Thermoplastic resin composition for optical material, molded body, compounding agent, method for producing thermoplastic resin composition, and method for improving transmittance

By using specific lactone compounds and antioxidants in thermoplastic resin compositions, combined with catalyst deactivators and mold release agents, the problem of reduced transmittance caused by additives was solved, achieving high transparency and stability in optical materials.

CN116096779BActive Publication Date: 2026-01-16MITSUBISHI GAS CHEM CO INC
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Patent Information

Application Number
CN202180056154.0
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2021-03-19
Filing Date
2021-08-11
Publication Date
2026-01-16
Estimated Expiration
2041-08-11

AI Technical Summary

Technical Problem

The transmittance in the short wavelength region of existing thermoplastic resin compositions tends to decrease after the addition of additives such as antioxidants, which affects the performance of optical materials.

Method used

By using specific lactone compounds as compounding agents, combined with phenolic antioxidants and/or phosphite antioxidants, controlling the content of additives within a certain range, and combining them with catalyst deactivators and mold release agents, the composition of thermoplastic resin compositions is optimized.

Benefits of technology

In the presence of additives, the transmittance in the short wavelength region is maintained or improved, and the haze is reduced, making it suitable for use as an optical material.

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Abstract

The present invention provides a thermoplastic resin composition and the like capable of suppressing changes in transmittance, particularly changes in transmittance in the short wavelength region, even when an additive or the like is added. The above technical problem is solved by a thermoplastic resin composition for optical materials containing a complexing agent represented by the following general formula (1). (In general formula (1), R1 to R5 each independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent, R6 to R9 each independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent, and R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.)
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Description

TECHNICAL FIELD

[0001] The present application relates to a thermoplastic resin composition and the like. The present application particularly relates to a thermoplastic resin composition for optical materials, a molded body containing the thermoplastic resin composition, an additive to be added to a thermoplastic resin, a manufacturing method of a thermoplastic resin composition, and a transmittance improving method, and the like. BACKGROUND

[0002] At present, in thermoplastic resins used as optical materials, additives such as antioxidants, releasing agents, and the like are added to ensure stability at the time of processing, releasability.

[0003] For example, it is known to add an antioxidant to a resin to improve stability at the time of processing (for example, Patent Literatures 1 and 2).

[0004] However, sometimes the original resin properties are impaired due to the addition of these additives. For example, there is a problem that the transmittance in the short wavelength region, which is extremely important for thermoplastic resins as optical materials, is reduced due to the addition of additives.

[0005] A slight change in the transmittance in the short wavelength region of a thermoplastic resin as an optical material sometimes also has a large impact on a product for practical use. Therefore, although a resin composition that can maintain the original transmittance of a thermoplastic resin as an optical material after a product is manufactured is required, a resin composition that can reliably suppress changes in transmittance has not been realized.

[0006] PRIOR ART DOCUMENTS

[0007] PATENT LITERATURES

[0008] Patent Literature 1: Japanese Patent Application Laid-Open No. 7-233160

[0009] Patent Literature 2: WO99 / 67232 SUMMARY

[0010] PROBLEMS TO BE SOLVED BY THE INVENTION

[0011] The main problem to be solved by the present application is to provide a thermoplastic resin composition for optical materials and the like that can suppress changes in transmittance, particularly changes in transmittance in the short wavelength region, even when additives and the like are added for productization.

[0012] MEANS OF SOLVING THE PROBLEMS

[0013] The inventors of the present application found that a thermoplastic resin composition in which a specific lactone compound is compounded can maintain good transmittance, particularly in the short wavelength region, even in the presence of additives.

[0014] The present application includes the following solutions.

[0015] <1> A thermoplastic resin composition comprising a complexing agent represented by the following general formula (1).

[0016]

[0017] (in the general formula (1),

[0018] R1 to R5 each independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0019] R6 to R9 each independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0020] R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.

[0021] <2> The thermoplastic resin composition according to <1> above, further comprising an antioxidant.

[0022] <3> The thermoplastic resin composition according to <2> above, wherein the antioxidant is a phenol-based antioxidant and / or a phosphite-based antioxidant.

[0023] <4> The thermoplastic resin composition according to <2> or <3> above, wherein the antioxidant is contained in an amount of 1 to 10,000 parts by mass, based on the total weight of the resin composition.

[0024] <5> The thermoplastic resin composition according to <4> above, wherein the antioxidant is contained in an amount of 1 to 3,000 parts by mass, based on the total weight of the resin composition.

[0025] <6> The thermoplastic resin composition according to any one of <1> to <5> above, wherein the complexing agent is contained in an amount of 1 to 10,000 parts by mass, based on the total weight of the resin composition.

[0026] <7> The thermoplastic resin composition according to any one of <1> to <6> above, wherein the complexing agent is contained in an amount of 1 to 2,000 parts by mass, based on the total weight of the resin composition.

[0027] <8> The thermoplastic resin composition according to any one of <1> to <7> above, wherein the value of the transmittance (%) at a wavelength of 370 to 400 nm measured in accordance with JIS K7105 is greater than or equal to 2.0 (%) compared to a control resin composition having the same composition except that the complexing agent is not contained.

[0028] The thermoplastic resin composition according to any one of <1> to <8>, wherein the value of the transmittance (%) at a wavelength of 370 to 400 nm measured in accordance with JIS K7105 is 1.1 times or more as compared with a comparative resin composition having the same composition except that the above-mentioned compounding agent is not contained.

[0029] The thermoplastic resin composition according to any one of <1> to <9>, wherein the amount of a volatile component produced at 250°C for 5 minutes is less as compared with a comparative resin composition having the same composition except that the above-mentioned compounding agent is not contained, the above-mentioned volatile component being any one of formaldehyde, acetaldehyde, acetone, 2,3-butanedione, acetic acid and formic acid.

[0030] The thermoplastic resin composition according to any one of <1> to <10>, wherein the value of YI measured in accordance with JIS K7105 is 0.20 or more as compared with a comparative resin composition having the same composition except that the above-mentioned compounding agent is not contained.

[0031] The thermoplastic resin composition according to any one of <1> to <11>, wherein, in the above-mentioned general formula (1), three of R1 to R5 are hydrogen atoms and two are alkyl groups, two of R6 to R9 are hydrogen atoms and two are alkyl groups, and R 10 is a hydrogen atom.

[0032] The thermoplastic resin composition according to any one of <1> to <12>, wherein, in the above-mentioned general formula (1), the above-mentioned substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group and an alkoxy group.

[0033] The thermoplastic resin composition according to any one of <1> to <13>, further comprising a thermoplastic resin, the above-mentioned thermoplastic resin being selected from the group consisting of a polycarbonate resin, a polyester resin, a polyester carbonate resin, a cyclic olefin resin and an acrylic resin.

[0034] The thermoplastic resin composition according to <14>, wherein the above-mentioned thermoplastic resin is a polycarbonate resin, a polyester resin or a polyester carbonate resin containing a structural unit (B) from a monomer represented by the following general formula (2) and / or a structural unit (C) from a monomer represented by the following general formula (3).

[0035]

[0036] (in the general formula (2), R

[0037] R a and R beach independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, an alkoxy group having 1 to 20 carbon atoms which can have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which can have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which can have a substituent, an aryl group having 6 to 20 carbon atoms which can have a substituent, a heteroaryl group having 6 to 20 carbon atoms which can have a substituent and contains 1 or more hetero ring atoms selected from the group consisting of O, N and S, an aryloxy group having 6 to 20 carbon atoms which can have a substituent, and -C≡C-R h ,

[0038] R h represents an aryl group having 6 to 20 carbon atoms which can have a substituent, or a heteroaryl group having 6 to 20 carbon atoms which can have a substituent and contains 1 or more hetero ring atoms selected from the group consisting of O, N and S,

[0039] X is a single bond or represents a fluorenyl group which can have a substituent,

[0040] A and B each independently represent an alkylene group having 1 to 5 carbon atoms which can have a substituent,

[0041] m and n each independently represent an integer of 0 to 6,

[0042] a and b each independently represent an integer of 0 to 10.

[0043]

[0044] (in General Formula (3),

[0045] R c and R d each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, an alkoxy group having 1 to 20 carbon atoms which can have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which can have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which can have a substituent, and an aryl group having 6 to 20 carbon atoms which can have a substituent,

[0046] A and B each independently represent an alkylene group having 1 to 5 carbon atoms which can have a substituent,

[0047] p and q each independently represent an integer of 0 to 4,

[0048] a and b each independently represent an integer of 0 to 10,

[0049] Y1is a single bond, a fluorenyl group which can have a substituent, or any one of the structural formulas represented by General Formulas (4) to (9) and (12) to (14),

[0050]

[0051] (in General Formulae (4) to (9),

[0052] R 21 and R 22 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, or an aryl group having 6 to 30 carbon atoms which can have a substituent, or represent R 21 and R 22 combined with each other form a carbocyclic ring or a heterocyclic ring having 1 to 20 carbon atoms which can have a substituent,

[0053] r and s each independently represent an integer of 0 to 5000,

[0054] in General Formulae (12) to (14),

[0055] R 23 and R 24 each independently represent a hydrogen atom, fluorine, chlorine, bromine or iodine, or represent an alkyl group having 1 to 9 carbon atoms which can have a substituent, an alkoxy group having 1 to 5 carbon atoms which can have a substituent, an alkenyl group having 2 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, respectively.

[0056] <16> The thermoplastic resin composition described in the above <14> or <15>, wherein the weight average molecular weight (Mw) of the polystyrene conversion of the above thermoplastic resin is 10,000 to 300,000.

[0057] <17> The thermoplastic resin composition described in the above <15> or <16>, wherein in the above General Formulae (2) and (3), the A and B each independently represent an alkylene group having 2 or 3 carbon atoms.

[0058] <18> The thermoplastic resin composition described in any one of the above <14> to <17>, wherein the above thermoplastic resin contains at least a structural unit from any one of BPEF, BNE, BNEF and DPBHBNA.

[0059] <19> The thermoplastic resin composition described in any one of the above <1> to <18>, which further contains a catalyst deactivator.

[0060] <20> The thermoplastic resin composition described in the above <19>, wherein the above catalyst deactivator contains a dodecylbenzenesulfonate.

[0061] <21> The thermoplastic resin composition described in any one of the above <1> to <20>, which further contains a release agent.

[0062] The thermoplastic resin composition according to any one of <1> to <22>, wherein the above-mentioned releasing agent 1 is contained in an amount of 1 to 5,000 ppm by weight based on the total weight of the above-mentioned resin composition.

[0063] The thermoplastic resin composition according to any one of <1> to <22>, wherein the above-mentioned complexing agent represented by the above-mentioned general formula (1) has peaks at diffraction angles 2Θ of 6.7 ± 0.2°, 10.4 ± 0.2°, 11.1 ± 0.2°, 12.7 ± 0.2°, 13.2 ± 0.2°, 15.2 ± 0.2°, 16.1 ± 0.2°, 17.3 ± 0.2°, 20.8 ± 0.2° and 23.6 ± 0.2° in a powder X-ray diffraction pattern using Cu-Kα rays.

[0064] The thermoplastic resin composition according to any one of <1> to <23> for use as an optical material.

[0065] The thermoplastic resin composition according to any one of <1> to <23> for use as an optical material.

[0066]

[0067] (In the general formula (1),

[0068] R1 to R5 each independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0069] R6 to R9 each independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0070] R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.

[0071] The molded body according to any one of <1> to <25>.

[0072] The complexing agent according to any one of <27> to <28> is a complexing agent represented by the following formula (10) or (11) and is a complexing agent added to a thermoplastic resin in order to increase the value of the transmittance (%) in the wavelength range of 370 to 400 nm of a thermoplastic resin composition.

[0073]

[0074] The complexing agent according to any one of <27> to <28> is a complexing agent represented by the following formula (10) or (11) and is a complexing agent added to a thermoplastic resin in order to decrease the haze value of a thermoplastic resin composition.

[0075]

[0076] <29> The complexing agent according to <27> or <28>, wherein the powder X-ray diffraction pattern using Cu-Kα rays has peaks at diffraction angles 2θ of 6.7 ± 0.2°, 10.4 ± 0.2°, 11.1 ± 0.2°, 12.7 ± 0.2°, 13.2 ± 0.2°, 15.2 ± 0.2°, 16.1 ± 0.2°, 17.3 ± 0.2°, 20.8 ± 0.2°, and 23.6 ± 0.2°.

[0077] <30> A method for producing a thermoplastic resin composition, comprising a step of adding a complexing agent represented by the following general formula (1) to a thermoplastic resin.

[0078]

[0079] (in the general formula (1),

[0080] R1 to R5 each independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0081] R6 to R9 each independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0082] R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.

[0083] <31> A method for improving the transmittance of a thermoplastic resin composition, comprising a step of adding a complexing agent represented by the following general formula (1) to a thermoplastic resin.

[0084]

[0085] (in the general formula (1),

[0086] R1 to R5 each independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0087] R6 to R9 each independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0088] R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.

[0089] <32> A method for reducing the haze of a thermoplastic resin composition, comprising a step of adding a complexing agent represented by the following general formula (1) to a thermoplastic resin.

[0090]

[0091] (in General Formula (1),

[0092] R1to R5independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0093] R6to R9independently represent a hydrogen atom, an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent,

[0094] R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms.

[0095] Effects of the Invention

[0096] The thermoplastic resin composition of the present application contains the prescribed additive as described above, and in particular, is capable of maintaining the transmittance in the low wavelength region at a good level. Although it is known that, for example, when an antioxidant, a mold releasing agent is added, the existing thermoplastic resin composition has a tendency that the transmittance can be confirmed to be reduced, but in the thermoplastic resin composition of the present application, even if an additive is added, it is possible to prevent the transmittance, particularly in the low wavelength region, from being reduced. Such a thermoplastic resin composition is particularly suitable as an optical material. BRIEF DESCRIPTION OF DRAWINGS

[0097] Fig. 1 is a graph showing a powder X-ray diffraction pattern of the crystal of the additive used in Example 1.

[0098] Fig. 2 is a graph showing a powder X-ray diffraction pattern of the crystal of a compound which is the same as the additive of Example 1 but a different sample.

[0099] Fig. 3 is a graph showing a powder X-ray diffraction pattern of the crystal of a compound which is the same as the additive of Example 1 but another different sample. DETAILED DESCRIPTION

[0100] [1. Components of the Thermoplastic Resin Composition]

[0101] The components of the thermoplastic resin composition will be described below.

[0102] [1-1. Additive]

[0103] The thermoplastic resin composition contains an additive represented by General Formula (1). The additive represented by General Formula (1) is used to improve the transmittance of the thermoplastic resin composition, and in particular, to improve the value of the transmittance at low wavelengths.

[0104] Further, by adding the additive represented by General Formula (1), it is also possible to reduce the haze of the thermoplastic resin composition, and to improve the transparency.

[0105]

[0106] In General Formula (1), R1to R5independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent. R1to R5are preferably a hydrogen atom or an alkyl group having a total of 1 to 10 carbon atoms which can have a substituent, the total number of carbon atoms of the alkyl group which can have a substituent is more preferably 1 to 5, still more preferably 1 to 3, and the alkyl group is, for example, a methyl group.

[0107] In addition, in R1to R5of General Formula (1), preferably 2 to 4 are hydrogen atoms and 1 to 3 are alkyl groups, more preferably 3 are hydrogen atoms and 2 are alkyl groups.

[0108] In General Formula (1), R6to R9independently represent a hydrogen atom or an alkyl group having a total of 1 to 20 carbon atoms which can have a substituent. R6to R9are preferably a hydrogen atom or an alkyl group having a total of 1 to 10 carbon atoms which can have a substituent, the total number of carbon atoms of the alkyl group which can have a substituent is more preferably 1 to 8, still more preferably 1 to 5, and the alkyl group is, for example, a t-butyl group.

[0109] In addition, in R6to R9of General Formula (1), preferably 1 to 3 are hydrogen atoms and 1 to 3 are alkyl groups, more preferably 2 are hydrogen atoms and 2 are alkyl groups.

[0110] In General Formula (1), R 10 represents a hydrogen atom or an alkyl group having a total of 1 to 5 carbon atoms. R 10 is preferably a hydrogen atom or an alkyl group having a total of 1 to 3 carbon atoms which can have a substituent, the total number of carbon atoms of the alkyl group which can have a substituent is more preferably 1 or 2. R 10 is more preferably a hydrogen atom.

[0111] In General Formula (1), the carbon atom to which R 10 is bonded is a chiral carbon, but the complexing agent of General Formula (1) can be a racemate or an optically active body.

[0112] The above substituent in General Formula (1) is, for example, any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group.

[0113] As specific examples of the complexing agent of General Formula (1), the following compounds of Formulae (10) and (11) and mixtures thereof can be cited.

[0114]

[0115] In the thermoplastic resin composition, the additive can be contained in an amount of 1 to 10,000 ppm by weight, and the additive can be contained in an amount of 1 to 8,000 ppm by weight, 1 to 6,000 ppm by weight, 1 to 4,000 ppm by weight, or 1 to 3,000 ppm by weight.

[0116] In the thermoplastic resin composition, the additive is preferably contained in an amount of 1 to 2,000 ppm by weight, based on the total weight of the thermoplastic resin composition. The additive in the thermoplastic resin composition is more preferably contained in an amount of 10 to 1,000 ppm by weight, further more preferably in an amount of 50 to 800 ppm by weight, particularly preferably in an amount of 50 to 500 ppm by weight, and further more preferably in an amount of 100 to 300 ppm by weight.

[0117] The additive is preferably crystalline. For example, in the crystal of a 90:10 mixture of the compounds of the above formulae (10) and (11) (i.e., the compounds in which two of R1to R5in the general formula (1) are methyl groups and the other two are hydrogen, and two of R6to R9are tert-butyl groups and the other two are hydrogen), the powder X-ray diffraction pattern using Cu-Kα rays has peaks at diffraction angles 2θ of 6.7°, 10.4°, 11.1°, 12.7°, 13.2°, 15.2°, 16.1°, 17.3°, 20.8°, and 23.6°, under the measurement conditions described in the Examples. Among these, the peaks at 13.2°, 15.2°, and 20.8° have relatively large relative intensities.

[0118] In addition, as shown in the column of the Examples, when the peaks of the powder X-ray diffraction pattern using Cu-Kα rays were measured for the same additive of the compound using a plurality of samples as the subjects, it was found that the above-mentioned peaks were almost commonly confirmed for all the samples. However, a measurement error of about ±0.2° or ±0.1° can occur. Therefore, in the above-mentioned additive, the powder X-ray diffraction pattern using Cu-Kα rays has peaks at diffraction angles 2θ of 6.7 ± 0.2°, 10.4 ± 0.2°, 11.1 ± 0.2°, 12.7 ± 0.2°, 13.2 ± 0.2°, 15.2 ± 0.2°, 16.1 ± 0.2°, 17.3 ± 0.2°, 20.8 ± 0.2°, and 23.6 ± 0.2°.

[0119] In addition to the above-mentioned additive, the following additives can be contained in the thermoplastic resin composition.

[0120] [1-2. Antioxidant]

[0121] The thermoplastic resin composition preferably contains an antioxidant.

[0122] As the antioxidant, at least either of a phenol-based antioxidant and a phosphite-based antioxidant is preferable. Also, a phenol-based antioxidant and a phosphite-based antioxidant can be used together, and a thermoplastic resin composition containing both of a phenol-based antioxidant and a phosphite-based antioxidant is preferable.

[0123] As the phenol-based antioxidant, 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 e-2,4,6(1H,3H,5H)-trione, 4,4',4"- (1-methylprop-3-ylidene)tris(6-tert-butyl-m-cresol), 6,6'-di-tert-butyl-4,4'-butylidene di-m-cresol, 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propyl octadecyl ester, pentaerythritol-tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane, pentaerythritol-tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], and the like are exemplified, and pentaerythritol-tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] is preferable.

[0124] As the phosphite-based antioxidant, 2-ethylhexyl diphenyl phosphite, isodecyl diphenyl phosphite, triisodecyl phosphite, triphenyl phosphite, 3,9-bis(octadecyloxy)-2,4,8,10-tetraoxa-3,9-diphospha-spiro[5.5]undecane, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphospha-spiro[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-diphospha-spiro[5.5]undecane, and the like are exemplified, and 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphospha-spiro[5.5]undecane is preferable.

[0125] As the antioxidant, any one of the above can be used alone, or a mixture of two or more can be used.

[0126] In the thermoplastic resin composition, the antioxidant can be contained in an amount of 1 to 10,000 ppm by weight, and the content of the antioxidant can also be 1 to 8,000 ppm by weight, 1 to 6,000 ppm by weight, or 1 to 4,000 ppm by weight.

[0127] In the thermoplastic resin composition, the antioxidant is preferably contained in an amount of 1 to 3,000 ppm by weight, based on the total weight of the resin composition. The content of the antioxidant in the thermoplastic resin composition is more preferably 50 to 2,500 ppm by weight, further more preferably 100 to 2,000 ppm by weight, particularly preferably 150 to 1,500 ppm by weight, and further more preferably 200 to 1,200 ppm by weight.

[0128] In addition, the content range of the above-mentioned antioxidant is a range with respect to the total amount of the antioxidant, but with respect to any one of the antioxidants, the content can also be used within any of the above-mentioned ranges.

[0129] [1-3. Release agent]

[0130] The thermoplastic resin composition preferably contains a release agent.

[0131] As the release agent, ester compounds such as glycerin fatty acid esters such as monoglyceride, diglyceride, and the like of glycerin fatty acid, propylene glycol fatty acid ester, sorbitan fatty acid ester, higher alcohol fatty acid ester, total ester or mono fatty acid ester of aliphatic polyol and aliphatic carboxylic acid, and the like can be exemplified. In the case where an ester of aliphatic polyol and aliphatic carboxylic acid is used as the release agent, monoester, total ester, and the like can be used, but can also be an ester other than the total ester such as monoester.

[0132] As specific examples of the release agent, the following can be exemplified.

[0133] i.e., sorbitan fatty acid esters such as sorbitan stearate, sorbitan laurate, sorbitan oleate, sorbitan trioleate, sorbitan tristearate, sorbitan tristearate, sorbitan octanoate, and the like;

[0134] propylene glycol fatty acid esters such as propylene glycol monostearate, propylene glycol monooleate, propylene glycol monobehenate, propylene glycol monolaurate, propylene glycol monopalmitate, and the like;

[0135] higher alcohol fatty acid esters such as stearyl stearate, and the like;

[0136] glycerin fatty acid ester monoglyceride including glycerin monostearate, glycerin monohydroxystearate such as glycerin monol2-hydroxystearate, glycerin monooleate, glycerin monobezenate, glycerin monocaprylate, glycerin monocaprate, glycerin monolaurate, and the like;

[0137] glycerin fatty acid ester acetylated monoglyceride including glycerin diacetyl monolaurate, and the like;

[0138] glycerin fatty acid ester organic acid monoglyceride including citric acid fatty acid monoglyceride, succinic acid fatty acid monoglyceride, diacetyl tartaric acid fatty acid monoglyceride, and the like;

[0139] polyglycerin fatty acid ester including diglycerin stearate, diglycerin laurate, diglycerin oleate, diglycerin monostearate, diglycerin monolaurate, diglycerin monomyristate, diglycerin monooleate, tetraglycerin stearate, decaglycerin laurate, decaglycerin oleate, polyglycerin polyricinoleate, and the like.

[0140] The releasing agent is preferably contained in an amount of 1 to 5000 ppm by weight, based on the total weight of the resin composition. The content of the releasing agent in the thermoplastic resin composition is more preferably 50 to 4000 ppm by weight, further more preferably 100 to 3500 ppm by weight, particularly preferably 500 to 13000 ppm by weight, and still further more preferably 1000 to 2500 ppm by weight.

[0141] The releasing agent can be used together with other additives such as an antioxidant and the like. In addition, the above-mentioned content range is a range with respect to the total amount of the releasing agent, but any one of the releasing agents can be used in an amount within the above-mentioned range.

[0142] [1-4. Catalyst deactivator]

[0143] In the thermoplastic resin composition, a catalyst deactivator is preferably further contained as an additive. The catalyst deactivator deactivates a catalyst used for polymerization of the resin composition, thereby stopping the polymerization reaction. By adding the catalyst deactivator, depolymerization of the polymer contained in the resin composition can also be prevented. In addition, in order to prevent an increase in the thermal history of the resin composition due to the addition of the catalyst deactivator, the catalyst deactivator can also not be used.

[0144] As the catalyst deactivator, esters such as butyl benzoate; aromatic sulfonic acids such as p-toluenesulfonic acid; aromatic sulfonic acid esters such as butyl p-toluenesulfonate, hexyl p-toluenesulfonate; phosphoric acids such as phosphorous acid, phosphoric acid, 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, mono-octyl phosphite; phosphoric acid esters such as triphenyl phosphoric acid ester, diphenyl phosphoric acid ester, monophenyl phosphoric acid ester, dibutyl phosphoric acid ester, dioctyl phosphoric acid ester, mono-octyl phosphoric acid ester; phosphonic acids such as diphenyl phosphonic acid, dioctyl phosphonic acid, dibutyl phosphonic acid; phosphonic acid esters such as diethyl phenyl phosphonic acid ester; phosphines such as triphenyl phosphine, bis(diphenylphosphino)ethane; boronic acids such as boric acid, phenyl boronic acid; aromatic sulfonic acid salts such as dodecylbenzenesulfonic acid tetrabutylphosphonium salt; organic halides such as stearoyl chloride, benzoyl chloride, p-toluenesulfonyl chloride; alkyl sulfates such as dimethyl sulfate; and organic halides such as benzyl chloride are preferably used. From the viewpoint of the effect of the deactivator, stability to the resin, and the like, dodecylbenzenesulfonic acid tetrabutylphosphonium salt, butyl p-toluenesulfonate, or p-toluenesulfonic acid is particularly preferred. These deactivators are preferably used in a range of 0.01 to 50 times the molar amount, and more preferably in a range of 0.3 to 20 times the molar amount, relative to the amount of the catalyst. When the amount of the deactivator is less than 0.01 times the molar amount relative to the amount of the catalyst, the deactivating effect becomes insufficient, and thus is not preferred. In addition, when the amount of the deactivator is more than 50 times the molar amount relative to the amount of the catalyst, the heat resistance of the resin decreases, and the molded body becomes likely to be colored, and thus is not preferred.

[0145] In the thermoplastic resin composition, the catalyst deactivator is preferably contained in an amount of 1 to 1000 parts by weight, based on the total weight of the resin composition. The content of the catalyst deactivator in the thermoplastic resin composition is more preferably 3 to 500 parts by weight, still more preferably 5 to 100 parts by weight, and particularly preferably 10 to 50 parts by weight.

[0146] The catalyst deactivator is preferably added to the thermoplastic resin composition in the form of a solution, for example, in the form of an aqueous solution. In addition, the catalyst deactivator can also be added to the thermoplastic resin composition in the form of an alcoholic solution such as a methanol solution, an ethanol solution, or the like, or in the form of a solution of an organic solvent such as a phenol solution, or the like.

[0147] [1-5. Other additives]

[0148] In addition to the above-described compounding agents, antioxidants, release agents, and catalyst deactivators, an additive can be added to the thermoplastic resin composition. For example, as the additive that can be contained in the thermoplastic resin composition, heat stabilizers, plasticizers, fillers, ultraviolet absorbers, rust preventives, dispersants, antifoaming agents, leveling agents, flame retardants, lubricants, dyes, pigments, bluing agents, nucleating agents, transparency agents, and the like can be exemplified.

[0149] The content of the additive other than the antioxidants, the release agents, and the catalyst deactivators in the thermoplastic resin composition (hereinafter, also referred to as an additional additive) is preferably 10 ppm by weight to 5.0% by weight, more preferably 100 ppm by weight to 2.0% by weight, and even more preferably 1000 ppm by weight to 1.0% by weight, but is not limited thereto.

[0150] Since the above-described additives can adversely affect the transmittance, it is preferable to add them not excessively, for example, in a total amount within the above-described range.

[0151] [1-6. Thermoplastic resin]

[0152] The thermoplastic resin composition contains a thermoplastic resin.

[0153] The thermoplastic resin is preferably any one or more of a polycarbonate resin, a polyester resin, a polyester carbonate resin, a cyclic olefin resin, and an acrylic resin.

[0154] The thermoplastic resin preferably contains a polycarbonate resin, a polyester resin, or a polyester carbonate resin having a structural unit (B) derived from a monomer represented by the following general formula (2).

[0155]

[0156] In the general formula (2), R a and R b are each independently selected from a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, an alkoxy group having 1 to 20 carbon atoms which can have a substituent, a cycloalkyl group having 5 to 20 carbon atoms which can have a substituent, a cycloalkoxy group having 5 to 20 carbon atoms which can have a substituent, an aryl group having 6 to 20 carbon atoms which can have a substituent, a heteroaryl group having 6 to 20 carbon atoms which can have a substituent and contains one or more hetero ring atoms selected from O, N, and S, an aryloxy group having 6 to 20 carbon atoms which can have a substituent, and -C≡C-R h . R h represents an aryl group having 6 to 20 carbon atoms which can have a substituent, or a heteroaryl group having 6 to 20 carbon atoms which can have a substituent and contains one or more hetero ring atoms selected from O, N, and S.

[0157] R a and R b are preferably a hydrogen atom, an aryl group having 6 to 20 carbon atoms which can have a substituent, a heteroaryl group having 6 to 20 carbon atoms which can have a substituent and contains one or more hetero ring atoms selected from O, N, and S, more preferably a hydrogen atom, an aryl group having 6 to 20 carbon atoms which can have a substituent, and even more preferably a hydrogen atom, an aryl group having 6 to 12 carbon atoms which can have a substituent.

[0158] In General Formula (2), X represents a single bond, or fluorenyl group which can have a substituent. X is preferably a single bond, or fluorenyl group which can have a substituent and has a total of 12 to 20 carbon atoms.

[0159] In General Formula (2), A and B are each independently alkylene group which can have a substituent and has 1 to 5 carbon atoms, and is preferably alkylene group which has 2 or 3 carbon atoms.

[0160] In General Formula (2), m and n are each independently an integer of 0 to 6, and is preferably an integer of 0 to 3, and more preferably 0 or 1.

[0161] In General Formula (2), a and b are each independently an integer of 0 to 10, and is preferably an integer of 1 to 3, and more preferably 1 or 2.

[0162] As a specific example of the structural unit (B), a structural unit derived from BNE, DPBHBNA, or the like can be given.

[0163]

[0164] The thermoplastic resin preferably contains a polycarbonate resin, a polyester resin, or a polyester carbonate resin having a structural unit (C) derived from a monomer represented by General Formula (3) below.

[0165]

[0166] In General Formula (3), R c and R d are each independently selected from a halogen atom, alkyl group which can have a substituent and has 1 to 20 carbon atoms, alkoxy group which can have a substituent and has 1 to 20 carbon atoms, cycloalkyl group which can have a substituent and has 5 to 20 carbon atoms, cycloalkoxy group which can have a substituent and has 5 to 20 carbon atoms, and aryl group which can have a substituent and has 6 to 20 carbon atoms.

[0167] R c and R d are preferably a hydrogen atom, aryl group which can have a substituent and has 6 to 20 carbon atoms, heteroaryl group which can have a substituent and has 6 to 20 carbon atoms and contains 1 or more hetero ring atoms selected from O, N, and S, and more preferably a hydrogen atom, aryl group which can have a substituent and has 6 to 20 carbon atoms, and even more preferably a hydrogen atom, aryl group which can have a substituent and has 6 to 12 carbon atoms.

[0168] In General Formula (3), Y1 is a single bond, fluorenyl group which can have a substituent, or any one of the structural formulas represented by General Formulas (4) to (9) and (12) to (14) below, and is preferably a single bond or the structural formula represented by General Formula (4) below.

[0169]

[0170] In General Formula (4) and (9), R 21 and R 22 independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, or an aryl group having 6 to 30 carbon atoms which can have a substituent, or represent a carbon ring or a heterocyclic ring having 1 to 20 carbon atoms which can have a substituent, formed by combining each other. 21 and R 22 independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which can have a substituent, or an aryl group having 6 to 30 carbon atoms which can have a substituent, or represent a carbon ring or a heterocyclic ring having 1 to 20 carbon atoms which can have a substituent, formed by combining each other.

[0171] In General Formula (7) and (9), r and s are independently an integer of 0 to 5000.

[0172] In General Formula (12) to (14), R 23 and R 24 independently represent a hydrogen atom, a fluorine, a chlorine, a bromine, or an iodine, or represent an alkyl group having 1 to 9 carbon atoms which can have a substituent, an alkoxy group having 1 to 5 carbon atoms which can have a substituent, an alkenyl group having 2 to 12 carbon atoms which can have a substituent, or an aryl group having 6 to 12 carbon atoms which can have a substituent, respectively.

[0173] In General Formula (3) above, A and B are independently an alkylene group having 1 to 5 carbon atoms which can have a substituent, and are preferably an alkylene group having 2 or 3 carbon atoms. In General Formula (3) above, p and q are independently an integer of 0 to 4, and are preferably 0 or 1. In General Formula (3) above, a and b are independently an integer of 0 to 10, and are preferably an integer of 0 to 5, more preferably an integer of 0 to 2, for example, 0 or 1.

[0174] As specific examples of the structural unit (C), there can be mentioned BPEF (9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene), BPPEF (9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)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, bisphenol S, bisphenol P, bisphenol PH, bisphenol TMC, bisphenol P-AP (4,4'-(1-phenylethylidene)bisphenol), bisphenol P-CDE (4,4'-cyclo-dodecylidene bisphenol), bisphenol P-HTG (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), and the like.

[0175] In addition, a thermoplastic resin such as a polycarbonate resin having a structural unit from a bisphenol compound such as bisphenol A, bisphenol AP, and the like as the structural unit (C) has the advantage that there are many high-purity products and that marketability is good.

[0176]

[0177] The thermoplastic resin can be a copolymer containing the structural unit (B) and the structural unit (C), a mixture of a polymer containing only the structural unit (B) and a polymer containing only the structural unit (C), or a combination thereof, in addition to a polymer containing the structural unit (B) but not containing the structural unit (C) and a polymer containing the structural unit (C) but not containing the structural unit (B). As the polymer containing the structural unit (C) but not containing the structural unit (B), there can be mentioned, for example, a polymer having a structural unit of the following formula (I-1) to (I-3), and as the copolymer containing the structural unit (B) and the structural unit (C), there can be mentioned, for example, a copolymer having a structural unit of the following formula (II-1) to (II-4). In addition, as specific examples of the polymer containing the structural unit (C) but not containing the structural unit (B), there can be mentioned a polymer composed of only one of the above-described BPEF, BPPEF, and bisphenols or composed of a plurality of them.

[0178]

[0179] (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.

[0180] (In formula (I-3), n is an integer of 1 to 10, preferably an integer of 1 to 5, more preferably 1.)

[0181] In addition, as the polymer having a plurality of structural units, although a block copolymer in which the values of m and n are, for example, 100 or more, and a random copolymer can be used, a random copolymer is preferably used, and a random copolymer in which the values of m and n are 1 is more preferably used.

[0182]

[0183] (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.)

[0184] In addition, as the polymer having a plurality of structural units, although a block copolymer in which the values of m and n are, for example, 100 or more, and a random copolymer can be used, a random copolymer is preferably used, and a random copolymer in which the values of m and n are 1 is more preferably used.

[0185] In the copolymer, the molar ratio of the structural unit (B) to the structural unit (C) is preferably 1 : 99 to 99 : 1, more preferably 10 : 90 to 90 : 10, more preferably 15 : 85 to 85 : 15, and particularly preferably 30 : 70 to 70 : 30. In addition, in the mixture, the weight ratio of the polymer containing only the structural unit (B) to the polymer containing only the structural unit (C) is preferably 1 : 99 to 99 : 1, more preferably 10 : 90 to 90 : 10, more preferably 15 : 85 to 85 : 15, and particularly preferably 30 : 70 to 70 : 30.

[0186] The thermoplastic resin can be a cyclic olefin resin, or can contain a cyclic olefin resin. As the cyclic olefin resin, a resin having the following structural unit can be exemplified.

[0187]

[0188] In the above formula, X g Each independently represents an alkylene group having 1 to 10 carbon atoms. As the above alkylene group having 1 to 10 carbon atoms, methylene group, ethylene group, propylene group, isopropylene group, butylene group, isobutylene group, sec-butylene group, t-butylene group, pentylene group, and the like can be exemplified. Among these, methylene group, ethylene group, propylene group, butylene group, isobutylene group, sec-butylene group are preferred, and methylene group, ethylene group, propylene group are more preferred.

[0189] Rj , R k , and R l each independently is selected from the group consisting of a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 5 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms containing 1 or more hetero ring atoms selected from the group consisting of O, N, and S, a substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, and -C≡C-R i . As the above R j , R k , and R l , the same examples as the above X a , X b , X c , X d , X e , and X f can be listed.

[0190] wherein R j , R k , and R l may also have a substituent. As the substituent, there is no particular limitation, and a halogen atom, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a cycloalkoxy group having 5 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, a cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, an aryloxycarbonyl group having 7 to 15 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, a cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, an arylcarbonyloxy group having 7 to 15 carbon atoms, a hydroxyalkylcarbonyl group having 2 to 10 carbon atoms, a glycidylcarbonyl group, a hydroxyl group, a carboxyl group, a cyano group, an amido group having 1 to 10 carbon atoms, and the like can be listed.

[0191] As the above alkyl group having 1 to 10 carbon atoms, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a t-butyl group, a pentyl group, and the like can be listed.

[0192] As the above cycloalkyl group having 5 to 10 carbon atoms, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, and the like can be listed.

[0193] As the above alkoxy group having 1 to 10 carbon atoms, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a t-butoxy group, a pentoxy group, and the like can be listed.

[0194] As the above-mentioned cycloalkyl group having 5 to 10 carbon atoms, a cyclopentyloxy group, a cyclohexyloxy group, a bicyclo[2.2.1]heptyloxy group, a bicyclo[2.2.2]octyloxy group, and the like can be given.

[0195] As the above-mentioned alkylcarbonyloxy group having 2 to 10 carbon atoms, a methylcarbonyloxy group, an ethylcarbonyloxy group, a propylcarbonyloxy group, an isopropylcarbonyloxy group, a butylcarbonyloxy group, an isobutylcarbonyloxy group, a sec-butylcarbonyloxy group, a tert-butylcarbonyloxy group, and the like can be given.

[0196] As the above-mentioned cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, a cyclopentylcarbonyloxy group, a cyclohexylcarbonyloxy group, a bicyclo[2.2.1]heptylcarbonyloxy group, a bicyclo[2.2.2]octylcarbonyloxy group, and the like can be given.

[0197] As the above-mentioned aryloxy group having 7 to 15 carbon atoms, a phenyloxy group, a tolyloxy group, a xylyloxy group, a mesityloxy group, a mesoxy group, an ethylphenyloxy group, an ethylmethylphenyloxy group, a diethylphenyloxy group, a naphthylcarbonyloxy group, and the like can be given.

[0198] As the above-mentioned alkylcarbonyloxy group having 2 to 10 carbon atoms, a methylcarbonyloxy group, an ethylcarbonyloxy group, a propylcarbonyloxy group, an isopropylcarbonyloxy group, a butylcarbonyloxy group, and the like can be given.

[0199] As the above-mentioned cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, a cyclopentylcarbonyloxy group, a cyclohexylcarbonyloxy group, a bicyclo[2.2.1]heptylcarbonyloxy group, a bicyclo[2.2.2]octylcarbonyloxy group, and the like can be given.

[0200] As the above-mentioned arylcarbonyloxy group having 7 to 15 carbon atoms, a phenylcarbonyloxy group, a tolylcarbonyloxy group, a xylylcarbonyloxy group, a mesitylcarbonyloxy group, an ethylphenylcarbonyloxy group, an ethylmethylphenylcarbonyloxy group, a diethylphenylcarbonyloxy group, a naphthylcarbonyloxy group, and the like can be given.

[0201] As the above-mentioned hydroxyalkylcarbonyl group having 2 to 10 carbon atoms, a hydroxymethylcarbonyl group, a hydroxyethylcarbonyl group, a hydroxypropylcarbonyl group, and the like can be given.

[0202] As the above-mentioned amido group having 1 to 10 carbon atoms, a methylaminocarbonyl group, an ethylaminocarbonyl group, a dimethylaminocarbonyl group, an acetylamino group, and the like can be given.

[0203] The above-mentioned substituent can be present alone or in combination of two or more.

[0204] R i represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S. The above-mentioned R iThe same as described above.

[0205] Each p independently represents an integer of 0 or 1.

[0206] Each of q, r and s independently represents an integer of 0 to 10, preferably 0 to 5, more preferably 0 to 3.

[0207] t represents an integer of 1 to 3, preferably 1 or 2.

[0208] Here, in the case where q is 2 or more and 2 R j present on adjacent carbon atoms, the 2 R j may also form a ring structure together. For example, in the case where q is 2 and the 2 R j are each a substituted or unsubstituted alkyl group, the general formula (20) is the following formula (20-1), and in the case where q is 2 and the 2 R j are a substituted or unsubstituted alkyl group and a substituted or unsubstituted cycloalkyl group, the general formula (20) can be the following formula (20-2), (20-3) or (20-4).

[0209]

[0210] In the above formula, X g and p are the same as described above.

[0211] R n is the above-mentioned substituent, and specifically, a halogen atom, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, a cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, an aryloxycarbonyl group having 7 to 15 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, a cycloalkylcarbonyloxy group having 5 to 10 carbon atoms, an arylcarbonyloxy group having 7 to 15 carbon atoms, a hydroxyalkylcarbonyl group having 2 to 10 carbon atoms, a glycidylcarbonyl group, a hydroxyl group, a carboxyl group, a cyano group, an amido group having 1 to 10 carbon atoms, and the like can be exemplified.

[0212] z is not particularly limited, and is preferably 0 to 6, more preferably 0 to 3, more preferably 0 or 1.

[0213] u represents an integer of 1 to 3, preferably 1 or 2.

[0214] Further, in the case where r is 2 or more and 2 R k present on adjacent carbon atoms, the 2 R k may also form a ring structure together. For example, in the case where r is 2 and the 2 R k are each a substituted or unsubstituted alkyl group, the general formula (21) can be the following formula (21-1) or (21-2), and in the case where r is 2 and the 2 Rk For the case where R is a substituted or unsubstituted alkyl group and a substituted or unsubstituted cycloalkyl group, the general formula (21) can be the following formula (21-3).

[0215]

[0216] In the above formula, X g , p, R n , z, and u are the same as described above.

[0217] Also, for the case where s is 2 or more and 2 R l present on adjacent carbon atoms, the 2 R l may also form a ring structure together. For example, for the case where s is 2 and 2 R l are a substituted or unsubstituted alkyl group, the general formula (22) can be the following formula (22-1) or (22-2). l For the case where R is a substituted or unsubstituted alkyl group and a substituted or unsubstituted cycloalkyl group, the general formula (21) can be the following formula (21-3).

[0218]

[0219] In the above formula, X g , p, R n , z, and u are the same as described above.

[0220] R m represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. As the above alkyl group having 1 to 3 carbon atoms, there are no particular limitations, and a methyl group, an ethyl group, a propyl group, and an isopropyl group can be cited.

[0221] As specific examples of the cyclic olefin resin, a resin containing at least one structural unit selected from the structural units represented by the following formulas 1 to 8 can be cited.

[0222]

[0223] The above structural units can be contained alone in the cyclic olefin resin, or two or more thereof can be contained in combination. In addition, in combination with the above structural units, other structural units of a cyclic polyolefin can also be combined, and other structural units of other resins (polyolefin resin, polyester resin) and the like can also be combined.

[0224] There are no particular limitations on the weight average molecular weight (Mw) of the cyclic olefin resin, and it is preferably 1,000 to 3,000,000, more preferably 10,000 to 3,000,000, even more preferably 20,000 to 1,000,000, and particularly preferably 30,000 to 500,000.

[0225] As the thermoplastic resin, in addition to the above-mentioned cyclic olefin-based resin, a resin (polymer) having a structural unit containing an aliphatic ring can also be used. For example, a thermoplastic resin having at least any one of a structural unit represented by the following formula (23), a structural unit derived from isosorbide as a monomer, a structural unit derived from pentacyclopentadecane dimethanol (PCPMD), a structural unit derived from cyclohexane dimethanol, a structural unit derived from spiro glycol can be used.

[0226]

[0227] (In formula (23), Rp represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.)

[0228] In addition, a copolymer or a blend body containing any one of the above-mentioned cyclic olefin-based resin or the resin having a structural unit containing an aliphatic ring, and a structural unit represented by the following general formula (24) can be used as the thermoplastic resin, and as a specific example of such a thermoplastic resin, a copolymer or a blend body having a structural unit of the above-mentioned general formula (23) and a structural unit of the following general formula (24) can be cited.

[0229]

[0230] (In formula (24), Rq and Rs each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxy 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, and A and B each independently represent an alkylene group having 1 to 4 carbon atoms.)

[0231] The thermoplastic resin can contain an acrylic resin. The acrylic resin is not particularly limited, and for example, a homopolymer of various (meth)acrylates represented by polymethyl methacrylate (PMMA), methyl methacrylate (MMA), or a copolymer of PMMA or MMA and another one or more monomers can also be cited, and a mixture of a plurality of these resins can also be cited.

[0232] The weight average molecular weight (Mw) of the thermoplastic resin, in terms of polystyrene, is preferably 10,000 to 300,000, more preferably 15,000 to 100,000, and even more preferably 20,000 to 50,000.

[0233] In addition, the viscosity average molecular weight (Mv) of the thermoplastic resin is preferably 5,000 to 200,000, more preferably 7,000 to 70,000, and even more preferably 10,000 to 30,000.

[0234] The thermoplastic resin in the thermoplastic resin composition, such as polycarbonate resin, polyester resin, polyester carbonate resin, cyclic olefin resin, acrylic resin, etc., can be produced by a publicly known method. As the production method of the thermoplastic resin, for example, interfacial polymerization method, melt ester exchange method, condensation polymerization method, etc. can be cited, and as the production method of the polycarbonate resin, ring-opening polymerization method using cyclic carbonate compound, pyridine method, solid phase ester exchange method of prepolymers, etc. can be cited.

[0235] In the polycarbonate resin, polyester resin, polyester carbonate resin, etc. produced by the interfacial polymerization method using a chain terminator, a terminal structure from the chain terminator is contained. For example, the thermoplastic resin can have a terminal group corresponding to p-t-butylphenyl group, p-t-octylphenyl group, p-carboxyhexadecyl group, etc. respectively, which are phenol compounds used as the chain terminator of the interfacial polymerization method, such as p-t-butylphenol, p-t-octylphenol, p-hydroxybenzoic acid hexadecyl, etc. These terminal structures can improve the flowability of the thermoplastic resin such as polycarbonate resin.

[0236] [2. Properties of the thermoplastic resin composition]

[0237] The thermoplastic resin composition of the present application with the complexing agent can maintain the transmittance (%) at a high level compared to the thermoplastic resin composition not containing the complexing agent.

[0238] For example, the value of the transmittance (%) in the wavelength of 370 nm to 400 nm measured according to JIS K7105 of the thermoplastic resin composition is greater than or equal to 2.0 (%) than that of the comparative resin composition having the same composition except that the complexing agent is not contained. That is, when the value of the transmittance (%) in the wavelength of 370 nm to 400 nm measured according to JIS K7105 of the comparative resin composition not containing the complexing agent is compared with that of the thermoplastic resin composition of the present application, the value of the transmittance of the thermoplastic resin composition is higher, and as the difference of these values, greater than or equal to 2.0 (%) can be achieved. The value of the transmittance of the thermoplastic resin composition is preferably greater than or equal to 3.0 (%) than that of the comparative resin composition, and more preferably greater than or equal to 4.0 (%).

[0239] In addition, for example, the value of the transmittance (%) in the wavelength range of 370 to 400 nm measured in accordance with JIS K7105 is 1.1 times or more in the thermoplastic resin composition than in a comparative resin composition having the same composition except that the compounding agent is not contained. That is, when the value of the transmittance (%) in the wavelength range of 370 to 400 nm measured in accordance with JIS K7105 is compared between the comparative resin composition in which the compounding agent is not contained and the thermoplastic resin composition of the present application, the value of the transmittance (%) of the thermoplastic resin composition is higher than that of the comparative resin composition, and is 1.1 times or more. The value of the transmittance of the thermoplastic resin composition is preferably 1.3 times or more, more preferably 1.5 times or more, of the value of the transmittance of the comparative resin composition.

[0240] When an additive such as a release agent, an antioxidant, or the like is added to the thermoplastic resin composition of the present application, there is a tendency that the value of the transmittance of the resulting thermoplastic resin composition decreases. However, in the thermoplastic resin composition to which the above-mentioned compounding agent is added, the decrease in the value of the transmittance can be prevented and suppressed.

[0241] In addition, the value of the haze measured in accordance with JIS K-7361 and JIS K-7136 is lower in the thermoplastic resin composition of one embodiment than in a comparative resin composition having the same composition except that the compounding agent is not contained, and a difference of 0.03 or more in the value of the haze is confirmed. In this way, it is confirmed that the above-mentioned compounding agent also has an effect of improving the transparency of the thermoplastic resin composition.

[0242] The difference in the value of the haze of the thermoplastic resin composition from that of the comparative resin composition is preferably 0.05 or more, more preferably 0.07 or more, still more preferably 0.10 or more, and particularly preferably 0.12 or more. In addition, the thermoplastic resin composition of one embodiment has a value of the haze that is 0.15 or more lower than that of the comparative resin composition, and the thermoplastic resin composition preferably has a value of the haze that is 0.18 or more lower than that of the comparative resin composition, or a value of the haze that is 0.20 or more lower than that of the comparative resin composition.

[0243] In addition, the thermoplastic resin composition of one embodiment has a lower YI value than a comparative resin composition having the same composition as the thermoplastic resin composition except that the additive is not contained. Specifically, the YI value of the thermoplastic resin composition containing the additive described above, for example, the YI value measured in accordance with JIS K 7105, can be lower than the YI value of the thermoplastic resin composition having the same composition except that the additive is not contained, by 0.20 or more. The difference between these YI values can be, for example, 0.50 or more, 0.80 or more, 0.90 or more, 1.0 or more, or 1.1 or more.

[0244] As described above, the thermoplastic resin composition of one embodiment, which can achieve maintenance of high transmittance, improvement in hue represented by a low YI value, and the like, is suitable for use in applications such as optical materials. The thermoplastic resin composition of one embodiment is particularly suitable for use as an optical material.

[0245] Furthermore, the thermoplastic resin composition of one embodiment has high heat resistance and transparency, and can achieve an effect of reducing the amount of volatile components. In particular, the polyester resin composition of one embodiment, as described later, achieves an effect of reducing the amount of volatile components at high temperatures, and can suppress odor generated upon heating. Thus, the thermoplastic resin composition of one embodiment, particularly the polyester resin composition, is also useful as plastic for food container packaging, for example.

[0246] For example, the thermoplastic resin composition of one embodiment has the same or better effect of suppressing volatile components described later, as compared to a comparative resin composition having the same composition as the thermoplastic resin composition except that the additive is not contained. That is, the thermoplastic resin composition can suppress the amount of volatile components generated under a predetermined condition described later, such as heating at 250 °C for 5 minutes.

[0247] Specific examples of the volatile components include formaldehyde, acetaldehyde, acetone, 2,3-butanedione, acetic acid, formic acid, and the like.

[0248] [3. Method for manufacturing thermoplastic resin composition]

[0249] The method for manufacturing the thermoplastic resin composition for optical materials of one embodiment includes a step of adding the additive described above to a thermoplastic resin. By the step of adding the additive to the thermoplastic resin, the transmittance of the thermoplastic resin, particularly the value of the transmittance at a low wavelength, can be favorably maintained as compared to a thermoplastic resin to which the additive is not added.

[0250] [4. Method for improving transmittance of thermoplastic resin composition]

[0251] The method for improving the transmittance of the thermoplastic resin composition for optical materials of the present application includes a step of adding the above-described complexing agent to the thermoplastic resin. By the step of adding the complexing agent to the thermoplastic resin, the transmittance of the thermoplastic resin can be improved, and in particular, the value of the transmittance at a low wavelength can be improved. In particular, in the thermoplastic resin composition further added with the complexing agent, the value of the transmittance can be improved compared to the thermoplastic resin added with an additive other than the complexing agent.

[0252] [5. Method for reducing haze of thermoplastic resin composition]

[0253] The method for reducing the haze of the thermoplastic resin composition for optical materials of the present application includes a step of adding the above-described complexing agent to the thermoplastic resin. By the step of adding the complexing agent to the thermoplastic resin, the haze value of the thermoplastic resin can be reduced, and in particular, the haze value measured according to JIS K-7361 and JIS K-7136 can be reduced. That is, the haze value of the thermoplastic resin composition is smaller than the haze value of a comparative resin composition having the same composition as the thermoplastic resin composition except that the complexing agent is not contained, and the difference between these haze values is, for example, 0.03 or more, 0.05 or more, 0.07 or more, 0.10 or more, 0.12 or more, 0.15 or more, 0.18 or more, 0.20 or more, and can also be 0.30 or more, 0.40 or more.

[0254] [6. Molded body]

[0255] The thermoplastic resin composition of the present application can be used for extrusion molding, blow molding, injection molding, and the like.

[0256] As the obtained molded product, extrusion molded products, hollow molded products, precision parts, and thin-walled injection molded products can be listed.

[0257] The thermoplastic resin composition of the present application can maintain a good value of transmittance. Therefore, the thermoplastic resin composition of the present application is particularly suitable as an optical material. As a molded body manufactured using such a thermoplastic resin composition, optical lenses, optical films, transparent conductive substrates used for liquid crystal displays, organic EL displays, solar cells, and the like, optical discs, liquid crystal panels, optical cards, films such as sheets, phase difference films, optical fibers, connectors, vapor-deposited plastic mirrors, displays, touch panels, and the like can be listed. These optical molded bodies have high transmittance even if they contain additives added for respective uses.

[0258] As specific examples of the molded article using the thermoplastic resin of the present application in the use as an optical material, and its peripheral fields, there can be listed optical media articles such as compact discs, digital video discs, mini discs, optical magnetic discs, and the like, optical communication media such as optical fibers, optical components such as headlamp lenses for vehicles, lens bodies for cameras, and the like, warning lamp covers, illuminating lamp covers, window glass substitutes for vehicles such as electric cars or automobiles, window glass substitutes for homes, light collecting components such as sunroofs or roofs of greenhouses, goggles or sunglasses, lenses or frames of eyeglasses, housings of OA equipment such as copiers or facsimiles, personal computers, and the like, housings of home electric appliances such as televisions or microwave ovens, electronic component uses such as connectors or IC trays, and the like, in addition to which, there can be used in protective gears such as helmets, protective gears, protective masks, and the like, household goods such as nursing bottles, tableware, trays, and the like, medical goods such as artificial dialysis tanks or dentures, packaging materials, stationery, and the like, but are not limited thereto.

[0259] As the molded article obtained from the thermoplastic resin composition of the present application, particularly preferable can be listed the following articles which require high heat resistance and high transparency. That is, headlamp lenses, instrument panels, sunroofs, and the like for vehicles, and substitutes for glass windows or outer panel components; various films, light guide plates, optical disc substrates, housings of electronic equipment such as liquid crystal displays and the like, and the like.

[0260] Further, even if the molded article which does not require the excellent transparency of the thermoplastic resin composition of the present application so much, since the raw material resin composition is highly transparent, the advantage that the coloring degree is easily controlled using a colorant such as a pigment, a dye, and the like is also confirmed.

[0261] Further, on the surface of the optical molded body, a coating layer such as an antireflection layer or a hard coat layer can also be provided as necessary. The antireflection layer can be either single layer or multiple layers, and can be either organic or inorganic, and is preferably inorganic. Specific examples can be exemplified oxides or fluorides of silicon oxide, aluminum oxide, zirconium oxide, titanium oxide, cerium oxide, magnesium oxide, magnesium fluoride, and the like.

[0262] [6-1. Optical lens]

[0263] The optical lens manufactured using the thermoplastic resin composition of the present application not only has excellent characteristics in transmittance, but also has a high refractive index, a low Abbe number, and high heat and humidity resistance, and thus can be used in telescopes, binoculars, television projectors, and the like, which are currently using expensive high-refractive glass lenses, and is very useful. As necessary, it is preferable to use in the form of an aspherical lens. Since the aspherical lens can substantially bring the spherical aberration to zero using one lens, it is not necessary to combine a plurality of spherical lenses to eliminate the spherical aberration, and thus can achieve weight reduction and reduction of production cost. Therefore, the aspherical lens is very useful in optical lenses, particularly as a camera lens.

[0264] The optical lens can be molded by any method such as injection molding, compression molding, injection compression molding, etc. With the present application, a high refractive index, low birefringence aspherical lens that is difficult to process with a glass lens in terms of technology can be obtained more easily.

[0265] In order to avoid foreign matter from being mixed into the optical lens as much as possible, the molding environment also needs to be a low-dust environment, preferably a Class 6 or less, more preferably a Class 5 or less.

[0266] The optical lens manufactured using the thermoplastic resin composition of the present application can be obtained by injection molding the polycarbonate copolymer of the present application described above into a lens shape using an injection molding machine or an injection compression molding machine. The molding conditions for injection molding are not particularly limited, and the molding temperature is preferably 180 to 280°C. In addition, the injection pressure is preferably 50 to 1700 kg / cm 2 .

[0267] In order to avoid foreign matter from being mixed into the optical lens as much as possible, the molding environment also needs to be a low-dust environment, preferably a Class 1000 or less, more preferably a Class 100 or less.

[0268] The optical lens containing the thermoplastic resin composition of the present application is suitably used in the form of an aspherical lens as needed. Since an aspherical lens can substantially achieve zero spherical aberration with one lens, it is not necessary to combine multiple spherical lenses to eliminate spherical aberration, and weight reduction and reduction of production costs can be achieved. Therefore, aspherical lenses are particularly useful in optical lenses, especially as camera lenses. The astigmatism of the aspherical lens is preferably 0 to 15 mλ, more preferably 0 to 10 mλ.

[0269] The thickness of the optical lens manufactured using the thermoplastic resin composition of the present application can be set to a wide range depending on the application, and is not particularly limited, and is preferably 0.01 to 30 mm, more preferably 0.1 to 15 mm. A coating layer such as an antireflection layer or a hard coat layer can also be provided on the surface of the optical lens of the present application as needed. The antireflection layer can be single-layer or multi-layer, and can be organic or inorganic, and is preferably inorganic. Specific examples include oxides or fluorides of silicon oxide, aluminum oxide, zirconium oxide, titanium oxide, cerium oxide, magnesium oxide, magnesium fluoride, etc. Of these, silicon oxide, zirconium oxide are more preferred, and a combination of silicon oxide and zirconium oxide is even more preferred. In addition, the antireflection layer can be a combination of single-layer / multi-layer, and the combination of their components, thickness, etc. are not particularly limited, and is preferably 2 layers or 3 layers, and is particularly preferably 3 layers. In addition, as a whole of the antireflection layer, it is preferably formed to be 0.00017 to 3.3% of the thickness of the optical lens, and specifically can be formed to be 0.05 to 3 μm, and is particularly preferably formed to be 1 to 2 μm in thickness.

[0270] [6-2. Optical film]

[0271] The optical film manufactured using the thermoplastic resin composition of the present application is excellent in transparency and heat resistance, and is thus suitable for use in a film for liquid crystal substrate, an optical memory card, or the like.

[0272] In order to avoid as much as possible the mixing of foreign matter into the optical film, the molding environment is of course required to be a low-dust environment, and is preferably a Class 6 or less, and more preferably a Class 5 or less.

[0273] Examples

[0274] The present application is more specifically described below using examples. However, the present application is not limited to the following examples, and can be implemented with any modifications within the scope of the present application.

[0275] [Method of evaluation.1]

[0276] The evaluation methods of the examples and comparative examples using polycarbonate resins described later are as follows.

[0277] (1-1) Transmittance [%]

[0278] The pellets of the thermoplastic resin composition obtained by the following method were dried at 120°C for 5 hours using a hot air circulating dryer, and then molded into a flat test piece having a width of 40 mm x a length of 40 mm and a thickness of 3 mm using an injection molding machine (ROBOSHOT S-2000i30A manufactured by FANUC Corporation) at a resin temperature of 260°C, a mold temperature of 130°C, and a molding cycle of 30 seconds. The transmittance (%) at wavelengths of 370 nm, 380 nm, and 400 nm was measured using a spectrophotometer ("U-4100" manufactured by Hitachi High-Tech Corporation) with respect to a portion having a thickness of 3 mm of the flat test piece in accordance with JIS K7105.

[0279] (1-2-1) Mass average molecular weight (Mw)

[0280] The mass average molecular weight of the resin and the resin composition was measured by a gel permeation chromatography (GPC) method, and was calculated by converting into a standard polystyrene. The device, the chromatographic column, and the measurement conditions used were as follows.

[0281] • GPC device: HLC-8420GPC manufactured by Tosoh Corporation;

[0282] • Chromatographic column: TSKgel SuperHM-M x 3 manufactured by Tosoh Corporation;

[0283] TSKgel guard column SuperH-H x 1 manufactured by Tosoh Corporation;

[0284] TSKgel Super H-Rc x 1 piece manufactured by Tosoh Corporation

[0285] • Detector: RI detector

[0286] • Standard polystyrene: Tosoh Corporation, Standard Polystyrene Kit PSt Quick C; • Sample solution: 0.2 mass% tetrahydrofuran solution

[0287] • Eluent: Tetrahydrofuran

[0288] • Eluent flow rate: 0.6 mL / min

[0289] • Column temperature: 40°C

[0290] (1-2-2) Viscosity average molecular weight (Mv)

[0291] The viscosity average molecular weight (Mv) of the thermoplastic resin was calculated according to the viscosity formula of Schnell, i.e., η = 1.23 x 10 -4 Mv 0.83 calculated.

[0292] wherein the value of the intrinsic viscosity [η] (unit: dL / g) is calculated by the following formula.

[0293]

[0294] The value of the specific viscosity [η sp ] in the above formula is a value measured at 25°C using an Ubbelohde viscometer for a sample of various concentrations [C] (g / dL) prepared by dissolving the resin in a solvent, dichloromethane, and the intrinsic viscosity [η] (unit: dL / g) is calculated from the values of the specific viscosity [η sp ] and the concentration [C] thus obtained by the above formula.

[0295] <Thermoplastic Resin: Synthesis of PC1>

[0296] As raw materials, 9,9-bis[4-(2-hydroxyethoxy)-phenyl]fluorene (BPEF) 20.86 kg (47.56 moles), diphenyl carbonate (DPC) 10.5 kg (49.02 moles), and 2.5 x 10 -2 moles / liter of an aqueous sodium bicarbonate solution 16 mL (4.0 x 10 -4 moles, i.e., 8.4 x 10 -6The PC1 obtained in Synthesis Example 1 was dry mixed with additives (mold release agent, antioxidant), compounding agent in the mass ratio shown in Table 1 using a tumbler, and melt-kneaded at a cylinder temperature of 250°C, exhaust pressure of 25 Torr, and discharge amount of 20 kg / hour using a twin-screw extruder (IPEC Co., Ltd., IPT type 35 mm co-rotating twin-screw extruder, L / D = 38) to extrude into strands, and a pelletized thermoplastic resin polycarbonate resin composition was obtained. The transmittance of the obtained resin composition was measured, and the results are shown in Table 1.

[0297]

[0298]

[0299] As the raw materials, 2,2'-bis(2-hydroxyethoxy)-l,l'-binaphthyl (BNE) 14.978 kg (40.000 mol), 9,9-bis[6-(2-hydroxyethoxy)naphthalen-2-yl]fluorene (BNEF) 24.239 kg (45.000 mol), DPBHBNA 7.899 kg (15.000 mol), DPC 22.236 kg (103.800 mol), sodium bicarbonate 5.09 x 10 -2 g (6.06 x 10 -4 The same operation as in Synthesis Example 1 was performed except for the use of 2,2'-bis(2-hydroxyethoxy)-l,l'-binaphthyl (BNE) 14.978 kg (40.000 mol), 9,9-bis[6-(2-hydroxyethoxy)naphthalen-2-yl]fluorene (BNEF) 24.239 kg (45.000 mol), DPBHBNA 7.899 kg (15.000 mol), DPC 22.236 kg (103.800 mol), sodium bicarbonate 5.09 x 10

[0300]

[0301]

[0302] The PC1 obtained in Synthesis Example 1 was dry mixed with additives (mold release agent, antioxidant), compounding agent in the mass ratio shown in Table 1 using a tumbler, and melt-kneaded at a cylinder temperature of 250°C, exhaust pressure of 25 Torr, and discharge amount of 20 kg / hour using a twin-screw extruder (IPEC Co., Ltd., IPT type 35 mm co-rotating twin-screw extruder, L / D = 38) to extrude into strands, and a pelletized thermoplastic resin polycarbonate resin composition was obtained. The transmittance of the obtained resin composition was measured, and the results are shown in Table 1.

[0303] [Table 1]

[0304] ​​

[0305] Antioxidant AO-60:

[0306] Pentaerythritol-tetra [3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (AO-60 manufactured by ADEKA Corporation);

[0307] Antioxidant PEP-36:

[0308] 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diazaspiro[5.5]undecane (PEP-36 manufactured by ADEKA Corporation);

[0309] Release agent S-100A:

[0310] Glyceryl monostearate (S-100A manufactured by RIKEN VITAMIN CO., LTD.);

[0311] Blending agent: mixture of the following formula (mixture of 3,4-dimethyl body, 2,4-dimethyl body at 90:10), commercially available product manufactured by Tokyo Chemical Industry Co., Ltd. was used.

[0312]

[0313] Examples 4 to 7, etc.

[0314] The same operation as in Example 1 was performed except that the PC2 obtained in Synthesis Example 2 and additives (release agent, antioxidant), blending agent, and aqueous solution of catalyst deactivator were used in the mass ratio shown in Table 2, to obtain a polycarbonate resin composition of a thermoplastic resin in pellet form. The transmittance was measured for the obtained resin composition, and the results are shown in Table 2. In the abbreviations shown in Table 2, the same as shown in the column outside of Table 1 was used except that tetra- butylphosphonium dodecylbenzenesulfonate was expressed as MGA.

[0315] [Table 2]

[0316]

[0317] (1-3) Total light transmittance and haze

[0318] The samples of the resin compositions of the following examples and comparative examples, which were molded to 3 mm thickness, were measured in accordance with JIS K-7361, JIS K-7136.

[0319] Measuring machine: Spectrophotometer SH7000 manufactured by Nippon Denshoku Industries Co., Ltd.

[0320] (1-4) YI

[0321] The sample molded to 3 mm thickness was measured using a spectrophotometer and in accordance with JIS K-7105.

[0322] Measuring machine: Spectrophotometer SH7000 manufactured by Nippon Denshoku Industries Co., Ltd.

[0323] Examples 8 to 10 and the like

[0324] A polycarbonate resin composition was obtained by dry mixing PC3 (cyclic olefin copolymer "APEL (registered trademark)" manufactured by Mitsui Chemicals, Inc., trade name: APL5014CL), additives (mold release agent, antioxidant), and compounding agents in the mass ratio shown in Table 3 using a drum, melt-kneading using a twin-screw extruder (manufactured by Toshiba Machine Co., Ltd., trade name "TEM18ss") at a cylinder temperature of 260°C, and extruding into a strand to obtain a pellet-like thermoplastic resin.

[0325] The physical properties of the obtained resin composition were measured, and the results are shown in Table 3.

[0326] wherein the molecular structure of the cyclic olefin copolymer of the above PC3 is represented by the above formula (22).

[0327] [Table 3]

[0328]

[0329] In Examples 8 to 10 and the like in which the cyclic olefin copolymer having the above molecular structure was used, the reduction effect on the transmittance in the low wavelength region was not significant compared to the other examples, but the haze properties were improved. In addition, in the polycarbonate resin compositions of Examples 8 to 10, it was also confirmed that the YI value was also controlled to be low, and the hue was excellent.

[0330] (1-5) Powder X-ray Diffraction

[0331] The measurement conditions of the powder X-ray diffraction of each crystal of the above compounding agent (90:10 mixture of 3,4-dimethyl body, 2,4-dimethyl body in which two of R1 to R5 in General Formula (1) are methyl and the other two are hydrogen, and two of R6 to R9 are tert-butyl and the other two are hydrogen) used in Example 1 and the like were as follows.

[0332] An appropriate amount of the crystal to be measured was filled into the sample filling portion of a glass test plate, and measurement was performed using a powder X-ray diffraction device (MiniFlex600 manufactured by RIGAKU Co., Ltd.) under the following conditions.

[0333] X-ray: CuKα (40 kV, 15 mA);

[0334] Kβ filter: Ni filter 0.015 mm x 1

[0335] Scan speed: 10° / min;

[0336] Step width: 0.02°;

[0337] Scan axis: 2θ / θ;

[0338] Scan range: 5°-90°;

[0339] Incidence slit (DS): 1.25°;

[0340] Long side limiting slit (IHS): 10.0 mm;

[0341] Light receiving slit 1 (SS): 8.0 mm;

[0342] Light receiving slit 2 (RS): 13.0 mm.

[0343] Measurement of powder X-ray diffraction was performed on the three batches of the above-described compounding agent (Samples 1-3). Sample 1 was actually employed in Example 1, and Samples 2 and 3 were separately manufactured although they were the same compound as Sample 1.

[0344] As a result of the measurement, in addition to the main peaks at 13.2°, 15.2°, and 20.8°, peaks were confirmed at 6.7°, 10.4°, 11.1°, 12.7°, 16.1±0.2°, 17.3±0.2°, 20.8°, and 23.6° (see Table 4 below and Figs. 1-3 ).

[0345] In addition, as is apparent from Table 4 below, substantially the same peaks were exhibited between different samples, but measurement errors of ±0.2° or ±0.1° or so were possible.

[0346] [Table 4]

[0347]

[0348] [Assessment Method 2]

[0349] The assessment methods in the examples of the polyester resin and the polyester resin composition described in detail later are as follows.

[0350] (2-1) Proportion of diol unit having cyclic acetal skeleton, alicyclic diol unit

[0351] The proportion of the unit from the diol having a cyclic acetal skeleton and the unit from the alicyclic diol in the polyester resin was calculated by 1 H-NMR measurement. The measurement device was a Bruker BioSpin K.K. Ascend™ 500. The solvent was deuterated chloroform.

[0352] (2-2) Glass transition temperature

[0353] The glass transition temperature (Tg) of the polyester resin was measured using a differential scanning calorimeter (Model: DSC / TA-50WS) manufactured by Shimadzu Corporation, by placing a sample of about 10 mg in an aluminum non-sealed container, and raising the temperature at a rate of 20°C / min in a nitrogen gas stream (30 ml / min), and taking the temperature at which the difference between the baselines before and after the transition in the DSC curve was halved as the glass transition temperature.

[0354] (2-3) YI value of the pellets

[0355] The measurement was performed in accordance with JIS K-7105 and using "ZE2000" manufactured by Nippon Denshoku Industries Co., Ltd.

[0356] (2-4) Amount of volatile components at the time of melting of the pellets

[0357] The relative value of the peak area of the low molecular weight compound (volatile component) obtained by GC-MS (headspace) per unit weight of the sample was taken as the amount of volatile components (%), i.e., the relative value of the peak area of the volatile components of each of the other examples, etc. was taken as the amount of volatile components (%) when the value of the peak area of the volatile components in Comparative Example 5 or Comparative Example 8 described below was taken as 100%.

[0358] This was done as follows.

[0359] In a HS sample bottle, 0.3 g of the dried pellets was placed, and rubber stopper sealing was performed under air. After heating at 250°C for 5 minutes in a dry heater, analysis was immediately started using a headspace-GC-MS device. At the time of analysis, the mass spectrum using a characteristic ion was extracted for each compound, and the peak area value per unit weight of each sample was obtained. The device used, and the measurement conditions were as follows.

[0360] [HS]

[0361] Agilent G1888

[0362] Heating temperature and time: 250°C for 5 minutes (external thermostat) + 230°C for 1 minute;

[0363] Loop temperature: 240°C;

[0364] TR LINE temperature: 250°C;

[0365] In-bottle equilibration: 1 minute, in-bottle pressurization: 0.5 minutes (15 psi);

[0366] Ramp: 0.2 min, Equilibration: 0.2 min, Injection: 0.1 min;

[0367] GC cycle: analysis 35 min + equilibration 10 min;

[0368] Carrier gas pressure: 16.5 psi.

[0369] [GC]

[0370] Agilent 8890

[0371] Column: DB-WAX (Φ0.25 mm x 60 x t 0.5 μm);

[0372] Oven temperature: 40°C 5 min -> 10°C / min -> 240°C (10 min);

[0373] Column flow: He 1.0 ml / min;

[0374] Split ratio: 1 / 10;

[0375] Injection temperature: 240°C;

[0376] MSD transfer line: 240°C.

[0377] [MS]

[0378] Agilent 5977B MSD

[0379] Gain factor: 1;

[0380] Scan range: m / z = 29-700.

[0381] Examples 11 to 14, etc.

[0382] Examples 11 to 14, etc. using polyester resins are described below.

[0383] <Manufacture Examples>

[0384] [Synthesis of polyester resins (PEs-1 and PEs-2)]

[0385] A 30L polyester manufacturing unit, equipped with a packed column distillation column, a partial condenser, a total condenser, a cold trap, a stirrer, a heating device, and a nitrogen inlet pipe, was introduced with the raw material monomers listed in Table 5 below. Tetra-n-butoxytitanium and potassium acetate (0.005 mol%) were added relative to the dicarboxylic acid composition. The mixture was heated to 225°C under a nitrogen atmosphere to carry out a transesterification reaction. After the conversion rate of the dicarboxylic acid composition reached over 90%, germanium dioxide (0.025 mol%) and triethyl phosphate (0.05 mol%) were added relative to the dicarboxylic acid composition. The temperature was gradually increased and the pressure reduced, ultimately undergoing polycondensation at 280°C and below 0.1 kPa. The reaction was terminated when a suitable melt viscosity was reached, synthesizing polyester resins PEs-1 and PEs-2, respectively.

[0386] [Table 5]

[0387]

[0388] The meanings of the abbreviations in Table 5 are as follows.

[0389] DMT: Dimethyl terephthalate;

[0390] NDCM: Dimethyl 2,6-naphthalenedicarboxylate;

[0391] EG: Ethylene glycol;

[0392] SPG: 3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane;

[0393] CHDM: 1,4-cyclohexanediethanol.

[0394] (Preparation of mixed granules)

[0395] Using a twin-screw compounding extruder (TECHNOVEL Corporation, model: KZW15TW-30MG-NH(-700)), screw diameter: L / D: 30), the polyester resins PEs-1 and PEs-2 synthesized in the above manufacturing example are dry-blended with antioxidants in a specified ratio and then fed into the hopper. The mixture is extruded into granules under the conditions of a barrel temperature of 210–280°C, a die temperature of 280°C, a screw speed of 60 rpm, and a discharge rate of 1.4 kg / h. After air cooling, the granules are granulated to obtain pure polyester resin extruded granules and additive-mixed granules. The types and amounts of additives are shown in Tables 6 and 7, respectively.

[0396] The additives used are as described below.

[0397] Antioxidant Irganox 1330:

[0398] 3,3',3",5,5',5"-Hexa-tert-butyl-.alpha,.alpha',.alpha"-(mesitylene-2,4,6-triyl)tri-p-cresol (Irganox 1330 manufactured by BASF JAPAN Ltd.);

[0399] Antioxidant PEP-36:

[0400] 3,9-Bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diaza[5,5]undecane (PEP-36 manufactured by ADEKA Corporation);

[0401] Complexing agent: mixture of the following formula (90:10 mixture of 3,4-dimethylphenyl, 2,4-dimethylphenyl), using a commercially available product manufactured by Tokyo Kasei Kogyo Co., Ltd.

[0402]

[0403] [Table 6]

[0404]

[0405] [Table 7]

[0406]

[0407] The polyester resin composition of Examples 11 to 14 to which the complexing agent was added was compared with the polyester resin composition of Comparative Examples 7 to 11 to which the complexing agent was not added, and it was confirmed that the YI reduction effect of the pellets after kneading and the volatile component amount reduction effect were achieved.

[0408] In addition, in these examples, although the volatile component amount reduction effect was approximately the same as that of the comparative examples (Example 12 and Comparative Example 9), it was confirmed that the reduction effect due to the addition of the complexing agent was achieved.

[0409] Examples 15 to 18 and the like

[0410] Examples 15 to 18 and the like using a bisphenol-based polycarbonate resin are described below.

[0411] The same operation as in Example 1 was performed except that the polycarbonate resin, the additive (mold release agent, antioxidant), and the complexing agent were used in the mass ratios shown in Tables 8 to 11 below, and a polycarbonate resin composition of a pellet-shaped thermoplastic resin was obtained. The obtained physical property values are shown in Tables 8 to 11.

[0412] Example 15

[0413] PCa: A bisphenol A type aromatic polycarbonate having a terminal structure of p-tert-octylphenyl, manufactured by Mitsubishi Gas Chemical Company, Inc., trade name Iupizeta T-3840 (viscosity average molecular weight Mv: 13,500) was used.

[0414] [Table 8]

[0415]

[0416] Example 16

[0417] PCb: A bisphenol A type aromatic polycarbonate having a terminal structure of p-tert-octylphenyl, manufactured by Mitsubishi Gas Chemical Company, Inc., trade name Iupizeta T-3700 (viscosity average molecular weight Mv: 17,500) was used.

[0418] [Table 9]

[0419]

[0420] Example 17

[0421] PCc: A bisphenol A type aromatic polycarbonate having a terminal structure of p-tert-octylphenyl, manufactured by Mitsubishi Gas Chemical Company, Inc., trade name Iupizeta T-1380 (viscosity average molecular weight Mv: 25,500) was used.

[0422] [Table 10]

[0423]

[0424] Example 18

[0425] PCd: FPC-0210 (viscosity average molecular weight Mv: 11,500) manufactured by Mitsubishi Gas Chemical Company, Inc., which is an aromatic polycarbonate obtained by interfacial polymerization using bisphenol AP as a starting material and p-tert-butylphenol as a chain terminator was used.

[0426] [Table 11]

[0427]

[0428] In the polycarbonate resin compositions of Examples 15 to 18, not only the improvement in transmittance, the reduction in YI value and the reduction in haze value were achieved, but also good properties were mostly observed, as compared with the corresponding Comparative Examples.

Claims

1. A thermoplastic resin composition, characterized by: comprising a complexing agent represented by the following general formula (1) and a thermoplastic resin, the thermoplastic resin comprising a polycarbonate resin, a polyester resin or a polyester carbonate resin containing a structural unit (B) from a monomer represented by the following general formula (2), the complexing agent being represented by the following general formula (1), ###0001### (1) (2) in the general formula (1), R1 to R5 independently represent a hydrogen atom or an alkyl group having or not having a substituent with a total carbon atom number of 1 to 20, in the general formula (2), X is a single bond or represents a fluorenyl group having or not having a substituent, A and B independently represent an alkylene group having or not having a substituent with a carbon atom number of 1 to 5, m and n independently represent an integer of 0 to 6, and a and b independently represent an integer of 0 to 10.

2. The thermoplastic resin composition according to claim 1, characterized by: further comprising an antioxidant.

3. The thermoplastic resin composition according to claim 2, characterized in that: the antioxidant is a phenol-based antioxidant and / or a phosphite-based antioxidant.

4. The thermoplastic resin composition according to claim 2 or 3, characterized in that: the antioxidant is contained in an amount of 1 to 10,000 ppm by weight based on the total weight of the resin composition.

5. The thermoplastic resin composition according to claim 4, characterized in that: the antioxidant is contained in an amount of 1 to 3,000 ppm by weight based on the total weight of the resin composition.

6. The thermoplastic resin composition according to claim 1 or 2, characterized in that: the complexing agent is contained in an amount of 1 to 10,000 ppm by weight based on the total weight of the resin composition. R 10 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms in total; 7. The thermoplastic resin composition according to claim 6, characterized in that: the complexing agent is contained in an amount of 1 to 2,000 ppm by weight based on the total weight of the resin composition. R a and R b are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, an alkoxy group having 1 to 20 carbon atoms with or without a substituent, a cycloalkyl group having 5 to 20 carbon atoms with or without a substituent, a cycloalkoxy group having 5 to 20 carbon atoms with or without a substituent, an aryl group having 6 to 20 carbon atoms with or without a substituent, a heteroaryl group having 6 to 20 carbon atoms with or without a substituent containing 1 or more hetero ring atoms selected from the group consisting of O, N and S, an aryloxy group having 6 to 20 carbon atoms with or without a substituent, and -C≡C-R h , R h represents an aryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, or a heteroaryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, containing 1 or more hetero ring atoms selected from O, N and S, 8. The thermoplastic resin composition according to claim 1 or 2, characterized in that: the value of the transmittance % in the wavelength range of 370 to 400 nm measured in accordance with JIS K7105 is greater than or equal to 2.0% larger than that of a comparative resin composition having the same composition except that the complexing agent is not contained.

9. The thermoplastic resin composition according to claim 1 or 2, characterized in that: the value of the transmittance % in the wavelength range of 370 to 400 nm measured in accordance with JIS K7105 is 1.1 times or more larger than that of a comparative resin composition having the same composition except that the complexing agent is not contained.

10. The thermoplastic resin composition according to claim 1 or 2, characterized in that: in the general formula (1), three of R1 to R5 are hydrogen atoms and two are alkyl groups, and in the general formula (2), two of R6 to R9 are hydrogen atoms and two are alkyl groups.

11. The thermoplastic resin composition according to claim 1 or 2, characterized in that: in the general formula (1), the substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group and an alkoxy group. ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ R 10 is a hydrogen atom. ​ ​ 12. The thermoplastic resin composition according to claim 1 or 2, wherein: the thermoplastic resin further contains a thermoplastic resin selected from the group consisting of a cyclic olefin resin and an acrylic resin.

13. The thermoplastic resin composition according to claim 1 or 2, wherein: the thermoplastic resin further contains a structural unit (C) derived from a monomer represented by the following general formula (3), in the general formula (3), R c and R d are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, an alkoxy group having 1 to 20 carbon atoms with or without a substituent, a cycloalkyl group having 5 to 20 carbon atoms with or without a substituent, a cycloalkoxy group having 5 to 20 carbon atoms with or without a substituent, and an aryl group having 6 to 20 carbon atoms with or without a substituent, A and B each independently represent an alkylene group having 1 to 5 carbon atoms with or without 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, Y1 is fluorenyl with or without a substituent or any one of the structural formulas represented by the following general formulas (4) to (9) and (12) to (14), in the general formulas (4) to (9), R 21 and R 22 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, or an aryl group having 6 to 30 carbon atoms with or without a substituent, or represent R 21 and R 22 a carbon ring or a heterocyclic ring having 1 to 20 carbon atoms with or without a substituent, which are formed by combining each other, r and s each independently represent an integer of 0 to 5000, in the general formulas (12) to (14), R 23 and R 24 each independently represents a hydrogen atom, fluorine, chlorine, bromine or iodine, or represents an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which optionally has a substituent.

14. The thermoplastic resin composition according to claim 1 or 2, wherein: the thermoplastic resin has a weight average molecular weight Mw in terms of polystyrene of 10,000 to 300,000.

15. The thermoplastic resin composition according to claim 13, wherein: in the general formula (2) and the general formula (3), A and B each independently represent an alkylene group having 2 or 3 carbon atoms.

16. The thermoplastic resin composition according to claim 1 or 2, wherein: the thermoplastic resin contains at least a structural unit derived from any one of 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene, 2,2'-bis(2-hydroxyethoxy)-l,l'-binaphthyl, 9,9-bis[6-(2-hydroxyethoxy)naphthalen-2-yl]fluorene, and DPBHBNA represented by the following formula 17. The thermoplastic resin composition according to claim 1 or 2, wherein: a catalytic deactivator is further contained.

18. The thermoplastic resin composition according to claim 17, wherein: the catalytic deactivator contains dodecylbenzenesulfonate.

19. The thermoplastic resin composition according to claim 1 or 2, wherein: a release agent is further contained.

20. The thermoplastic resin composition according to claim 19, wherein: the release agent is contained in an amount of 1 ppm by weight to 5,000 ppm by weight based on the total weight of the resin composition.

21. The thermoplastic resin composition according to claim 1 or 2, wherein: the complexing agent represented by the general formula (1) has peaks at diffraction angles 2Θ of 6.7 ± 0.2°, 10.4 ± 0.2°, 11.1 ± 0.2°, 12.7 ± 0.2°, 13.2 ± 0.2°, 15.2 ± 0.2°, 16.1 ± 0.2°, 17.3 ± 0.2°, 20.8 ± 0.2°, and 23.6 ± 0.2° in a powder X-ray diffraction pattern using Cu-Kα rays.

22. The thermoplastic resin composition according to claim 1 or 2, wherein: it is used for an optical material.

23. The thermoplastic resin composition according to claim 1 or 2, wherein: The complexing agent represented by the general formula (1) is a complexing agent represented by the following formula (10) or (11), 24. A molded article, characterized by comprising: The thermoplastic resin composition according to any one of claims 1 to 23.

25. Use of a complexing agent represented by the following general formula (1) in a thermoplastic resin composition for increasing the value of the transmittance % in the wavelength range of 370 nm to 400 nm of the thermoplastic resin composition, characterized in that: The thermoplastic resin composition contains a thermoplastic resin, and the thermoplastic resin contains a polycarbonate resin, a polyester resin, or a polyester carbonate resin containing a structural unit (B) derived from a monomer represented by the following general formula (2), In the general formula (1), R1 to R5 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R6 to R9 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R 10 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms in total; In the general formula (2), R a and R b are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, an alkoxy group having 1 to 20 carbon atoms with or without a substituent, a cycloalkyl group having 5 to 20 carbon atoms with or without a substituent, a cycloalkoxy group having 5 to 20 carbon atoms with or without a substituent, an aryl group having 6 to 20 carbon atoms with or without a substituent, a heteroaryl group having 6 to 20 carbon atoms with or without a substituent containing 1 or more hetero ring atoms selected from the group consisting of O, N and S, an aryloxy group having 6 to 20 carbon atoms with or without a substituent, and -C≡C-R h , R h represents an aryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, or a heteroaryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, containing 1 or more hetero ring atoms selected from O, N and S, X is a single bond or represents a fluorenyl group having or not having a substituent, A and B each independently represent an alkylene group having or not having a substituent with 1 to 5 carbon atoms, m and n each independently represent an integer of 0 to 6, a and b each independently represent an integer of 0 to 10.

26. The use according to claim 25, characterized in that: The complexing agent represented by the general formula (1) is a complexing agent represented by the following formula (10) or (11), 27. The use according to claim 25 or 26, characterized in that: In a powder X-ray diffraction pattern using Cu-Kα rays, peaks are present at diffraction angles 2θ of 6.7 ± 0.2°, 10.4 ± 0.2°, 11.1 ± 0.2°, 12.7 ± 0.2°, 13.2 ± 0.2°, 15.2 ± 0.2°, 16.1 ± 0.2°, 17.3 ± 0.2°, 20.8 ± 0.2°, and 23.6 ± 0.2°.

28. A production method for a thermoplastic resin composition for optical materials, characterized by comprising: a step of adding a complexing agent represented by the following general formula (1) to a thermoplastic resin, The thermoplastic resin contains a polycarbonate resin, a polyester resin, or a polyester carbonate resin containing a structural unit (B) derived from a monomer represented by the following general formula (2), In the general formula (1), R1 to R5 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R6 to R9 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R 10 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms in total; In the general formula (2), R a and R b are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, an alkoxy group having 1 to 20 carbon atoms with or without a substituent, a cycloalkyl group having 5 to 20 carbon atoms with or without a substituent, a cycloalkoxy group having 5 to 20 carbon atoms with or without a substituent, an aryl group having 6 to 20 carbon atoms with or without a substituent, a heteroaryl group having 6 to 20 carbon atoms with or without a substituent containing 1 or more hetero ring atoms selected from the group consisting of O, N and S, an aryloxy group having 6 to 20 carbon atoms with or without a substituent, and -C≡C-R h , R h represents an aryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, or a heteroaryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, containing 1 or more hetero ring atoms selected from O, N and S, X is a single bond or represents a fluorenyl group having or not having a substituent, A and B each independently represent an alkylene group having or not having a substituent with 1 to 5 carbon atoms, m and n each independently represent an integer of 0 to 6, a and b each independently represent an integer of 0 to 10.

29. A method for increasing the transmittance of a thermoplastic resin composition, characterized by comprising: a step of adding a complexing agent represented by the following general formula (1) to a thermoplastic resin, The thermoplastic resin contains a polycarbonate resin, a polyester resin, or a polyester carbonate resin containing a structural unit (B) from a monomer represented by the following general formula (2), In the general formula (1), R1 to R5 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R6 to R9 each independently represent a hydrogen atom, or an alkyl group having or not having a substituent with a total of 1 to 20 carbon atoms, R 10 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms in total; In the general formula (2), R a and R b are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms with or without a substituent, an alkoxy group having 1 to 20 carbon atoms with or without a substituent, a cycloalkyl group having 5 to 20 carbon atoms with or without a substituent, a cycloalkoxy group having 5 to 20 carbon atoms with or without a substituent, an aryl group having 6 to 20 carbon atoms with or without a substituent, a heteroaryl group having 6 to 20 carbon atoms with or without a substituent containing 1 or more hetero ring atoms selected from the group consisting of O, N and S, an aryloxy group having 6 to 20 carbon atoms with or without a substituent, and -C≡C-R h , R h represents an aryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, or a heteroaryl group having or not having a substituent, the number of carbon atoms of which is 6 to 20, containing 1 or more hetero ring atoms selected from O, N and S, X is a single bond or represents a fluorenyl group having or not having a substituent, A and B each independently represent an alkylene group having or not having a substituent with 1 to 5 carbon atoms, m and n each independently represent an integer of 0 to 6, a and b each independently represent an integer of 0 to 10.

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