Resin composition for hardening, molded article, and method for producing the same

Abstract

The present invention provides a curable resin composition which enables the achievement of a molded article that has excellent transparency and excellent impact strength. A curable resin composition which contains a styrene monomer and a polycarbonate resin that comprises a terminal structure having an unsaturated group represented by formula (1) and a constituent unit represented by formula (2).

Description

Technical Field

[0001] The present invention relates to a resin composition for curing, and a molded article and a method for producing the same.

Background Art

[0002] Polycarbonate resins are widely used in applications such as lenses, cover members for touch panels, and housings for devices because they are excellent in impact resistance, heat resistance, electrical insulation, dimensional stability, etc. However, polycarbonate resins have room for improvement in optical properties such as large birefringence.

[0003] As a method for improving the optical properties, a method of modifying a polycarbonate (PC) resin is known. For example, Patent Document 1 describes a method for producing a modified polycarbonate-based resin composition, which comprises melt-kneading a mixture containing (A) a polycarbonate resin having a Tg of 170°C or higher, (B) an aromatic vinyl monomer, and (C) a radical polymerization initiator.

[0004] Patent Document 1 describes that by mixing a polycarbonate resin having a large photoelastic coefficient ratio with a material having a negative specific birefringence such as polystyrene, the photoelastic coefficient can be reduced. Further, Patent Document 1 describes that the manufacturing method can solve the problem that transparency and secondary processability are not sufficient while reducing the photoelastic coefficient.

[0005] In addition, in the modified polycarbonate-based resin composition, the (B) aromatic vinyl monomer may be present in a state of being bonded to the polycarbonate resin as a polymer of several to several tens of monomers or as a monomer, or in a state of being mixed in the composition as a polymer of several to several tens of monomers or as a monomer. Further, it is described that the (B) aromatic vinyl monomer is preferably a styrene-based monomer.

Prior Art Documents

Patent Documents

[0006] [Patent Document 1] Japanese Patent Application Laid-Open No. 2001-139791 [Summary of the Invention] [Problems to be Solved by the Invention]

[0007] However, it has been found that the modified polycarbonate resin composition described in Patent Document 1 does not necessarily have high compatibility between the polycarbonate resin and the styrene monomer or its polymer, and there may be cases where the transparency and impact strength are not sufficient.

[0008] Therefore, the present invention provides a resin composition for curing in which the obtained molded article is excellent in transparency and impact strength. [Means for Solving the Problems]

[0009] The present inventors conducted intensive studies to solve the above problems. As a result, they found that the above problems can be solved by using a predetermined polycarbonate resin and a styrene monomer, and thus completed the present invention. That is, the present invention includes the following aspects.

[0010] [1] The following formula (1): [Chemical formula] (In the above formula, A is a vinyl group, isopropenyl group, styryl group, or methine group, R1 and R2 are each independently selected from the group consisting of a single bond and a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, R3 is each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 12 elements, Z is independently selected from the group consisting of a single bond, an ether group, a carbonyl group, and an ester group, a is an integer from 1 to 3, b is an integer from 2 to 4, Y is an ether group or an ester group.) and a terminal structure having an unsaturated group represented by the following formula (2):

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[10] The curable resin composition according to any one of [1] to [9] above, wherein the intrinsic viscosity of the polycarbonate resin is 0.3 to 2.0 dL / g.

[11] The curable resin composition according to any one of [1] to

[10] above, wherein the terminal structure having an unsaturated group represented by the formula (1) is contained in an amount of 0.2 mol% or more based on the structural unit represented by the formula (2).

[12] A molded article obtained by curing the curable resin composition according to any one of [1] to

[11] above.

[13] The molded article according to

[12] above, which is a cast molded article.

[14] A method for producing a molded article, which includes curing the curable resin composition according to any one of [1] to

[11] above. [Effects of the Invention]

[0011] According to the present invention, it is possible to provide a curable resin composition from which a molded article having excellent transparency and impact resistance can be obtained. [Modes for Carrying Out the Invention]

[0012] [Curable Resin Composition] The curable resin composition according to this embodiment contains a polycarbonate resin and a styrenic monomer. In addition, it may further contain a radical polymerization initiator, a solvent, an additive, and the like.

[0013] [Polycarbonate resin] The polycarbonate resin has functions such as improving the transparency and impact strength of molded articles obtained from the curable resin composition. The polycarbonate resin may be present in the form of being graft-polymerized with a styrene-based monomer, in the form of a polymer obtained by reacting unsaturated groups of the polycarbonate resin with each other, or in the form of the polycarbonate resin itself in the molded article after curing the resin composition of the present invention.

[0014] The polycarbonate resin includes a terminal structure having an unsaturated group represented by the above formula (1) and a structural unit represented by the above formula (2). The polycarbonate resin may further have other terminal structures and other structural units.

[0015] Terminal structure having an unsaturated group represented by formula (1) The terminal structure having an unsaturated group represented by the formula (1) has functions such as reacting with a styrene-based monomer to form a polymer when curing the curable resin composition.

[0016] The terminal structure having the unsaturated group is represented by the following formula (1).

[0017] [Chemical formula]

[0018] A is a vinyl group, an isopropenyl group, a styryl group, or a methine group. Among these, A is preferably a vinyl group or an isopropenyl group, and more preferably an isopropenyl group.

[0019] R1 and R2 are each independently selected from the group consisting of a single bond and a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

[0020] The alkylene group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include methylene, ethylene, propylene, isopropylene, butylene, isobutylene, sec-butylene, tert-butylene, pentylene, and the like.

[0021] The substituents are not particularly limited, and examples thereof include a halogen atom (such as a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, and the like.

[0022] The alkoxy group having 1 to 10 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group, and the like.

[0023] The alkyloxycarbonyl group having 2 to 10 carbon atoms is not particularly limited, and examples thereof include a methyloxycarbonyl group, an ethyloxycarbonyl group, a propyloxycarbonyl group, an isopropyloxycarbonyl group, a butyloxycarbonyl group, an isobutyloxycarbonyl group, a sec-butyloxycarbonyl group, a tert-butyloxycarbonyl group, and the like.

[0024] The alkylcarbonyloxy group having 2 to 10 carbon atoms is not particularly limited, and examples thereof include a methylcarbonyloxy group, an ethylcarbonyloxy group, a propylcarbonyloxy group, an isopropylcarbonyloxy group, a butylcarbonyloxy group, and the like.

[0025] Among the above, R1 and R2 are each independently preferably a single bond, a substituted or unsubstituted alkylene group having 1 to 3 carbon atoms, and more preferably a single bond, methylene, or ethylene.

[0026] R3 is each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group.

[0027] The alkyl group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group and the like.

[0028] The alkoxy group having 1 to 10 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group and the like.

[0029] The aryl group having 6 to 12 carbon atoms is not particularly limited, and examples thereof include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a tetramethylphenyl group, an ethylphenyl group, an ethylmethylphenyl group, a diethylphenyl group, a propylphenyl group, an isopropylphenyl group, an isopropylmethylphenyl group, a benzyl group, a phenethyl group, a phenylpropyl group, a naphthyl group, a biphenyl group and the like.

[0030] The heteroaryl group having 5 to 12 element numbers is not particularly limited, and examples thereof include a furanyl group, a benzofuranyl group, an isobenzofuranyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a triazolyl group, a pyridyl group, a pyrazyl group, a pyrimidyl group, a pyridazyl group, a pyrrolidyl group, an indolyl group, an isoindolyl group, an indazolyl group, a quinolyl group, an isoquinolyl group, a naphthyridyl group, a quinoxalyl group, a quinazolinyl group, a pteridyl group, a phenanthridyl group, an acridinyl group, a pyrimidinyl group, a phenanthrolinyl group, a phenazinyl group, a thiophenyl group, a thiopyranyl group, a benzothiophenyl group, a benzothiopyranyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a furazanyl group, an oxadiazolyl group, a dithiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzimidazolyl group, a benzotriazolyl group and the like.

[0031] The substituents are not particularly limited, and examples thereof include a halogen atom, a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, and the like.

[0032] Among the above, each R3 is preferably independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group, more preferably a hydrogen atom, a substituted or unsubstituted heteroaryl group, and even more preferably a hydrogen atom, a benzotriazolyl group.

[0033] Each Z is independently selected from the group consisting of a single bond, an ether group, a carbonyl group, and an ester group. In the present specification, the "ester group" may be either "-OC(=O)-" or "-C(=O)O-".

[0034] Among the above, Z is preferably a single bond or an ester group, and more preferably an ester group.

[0035] a is an integer of 1 to 3, and preferably 1.

[0036] b is an integer of 2 to 4, and preferably 4.

[0037] Y is an ether group or an ester group, preferably an ether group or an ester group (-C(=O)O-), and more preferably an ether group.

[0038] In one embodiment, in the above formula (1), A is an isopropenyl group or a methine group, Z is a single bond or an ester group, R1 and R2 are each independently a single bond or an ethylene group, and each R3 is preferably independently a hydrogen atom or a benzotriazolyl group.

[0039] The terminal structure having an unsaturated group represented by formula (1) is preferably derived from the corresponding monohydric phenol compound.

[0040] The monohydric phenol compound is not particularly limited, but styrene-based monohydric phenol compounds such as p-hydroxystyrene and p-isopropenylphenol (IPP); allylphenol-based monohydric phenol compounds such as O-allylphenol and eugenol; (meth)acrylic-based monohydric phenol compounds such as 4-hydroxyphenyl (meth)acrylate, 2-[2-hydroxy-5-[2-((meth)acryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT), 4-hydroxyphenylbutyl (meth)acrylate, and 2-phenylphenol ethyl (meth)acrylate; and methine-based monohydric phenol compounds such as 4-ethynylphenol and 4-propargylphenol. These monohydric phenol compounds may be used alone or in combination of two or more.

[0041] Among the above, the terminal structure having an unsaturated group represented by formula (1) is preferably derived from a styrene-based monohydric phenol compound or a (meth)acrylic-based monohydric phenol compound, more preferably derived from p-isopropenylphenol (IPP) or 2-[2-hydroxy-5-[2-((meth)acryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT), and even more preferably derived from 2-[2-hydroxy-5-[2-((meth)acryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT). When the terminal structure having an unsaturated group represented by formula (1) is derived from MBZT, the molded product after curing of the resin composition of the present invention has high impact resistance, and even if the molded product is a thick film, it can have an excellent appearance. Furthermore, long-term stability can be expected. In this specification, "the molded product is a thick film" means that the film thickness of the molded product is 5 mm or more.

[0042] The terminal structure having an unsaturated group represented by formula (1) is preferably contained in an amount of 0.2 mol% or more, more preferably 0.2 to 20 mol%, still more preferably 0.5 to 10 mol%, and particularly preferably 1 to 7 mol% with respect to the structural unit represented by formula (2). When the content of the terminal structure having an unsaturated group represented by formula (1) is 0.2 mol% or more, it reacts with a styrene monomer when curing the resin composition for curing to form a polymer, and a molded article excellent in impact strength can be obtained, which is preferable.

[0043] Further, the terminal structure having an unsaturated group represented by formula (1) is preferably 0.2 to 20 mol%, more preferably 0.5 to 10 mol% with respect to the total number of moles of the structural unit and the terminal structure of the polycarbonate resin. When the content of the terminal structure having an unsaturated group represented by formula (1) is 0.2 mol% or more, it reacts with a styrene monomer when curing the resin composition for curing to form a polymer, and a molded article excellent in impact strength can be obtained, which is preferable. On the other hand, when the content of the terminal structure having an unsaturated group represented by formula (1) is 20 mol% or less, it is preferable in terms of improving impact resistance.

[0044] Other terminal structures The polycarbonate resin may have other terminal structures. The other terminal structure is a terminal structure other than the terminal structure having an unsaturated group represented by formula (1), and is preferably a terminal structure having no unsaturated group.

[0045] Examples of the other terminal structure include those derived from other monohydric phenol compounds.

[0046] Examples of the other monohydric phenol compound include phenol, p-tert-butylphenol, p-hexylphenol, p-heptylphenol, p-octylphenol, p-cumylphenol, and the like. These other monohydric phenol compounds may be used alone or in combination of two or more.

[0047] Other terminal structures are preferably contained in an amount of less than 50 mol%, more preferably 20 mol% or less, still more preferably 10 mol% or less, and particularly preferably 0.1 to 5 mol% with respect to the terminal structure having an unsaturated group represented by the formula (1).

[0048] Further, other terminal structures are preferably 10 mol% or less, more preferably 0.1 to 5 mol% with respect to the total number of moles of the structural units and terminal structures of the polycarbonate resin. When the content of the other terminal structure is 10 mol% or less, the content of the terminal structure having an unsaturated group represented by the above (1) is relatively high, and a molded article excellent in impact strength can be obtained, which is preferable.

[0049] Constituent unit represented by formula (2) The structural unit represented by the formula (2) has functions such as improving impact strength and enhancing styrene solubility.

[0050] The structural unit is represented by the following formula (2).

[0051]

Chemical formula

[0052] R4 are each independently selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, and a substituted or unsubstituted aralkyl group having 7 to 17 carbon atoms.

[0053] The alkyl group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group and the like.

[0054] The aryl group having 6 to 12 carbon atoms is not particularly limited, and examples thereof include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a tetramethylphenyl group, an ethylphenyl group, an ethylmethylphenyl group, a diethylphenyl group, a propylphenyl group, an isopropylphenyl group, an isopropylmethylphenyl group, a benzyl group, a phenethyl group, a phenylpropyl group, a naphthyl group, a biphenyl group and the like.

[0055] The alkoxy group having 1 to 5 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group and the like.

[0056] The aralkyl group having 7 to 17 carbon atoms is not particularly limited, and examples thereof include a benzyl group, a 1-methylbenzyl group, a 1,1-dimethylbenzyl group, a 1-ethylbenzyl group, a 1-ethyl-1-methylbenzyl group, a phenethyl group, a 1-methylphenethyl group, a 2-methylphenethyl group, a 1-ethylphenethyl group and the like.

[0057] The substituent is not particularly limited, and examples thereof include a halogen atom, a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms and the like.

[0058] Among the above, R4 is preferably a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, more preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group or a tert-butyl group, still more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0059] c is each independently an integer of 0 to 4, preferably an integer of 0 to 2, and more preferably 0 or 1.

[0060] X is -C(R5)(R6)-, -S-, -(CH2)d -O-, -SO-, -CO-, -SO2-, and a group consisting of the groups represented by the following formulas (3) to (6).

[0061]

Chemical formula

[0062] R5 and R6 are each independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a carbocyclic group having 5 to 20 carbon atoms or a heterocyclic group having 5 to 12 elements formed by R5 and R6 bonding together.

[0063] The alkyl group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, and the like.

[0064] The alkoxy group having 1 to 5 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group, and the like.

[0065] The aryl group having 6 to 12 carbon atoms is not particularly limited, and examples thereof include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a tetramethylphenyl group, an ethylphenyl group, an ethylmethylphenyl group, a diethylphenyl group, a propylphenyl group, an isopropylphenyl group, an isopropylmethylphenyl group, a benzyl group, a phenethyl group, a phenylpropyl group, a naphthyl group, a biphenyl group, and the like.

[0066] The substituents are not particularly limited, and examples thereof include a halogen atom, a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, and the like.

[0067] The carbocyclic group having 5 to 20 carbon atoms is not particularly limited, and examples thereof include cycloalkylidene groups such as a cyclopentylidene group, a cyclohexylidene group, a cycloheptylidene group, a cyclooctylidene group, a methylcyclopentylidene group, an ethylcyclopentylidene group, a methylcyclohexylidene group, an ethylcyclohexylidene group, and a 3,3,5-trimethylcyclohexylidene group; and arylalkylidene groups such as a benzylidene group, a phenethylidene group, and a phenylpropylidene group.

[0068] The heterocyclic group having 5 to 12 elements is not particularly limited, and examples thereof include heterocyclic groups in which the methylene chain portion contained in pyrrolidine, 2-pyrroline, pyrazoline, pyrazolidine, imidazoline, pyran, 2-imidazoline, 1,3-dioxolane, oxolane, tetrahydrofuran, tetrahydrothiophene, piperazine, 1,4-dioxane, morpholine, 1,2-oxathiolane, 1,4-dithiane, succinimide, 2-oxazolidone, indoline, isoindoline, chroman, isochroman, quinuclidine, etc. is bonded to both phenylene groups of the formula (2).

[0069] Among these, R5 and R6 are each independently preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a carbocyclic group having 5 to 20 carbon atoms formed by the bonding of R5 and R6; more preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 carbon atoms, or a carbocyclic group having 5 to 10 carbon atoms formed by the bonding of R5 and R6; still more preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a phenyl group, a cyclohexyl group (cyclohexane-1,1-diyl group) formed by the bonding of R5 and R6, or a 3,3,5-trimethylcyclohexyl group (3,3,5-trimethylcyclohexane-1,1-diyl group).

[0070] Each R7 is independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a substituted or unsubstituted alkyl group having 1 to 9 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

[0071] The alkyl group having 1 to 9 carbon atoms is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, etc.

[0072] The alkoxy group having 1 to 5 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group, etc.

[0073] The aryl group having 6 to 12 carbon atoms is not particularly limited, and examples thereof include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a tetramethylphenyl group, an ethylphenyl group, an ethylmethylphenyl group, a diethylphenyl group, a propylphenyl group, an isopropylphenyl group, an isopropylmethylphenyl group, a benzyl group, a phenethyl group, a phenylpropyl group, a naphthyl group, a biphenyl group, and the like.

[0074] The substituent is not particularly limited, and examples thereof include a halogen atom, a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, and the like.

[0075] Among these, each R7 is preferably independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 9 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, more preferably a hydrogen atom, a methyl group, an ethyl group, or a phenyl group, and even more preferably a hydrogen atom or a methyl group.

[0076] Each R8 is independently a substituted or unsubstituted alkylene group having 1 to 9 carbon atoms.

[0077] Examples of the alkylene group having 1 to 9 carbon atoms include methylene, ethylene, propylene, isopropylene, butylene, isobutylene, sec-butylene, tert-butylene, pentylene, and the like.

[0078] The substituent is not particularly limited, and examples thereof include a halogen atom, a cyano group, an alkoxy group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, and the like.

[0079] Among the above, each R8 is preferably independently methylene, ethylene, or propylene, and more preferably methylene or ethylene.

[0080] d is an integer from 0 to 20, preferably an integer from 0 to 10, and more preferably an integer from 0 to 3.

[0081] e is an integer from 1 to 500, preferably an integer from 1 to 100.

[0082] However, when both c's in the structural unit represented by formula (2) are 0, X2 is not -C(CH3)2-. That is, the structural unit represented by formula (2) does not include a structural unit derived from bisphenol A (BPA, 2,2-bis(4-hydroxyphenyl)propane). Since the bisphenol A (BPA) has a symmetric structure and high crystallinity, it tends to have low styrene solubility.

[0083] The structural unit represented by the formula (2) is preferably derived from a bisphenol compound (divalent phenol compound). The bisphenol compound is not particularly limited, but includes bis(4-hydroxyphenyl)methane (bisphenol F: BPF), bis(2-hydroxyphenyl)methane, 2,4'-dihydroxydiphenylmethane, bis(4-hydroxy-3-methylphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane (bisphenol E: BPE), 1,1-bis(4-hydroxy-3-methylphenyl)ethane, 2,2-bis(4-hydroxy-3-methylphenyl)propane (bisphenol C: BPC), 2,2-bis(4-hydroxy-3-isopropylphenyl)propane (bisphenol G: BPG), 2,2-bis(4-hydroxyphenyl)butane (bisphenol B: BPB), 2,2-bis(4-hydroxy-3-t-butylphenyl)propane, 5,5'-(1-methylethylidene)-bis[1,1'-(biphenyl)-2-ol]propane (bisphenol PH: BPPH), 1,1-bis(4-hydroxyphenyl)-2-methylpropane (bisphenol IBTD), 2,2-bis(4-hydroxyphenyl)-4-methylpentane (bisphenol MIBK), 1,1-bis(4-hydroxyphenyl)-2-ethylhexane (bisphenol IOTD), 1,1-bis(4-hydroxyphenyl)decane, 1,1-bis(4-hydroxyphenyl)cyclohexane (bisphenol Z: BPZ), 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cycloundecane, 1,1-bis(4-hydroxyphenyl)cyclododecane, 1,1-bis(4-hydroxyphenyl)-1-phenylethane (bisphenol AP: BPAP), bis(4-hydroxyphenyl)diphenylmethane (bisphenol BP; BPBP), etc., bisphenol compounds in which X is -C(R5)(R6)- in the formula (2); bisphenol compounds in which X is -S- in the formula (2), such as bis(4-hydroxyphenyl)sulfide;Bisphenol compounds in which X is -O- in formula (2) such as bis(4-hydroxyphenyl) ether; bisphenol compounds in which X is -SO- in formula (2) such as bis(4-hydroxyphenyl) sulfoxide; bisphenol compounds in which X is -CO- in formula (2) such as bis(4-hydroxyphenyl) ketone; bisphenol compounds in which X is -SO2- in formula (2) such as bis(4-hydroxyphenyl) sulfone, 2,4'-dihydroxydiphenyl sulfone, bis(2-hydroxyphenyl) sulfone, bis(4-hydroxy-3-methylphenyl) sulfone; bisphenol compounds in which X is a group represented by formula (3) in formula (2) such as 9,9-bis(4-hydroxyphenyl) fluorene, 9,9-bis(4-hydroxy-3-methylphenyl) fluorene, 9,9-bis(4-hydroxy-3-ethylphenyl) fluorene; bisphenol compounds in which X is a group represented by formula (4) in formula (2) such as 4,4'-[1,4-phenylenebis(1-methylethylidene)]bisphenol, 4,4'-[1,3-phenylenebis(1-methylethylidene)]bisphenol; bisphenol compounds in which X is a group represented by formula (5) in formula (2) such as 1,3-bis(4-hydroxyphenyl)-5,7-dimethyladamantane; bisphenol compounds in which X is a group represented by formula (6) in formula (2) such as α,ω-bis[3-(o-hydroxyphenyl)propyl]polydimethylsiloxane, α,ω-bis[3-(o-hydroxyphenyl)propyl]polydimethyldiphenyl random copolymer siloxane, etc. are mentioned.;

[0084] Among the above, the structural unit represented by formula (2) preferably contains at least one derived from a bisphenol compound in which X is -C(R5)(R6)- in formula (2), and 2,2-bis(4-hydroxy-3-methylphenyl)propane (bisphenol C: BPC), 2,2-bis(4-hydroxyphenyl)butane (bisphenol B: BPB), 2,2-bis(4-hydroxyphenyl)-4-methylpentane (bisphenol MIBK), 1,1-bis(4-hydroxyphenyl)ethane (bisphenol E: BPE), 1,1-bis(4-hydroxyphenyl)cyclohexane (bisphenol Z: BPZ), 1,1-bis(4-hydroxyphenyl)-1-phenylethane (bisphenol AP: BPAP), 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (bisphenol TMC: TMC). More preferably, it contains at least one derived from bisphenol C, bisphenol E, bisphenol Z, bisphenol MIBK, bisphenol AP, bisphenol TMC. Even more preferably, it contains at least one derived from bisphenol C, bisphenol Z, bisphenol MIBK, bisphenol TMC. Particularly preferably, it contains at least one derived from bisphenol C, bisphenol Z, bisphenol MIBK, bisphenol TMC. That is, in one embodiment, the bisphenol compound preferably contains at least one selected from the group consisting of 2,2-bis(4-hydroxy-3-methylphenyl)propane (bisphenol C: BPC), 2,2-bis(4-hydroxyphenyl)butane (bisphenol B: BPB), 2,2-bis(4-hydroxyphenyl)-4-methylpentane (bisphenol MIBK), 1,1-bis(4-hydroxyphenyl)ethane (bisphenol AP: BPAP), 1,1-bis(4-hydroxyphenyl)cyclohexane (bisphenol Z: BPZ), 1,1-bis(4-hydroxyphenyl)-1-phenylmethane (bisphenol AP: BPAP), 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (bisphenol TMC: TMC).

[0085] In a preferred embodiment, the structural unit represented by the formula (2) includes at least one selected from the group consisting of the following formulas (7) to (13). Among these, from the viewpoint of excellent impact resistance, the structural unit represented by the formula (2) more preferably includes at least one selected from the group consisting of the following formulas (7) to (8) and the following formulas (10) to (13), and even more preferably includes at least one selected from the group consisting of the formula (7), the formula (10), the formula (11), and the formula (13). Further, in another preferred embodiment, from the viewpoint of excellent appearance when the molded product is a thick film, the structural unit represented by the formula (2) more preferably includes at least one selected from the group consisting of the following formulas (7) to (11) and the formula (13), and even more preferably includes at least one selected from the group consisting of the following formulas (7) and (9). Note that the formula (7) is derived from bisphenol C, the formula (8) is derived from bisphenol E, the formula (9) is derived from bisphenol B, the formula (10) is derived from bisphenol Z, the formula (11) is derived from bisphenol MIBK, the formula (12) is derived from bisphenol AP, and the formula (13) is derived from bisphenol TMC.

[0086]

Chemical formula

[0087] In addition, the above-mentioned bisphenol compounds may be used alone or in combination of two or more.

[0088] The structural unit represented by the formula (2) is preferably 1 mol% or more, more preferably 2 to 100 mol%, even more preferably 5 to 100 mol%, and particularly preferably 10 to 100 mol% based on all the structural units of the polycarbonate resin. When the content of the structural unit represented by the formula (2) is 1 mol% or more, it is preferable because the impact resistance and styrene solubility of the polycarbonate resin can be increased.

[0089] Further, the structural unit represented by the formula (2) is preferably 2 to 99.8 mol%, more preferably 5 to 99 mol%, based on the total number of moles of the structural units and terminal structures of the polycarbonate resin. When the content of the structural unit represented by the formula (2) is 2 mol% or more, the impact strength and styrene solubility of the polycarbonate resin can be increased, which is preferable. On the other hand, when the content of the structural unit represented by the formula (2) is 99.8 mol% or less, it is preferable because the molecular weight can be easily controlled.

[0090] Other constituent units The polycarbonate resin may have other structural units. The other structural units are structural units other than the structural unit represented by the formula (2).

[0091] Examples of the other structural units include structural units derived from other bisphenol compounds and structural units derived from organosiloxanes.

[0092] The other bisphenol compounds are those other than the above-mentioned bisphenol compounds and do not induce the structural unit of the formula (2). Specific examples include alicyclic bisphenol compounds such as cyclohexanedimethanol, tricyclodecanedimethanol, adamantanediol, pentacyclopentadecanedimethanol; aromatic ring bisphenol compounds such as 4,4'-phenylenebisphenol, 2,2-bis(4-hydroxyphenyl)propane (bisphenol A: BPA), etc.

[0093] Examples of the organosiloxane include polydimethylsiloxane, polydiethylsiloxane, etc.

[0094] Among these, the polycarbonate resin preferably contains a structural unit derived from another bisphenol compound, more preferably contains a structural unit derived from an aromatic ring type bisphenol compound, and even more preferably contains a structural unit derived from 2,2-bis(4-hydroxyphenyl)propane (bisphenol A: BPA).

[0095]

Chemical formula

[0096] In addition, when the polycarbonate resin further contains a structural unit derived from bisphenol A, it is preferable because the market availability of the raw material is high and the manufacturing cost can be reduced, the viscosity of the obtained resin composition becomes high and it becomes easy to handle, and the impact resistance and thick film transparency of the obtained cured product can be improved. Further, even when the polycarbonate resin has a structural unit derived from bisphenol A, the styrene solubility of the polycarbonate resin can be increased by having the structural unit represented by the formula (2).

[0097] The other structural unit is preferably 80 mol% or less, more preferably 70 mol% or less, and even more preferably 0 to 60 mol% with respect to the structural unit represented by the formula (2).

[0098] In addition, the other structural unit is preferably 80 mol% or less, more preferably 0 to 60 mol% with respect to the total number of moles of the structural unit and the terminal structure of the polycarbonate resin. When the content of the other structural unit is 80 mol% or less, the content of the structural unit represented by the formula (2) can be relatively high and the styrene solubility can be high, which is preferable.

[0099] Physical properties, etc. of the polycarbonate resin When the polycarbonate resin has two or more structural units, that is, when it is a copolymer, the copolymer may be a random polymer, a block copolymer, or an alternating copolymer.

[0100] Since the polycarbonate resin has high styrene solubility, the polycarbonate resin dissolves in the styrene-based monomer in the curable resin composition. As a result, the polycarbonate resin and the styrene-based monomer can be suitably graft-polymerized during the curing of the curable resin composition, and the impact strength of the resulting molded article can be increased. In addition, the transparency of the resulting molded article can also be increased. Furthermore, due to the high styrene solubility of the polycarbonate resin, the formation of graft polymers, etc., a molded article excellent in chemical resistance can be obtained. Also, because the polycarbonate resin has high styrene solubility, the curable resin composition can be easily molded even without containing a solvent, and a curable resin composition having a composition suitable for cast molding can be obtained. Whether the styrene solubility is high or not can be confirmed by the method described in the examples.

[0101] The intrinsic viscosity of the polycarbonate resin is preferably 0.3 to 2.0 dL / g, more preferably 0.35 to 1.5 dL / g, and even more preferably 0.40 to 0.6 dL / g. When the intrinsic viscosity of the polycarbonate resin is 0.3 dL / g or more, it is preferable because the mechanical strength is increased. On the other hand, when the intrinsic viscosity of the polycarbonate resin is 2.0 dL / g or less, it is preferable because the moldability is increased.

[0102] The content of the polycarbonate resin is preferably 0.5 to 50% by mass, more preferably 1 to 50% by mass, even more preferably 1 to 30% by mass, particularly preferably 5 to 30% by mass, and most preferably 10 to 20% by mass based on the total mass of the curable resin composition. When the content of the polycarbonate resin is within the above range, the balance of solubility in the styrene-based monomer, moldability, and mechanical strength is good, and the workability and the appearance of the cast molded article are improved, which is preferable.

[0103] Production method of the polycarbonate resin The above polycarbonate resin can be produced by known methods. Specific production methods of the polycarbonate resin include the phosgene method, the transesterification method, and the like.

[0104] The phosgene method is a method of reacting a monohydric phenol, a bisphenol (dihydric phenol), and phosgene in a solvent in the presence of an acid binder.

[0105] The monohydric phenol includes a monohydric phenol compound that induces a terminal structure having an unsaturated group represented by formula (1). In addition, it may also include other monohydric phenol compounds that induce other terminal structures. Note that the monohydric phenol functions as a polymerization degree regulator.

[0106] The bisphenol (dihydric phenol) includes a bisphenol compound that induces a structural unit represented by formula (2). In addition, it may also include other bisphenol compounds that induce other structural units.

[0107] When the polycarbonate resin contains a structural unit derived from an organosiloxane as another structural unit, the organosiloxane can be used in combination.

[0108] The acid binder is not particularly limited, and examples include hydroxides of alkali metals such as sodium hydroxide and potassium hydroxide; pyridine and the like. These acid binders may be used alone or in combination of two or more.

[0109] The solvent is not particularly limited, and examples include dichloromethane, chloroform, and the like. These solvents may be used alone or in combination of two or more.

[0110] A catalyst may be used to promote the reaction. The catalyst is not particularly limited, and examples include tertiary amines such as triethylamine; quaternary ammonium salts such as benzyltriethylammonium chloride. These catalysts may be used alone or in combination of two or more.

[0111] In addition, in the above reaction, antioxidants such as sodium sulfite and hydrosulfite, and branching agents such as phloroglucinol and isatin bisphenol can also be added.

[0112] The reaction temperature of the phosgene method is preferably 0 to 150°C, more preferably 5 to 40°C.

[0113] Also, the reaction time of the phosgene method is preferably 0.5 minutes to 10 hours, more preferably 1 minute to 2 hours.

[0114] Furthermore, the pH of the reaction solution is preferably 10 or more.

[0115] The transesterification method is a method of reacting monohydric phenol, bisphenol (dihydric phenol), and bisaryl carbonate. At this time, in the above reaction, the above-mentioned organosiloxane, antioxidant, and branching agent can be added.

[0116] The monohydric phenol, the bisphenol (dihydric phenol), the organosiloxane, the antioxidant, and the branching agent are the same as those used in the phosgene method.

[0117] Examples of the bisaryl carbonate include diphenyl carbonate, di-p-tolyl carbonate, phenyl-p-tolyl carbonate, di-p-chlorophenyl carbonate, dinaphthyl carbonate, and the like. These bisaryl carbonates may be used alone or in combination of two or more.

[0118] In addition, from the viewpoint of preferably promoting transesterification, it is preferable to distill off the phenols derived from the bisaryl carbonate outside the system.

[0119] The reaction temperature of the transesterification method is preferably 150 to 350 °C, more preferably 200 to 300 °C.

[0120] The degree of reduced pressure of the transesterification method is preferably 1 mmHg or less.

[0121] The reaction time of the transesterification method varies depending on the reaction temperature, degree of reduced pressure, etc., but is preferably 1 to 24 hours.

[0122] The reaction atmosphere of the transesterification method is preferably carried out under an inert gas atmosphere such as nitrogen or argon.

[0123] [Styrene monomer] The styrene monomer has a function of improving the impact strength, optical properties, etc. of the molded product obtained from the curable resin composition. The styrene monomer may exist in the form of being graft-polymerized with the polycarbonate resin, in the form of a polymer (polystyrene) of the styrene monomer, in the form of the styrene monomer, etc. in the molded product after curing of the resin composition of the present invention.

[0124] The styrenic monomer is not particularly limited, and examples thereof include styrene, α-methylstyrene, m-chlorostyrene, p-chlorostyrene, p-fluorostyrene, pentafluorostyrene, p-methoxystyrene, m-tert-butoxystyrene, p-tert-butoxystyrene, 4-(1-ethoxyethoxy)styrene, p-vinylbenzoic acid, p-vinylbenzaldehyde, p-chloro-α-methylstyrene, p-fluoro-α-methylstyrene, p-methyl-α-methylstyrene, p-tert-butoxy-α-methylstyrene, p-vinyltoluene, 1,1-diphenylethylene, diphenylphosphinostyrene, isopropenylphenol, p-hydroxystyrene, chloromethylstyrene, p-styrenesulfonic acid, sodium p-styrenesulfonate, 3,4-dimethoxystyrene, p-trifluoromethylstyrene, 3-acetoxy-5-hydroxystyrene, 4-cyanostyrene, m-bromostyrene, p-bromostyrene, 2,4,6-trimethylstyrene, tert-butoxycarbonyloxystyrene, and the like. These styrenic monomers may be used alone or in combination of two or more.

[0125] Among the above, the styrenic monomer preferably contains at least one of styrene, α-methylstyrene, and p-hydroxystyrene, and more preferably contains styrene.

[0126] The content of the styrenic monomer is preferably 50 to 99.5% by mass, more preferably 50 to 99.1% by mass, still more preferably 70 to 95% by mass, particularly preferably 70 to 90% by mass, and most preferably 80 to 90% by mass with respect to the total mass of the curable resin composition. When the content of the styrenic monomer is within the above range, it is preferable because the impact resistance, optical properties, etc. of the obtained molded product can be improved.

[0127] [Radical polymerization initiator] The resin composition for curing preferably further contains a radical polymerization initiator. When producing a molded article, the radical polymerization initiator has a function of generating radicals to initiate a polymerization reaction with the unsaturated group of the terminal structure represented by the formula (1) possessed by the polycarbonate resin and / or a styrene-based monomer.

[0128] The radical polymerization initiator is not particularly limited, but examples include azo compounds such as 2,2'-azobisisobutyronitrile (AIBN) and 2,2'-azobis(2,4-dimethylvaleronitrile); peroxides such as benzoyl peroxide, hydrogen peroxide, cumene hydroperoxide, tert-butyl hydroperoxide, di-tert-butyl peroxide, potassium persulfate, sodium persulfate, and ammonium persulfate. These radical polymerization initiators may be used alone or in combination of two or more.

[0129] Among the above, the radical polymerization initiator preferably contains 2,2'-azobisisobutyronitrile (AIBN), benzoyl peroxide, hydrogen peroxide, and cumene hydroperoxide, more preferably contains 2,2'-azobisisobutyronitrile (AIBN) and benzoyl peroxide, and even more preferably contains 2,2'-azobisisobutyronitrile (AIBN).

[0130] The content of the radical polymerization initiator is preferably 0.001 to 5% by mass, more preferably 0.005 to 3% by mass, and even more preferably 0.01 to 1% by mass based on the total mass of the resin composition for curing. When the content of the styrene-based monomer is within the above range, the polymerization reaction can proceed suitably, which is preferable.

[0131] [Solvent] The resin composition for curing may further contain a solvent. The solvent has a function of adjusting viscosity and the like.

[0132] The solvent is not particularly limited, and examples thereof include halogenated organic solvents such as dichloromethane, 1,2-dichloroethane, chloroform, and monochlorobenzene; ester solvents such as methyl acetate, ethyl acetate, propyl acetate, butyl acetate, 2-ethoxyethyl acetate, 2-methoxy-1-methylethyl acetate, and ethyl lactate; ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and isophorone; carbonate ester solvents such as dimethyl carbonate and ethyl methyl carbonate; ether solvents such as tetrahydrofuran, 1,4-dioxane, diethyl ether, dimethoxymethane, ethyl cellosolve, and anisole; aromatic hydrocarbon solvents such as toluene, ethylbenzene, xylene, pseudocumene, and mesitylene; alcohol poor solvents such as ethanol and isopropyl alcohol; hydrocarbon poor solvents such as n-heptane, cyclohexane, and mineral spirit. These solvents may be used alone or in combination of two or more.

[0133] Among the above, the solvent preferably contains a carbonate ester organic solvent, a ketone organic solvent, and a toluene organic solvent, and more preferably contains ethyl acetate, methyl ethyl ketone, and toluene.

[0134] Since the polycarbonate resin has high styrene solubility, it can be suitably molded even without a solvent. Therefore, in one embodiment, it is preferable that the curable resin composition does not contain a solvent. Note that "not containing a solvent" means that the content of the solvent in the curable resin composition is less than 0.5% by mass, preferably less than 0.1% by mass, based on the total mass of the curable resin composition.

[0135] [Additive] The curable resin composition may further contain an additive.

[0136] The additive is not particularly limited, and examples thereof include other polycarbonate resins, other polymerizable components, colorants, rust preventives, antioxidants, dispersants, ultraviolet absorbers, defoamers, and leveling agents.

[0137] For example, as said other polycarbonate resin, polycarbonate resins other than the above-mentioned polycarbonate resin can be mentioned.

[0138] In addition, as other polymerizable components, for example, ethylene, propylene, butadiene, acrylonitrile and the like can be mentioned.

[0139] Furthermore, as colorants, azo pigments and phthalocyanine pigments such as Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 215, Red No. 220, Orange No. 203, Orange No. 204, Blue No. 1, Blue No. 404, Yellow No. 205, Yellow No. 401, Yellow No. 405; inorganic colorants such as mica titanium, titanium oxide, iron oxide, tin oxide, zirconium oxide, chromium oxide, bismuth oxychloride, silica, chromium, titanium nitride, titanium, magnesium fluoride, gold, silver, nickel; light interference particles such as glass beads, shells, mica and the like can be mentioned.

[0140] The above-mentioned additives may be used alone or in combination of two or more.

[0141] [Physical properties of the resin composition for curing] The viscosity of the resin composition for curing is preferably 1 to 20,000 mPa·s, more preferably 2 to 6,000 mPa·s, still more preferably 5 to 4,000 mPa·s, particularly preferably 50 to 200 mPa·s, and most preferably 90 to 180 mPa·s. When the solution viscosity of the resin composition for curing is within the above range, it is preferable because it is easy to handle. The solution viscosity of the resin composition for curing can be measured by the method described in the examples.

[0142] [Manufacturing method of the resin composition for curing] The manufacturing method of the resin composition for curing is not particularly limited and can be manufactured by known methods. In one embodiment, the manufacturing method of the resin composition for curing includes a step of mixing a polycarbonate resin and a styrene-based monomer. It may further include a step of mixing at least one of a radical polymerization initiator, a solvent, and an additive. For example, the resin composition for curing can be manufactured by sequentially adding a polycarbonate resin and a radical polymerization initiator to the styrene-based monomer.

[0143] <Molded article> According to one aspect of the present invention, there is provided a molded article obtained by curing the above-described resin composition for curing.

[0144] The molded article includes a graft polymer of a polycarbonate resin and a styrene-based monomer. In addition, it may include a polymer obtained by reacting unsaturated groups of the polycarbonate resin with each other, a polymer of the styrene-based monomer (polystyrene), a polycarbonate resin, a styrene-based monomer, and the like.

[0145] The polycarbonate resin has an unsaturated group and high styrene solubility. Therefore, the polycarbonate resin can be suitably graft-polymerized with the styrene-based monomer, and a molded body excellent in impact resistance can be obtained. In addition, since the polycarbonate resin has high styrene solubility, a molded body excellent in transparency can be obtained. Furthermore, due to the high styrene solubility of the polycarbonate resin, the formation of the graft polymer, etc., a molded body excellent in chemical resistance can be obtained.

[0146] The molded article is not particularly limited, and examples include injection molded articles, extrusion molded articles, stretch molded articles, thermoformed articles, cast molded articles, and the like. Among these, a cast molded article is preferred. Since the polycarbonate resin has high styrene solubility, the curable resin composition has excellent moldability. Therefore, the molded article obtained by cast molding can have higher physical properties compared to conventional ones. In particular, in a preferred embodiment, the curable resin composition does not contain a solvent. In this case, since deformation due to the volatilization of the solvent does not occur or hardly occurs, the molded article (cast molded article) obtained by cast molding can have higher physical properties.

[0147] [Physical properties of molded article, etc.] The total light transmittance of the molded article is preferably 80 to 100%, more preferably 85 to 95%, even more preferably 87 to 94%, and particularly preferably 88 to 93%. When the total light transmittance of the molded article is within the above range, it is preferable because the molded article has excellent transparency. In this specification, the value of "total light transmittance of the molded article" is the value measured by the method described in the examples.

[0148] The impact strength of the molded article is preferably 5.0 to 100 kJ / m 2 and more preferably 8.0 to 80 kJ / m 2 even more preferably 8.0 to 50 kJ / m 2 further preferably 9 to 30 kJ / m 2 particularly preferably 10 to 20 kJ / m 2 and most preferably 10 to 20 kJ / m. When the impact strength of the molded article is within the above range, it is preferable because the molded article has excellent impact resistance. In this specification, the value of "impact strength of the molded article" is the value measured by the method described in the examples.

[0149] The molded article can have chemical resistance. Thereby, it can be suitably applied to applications where chemical resistance of the molded article is required. Whether it has chemical resistance can be confirmed, for example, by the method described in the examples.

[0150] The above-mentioned molded article can be suitably applied to various uses, specifically, uses such as lenses, cover members of touch panels, housings of devices, resin glass, substitutes for automotive glass, aquariums, light guide plates, hard coats, paints, photoresists, 3D printers, etc.

[0151] <Method for manufacturing a molded article> According to one aspect of the present invention, there is provided a method for manufacturing a molded article, which includes curing the above-mentioned resin composition for curing.

[0152] The curing usually includes graft polymerization of the polycarbonate resin and the styrene-based monomer contained in the resin composition for curing. In addition, it may include polymerization of the polycarbonate resin and polymerization of the styrene-based monomer.

[0153] It should be noted that the curing (polymerization) is preferably bulk polymerization. Since the polycarbonate resin has high styrene solubility, bulk polymerization can be preferably carried out using a curable resin composition not containing a solvent.

[0154] In another embodiment, the curing (polymerization) may be carried out by suspension polymerization. Examples of the method of suspension polymerization include a method of dropping the resin composition for curing into water and polymerizing it. At this time, a solvent may be used in combination with the water.

[0155] The curing method is not particularly limited, and examples include thermal curing and photo-curing.

[0156] When performing thermal curing, the curing temperature (polymerization temperature) is preferably below the boiling point of the styrene-based monomer, more preferably 40 to 100°C, even more preferably 50 to 90°C, and particularly preferably 60 to 80°C.

[0157] When performing thermal curing, the curing time (polymerization time) is not particularly limited, but is preferably 5 minutes to 48 hours, more preferably 10 minutes to 30 hours, and even more preferably 30 minutes to 24 hours.

[0158] When performing photocuring, the irradiation light used is preferably visible light to ultraviolet light, more preferably irradiation light having a wavelength of 190 to 450 nm, even more preferably irradiation light having a wavelength of 200 to 400 nm, and even more preferably irradiation light having a wavelength of 250 to 380 nm.

[0159] When performing photocuring, the irradiation time is preferably 1 second to 2 hours, more preferably 3 seconds to 1 hour, and even more preferably 5 seconds to 30 minutes.

[0160] When performing photocuring, the integrated light quantity is preferably 50 mJ to 100 J / cm 2 and more preferably 100 mJ to 50 J / cm 2 and even more preferably 300 mJ to 20 J / cm 2 is even more preferable.

[0161] Examples of the molding method of the molded product include injection molding, extrusion molding, stretching molding, thermoforming, cast molding, etc. Among these, the molding method is preferably cast molding. As described above, the polycarbonate resin has high styrene solubility, and by using a curable resin composition not containing a solvent, a cast molded product can be preferably produced. At this time, the cast molded product does not cause, or hardly causes, deterioration over time due to the volatilization of the solvent.

[0162] In a preferred embodiment, the manufacturing method of the molded product includes a step of injecting the above-mentioned curable resin composition into a mold, a step of curing the curable resin composition injected into the mold, and a step of removing the obtained cured product from the mold.

[0163] Examples of the mold include a metal mold, a silicone mold, etc.

[0164] Examples of the injection method into the mold (casting method) include gravity casting methods such as top gate method and under gate method, vacuum casting method, centrifugal method, etc. These casting methods may be used alone or in combination of two or more.

Examples

[0165] Examples of the present invention are shown below, but the present invention is not limited to the embodiments shown.

[0166] <Styrene Solubility of Polycarbonate Resin> A polycarbonate resin and styrene were mixed so that the concentration of the polycarbonate resin was 5 to 30% by mass. The resulting solution was shaken with a shaker for 24 hours and evaluated visually according to the following criteria. 〇: No undissolved polycarbonate resin ×: Undissolved polycarbonate resin remains

[0167] <Method for Measuring Intrinsic Viscosity of Polycarbonate Resin> A polycarbonate resin was dissolved in dichloromethane to prepare a solution (0.5 mass / volume%). The intrinsic viscosity of the resulting solution was measured using an Ubbelohde viscometer under the conditions of 20°C and Huggins constant of 0.45.

[0168] <Method for Measuring Viscosity of Curing Resin Composition> The viscosity of the curing resin composition was measured at 25°C using a vibrating viscometer CJV5000 (manufactured by A&D Company, Limited).

[0169] <Method for Measuring Total Light Transmittance of Molded Product> A measurement sample was prepared by cast molding. Specifically, 1.3 g of the curing resin composition was placed in a cylindrical glass mold with an inner diameter of 53 mm and sealed, and the cylindrical glass mold filled with the curing resin composition was immersed in a hot water bath at 70°C for 24 hours for heating. As a result, the curing resin composition was cured to obtain a measurement sample (cast molded product) having a diameter of 53 mm and a thickness of 0.5 mm.

[0170] The total light transmittance of the measurement sample was measured using a haze meter NDH4000 (manufactured by Nippon Denshoku Industries Co., Ltd.).

[0171] <Measurement of Impact Strength of Molded Product> A measurement sample was prepared by cast molding. Specifically, 1.3 g of the resin composition for curing was placed in a cylindrical glass tube with an inner diameter of 4.4 mm and a height of 30 mm and sealed. The cylindrical glass tube containing the resin composition for curing was immersed in a hot water bath at 70 °C for 24 hours for heating. As a result, the resin composition for curing was cured, and a measurement sample (cylindrical cast molded product) with an inner diameter of about 4.4 mm × a height of about 30 mm was obtained.

[0172] Using an impact tester IT (manufactured by Toyo Seiki Seisakusho Co., Ltd.), the measurement sample was fixed to a self-made jig, and the impact strength was measured under the conditions of an Izod 2 J weight and a 150-degree swing-down.

[0173] <Chemical resistance test of molded product> A chemical resistance test was conducted using the measurement sample (cylindrical cast molded product) prepared by measuring the impact strength.

[0174] The measurement sample and 50 mL of dichloromethane were placed in a cylindrical glass container with a diameter of 40 mm, sealed, and allowed to stand. After 24 hours, the measurement sample was visually observed and evaluated according to the following criteria. 〇: An undissolved molded product can be confirmed ×: An undissolved molded product cannot be confirmed

[0175] <Appearance test of thick film molded product> 10 g of the resin composition for curing was placed in a cylindrical glass container with a diameter of 40 mm (inner diameter 38 mm), sealed, immersed in a hot water bath at 70 °C for 24 hours for heating, then the lid was opened, and hot air drying was performed at 100 °C for 24 hours. Since the thickness was 9 - 10 mm and there were air bubble residues and surface roughness, and the transmittance measurement could not be performed, the transparency was evaluated in five grades by visual appearance determination.

[0176] 5: Visually transparent without cloudiness or turbidity 4: Slightly turbid or slightly cloudy, but high transparency 3: Turbidity or cloudiness is observed, but there is transparency 2: Turbidity or cloudiness is strong, and the transparency is low 1: Turbidity or cloudiness is extremely strong, opaque

[0177] [Example 1] (Preparation of Polycarbonate Resin) 61.3 g (0.24 mol) of bisphenol C (BPC: 2,2-bis(4-hydroxy-3-methylphenyl)propane, manufactured by Honshu Chemical Industry Co., Ltd.), 41.2 g (0.18 mol) of bisphenol A (BPA: 2,2-bis(4-hydroxyphenyl)propane, manufactured by Mitsubishi Chemical Corporation), 0.2 g of hydrosulfite, and 0.08 g of benzyltriethylammonium chloride (TEBAC: manufactured by Tokyo Chemical Industry Co., Ltd.), a quaternary ammonium salt, were dissolved in 1100 mL of an aqueous sodium hydroxide solution (5 mass / mass%).

[0178] [Chemical formula]

[0179] 400 mL of dichloromethane was added to the obtained solution, stirred, and cooled to 15 - 20°C. Then, 60 g of phosgene was blown into the solution over about 60 minutes.

[0180] After the phosgene blowing was completed, 4.05 g (0.0133 mol) of 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT, manufactured by Otsuka Chemical Co., Ltd.) and 100 mL of an aqueous sodium hydroxide solution (10 mass / mass%) were added to the reaction solution, and the reaction solution was vigorously stirred to emulsify it. After emulsification, 0.5 mL of triethylamine was added, and the mixture was stirred at 20 - 30°C for about 40 minutes to carry out a polymerization reaction.

[0181] [Chemical formula]

[0182] After the polymerization reaction was completed, the reaction solution was separated into an aqueous phase and an organic phase. The organic phase was neutralized with phosphoric acid, and then washed with water repeatedly until the conductivity of the washing solution (aqueous phase) reached 10 μS / cm or less. The resulting solution was dropped into warm water at 60 °C, and the solvent was evaporated off to obtain a white powdery precipitate. The obtained precipitate was filtered and dried at 110 °C for 24 hours to obtain a powdery polycarbonate resin.

[0183] For the obtained polycarbonate resin, the styrene solubility and the intrinsic viscosity were measured. The obtained results are shown in Table 1 below.

[0184] As a result of analysis by infrared absorption spectrum, absorption due to a carbonyl group was observed at a position near 1770 cm -1 and absorption due to an ether bond was observed at a position near 1240 cm -1 confirming that it was a polycarbonate resin having a carbonate bond.

[0185] (Production of curable composition) A polymerization inhibitor was removed from styrene monomer (manufactured by Fujifilm Wako Pure Chemical Corporation) using an aqueous sodium hydroxide solution (5 mass%), and styrene monomer (ST) dehydrated with anhydrous sodium sulfate was obtained. 3 parts by mass of the polycarbonate resin prepared above was dissolved in 17 parts by mass of the above styrene monomer. Next, 0.01 part by mass of azobisisobutyronitrile (AIBN) was added as a radical polymerization initiator to produce a curable resin composition.

[0186] The viscosity of the produced curable resin composition was measured. Further, a molded article was produced from the produced curable resin composition, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article were evaluated. The obtained results are shown in Table 1 below.

[0187] [Example 2] Instead of BPC and BPA, 90 g of bisphenol Z (BPZ: 1,1-bis(4-hydroxyphenyl)cyclohexane) was used, MBZT was changed to 3.60 g, phosgene was changed to 47 g, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0188]

Chemical formula

[0189] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0190] [Example 3] Instead of BPC and BPA, 80 g of bisphenol B (BPB: 2,2-bis(4-hydroxyphenyl)butane, manufactured by Honshu Chemical Industry Co., Ltd.) was used, MBZT was changed to 3.55 g, phosgene was changed to 47 g, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0191]

Chemical formula

[0192] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0193] [Example 4] Instead of BPC and BPA, 80 g of bisphenol E (BPE: 1,1-bis(4-hydroxyphenyl)ethane, manufactured by Honshu Chemical Industry Co., Ltd.) was used, MBZT was changed to 4.05 g, phosgene was changed to 52 g, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0194] [Chemical formula]

[0195] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0196] [Example 5] Instead of BPC and BPA, 80 g of MIBK (2,2-bis(4-hydroxyphenyl)-4-methylpentane, manufactured by Honshu Chemical Industry Co., Ltd.) was used, MBZT was changed to 3.58 g, phosgene was changed to 49 g, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0197] [Chemical formula]

[0198] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0199] [Example 6] The polycarbonate resin and the curable resin composition were produced in the same manner as in Example 1, except that the amount of the polycarbonate resin used was changed to 1 part by mass and the amount of the styrene monomer used was changed to 19 parts by mass.

[0200] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and thick-film molded product appearance of the molded product obtained by casting the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0201] [Example 7] The polycarbonate resin and the curable resin composition were produced in the same manner as in Example 1, except that the amount of the polycarbonate resin used was changed to 6 parts by mass and the amount of the styrene monomer used was changed to 14 parts by mass.

[0202] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and thick-film molded product appearance of the molded product obtained by casting the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0203] [Example 8] The polycarbonate resin and the curable resin composition were produced in the same manner as in Example 1, except that 1.68 g of p-isopropenylphenol (IPP, manufactured by Mitsui Chemicals Fine Chemicals Co., Ltd.) was used instead of MBZT.

[0204]

Chemical formula

[0205] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and thick-film molded product appearance of the molded product obtained by casting the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0206] [Example 9] Instead of BPC and BPA, 116 g of bisphenol AP (BPAP: 1,1-bis(4-hydroxyphenyl)-1-phenylmethane, manufactured by Honshu Chemical Industry Co., Ltd.) was used, 3.58 g of MBZT was changed to 49 g of phosgene, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0207] [Chemical formula]

[0208] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0209] [Example 10] Instead of BPC and BPA, only 102.4 g of BPC was used, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that 4.10 g of MBZT was changed to 58 g of phosgene.

[0210] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0211] [Example 11] Instead of BPC and BPA, 108.5 g of bisphenol TMC (TMC: 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane, manufactured by SONGWON) was used, 3.10 g of MBZT was changed to 50 g of phosgene, and a polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0212] [Chemical formula]

[0213] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0214] [Comparative Example 1] A polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1, except that 2.63 g of p-tert-butylphenol (PTBP, manufactured by DIC Corporation) was used instead of MBZT.

[0215] [Chemical formula]

[0216] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0217] [Comparative Example 2] A polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 2, except that 1.44 g of PTBP was used instead of MBZT.

[0218] In addition, the styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded product obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0219] [Comparative Example 3] A polycarbonate resin and a curable resin composition were produced in the same manner as in Example 3, except that PTBP1.65 g was used instead of MBZT.

[0220] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick-film molded product obtained by cast molding the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0221] [Comparative Example 4] A polycarbonate resin and a curable resin composition were produced in the same manner as in Example 4, except that PTBP2.34 g was used instead of MBZT.

[0222] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick-film molded product obtained by cast molding the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0223] [Comparative Example 5] A polycarbonate resin and a curable resin composition were produced in the same manner as in Example 5, except that PTBP1.67 g was used instead of MBZT.

[0224] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the curable resin composition, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick-film molded product obtained by cast molding the curable resin composition were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0225] [Comparative Example 6] A polycarbonate resin and a curable resin composition were produced in the same manner as in Example 1, except that only 91.2 g of BPA was used instead of BPC and BPA, PTBP2.00 g was used instead of MBZT, the phosgene was changed to 55 g, and TEBAC was not used.

[0226] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article obtained by cast molding the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0227] [Comparative Example 7] A polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1, except that only 91.2 g of BPA was used instead of BPC and BPA, MBZT was changed to 4.97 g, and TEBAC was not used.

[0228] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article obtained by cast molding the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0229] [Comparative Example 8] A polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1, except that no polycarbonate resin was used.

[0230] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article obtained by cast molding the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0231] [Comparative Example 9] A polycarbonate resin and a resin composition for curing were produced in the same manner as in Example 1, except that only 102.4 g of BPC was used instead of BPC and BPA, 1.42 g of PTBP was used instead of MBZT, phosgene was changed to 58 g, and TEBAC was not used.

[0232] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0233] [Comparative Example 10] Instead of BPC and BPA, 108.5 g of TMC was used, instead of MBZT, 1.42 g of PTBP was used, phosgene was changed to 50 g, and the polycarbonate resin and the resin composition for curing were produced in the same manner as in Example 1 except that TEBAC was not used.

[0234] The styrene solubility and intrinsic viscosity of the polycarbonate resin, the viscosity of the resin composition for curing, and the total light transmittance, impact strength, chemical resistance, and appearance of the thick film molded article obtained by casting the resin composition for curing were evaluated in the same manner as in Example 1. The results obtained are shown in Table 1 below.

[0235]

Table 1

[0236] From the results in Table 1, it can be seen that the molded articles produced from the curable resin compositions of Examples 1 to 11 have high total light transmittance, excellent transparency, and high impact strength. It can also be seen that the molded articles are excellent in chemical resistance.

[0237] On the other hand, it can be seen that the molded articles produced from the curable resin compositions of Comparative Examples 1 to 6 and 9 to 10 have low impact strength. This is presumably because the polycarbonate resin does not have an unsaturated group in its terminal structure, so the styrene monomer could not form a covalent bond with the polycarbonate resin during curing.

[0238] In addition, it can be seen that the molded articles produced from the curable resin compositions of Comparative Examples 6 and 7 both have low total light transmittance and low impact strength. This is presumably because the styrene solubility was low when the structural unit of the polycarbonate resin was only BPA. In particular, in Comparative Example 7, although the polycarbonate resin has an unsaturated group in the terminal structure, it is considered that the reaction between the terminal unsaturated group of the polycarbonate resin and the styrene monomer did not proceed favorably during curing because the styrene solubility was low.

Claims

1. The following formula (1): 【Chemical 1】 (In the above formula,[[]] A is a vinyl group or an isopropenyl group,[[]] R １ is a single bond, and R ２ is independently selected from the group consisting of a single bond and a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, R ３ is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 12 elements, Z is -OC(=O)-,[[]] a is an integer from 1 to 3,[[]] b is an integer from 2 to 4,[[]] Y is an ether group or an ester group.)[[]] A curable resin composition comprising a terminal structure having an unsaturated group represented by the formula and derived from a (meth)acrylic monohydric phenol compound, and[[]] The following formula (2): 【Chemical 2】 (In the above formula,[[]] R ４ is independently selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, and a substituted or unsubstituted aralkyl group having 7 to 17 carbon atoms, c is each independently an integer from 0 to 4,[[]] X is -C(R ５ )(R ６ )-, -S-, -(CH ２ ) ｄ -, -O-, -SO-, -CO-, -SO ２ -, and the following formulas (3) to (6): 【Chemical Formula 3】 (In the above formula,[[]] R ５ and R ６ each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a carbon ring group having 5 to 20 carbon atoms or a heterocyclic group having 5 to 12 elements formed by the combination of R ５ and R ６ is a heterocyclic group having 5 to 20 carbon atoms or a heterocyclic group having 5 to 12 elements formed by the combination of R R ７ is, independently of one another, a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a substituted or unsubstituted alkyl group having 1 to 9 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 5 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, R ８ is, independently of one another, a substituted or unsubstituted alkylene group having 1 to 9 carbon atoms, d is an integer from 0 to 20,[[]] e is an integer from 1 to 500)[[]] Selected from the group consisting of the groups represented by, provided that when both c's are 0, X ２ is -C(CH ３ ) ２ - is not) A structural unit represented by the formula, and[[]] A polycarbonate resin and a styrene-based monomer.[[]]

2. The curable resin composition according to claim 1, wherein the structural unit represented by the formula (2) contains at least one selected from the group consisting of the following formulas (7) to (13): 【Chemical Formula 4】

3. The curable resin composition according to claim 1, wherein the structural unit represented by the formula (2) is derived from a bisphenol compound.[[]]

4. The curable resin composition according to claim 3, wherein the bisphenol compound contains at least one selected from the group consisting of 2,2-bis(4-hydroxy-3-methylphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis(4-hydroxyphenyl)-4-methylpentane, 1,1-bis(4-hydroxyphenyl)ethane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)-1-phenylmethane, and 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane.[[]]

5. The curable composition according to any one of claims 1 to 4, wherein the polycarbonate resin further contains a structural unit derived from bisphenol A represented by the following formula:

6. [Chemical Formula 5] In the formula (1),[[]] A is an isopropenyl group,[[]] Z is -OC(=O)-,[[]] R2 is each independently a single bond or an ethylene group,[[]]

7. The curable resin composition according to claim 6, wherein the terminal structure having an unsaturated group represented by the formula (1) is derived from 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole.[[]] R ３ The curable resin composition according to any one of claims 1 to 5, wherein R is independently a hydrogen atom or a benzotriazolyl group.

8. The curable resin composition according to any one of claims 1 to 7, wherein the styrene-based monomer contains styrene.[[]]

9. ​ ​ The curable resin composition according to any one of claims 1 to 8, further comprising a radical polymerization initiator.

10. The curable resin composition according to any one of claims 1 to 9, wherein the intrinsic viscosity of the polycarbonate resin is 0.3 to 2.0 dL / g.

11. The curable resin composition according to any one of claims 1 to 10, wherein the terminal structure having an unsaturated group represented by the formula (1) is contained in an amount of 0.2 mol% or more based on the structural unit represented by the formula (2).

12. A molded article obtained by curing the curable resin composition according to any one of claims 1 to 11.

13. The molded article according to claim 12, which is a cast molded article.

14. A method for producing a molded article, comprising curing the curable resin composition according to any one of claims 1 to 11.

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