resin composition

Abstract

This provides resin compositions with high flowability, good formability, and excellent optical properties. More specifically, it provides resin compositions containing thermoplastic resins and specific compounding agents having naphthalene and / or naphthalene structures.

Description

[Technical Field]

[0001] This invention relates to resin compositions. More specifically, this invention relates to resin compositions containing a thermoplastic resin and specific admixtures. [Previous Technology]

[0002] Optical lenses used in the optical systems of various cameras, such as cameras, thin-film cameras, and camcorders, are made of optical glass or optical resin. While optical glass has excellent heat resistance, transparency, dimensional stability, and chemical resistance, it is expensive and has problems with poor formability and low production efficiency.

[0003] On the other hand, optical lenses made of optical resins have the advantage of being mass-produced by injection molding. As a high refractive index material for camera lenses, polycarbonate, polyester carbonate, polyester resin, etc. are used.

[0004] When using optical resins as optical lenses, in addition to optical properties such as refractive index or Abbe number, heat resistance, transparency, low water absorption, chemical resistance, low birefringence, and resistance to damp heat are sought. In recent years, in particular, various resins have been developed in pursuit of optical lenses with high refractive index and high heat resistance (Patent Documents 1-5).

[0005] However, we still seek the essential characteristics of resin compositions for non-destructive optics, namely thermoplastic resin compositions with high flowability and good formability and excellent optical properties.

[0006] [Prior Art Documents] [Patent Documents]

[0007] [Patent Document 1] Japanese Patent Application Publication No. 2018-2893 [Patent Document 2] Japanese Patent Application Publication No. 2018-2894 [Patent Document 3] Japanese Patent Application Publication No. 2018-2895 [Patent Document 4] Japanese Patent Application Publication No. 2018-59074 [Patent Document 5] WO 2017 / 078073 [Summary of the Invention]

[0008] [The problem the invention aims to solve]

[0009] This invention provides the properties of a resin composition for non-destructive optics, a thermoplastic resin composition with high flowability and good formability, and excellent optical properties. [Means for solving the problem]

[0010] In order to solve previous problems, the inventors have diligently reviewed the results and discovered that by adding a specific additive to the thermoplastic resin, a thermoplastic resin composition with low Tg, high flowability and good molding properties can be obtained, thus completing the present invention.

[0011] That is, the present invention includes the following states. <1> A resin composition comprising a thermoplastic resin and a collating agent having a naphthalene structure and / or a naphthalene structure, wherein the collating agent having a naphthalene structure and / or a naphthalene structure comprises one or more resin compositions comprising compounds containing any of the constituent units represented by the following general formulas (1) to (3). (In formula (1), Ra and Rb are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N and S. X represents saturated carbyl with 1 to 5 carbon atoms. a and b are independent and represent integers from 0 to 10.) (In formula (2), Rc and Rd are independent and are selected from halogen atom, alkyl with 1 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, cycloalkyl with 5 to 20 carbon atoms, cycloalkoxy with 5 to 20 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 6 to 20 carbon atoms or aryloxy with 6 to 20 carbon atoms, which may contain one or more heterocyclic atoms selected from O, N and S.) Rh represents an aryl group with 6 to 20 carbon atoms or a heteroaryl group with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S; X represents a saturated carbyl group with 1 to 5 carbon atoms; c and d are independent and represent integers from 0 to 10. )(In formula (3), Re and Rf are independent and represent hydrogen, fluorine, chlorine, bromine, iodine, alkyl with 1 to 20 carbon atoms, or aryl group with 6 to 20 carbon atoms, alkenyl group with 2 to 20 carbon atoms, alkoxy group with 1 to 20 carbon atoms, or aralkyl group with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N, and S; X represents a saturated carbyl group with 1 to 5 carbon atoms; e and f are independent and represent integers from 0 to 10.) <2> As described in <1>, the aforementioned colloid having a naphthalene structure and / or a naphthalene structure is selected from one or more of the group consisting of a diol monomer having any of the constituent units represented by general formulas (1) to (3) and a polycarbonate oligomer having a diol structure containing any of the constituent units represented by general formulas (1) to (3). <3> As described in <2>, the aforementioned polycarbonate oligomer having a diol structure containing any of the constituent units represented by general formulas (1) to (3) is represented by any of the following formulas, wherein Ra, Rb, Rc, Rd, Re, Rf, a, b, c, d, e, and f are each the same as those described in <1>. <4> As described in any of <1> to <3>, the 5% heat loss onset temperature (5% heat loss temperature) of the aforementioned colloid is 260°C or higher. <5> Any of the resin compositions described in <1> to <4>, wherein the average molecular weight of the aforementioned compounding agent does not reach 10,000.<6> In any of the resin compositions described in <1> to <5>, the mass ratio of the aforementioned thermoplastic resin to the aforementioned compounding agent is thermoplastic resin:compounding agent = 99:1 to 70:30. <7> In any of the resin compositions described in <1> to <6>, the polystyrene-converted molecular weight (Mw) of the aforementioned thermoplastic resin is 10,000 to 100,000. <8> In any of the resin compositions described in <1> to <7>, the aforementioned thermoplastic resin is selected from the group consisting of polycarbonate resin, polyester resin, and polyester-carbonate resin. <9> In any of the resin compositions described in <1> to <8>, the aforementioned thermoplastic resin comprises constituent units derived from compounds represented by the following general formula (a). (In formula (a), Rc and Rd are each independent and are selected from halogen atoms, alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, cycloalkyl groups having 5 to 20 carbon atoms, cycloalkoxy groups having 5 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S, or aryloxy groups having 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S, X represents a saturated carbyl group having 1 to 5 carbon atoms, and c and d are each independent and represent integers from 0 to 10.) <10> An optical component comprising any of the resin compositions described in <1> to <9>. <11> An optical lens comprising any of the resin compositions described in <1> to <9>. <12> An optical thin film comprising any of the resin compositions described in <1> to <9>. [Effects of the invention].

[0012] The present invention provides a non-destructive optical resin composition, a thermoplastic resin composition with high flowability and good formability, exhibiting excellent optical properties. [Best Mode for Carrying Out the Invention]

[0013] 1. Resin Composition The resin composition of the present invention contains a thermoplastic resin and a specific additive having a naphthalene structure and / or a naphthalene structure. By combining the thermoplastic resin with the specific additive having a naphthalene structure and / or a naphthalene structure, the characteristics of a resin composition for optical applications without damage can be obtained, resulting in a thermoplastic resin composition with excellent optical properties, high flowability, and good formability.

[0014] 1-1. Combining Agent In the resin composition of the present invention, the aforementioned combination agent having a naphthalene structure and / or a naphthalene structure comprises one or more compounds selected from those containing any of the constituent units represented by any of the following general formulas (1) to (3). The compounds containing any of the constituent units represented by any of the following general formulas (1) to (3) may be used alone or in combination of two or more. (In formula (1), Ra and Rb are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N and S. X represents saturated carbyl with 1 to 5 carbon atoms. a and b are independent and represent integers from 0 to 10.) (In formula (2), Rc and Rd are independent and are selected from halogen atom, alkyl with 1 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, cycloalkyl with 5 to 20 carbon atoms, cycloalkoxy with 5 to 20 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 6 to 20 carbon atoms or aryloxy with 6 to 20 carbon atoms, which may contain one or more heterocyclic atoms selected from O, N and S.) Rh represents an aryl group with 6 to 20 carbon atoms or a heteroaryl group with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S; X represents a saturated carbyl group with 1 to 5 carbon atoms; c and d are independent and represent integers from 0 to 10. (In formula (3), Re and Rf are independent and represent hydrogen, fluorine, chlorine, bromine, iodine, alkyl with 1 to 20 carbon atoms, or aryl group with 6 to 20 carbon atoms, alkenyl group with 2 to 20 carbon atoms, alkoxy group with 1 to 20 carbon atoms, or aralkyl group with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N, and S; X represents a saturated carbyl group with 1 to 5 carbon atoms; e and f are independent and represent integers from 0 to 10.)

[0015] Combining unit of the coordinating agent <combining unit represented by formula (1)> In one embodiment of the present invention, the aforementioned coordinating agent having a naphthalene structure and / or a naphthalene structure may be a compound containing the constituting unit represented by the following general formula (1). (In formula (1), Ra and Rb are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N and S; X represents a saturated carbyl with 1 to 5 carbon atoms; a and b are independent and represent integers from 0 to 10.)

[0016] In a preferred embodiment of the present invention, in formula (1), Ra and Rb are each independent and represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 18 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, which may contain heterocyclic atoms selected from O, N and S.

[0017] In formula (1), the alkyl group is more preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a methyl group.

[0018] In formula (1), the aryl group is more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, even more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0019] In formula (1), the alkenyl group is preferably an alkenyl group with 2 to 10 carbon atoms.

[0020] In formula (1), the alkoxy group is preferably an alkoxy group with 1 to 3 carbon atoms.

[0021] In formula (1), the aralkyl group is preferably an aralkyl group with 7 to 10 carbon atoms.

[0022] In formula (1), X is more preferably an alkyl group having 1 to 4 carbons, more preferably an alkyl group having 1 to 3 carbons, and even more preferably an alkyl group having 2 carbons.

[0023] In formula (1), a and b are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0024] <Constituent Units Represented by Formula (2)> In one embodiment of the present invention, the aforementioned colloid having a naphthalene structure and / or a naphthalene structure may be a compound comprising the constituent units represented by the following general formula (2). (In formula (2), Rc and Rd are each independent and are selected from halogen atoms, alkyl with 1 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, cycloalkyl with 5 to 20 carbon atoms, cycloalkoxy with 5 to 20 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy with 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents an aryl with 6 to 20 carbon atoms or a heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, X represents a saturated carbomer with 1 to 5 carbon atoms, and c and d are each independent and represent integers from 0 to 10.)

[0025] In a preferred embodiment of the present invention, in formula (2), Rc and Rd are each independently selected from aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy groups having 6 to 20 carbon atoms, and -C≡C-Rh, where Rh is an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S.

[0026] In formula (2), the aryl group is preferably 6 to 18 carbons, more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0027] In formula (2), the heteroaryl group is more preferably 6 to 18 carbons, more preferably 8 to 16 carbons, and even more preferably 10 to 14 carbons.

[0028] In formula (2), the aryloxy group is more preferably 6 to 18 carbons, more preferably 6 to 16 carbons, and even more preferably 6 to 14 carbons.

[0029] In formula (2), X is more preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably an alkyl group having 2 carbon atoms.

[0030] In formula (2), c and d are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0031] In a preferred embodiment of the present invention, in formula (2), Rc and Rd are each independent and can be selected from phenyl, naphthyl or the group consisting of the following, X represents an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably an alkyl group having 2 carbon atoms, c and d are each independent and represent an integer from 0 to 5, more preferably an integer from 1 to 5, even more preferably an integer from 1 to 3, and even more preferably 1.

[0032] <Constituent Units Represented by Formula (3)> In one embodiment of the present invention, the aforementioned colloid having a naphthalene structure and / or a naphthalene structure may be a compound containing the constituent units represented by the following general formula (3). (In formula (3), Re and Rf are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N and S; X represents a saturated carbyl with 1 to 5 carbon atoms; e and f are independent and represent integers from 0 to 10.)

[0033] In a preferred embodiment of the present invention, in formula (3), Re and Rf are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 10 carbon atoms, or aryl with 6 to 18 carbon atoms, alkenyl with 2 to 15 carbon atoms, alkoxy with 1 to 5 carbon atoms, or aralkyl with 7 to 17 carbon atoms, which may contain heterocyclic atoms selected from O, N and S.

[0034] In formula (3), the alkyl group is more preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a methyl group.

[0035] In formula (3), the aryl group is more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, even more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0036] In formula (3), the alkenyl group is preferably an alkenyl group with 2 to 10 carbon atoms.

[0037] In formula (3), the alkoxy group is preferably an alkoxy group with 1 to 3 carbon atoms.

[0038] In formula (3), the aralkyl group is preferably an aralkyl group with 7 to 10 carbon atoms.

[0039] In formula (3), X is more preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably an alkyl group having 2 carbon atoms.

[0040] In formula (3), e and f are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0041] Formulation Agent In one embodiment of the present invention, the aforementioned formulation agent having a naphthalene structure and / or a naphthalene structure may be one or more selected from the group consisting of a diol monomer having any of the constituent units represented by general formulas (1) to (3) and polycarbonate oligomers having any of the constituent units represented by general formulas (1) to (3) as diol structures. The compound containing any of the constituent units represented by general formulas (1) to (3) may be used alone or in combination of two or more.

[0042] <Diol Monomer> In one embodiment of the present invention, the aforementioned colloid having a naphthalene structure and / or a naphthalene structure may be a diol monomer having any of the constituent units represented by general formulas (1) to (3), and the aforementioned diol monomer may be used alone or in combination of two or more.

[0043] <Polycarbonate oligomer> In one embodiment of the present invention, the aforementioned colloid having a naphthalene structure and / or a naphthalene structure may be a polycarbonate oligomer containing any of the constituent units represented by general formulas (1) to (3) as diols. The aforementioned polycarbonate oligomer may be used alone or in combination of two or more.

[0044] In a preferred embodiment of the present invention, the polycarbonate oligomer containing any of the constituent units represented by general formulas (1) to (3) as diols may be represented by any of the following formulas. In general formulas (1) to (3), Ra, Rb, Rc, Rd, Re, Rf, a, b, c, d, e, and f are each the same as described in <1>.

[0045] In one embodiment of the present invention, the aforementioned polycarbonate oligomer may have 1 to 6 repeating units, preferably 1 to 3, and more preferably 3.

[0046] Method for manufacturing polycarbonate oligomer formulations: Polycarbonate oligomers are obtained by transesterification, for example, by mixing a diol with an excess of diaryl carbonate and reacting it at high temperature under reduced pressure in the presence of a transesterification catalyst. The molar ratio of diol to diaryl carbonate is preferably 1:1.3~10, and more preferably 1:1.5~5. The polycarbonate oligomers have a non-uniform number of repeating units, forming an aggregate of molecular chains with different numbers of repeating units, and may also contain unreacted diaryl carbonates or diols.

[0047] Physical Properties of the Combining Agent (1) 5% Heat Reduction Start Temperature (5% Heat Reduction Temperature) In one embodiment of the present invention, the 5% heat reduction start temperature (5% heat reduction temperature) of the above-mentioned combination agent can be 260°C or higher, preferably 280°C or higher, and more preferably 300°C or higher. The 5% heat reduction start temperature (5% heat reduction temperature) refers to the temperature at which the weight of the substance decreases by 5% when measured by a differential thermal gravimetric analyzer (TG / TDA). In the present invention, if the 5% heat reduction start temperature (5% heat reduction temperature) of the combination agent is within the above range, it has sufficient heat resistance.

[0048] (2) Mass Average Molecular Weight In one embodiment of the present invention, when the above-mentioned coagulant is an oligomer, its mass average molecular weight may be less than 10,000, preferably less than 5,000, and more preferably less than 3,000. In the present invention, if the mass average molecular weight of the coagulant is within the above range, a highly fluid resin can be obtained. The mass average molecular weight of the coagulant can be determined by ordinary methods, such as by colloidal permeation chromatography (GPC) to calculate it using standard polystyrene, or, when the coagulant is an oligomer, by calculating the number of repeating units by 1H-NMR or 13C-NMR from the integral ratio of protons or carbons originating from the skeleton to the integral ratio of protons or carbons originating from the terminal phenyl group.

[0049] (3) Mass ratio of thermoplastic resin to additive In one embodiment of the present invention, the mass ratio of the thermoplastic resin to the additive can be in the form of polycarbonate thermoplastic resin: additive = 99.9:0.1 to 70:30. The mass ratio is preferably 99:1 to 70:30, more preferably 98:2 to 70:30, for example, 99:1, 98:2, 97:3, 96:4, 95:5, 94:6, 93:7, 92:8, 91:9, 90:10, 85:15, 80:20, 75:25, 70:30, etc. In the present invention, if the mass ratio of thermoplastic resin to additive is within the above range, a resin composition with high flowability and good formability can be provided.

[0050] 1-2. Thermoplastic Resin The thermoplastic resins that can be used in the resin composition of the present invention include, but are not limited to, polycarbonate resin, polyester resin, and polyester carbonate resin. In one embodiment of the present invention, the thermoplastic resin may be selected from the group consisting of polycarbonate resin, polyester resin, and polyester carbonate resin. In a preferred embodiment of the present invention, the thermoplastic resin may be polycarbonate resin. In another preferred embodiment of the present invention, the thermoplastic resin may be polyester resin. In yet another preferred embodiment of the present invention, the thermoplastic resin may be polyester carbonate resin.

[0051] Physical properties of thermoplastic resin (1) Refractive index The thermoplastic resin of the present invention has a high refractive index as one of its characteristics. The refractive index (hereinafter referred to as "nd") measured at 25°C and a wavelength of 589 nm is preferably 1.650~1.720, more preferably 1.660~1.710, and even more preferably 1.670~1.700.

[0052] (2) Glass transition temperature Furthermore, the thermoplastic resin of the present invention has high heat resistance as one of its characteristics, and the glass transition temperature (hereinafter referred to as "Tg") is preferably 120~160℃, and more preferably 130~155℃.

[0053] (3) Polystyrene equivalent molecular weight (Mw) In one embodiment of the present invention, the thermoplastic resin has a polystyrene equivalent molecular weight (Mw) of 10,000 to 100,000, preferably 15,000 to 70,000, and more preferably 20,000 to 50,000.

[0054] Composition of Thermoplastic Resin In one embodiment of the present invention, the thermoplastic resin may contain one or more constituent units derived from compounds represented by the following general formulas (a) to (e). In the present invention, the thermoplastic resin may contain only one constituent unit derived from compounds represented by the following general formulas (a) to (e), or it may contain two or more.

[0055] <Derived from the constituent units of the compound represented by general formula (a)> (In formula (a), Rc and Rd are each independent and are selected from halogen atoms, alkyl with 1 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, cycloalkyl with 5 to 20 carbon atoms, cycloalkoxy with 5 to 20 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy with 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents an aryl with 6 to 20 carbon atoms or a heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, X represents a saturated carboyl with 1 to 5 carbon atoms, and c and d are each independent and represent integers from 0 to 10.)

[0056] In a preferred embodiment of the present invention, in formula (a), Rc and Rd are each independently selected from aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy groups having 6 to 20 carbon atoms, and -C≡C-Rh, where Rh is an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S.

[0057] In formula (a), the aryl group is preferably 6 to 18 carbons, more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0058] In formula (a), the heteroaryl group is more preferably 6 to 18 carbons, more preferably 8 to 16 carbons, and even more preferably 10 to 14 carbons.

[0059] In formula (a), the aryloxy group is more preferably 6 to 18 carbons, more preferably 6 to 16 carbons, and even more preferably 6 to 14 carbons.

[0060] In formula (a), X is more preferably an alkyl group having 1 to 4 carbons, more preferably an alkyl group having 1 to 3 carbons, and even more preferably an alkyl group having 2 carbons.

[0061] In formula (a), c and d are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0062] In a preferred embodiment of the present invention, in formula (a), Rc and Rd are each independent and can be selected from phenyl, naphthyl or the group consisting of the following, X represents an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably an alkyl group having 2 carbon atoms, c and d are each independent and represent an integer from 0 to 5, more preferably an integer from 1 to 5, even more preferably an integer from 1 to 3, and even more preferably 1.

[0063] In the thermoplastic resin of the present invention, when it contains a constituent unit derived from a compound represented by general formula (a), the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin, or a polyester resin.

[0064] <Derived from the constituent units of the compound represented by general formula (b)> (In formula (b), Ra and Rb are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N and S; X represents saturated carbyl with 1 to 5 carbon atoms; a and b are independent and represent integers from 0 to 10.)

[0065] In a preferred embodiment of the present invention, in formula (b), Ra and Rb are each independent and represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 18 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, which may contain heterocyclic atoms selected from O, N, and S.

[0066] In formula (b), the alkyl group is more preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a methyl group.

[0067] In formula (b), the aryl group is more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, even more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0068] In formula (b), the alkenyl group is preferably an alkenyl group with 2 to 10 carbon atoms.

[0069] In formula (b), the alkoxy group is preferably an alkoxy group having 1 to 3 carbon atoms.

[0070] In formula (b), the aralkyl group is preferably an aralkyl group having 7 to 10 carbon atoms.

[0071] In formula (b), X is more preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably an alkyl group having 2 carbon atoms.

[0072] In formula (b), a and b are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0073] In the case where the thermoplastic resin of the present invention contains a constituent unit derived from a compound represented by general formula (b), the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin, or a polyester resin.

[0074] <Derived from the constituent units of the compound represented by general formula (c)> (In formula (c), Re and Rf are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 6 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, or aralkyl with 7 to 17 carbon atoms, which may contain heterocyclic atoms selected from O, N and S; X represents saturated carbyl with 1 to 5 carbon atoms; e and f are independent and represent integers from 0 to 10.)

[0075] In a preferred embodiment of the present invention, in formula (c), Re and Rf are each independent and represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 18 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, which may contain heterocyclic atoms selected from O, N, and S.

[0076] In formula (c), the alkyl group is more preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a methyl group.

[0077] In formula (c), the aryl group is more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, even more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0078] In formula (c), the alkenyl group is preferably an alkenyl group with 2 to 10 carbon atoms.

[0079] In formula (c), the alkoxy group is preferably an alkoxy group with 1 to 3 carbon atoms.

[0080] In formula (c), the aralkyl group is more preferably an aralkyl group having 7 to 10 carbon atoms.

[0081] In formula (c), X is more preferably an alkyl group having 1 to 4 carbons, more preferably an alkyl group having 1 to 3 carbons, and even more preferably an alkyl group having 2 carbons.

[0082] In formula (c), e and f are independent of each other, preferably integers from 0 to 5, more preferably integers from 1 to 5, even more preferably integers from 1 to 3, and even more preferably 1.

[0083] In the case where the thermoplastic resin of the present invention contains a constituent unit derived from a compound represented by general formula (c), the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin, or a polyester resin.

[0084] <Derived from the constituent units of the compound represented by general formula (d)> (In formula (d), R is a hydrogen atom, methyl, or ethyl.)

[0085] In a preferred embodiment of the present invention, R in formula (d) is a hydrogen atom.

[0086] In the case where the thermoplastic resin of the present invention contains a constituent unit derived from a compound represented by general formula (d), the thermoplastic resin is a polycarbonate resin, a polyester carbonate resin, or a polyester resin.

[0087] <Constituent unit represented by general formula (e)> (In formula (e), R5 and R6 are independent and are selected from halogen atoms, alkyl with 1 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, cycloalkyl with 5 to 20 carbon atoms, cycloalkoxy with 5 to 20 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy with 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents aryl with 6 to 20 carbon atoms or heteroaryl with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, and p and q are independent and represent integers from 0 to 10.)

[0088] In a preferred embodiment of the present invention, in formula (e), R5 and R6 are each independently selected from aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy groups having 6 to 20 carbon atoms, and -C≡C-Rh, where Rh is an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S.

[0089] In formula (e), the aryl group is preferably 6 to 18 carbons, more preferably 6 to 16 carbons, more preferably 6 to 14 carbons, more preferably 6 to 12 carbons, and even more preferably 6 to 10 carbons.

[0090] In formula (e), the heteroaryl group is more preferably 6 to 18 carbons, more preferably 8 to 16 carbons, and even more preferably 10 to 14 carbons.

[0091] In formula (e), the aryloxy group is more preferably 6 to 18 carbons, more preferably 6 to 16 carbons, and even more preferably 6 to 14 carbons.

[0092] In formula (e), p and q are independent, preferably integers from 0 to 5, and more preferably integers from 0 to 1.

[0093] In a preferred embodiment of the present invention, in formula (e), R5 and R6 are each independent and can be selected from phenyl, naphthyl or the group consisting of the following.

[0094] The constituent unit represented by formula (e) is preferably derived from 2,2'-bis(hydroxycarbonylmethoxy)-1,1'-binaphthyl and the compound represented by the following structural formula, with the latter being particularly preferred.

[0095] In the thermoplastic resin of the present invention, when it contains the constituent unit represented by general formula (e), the thermoplastic resin is a polyester resin or a polyester carbonate resin.

[0096] <Polycarbonate Resin> The polycarbonate resin used in the resin composition of the present invention may contain one or more diol components derived from the compounds represented by the general formulas (a) to (d) above. In the present invention, the polycarbonate resin may contain only one of the constituent units derived from the compounds represented by the general formulas (a) to (d) above, or it may contain two or more. The polycarbonate resin used in the resin composition of the present invention may contain other diol components as its constituent units. Regarding the constituent units derived from the compounds represented by the general formulas (a) to (d), it is the same as described above.

[0097] In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (a). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (b). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (c). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (d).

[0098] <Manufacturing Method of Polycarbonate Resin> Polycarbonate resin can be manufactured by ordinary methods.

[0099] In the phosgene process, the diol reacts with phosgene in the presence of an acid binder and a solvent. For the acid binder, alkali metal hydroxides such as pyridine, sodium hydroxide, or potassium hydroxide are used; for the solvent, dichloromethane or chloroform are used. Furthermore, to promote the condensation polymerization reaction, a catalyst such as a tertiary amine like triethylamine or a quaternary ammonium salt such as benzyltriethylammonium chloride is preferred. Furthermore, to adjust the degree of polymerization, it is preferable to add a functional compound such as phenol, p-butylphenol, p-isopropylphenylphenol, or alkyl-substituted phenol as a molecular weight regulator. Also, depending on preference, small amounts of antioxidants such as sodium sulfite or bisulfite, or branching agents such as phloroglucinol or indomethacin can be added. The reaction temperature is typically 0–150°C, preferably 5–40°C. The reaction time varies depending on the reaction temperature, but is typically 0.5 minutes to 10 hours, preferably 1 minute to 2 hours. Furthermore, it is preferable to maintain the pH of the reaction system above 10 during the reaction.

[0100] On the other hand, in the transesterification process, a diol is mixed with a diaryl carbonate and reacted at high temperature under reduced pressure. Examples of diaryl carbonates include dielyl carbonates such as diphenyl carbonate, di-p-tolyl carbonate, phenyl-p-tolyl carbonate, di-p-chlorophenyl carbonate, and dinaphthyl carbonate. These compounds can be used alone or in combination. The reaction is typically carried out at a temperature of 150–350°C, preferably in the range of 200–300°C. The final pressure is preferably below 1 mmHg to dilute the phenols derived from the diaryl carbonate generated by the transesterification reaction. The reaction time varies depending on the reaction temperature and pressure, but is typically around 1–24 hours. The reaction is preferably carried out in an inert gas environment such as nitrogen or argon.

[0101] The content of the dicarboxylic acid chloride or phosgene or diaryl carbonate component is, relative to the dicarboxylic acid component of 100 mol%, preferably less than 42 mol, more preferably less than 30 mol, and even more preferably less than 20 mol.

[0102] <Polyester Resin> The polyester resin used in the resin composition of the present invention may be a carboxylate component containing the constituent unit represented by the general formula (e) above. Regarding the constituent unit represented by the general formula (e), it is the same as described above. Regarding the constituent unit, the polyester resin used in the resin composition of the present invention may use any diol component.

[0103] In the polyester resin used in the resin composition of the present invention, the diol component may be, for example, bisphenol, binaphthol, etc., but is not limited to these. In one embodiment of the present invention, the polyester resin used in the resin composition of the present invention may contain one or more diol components derived from the constituent units of the compounds represented by the above general formulas (a) to (d). In the present invention, the polyester resin may contain only one of the constituent units derived from the compounds represented by the above general formulas (a) to (d), or it may contain two or more. The polyester resin used in the resin composition of the present invention may further contain other diol components as its constituent units. Regarding the constituent units derived from the compounds represented by general formulas (a) to (d), it is the same as described above.

[0104] In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (a). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (b). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (c). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (d).

[0105] The polyester resin used in the resin composition of the present invention may contain, as other polymer components, other dicarboxylic acid components other than the constituent units represented by the above general formula (e), and / or other diol components other than the constituent units of the compounds represented by the above general formulas (a) to (d).

[0106] In one embodiment of the present invention, the polyester resin may use other dicarboxylic acid components, such as aliphatic dicarboxylic acids like malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, octanoic acid, azelaic acid, methylmalonic acid, and ethylmalonic acid; monocyclic aromatic dicarboxylic acids like phthalic acid, isophthalic acid, and terephthalic acid; polycyclic aromatic dicarboxylic acids like 2,7-naphthalenedicarboxylic acid, 2,3-naphthalenedicarboxylic acid, 1,4-naphthalenedicarboxylic acid, 1,8-naphthalenedicarboxylic acid, anthracene dicarboxylic acid, and phenanthrene dicarboxylic acid; biphenyl dicarboxylic acids like 2,2'-biphenyl dicarboxylic acid; and alicyclic dicarboxylic acids like 1,4-cyclodicarboxylic acid and 2,6-naphthylane dicarboxylic acid. These may be used alone or in combination of two or more types. Furthermore, derivatives of these components may include chloroacetate or esters. Among these, monocyclic aromatic dicarboxylic acid components, polycyclic aromatic dicarboxylic acid components, and biphenyl dicarboxylic acid components are preferred in terms of their ability to improve heat resistance and refractive index.

[0107] In one embodiment of the present invention, other diol components that can be used in the polyester resin include, for example, aliphatic diol components such as ethylene glycol, propylene glycol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, and nonanediol; alicyclic diol components such as tricyclic [5.2.1.02,6]decanediethanol, cyclohexane-1,4-diethanol, naphthane-2,6-diethanol, norbornenediethanol, pentacyclic pentadecanediethanol, cyclopentane-1,3-diethanol, spiroglycol, and isosorbide; hydroquinone; resorcinol; 2,2-bis(4-hydroxyphenyl)propane; 2,2-bis(3-methyl-4-hydroxyphenyl)propane; and 1,1-bis(4-... Aromatic diol components such as (-hydroxyphenyl)-1-phenylethane, bis(4-hydroxyphenyl)diphenylmethane, 1,3-bis(2-(4-hydroxyphenyl)-2-propyl)benzene, bis(4-hydroxyphenyl)cyclohexane, bis(4-(2-hydroxyethoxy)phenyl)cyclohexane, bis(4-hydroxyphenyl)sulfides, 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane, 1,1-bis(4-hydroxyphenyl)cyclohexane, bisphenol, 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl, 1,1'-bis-2-naphthol, dihydroxynaphthalene, bis(2-hydroxyethoxy)naphthalene, and 10,10-bis(4-hydroxyphenyl)anthrone. These can be used alone or in combination of two or more. Among these, ethylene glycol or 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthylene is preferred in terms of improving formability while easily suppressing heat resistance or refractive index reduction.

[0108] <Manufacturing Method of Polyester Resin> Polyester resin can be manufactured by ordinary methods.

[0109] The polyester resin used in the resin composition of the present invention is obtained by performing an esterification reaction or transesterification reaction on dicarboxylic acid and diol compounds, followed by a polycondensation reaction of the resulting reaction products to obtain a high molecular weight body with the desired molecular weight.

[0110] Specifically, for example, in the presence of an inert gas, the diol component is mixed with the dicarboxylic acid component or its diester, and the reaction is carried out under reduced pressure, typically at 120~350°C, preferably 150~300°C. The reduced pressure is gradually varied until it reaches below 0.13 kPa, so that the generated water or alcohol is distilled off the system. The reaction time is typically about 1~10 hours.

[0111] Regarding the polymerization catalyst, known compounds such as antimony compounds, titanium compounds, germanium compounds, tin compounds, or aluminum compounds are preferred. Examples of such compounds include oxides, acetates, carboxylates, hydrides, alcohols, halides, carbonates, and sulfates of antimony, titanium, germanium, tin, and aluminum. Furthermore, two or more of these compounds can be used in combination. From the viewpoint of melt stability and color of thermoplastic resins, tin, titanium, and germanium compounds are preferred.

[0112] Regarding the transesterification catalyst, known compounds can be used, such as those containing manganese, magnesium, titanium, zinc, aluminum, calcium, cobalt, sodium, lithium, or lead. Specifically, these include oxides, acetates, carboxylates, hydrides, alcohols, halides, carbonates, and sulfates containing these elements. From the perspective of melt stability, color, and low polymer insoluble foreign matter content of thermoplastic resins, compounds containing oxides, acetates, and alcohols of manganese, magnesium, zinc, titanium, and cobalt are preferred. Compounds containing manganese, magnesium, and titanium are even more preferred. Two or more of these compounds can be used in combination.

[0113] Furthermore, the polyester resin of the present invention, as described above, may contain other dicarboxylic acid components other than the constituent units represented by the aforementioned formula (e), and / or other diol components other than the constituent units derived from the compounds represented by the aforementioned general formulas (a) to (d) as copolymerizing components.

[0114] <Polyester Carbonate Resin> The polyester carbonate resin used in the resin composition of the present invention may contain one or more constituent units derived from the compounds represented by general formulas (a) to (d) above, and / or constituent units represented by general formula (e) above. In the present invention, the polyester carbonate resin may contain only one constituent unit derived from the compounds represented by general formulas (a) to (d) above, or it may contain two or more. In the present invention, the polyester carbonate resin may contain a constituent unit represented by general formula (e) above as a dicarboxylic acid component. The constituent units derived from the compounds represented by general formulas (a) to (d) and the constituent units represented by general formula (e) are the same as described above.

[0115] In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (a). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (b). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (c). In one embodiment of the present invention, the diol component may be derived from the compound represented by general formula (d). The polyester carbonate resin used in the resin composition of the present invention may contain, in terms of its constituent units, other diol components or dicarboxylic acid components other than those represented by the constituent units of the compounds represented by general formulas (a) to (d).

[0116] <Manufacturing Method of Polyester Carbonate Resin> Polyester carbonate resin can be manufactured by ordinary methods.

[0117] The polyester carbonate resin used in the resin composition of the present invention can be manufactured by a combination of a phosgene method (reacting dicarboxylic acid and diol compounds through esterification or transesterification) and a transesterification method (reacting dicarboxylic acid chloride or phosgene). The esterification and transesterification reactions, as well as the phosgene and transesterification methods, are as described above.

[0118] <Additives> In the thermoplastic resin of the present invention, additives such as heat stabilizers, antioxidants, mold release agents, plasticizers, fillers, ultraviolet absorbers, rust inhibitors, dispersants, defoamers, and leveling agents may be appropriately added as necessary and used as a thermoplastic resin composition.

[0119] Regarding mold release agents, those composed of 90% by weight or more of an ester of alcohol and fatty acid are preferred. Specifically, the esters of alcohol and fatty acid are, for example, esters of monovalent alcohol and fatty acid and / or partial or complete esters of polyol and fatty acid. Of the aforementioned esters of monovalent alcohol and fatty acid, esters of monovalent alcohol with 1 to 20 carbon atoms and saturated fatty acid with 10 to 30 carbon atoms are preferred. Furthermore, of the partial or complete esters of polyol and fatty acid, polyols with 1 to 25 carbon atoms and saturated fatty acid with 10 to 30 carbon atoms are preferred. Specifically, of the esters of monovalent alcohol and saturated fatty acid, for example, stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate, etc., stearyl stearate is preferred.

[0120] Specifically, regarding partial or full esters of polyols and saturated fatty acids, such as full or partial esters of dipentaerythritol, including glyceryl monostearate, diglyceryl stearate, triglyceryl stearate, sorbitol monostearate, docosahexaenoate, pentaerythritol monostearate, pentaerythritol tetrastearate, pentaerythritol tetranonanoate, propylene glycol monostearate, biphenyl biphenyl ester, sorbitan monostearate, 2-ethylhexyl stearate, and dipentaerythritol hexastearate. Among these esters, mixtures of glyceryl monostearate, triglyceryl stearate, pentaerythritol tetrastearate, triglyceryl stearate, and stearyl styrosine stearate are preferred.

[0121] The amount of the aforementioned ester in the release agent is preferably 90% or more, and more preferably 95% or more, when the release agent is 100% by weight.

[0122] Regarding the release agent used in conjunction with the thermoplastic resin composition, the range of 0.005 to 2.0 parts by weight, 0.01 to 0.6 parts by weight, and 0.02 to 0.5 parts by weight are more preferred than 100 parts by weight of thermoplastic resin.

[0123] In terms of heat stabilizers, for example, phosphorus-based heat stabilizers, sulfur-based heat stabilizers and hindered phenol-based heat stabilizers.

[0124] Among phosphorus-based heat stabilizers, tetra(2,4-di-tert-butylphenyl)-4,4'-epoxyphenyl diphosphonate is preferred.

[0125] Regarding the content of phosphorus-based heat stabilizer in thermoplastic resin, it is preferably 0.001 to 0.2 parts by weight relative to 100 parts by weight of thermoplastic resin.

[0126] Among hindered phenolic heat stabilizers, octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate is particularly preferred.

[0127] Regarding the content of hindered phenolic heat stabilizer in thermoplastic resin, it is preferably 0.001 to 0.3 parts by weight relative to 100 parts by weight of thermoplastic resin.

[0128] Regarding the ultraviolet absorber, it is preferable to select at least one ultraviolet absorber from the group consisting of benzotriazole ultraviolet absorbers, benzophenone ultraviolet absorbers, triazine ultraviolet absorbers, cyclic imino ester ultraviolet absorbers and cyanoacrylates.

[0129] Among benzotriazole-based UV absorbers, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole and 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazole-2-yl)phenol are preferred. For benzophenone-based UV absorbers, examples include 2-hydroxy-4-n-dodecyloxybenzophenone and 2-hydroxy-4-methoxy-2'-carboxybenzophenone. For triazine-based UV absorbers, examples include 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol and 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)-5-[(octyl)oxy]-phenol, etc. In terms of cyclic imino ester-based ultraviolet absorbers, 2,2'-p-epoxyphenylbis(3,1-benzoxazin-4-one) is particularly suitable.

[0130] The amount of ultraviolet absorber is preferably 0.01 to 3.0 parts by weight relative to 100 parts by weight of thermoplastic resin. Within this range, the thermoplastic resin molded article can be given sufficient weather resistance depending on the application.

[0131] <Method for Manufacturing Resin Composition> The method for manufacturing the resin composition is not particularly limited and can be manufactured by known methods. In one embodiment, the method for manufacturing the resin composition includes a step of mixing a thermoplastic resin with a coagulant. It may further include at least one step of mixing a solvent and an additive. For example, a resin composition can be manufactured by sequentially or simultaneously adding a coagulant and an additive to a thermoplastic resin. The mixing step can be carried out by conventional methods, such as kneading with an extruder or dissolving the resin and coagulant in their respective solvents (e.g., methylene chloride or THF, etc.) to form a solution and then mixing the solutions together.

[0132] <Properties of the Resin Composition> The resin composition of the present invention is characterized by low Tg and high flowability. Therefore, the resin composition of the present invention can be injection molded. The properties of the resin composition are described in detail in the examples.

[0133] 2. Molded Article The resin composition of the present invention is suitable for use in optical components. In one embodiment of the present invention, an optical component comprising the resin composition of the present invention is provided. In one embodiment of the present invention, the optical component may include optical discs, transparent conductive substrates, optical cards, sheets, films, optical fibers, lenses, prisms, optical films, base disks, optical filters, hard coatings, etc., but is not limited to these. Because the resin composition of the present invention has high flowability and can be formed by casting, it is particularly suitable for manufacturing thin optical components. In a preferred embodiment of the present invention, the optical component manufactured using the resin composition of the present invention can be an optical lens. In another preferred embodiment of the present invention, the optical component manufactured using the resin composition of the present invention can be an optical film.

[0134] When manufacturing optical components comprising the resin composition of the present invention by injection molding, it is preferable to perform molding at a cylinder temperature of 260-350°C and a mold temperature of 90-170°C. More preferably, molding is performed at a cylinder temperature of 270-320°C and a mold temperature of 100-160°C. When the cylinder temperature is higher than 350°C, the resin composition decomposes and colors; when it is lower than 260°C, the melt viscosity is high, making molding difficult. When the mold temperature is higher than 170°C, it becomes difficult to remove the molded sheet composed of the resin composition from the mold. In addition, if the mold temperature does not reach 90°C, the resin cures prematurely inside the mold during molding, making it difficult to control the shape of the molded sheet and difficult to transfer the molded material to the mold.

[0135] <Optical Lens> In one embodiment of the present invention, the resin composition is suitable for use in optical lenses. Optical lenses manufactured using the resin composition of the present invention have a high refractive index and excellent heat resistance, and are therefore extremely useful in fields such as telescopes, binoculars, and television projectors where expensive, high-refractive-index glass lenses have traditionally been used.

[0136] The optical lens of the present invention is preferably implemented using an aspherical lens shape, as necessary. An aspherical lens can make spherical aberration substantially zero with a single lens, thus eliminating the need for a combination of multiple spherical lenses to remove spherical aberration, resulting in weight reduction and lower manufacturing costs. Therefore, aspherical lenses are particularly useful as camera lenses in optical applications.

[0137] Furthermore, the optical lens of the present invention is particularly useful as a material for thin, small, and complex-shaped optical lenses due to its high forming fluidity. Specifically, the lens size is such that the central thickness is preferably 0.05 to 3.0 mm, more preferably 0.05 to 2.0 mm, and even more preferably 0.1 to 2.0 mm. The diameter is preferably 1.0 mm to 20.0 mm, more preferably 1.0 to 10.0 mm, and even more preferably 3.0 to 10.0 mm. Furthermore, its shape is preferably a meniscus lens with one convex side and one concave side.

[0138] The optical lens of the present invention can be formed by any method such as mold forming, cutting, grinding, laser processing, electrical discharge processing, etching, etc. Among these methods, mold forming is preferred from the perspective of manufacturing cost.

[0139] <Optical Thin Film> In one embodiment of the present invention, the resin composition is suitable for use in optical thin films. Optical thin films manufactured using the polycarbonate resin of the present invention are suitable for use in films for liquid crystal substrates, optical memory cards, etc., due to their excellent transparency and heat resistance.

[0140] In order to avoid foreign matter from entering the optical film, the forming environment must be a low-dust environment, preferably CLASS6 or below, and even better CLASS5 or below.

Implementation Method

[0141] [Example]

[0142] The embodiments of the present invention and comparative examples are shown together below. Although the contents of the present invention are shown in detail, the present invention is not limited to these embodiments.

[0143] 1) Glass transition temperature (Tg): The glass transition temperature (Tg) was determined using a differential scanning calorimeter (DSC). Specific conditions were as described below. Apparatus: Hitachi High-Tech Science DSC7000X, Inc. Sample size: 5 mg Environment: Nitrogen atmosphere Heating conditions: 10 °C / min

[0144] 2) Melt volumetric flow rate (MVR) (cm3 / 10min): The flow rate was measured using a melt indexer T-111 (manufactured by Toyo Seiki Co., Ltd.) at 260°C and a load of 2.16kg, according to the method of ISO1133.

[0145] 3) Refractive index (nd): The refractive index of a 0.1 mm thick film of polycarbonate resin manufactured in the example was determined using an Abbe refractometer according to the method of JIS-K-7142.

[0146] 4) Abbe number (ν): For the 0.1 mm thick polycarbonate resin film manufactured in the example, the refractive index at wavelengths of 486 nm, 589 nm, and 656 nm at 23 °C was measured using an Abbe refractometer, and the Abbe number was further calculated using the following formula: ν=(nd-1) / (nF-nC) nd: refractive index at wavelength 589 nm nC: refractive index at wavelength 656 nm nF: refractive index at wavelength 486 nm

[0147] 5) Mass-average molecular weight (Mw) The mass-average molecular weight of the resin and resin components was determined by colloidal permeation chromatography (GPC) and converted to standard polystyrene. The apparatus, column, and measurement conditions are as described below. ･GPC apparatus: Tosoh Corporation, HLC-8420GPC ･Column: Tosoh Corporation, TSKgel SuperHM-M×3 units, Tosoh Corporation, TSKgel guardcolumn SuperH-H×1 unit, Tosoh Corporation, TSKgel SuperH-RC×1 unit ･Detector: RI detector ･Standard polystyrene: Tosoh Corporation, Standard polystyrene kit PStQuick C ･Sample solution: 0.2% by mass tetrahydrofuran solution ･Dissolution solution: tetrahydrofuran ･Dissolution solution flow rate: 0.6 mL / min ･Column temperature: 40℃

[0148] 6) Formability (flowability): After vacuum drying the resin composition at 120°C for 4 hours, a disc-shaped plate with a diameter of 50 mm and a thickness of 1.0 mm was injection molded using an injection molding machine (FANUC ROBOSHOT α-S30iA) with a cylinder temperature of 270°C and a mold temperature Tg of -10°C. The formability (flowability) was then visually evaluated. Flow marks (visually): A: No flow marks; B: Almost no flow marks; C: Some flow marks; D: Flow marks present.

[0149] 7) Temperature at which thermogravimetric decrease begins (°C): Measured using a differential thermogravimetric analyzer (TG / DTA) (Hitachi High-Tech Science, TGDTA7300). 2 mg of sample was weighed and prepared in a platinum pan (Pt open sample container ϕ5.2 H2.5 mm). The measurement was performed under nitrogen conditions (nitrogen flow rate: 250 ml / min). 0.00519 g of α-alumina was used as a reference material for the control group. The sample temperature was adjusted to 30°C, increased to 550°C at a rate of 10°C / min, and the measurement was performed. The temperature at which 5% (by mass) of the thermogravimetric decrease begins was taken as the "temperature at which thermogravimetric decrease begins".

[0150] (Example 1 of resin manufacturing) Resin 1: EP8000 was used as raw material. 13.000 kg (22.007 moles) of 9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl) benzo[a] (BPPEF), 8.000 kg (21.365 moles) of 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl (BNE), 9.650 kg (45.048 moles) of DPC, and 2.21 × 10⁻² g (2.63 × 10⁻⁴ moles) of sodium bicarbonate were placed into a 50-liter reactor equipped with a stirrer and a distillation device. After nitrogen removal, the mixture was heated to 205°C and stirred for 1 hour under a nitrogen atmosphere of 760 Torr.

[0151] After the raw materials are completely dissolved, the pressure is adjusted to 150 Torr over 15 minutes, and the transesterification reaction is carried out at 205°C and 150 Torr for 20 minutes. The temperature is then further increased to 240°C at a rate of 37.5°C / hr, and maintained at 240°C and 150 Torr for 10 minutes. After another 10 minutes, the pressure is adjusted to 120 Torr, and maintained at 240°C and 120 Torr for 70 minutes. After another 10 minutes, the pressure is adjusted to 100 Torr, and maintained at 240°C and 100 Torr for 10 minutes. Finally, after another 40 minutes, the pressure is reduced to below 1 Torr, and the polymerization reaction is carried out at 240°C and 1 Torr with stirring for 10 minutes. After the reaction is complete, nitrogen is blown into the reactor to pressurize it, and the resulting polycarbonate resin is granulated and removed simultaneously to obtain resin 1.

[0152] (Resin Manufacturing Example 2) Resin 2: EP10000 In Manufacturing Example 1, except that the raw materials were changed to 14.978 kg (40.000 moles) of 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl (BNE), 24.239 kg (45.000 moles) of 9,9-bis[6-(2-hydroxyethoxy)naphth-2-yl]furan (BNEF), 7.899 kg (15.000 moles) of DPBHBNA, 22.236 kg (103.800 moles) of DPC, and 5.09 × 10⁻² g (6.06 × 10⁻⁴ moles) of sodium bicarbonate, the same operation as in Manufacturing Example 1 was performed to obtain polycarbonate resin (Resin 2).

[0153] (Resin Manufacturing Example 3) Resin 3: EP6000 In Manufacturing Example 1, except that the raw materials were changed to 19.260 kg (43.921 moles) of 9,9-bis(4-(2-hydroxyethoxy)phenyl) benzo[a](BPEF), 9.780 kg (45.655 moles) of diphenyl carbonate (DPC), and 2.21 × 10-2 g (2.63 × 10-4 moles), the same operation as in Manufacturing Example 1 was performed to obtain polycarbonate resin (resin 3).

[0154] (Example 4 of resin manufacturing) Resin 4: EP3500 23.50 kg (105.70 moles) of decahydro-1,4:5,8-dimethylnaphthalene-2,6(7)-diethanol (D-NDM) represented by the following structural formula (a), 22.98 kg (107.27 moles) of DPC, and 130.00 mg (1.5 × 10⁻³ moles) of sodium bicarbonate were placed into a 50 L reactor equipped with a stirrer and a distillation device. The mixture was heated to 205 °C and stirred for 60 minutes under a nitrogen atmosphere of 760 Torr. Then, the pressure was reduced to 200 Torr for 30 minutes and maintained at 205 °C and 200 Torr for 30 minutes. Then, it took 20 minutes to reach 215°C and 180 Torr, followed by 40 minutes to reach 230°C and 150 Torr, and then another 60 minutes to reach 240°C and below 1 Torr. The temperature was then increased and decreased, and finally maintained at 240°C and below 1 Torr for 20 minutes. After confirming that the reaction solution had reached a suitable melt viscosity, stirring was stopped, and nitrogen was blown into the reactor to pressurize it, yielding polycarbonate resin (resin 4).

[0155] (Example 1 of manufacturing a coordinating agent) Oligomer coordinating agent: BNE-3PC was used as the raw material. 84.38 g (0.2253 mol) of 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl (BNE), 65.12 g (0.3042 mol) of DPC, and 2.21 × 10⁻⁴ g (2.63 × 10⁻⁶ mol) of sodium bicarbonate were placed in a 500 mL reactor equipped with a stirrer and distillation apparatus. After nitrogen removal, the mixture was heated to 205°C and stirred for 1 hour at a nitrogen atmosphere of 760 Torr. After the raw materials were completely dissolved, the pressure was adjusted to 150 Torr over 15 minutes, and the transesterification reaction was carried out at 205°C and 150 Torr for 20 minutes. The temperature was further increased to 240°C at a rate of 37.5°C / hr, and maintained at 240°C and 150 Torr for 10 minutes. After spending 10 minutes adjusting to 120 Torr, the reaction was maintained at 240°C and 120 Torr for 70 minutes. Then, after another 10 minutes, the reaction was adjusted to 100 Torr, and maintained at 240°C and 100 Torr for 10 minutes. Finally, the reaction was stopped after spending another 40 minutes to bring the temperature below 1 Torr. Nitrogen was blown into the reactor to pressurize it, causing the resulting polycarbonate oligomer to be removed from the reactor. The obtained polycarbonate oligomer was determined by NMR with an average of 3 replicates, and by GPC, the mass-average molecular weight was 1400.

[0156] (Examples 1-7, Comparative Examples 1-3) The resin, compounding agent, pentaerythritol-tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (ADEKA AO-60: antioxidant) 1000 ppm, glyceryl monostearate (Riken Vitamin Co., Ltd. S-100A: mold release agent) 1500 ppm, and 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxy 300 ppm of hetero-3,9-diphosspiro[5.5]undecane (PEP-36: antioxidant manufactured by ADEKA) was dry-mixed using a rolling mill and then melt-mixed using a biaxial extruder (IPEC type, IPT type, 35 mm co-directional biaxial extruder, L / D=38) at a cylinder temperature of 250°C, a die pressure of 25 Torr, and an output of 20 kg / hour. The mixture was then extruded into long strips to obtain granular polycarbonate resin composition.

[0157] The obtained resin composition was measured and calculated to determine the glass transition temperature (Tg), melt volume flow rate (MVR), refractive index (nd), and Abbe number (ν), and the formability (flowability) was visually observed. The results are shown in Table 1.

[0158]

[0159] As shown in Table 1, the resin composition of the present invention is a non-destructive optical resin composition, a thermoplastic resin composition with excellent optical properties, high flowability, and good formability. According to the present invention, optical components such as optical lenses and optical films can be precisely formed from this resin or composition.

Claims

1. A resin composition comprising a thermoplastic resin and a colloid having a naphthalene structure and / or a naphthalene structure, characterized in that the polystyrene equivalent molecular weight (Mw) of the aforementioned thermoplastic resin is 10,000 to 100,000, the mass average molecular weight of the aforementioned colloid does not reach 10,000, and the aforementioned colloid having a naphthalene structure and / or a naphthalene structure comprises one or more compounds selected from those containing any of the constituent units represented by the following general formulas (1) to (3), (in formula (1), Ra and Rb are independent and represent hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms that may contain heterocyclic atoms selected from O, N and S, X represents a saturated carbyl with 1 to 5 carbon atoms, and a and b are independent and represent integers from 0 to 10) (In formula (2), Rc and Rd are independent and selected from halogen atoms, alkyl groups with 1 to 20 carbon atoms, alkoxy groups with 1 to 20 carbon atoms, cycloalkyl groups with 5 to 20 carbon atoms, cycloalkoxy groups with 5 to 20 carbon atoms, aryl groups with 6 to 20 carbon atoms, heteroaryl groups with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy groups with 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents an aryl group with 6 to 20 carbon atoms or a heteroaryl group with 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, X represents a saturated carbyl group with 1 to 5 carbon atoms, and c and d are independent and represent integers from 0 to 10) (In formula (3), Re and Rf are independent and represent hydrogen, fluorine, chlorine, bromine, iodine, alkyl with 1 to 20 carbon atoms, or aryl with 6 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 20 carbon atoms, or aralkyl with 7 to 20 carbon atoms, which may contain heterocyclic atoms selected from O, N, and S; X represents a saturated carbyl with 1 to 5 carbon atoms; e and f are independent and represent integers from 0 to 5. The mass ratio of the aforementioned thermoplastic resin to the aforementioned compounding agent is thermoplastic resin:compounding agent = 97:3 to 70:

30. The aforementioned thermoplastic resin contains constituent units derived from compounds represented by the following general formula (a). (In formula (a), Rc and Rd are independent and are selected from halogen atoms, alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, cycloalkyl groups having 5 to 20 carbon atoms, cycloalkoxy groups having 5 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms or aryloxy groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S, and -C≡C-Rh, where Rh represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N, and S, X represents a saturated carboyl group having 1 to 5 carbon atoms, and c and d are independent and represent integers from 0 to 10).

2. The resin composition as described in claim 1, wherein, The aforementioned colloid having a naphthalene structure and / or a naphthalene structure is one or more of the group consisting of a diol monomer having any of the constituent units represented by general formulas (1) to (3) and polycarbonate oligomers having any of the constituent units represented by general formulas (1) to (3) as diol structures, wherein Ra, Rb, Rc, Rd, Re, Rf, a, b, c, d, e, and f are each the same as described in claim 1.

3. The resin composition as described in claim 2, wherein, The aforementioned polycarbonate oligomer containing any of the constituent units represented by general formulas (1) to (3) as diols is represented by any of the following formulas, wherein Ra, Rb, Rc, Rd, Re, Rf, a, b, c, d, e, and f are each the same as those described in claim 1.

4. The resin composition described in any one of claims 1 to 3, wherein, The starting temperature for the 5% heat mass reduction of the aforementioned compounding agent is above 260°C.

5. The resin composition described in any one of claims 1 to 3, wherein, The average molecular weight of the aforementioned compounding agents is below 5000.

6. The resin composition described in any one of claims 1 to 3, wherein, The mass ratio of the aforementioned thermoplastic resin to the aforementioned compounding agent is thermoplastic resin: compounding agent = 96:4~70:

30.

7. The resin composition described in any one of claims 1 to 3, wherein, The equivalent molecular weight (Mw) of the aforementioned thermoplastic resin for polystyrene is 15,000 to 70,000.

8. The resin composition described in any one of claims 1 to 3, wherein, The aforementioned thermoplastic resins are selected from the group consisting of polycarbonate resins, polyester resins, and polyester-carbonate resins.

9. The resin composition described in any one of claims 1 to 3, wherein, In the aforementioned general formula (a), Rc and Rd are each independent and are selected from aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S, or aryloxy groups having 6 to 20 carbon atoms, and -C≡C-Rh, where Rh represents aryl groups having 6 to 20 carbon atoms or heteroaryl groups having 6 to 20 carbon atoms containing one or more heterocyclic atoms selected from O, N and S.

10. An optical component comprising the resin composition described in any one of claims 1 to 9.

11. An optical lens comprising the resin composition described in any one of claims 1 to 9.

12. An optical thin film comprising the resin composition described in any one of claims 1 to 9.