Thermoplastic resin and optical member

Abstract

According to one embodiment of the present invention, provided is a thermoplastic resin comprising a structural unit (A) derived from a monomer represented by general formula (1) and a structural unit (C) derived from a monomer represented by general formula (3).

Description

Thermoplastic resins and optical components

[0001] The present invention relates to a thermoplastic resin and an optical member containing the same.

[0002] Optical glass or optical resin is used as a material for optical lenses used in the optical systems of various cameras, such as cameras with integrated film, video cameras, etc. Optical glass is excellent in heat resistance, transparency, dimensional stability, chemical resistance, etc., but has problems such as high material costs, poor moldability, and low productivity.

[0003] On the other hand, optical lenses made of optical resins have the advantage of being mass-produced by injection molding. For example, polycarbonate resins are used in camera lenses. However, in recent years, the trend toward lighter, thinner, and smaller products has led to a demand for the development of resins with higher refractive indices. Generally, when the refractive index of an optical material is high, lens elements with the same refractive index can be realized with surfaces having smaller curvatures, thereby reducing the amount of aberration generated by these surfaces. As a result, it becomes possible to reduce the number of lenses, reduce the lens's decentering sensitivity, and reduce the lens's thickness to reduce its weight.

[0004] In general, camera optical systems correct aberrations by combining multiple concave and convex lenses. That is, the chromatic aberration caused by the convex lens is neutralized by combining a concave lens with a chromatic aberration of the opposite sign to that of the convex lens. In this case, the concave lens is required to have high dispersion (i.e., a low Abbe number).

[0005] Therefore, development of resins for optical lenses with high refractive indexes and low Abbe numbers has been underway. For example, Patent Document 1 describes an optical lens made of a polycarbonate resin containing a structural unit derived from bisphenol A. Furthermore, Patent Document 2 describes that polycarbonate resins having a fluorene structure are excellent in terms of refractive index and birefringence and are useful as optical materials. Furthermore, in recent years, resins with small absolute values ​​of birefringence intensity have been sought in order to provide optical components with higher performance. The use of such resins in optical lenses leads to improved imaging performance of the final lens unit, enabling clearer images to be obtained.

[0006] Patent No. 5245824 JP 6-25398 Publication International Publication No. 2021 / 220811

[0007] An object of the present invention is to provide a thermoplastic resin useful as an optical material and an optical member containing the same.

[0008] As a result of extensive research, the present inventors have found that a thermoplastic resin containing a specific combination of structural units has physical properties such as refractive index, Abbe number, and birefringence strength that are particularly favorable for optical materials. The present invention is, for example, as follows: [1] A thermoplastic resin containing a structural unit (A) derived from a monomer represented by the following general formula (1) and a structural unit (C) derived from a monomer represented by the following general formula (3): [In the general formula (1), L １ each independently represents a divalent linking group; R ３ and R ４ each independently represents a substituent having 1 to 20 carbon atoms which may contain a halogen atom or an aromatic group; j3 and j4 each independently represent an integer of 0 to 4; and t represents an integer of 0 or 1; [In the general formula (3), A' and B' each independently represent an alkylene group having 1 to 5 carbon atoms which may have a substituent; R ｃ and R ｄare each independently selected from the group consisting of a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkoxyl 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 cycloalkoxyl 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, and a heteroaryl group having 6 to 20 carbon atoms which contains one or more heterocyclic atoms selected from O, N, and S and which may have a substituent, Y represents a single bond or a divalent linking group, c and d each independently represent an integer of 0 to 10, and p and q each independently represent an integer of 0 to 4. [2] The thermoplastic resin according to [1], wherein the proportion of the structural unit (A) is 5 to 95 mol % and the proportion of the structural unit (C) is 5 to 95 mol % relative to the total of the structural units (A) and (C). [3] The thermoplastic resin according to [1], wherein R in the general formula (1) ３ and R ４ [4] The thermoplastic resin according to [1] or [2], wherein L in the general formula (1) is independently a methyl group, a phenyl group, or a naphthyl group. １ [5] The thermoplastic resin according to any one of [1] to [4], wherein each of the groups represented by the general formula (1) is independently an alkylene group having 1 to 5 carbon atoms which may have a substituent. [6] The thermoplastic resin according to any one of [1] to [4], wherein the monomer represented by the general formula (1) has a structure represented by the following formula (1'): [6] The thermoplastic resin according to any one of [1] to [5], wherein Y in the general formula (3) is a single bond, a fluorene group which may have a substituent, or a divalent linking group having a structure represented by any one of the following formulas (8) to (14): [In formulas (8) to (14), R ６１ , R ６２ , R ７１ and R ７２ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R ６１ and R ６２ , or R７１ and R ７２ are bonded to each other to form a carbon ring or hetero ring having 1 to 20 carbon atoms which may have a substituent, and r and s each independently represent an integer of 0 to 5,000.] [7] The thermoplastic resin according to any one of [1] to [6], wherein A' and B' in the general formula (3) each independently represent an alkylene group having 2 or 3 carbon atoms which may have a substituent. [8] The thermoplastic resin according to any one of [1] to [7], wherein the monomer represented by the general formula (3) has a structure represented by the following general formula (IV): [In the formula, A', B', R ｃ , R ｄ , c, d, p and q are as defined in the general formula (3); １ and R ２ each independently represent an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms, each of which may have a substituent; and e and f each independently represent an integer of 0 to 4. [9] The thermoplastic resin according to any one of [1] to [8], wherein the monomer represented by the general formula (3) is selected from the group consisting of:

[10] The thermoplastic resin according to any one of [1] to [9], further comprising a structural unit (B) derived from a monomer represented by the following general formula (2): [wherein A and B each independently represent an alkylene group having 1 to 5 carbon atoms, a carbonyl group, or a combination thereof, which may have a substituent; R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, an aryloxy group having 6 to 20 carbon atoms, and —C≡C—R ｈeach of which may have a substituent; 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 may have a substituent and which contains one or more heterocyclic atoms selected from O, N, and S; X represents a single bond or a divalent linking group; a and b each independently represent an integer of 0 to 10; and m and n each independently represent an integer of 0 to 6.

[11] The thermoplastic resin according to

[10] , wherein, with respect to the total of the structural units (A), (B), and (C), the proportion of the structural unit (A) is 10 to 35 mol %, the proportion of the structural unit (B) is 20 to 50 mol %, and the proportion of the structural unit (C) is 10 to 45 mol %.

[12] The thermoplastic resin according to

[10] or

[11] , wherein, in the general formula (2), each X is independently a single bond or a fluorene group, which may have a substituent.

[13] The thermoplastic resin according to any one of

[10] to

[12] , wherein the monomer represented by the general formula (2) has a structure represented by the following general formula (II) or (III): [In the formula, A, B, R ａ , R ｂ , a, b, m and n are as defined in the general formula (2); R １ and R ２ each independently represent an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms, each of which may have a substituent; and e and f each independently represent an integer of 0 to 4.

[14] The thermoplastic resin according to any one of

[10] to

[13] , wherein the monomer represented by the general formula (2) is selected from the group consisting of:

[15] The thermoplastic resin according to any one of [1] to

[14] , having a birefringence intensity greater than -0.5 and equal to or less than 0.5.

[16] The thermoplastic resin according to any one of [1] to

[15] , wherein the proportion of molecules having a molecular weight (Mw) of less than 1000 in the thermoplastic resin is 1.9% or more, and the proportion of molecules having a molecular weight of less than 1000 (CLWC) is calculated by the following formula: [16-1] The thermoplastic resin according to any one of [1] to

[16] , wherein the refractive index (nD) of the thermoplastic resin at 23°C and a wavelength of 589 nm is 1.635 to 1.695. [16-2] The thermoplastic resin according to any one of [1] to [16-1], wherein the Abbe number (ν) of the thermoplastic resin is 23 or less.

[17] The thermoplastic resin according to any one of [1] to [16-2], wherein the thermoplastic resin is selected from the group consisting of polycarbonate resin, polyester resin, and polyester carbonate resin.

[18] An optical member comprising the thermoplastic resin according to any one of [1] to

[17] .

[19] The optical member according to

[18] , wherein the optical member is an optical lens.

[0009] According to the present invention, it is possible to provide a thermoplastic resin useful as an optical material and an optical member containing the same.

[0010] Hereinafter, embodiments of the present invention will be described in detail. According to one embodiment, the thermoplastic resin of the present invention contains a structural unit (A) derived from a monomer represented by the following general formula (1) and a structural unit (C) derived from a monomer represented by the following general formula (3): [In the general formula (1), L １ each independently represents a divalent linking group; R ３ and R ４ each independently represents a substituent having 1 to 20 carbon atoms which may contain a halogen atom or an aromatic group; j3 and j4 each independently represent an integer of 0 to 4; and t represents an integer of 0 or 1; [In the general formula (3), A' and B' each independently represent an alkylene group having 1 to 5 carbon atoms which may have a substituent; R ｃ and Rｄ are each independently selected from the group consisting of a halogen atom, an alkyl group of 1 to 20 carbon atoms which may have a substituent, an alkoxyl group of 1 to 20 carbon atoms which may have a substituent, a cycloalkyl group of 5 to 20 carbon atoms which may have a substituent, a cycloalkoxyl group of 5 to 20 carbon atoms which may have a substituent, an aryl group of 6 to 20 carbon atoms which may have a substituent, and a heteroaryl group of 6 to 20 carbon atoms which contains one or more hetero ring atoms selected from O, N, and S and which may have a substituent; Y represents a single bond or a divalent linking group; c and d each independently represent an integer of 0 to 10; and p and q each independently represent an integer of 0 to 4.

[0011] The inventors have discovered that thermoplastic resins having the above-described structure have physical properties favorable for optical materials, such as a high refractive index, a small Abbe number, and a small absolute value of birefringence intensity. Generally, a high refractive index of an optical material allows lens elements having the same refractive index to be realized with a surface having a smaller curvature, thereby reducing the amount of aberration generated at this surface. As a result, it is possible to reduce the number of lenses, reduce the lens decentering sensitivity, and reduce the lens thickness and weight. Furthermore, using a resin with a small absolute value of birefringence intensity for an optical lens improves the imaging performance of the final lens unit, enabling the acquisition of clearer images.

[0012] Furthermore, the thermoplastic resin according to the embodiment of the present invention has properties such as a small Abbe number and a glass transition temperature (Tg) within a preferred range. Generally, in optical systems such as cameras, aberrations are corrected by combining multiple concave and convex lenses. That is, the chromatic aberration caused by the convex lens is synthetically canceled by combining a concave lens having a chromatic aberration of the opposite sign to that of the convex lens. In this case, the concave lens is required to have a high dispersion (i.e., a low Abbe number). Furthermore, assuming that the resin is molded by a method such as injection molding, it is preferable that the resin have a glass transition temperature (Tg) that ensures appropriate fluidity at the molding temperature. Because of the above-described properties, the thermoplastic resin according to the embodiment can be suitably used as a material for optical lenses, optical films, and other optical components.

[0013] Although it is unclear why the thermoplastic resin according to the embodiment has the above-described properties, one possible reason is that the resin has a fused ring structure, which is thought to contribute to the high refractive index of the resin, since the fused ring structure has a high planarity of a highly polarizable structure.

[0014] Hereinafter, the components, production methods, physical properties, applications, etc. of the thermoplastic resin according to the embodiment will be described in detail. [1] Structural unit (A) According to one embodiment, the thermoplastic resin of the present invention contains structural unit (A) and structural unit (C). The structural unit (A) is a structural unit derived from a monomer represented by the following general formula (1):

[0015] In the above formula (1), L １ each independently represents a divalent linking group. １ is preferably an alkylene group having 1 to 12 carbon atoms which may have a substituent, more preferably an alkylene group having 1 to 5 carbon atoms, even more preferably an alkylene group having 2 or 3 carbon atoms, and particularly preferably an ethylene group. １Examples of the substituent of the alkylene group in L include an alkyl group, a cycloalkyl group, an aryl group, an alkoxyl group, and a combination thereof, and specific examples of these groups include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a phenyl group, a methoxy group, and an ethoxy group. １ By adjusting the length of the linking group, the glass transition temperature (Tg) of the resin can be adjusted.

[0016] R ３ and R ４ When present, each independently represents a halogen atom or a substituent having 1 to 20 carbon atoms which may contain an aromatic group. Examples of halogen atoms include a fluorine atom, a chlorine atom, and a bromine atom. Examples of substituents having 1 to 20 carbon atoms which may contain an aromatic group include a methyl group, a phenyl group, a naphthyl group, a thienyl group, and a benzothienyl group. Examples of naphthyl groups include a 1-naphthyl group and a 2-naphthyl group, and examples of thienyl groups include a 2-thienyl group and a 3-thienyl group. Examples of benzothienyl groups include a 2-benzo[b]thienyl group and a 3-benzo[b]thienyl group. These groups may further have a substituent, and examples of such a substituent include those described above for L. １ Examples of the alkylene group include, but are not limited to, those described above as the substituents of the alkylene group.

[0017] j3 and j4 each independently represent an integer of 0 to 4. j3 and j4 are preferably integers of 0 to 2, more preferably 0 or 1, and particularly preferably 0. t represents an integer of 0 or 1, and is preferably 1.

[0018] The monomer represented by the general formula (1) preferably has a structure represented by the following formula (1').

[0019] [2] Structural Unit (C) The structural unit (C) is a structural unit derived from a monomer represented by the following general formula (3).

[0020] In the above formula (3), A' and B' each independently represent an alkylene group having 1 to 5 carbon atoms, which may have a substituent, preferably an alkylene group having 2 or 3 carbon atoms, more preferably an ethylene group. Examples of the substituent include the above-mentioned L １ Examples of the alkylene group include, but are not limited to, those described above as the substituents of the alkylene group.

[0021] R ｃ and R ｄ are, when present, each independently selected from the group consisting of a halogen atom, an optionally substituted alkyl group of 1 to 20 carbon atoms, an optionally substituted alkoxyl group of 1 to 20 carbon atoms, an optionally substituted cycloalkyl group of 5 to 20 carbon atoms, an optionally substituted cycloalkoxyl group of 5 to 20 carbon atoms, an optionally substituted aryl group of 6 to 20 carbon atoms, and an optionally substituted heteroaryl group containing one or more hetero ring atoms selected from O, N, and S and having 6 to 20 carbon atoms.

[0022] R ｃ and R ｄ is preferably 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 hetero ring atoms selected from O, N and S and which may have a substituent. ｃ and R ｄ is more preferably an aryl group having 6 to 20 carbon atoms which may have a substituent, and particularly preferably an aryl group having 6 to 12 carbon atoms which may have a substituent. １ Examples of the alkylene group include, but are not limited to, those described above as the substituents of the alkylene group.

[0023] Y represents a single bond or a divalent linking group. Preferably, Y is a single bond, a fluorene group which may have a substituent, or a divalent linking group having a structure of any one of the following formulas (8) to (14). Y is more preferably a single bond, a linking group having a structure of the following formula (8), or a fluorene group which may have a substituent, and particularly preferably a fluorene group which may have a substituent.

[0024] In formulas (8) to (14), R ６１ , R ６２ , R ７１ and R ７２ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R ６１ and R ６２ , or R ７１ and R ７２ are bonded to each other to form a carbon ring or hetero ring having 1 to 20 carbon atoms which may have a substituent. １ Examples of the substituents of the alkylene group include, but are not limited to, those described above. r and s are each independently an integer of 0 to 5,000. r is preferably an integer of 1 to 20, and more preferably an integer of 1 to 9. s is preferably an integer of 1 to 5,000, and more preferably an integer of 1 to 500.

[0025] In the general formula (3), p and q each independently represent an integer of 0 to 4, preferably 0 or 1. Furthermore, c and d each independently represent an integer of 0 to 10, preferably an integer of 0 to 5, more preferably an integer of 0 to 2, and particularly preferably 0 or 1.

[0026] The monomer represented by the general formula (3) preferably has a structure represented by the following general formula (IV).

[0027] In the above formula (IV), A', B', R ｃ , R ｄ , c, d, p, and q are as defined above for the general formula (3), and preferred examples thereof are also the same as those for the general formula (3). １ and R ２R each independently represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms, each of which may have a substituent. １ and R ２ is preferably selected from a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group, a cyclopentyl group, a cyclohexyl group, a phenyl group, a tolyl group, a 2-methylphenyl group, a xylyl group, a 1-naphthyl group, a 2-naphthyl group, a benzyl group, a phenethyl group, a fluorine atom, a chlorine atom, and a bromine atom, and more preferably selected from a methyl group, a phenyl group, a 1-naphthyl group, and a 2-naphthyl group. １ Examples of the substituents for the alkylene group include, but are not limited to, those described above. e and f each independently represent an integer of 0 to 4. e and f are preferably 0 to 2, and more preferably 0 or 1.

[0028] Specific examples of the structural unit (C) include BPEF (9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene), BPPEF (9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene), 9,9-bis[6-(2-hydroxyethoxy)naphthalen-2-yl]fluorene (BNEF), 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, bisphenol S, bisphenol P, bisphenol PH, bisphenol TMC, bisphenol P-AP (4,4'-(1-phenylethylidene)bisphenol), bisphenol P-CDE (4,4'-cyclododecylidenebisphenol), bisphenol Bisphenol P-HTG (4,4'-(3,3,5-trimethylcyclohexylidene)bisphenol), bisphenol P-MIBK (4,4'-(1,3-dimethylbutylidene)bisphenol), bisphenol PEO-FL (bisphenoxyethanolfluorene), bisphenol P-3MZ (4-[1-(4-hydroxyphenyl)-3-methylcyclohexyl]phenol), bisphenol OC-FL (4,4'-[1-[4

[0033] Examples of suitable structural units include those derived from BPEF (1-[1-(4-hydroxyphenyl)-1-methylethyl]phenyl]ethylidene]bisphenol), bisphenol Z, BP-2EO (2,2'-[(1,1'-biphenyl)-4,4'-diylbis(oxy)]bisethanol), S-BOC (4,4'-(1-methylethylidene)bis(2-methylphenol)), TrisP-HAP (4,4',4''-ethylidenetrisphenol), etc. Among these, preferred structural units for (C) are those derived from BPEF or BPPEF shown below.

[0029] [3] Thermoplastic Resin The thermoplastic resin according to the embodiment contains a structural unit (A) derived from a monomer represented by the general formula (1) and a structural unit (C) derived from a monomer represented by the general formula (3). The proportion of the structural unit (A) relative to the total of the structural units (A) and (C) in the thermoplastic resin is preferably 5 to 95 mol%, and the proportion of the structural unit (C) is preferably 5 to 95 mol%. The proportion of the structural unit (A) relative to the total of the structural units (A) and (C) in the thermoplastic resin is more preferably 10 to 70 mol%, even more preferably 20 to 60 mol%, particularly preferably 30 to 50 mol%, and the proportion of the structural unit (C) is more preferably 30 to 90 mol%, even more preferably 40 to 80 mol%, particularly preferably 50 to 70 mol%. By having the proportions of the structural units (A) and (C) in the thermoplastic resin within these ranges, the resin will have properties such as a high refractive index and a high Tg (high heat resistance).

[0030] The type of resin is not particularly limited, but examples thereof include polyester resin, polycarbonate resin, polyester carbonate resin, epoxy resin, polyurethane resin, polyacrylic ester resin, polymethacrylic ester resin, etc. Among these, polyester resin, polycarbonate resin, or polyester carbonate resin is preferred. Furthermore, the thermoplastic resin according to the embodiment may have any of a random, block, and alternating copolymer structure.

[0031] [4] Structural Unit (B) The thermoplastic resin according to this embodiment may further contain a structural unit (B) derived from a monomer represented by the following general formula (2).

[0032] In the above formula (2), A and B each independently represent an alkylene group having 1 to 5 carbon atoms, a carbonyl group, or a combination thereof, which may have a substituent. A and B are preferably an alkylene group having 1 to 3 carbon atoms, a carbonyl group, or a combination thereof, and more preferably an alkylene group having 1 or 2 carbon atoms, a carbonyl group, or a combination thereof.

[0033] R ａ and Rｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, an aryloxy group having 6 to 20 carbon atoms, and —C≡C—R ｈ wherein R is selected from the group consisting of 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 hetero ring atoms selected from O, N and S and which may have a substituent. Examples of the substituent include, for example, L １ Examples of the alkylene group include, but are not limited to, those described above as the substituents of the alkylene group.

[0034] R ａ and R ｂ is preferably 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 hetero ring atoms selected from O, N and S and which may have a substituent, more preferably an aryl group having 6 to 20 carbon atoms which may have a substituent, and even more preferably an aryl group having 6 to 12 carbon atoms which may have a substituent.

[0035] X represents a single bond or a divalent linking group, and is preferably a single bond or a fluorene group which may have a substituent. The total number of carbon atoms in the fluorene group which may have a substituent is preferably 12 to 20. Examples of the substituent include, for example, L １ Examples of the alkylene group include, but are not limited to, those described above as the substituents of the alkylene group.

[0036] a and b each independently represent an integer of 0 to 10. Preferably, it is an integer of 0 to 5, more preferably an integer of 1 to 3, and even more preferably 1 or 2. m and n each independently represent an integer of 0 to 6. Preferably, it is an integer of 0 to 3, and more preferably 0 or 1.

[0037] The monomer represented by the above general formula (2) preferably has a structure represented by the following general formula (II) or (III).

[0038] In the above formulas (II) and (III), A, B, R ａ , R ｂ , a, b, m and n are as defined above. １ and R ２ R each independently represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms, each of which may have a substituent. １ and R ２ is preferably selected from a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group, a cyclopentyl group, a cyclohexyl group, a phenyl group, a tolyl group, a 2-methylphenyl group, a xylyl group, a 1-naphthyl group, a 2-naphthyl group, a benzyl group, a phenethyl group, a fluorine atom, a chlorine atom, and a bromine atom, and more preferably selected from a methyl group, a phenyl group, a 1-naphthyl group, and a 2-naphthyl group. １ Examples of the substituents of the alkylene group include, but are not limited to, those described above. e and f each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, and more preferably 0 or 1.

[0039] The monomer represented by the above general formula (II) or (III) preferably has the following structure:

[0040] When the thermoplastic resin contains the structural unit (B), it is preferable that the proportion of the structural unit (A) is 10 to 35 mol%, the proportion of the structural unit (B) is 20 to 50 mol%, and the proportion of the structural unit (C) is 10 to 45 mol% relative to the total of the structural units (A), (B), and (C) in the thermoplastic resin. The proportion of the structural unit (A) relative to the total of the structural units (A), (B), and (C) in the thermoplastic resin is more preferably 15 to 35 mol%, even more preferably 20 to 35 mol%. When the structural unit (B) is a diol compound, the proportion of the structural unit (B) relative to the total of the structural units (A), (B), and (C) in the thermoplastic resin is preferably 20 to 40 mol%, more preferably 20 to 30 mol%. When the structural unit (B) is a dicarboxylic acid compound, the proportion of the structural unit (B) relative to the total of the structural units (A), (B), and (C) in the thermoplastic resin is preferably 30 to 50 mol%, more preferably 40 to 50 mol%. The proportion of the structural unit (C) relative to the total of the structural units (A), (B), and (C) in the thermoplastic resin is more preferably 20 to 45 mol %, and even more preferably 30 to 45 mol %. By having the proportions of the structural units (A), (B), and (C) in the thermoplastic resin within this range, the resin can have properties such as a high refractive index, a high Tg (high heat resistance), and a small absolute value of birefringence intensity (close to 0).

[0041] The thermoplastic resin according to the embodiment may contain structural units other than the structural units (A) to (C) represented by the above formulas. Examples of such structural units include structural units derived from aliphatic dihydroxy compounds and structural units derived from aromatic dihydroxy compounds, which are commonly used as structural units in polycarbonate resins and polyester carbonate resins. Examples of aliphatic dihydroxy compounds include various compounds, such as 1,4-cyclohexanedimethanol, tricyclodecanedimethanol, 1,3-adamantanedimethanol, 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-dioxan-2-yl)-2-methylpropan-1-ol, isosorbide, 1,3-propanediol, 1,4-butanediol, and 1,6-hexanediol.

[0042] Examples of aromatic dihydroxy compounds include various compounds, particularly 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'-dihydroxydiphenyl, bis(4-hydroxyphenyl)cycloalkane, bis(4-hydroxyphenyl)oxide, bis(4-hydroxyphenyl)sulfide, bis(4-hydroxyphenyl)sulfone, bis(4-hydroxyphenyl)sulfoxide, bis(4-hydroxyphenyl)ketone, and bisphenoxyethanolfluorene.

[0043] The thermoplastic resin according to the embodiment also preferably contains a structural unit derived from at least one monomer selected from the following group of monomers. (In the above formula, R １ and R ２ each independently represents a hydrogen atom, a methyl group, or an ethyl group; R ３ and R ４each independently represents a hydrogen atom, a methyl group, an ethyl group, or an alkylene glycol having 2 to 5 carbon atoms.

[0044] The thermoplastic resin according to the embodiment may contain impurities such as alcohol-based compounds such as phenolic compounds that may be generated as by-products during production, or diol components or carbonate diesters that remain unreacted. The impurities, such as alcohol-based compounds such as phenolic compounds and carbonate diesters, may cause a decrease in strength or an odor when the resin is molded into a molded article, so it is preferable that the content of these impurities is as small as possible.

[0045] The content of residual phenolic compounds is preferably 3,000 ppm by mass or less, more preferably 1,000 ppm by mass or less, and particularly preferably 300 ppm by mass or less, relative to 100% by mass of the thermoplastic resin. The content of residual diol components is preferably 1,000 ppm by mass or less, more preferably 100 ppm by mass or less, and particularly preferably 10 ppm by mass or less, relative to 100% by mass of the thermoplastic resin. The content of residual carbonate diesters is preferably 1,000 ppm by mass or less, more preferably 100 ppm by mass or less, and particularly preferably 10 ppm by mass or less, relative to 100% by mass of the thermoplastic resin. In particular, it is preferable that the contents of compounds such as phenol and t-butylphenol are low, and it is preferable that the contents of these compounds are within the above ranges.

[0046] The content of phenolic compounds remaining in a thermoplastic resin can be measured, for example, by analyzing phenolic compounds extracted from the thermoplastic resin using gas chromatography. The content of alcoholic compounds remaining in a thermoplastic resin can also be measured, for example, by analyzing alcoholic compounds extracted from the thermoplastic resin using gas chromatography. The content of diol components and carbonate diesters remaining in a thermoplastic resin can also be measured by extracting these compounds from the thermoplastic resin and analyzing them using gas chromatography.

[0047] The contents of by-produced alcohol compounds such as phenolic compounds, diol components, and carbonate diesters may be reduced to an undetectable level, but from the viewpoint of productivity, they may be contained in small amounts within a range that does not impair the properties of the resin. Furthermore, the plasticity of the resin when melted can be improved by containing small amounts of these compounds.

[0048] The content of each of the remaining phenolic compounds, diol components, or carbonate diesters may be, for example, 0.01 ppm by mass or more, 0.1 ppm by mass or more, or 1 ppm by mass or more, relative to 100% by mass of the thermoplastic resin. The content of the remaining alcoholic compounds may be, for example, 0.01 ppm by mass or more, 0.1 ppm by mass or more, or 1 ppm by mass or more, relative to 100% by mass of the thermoplastic resin.

[0049] The contents of by-produced alcohol compounds such as phenolic compounds, diol components, and carbonate diesters in the thermoplastic resin can be adjusted to fall within the above ranges by appropriately adjusting the polycondensation conditions and apparatus settings, and can also be adjusted by the conditions of the extrusion step after polycondensation.

[0050] For example, the amount of residual by-produced alcohol-based compounds such as phenol-based compounds depends on the type of carbonate diester used in the polymerization of the thermoplastic resin, the polymerization reaction temperature, the polymerization pressure, etc. By adjusting these factors, the amount of residual by-produced alcohol-based compounds such as phenol-based compounds can be reduced.

[0051] For example, when a thermoplastic resin is produced using a dialkyl carbonate such as diethyl carbonate, the molecular weight is difficult to increase, resulting in a low-molecular-weight resin, and the content of by-product alkyl alcohol compounds tends to be high. Such alkyl alcohols are highly volatile, and if they remain in the resin, the moldability of the resin tends to deteriorate. Furthermore, if a large amount of by-product alcohol compounds such as phenolic compounds remain, there is a possibility that odor problems may occur during resin molding, or that cleavage reactions of the resin skeleton may progress during compounding, resulting in a decrease in molecular weight. Therefore, it is preferable that the content of by-product alcohol compounds remaining in the resulting resin is 3000 ppm by mass or less relative to the thermoplastic resin (100% by mass). The content of the remaining alcohol compounds is preferably 3000 ppm by mass or less, more preferably 1000 ppm by mass or less, and particularly preferably 300 ppm by mass or less relative to 100% by mass of the thermoplastic resin.

[0052] [5] Method for Producing Thermoplastic Resin As described above, the type of thermoplastic resin according to the embodiment is not particularly limited, and any resin can be produced by a conventional method used in the relevant field. Hereinafter, polycarbonate resin, polyester carbonate resin, and polyester resin will be described as examples, but the present invention is not limited to these.

[0053] <Method for Producing Polycarbonate Resin> Polycarbonate resin can be produced by using a monomer compound constituting the above-mentioned structural units (A), (B), and (C) (however, structural unit (B) is an optional component, and the same applies to the following explanation) as a dihydroxy component and reacting this with a carbonate precursor such as a carbonate diester. Specifically, the polycarbonate resin can be produced by reacting the monomer compound constituting the structural units (A), (B), and (C) with a carbonate precursor such as a carbonate diester by a melt polycondensation method in the presence of a basic compound catalyst, a transesterification catalyst, or a mixed catalyst consisting of both, or in the absence of a catalyst.

[0054] Other aromatic dihydroxy compounds may also be used, such as bisphenol A, bisphenol AP, bisphenol AF, bisphenol B, bisphenol BP, bisphenol C, bisphenol E, bisphenol F, bisphenol G, bisphenol M, bisphenol S, bisphenol P, bisphenol PH, bisphenol TMC, and bisphenol Z.

[0055] Examples of carbonate diesters include diphenyl carbonate, ditolyl carbonate, bis(chlorophenyl) carbonate, m-cresyl carbonate, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, and dicyclohexyl carbonate. Among these, diphenyl carbonate is particularly preferred. Diphenyl carbonate is preferably used in a ratio of 0.97 to 1.20 moles, more preferably 0.98 to 1.10 moles, per mole of the total dihydroxy compounds used.

[0056] As the transesterification catalyst, a basic compound catalyst can be used, and in particular, alkali metal compounds, alkaline earth metal compounds, nitrogen-containing compounds, and the like can be mentioned.

[0057] Examples of alkali metal compounds include organic acid salts, inorganic salts, oxides, hydroxides, hydrides, and alkoxides of alkali metals. Specific examples include sodium hydroxide, potassium hydroxide, cesium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium carbonate, cesium carbonate, lithium carbonate, sodium acetate, potassium acetate, cesium acetate, lithium acetate, sodium stearate, potassium stearate, cesium stearate, lithium stearate, sodium borohydride, sodium phenylborohydride, sodium benzoate, potassium benzoate, cesium benzoate, lithium benzoate, disodium hydrogen phosphate, dipotassium hydrogen phosphate, dilithium hydrogen phosphate, disodium phenylphosphate, disodium salt, dipotassium salt, dicesium salt, or dilithium salt of bisphenol A, and sodium salt, potassium salt, cesium salt, or lithium salt of phenol.

[0058] Examples of alkaline earth metal compounds include organic acid salts, inorganic salts, oxides, hydroxides, hydrides, and alkoxides of alkaline earth metal compounds. Specific examples include magnesium hydroxide, calcium hydroxide, strontium hydroxide, barium hydroxide, magnesium hydrogen carbonate, calcium hydrogen carbonate, strontium hydrogen carbonate, barium hydrogen carbonate, magnesium carbonate, calcium carbonate, strontium carbonate, barium carbonate, magnesium acetate, calcium acetate, strontium acetate, barium acetate, magnesium stearate, calcium stearate, calcium benzoate, and magnesium phenylphosphate.

[0059] Examples of the nitrogen-containing compound include quaternary ammonium hydroxides and salts thereof, amines, etc. Specific examples include quaternary ammonium hydroxides having an alkyl group, an aryl group, etc., such as tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, and trimethylbenzylammonium hydroxide; tertiary amines such as triethylamine, dimethylbenzylamine, and triphenylamine; secondary amines such as diethylamine and dibutylamine; primary amines such as propylamine and butylamine; imidazoles such as 2-methylimidazole, 2-phenylimidazole, and benzimidazole; and bases or basic salts such as ammonia, tetramethylammonium borohydride, tetrabutylammonium borohydride, tetrabutylammonium tetraphenylborate, and tetraphenylammonium tetraphenylborate.

[0060] As the transesterification catalyst, salts of zinc, tin, zirconium, lead, etc. are also preferably used, and these can be used alone or in combination with other catalysts. Specific examples include zinc acetate, zinc benzoate, zinc 2-ethylhexanoate, tin(II) chloride, tin(IV) chloride, tin(II) acetate, tin(IV) acetate, dibutyltin dilaurate, dibutyltin oxide, dibutyltin dimethoxide, zirconium acetylacetonate, zirconium oxyacetate, zirconium tetrabutoxide, lead(II) acetate, and lead(IV) acetate. These catalysts are used in an amount of 1×10 per mole of the total of the dihydroxy compounds used. －９ ~1 x 10 －３ In terms of molar ratio, preferably 1 × 10 －７ ~1 x 10 －４ Alternatively, these catalysts are used so that the metal component in the catalyst is preferably 0.001 ppm to 1000 ppm, more preferably 0.01 ppm to 100 ppm, and particularly preferably 0.1 ppm to 100 ppm, relative to the amount of resin theoretically produced.

[0061] The melt polycondensation method uses the above-mentioned raw materials and catalyst, and performs melt polycondensation under heating and atmospheric or reduced pressure while removing by-products through a transesterification reaction. In the melt polycondensation using this composition system, it is desirable to melt the dihydroxy compound and the carbonate diester in a reaction vessel and then perform the reaction while retaining the by-product monohydroxy compound. To retain the by-product, the pressure can be controlled by blocking the reaction vessel or by reducing or increasing the pressure. The reaction time for this step is 20 to 240 minutes, preferably 40 to 180 minutes, and particularly preferably 60 to 150 minutes. In this case, if the by-product monohydroxy compound is distilled off immediately after production, the final polycarbonate resin will have a low content of high molecular weight compounds. However, if the by-product monohydroxy compound is retained in the reaction vessel for a certain period of time, the final polycarbonate resin will have a high content of high molecular weight compounds.

[0062] The melt polycondensation reaction may be carried out continuously or batchwise. The reaction apparatus used for the reaction may be a vertical type equipped with an anchor-type stirring blade, a Maxblend stirring blade, a helical ribbon-type stirring blade, or the like, a horizontal type equipped with a paddle blade, a lattice blade, a spectacle blade, or the like, or an extruder type equipped with a screw. It is also preferable to use a reaction apparatus that is an appropriate combination of these reaction apparatuses, taking into consideration the viscosity of the polymer.

[0063] In the above-described method for producing a polycarbonate resin, the catalyst may be removed or deactivated after the polymerization reaction to maintain thermal stability and hydrolytic stability. For example, the catalyst can be deactivated by adding a known acidic substance. Specific examples of the acidic substance include esters such as butyl benzoate; aromatic sulfonic acids such as p-toluenesulfonic acid; aromatic sulfonic acid esters such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate; phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid; phosphite esters such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite; triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, and dioctyl phosphate. Suitable deactivators include phosphate esters such as methyl phosphate and monooctyl phosphate; phosphonic acids such as diphenylphosphonic acid, dioctylphosphonic acid, and dibutylphosphonic acid; phosphonic acid esters such as diethyl phenylphosphonate; phosphines such as triphenylphosphine and bis(diphenylphosphino)ethane; boric acids such as boric acid and phenylboric acid; aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate; organic halides such as stearic acid chloride, benzoyl chloride, and p-toluenesulfonic acid chloride; alkyl sulfates such as dimethyl sulfate; and organic halides such as benzyl chloride. These deactivators can be used in an amount of 0.01 to 50 times, preferably 0.3 to 20 times, the molar amount of the catalyst. Using the deactivator in such an amount provides a sufficient deactivation effect and allows the production of a resin with excellent heat resistance.

[0064] After the catalyst is deactivated, a step of removing low-boiling compounds in the polymer by volatilization at a pressure of 0.1 to 1 mmHg and a temperature of 200 to 350° C. may be provided. For this step, a horizontal apparatus equipped with stirring blades with excellent surface renewal ability, such as paddle blades, lattice blades, or spectacle blades, or a thin-film evaporator is preferably used.

[0065] <Method for producing polyester carbonate resin> The polyester carbonate resin can be produced by melt polycondensation using, for example, dicarboxylic acid, dihydroxy compound, and carbonate diester as raw materials. The monomer compounds constituting the above-mentioned structural units (A), (B), and (C) can be used as dicarboxylic acid or dihydroxy compound. As the dihydroxy compound, other aliphatic dihydroxy compounds or aromatic dihydroxy compounds as described above may also be used. As the carbonate diester, compounds similar to those used in the production of polycarbonate resins can be used.

[0066] The dicarboxylic acid is not particularly limited, but aromatic dicarboxylic acids such as naphthalenedicarboxylic acid, terephthalic acid, isophthalic acid, phthalic acid, 2-methylterephthalic acid, biphenyldicarboxylic acid, and tetralindicarboxylic acid, and aliphatic dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, decanedicarboxylic acid, dodecanedicarboxylic acid, cyclohexanedicarboxylic acid, decalindicarboxylic acid, norbornanedicarboxylic acid, tricyclodecanedicarboxylic acid, pentacyclododecanedicarboxylic acid, 3,9-bis(1,1-dimethyl-2-carboxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane, 5-carboxy-5-ethyl-2-(1,1-dimethyl-2-carboxyethyl)-1,3-dioxane, and dimer acid, and derivatives thereof are preferably used. Examples of the derivatives of dicarboxylic acids include esters, acid anhydrides, and acid halides.

[0067] The amount of each compound added can be determined assuming that the dihydroxy compound and dicarboxylic acid react in equimolar amounts, with the remainder reacting with the carbonate diester. The carbonate diester is preferably used in a ratio of 0.60 to 1.50 moles per mole of the difference between the diol component and the dicarboxylic acid component, more preferably 0.80 to 1.40 moles, even more preferably 1.00 to 1.30 moles, still more preferably 1.00 to 1.25 moles, and particularly preferably 1.00 to 1.20 moles. Adjusting this molar ratio allows for control of the molecular weight of the polyester carbonate resin.

[0068] The catalyst, reaction apparatus, etc. are the same as those used in the above-mentioned method for producing polycarbonate resin. When producing polyester carbonate resin by melt polycondensation, the reaction is carried out at a temperature of 120 to 260°C, preferably 180 to 260°C, for 0.1 to 5 hours, preferably 0.5 to 3 hours. Next, the reaction temperature is increased while increasing the degree of vacuum in the reaction system to react the diol compound with the carbonate diester, and finally, the polycondensation reaction is carried out at a temperature of 200 to 350°C under a reduced pressure of 1 mmHg or less for 0.05 to 2 hours. The removal or deactivation of the catalyst after the reaction is the same as for polycarbonate resin.

[0069] <Method for producing polyester resin> The polyester resin can be produced by a conventionally known method for producing polyester using a dicarboxylic acid and a dihydroxy compound. Examples include melt polymerization methods such as transesterification and direct esterification, and solution polymerization. The dicarboxylic acid and dihydroxy compound can be the same compounds as those described in the methods for producing the polycarbonate resin and polyester carbonate resin.

[0070] When producing polyester resins, transesterification catalysts, esterification catalysts, polycondensation catalysts, etc., which are typically used in the production of polyester resins, can be used. These catalysts are not particularly limited, but examples include compounds of metals such as zinc, lead, cerium, cadmium, manganese, cobalt, lithium, sodium, potassium, calcium, nickel, magnesium, vanadium, aluminum, titanium, antimony, germanium, and tin (e.g., fatty acid salts, carbonates, phosphates, hydroxides, chlorides, oxides, and alkoxides), and metallic magnesium. These catalysts can be used alone or in combination of two or more. Among the catalysts mentioned above, compounds of manganese, cobalt, zinc, titanium, calcium, antimony, germanium, and tin are preferred, and compounds of manganese, titanium, antimony, germanium, and tin are more preferred. The amount of these catalysts used is not particularly limited, but the amount of metal component relative to the raw materials for the polyester resin is preferably 1 to 1,000 ppm, more preferably 3 to 750 ppm, and even more preferably 5 to 500 ppm.

[0071] The reaction temperature in the polymerization reaction varies depending on the type of catalyst, the amount used, etc., but is usually in the range of 150° C. to 300° C., and in consideration of the reaction rate and coloration of the resin, it is preferably 180° C. to 280° C. The pressure in the reaction chamber is preferably adjusted from atmospheric pressure to 1 kPa or less, and more preferably 0.5 kPa or less.

[0072] A phosphorus compound may be added during the polymerization reaction. Examples of phosphorus compounds include, but are not limited to, phosphoric acid, phosphorous acid, phosphoric acid esters, and phosphite esters. Examples of phosphate esters include, but are not limited to, methyl phosphate, ethyl phosphate, butyl phosphate, phenyl phosphate, dimethyl phosphate, diethyl phosphate, dibutyl phosphate, diphenyl phosphate, trimethyl phosphate, triethyl phosphate, tributyl phosphate, and triphenyl phosphate. Examples of phosphites include, but are not limited to, methyl phosphite, ethyl phosphite, butyl phosphite, phenyl phosphite, dimethyl phosphite, diethyl phosphite, dibutyl phosphite, diphenyl phosphite, trimethyl phosphite, triethyl phosphite, tributyl phosphite, and triphenyl phosphite. These compounds may be used alone or in combination of two or more. The concentration of phosphorus atoms in the polyester resin of the present invention is preferably 1 to 500 ppm, more preferably 5 to 400 ppm, and even more preferably 10 to 200 ppm.

[0073] In either case, it is desirable that the content of foreign matter in the thermoplastic resin be as low as possible, and filtration of the molten raw material, filtration of the catalyst solution, etc. are preferably carried out. The mesh of the filtration filter is preferably 5 μm or less, more preferably 1 μm or less. Furthermore, filtration of the produced resin using a polymer filter is preferably carried out. The mesh of the polymer filter is preferably 100 μm or less, more preferably 30 μm or less. Furthermore, the process of collecting resin pellets must naturally be carried out in a low-dust environment, preferably class 6 or less, more preferably class 5 or less.

[0074] In addition, during the production of the resin, various stabilizers such as an etherification inhibitor, a heat stabilizer, a light stabilizer, and a polymerization adjuster may be used.

[0075] [6] Physical Properties of Thermoplastic Resin The polystyrene-equivalent weight average molecular weight (Mw) of the thermoplastic resin according to the embodiment is preferably 20,000 to 200,000. The polystyrene-equivalent weight average molecular weight (Mw) is more preferably 20,000 to 120,000, even more preferably 20,000 to 55,000, particularly preferably 25,000 to 45,000, and even more preferably 10,000 to 40,000. The polystyrene-equivalent weight average molecular weight (Mw) can be measured by the method described in the Examples below.

[0076] By setting the Mw to 20,000 or more, sufficient strength can be obtained when the resin is molded. By setting the Mw to 200,000 or less, the resin has an appropriate melt viscosity during production, allowing the resin to be removed without any problems after production. Furthermore, in the molten state, the resin has a flowability suitable for molding.

[0077] The refractive index (nD) of the thermoplastic resin according to the embodiment at 23°C and a wavelength of 589 nm is preferably 1.635 to 1.695, more preferably 1.640 to 1.690, even more preferably 1.645 to 1.685, and particularly preferably 1.650 to 1.680. The thermoplastic resin according to the embodiment has a high refractive index (nD) and is suitable for optical materials. The refractive index can be measured by the method described in the Examples below.

[0078] The Abbe number (ν) of the thermoplastic resin according to the embodiment is preferably 23 or less, more preferably 21 or less, even more preferably 20 or less, and particularly preferably 19 or less. The Abbe number can be measured by the method described in the examples below.

[0079] The birefringence intensity of the thermoplastic resin according to the embodiment is preferably -0.8 to +0.5, more preferably greater than -0.5 and equal to or less than 0.5, even more preferably -0.4 to +0.4, and particularly preferably -0.3 to +0.3. For example, the absolute value of the birefringence intensity is preferably less than 0.5, 0.4 or less, 0.3 or less, 0.2 or less, or 0.1 or less. The birefringence intensity can be measured by the method described in the Examples below.

[0080] The glass transition temperature (Tg) of the thermoplastic resin according to the embodiment is preferably 90 to 180°C, more preferably 95 to 175°C, even more preferably 100 to 170°C, even more preferably 140 to 170°C, and particularly preferably 150 to 170°C. Having a glass transition temperature in this range allows for successful molding by injection molding, etc. Furthermore, since the melting temperature of the resin is not so high, decomposition and discoloration of the resin are unlikely to occur. Furthermore, since the difference between the mold temperature and the resin glass transition temperature is within an appropriate range in a general-purpose mold temperature controller, it can be used in applications requiring strict surface precision. From the viewpoints of molding flowability and molding heat resistance, the lower limit of Tg is preferably 130°C, more preferably 135°C, and the upper limit of Tg is preferably 165°C, more preferably 160°C.

[0081] The thermoplastic resin according to the embodiment preferably contains 1.9% or more, more preferably 2% or more, even more preferably 2.5% or more, and particularly preferably 3% or more, of a low-molecular-weight compound having a molecular weight of less than 1000, for example, 1.9 to 9%, 2 to 7%, 2.5 to 5%, or 2.9 to 5%. When a thermoplastic resin containing a low-molecular-weight compound having a molecular weight of less than 1000 in an amount within the above range is molded, a molded article with excellent mechanical strength can be obtained. Furthermore, precipitation of low-molecular-weight compounds, known as bleed-out, does not occur during molding by injection molding or the like, or occurs only slightly. Furthermore, the increased plasticity of the resin during molding offers the advantages of improved molding speed and reduced energy costs during molding.

[0082] Here, the proportion of low molecular weight compounds in a thermoplastic resin is a value calculated using GPC analysis, and is the ratio of the total peak area of ​​compounds with a molecular weight of less than 1000 to the total of all peak areas when the thermoplastic resin is subjected to GPC analysis. That is, the proportion of low molecular weight compounds in a thermoplastic resin (CLWC) is expressed by the following formula: The GPC analysis can be carried out by the method described in the examples below.

[0083] [7] Optical Molded Articles Optical molded articles can be produced using the thermoplastic resin according to the embodiment. For example, they can be molded by any method, such as injection molding, compression molding, extrusion molding, or solution casting. Because the thermoplastic resin according to the embodiment has excellent moldability and heat resistance, it can be particularly advantageously used in optical lenses that require injection molding. During molding, the thermoplastic resin according to the embodiment may be blended with other resins. Examples of other resins include polyamide, polyacetal, modified polyphenylene ether, polyethylene terephthalate, and polybutylene terephthalate. Additives such as antioxidants, processing stabilizers, light stabilizers, polymerized metal deactivators, flame retardants, lubricants, antistatic agents, surfactants, antibacterial agents, mold release agents, UV absorbers, plasticizers, and compatibilizers may also be mixed.

[0084] Examples of antioxidants include 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-tert-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, 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, etc. The content of the antioxidant in the thermoplastic resin is preferably 0.001 to 0.3 parts by weight per 100 parts by weight of the thermoplastic resin.

[0085] Examples of the processing stabilizer include phosphorus-based processing heat stabilizers and sulfur-based processing heat stabilizers. Examples of the phosphorus-based processing heat stabilizer include phosphorous acid, phosphoric acid, phosphonous acid, phosphonic acid, and esters thereof. Specific examples include 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, phosphite, monodecyldiphenyl phosphite, monooctyldiphenyl 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-butyl Examples of the bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite include bis(2,4-di-tert-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-tert-butylphenyl)-4,3'-biphenylene diphosphonite, bis(2,4-di-tert-butylphenyl)-3,3'-biphenylene diphosphonite, bis(2,4-di-tert-butylphenyl)-4-phenyl-phenylphosphonite, and bis(2,4-di-tert-butylphenyl)-3-phenyl-phenylphosphonite. The content of the phosphorus-based processing heat stabilizer in the thermoplastic resin is preferably 0.001 to 0.2 parts by weight per 100 parts by weight of the thermoplastic resin.

[0086] Examples of sulfur-based processing heat stabilizers include pentaerythritol-tetrakis(3-laurylthiopropionate), pentaerythritol-tetrakis(3-myristylthiopropionate), pentaerythritol-tetrakis(3-stearylthiopropionate), dilauryl-3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, distearyl-3,3'-thiodipropionate, etc. The content of the sulfur-based processing heat stabilizer in the thermoplastic resin is preferably 0.001 to 0.2 parts by weight per 100 parts by weight of the thermoplastic resin.

[0087] Preferably, the release agent is one that comprises 90% by weight or more of an ester of an alcohol and a fatty acid. Specific examples of the ester of an alcohol and a fatty acid include an ester of a monohydric alcohol and a fatty acid, and a partial or complete ester of a polyhydric alcohol and a fatty acid. The ester of a monohydric alcohol and a fatty acid is preferably an ester of a monohydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms. Furthermore, the partial or complete ester of a polyhydric alcohol and a fatty acid is preferably a partial or complete ester of a polyhydric alcohol having 1 to 25 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms.

[0088] Specific examples of esters of monohydric alcohols and saturated fatty acids include stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate, etc. Examples of partial or full esters of polyhydric alcohols and saturated fatty acids include stearic acid monoglyceride, stearic acid monoglyceride, stearic acid diglyceride, stearic acid triglyceride, stearic acid monosorbitate, behenic acid monoglyceride, capric acid monoglyceride, lauric acid monoglyceride, pentaerythritol monostearate, pentaerythritol tetrastearate, pentaerythritol tetrapelargonate, propylene glycol monostearate, biphenyl biphenate, sorbitan monostearate, 2-ethylhexyl stearate, and full or partial esters of dipentaerythritol such as dipentaerythritol hexastearate. The content of these release agents is preferably in the range of 0.005 to 2.0 parts by weight, more preferably in the range of 0.01 to 0.6 parts by weight, and even more preferably in the range of 0.02 to 0.5 parts by weight, per 100 parts by weight of the thermoplastic resin.

[0089] Suitable examples of the ultraviolet absorber include benzotriazole-based ultraviolet absorbers, benzophenone-based ultraviolet absorbers, triazine-based ultraviolet absorbers, cyclic iminoester-based ultraviolet absorbers, and cyanoacrylate-based ultraviolet absorbers. Any of these ultraviolet absorbers may be used alone, or two or more of them may be used in combination.

[0090] Examples of benzotriazole-based ultraviolet 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-(2N-benzotriazol-2-yl)phenol], 2-(2-hydroxy-3,5-di-tert-butylphenyl)benzotriazole, and 2-(2-hydroxy-3,5-di-tert-butylphenyl)benzotriazole. 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), 2-[2-hydroxy-3-(3,4,5,6-tetrahydrophthalimidomethyl)-5-methylphenyl]benzotriazole, and the like.

[0091] Examples of the benzophenone-based ultraviolet absorber include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2-hydroxy-4-methoxy-5-sulfoxybenzophenone, 2-hydroxy-4-methoxy-5-sulfoxytrihydridolate benzophenone, 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, and 2-hydroxy-4-methoxy-2'-carboxybenzophenone.

[0092] Examples of triazine-based ultraviolet absorbers include 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol and 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)-5-[(octyl)oxy]-phenol.

[0093] Examples of cyclic iminoester-based ultraviolet 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). 2,2'-(1,5-naphthalene)bis(3,1-benzoxazin-4-one), 2,2'-(2-methyl-p-phenylene)bis(3,1-benzoxazin-4-one), 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazin-4-one), 2,2'-(2-chloro-p-phenylene)bis(3,1-benzoxazin-4-one), and the like.

[0094] Examples of cyanoacrylate ultraviolet absorbers include 1,3-bis-[(2'-cyano-3',3'-diphenylacryloyl)oxy]-2,2-bis[(2-cyano-3,3-diphenylacryloyl)oxy]methyl)propane and 1,3-bis-[(2-cyano-3,3-diphenylacryloyl)oxy]benzene.

[0095] The content of the ultraviolet absorber is preferably 0.01 to 3.0 parts by weight, more preferably 0.02 to 1.0 part by weight, and even more preferably 0.05 to 0.8 parts by weight, relative to 100 parts by weight of the thermoplastic resin. If the amount is within this range, it is possible to impart sufficient weather resistance to the thermoplastic resin depending on the application.

[0096] If necessary, a coating layer such as an antireflection layer or a hard coat layer may be provided on the surface of the optical molded body. The antireflection layer may be a single layer or a multilayer, and may be made of either an organic or inorganic material, but is preferably made of an inorganic material. Specific examples include oxides or fluorides such as silicon oxide, aluminum oxide, zirconium oxide, titanium oxide, cerium oxide, magnesium oxide, and magnesium fluoride.

[0097] The thermoplastic resin according to the embodiment has a high refractive index and a low Abbe number, and can therefore be advantageously used as a structural or functional material for optical components such as optical lenses, liquid crystal displays, organic EL displays, transparent conductive substrates used in solar cells, optical disks, liquid crystal panels, optical cards, sheets, films, optical fibers, connectors, vapor-deposited plastic reflectors, and displays.

[0098] Thermoplastic resins according to embodiments are particularly suitable as materials for optical lenses. Because thermoplastic resins according to embodiments have physical properties such as a high refractive index, a low Abbe number, and a small absolute value of birefringence intensity, when used as optical lenses, they can be used in fields where expensive high-refractive-index glass lenses have traditionally been used, such as telescopes, binoculars, and television projectors, making them extremely useful. Optical lenses are preferably used in the form of aspherical lenses, as needed. Aspherical lenses can substantially eliminate spherical aberration with a single lens, eliminating the need to combine multiple spherical lenses to eliminate spherical aberration, thereby enabling weight reduction and reduced production costs. Aspherical lenses are particularly useful as camera lenses, among other optical lenses. Optical lenses can be molded by any method, such as injection molding, compression molding, or injection-compression molding. By using thermoplastic resins according to embodiments, high-refractive-index, low-birefringence aspherical lenses, which are technically difficult to process using glass lenses, can be more easily obtained.

[0099] An optical film may be produced using the thermoplastic resin according to the embodiment. Such a film has excellent transparency, heat resistance, etc., and is therefore suitable for use as a film for liquid crystal substrates, optical memory cards, etc. In order to prevent foreign matter from being mixed into the optical molded product as much as possible, the molding environment must naturally be a low-dust environment, preferably class 6 or less, and more preferably class 5 or less.

[0100] The present invention will be described in more detail below with reference to examples, but the scope of the present invention is not limited thereto. (Example 1) As raw materials, 25.3406 g (0.0429 mol) of (9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene) [BPPEF] represented by the structural formula shown in Table 1 below, 8.7248 g (0.0184 mol) of 2,2'-([9,9'-biphenanthrene]-10,10'-diylbis(oxy))bis(ethan-1-ol) [BIPOL-2EO], 13.4564 g (0.0628 mol) of diphenyl carbonate (DPC), and 0.4325 × 10 sodium hydrogen carbonate were used. －４ g(0.51484×10 －６The resulting mixture (mol) was placed in a 300 mL reactor equipped with a stirrer and a distillation device, and the inside of the system was set to a nitrogen atmosphere of 101.3 kPa.

[0101] The reactor was immersed in an oil bath heated to 180 ° C. to initiate the transesterification reaction. Five minutes after the start of the reaction, stirring was started, and 20 minutes later, the pressure was reduced from 101.3 kPa to 93.33 kPa over 10 minutes. 10 minutes later, the temperature of the oil bath was raised to 190 ° C. over 10 minutes. After another 10 minutes, the pressure was reduced from 93.33 kPa to 26.66 kPa over 10 minutes. Thereafter, the temperature was raised from 190 ° C. to 210 ° C. over 20 minutes, and the pressure was further reduced to 24.00 kPa. Thereafter, the temperature was raised to 220 ° C. over 10 minutes, and the pressure was further reduced to 20.00 kPa. Thereafter, the temperature was raised to 240 ° C. over 10 minutes, and the pressure was reduced to 17.33 kPa, and 30 minutes later, the pressure was reduced to 0 kPa. After maintaining this state for 30 minutes, nitrogen gas was introduced into the reaction system to return the pressure to 101.3 kPa, thereby obtaining a polycarbonate resin.

[0102] Examples 2 to 5, Comparative Examples 1 to 3 Using the compounds shown in Table 1 as raw materials, polycarbonate resins were produced in the same manner as in Example 1. Table 1 shows the compositions of the resulting resins.

[0103] Here, in Table 1, each numerical value (mol %) means the proportion (mol %) of the structural units derived from each compound when the total of the structural units derived from the compounds listed in Table 1 contained in the obtained resin is taken as 100 mol %. That is, the resin of Example 1 contains 30 mol % of structural units derived from BIPOL-2EO and 70 mol % of structural units derived from BPPEF when the total of the structural units derived from BIPOL-2EO and BPPEF contained in the resin is taken as 100 mol %. Table 2 shows the physical properties of the resins obtained in the examples and comparative examples. Each physical property was measured by the following method.

[0104] (1) Refractive index (nD) Based on JIS B 7071-2:2018, the resins obtained in the examples and comparative examples were molded to obtain V-shaped blocks, which were used as test specimens. The refractive index was measured at 23°C using a refractometer (Shimadzu KPR-3000).

[0105] (2) Abbe number (ν) Using a refractometer, the refractive indexes of a test piece (V-block) similar to that used in the refractive index measurement were measured at wavelengths of 486 nm, 589 nm, and 656 nm at 23°C, and the Abbe number was calculated using the following formula: Refractometer: KPR-3000 manufactured by Shimadzu Corporation ν=(nD-1) / (nF-nC) nD: refractive index at wavelength 589 nm nC: refractive index at wavelength 656 nm nF: refractive index at wavelength 486 nm

[0106] (3) Glass transition temperature (Tg): Measured according to JIS K7121-1987 using a differential scanning calorimeter with a temperature increase program of 10°C / min. Differential scanning calorimeter: X-DSC7000 manufactured by Hitachi High-Tech Science Corporation

[0107] (4) Birefringence Strength Molding of Test Pieces The resins obtained in the Examples and Comparative Examples were dissolved in dichloromethane and dried by evaporation on a mirror stand to obtain a film with a thickness of 100 μm. Measurement of Birefringence: The above-mentioned film test pieces were stretched to measure the birefringence at 450 nm. Measurement equipment: JASCO Spectroellipsometer M-220 Measurement conditions: Measurement was performed using a film stretched 1.5 times. The birefringence strength is the ratio of the birefringence at 450 nm of the obtained resin to the birefringence at 450 nm of the polycarbonate (homopolymer) derived from BPEF.

[0108] (5) Weight-average molecular weight (Mw) The weight-average molecular weight of the resins obtained in the examples and comparative examples was measured by gel permeation chromatography (GPC) and calculated in terms of standard polystyrene. The apparatus, columns, and measurement conditions used are as follows: GPC apparatus: HLC-8420GPC, manufactured by Tosoh Corporation Columns: TSKgel SuperHM-M x 3, manufactured by Tosoh Corporation TSKgel guard column SuperH-H x 1, manufactured by Tosoh Corporation TSKgel SuperH-RC x 1 Detector: RI detector Standard polystyrene: Standard polystyrene kit PStQuick C, manufactured by Tosoh Corporation Sample solution: 0.2% by mass tetrahydrofuran solution Eluent: tetrahydrofuran Eluent flow rate: 0.6 mL / min Column temperature: 40°C

[0109] (6) Proportion of Low Molecular Weight Compounds The proportion of low molecular weight compounds (compounds with a molecular weight of less than 1000) in a thermoplastic resin was calculated using the results of GPC analysis. The method of GPC analysis was as described above for the weight average molecular weight (Mw). Here, the proportion of low molecular weight compounds means the ratio of the total peak area of ​​compounds with a molecular weight of less than 1000 to the total of all peak areas when a thermoplastic resin is subjected to GPC analysis. Therefore, the proportion of low molecular weight compounds (CLWC) was calculated using the following formula:

[0110] Table 2 shows that the resins of the examples have properties suitable for optical materials, such as a high refractive index and a low Abbe number. Furthermore, because the resins have a glass transition temperature (Tg) within a preferred range, they can be successfully molded (e.g., injection molded). Furthermore, because the absolute value of the birefringence intensity is small, when such resins are used in optical lenses, the imaging performance of the resulting optical lens unit is improved, resulting in clearer images. Furthermore, because the proportion of low-molecular-weight compounds contained in the resins is within a preferred range, they have advantages such as excellent mechanical strength and reduced bleed-out during molding. Furthermore, the resins of the examples tended to have a higher proportion of low-molecular-weight compounds than the resins of the comparative examples, which leads to increased plasticity of the resin during molding. This improves the molding speed of the resin and reduces energy costs during molding.

[0111] Although several embodiments of the present invention have been described, these embodiments are presented as examples and are not intended to limit the scope of the invention. These novel embodiments can be embodied in various other forms, and various omissions, substitutions, and modifications can be made without departing from the spirit of the invention. These embodiments and their modifications are included within the scope and spirit of the invention, and are also included in the scope of the invention and its equivalents as defined in the claims.

Claims

1. A thermoplastic resin comprising a constituent unit (A) derived from a monomer represented by the following general formula (1) and a constituent unit (C) derived from a monomer represented by the following general formula (3): 【Chemistry 1】 [In general formula (1), L １ Each of these independently represents a divalent linking group; R ３ and R ４ Each of these independently represents a substituent having 1 to 20 carbon atoms, which may contain a halogen atom or an aromatic group; j3 and j4 each independently represent integers from 0 to 4; [t represents an integer of 0 or 1] 【Chemistry 2】 [In general formula (3), A' and B' each independently represent an alkylene group having 1 to 5 carbon atoms, which may have substituents. R ｃ and R ｄ Each is independently selected from the group consisting of a halogen atom, a C1-C20 alkyl group which may have substituents, a C1-C20 alkoxyl group which may have substituents, a C5-C20 cycloalkyl group which may have substituents, a C5-C20 cycloalkoxyl group which may have substituents, an aryl group which may have substituents, and a C6-C20 heteroaryl group which may have substituents and contains one or more heterocyclic atoms selected from O, N, and S. Y represents a single bond or a divalent linking group. c and d each independently represent integers from 0 to 10. p and q each independently represent integers from 0 to 4.

2. The thermoplastic resin according to claim 1, wherein the proportion of constituent unit (A) is 5 to 95 mol% and the proportion of constituent unit (C) is 5 to 95 mol% relative to the total of constituent units (A) and (C).

3. R in the general formula (1) ３ and R ４ The thermoplastic resin according to claim 1, wherein each of these is independently a methyl group, a phenyl group, or a naphthyl group.

4. L in the general formula (1) １ The thermoplastic resin according to claim 1, wherein each of them is independently an alkylene group having 1 to 5 carbon atoms, which may have substituents.

5. The thermoplastic resin according to claim 1, wherein the monomer represented by the general formula (1) has a structure represented by the following formula (1'). 【Transformation 3】

6. The thermoplastic resin according to claim 1, wherein Y in the general formula (3) is a single bond, a fluorene group which may have substituents, or a divalent linking group having any of the following structures of formulas (8) to (14): 【Chemistry 4】 [In equations (8) to (14), R ６１ 、 R ６２ 、 R ７１ and R ７２ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R ６１ and R ６２ 、 or R ７１ and R ７２ are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms which may have a substituent, r and s each independently represent integers between 0 and 5000.

7. The thermoplastic resin according to claim 1, wherein A' and B' in the general formula (3) are each independently a C2 or C3 alkylene group which may have substituents.

8. The monomer represented by the general formula (3) is the thermoplastic resin according to claim 1, having a structure represented by the following general formula (IV): 【Transformation 5】 [In the formula, A', B', R ｃ , R ｄ c, d, p, and q are as defined in the general formula (3) above; R １ and R ２ Each of these independently represents a C1-C20 alkyl group, a C1-C20 alkoxyl group, a C5-C20 cycloalkyl group, a C5-C20 cycloalkoxyl group, a C6-C20 aryl group, or a C6-C20 aryloxy group, each of which may have substituents; e and f each independently represent integers from 0 to 4.

9. The thermoplastic resin according to claim 1, wherein the monomer represented by the general formula (3) is selected from the group consisting of the following. 【Transformation 6】

10. Furthermore, the thermoplastic resin according to claim 1 comprises a constituent unit (B) derived from a monomer represented by the following general formula (2): 【Transformation 7】 [In the formula, A and B each independently represent an alkylene group, carbonyl group, or combination thereof having 1 to 5 carbon atoms, which may have substituents. R ａ and R ｂ Each of these independently comprises a halogen atom, a C1-C20 alkyl group, a C1-C20 alkoxyl group, a C5-C20 cycloalkyl group, a C5-C20 cycloalkoxyl group, a C6-C20 aryl group, a C6-C20 heteroaryl group, a C6-C20 aryloxy group, and -C≡C-R, each containing one or more heterocyclic atoms selected from O, N, and S. ｈ A selection from the group consisting of, each of which may have a substituent, R ｈ This represents an aryl group having 6 to 20 carbon atoms that may have substituents, or a heteroaryl group having 6 to 20 carbon atoms that may have substituents and includes one or more heterocyclic atoms selected from O, N, and S. X represents a single bond or a divalent linking group. a and b each independently represent integers from 0 to 10. m and n each represent an integer between 0 and 6, independently.

11. The thermoplastic resin according to claim 10, wherein, with respect to the total of the constituent units (A), (B), and (C), the proportion of constituent unit (A) is 10 to 35 mol%, the proportion of constituent unit (B) is 20 to 50 mol%, and the proportion of constituent unit (C) is 10 to 45 mol%.

12. The thermoplastic resin according to claim 10, wherein X in the general formula (2) is independently a single bond or a fluorene group which may have substituents.

13. The monomer represented by the general formula (2) is the thermoplastic resin according to claim 10, having a structure represented by the following general formula (II) or (III): 【Transformation 8】 [In the formula, A, B, R ａ , R ｂ a, b, m, and n are as defined in the general formula (2) above; R １ and R ２ Each of these independently represents a C1-C20 alkyl group, a C1-C20 alkoxyl group, a C5-C20 cycloalkyl group, a C5-C20 cycloalkoxyl group, a C6-C20 aryl group, or a C6-C20 aryloxy group, each of which may have substituents; e and f each independently represent integers from 0 to 4.

14. The monomer represented by the general formula (2) is selected from the group consisting of the following, as described in claim 10, for the thermoplastic resin. 【Chemistry 9】

15. The thermoplastic resin according to claim 10, wherein the birefringence strength is greater than -0.5 and less than or equal to 0.

5.

16. The proportion of molecules with a molecular weight (Mw) of less than 1000 in the aforementioned thermoplastic resin is 1.9% or more. The proportion of molecules with a molecular weight of less than 1000 (CLWC) is calculated using the following formula: The thermoplastic resin according to claim 10. [Math 1]

17. The thermoplastic resin according to claim 1, wherein the thermoplastic resin is selected from the group consisting of polycarbonate resin, polyester resin, and polyester carbonate resin.

18. An optical member comprising the thermoplastic resin according to any one of claims 1 to 17.

19. The optical component according to claim 18, wherein the optical component is an optical lens.

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