more heteroatoms selected from O, N, and S and which may have substituents, more preferably a hydrogen atom, an aryl group having 6 to 20 carbon atoms which may have substituents, and further preferably a hydrogen atom, an aryl group having 6 to 12 carbon atoms which may have substituents.

[0072] In General Formula (6), X is a single bond, or represents a fluorenyl group which may have substituents. X is preferably a single bond, or a fluorenyl group which may have substituents and has a total of 12 to 20 carbon atoms.

[0073] In General Formula (6), A and B are each independently an alkylene group having 1 to 5 carbon atoms which may have substituents, preferably an alkylene group having 2 or 3 carbon atoms.

[0074] In General Formula (6), m and n are each independently an integer from 0 to 6, preferably an integer from 0 to 3, and more preferably 0 or 1.

[0075] In General Formula (6), a and b are each independently an integer from 0 to 10, preferably an integer from 1 to 3, and more preferably 1 or 2.

[0076] As specific examples of the structural unit (B), structural units derived from 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthalene (BNE), DPBHBNA, etc. can be cited.

[0077]

[0078] In addition, the thermoplastic resin of one embodiment of the present invention preferably has a structural unit (C) derived from a monomer represented by the following General Formula (7).

[0079]

[0080] In General Formula (7), R c and R d are each independently selected from a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents, an alkoxy group having 1 to 20 carbon atoms which may have substituents, a cycloalkyl group having 5 to 20 carbon atoms which may have substituents, a cycloalkoxy group having 5 to 20 carbon atoms which may have substituents, and an aryl group having 6 to 20 carbon atoms which may have substituents.

[0081] Rc and R d is preferably a hydrogen atom, an aryl group having 6 to 20 carbon atoms which may have substituents, a heteroaryl group having 6 to 20 carbon atoms containing one or more heteroatoms selected from O, N, and S and which may have substituents, more preferably a hydrogen atom, an aryl group having 6 to 20 carbon atoms which may have substituents, and still more preferably a hydrogen atom, an aryl group having 6 to 12 carbon atoms which may have substituents.

[0082] In General Formula (7), Y1 is a single bond, a fluorenyl group which may have substituents, or any one of the structural formulas represented by the following Formulas (8) to (15), and is preferably a single bond or the structural formula represented by the following Formula (8).

[0083]

[0084] In Formulas (8) to (15), R 61 , R 62 , R 71 , R 72 , R 81 and R 82 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents, or an aryl group having 6 to 30 carbon atoms which may have substituents, or represent R 61 and R 62 , or R 71 and R 72 which are bonded to each other to form a carbocyclic ring or a heterocyclic ring having 1 to 20 carbon atoms which may have substituents.

[0085] In Formulas (8) to (15), r and s are each independently an integer of 0 to 5000.

[0086] In the above General Formula (7), A and B are each independently an alkylene group having 1 to 5 carbon atoms which may have substituents, and are preferably an alkylene group having 2 or 3 carbon atoms. In the above General Formula (7), p and q are each independently an integer of 0 to 4, and are preferably 0 or 1. Further, in the above General Formula (7), a and b are each independently an integer of 0 to 10, preferably an integer of 0 to 5, and still more preferably an integer of 0 to 2, and for example, are 0 or 1.

[0087] As specific examples of the structural unit (C), structural units derived from BCFL (9,9-bis(4-hydroxy-3-methylphenyl)fluorene), BPEF (9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene), BPPEF (9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene), BNEF (9,9-bis[6-(2-hydroxyethoxy)naphthalen-2-yl]fluorene), bisphenol A, bisphenol AP, bisphenol AF, bisphenol B, bisphenol BP, bisphenol C, bis(4-hydroxyphenyl)-2,2-dichloroethylene, bisphenol E, bisphenol F, bisphenol G, bisphenol M (BPM), bisphenol S, bisphenol P, bisphenol PH, bisphenol TMC, bisphenol P-AP (4,4'-(1-phenylethylidene)bisphenol), bisphenol P-CDE (4,4'-subcyclododecylidene bisphenol), bisphenol P-H (4,4'-(3,3,5-trimethylcyclohexylidene)bisphenol), bisphenol P-MIBK (4,4'-(1,3-dimethylbutylidene)bisphenol), bisphenol PEO-FL (bisphenoxyethanol fluorene), bisphenol P-3MZ (4-[1-(4-hydroxyphenyl)-3-methylcyclohexyl]phenol), bisphenol OC-FL (4,4'-[1-[4-[1-(4-hydroxyphenyl)-1-methylethyl]phenyl]ethylidene]bisphenol), bisphenol Z, BP-2EO (2,2'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)diethanol]), S-BOC (4,4'-(1-methylethylidene)bis(2-methylphenol)), TrisP-HAP (4,4',4”-ethylidene triphenol), etc. can be cited. Among these, as the structural unit (C), structural units derived from BPEF, BNEF, BPM, or BCFL are preferably cited.

[0088]

[0089] The thermoplastic resin according to one embodiment of the present invention may also contain a structural unit derived from a monomer represented by the following general formula (1).

[0090]

[0091] In the general formula (1),

[0092] L 1 each independently represents a divalent linking group;

[0093] R 3 and R 4 each independently represents a halogen atom or a substituent having 1 to 20 carbon atoms that may contain an aromatic group;

[0094] j3 and j4 each independently represent an integer of 0 to 4;

[0095] t represents an integer of 0 or 1.

[0096] The thermoplastic resin of one embodiment of the present invention must contain structural unit (A). In addition to polymers containing structural unit (B) and not containing structural unit (C), and polymers containing structural unit (C) and not containing structural unit (B), it can also be a copolymer having structural units (B) and (C), a mixture of a polymer having structural unit (B) and a polymer having structural unit (C), and combinations thereof. As the polymer containing structural unit (C) and not containing structural unit (B), for example, polymers having structural units represented by the following formulas (I-1) to (I-3) can be cited; as the copolymer having structural units (B) and (C), for example, polymers having structural units represented by the following formulas (II-1) to (II-4) can be cited.

[0097]

[0098] (In formula (I-1), m and n are each an integer of 1 to 10, preferably an integer of 1 to 5, more preferably 1.

[0099] The number of repeating units of formula (I-3) is an integer of 1 to 10, preferably an integer of 1 to 5, more preferably 1.)

[0100] In addition, as the polymer having multiple structural units, block copolymers and random copolymers with values of m and n as large as, for example, 100 or more can be used, but random copolymers are preferred, and random copolymers with values of m and n equal to 1 are more preferably used.

[0101]

[0102] (In formulas (II-1) to (II-4), m and n are each independently an integer of 1 to 10, preferably an integer of 1 to 5, more preferably 1.)

[0103] In addition, as the polymer having multiple structural units, block copolymers and random copolymers with values of m and n as large as, for example, 100 or more can be used, but random copolymers are preferred, and random copolymers with values of m and n equal to 1 are more preferably used.

[0104] In the copolymer, the molar ratio of structural unit (B) to structural unit (C) is preferably 1:99 to 99:1, more preferably 10:90 to 90:10, still more preferably 15:85 to 85:15, and particularly preferably 30:70 to 70:30. In addition, in the mixture, the mass ratio of the polymer having structural unit (B) to the polymer having structural unit (C) is preferably 1:99 to 99:1, more preferably 10:90 to 90:10, still more preferably 15:85 to 85:15, and particularly preferably 30:70 to 70:30.

[0105] The thermoplastic resin of one embodiment of the present invention preferably further contains structural units derived from at least one monomer selected from the following monomer groups.

[0106]

[0107] (In the above formula, R1 and R2 each independently represent a hydrogen atom, a methyl group or an ethyl group, and R3 and R4 each independently represent a hydrogen atom, a methyl group, an ethyl group or an alkylene glycol having 2 to 5 carbon atoms. i and ii each independently represent an integer of 1 to 3.)

[0108] In the polycarbonate resin of a preferred embodiment of the present invention, alcohol compounds such as phenolic compounds that may be produced as by-products during manufacturing, or unreacted residual diol components or carbonic acid diesters sometimes exist as impurities.

[0109] Alcohol compounds such as phenolic compounds or carbonic acid diesters as impurities may cause a decrease in strength and the generation of strange odors when forming a molded body, so it is preferred that their contents are as small as possible.

[0110] The content of the residual phenolic compound is preferably 3000 mass ppm or less, more preferably 1000 mass ppm or less, and particularly preferably 300 mass ppm or less based on 100 mass% of the polycarbonate resin.

[0111] The content of the residual diol component is preferably 1000 mass ppm or less, more preferably 100 mass ppm or less, and particularly preferably 10 mass ppm or less based on 100 mass% of the polycarbonate resin.

[0112] The content of the residual carbonic acid diester is preferably 1000 mass ppm or less, more preferably 100 mass ppm or less, and particularly preferably 10 mass ppm or less based on 100 mass% of the polycarbonate resin.

[0113] It is particularly preferred that the contents of compounds such as phenol and tert-butylphenol are small, and it is preferred that these compounds are within the above ranges.

[0114] The content of the residual phenolic compound in the polycarbonate resin can be determined by a method of analyzing the phenolic compound extracted from the polycarbonate resin using gas chromatography.

[0115] Regarding the content of the residual alcohol compound in the polycarbonate resin, it can also be determined by a method of analyzing the alcohol compound extracted from the polycarbonate resin using gas chromatography.

[0116] The contents of the diol component and the carbonic acid diester remaining in the polycarbonate resin can also be determined by a method of extracting these compounds from the polycarbonate resin and analyzing them using gas chromatography.

[0117] The contents of alcohol compounds such as phenolic compounds as by-products, the diol component, and the carbonic acid diester can be reduced to an undetectable level, but from the viewpoint of productivity, they can also be contained in trace amounts within a range that does not impair the effects. In addition, if in trace amounts, it is also possible to optimize the plasticity during resin melting.

[0118] The content of each of the remaining phenolic compounds, diol component, or carbonic acid diester can be, for example, 0.01 mass ppm or more, 0.1 mass ppm or more, or 1 mass ppm or more with respect to 100% by mass of the polycarbonate resin.

[0119] The content of the remaining alcohol compounds can be, for example, 0.01 mass ppm or more, 0.1 mass ppm or more, or 1 mass ppm or more with respect to 100% by mass of the polycarbonate resin.

[0120] In addition, the contents of alcohol compounds such as phenolic compounds as by-products, the diol component, and the carbonic acid diester in the polycarbonate resin can be adjusted by appropriately adjusting the polycondensation conditions or the settings of the apparatus to be within the above range. In addition, it is also possible to adjust using the conditions of the extrusion process after polycondensation.

[0121] For example, the remaining amount of alcohol compounds such as phenolic compounds as by-products is related to the type of carbonic acid diester used in the polymerization of the polycarbonate resin, or the polymerization reaction temperature and polymerization pressure, etc. By adjusting these, the remaining amount of alcohol compounds such as phenolic compounds as by-products can be reduced.

[0122] For example, when producing a polycarbonate resin using a dialkyl carbonate such as diethyl carbonate, there is a tendency for the molecular weight to be difficult to increase and a low molecular weight polycarbonate to be formed, and the content of the alkyl alcohol compound as a by-product to increase. Such alkyl alcohols have high volatility, and once they remain in the polycarbonate resin, there is a tendency for the moldability of the resin to deteriorate. In addition, if the remaining amount of alcohol compounds such as phenolic compounds as by-products is large, there is a possibility of problems such as the generation of an odor during resin molding, and the possibility of a molecular weight reduction due to a cleavage reaction of the resin skeleton during mixing. Therefore, the content of the alcohol compounds as by-products remaining in the obtained polycarbonate resin is preferably 3000 mass ppm or less with respect to the polycarbonate resin (100% by mass). The content of the remaining alcohol compounds is preferably 3000 mass ppm or less, more preferably 1000 mass ppm or less, and particularly preferably 300 mass ppm or less with respect to 100% by mass of the polycarbonate resin.

[0123] <Physical properties of the thermoplastic resin>

[0124] (1) Refractive index (nD)

[0125] In one embodiment of the present invention, one of the features is that the thermoplastic resin has a high refractive index, and the refractive index is preferably 1.500 to 1.700, more preferably 1.550 to 1.700, and particularly preferably 1.580 to 1.650. Additionally, in another embodiment of the present invention, the refractive index is also preferably 1.560 to 1.610. In the present invention, the refractive index can be measured by the method described in the examples below.

[0126] (2) Abbe number (ν)

[0127] In one embodiment of the present invention, the Abbe number of the thermoplastic resin is preferably 22.0 to 35.0, more preferably 22.0 to 33.0, further preferably 23.0 to 32.0, and particularly preferably 23.0 to 30.0. Additionally, in another embodiment of the present invention, the Abbe number is also preferably 25.0 to 33.2. In the present invention, the Abbe number can be measured by the method described in the examples below.

[0128] (3) Glass transition temperature (Tg)

[0129] In one embodiment of the present invention, one of the features is that the thermoplastic resin has high heat resistance, and the glass transition temperature (Tg) is preferably 135 to 160 °C, more preferably 140 to 160 °C, further preferably 142 to 158 °C, and particularly preferably 144 to 155 °C. Additionally, in another embodiment of the present invention, the glass transition temperature (Tg) is preferably 110 to 210 °C, more preferably 130 to 200 °C, further preferably 140 to 180 °C, and particularly preferably 145 to 160 °C. In the present invention, the glass transition temperature can be measured by the method described in the examples below.

[0130] (4) Polystyrene-reduced weight-average molecular weight (Mw)

[0131] In one embodiment of the present invention, the polystyrene-reduced weight-average molecular weight of the thermoplastic resin is preferably 10,000 to 100,000, more preferably 10,000 to 80,000, and particularly preferably 10,000 to 60,000.

[0132] (5) Photoelastic coefficient

[0133] In one embodiment of the present invention, one of the features is that the photoelastic coefficient of the thermoplastic resin is low. The photoelastic coefficient is preferably 25 to 45, more preferably 25 to 38, and particularly preferably 28 to 38. In the present invention, the photoelastic coefficient can be measured according to the method described in the examples below.

[0134] (6) Water absorption rate (%)

[0135] In one embodiment of the present invention, the water absorption rate of the thermoplastic resin is preferably 0.10% to 0.50%, and more preferably 0.20% to 0.45%. In the present invention, the water absorption rate can be measured according to the method described in the examples below.

[0136] (7) Dimensional change rate of water absorption (%)

[0137] In one embodiment of the present invention, the dimensional change rate of water absorption of the thermoplastic resin preferably approaches 0%, for example, it is preferably -0.1% to 0.10%, and more preferably -0.01% to 0.05%. In the present invention, the dimensional change rate of water absorption can be measured according to the method described in the examples below.

[0138] <Thermoplastic resin composition>

[0139] Another embodiment of the present invention is a thermoplastic resin composition containing the above-mentioned thermoplastic resin and additives. In the thermoplastic resin composition of this embodiment, resins other than the thermoplastic resin of the present invention containing structural unit (A) described above can be used in combination within the range that does not impair the effects expected in this embodiment. Such resins are not particularly limited. For example, at least one resin selected from polycarbonate resin, polyester resin, polyester carbonate resin, (meth)acrylic resin, polyamide resin, polystyrene resin, cycloolefin resin, acrylonitrile-butadiene-styrene copolymer resin, vinyl chloride resin, polyphenylene ether resin, polysulfone resin, polyacetal resin, and methyl methacrylate-styrene copolymer resin can be cited. These resins can use various known resins and can be used alone or in combination of two or more and added to the thermoplastic resin composition.

[0140] [Antioxidant]

[0141] The thermoplastic resin composition preferably contains an antioxidant as the above-mentioned additive.

[0142] As the antioxidant, it is preferably to contain at least one of phenolic antioxidants and phosphite antioxidants.

[0143] Examples of phenolic antioxidants include 1,3,5-tris(3,5-di-tert-butyl-4-hydroxyphenylmethyl)-2,4,6-trimethylbenzene, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 4,4',4''-(1-methylpropylidene-3-ylidene)tris(6-tert-butyl-m-cresol), 6,6'-di-tert-butyl-4,4'-butylidene-bis-m-cresol, octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane, pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], etc. Pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] is preferred.

[0144] Examples of phosphite antioxidants include 2-ethylhexyl diphenyl phosphite, isodecyl diphenyl phosphite, trisisodecyl phosphite, triphenyl phosphite, 3,9-bis(octadecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 2,2'-methylenebis(4,6-di-tert-butylphenyl)-2-ethylhexyl phosphite, tris(2,4-di-tert-butylphenyl) phosphite, tris(nonylphenyl) phosphite, tetra-C12-15-alkyl (propane-2,2-diylbis(4,1-phenylene)) bis(phosphite), 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, etc. 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane is preferred.

[0145] As the antioxidant, any one of the above may be used alone, or a mixture of two or more may be used.

[0146] In the thermoplastic resin composition, based on the total weight of the resin composition, it is preferably contained 1 weight ppm to 3000 weight ppm of the antioxidant. The content of the antioxidant in the thermoplastic resin composition is more preferably 50 weight ppm to 2500 weight ppm, further preferably 100 weight ppm to 2000 weight ppm, particularly preferably 150 weight ppm to 1500 weight ppm, and even more preferably 200 weight ppm to 1200 weight ppm.

[0147] [Release agent]

[0148] The thermoplastic resin composition preferably contains a release agent as the above additive.

[0149] Examples of the release agent include ester compounds such as glycerol fatty acid esters such as monoglyceride / diglyceride of glycerol fatty acid, propylene glycol fatty acid esters, sorbitan fatty acid esters such as sorbitan monooleate, higher alcohol fatty acid esters, and esters of aliphatic polyols and aliphatic carboxylic acids, such as full esters or mono-fatty acid esters. When using an ester of an aliphatic polyol and an aliphatic carboxylic acid as the release agent, either mono-esters, full esters, etc. can be used, but it can also be an ester other than full esters such as mono-esters.

[0150] Specific examples of the release agent include the following compounds:

[0151] That is, it can be cited: sorbitan fatty acid esters such as sorbitan stearate, sorbitan laurate, sorbitan oleate, sorbitan trioleate, sorbitan tribehenate, sorbitan stearate, sorbitan tristearate, sorbitan octanoate;

[0152] Propylene glycol fatty acid esters such as propylene glycol monostearate, propylene glycol monooleate, propylene glycol monobehenate, propylene glycol monolaurate, propylene glycol monopalmitate;

[0153] Higher alcohol fatty acid esters such as stearyl stearate;

[0154] Glycerol fatty acid monoglycerides, including monoglycerides such as glycerol monostearate, glycerol mono(12 - hydroxystearate) and other monohydroxy fatty acid glycerol esters, glycerol monooleate, glycerol monobehenate, glycerol monocaprylate, glycerol monodecanoate, glycerol monolaurate; mono / diglycerides such as mono / distearin, mono / dibehenin, mono / diolein;

[0155] Acetylated monoglycerides of glycerol fatty acid esters such as diacetyl monolaureate glycerol;

[0156] Organic acid monoglycerides of glycerol fatty acid esters such as citric acid fatty acid monoglyceride, succinic acid fatty acid monoglyceride, diacetyl tartaric acid fatty acid monoglyceride;

[0157] Polyglycerol fatty acid esters such as distearin, dilaurin, diolein, monostearin diglyceride, monolaurin diglyceride, monomyristin diglyceride, monoolein diglyceride, tetraglycerol stearate, decaglycerol laurate, decaglycerol oleate, polyglycerol polyricinoleate, etc.

[0158] In the thermoplastic resin composition, based on the total weight of the resin composition, a mold release agent is preferably contained in an amount of 1 weight ppm to 5000 weight ppm. The content of the mold release agent in the thermoplastic resin composition is more preferably 50 weight ppm to 4000 weight ppm, still more preferably 100 weight ppm to 3500 weight ppm, particularly preferably 500 weight ppm to 13000 weight ppm, and even more preferably 1000 weight ppm to 2500 weight ppm.

[0159] [Other additives]

[0160] In the thermoplastic resin composition, in addition to the above-mentioned antioxidant and mold release agent, other additives can also be added. For example, as additives that the thermoplastic resin composition can contain, compounding agents, catalyst deactivators, heat stabilizers, plasticizers, fillers, ultraviolet absorbers, rust inhibitors, dispersants, defoaming agents, leveling agents, flame retardants, lubricants, dyes, pigments, bluing agents, nucleating agents, clarifying agents, etc. can be cited.

[0161] The content of other additives in the thermoplastic resin composition other than the antioxidant and the mold release agent is preferably 10 weight ppm to 5.0 weight%, more preferably 100 weight ppm to 2.0 weight%, still more preferably 1000 weight ppm to 1.0 weight%, but is not limited thereto.

[0162] The above-mentioned additives may have an adverse effect on the transmittance, and it is preferably not added in excess, for example, the total addition amount is within the above range.

[0163] <Optical component>

[0164] The thermoplastic resin or thermoplastic resin composition (hereinafter simply referred to as "resin composition") of the present invention can be applied to optical components. In one embodiment of the present invention, an optical component containing the resin composition of the present invention is provided. In one embodiment of the present invention, the optical component includes an optical disc, a transparent conductive substrate, an optical card, a sheet, a film, an optical fiber, a lens, a prism, an optical film, a base, a filter, a hard coat film, etc., but is not limited to these. Since the resin composition of the present invention has high fluidity and can be molded by a casting method, it is particularly suitable for manufacturing thin optical components. In a preferred embodiment of the present invention, the optical component manufactured using the resin composition of the present invention can be an optical lens. In another preferred embodiment of the present invention, the optical component manufactured using the resin composition of the present invention can be an optical film.

[0165] When manufacturing an optical component containing the resin composition of the present invention by injection molding, it is preferably molded under the conditions of a barrel temperature of 260 to 350°C and a mold temperature of 90 to 170°C. It is further preferably molded under the conditions of a barrel temperature of 270 to 320°C and a mold temperature of 100 to 160°C. When the barrel temperature is higher than 350°C, the resin composition decomposes and colors; when it is lower than 260°C, the melt viscosity tends to increase and molding becomes difficult. In addition, when the mold temperature is higher than 170°C, it becomes difficult to take out the molded sheet composed of the resin composition from the mold. On the other hand, when the mold temperature is less than 90°C, the resin solidifies prematurely in the mold during molding, making it difficult to control the shape of the molded sheet and difficult to fully transfer the shape given by the mold.

[0166] <Optical lens>

[0167] In one embodiment of the present invention, the resin composition can be applied to an optical lens. The optical lens manufactured using the resin composition of the present invention has a high refractive index and excellent heat resistance, and thus can be used in fields such as telescopes, binoculars, and television projectors where expensive high-refractive-index glass lenses are currently used, and is extremely useful.

[0168] For example, in the lens of a smartphone, a lens formed of a thermoplastic resin containing structural unit (A) and a lens formed of a resin containing any one of the structural units of formulas (II-1) to (II-4) or a resin containing a structural unit of any one of the following monomers can be overlapped to form a lens unit for use.

[0169]

[0170] (In the above formulas, R1 and R2 each independently represent a hydrogen atom, a methyl group or an ethyl group, and R3 and R4 each independently represent a hydrogen atom, a methyl group, an ethyl group or an alkylene glycol having 2 to 5 carbon atoms.)

[0171] As needed, the optical lens of the present invention is preferably implemented in the form of an aspherical lens. An aspherical lens can make the spherical aberration substantially zero with one lens, so there is no need to use a combination of multiple spherical lenses to eliminate spherical aberration, and lightweight and reduced molding costs can be achieved. Therefore, aspherical lenses are particularly useful as camera lenses among optical lenses.

[0172] In addition, due to its high molding fluidity, the optical lens of the present invention is particularly useful as a material for thin-walled, small-sized, and complex-shaped optical lenses. As specific lens dimensions, the thickness of the central portion is preferably 0.05 to 3.0 mm, more preferably 0.05 to 2.0 mm, and further preferably 0.1 to 2.0 mm. In addition, the diameter is preferably 1.0 mm to 20.0 mm, more preferably 1.0 to 10.0 mm, and further preferably 3.0 to 10.0 mm. In addition, as its shape, a meniscus lens with a single-sided convex or single-sided concave shape is preferred.

[0173] The optical lens of the present invention can be formed by any method such as die molding, cutting, grinding, laser processing, electrical discharge machining, etching, etc. Among them, from the aspect of manufacturing cost, die molding is more preferred.

[0174] <Optical film>

[0175] In one embodiment of the present invention, the resin composition can be applied to an optical film. In particular, the optical film manufactured using the polycarbonate resin of the present invention is applicable to films for liquid crystal substrates, optical memory cards, etc. due to its excellent transparency and heat resistance.

[0176] In order to avoid foreign matter from mixing into the optical film as much as possible, the molding environment must of course also be a low-dust environment, preferably Class 6 or lower, and more preferably Class 5 or lower.

[0177] Examples

[0178] Hereinafter, the examples of the present invention will be illustrated together with comparative examples to explain the invention in detail, but the present invention is not limited to these examples. The physical property values of the obtained resins are measured based on the following methods and apparatuses.

[0179] 1) Weight-average molecular weight (Mw)

[0180] The weight-average molecular weight of the obtained resin is measured by gel permeation chromatography (GPC) method and calculated by conversion with standard polystyrene. The apparatuses, columns, and measurement conditions used are as follows.

[0181] · GPC apparatus: manufactured by Tosoh Corporation, HLC-8420GPC

[0182] · Columns: manufactured by Tosoh Corporation, TSKgel SuperHM-M × 3 columns

[0183] manufactured by Tosoh Corporation, TSKgel guardcolumn SuperH-H × 1 column manufactured by Tosoh Corporation, TSKgel SuperH-RC × 1 column

[0184] · Detector: RI detector

[0185] · Standard polystyrene: Manufactured by Tosoh Corporation, standard polystyrene kit PStQuick C

[0186] · Sample solution: 0.2 mass% tetrahydrofuran solution

[0187] · Eluent: Tetrahydrofuran

[0188] · Eluent flow rate: 0.6 mL / min

[0189] · Column temperature: 40 °C

[0190] 2) Glass transition temperature (Tg)

[0191] Based on JIS K7121-1987, using a differential scanning calorimeter, the measurement was carried out with a heating program of 10 °C / minute.

[0192] Differential scanning calorimeter: DSC2500 manufactured by TA Instruments

[0193] 3) Refractive index (nD)

[0194] Based on JIS B 7071-2:2018, a V-block was formed by molding a polycarbonate resin as a test piece. Using a refractometer (KPR-3000 manufactured by Shimadzu Corporation), the refractive index was measured at 23 °C.

[0195] 4) Abbe number (ν)

[0196] Using the same test piece (V-block) as that used for the refractive index measurement, using a refractometer, the refractive indices at wavelengths of 486 nm, 589 nm, and 656 nm at 23 °C were measured, and the Abbe number was calculated using the following formula.

[0197] Refractometer: KPR-3000 manufactured by Shimadzu Corporation

[0198] ν = (nD-1) / (nF-nC)

[0199] nD: Refractive index at a wavelength of 589 nm

[0200] nC: Refractive index at a wavelength of 656 nm

[0201] nF: Refractive index at a wavelength of 486 nm

[0202] 5) Photoelastic coefficient

[0203] The obtained resin was dissolved in dichloromethane to obtain a resin solution. This resin solution was spread on a tray to evaporate the solvent, obtaining a film with a thickness of 0.1 mm, which was used as a sample piece.

[0204] The photoelastic coefficient is measured using an ellipsometer.

[0205] Measurement method: The photoelastic coefficient is calculated by measuring the change in birefringence with respect to the change in load at a wavelength of 633 nm.

[0206] Ellipsometer: Ellipsometer M-220 manufactured by JASCO Corporation

[0207] 6) Water absorption rate (%)

[0208] A test piece with a diameter of 50 mm and a thickness of 2 mm obtained by injection molding is dried at 110 °C for 6 hours using a hot air dryer. After that, the mass of the test piece is measured as M0. Then, the test piece is placed in an environmental test chamber controlled at 85 °C and 85% RH. After 72 hours, the test piece is taken out and the mass is measured as Mt. The water absorption rate (%) is calculated using the following formula.

[0209] Water absorption rate (%) = (Mt - M0) / M0 × 100

[0210] Among them, the mass measurement is carried out in an environment controlled at 23 °C ± 2 °C (21 °C to 25 °C).

[0211] 7) Water absorption dimensional change rate (%)

[0212] A test piece with a diameter of 50 mm and a thickness of 2 mm obtained by injection molding is dried at 110 °C for 6 hours using a hot air dryer. After that, the size of the test piece is measured as D0. Then, the test piece is placed in an environmental test chamber controlled at 85 °C and 85% RH. After 72 hours, the test piece is taken out and the size is measured as Dt. The water absorption dimensional change rate (%) is calculated using the following formula.

[0213] Dimensional change rate (%) = (Dt - D0) / D0 × 100

[0214] Among them, the size measurement is carried out in an environment controlled at 23 °C ± 2 °C (21 °C to 25 °C).

[0215] (Example 1-1)

[0216] 16.694 g (0.0381 mol) of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene (BPEF) as a raw material, 8.7912 g (0.0163 mol) of 4,4'-[1,3-phenylene bis(1-methylethylidene)]bis[2-cyclohexyl-5-methylphenol] (Bis3M6C-M), 12.000 g (0.0560 mol) of diphenyl carbonate (DPC), and 20 μl of a 2.5×10 -2 mol / L aqueous sodium bicarbonate solution (5.0×10 -7(0.0967 mol) was added to a 300 mL reactor equipped with a stirrer and a distillation device, and the system was purged with nitrogen. The reactor was immersed in an oil bath heated to 200 °C, and the transesterification reaction was started. It was heated to 240 °C in 140 minutes, and at the same time, the pressure was reduced to below 0.1 kPa. After maintaining for 30 minutes, nitrogen was introduced into the reaction system and restored to 101.3 kPa to obtain a polycarbonate resin. The physical properties of the obtained resin are shown in Table 1.

[0217] (Examples 1-2 to 1-6, Comparative Example 1)

[0218] The dihydroxy compound (diol) in the raw materials was made into the compounds described in Table 1. Except for this, the same operations as in Example 1-1 were carried out to obtain a polycarbonate resin. The physical properties of the obtained resin are shown in Table 1.

[0219] [Table 1]

[0220]

[0221] (Example 2-1)

[0222] <Step 1>

[0223] 33.5 g (0.0967 mol) of bisphenol M (BPM), 39.1 g (0.0725 mol) of Bis3M6C-M, and 27.4 g (0.0725 mol) of BCFL were added to 490 ml of a 9 w / w% aqueous sodium hydroxide solution, and 0.5 g of sodium dithionite was further added and dissolved. 300 ml of dichloromethane and 0.1 g of triethylbenzylammonium chloride (TEBAC) were added to this solution. While stirring, the solution temperature was set to 20 °C, and 47.9 g of phosgene was blown in over 30 minutes.

[0224] <Step 2>

[0225] After the blowing in of phosgene was completed, 1.61 g of p-tert-butylphenol (PTBP) dissolved in 50 ml of dichloromethane was added, and it was vigorously stirred for 7 minutes to emulsify it. Then, 0.5 ml of triethylamine as a polymerization catalyst was added, and polymerization was carried out for 30 minutes.

[0226] <Post-treatment process>

[0227] The polymerization solution was separated into an aqueous layer and an organic layer. The organic layer was neutralized with phosphoric acid and repeatedly washed with pure water until the pH value of the washing solution reached pH = 7.0. The organic solvent was evaporated and distilled off from the refined polycarbonate resin to obtain polycarbonate resin powder. The polycarbonate resin powder was dried at 120 °C for 24 hours to completely remove the solvent. The physical properties of the obtained resin are shown in Table 2.

[0228] (Examples 2-2 to 2-7, Comparative Example 2)

[0229] The dihydroxy compound (diol) in the raw material was made into the compound described in Table 2, and otherwise, the same operations as in Example 2-1 were carried out to obtain a polycarbonate resin. The physical properties of the obtained resin are shown in Table 2.

[0230] [Table 2]

[0231]

[0232] (Example 3-1)

[0233] 8543.3 g (19.5 moles) of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene (BPEF) as a raw material, 4500.0 g (8.4 moles) of 4,4'-[1,3-phenylene bis(1-methylethylene)]bis[2-cyclohexyl-5-methylphenol] (Bis3M6C-M), 6142.5 g (28.7 moles) of diphenyl carbonate (DPC), and 5.5 ml (5.5×10 -1 moles) of an aqueous sodium bicarbonate solution with a concentration of 1.0×10 -4 mole / liter were added to a 50-liter reactor equipped with a stirrer and a distillation device. Then, the inside of the reaction system was purged with nitrogen, and under a nitrogen atmosphere of 760 Torr, it was heated to 180°C and stirred for 30 minutes.

[0234] After the raw materials were completely dissolved, the temperature was raised to 190°C in 20 minutes, and then the degree of vacuum was adjusted to 200 Torr. The transesterification reaction was carried out while maintaining at 190°C and 200 Torr for 20 minutes. Then, the temperature was raised to 220°C at a rate of 30°C / hr, and the degree of vacuum was adjusted to 150 Torr.

[0235] After that, the temperature was raised to 240°C at a rate of 60°C / hr, and the degree of vacuum was adjusted to 100 Torr. Then, it was reduced to below 1 Torr in 40 minutes, and stirred at 240°C and 1 Torr for 30 minutes while carrying out the polymerization reaction. After the reaction was completed, nitrogen was introduced into the reactor for pressurization, and the produced polycarbonate resin was pelletized and taken out using a pelletizer.

[0236] The pellets of the obtained polycarbonate resin were dried at 100°C for 3 hours, pentaerythritol-tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (ADEKA STAB AO-60, manufactured by ADEKA Corporation) was added at 1000 ppm relative to the polycarbonate resin, and monoglyceryl stearate (monostearin, S-100A, manufactured by Riken Vitamin Co., Ltd.) was added at 1000 ppm relative to the polycarbonate resin, and then kneaded using a twin-screw extruder. The physical properties of the obtained resin are shown in Table 3. The details of the extrusion are as follows.

[0237] Twin-screw extruder: IPT-35 manufactured by IPEC Co., Ltd.

[0238] Resin temperature: 260 °C

[0239] Discharge rate: 20 kg / h

[0240] Screw rotation speed: 200 rpm

[0241] (Examples 3-2 to 3-6, Comparative Example 3)

[0242] The dihydroxy compound (diol) in the raw material was made into the compound described in Table 3, and otherwise, the same operation as in Example 3-1 was carried out to obtain a polycarbonate resin. The physical properties of the obtained resin are shown in Table 3.

[0243] [Table 3]

[0244]

[0245] In the system of Bis3M6C-M / BPEF or OPPFL(2EO), a system containing 30 mol% or more of Bis3M6-M is preferred because of its low water absorption rate and low water absorption dimensional change rate.

[0246] In addition, in the system of Bis3M6C-M / BPM, a system containing more than 50 mol% of Bis3M6C-M, especially in the case of 70 / 30, is preferred because of its low water absorption rate and low water absorption dimensional change rate.

Claims

1. A thermoplastic resin, characterized in that: it contains a structural unit A derived from a monomer represented by the following formula (1), 2. The thermoplastic resin according to claim 1, characterized in that: the monomer represented by the formula (1) is a monomer represented by the following formula (5), 3. The thermoplastic resin according to claim 1 or 2, characterized in that: the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin or a polyester resin.

4. The thermoplastic resin according to any one of claims 1 to 3, characterized in that: the thermoplastic resin contains a structural unit B derived from a monomer represented by the following general formula (6) and / or a structural unit C derived from a monomer represented by the following general formula (7), In the general formula (6), R a and R b are each independently selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkoxy group having 1 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which may have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which may have a substituent, an aryl group having 6 to 20 carbon atoms which may have a substituent, a heteroaryl group having 6 to 20 carbon atoms containing 1 or more heteroatoms selected from O, N, and S and which may have a substituent, an aryloxy group having 6 to 20 carbon atoms which may have a substituent, and -C≡C-R h , R h represents an aryl group having 6 to 20 carbon atoms which may have substituents, or a heteroaryl group having 6 to 20 carbon atoms containing one or more heteroatoms selected from O, N and S and which may have substituents X is a single bond or a fluorene group which may have a substituent, A and B each independently represent an alkylene group having 1 to 5 carbon atoms which may have a substituent, m and n each independently represent an integer of 0 to 6, a and b each independently represent an integer of 0 to 10, In the general formula (7), R c and R d are each independently selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkoxy group having 1 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which may have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which may have a substituent, and an aryl group having 6 to 20 carbon atoms which may have a substituent, Y1 is a single bond, a fluorene group which may have a substituent, or any one of the structural formulas represented by the following formulas (8) to (14), In the formulas (8) to (15), R 61 、R 62 、R 71 、R 72 、R 81 and R 82 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents, or an aryl group having 6 to 30 carbon atoms which may have substituents, or represents R 61 and R 62 、or R 71 and R 72 which are bonded to each other to form a carbocyclic ring or heterocyclic ring having 1 to 20 carbon atoms which may have substituents, r and s each independently represent an integer of 0 to 5000, A and B each independently represent an alkylene group having 1 to 5 carbon atoms which may have a substituent, p and q each independently represent an integer of 0 to 4, a and b each independently represent an integer of 0 to 10.

5. The thermoplastic resin according to claim 4, characterized in that: in the general formula (6) and the general formula (7), A and B each independently represent an alkylene group having 2 or 3 carbon atoms.

6. The thermoplastic resin according to claim 4 or 5, characterized in that: the thermoplastic resin contains at least a structural unit derived from any one of BPEF, BNE, BNEF, DPBHBNA, BPM and BCFL.

7. The thermoplastic resin according to any one of claims 1 to 6, characterized in that: the thermoplastic resin further contains a structural unit derived from at least one monomer selected from the following monomer group, In the above formulas, R1 and R2 each independently represent a hydrogen atom, a methyl group or an ethyl group, R3 and R4 each independently represent a hydrogen atom, a methyl group, an ethyl group or an alkylene diol having 2 to 5 carbon atoms, and i and ii each independently represent an integer of 1 to 3.

8. The thermoplastic resin according to any one of claims 1 to 7, characterized in that: the weight average molecular weight Mw of the thermoplastic resin in terms of polystyrene is 10,000 to 100,000.

9. The thermoplastic resin according to any one of claims 1 to 8, characterized in that: the refractive index nD of the thermoplastic resin is 1.500 to 1.

700.

10. The thermoplastic resin according to any one of claims 1 to 9, characterized in that: The Abbe number ν of the thermoplastic resin is 22.0 to 35.

0.

11. The thermoplastic resin according to any one of claims 1 to 10, characterized in that: The glass transition temperature of the thermoplastic resin is 135 to 160 °C.

12. The thermoplastic resin according to any one of claims 1 to 11, characterized in that: The photoelastic coefficient of the thermoplastic resin is 25 to 45.

13. The thermoplastic resin according to any one of claims 1 to 12, characterized in that: The water absorption rate of the thermoplastic resin is 0.10% to 0.50%.

14. The thermoplastic resin according to any one of claims 1 to 13, characterized in that: The water absorption dimensional change rate of the thermoplastic resin is -0.1% to 0.10%.

15. An optical lens, characterized in that: Contains the thermoplastic resin described in any one of claims 1 to 14.

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