Polycarbonate resin and polycarbonate resin solution

Abstract

The problem to be addressed is poor reactivity of a reactive polycarbonate in crosslinking reactions. Another problem to be addressed is a lack of versatility of conventional reactive polycarbonates requiring a secondary component such as a polymerization initiator because the reactive polycarbonates cannot be used in various applications.　The problems are solved by a polycarbonate resin comprising a structural unit (A) derived from a monomer represented by general formula (1) and / or a structural unit (B) derived from a monomer represented by general formula (2), and a structural unit (C) derived from a monomer represented by general formula (3), wherein the proportion of the total of the structural unit (A) and the structural unit (B) to the total number of moles of structural units (A)-(C) constituting the polycarbonate resin is 0.5-25 mol%, and the proportion of the structural unit (C) is 75-99.5 mol%. In formulae (1) to (3), R11 to R38 are as stated in the description of the present application.

Description

Polycarbonate resin and polycarbonate resin solution

[0001] The present invention relates to a polycarbonate resin, a polycarbonate resin solution, and the like.

[0002] Reactive polycarbonate (reactive PC) resins containing reactive moieties are known (see, for example, Patent Documents 1 to 3). Reactive polycarbonate resins contain reactive moieties for polymerization reactions, and terminally reactive polycarbonates having reactive groups at their terminals are particularly widely used. Reactive polycarbonate resins are usually used as compositions containing polymerization initiators, additives, and the like, and polymers are produced from such resin compositions via polymerization reactions.

[0003] Patent Document 1: WO2021 / 241378 Patent Document 2: Japanese Patent Application Laid-Open No. 1983-064592 Patent Document 3: Japanese Patent Application Laid-Open No. 11-172003

[0004] Many existing reactive PCs are produced using end-capping agents with functional groups, which means that only the terminal sites are reactive. In the terminally reactive polycarbonates obtained in this way, the reactive sites are limited to the terminals, and crosslinking reactivity is often poor.

[0005] Furthermore, reactive PCs require secondary components such as a polymerization initiator to initiate the polymerization reaction, which limits the options for additives and requires that the polymerization reaction be carried out under the intended reaction conditions. For this reason, conventional reactive PCs tend to be less versatile and cannot be used in a variety of applications.

[0006] The present invention includes, for example, the following: [1] A polycarbonate resin comprising a structural unit (A) derived from a monomer represented by the following general formula (1) and / or a structural unit (B) derived from a monomer represented by the following general formula (2), and a structural unit (C) derived from a monomer represented by the following general formula (3), wherein the total proportion of the structural unit (A) and the structural unit (B) is 0.5 to 25 mol %, and the proportion of the structural unit (C) is 75 to 99.5 mol %, relative to the total number of moles of the structural units (A) to (C) constituting the polycarbonate resin. (In general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; and in general formula (2), R ２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent. (In general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; X is where R ５ and R ６each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms (provided that R ５ and R ６ and R are methyl groups, ７ and R ８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent, and c represents an integer of 0 to 20. [2] The polycarbonate resin according to the above item [1], wherein the proportion of the structural unit (A) and the structural unit (B) relative to the total number of moles of the structural units (A) to (C) constituting the polycarbonate resin is 5 to 20 mol %, and the proportion of the structural unit (C) is 80 to 95 mol %. [3] In the general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent; and in general formula (2), R ２１ ~R ２５ and R ２６ ~R ２８ are each independently hydrogen or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent. [4] The polycarbonate resin according to any of [1] to [3] above, for example, [3] above, wherein the monomer represented by general formula (1) is represented by the following formula (1-1), and the monomer represented by general formula (2) is represented by the following formula (2-1): [5] In the general formula (3), R ３１ ~R ３４ and R３５ ~R ３８ each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent, where R ５ and R ６ each independently represents hydrogen, an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; ５ and R ６ represents a group which combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms, ７ and R ８ [6] The polycarbonate resin according to any one of the above [1] to [4], for example, the above [5], wherein the monomer represented by the general formula (3) is selected from the group consisting of the following formulae (3-1) to (3-4): [7] The polycarbonate resin according to any one of [1] to [6] above, for example, the polycarbonate resin according to [1] above, wherein the terminal structure of the polycarbonate resin is represented by the following formula (4): (In the general formula (4), A is a vinyl group, an isopropenyl group, a styryl group, or a methine group, and R １ and R ２ 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; ３are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, 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 atoms; each 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 of 0 to 3; b is an integer of 1 to 4; and Y is an ether group or an ester group. [8] The polycarbonate resin according to any one of [1] to [7] above, for example, the polycarbonate resin according to [1] above, wherein the terminal structure of the polycarbonate resin is derived from a compound selected from the group consisting of p-t-butylphenol (PTBP), 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT), 4-hydroxybenzophenone (4-HBP), polyoxyalkylene monoalkyl ether, and p-hydroxyphenylethanol (PHEP). [9] The polycarbonate resin according to any one of [1] to [8] above, for example, the polycarbonate resin according to [1] above, wherein the main chain of the polycarbonate resin does not contain an unsaturated bond.

[0007]

[10] A monomer mixture for polymerization for forming a structural unit of a thermoplastic resin, comprising a monomer (a) represented by the following general formula (1) and / or a monomer (b) represented by the following general formula (2), and a monomer (c) represented by the following general formula (3), wherein the total ratio of the monomers (a) and (b) is 0.5 to 25 mol % and the ratio of the monomer (c) is 75 to 99.5 mol % relative to the total number of moles of the monomers (a) to (c): (In general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; and in general formula (2), R２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent. (In general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; X is where R ５ and R ６ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms (provided that R ５ and R ６ and R are methyl groups, ７ and R ８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; and c represents an integer of 0 to 20.

[0008]

[11] A polycarbonate resin solution containing the polycarbonate resin according to any one of [1] to [9] above, for example, the polycarbonate resin according to [1] above, and a solvent.

[12] The polycarbonate resin solution according to

[11] above, wherein the solvent contains at least a (meth)acrylic acid ester solvent.

[13] The polycarbonate resin solution according to

[12] above, wherein the (meth)acrylic acid ester is tetrahydrofurfuryl methacrylate (THF-M).

[14] The polycarbonate resin solution according to any one of

[11] to

[13] above, for example, the polycarbonate resin solution according to

[11] above, wherein the concentration of the polycarbonate resin is 1 to 20 mass% based on the total mass of the polycarbonate resin solution.

[15] A method for producing a crosslinked polycarbonate resin according to any one of

[11] to

[14] above, for example, the polycarbonate resin solution according to

[11] above, characterized by irradiating ultraviolet light to the polycarbonate resin solution according to

[11] above.

[16] A crosslinked polycarbonate resin obtained by the manufacturing method according to the above item

[15] .

[17] A molded article comprising the crosslinked polycarbonate resin according to the above item

[16] .

[0009] According to the present invention, it is possible to realize a polycarbonate resin in which the reactivity of the polymerization / crosslinking reaction can be easily adjusted based on the number of functional groups, and which can be polymerized by itself without additives such as a polymerization initiator, thereby improving the degree of freedom in the physical properties of the resulting polymer. The polycarbonate resin of the present invention can maintain its reactivity even in a long-chain, i.e., polymeric, state. Furthermore, according to the present invention, it is also possible to realize a polymerization monomer mixture suitable for producing the above-mentioned polycarbonate resin, and a polycarbonate resin solution containing a polycarbonate resin and a solvent.

[0010] Preferred embodiments of the present invention are described in detail below. <1. Polycarbonate Resin> 1-1. Structural Units of Polycarbonate Resin and Their Contents The polycarbonate resin contains at least one of a structural unit (A) derived from a monomer represented by general formula (1) and a structural unit (B) derived from a monomer represented by general formula (2).

[0011] In general formula (1), R １１ ~R １４and R １５ ~R １８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent.

[0012] R in general formula (1) １１ ~R １４ and R １５ ~R １８ R preferably each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent. １１ ~R １４ and R １５ ~R １８ more preferably, each independently represents hydrogen, or an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, each of which may have a substituent; and even more preferably, each independently represents hydrogen, or an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 2 carbon atoms, each of which may have a substituent.

[0013] Also, R １１ ~R １４ and R １５ ~R １８ Among these, it is preferred that at least five or more are hydrogen, more preferably six or more are hydrogen, and even more preferably seven or more are hydrogen or all are hydrogen. A preferred specific example of the monomer represented by general formula (1) is represented by the following formula (1-1).

[0014] In the above general formula (2), R ２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent.

[0015] R in general formula (2) ２１ ~R ２５ and R ２６ ~R ２８ R preferably each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent. ２１ ~R ２５ and R ２６ ~R ２８ more preferably, each independently represents hydrogen, or an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, each of which may have a substituent; and even more preferably, each independently represents hydrogen, or an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 2 carbon atoms, each of which may have a substituent.

[0016] Also, R ２１ ~R ２５ and R ２６ ~R ２８ Among these, it is preferred that at least five or more are hydrogen, more preferably six or more are hydrogen, and even more preferably seven or more are hydrogen or all are hydrogen. A preferred specific example of the monomer represented by general formula (2) is represented by the following formula (2-1).

[0017] The structural units (A) and (B) contained in the main chain of the polycarbonate resin both function as polymerizable reactive groups. Therefore, even in the absence of special additives for polymerization, such as a polymerization initiator, the polycarbonate resin can undergo polymerization upon irradiation with energy rays, such as ultraviolet light. This is because a crosslinking reaction similar to the benzopinacol synthesis reaction occurs between two molecules of compounds represented by the general formula (1) or (2). Polycarbonate resins containing either one of the structural units (A) or (B) can maintain reactivity despite being long-chain polymers. Furthermore, in polycarbonate resins containing the structural units (A) or (B), crosslinking positions can be established in a wide range of locations other than the terminals, and reactivity can be easily adjusted depending on the amount of monomer represented by the general formula (1) or (2) used.

[0018] The polycarbonate resin further contains a structural unit (C) derived from a monomer represented by general formula (3). In general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent.

[0019] R in general formula (3) ３１ ~R ３４ and R ３５ ~R ３８ R preferably each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent. ３１ ~R ３４ and R ３５ ~R ３８more preferably, each independently represents hydrogen, or an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, each of which may have a substituent; and even more preferably, each independently represents hydrogen, or an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 2 carbon atoms, each of which may have a substituent.

[0020] Also, R ３１ ~R ３４ and R ３５ ~R ３８ Among these, it is preferable that at least five or more are hydrogen, more preferably six or more are hydrogen, and even more preferably seven or more or all are hydrogen.

[0021] In addition, in the general formula (3), X is represented by any one of the following formulae: In the above formula, R ５ and R ６ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms, and R ５ and R ６ In the above formula, none of R ７ and R ８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent. In the above formula, c represents an integer of 0 to 20, preferably 1 to 15, and more preferably 1 to 10.

[0022] In addition, in the general formula (3), X is preferably represented by any one of the following formulae: Here, R ５ and R ６each independently represents hydrogen, an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms. ７ and R ８ each independently represents hydrogen, or an alkyl group having 1 to 9 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent.

[0023] R in X of general formula (3) ５ and R ６ are more preferably each independently hydrogen or an alkyl group having 1 to 12 carbon atoms which may have a substituent, or R ５ and R ６ are bonded to form a carbon ring having 5 to 20 carbon atoms which may have a substituent, more preferably a carbon ring having 6 to 12 carbon atoms which may have a substituent. ７ and R ８ are each independently hydrogen, or an alkyl group having 1 to 5 carbon atoms or an aryl group having 6 to 8 carbon atoms, each of which may have a substituent.

[0024] Preferred specific examples of the monomer represented by general formula (3) are represented by the following formulae (3-1) to (3-4).

[0025] In the polycarbonate resin, the total proportion of the structural units (A) and (B) relative to the total number of moles of the structural units (A) to (C) constituting the polycarbonate resin is 0.5 to 25 mol%. The proportion of the total number of moles of the structural units (A) and (B) relative to the total number of moles of the structural units (A) to (C) is preferably 1 to 22 mol% or 2 to 24 mol%, more preferably 3 to 18 mol%, 5 to 15 mol% (more than 5 mol% or 5 to 15 mol%), 5 to 20 mol% (more than 5 mol% or 5 to 20 mol%), or 5 to 25 mol% (more than 5 mol% or 5 to 25 mol%), and particularly preferably 5 to 20 mol%.

[0026] In the polycarbonate resin, the proportion of the structural unit (C) is 75 to 99.5 mol% relative to the total number of moles of the structural units (A) to (C) that constitute the polycarbonate resin. The proportion of the number of moles of the structural unit (C) relative to the total number of moles of the structural units (A) to (C) is preferably 76 to 96 mol% or 78 to 98 mol%, and more preferably 79 to 97 mol%, 75 to 95 mol% (75 mol% or more and less than 95 mol%, or 95 mol% or less), 80 to 95 mol% (80 mol% or more and less than 95 mol%, or 95 mol% or less), or 85 to 95 mol% (85 mol% or more and less than 95 mol%, or 95 mol% or less). The ranges (mol %) described above for the contents of the structural units (A) to (C) (including both the total content of the structural unit (A) and the structural unit (B) and the content of the structural unit (C)) encompass ranges that are equal to or less than the upper limit value and that are less than the upper limit value, and also encompass ranges that are equal to or greater than the lower limit value and that are greater than the lower limit value.

[0027] When a polycarbonate resin contains a structural unit other than the structural units (A) to (C), the total proportion of the structural unit (A) and the structural unit (B) relative to the total number of moles of all structural units is preferably 0.5 to 25 mol%, more preferably 1 to 22 mol% or 2 to 24 mol%, even more preferably 3 to 18 mol%, 5 to 15 mol% (more than 5 mol% or 5 to 15 mol%), 5 to 20 mol% (more than 5 mol% or 5 to 20 mol%), or 5 to 25 mol% (more than 5 mol% or 5 to 25 mol%), and particularly preferably 5 to 20 mol%. Furthermore, when a polycarbonate resin contains a structural unit other than the structural units (A) to (C), the proportion of the total number of moles of the structural unit (C) relative to the total number of moles of all structural units is preferably 75 to 99.5 mol%, more preferably 76 to 96 mol% or 78 to 98 mol%, and may be 79 to 97 mol%, 75 to 95 mol% (75 mol% or more and less than 95 mol%, or 95 mol% or less), 80 to 95 mol% (80 mol% or more and less than 95 mol%, or 95 mol% or less), 85 to 95 mol% (85 mol% or more and less than 95 mol%, or 95 mol% or less), etc. Furthermore, with regard to the content of the structural units (A) to (C) described above (including both the total content of the structural units (A) and the structural unit (B) and the content of the structural unit (C)), the ranges (mol%) mentioned include ranges below the upper limit and below the upper limit, and also include ranges above the lower limit and above the lower limit.

[0028] In the polycarbonate resin, the total number of moles of the structural units (A) to (C) is preferably 50 mol% or more, more preferably 70 mol% or more, and even more preferably 90 mol% or more, and particularly preferably 95 mol% or more or substantially 100 mol% based on the total number of moles of all structural units.

[0029] The above-mentioned substituents in the structural units (A) to (C) of the polycarbonate resin are each independently selected from halogen, a hydroxyl group, a cyano group, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, etc., and when an alkyl group, an alkenyl group, or an aryl group is contained as a substituent, the above-mentioned R １１ ~R ３８ The number of carbon atoms in the formula is the total number of carbon atoms including the carbon atoms of the substituents.

[0030] Of all the constituent units in the polycarbonate resin, the total molar amount of constituent units having unsaturated bonds is preferably 10 mol% or less, more preferably 5 mol% or less, and even more preferably 3 mol% or less, based on the total molar amount of all the constituent units. Furthermore, it is particularly preferable that the polycarbonate resin does not contain any unsaturated bonds.

[0031] 1-2. Terminal Structure of Polycarbonate Resin The terminal structure of the polycarbonate resin is preferably represented by the following formula (4). In the general formula (4), A is a vinyl group, an isopropenyl group, a styryl group, or a methine group, and is preferably a vinyl group. １ and R ２ 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, preferably selected from a single bond and a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms, more preferably selected from a single bond and a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms, and even more preferably selected from a single bond and a substituted or unsubstituted alkylene group having 1 to 3 carbon atoms.

[0032] In general formula (4), R ３ are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, 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 atoms. ３is preferably selected from a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and a substituted or unsubstituted alkoxy group having 1 to 6 carbon atoms, more preferably selected from a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms, and a substituted or unsubstituted alkoxy group having 1 to 3 carbon atoms, and particularly preferably selected from a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 3 carbon atoms, and a substituted or unsubstituted alkoxy group having 1 to 2 carbon atoms.

[0033] In general formula (4), each Z is independently selected from the group consisting of a single bond, an ether group (an O atom bonded to an adjacent carbon atom), a carbonyl group, and an ester group. In general formula (4), a is an integer of 0 to 3, preferably an integer of 0 to 2 or 1 to 3, and more preferably an integer of 0 to 1 or 1 to 2. In general formula (4), b is an integer of 1 to 4, preferably an integer of 1 to 3, and more preferably an integer of 1 to 2. In addition, b may be 0. In general formula (4), Y is an ether group or an ester group, and is preferably an ether group.

[0034] The terminal structure of the polycarbonate resin is preferably derived from a compound selected from the group consisting of p-t-butylphenol (PTBP), 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT), 4-hydroxybenzophenone (4-HBP), polyoxyalkylene monoalkyl ether, and p-hydroxyphenylethanol (PHEP).

[0035] When the terminal structure of the polycarbonate resin is substituted, the substituents are each independently selected from halogen, a hydroxyl group, a cyano group, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, etc. When an alkyl group, an alkenyl group, or an aryl group is contained as a substituent, the above-mentioned R １ ~R ３ The number of carbon atoms in the formula is the total number of carbon atoms including the carbon atoms of the substituents.

[0036] 1-3. Method for Producing Polycarbonate Resin Polycarbonate resins can be produced by conventional methods, such as those described below. The polycarbonate resin used in the present invention can be produced, for example, by reacting a bisphenol, preferably monomers (a) to (c), which derives the structural units (A) to (C); a compound such as a monohydric phenol, which derives a terminal structure, preferably a monomer having a molecular structure corresponding to the structure of formula (4); and a carbonate ester-forming compound. Known methods, such as the direct reaction of a bisphenol with phosgene (phosgene method) or the transesterification of a bisphenol with a bisarylcarbonate (transesterification method), can be employed.

[0037] In the phosgene method, for example, compounds such as bisphenols that derive the structural units (A) to (C) and monohydric phenols that derive the terminal structures are reacted with phosgene in the presence of a typical acid binder and a solvent. Examples of acid binders that can be used include pyridine and alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, and solvents such as methylene chloride and chloroform. Furthermore, to promote the condensation polymerization reaction, it is preferable to use a catalyst such as a tertiary amine such as triethylamine or a quaternary ammonium salt such as benzyltriethylammonium chloride.

[0038] Compounds such as monohydric phenols that induce terminal structures function as polymerization modifiers, but it is also possible to use other monohydric phenols such as phenol, p-t-butylphenol, p-cumylphenol, and long-chain alkyl-substituted phenols in an amount of less than 50% by mass relative to the monohydric phenol that induces terminal structures. If desired, small amounts of antioxidants such as sodium sulfite and hydrosulfite, or branching agents such as phloroglucin and isatin bisphenol, may be added. The reaction is typically carried out at a temperature ranging from 0 to 150°C, preferably from 5 to 40°C. The reaction time varies depending on the reaction temperature, but is typically 0.5 minutes to 10 hours, preferably from 1 minute to 2 hours. It is also desirable to maintain the pH of the reaction system at 10 or higher during the reaction.

[0039] On the other hand, in the transesterification method, for example, a bisphenol that derives the structural units (A) to (C), a compound such as a monohydric phenol that derives the terminal structure, and a bisaryl carbonate are mixed and reacted at high temperature under reduced pressure. Examples of bisaryl carbonates include bisaryl carbonates such as diphenyl carbonate, di-p-tolyl carbonate, phenyl-p-tolyl carbonate, di-p-chlorophenyl carbonate, and dinaphthyl carbonate. Two or more of these compounds can also be used in combination. The reaction is typically carried out at a temperature ranging from 150 to 350°C, preferably from 200 to 300°C, and the final pressure reduction is preferably 1 mmHg or less, allowing phenols derived from the bisaryl carbonate produced by the transesterification reaction to be distilled out of the system. The reaction time varies depending on the reaction temperature and the degree of vacuum, but is typically about 1 to 24 hours. The reaction is preferably carried out under an inert gas atmosphere such as nitrogen or argon. If desired, the reaction may be carried out in the presence of a small amount of a molecular weight modifier other than the monohydric phenol or other compound that induces a terminal structure, or by adding an antioxidant or a branching agent.

[0040] <2. Monomer Mixture for Polymerization> The monomer mixture for polymerization contains the monomer (a) represented by the above-mentioned general formula (1) and / or the monomer (b) represented by the above-mentioned general formula (2), and the monomer (c) represented by the above-mentioned general formula (3). The monomer mixture for polymerization is a monomer mixture for polymerization for forming structural units of a thermoplastic resin, and is suitably used for producing the above-mentioned polycarbonate resin. The monomer mixture for polymerization can be easily produced by mixing the monomers (a) to (c) according to a conventional method.

[0041] In the monomer mixture for polymerization, for example, the total proportion of monomer (a) and monomer (b) relative to the total number of moles of monomers (a) to (c) is 0.5 to 25 mol%, and the proportion of monomer (c) is 75 to 99.5 mol%. Preferably, the total proportion of monomer (a) and monomer (b) relative to the total number of moles of monomers (a) to (c) is 1 to 22 mol% or 2 to 24 mol%, and the proportion of monomer (c) is 78 to 99 mol% or 76 to 98 mol%, and more preferably, the total proportion of monomer (a) and monomer (b) may be 3 to 18 mol%, 5 to 15 mol% (more than 5 mol% or 5 to 15 mol%), 5 to 20 mol% (more than 5 mol% or 5 to 20 mol%), 5 to 25 mol% (more than 5 mol% or 5 to 25 mol%), etc. The proportion of monomer (c) in the total number of moles of monomers (a) to (c) may be, for example, 82 to 97 mol%, 85 to 95 mol% (85 mol% or more and less than 95 mol%, or 95 mol% or less), 80 to 95 mol% (80 mol% or more and less than 95 mol%, or 95 mol% or less), or 75 to 95 mol% (75 mol% or more and less than 95 mol%, or 95 mol% or less). The proportion of monomer (c) in the total number of moles of monomers (a) to (c) may be 76 to 96 mol%, 78 to 98 mol%, 79 to 97 mol%, or the like. For example, the proportion of the total number of moles of monomers (a) to (c) is 5 to 20 mol%, and the proportion of monomer (c) is 80 to 95 mol%. The molar ratio of the monomers (a) to (c) in the monomer mixture for polymerization is preferably the same as the molar ratio of the structural units (A) to (C) in the polycarbonate resin described above. Note that the ranges (mol %) for the contents of the monomers (a) to (c) described above encompass ranges that are equal to or less than the upper limit and ranges that are equal to or greater than the lower limit.

[0042] The monomer mixture for polymerization may not contain any components other than the monomers (a) to (c), and preferably, in the monomer mixture for polymerization, the total number of moles of the monomers (a) to (c) is 50 mol % or more, more preferably 70 mol % or more, even more preferably 90 mol % or more, and particularly preferably 95 mol % or more or substantially 100 mol % based on the total number of moles of all the monomers.

[0043] 3. Polycarbonate Resin Solution The polycarbonate resin solution contains the polycarbonate resin described above and a solvent. The type of solvent is not particularly limited as long as it can dissolve the polycarbonate resin. Examples of solvents that can be used include (meth)acrylate compounds having a (meth)acryloyl group ((meth)acrylate group) and aromatic compounds having an aromatic ring. The (meth)acrylate compound used as the solvent preferably contains at least a (meth)acrylic acid ester. While the (meth)acrylic acid ester is not particularly limited, mono- or di(meth)acrylic acid esters having a total of 4 to 20 carbon atoms are preferred, mono- or di(meth)acrylic acid esters having a total of 5 to 15 carbon atoms are more preferred, and mono- or di(meth)acrylic acid esters having a total of 5 to 10, 5 to 12, 6 to 10, or 6 to 12 carbon atoms are even more preferred. Preferred specific examples of (meth)acrylic acid esters include methyl acrylate, methyl methacrylate (MMA), tetrahydrofurfuryl acrylate (THF-A), tetrahydrofurfuryl methacrylate (THF-M), phenyl acrylate, hydroxyphenyl acrylate, benzyl acrylate (BZA), phenoxymethyl acrylate, phenoxyethyl acrylate, 1,6-hexanediol diacrylate, etc. Among these, tetrahydrofurfuryl acrylate (THF-A), tetrahydrofurfuryl methacrylate (THF-M), benzyl acrylate (BZA), phenoxyethyl acrylate, and 1,6-hexanediol diacrylate are suitable as solvents, and particularly preferred specific examples include THF-M, etc. Note that (meth)acrylic acid esters include acrylic acid esters and methacrylic acid esters. Examples of aromatic compounds that can be used as solvents include styrene, toluene, xylene, ethylbenzene, cumene, phenol, cresol, benzyl alcohol, anisole, benzaldehyde, benzoic acid, phthalic acid, isophthalic acid, terephthalic acid, salicylic acid, and toluidine. Among these, styrene, toluene, and xylene are particularly suitable as solvents.Furthermore, the solvent compound has, for example, a refractive index value of 1.40 or more and 1.60 or less, preferably 1.42 or more and 1.58 or less, and more preferably 1.44 or more and 1.56 or less.

[0044] The above-mentioned compounds used as solvents for (meth)acrylic acid esters and the like have excellent compatibility with polycarbonate resins, and polycarbonate resins exhibit good solubility in polycarbonate resin solutions containing (meth)acrylic acid esters and the like as solvents. Furthermore, polycarbonate resin solutions containing the above-mentioned solvents can promote crosslinking reactions in solution. Furthermore, the use of such polycarbonate resin solutions results in a cured product obtained by polymerizing the polycarbonate resin with a good color. Specifically, when polycarbonate resins contained in polycarbonate resin solutions are cured using (meth)acrylic acid esters containing THF-M and the like as solvents, clouding is prevented, and a transparent cured product or molded article is obtained.

[0045] Although the concentration of the polycarbonate resin in the polycarbonate resin solution is not particularly limited, the concentration of the polycarbonate resin is preferably 1 to 20 mass% based on the total mass of the polycarbonate resin solution. The concentration of the polycarbonate resin in the polycarbonate resin solution is more preferably 2 to 18 mass%, even more preferably 3 to 16 mass%, and particularly preferably 5 to 15 mass%. The polycarbonate resin solution can be easily produced by mixing the polycarbonate resin and the solvent according to a conventional method.

[0046] When a polycarbonate resin solution is used to form a coating, for example, it is preferable that the required solvent solubility, coatability, adhesion, scratch resistance, impact resistance, etc. are maintained in a well-balanced manner. If the intrinsic viscosity of the polycarbonate resin solution is too low, the scratch resistance and impact resistance strength will be insufficient, and if the intrinsic viscosity is too high, reduced solvent solubility and increased solution viscosity will be observed, resulting in reduced coatability of the resulting coating. The desirable intrinsic viscosity range for the polycarbonate resin solution is preferably in the range of 0.3 to 2.0 dl / g, and more preferably in the range of 0.35 to 1.5 dl / g.

[0047] 4. Crosslinked Polycarbonate Resin A crosslinked polycarbonate resin can be obtained by a crosslinking reaction of the above-described polycarbonate resin. The crosslinked polycarbonate resin can be produced, for example, by irradiating the above-described polycarbonate resin solution with energy rays such as ultraviolet rays to crosslink reactive groups contained in the molecules of multiple polycarbonate resins contained in the resin solution.

[0048] In this way, by polymerizing a self-polymerizable polycarbonate resin, for example, in a solution state, a polymer of polycarbonate resin having crosslinking sites (crosslinked polycarbonate resin) can be easily produced without requiring a secondary component such as a polymerization initiator.

[0049] <5. Molded Article> The molded article of the present invention contains at least a crosslinked polycarbonate resin obtained by crosslinking a polycarbonate resin. Examples of molded articles include molded articles, such as cast molded articles, obtained by crosslinking a polycarbonate resin for use as various coatings or binder resins. Specific examples of molded articles include films, such as substrate films formed on substrates, coatings (coatings); binder resins for electrophotographic photoreceptors, conductive pastes, etc.; adhesives, resin modifiers, UV inks, etc. The substrate film is formed, for example, on a PVB (polybutyral resin) substrate or a PET (polyethylene terephthalate resin) substrate, and the crosslinked film formed on these substrates has particularly excellent adhesion to the substrate. In this way, the coating obtained by coating a resin solution and curing it by heating is less likely to be scratched or peeled off due to friction or impact during transportation or use than coatings made from conventional resin solutions.

[0050] The substrate film as a molded article can be produced, for example, by removing the solvent from a polycarbonate resin solution and irradiating or heating the residual resin with energy rays. That is, a coating is formed by crosslinking or polymerization of the polycarbonate resin by irradiation with energy rays such as ultraviolet rays or by heating. When a heating step is used, the heating temperature is preferably 50 to 150°C, more preferably 70 to 130°C, and even more preferably 80 to 120°C.

[0051] The thickness of the substrate film is preferably in the range of 5 to 200 μm, particularly 10 to 120 μm, and more preferably 15 to 60 μm. A thin coating less than 5 μm is not strong enough and scratches are likely to reach the substrate, while a coating that is too thick, exceeding 200 μm, is prone to peeling due to shrinkage, which is economically disadvantageous considering the use of the coating, which will ultimately be peeled and discarded.

[0052] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. (1) Solubility The appearance of the resin solution was visually inspected and rated according to the following criteria: Resin solution that is transparent with no residual resin: "Good" Resin solution that is cloudy: "Slightly poor" Resin that does not dissolve at all: "Poor" (2) Crosslinkability (UV curability) The resulting resin solution was poured into a silicone mold with a rectangular parallelepiped hole measuring 65 x 10 x 3 (mm), irradiated with UV under the following conditions, and rated based on the time it took to cure. Equipment used: UV lamp (ultraviolet irradiation device manufactured by Iwasaki Electric Co., Ltd.) UV wavelength: 365 nm UV irradiation intensity: 50 mW / cm ２ × 10 minutes Cured within 8 minutes: "Good" Cured in more than 8 minutes but within 12 minutes: "Slightly poor" Cured in more than 12 minutes but within 24 minutes: "Fair" The sample derived from the resin solution was judged to have cured when it could be removed from the silicone mold. In other words, the time from the start of UV irradiation to the time when the sample formed from the resin solution could be released from the silicone mold was measured as the above-mentioned "time to cure."

[0053] (3) Appearance of Molded Pieces The appearance of the obtained molded pieces was evaluated visually. The resin composition was visually transparent with no cloudiness, haze, or coloration: "Good"; turbidity or coloration was observed but high transparency: "Slightly Poor"; turbidity or cloudiness was severe and no transparency (use may be restricted in fields requiring transparency, but usable in other fields): "Poor" (4) Impact Strength The impact strength of the resin composition (resin UV-cured pieces) obtained in (2) above was measured using an impact tester. Impact Tester: Impact Tester IT, manufactured by Toyo Seiki Seisakusho Co., Ltd. Test Conditions: The test piece was fixed to a jig and swung down 150 degrees with an Izod 2J weight. (5) Chemical Resistance 0.5 g of molded pieces and 4.5 g of methylene chloride were placed in a 20 ml vial and stirred. The appearance of the resulting solution was visually confirmed and evaluated according to the following criteria. Residual resin remains in the solution: "Good" Solution is clear with no residual resin remaining: "Poor" Molded pieces that do not easily dissolve in solvents are said to have excellent chemical resistance.

[0054] Example 1 In 730 ml of a 6.5 wt % aqueous sodium hydroxide solution, 96 g (0.36 mol) of bisphenol MIBK (4,4'-(1,3-dimethylbutylidene)bisphenol; hereinafter abbreviated as "MIBK"; manufactured by Honshu Chemical Industry Co., Ltd.) and 4.0 g (0.02 mol) of 4,4'-dihydroxybenzophenone (hereinafter abbreviated as "4,4'DHBP"; manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved as raw material monomers (dihydroxy compounds), and 0.5 g of hydrosulfite (antioxidant and anti-coloring agent) were further dissolved. 300 ml of methylene chloride was added to the solution, and while stirring, the temperature was further maintained at 15 to 25°C. Then, 51.8 g of phosgene was bubbled into the solution over 40 minutes. After the phosgene injection was completed, 2.20 g of p-tert-butylphenol (hereinafter abbreviated as "PTBP": manufactured by Dainippon Ink and Chemicals, Inc.) was further added as a molecular weight modifier and stirred vigorously to emulsify the reaction liquid. After emulsification, 0.5 ml of triethylamine was added, and the mixture was stirred at 20 to 30°C for about 1 hour to allow the polymerization reaction to proceed.

[0055] After the polymerization was completed, the reaction solution was separated into an aqueous phase and an organic phase, the organic phase was neutralized with phosphoric acid, and the washings (aqueous phase) were repeatedly washed with water until the electrical conductivity of the washings (aqueous phase) was 100 μS / cm or less. The obtained polymer solution was transferred onto an aluminum dish, and the solvent was removed by evaporation on a hot plate. The obtained solid was further dried at 120° C. for 24 hours to obtain a polymer solid. The obtained polymer was analyzed by infrared absorption spectroscopy, and found to have a peak at 1770 cm －１ Absorption due to carbonyl groups at a position near 1240 cm －１ Absorption due to ether bonds was observed near the position, confirming that the sample was a polycarbonate resin containing carbonate bonds. 1 g of the above-mentioned polycarbonate resin and 9 g of tetrahydrofurfuryl methacrylate (THF-M) were placed in a 20 ml vial and stirred to obtain a polycarbonate resin solution. The above-mentioned polycarbonate resin solution was then poured into a silicone mold with a rectangular parallelepiped hole measuring 65 x 10 x 3 mm, and irradiated with UV to obtain a UV-cured piece (molded product). The UV irradiation conditions were as follows: Equipment used: UV lamp (ultraviolet irradiation device manufactured by Iwasaki Electric Co., Ltd.) UV wavelength: 365 nm UV irradiation intensity: 50 mW / cm ２ × 10 minutes The physical properties of the obtained polycarbonate resin, polycarbonate resin solution and molded article are summarized in Table 1 below.

[0056] (Examples 2 to 14, Comparative Examples 1 to 5) Polycarbonate resins, polycarbonate resin solutions, and molded articles were obtained in the same manner as in Example 1, except that the raw material monomers (dihydroxy compounds) and end terminators (hydroxy compounds) were changed to the monomer types and molar ratios (mol %) shown in Table 1, and in some comparative examples, 1 mass % of 2-hydroxy-2-methylpropiophenone (hereinafter also referred to as HMP) as a radical generator was added to the resin solution. The physical properties of the obtained polycarbonate resins, polycarbonate resin solutions, and molded articles are summarized in the table below.

[0057]

[0058] As is clear from the results of the Examples and Comparative Examples, it was confirmed that the polycarbonate resins of each Example, which have a DHBP structure in the main chain, can undergo a curing reaction in a short time without using a photopolymerization initiator, and can achieve a variety of well-balanced physical properties. That is, in each Example, the polycarbonate resin alone can be cured by irradiation with energy rays, and molded articles having excellent impact resistance, chemical resistance, and the like are formed. Furthermore, although some Examples, such as Example 1, do not necessarily show good results in terms of appearance, these polycarbonate resins also have excellent impact resistance and the like, and are therefore suitable for use in applications where color is not important.

[0059] Furthermore, we investigated the type of solvent suitable for dissolving polycarbonate resin and forming a polycarbonate resin solution. Specifically, the resin was mixed with the solvent in an amount that would result in a 10% by weight mixture, and the following evaluations were performed to determine whether the resin was compatible and whether a cured product could be obtained by UV irradiation. It was confirmed that the polycarbonate resins of each example could form solutions in various solvents and that the crosslinking reaction could proceed without the use of a polymerization initiator (radical generator, HMP). To evaluate the progress of the curing reaction, the mixed solution was irradiated with UV light under the same conditions as those for crosslinkability (UV curability), an evaluation item in Table 1, and the presence or absence of a cured product was visually confirmed. Furthermore, solubility was evaluated as "good" when a uniform solution was formed.

[0060] The molecular structures of the monomers used in the examples and comparative examples are as follows:

[0061] Although the preferred embodiments of the present invention have been described in detail above with reference to examples, the present invention is not limited to such examples. It is clear that a person skilled in the art to which the present invention pertains can conceive of various modifications or alterations within the scope of the technical ideas set forth in the claims, and it is understood that these also naturally fall within the technical scope of the present invention.

Claims

1. A polycarbonate resin comprising a structural unit (A) derived from a monomer represented by the following general formula (1) and / or a structural unit (B) derived from a monomer represented by the following general formula (2), and a structural unit (C) derived from a monomer represented by the following general formula (3), wherein the total ratio of the structural unit (A) and the structural unit (B) is 0.5 to 25 mol %, and the ratio of the structural unit (C) is 75 to 99.5 mol %, based on the total number of moles of the structural units (A) to (C) constituting the polycarbonate resin. (In general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; ２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent. (In general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; X is where R ５ and R ６ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms (provided that R ５ and R ６ except when all of R are methyl groups; ７ and R ８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; and c represents an integer of 0 to 20.

2. The polycarbonate resin according to claim 1, wherein the proportion of the structural unit (A) and the structural unit (B) relative to the total number of moles of the structural units (A) to (C) constituting the polycarbonate resin is 5 to 20 mol %, and the proportion of the structural unit (C) is 80 to 95 mol %.

3. In the general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent; ２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent.

4. The polycarbonate resin according to claim 3, wherein the monomer represented by general formula (1) is represented by the following formula (1-1), and the monomer represented by general formula (2) is represented by the following formula (2-1):

5. In the general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, or an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, each of which may have a substituent, where R ５ and R ６ each independently represents hydrogen, an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group which combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms, ７ and R ８ each independently represents hydrogen, or an alkyl group having 1 to 9 carbon atoms or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent.

6. The polycarbonate resin according to claim 5, wherein the monomer represented by the general formula (3) is selected from the group consisting of the following formulas (3-1) to (3-4):

7. The polycarbonate resin according to claim 1, wherein the terminal structure of the polycarbonate resin is represented by the following formula (4): (In the general formula (4), A is a vinyl group, an isopropenyl group, a styryl group, or a methine group; R １ and R ２ 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; R ３ are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, 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 atoms; each 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 0 to 3; b is an integer from 1 to 4; and Y is an ether group or an ester group.

8. The polycarbonate resin according to claim 1, wherein the terminal structure of the polycarbonate resin is derived from a compound selected from the group consisting of p-t-butylphenol (PTBP), 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole (MBZT), 4-hydroxybenzophenone (4-HBP), polyoxyalkylene monoalkyl ether, and p-hydroxyphenylethanol (PHEP).

9. The polycarbonate resin according to claim 1, wherein the main chain of the polycarbonate resin does not contain any unsaturated bond.

10. A monomer mixture for polymerization for forming structural units of a thermoplastic resin, comprising a monomer (a) represented by the following general formula (1) and / or a monomer (b) represented by the following general formula (2) and a monomer (c) represented by the following general formula (3), wherein the total ratio of the monomers (a) and (b) to the total number of moles of the monomers (a) to (c) is 0.5 to 25 mol %, and the ratio of the monomer (c) is 75 to 99.5 mol %. (In general formula (1), R １１ ~R １４ and R １５ ~R １８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; ２１ ~R ２５ and R ２６ ~R ２８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent. (In general formula (3), R ３１ ~R ３４ and R ３５ ~R ３８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms, each of which may have a substituent; X is where R ５ and R ６ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; R ５ and R ６ represents a group that combines to form a carbocyclic ring having 5 to 20 carbon atoms or a heterocyclic ring having 5 to 12 atoms (provided that R ５ and R ６ except when all of R are methyl groups; ７ and R ８ each independently represents hydrogen, fluorine, chlorine, bromine, or iodine, or an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or an aryl group having 6 to 12 carbon atoms, each of which may have a substituent; and c represents an integer of 0 to 20.

11. A polycarbonate resin solution comprising the polycarbonate resin of claim 1 and a solvent.

12. The polycarbonate resin solution according to claim 11, wherein the solvent comprises at least a (meth)acrylic acid ester solvent.

13. The polycarbonate resin solution according to claim 12, wherein the (meth)acrylic acid ester is tetrahydrofurfuryl methacrylate (THF-M).

14. The polycarbonate resin solution according to claim 11, wherein the concentration of the polycarbonate resin is 1 to 20 mass % based on the total mass of the polycarbonate resin solution.

15. A method for producing a crosslinked polycarbonate resin, comprising irradiating the polycarbonate resin solution according to claim 11 with ultraviolet light.

16. A crosslinked polycarbonate resin obtained by the process according to claim 15.

17. A molded article comprising the crosslinked polycarbonate resin according to claim 16.

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