Polyester carbonate resin composition, and optical lens and optical film using same

Abstract

The present invention makes it possible to provide a polyester carbonate resin composition characterized by including: a polyester carbonate resin including a structural unit (A) that is represented by general formula (1), a structural unit (B) that is derived from at least one compound selected from the group consisting of 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,10-decanediol, and 1,12-dodecanediol (C12-diol), and a structural unit (i) that is derived from a dicarboxylic acid or a carboxylic acid diester represented by general formula (I); and a higher alcohol fatty acid ester.

Description

Polyester carbonate resin composition, and optical lens and optical film using the same

[0001] The present invention relates to a novel polyester carbonate resin composition, and to optical lenses and optical films formed therefrom.

[0002] Optical glass or optical transparent resins are used as materials for optical elements used in the optical systems of various cameras, such as cameras with integrated film and video cameras. Optical glass has excellent heat resistance, transparency, dimensional stability, chemical resistance, and the like, and there are many types of optical glass with various refractive indices (nD) and Abbe numbers (νD). However, optical glass has problems such as high material costs, poor moldability, and low productivity. In particular, processing it into aspherical lenses used for aberration correction requires extremely advanced technology and high costs, which poses a major obstacle to practical use.

[0003] On the other hand, optical lenses made of optical transparent resins, especially thermoplastic transparent resins, have the advantage that they can be mass-produced by injection molding and that aspherical lenses can be easily manufactured, and are currently used for camera lenses. Examples of such resins include polycarbonate made from bisphenol A, polystyrene, poly-4-methylpentene, polymethyl methacrylate, and amorphous polyolefins.

[0004] However, when optical transparent resins are used as optical lenses, in addition to refractive index and Abbe number, transparency, heat resistance, and low birefringence are required, so the areas where they can be used are limited by the balance of the resin's properties. For example, polystyrene has low heat resistance and high birefringence, poly-4-methylpentene has low heat resistance, polymethyl methacrylate has a low glass transition temperature, low heat resistance, and a small refractive index, so its areas of use are limited, and polycarbonate made from bisphenol A has high birefringence, so its areas of use are limited and undesirable.

[0005] On the other hand, generally, if the refractive index of an optical material is high, a lens element having the same refractive index can be realized with a surface having a smaller curvature, thereby reducing the amount of aberration that occurs at this surface, and enabling a reduction in the number of lenses, a reduction in the sensitivity of the lenses to decentering, and a reduction in the lens thickness, thereby making the lens system smaller and lighter. Therefore, a high refractive index is useful.

[0006] In the optical design of optical units, it is known to correct chromatic aberration by combining a plurality of lenses with different Abbe numbers. For example, chromatic aberration is corrected by combining a lens made of an alicyclic polyolefin resin with an Abbe number of 45 to 60 with a lens made of a polycarbonate resin (nD=1.59, νD=29) containing bisphenol A, which has a low Abbe number.

[0007] Among the optical transparent resins that have been put into practical use for optical lenses, those with high Abbe numbers include polymethyl methacrylate (PMMA), cycloolefin polymers, etc. In particular, cycloolefin polymers have been widely used for optical lenses because of their excellent heat resistance and mechanical properties.

[0008] Examples of resins with low Abbe numbers include polyester and polycarbonate. For example, the resin described in Patent Document 1 is characterized by a high refractive index and a low Abbe number.

[0009] There is a difference in the coefficient of expansion when cycloolefin polymer, which has a high Abbe number, and polycarbonate resin, which is a polymer with a low Abbe number, so when lenses from both materials are combined to form a lens unit, the lens size will differ when it absorbs water in the environment in which it is used, such as in a smartphone. This difference in expansion coefficient impairs the performance of the lens.

[0010] Patent Documents 2 to 4 describe polycarbonate copolymers containing a perhydroxydimethanonaphthalene skeleton, but because the dihydroxymethyl groups are all located at the 2- and 3-positions, they have low strength and are not suitable for optical lens applications. Furthermore, the polycarbonates described in Patent Documents 2 to 4 have a low glass transition temperature (Tg), resulting in problems with heat resistance. For example, the HOMO polycarbonate described in Example 1 of Patent Document 4 has a number average molecular weight of 38,000, but a low glass transition temperature (Tg) of 125°C.

[0011] International Publication No. 2014 / 73496 JP 5-70584 JP 2-69520 JP 5-341124

[0012] An object of the present invention is to solve at least one of the above-mentioned problems in the prior art. A preferred embodiment of the present invention is to provide a polyester carbonate resin composition that is excellent in at least one of dimensional change (%), water absorption (%), YI, haze (%), and transmittance (%). Another object of the present invention is to provide an optical lens and an optical film produced from this resin composition.

[0013] The present inventors conducted extensive research to solve the above-mentioned problems, and as a result, discovered that a resin composition containing a polyester carbonate resin made from a specific combination of diol compounds and a higher alcohol fatty acid ester can solve the above-mentioned problems, thereby arriving at the present invention. Specifically, the present invention is as follows: <1> A polyester carbonate resin composition characterized by comprising: a polyester carbonate resin containing a structural unit (A) represented by the following general formula (1): a structural unit (B) derived from at least one compound selected from the group consisting of 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,10-decanediol, and 1,12-dodecanediol (C12-diol); and a structural unit (i) derived from a dicarboxylic acid or carboxylic acid diester represented by the following general formula (I): In formula (1), X represents a single bond or a fluorene group; ａand R ｂ When X is a single bond, each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ａ and R ｂ When X is a fluorene group, each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10. In formula (I), R １ and R ２ each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms, which may contain a heterocyclic atom selected from O, N, and S, an alkenyl group having 2 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms. a and b each independently represent an integer of 0 to 5. n and m each independently represent an integer of 1 to 5. R ｉ and R ｉｉeach independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. <2> The polyester carbonate resin composition according to <1> above, wherein the molar ratio (A / B) of the structural unit (A) to the structural unit (B) is 99.9 / 0.1 to 0.1 / 99.9. <3> The polyester carbonate resin composition according to <1> or <2> above, wherein the polyester carbonate resin further contains a structural unit (C) represented by the following general formula (3): In formula (3), R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Y represents -O-, -S-, -SO-, -SO ２ represents -, -CO-, a cycloalkylene group having 6 to 12 carbon atoms, or a divalent group represented by the following general formula (4) or (5), wherein the cycloalkylene group may be substituted with an alkyl group having 1 to 12 carbon atoms and 1 to 3 carbon atoms; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 0 to 4; and a and b each independently represent an integer of 1 to 10. In formula (4), R ｃ and R ｄ are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 17 carbon atoms, and an alkenyl group having 2 to 15 carbon atoms; R ｃ and R ｄ The alkyl group, the alkoxy group, the aryl group, the aralkyl group, and the alkenyl group in R may each have a substituent; ｃ and R ｄ may be bonded to each other to form a carbocyclic ring having 3 to 20 carbon atoms or a heterocyclic ring having 1 to 20 carbon atoms, and the carbocyclic ring and the heterocyclic ring each may have a substituent, and n represents an integer of 0 to 20. In formula (5), R ｅ and Rｆ are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 17 carbon atoms, and an alkenyl group having 2 to 15 carbon atoms, and the alkyl group, alkoxy group, aryl group, aralkyl group, and alkenyl group each optionally have a substituent; R ｅ and R ｆ may be bonded to each other to form a carbon ring having 3 to 20 carbon atoms or a hetero ring having 1 to 20 carbon atoms, and the carbon ring and the hetero ring may each have a substituent. <4> The polyester carbonate resin composition according to <3> above, wherein Y in general formula (3) is a fluorene group. <5> The polyester carbonate resin composition according to any one of <1> to <4> above, wherein the polyester carbonate resin further contains a structural unit (D) represented by the following general formula (6): In formula (6), X represents an alkylene group having 1 to 4 carbon atoms. <6> The polyester carbonate resin composition according to any one of <1> to <5> above, wherein the monomer constituting the structural unit (A) represented by general formula (1) includes at least one monomer represented by the following structural formula: <7> The polyester carbonate resin composition according to any one of <1> to <6> above, wherein the dicarboxylic acid or carboxylic acid diester represented by general formula (I) includes at least one of a dicarboxylic acid or a carboxylic acid diester represented by the following structural formula: In the formula, R ｉ and R ｉｉ each independently represent an alkyl group having 1 to 5 carbon atoms. <8> The polyester carbonate resin composition according to <3> or <4> above, in which the monomer constituting the structural unit (C) represented by general formula (3) includes at least one monomer represented by the following structural formula: <9> The polyester carbonate resin composition according to <5> above, wherein the monomer constituting the structural unit (D) represented by general formula (6) is a monomer represented by the following structural formula: <10> An optical lens comprising the polyester carbonate resin composition according to any one of <1> to <9> above. <11> An optical film comprising the polyester carbonate resin composition according to any one of <1> to <9> above.

[0014] According to a preferred embodiment of the present invention, a polyester carbonate resin composition excellent in at least one of dimensional change rate (%), water absorption rate (%), YI, haze (%), and transmittance (%) can be obtained. Furthermore, optical lenses and optical films can be produced from this resin composition.

[0015] (A) Polyester Carbonate Resin The polyester carbonate resin composition of the present invention comprises a polyester carbonate resin containing a structural unit (A) represented by the following general formula (1), a structural unit (B) derived from at least one compound selected from the group consisting of 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,10-decanediol, and 1,12-dodecanediol (C12-diol), and a structural unit (i) derived from a dicarboxylic acid or carboxylic acid diester represented by the following general formula (I), and a higher alcohol fatty acid ester. In one embodiment of the present invention, the polyester carbonate resin may contain one type of compound represented by the general formula (1) alone, or two or more types in combination.

[0016] <Structural Unit (A)> In formula (1), X represents a single bond or a fluorene group; ａ and R ｂ When X is a single bond, each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ａ and R ｂWhen X is a fluorene group, each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10.

[0017] In a preferred embodiment of the present invention, in formula (1), R ａ and R ｂ each independently represents an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and —C≡C—R ｈ and R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S. The aryl group more preferably has 6 to 18 carbon atoms, more preferably has 6 to 16 carbon atoms, more preferably has 6 to 14 carbon atoms, more preferably has 6 to 12 carbon atoms, and even more preferably has 6 to 10 carbon atoms. The heteroaryl group more preferably has 6 to 18 carbon atoms, more preferably has 8 to 16 carbon atoms, and even more preferably has 10 to 14 carbon atoms. The aryloxy group more preferably has 6 to 18 carbon atoms, more preferably has 6 to 16 carbon atoms, and even more preferably has 6 to 14 carbon atoms.

[0018] In a preferred embodiment of the present invention, in formula (1), R ａ and R ｂWhen X is a single bond, each of the groups may independently be selected from a phenyl group, a naphthyl group, or the group consisting of the following: When X is a fluorene group, each of the groups may independently be selected from a hydrogen atom, a phenyl group, a naphthyl group, or the group consisting of the following:

[0019] In the present invention, a preferred embodiment is that the monomer that constitutes the structural unit (A) represented by the general formula (1) includes at least one monomer represented by the following structural formula:

[0020] <Structural Unit (B)> In an embodiment of the present invention, the monomer that constitutes the structural unit (B) is at least one compound selected from the group consisting of 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,10-decanediol, and 1,12-dodecanediol (C12-diol).

[0021] <Structural Unit (C)> The polyester carbonate resin of the present invention may further contain a structural unit (C) represented by the following general formula (3). In formula (3), R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Y represents -O-, -S-, -SO-, -SO2-, -CO-, a cycloalkylene group having 6 to 12 carbon atoms, or a divalent group represented by the following general formula (4) or (5), wherein the cycloalkylene group is optionally substituted with 1 to 12 alkyl groups having 1 to 3 carbon atoms; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 0 to 4; and a and b each independently represent an integer of 1 to 10. In formula (4), R ｃ and R ｄare each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms (preferably 1 to 5 carbon atoms), an alkoxy group having 1 to 5 carbon atoms (preferably 1 to 3 carbon atoms), an aryl group having 6 to 12 carbon atoms (preferably 6 to 8 carbon atoms), an aralkyl group having 7 to 17 carbon atoms (preferably 7 to 10 carbon atoms), and an alkenyl group having 2 to 15 carbon atoms (preferably 2 to 10 carbon atoms), and are preferably selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, an isobutyl group, and a phenyl group. More preferably, R ｃ and R ｄ Both of these represent a methyl group. ｃ and R ｄ The alkyl group, the alkoxy group, the aryl group, the aralkyl group, and the alkenyl group in R may each have a substituent. ｃ and R ｄ may be bonded to each other to form a carbocyclic ring having 3 to 20 carbon atoms (preferably 5 to 15 carbon atoms) or a heterocyclic ring having 1 to 20 carbon atoms (preferably 5 to 10 carbon atoms), and the carbocyclic ring and the heterocyclic ring may each have a substituent. Preferred examples of the substituent include a cyclohexyl group, an adamantyl group, a cyclododecane group, and a norbornane group. In general formula (4), n represents an integer of 0 to 20, preferably an integer of 0 to 5, and more preferably an integer of 0 to 2. In formula (5), in general formula (5), R ｅ and R ｆ are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms (preferably 1 to 3 carbon atoms), an alkoxy group having 1 to 7 carbon atoms (preferably 1 to 3 carbon atoms), an aryl group having 6 to 12 carbon atoms (preferably 6 to 10 carbon atoms), an aralkyl group having 7 to 17 carbon atoms (preferably 7 to 11 carbon atoms), and an alkenyl group having 2 to 15 carbon atoms, and are preferably selected from the group consisting of a hydrogen atom and a phenyl group. More preferably, R ｅ and R ｆBoth of R and R represent a hydrogen atom. The alkyl group, alkoxy group, aryl group, aralkyl group, and alkenyl group may each have a substituent, and a preferred example of the substituent is a phenyl group. ｅ and R ｆ may be bonded to each other to form a carbocyclic ring having 3 to 20 carbon atoms (preferably 3 to 10 carbon atoms) or a heterocyclic ring having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms), and the carbocyclic ring and the heterocyclic ring each may have a substituent.

[0022] In a preferred embodiment of the present invention, in formula (3), Y represents a divalent group represented by general formula (4) or a divalent group represented by general formula (5). In addition, in formula (3), Y is more preferably a fluorene group.

[0023] In the present invention, a preferred embodiment is one in which the monomer that constitutes the structural unit (C) represented by general formula (3) includes at least one of the monomers represented by the following structural formulas:

[0024] <Structural Unit (D)> The polyester carbonate resin of the present invention may further contain a structural unit (D) represented by the following general formula (6). In formula (6), X is an alkylene group having 1 to 4 carbon atoms.

[0025] In the present invention, a preferred embodiment is that the monomer that constitutes the structural unit (D) represented by general formula (6) is a monomer represented by the following structural formula.

[0026] The polyester carbonate resin of the present invention may contain, for example, a combination of compounds listed in Table 1 below.

[0027] Here, the combinations of compounds listed in Table 1 will be explained. In Table 1, Nos. 1 to 4 indicate cases where the structural unit (A) contains a compound in which X in formula (1) is a single bond (hereinafter referred to as formula (1-1)). Furthermore, Nos. 5 to 8 indicate cases where the structural unit (A) contains a compound in which X in formula (1) is a fluorene group (hereinafter referred to as formula (1-2)). Nos. 9 to 12 indicate cases where the structural unit (A) contains both a compound represented by formula (1-1) and a compound represented by formula (1-2). Furthermore, in Table 1, Nos. 2, 4, 6, 8, 10, and 12 indicate cases where the structural unit (C) contains a compound in which Y in formula (3) is a fluorene group (hereinafter referred to as formula (3-1)). Each combination will be explained individually below.

[0028] (No. 1) In one embodiment of the present invention, the polyester carbonate resin may contain a structural unit (A) represented by the following general formula (1-1) and the structural unit (B). In formula (1-1), X represents a single bond, and R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10.

[0029] Moreover, the general formula (1-1) may be represented by the following general formula (1-1A). In formula (1-1A), R ａ and R ｂeach independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10.

[0030] (No. 2) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1), the structural unit (B), and the structural unit (C) represented by the following general formula (3-1): In formula (3-1), R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Y represents a fluorene group; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 0 to 4; and a and b each independently represent an integer of 1 to 10.

[0031] (No. 3) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1), the structural unit (B), and the structural unit (D) represented by the general formula (6).

[0032] (No. 4) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1), the structural unit (B), the structural unit (C) represented by the general formula (3-1), and the structural unit (D) represented by the formula (6).

[0033] (No. 5) In one embodiment of the present invention, the polyester carbonate resin may contain a structural unit (A) represented by the following general formula (1-2) and the structural unit (B). In formula (1-2), X represents a fluorene group; ａ and R ｂ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10.

[0034] Moreover, the general formula (1-2) may be represented by the following general formula (1-2A). In formula (1-2A), R ａ and R ｂ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈrepresents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; and a and b each independently represent an integer of 0 to 10.

[0035] (No. 6) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-2), the structural unit (B), and the structural unit (C) represented by the general formula (3-1).

[0036] (No. 7) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-2), the structural unit (B), and the structural unit (D) represented by the general formula (6).

[0037] (No. 8) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-2), the structural unit (B), the structural unit (C) represented by the general formula (3-1), and the structural unit (D) represented by the formula (6).

[0038] (No. 9) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1) and the general formula (1-2), and the structural unit (B).

[0039] (No. 10) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1) and the general formula (1-2), the structural unit (B), and the structural unit (C) represented by the general formula (3-1).

[0040] (No. 11) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1) and the general formula (1-2), the structural unit (B), and the structural unit (D) represented by the general formula (6).

[0041] (No. 12) In one embodiment of the present invention, the polyester carbonate resin may contain the structural unit (A) represented by the general formula (1-1) and the general formula (1-2), the structural unit (B), the structural unit (C) represented by the general formula (3-1), and the structural unit (D) represented by the formula (6).

[0042] The molar ratio (A / B) of the structural unit (A) to the structural unit (B) is preferably 99.9 / 0.1 to 0.1 / 99.9, more preferably 99 / 1 to 1 / 99, even more preferably 99 / 1 to 50 / 50, particularly preferably 99 / 1 to 60 / 40, and most preferably 90 / 10 to 70 / 30. By making the molar ratio of the structural unit (B) larger than the above-mentioned lower limit, the flowability of the polyester carbonate resin can be improved. Furthermore, by making the molar ratio of the structural unit (B) smaller than the above-mentioned upper limit, the optical properties of a molded article using the polyester carbonate resin of the present invention can be maintained within a preferred range for an optical material.

[0043] <Structural Unit (i)> In formula (I), R １ and R ２ each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms, which may contain a heterocyclic atom selected from O, N, and S, an alkenyl group having 2 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms. a and b each independently represent an integer of 0 to 5. n and m each independently represent an integer of 1 to 5. R ｉ and R ｉｉ each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

[0044] In the present invention, the dicarboxylic acid or carboxylic acid diester represented by general formula (I) preferably includes at least one of the dicarboxylic acid or carboxylic acid diester represented by the following structural formula: In the formula, R ｉ and R ｉｉeach independently preferably represents an alkyl group having 1 to 5 carbon atoms, more preferably represents a methyl group or an ethyl group, and particularly preferably represents a methyl group.

[0045] In the present invention, the molar ratio of the total amount of diol components constituting structural units (A) to (D) to the total amount of dicarboxylic acid or carboxylic acid diester constituting structural unit (i) (diol component:carboxylic acid component) is preferably from 90:10 to 10:90, more preferably from 90:10 to 50:50, more preferably from 75:25 to 50:50, even more preferably from 70:30 to 50:50, still more preferably from 65:35 to 50:50, and particularly preferably from 60:40 to 50:50. Ratios of from 75:25 to 40:60 and from 65:35 to 45:55 are also preferred.

[0046] The polyester carbonate resin of the present invention may contain impurities such as phenol generated during production and residual unreacted carbonate diester. The phenol content in the polyester carbonate resin is preferably 0.1 to 3,000 ppm, more preferably 0.1 to 2,000 ppm, and particularly preferably 1 to 1,000 ppm, 1 to 800 ppm, 1 to 500 ppm, or 1 to 300 ppm. The carbonate diester content in the polyester carbonate resin is preferably 0.1 to 1,000 ppm, more preferably 0.1 to 500 ppm, and particularly preferably 1 to 100 ppm. By adjusting the amounts of phenol and carbonate diester contained in the polyester carbonate resin, resins with desired properties can be obtained. The phenol and carbonate diester contents can be appropriately adjusted by changing the polycondensation conditions and equipment. They can also be adjusted by changing the conditions of the extrusion process after polycondensation.

[0047] If the content of phenol or carbonic acid diester exceeds the above range, problems such as a decrease in strength of the resulting resin molded body or the generation of an odor may occur. On the other hand, if the content of phenol or carbonic acid diester is below the above range, there is a risk of a decrease in plasticity when the resin is melted. Furthermore, raw material monomers may remain in the resin. The amount of each raw material monomer remaining in the resin is preferably 3000 ppm or less, more preferably 1 to 1000 ppm.

[0048] (B) Method for Producing Polyester Carbonate Resin The polyester carbonate resin of the present invention can be produced by melt polycondensation using the diol compound constituting the structural unit (A), the diol compound constituting the structural unit (B), the dicarboxylic acid or carboxylic acid diester constituting the structural unit (i), and the carbonate diester as raw materials. Furthermore, other diol compounds may be used in combination. In this reaction, the polyester carbonate resin can be produced in the presence of a polycondensation catalyst, a basic compound catalyst, an ester exchange catalyst, or a mixed catalyst consisting of both.

[0049] Examples of carbonate diesters include diphenyl carbonate, ditolyl carbonate, bis(chlorophenyl) carbonate, m-cresyl carbonate, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, and dicyclohexyl carbonate. Among these, diphenyl carbonate is particularly preferred from the standpoint of reactivity and purity. The amount of carbonate diester added can be determined by assuming that equimolar amounts of the diol component and the dicarboxylic acid component react, with the remainder reacting with the carbonate diester. The carbonate diester is preferably used in a ratio of 0.60 to 1.50 moles per mole of the difference between the diol component and the dicarboxylic acid component, more preferably 0.80 to 1.40 moles, even more preferably 1.00 to 1.30 moles, even more preferably 1.00 to 1.25 moles, and particularly preferably 1.00 to 1.20 moles. Adjusting this molar ratio allows for control of the molecular weight of the polyester carbonate resin.

[0050] Examples of the basic compound catalyst include alkali metal compounds, alkaline earth metal compounds, and nitrogen-containing compounds.

[0051] Examples of the alkali metal compound used in the present invention include organic acid salts, inorganic salts, oxides, hydroxides, hydrides, and alkoxides of alkali metals. From the viewpoints of catalytic effect, price, distribution volume, and effect on the color of the resin, sodium carbonate and sodium hydrogen carbonate are preferred.

[0052] Examples of alkaline earth metal compounds include organic acid salts, inorganic salts, oxides, hydroxides, hydrides, and alkoxides of alkaline earth metal compounds.

[0053] Examples of the nitrogen-containing compound include quaternary ammonium hydroxides and salts thereof, and amines.

[0054] As the transesterification catalyst, zinc, tin, zirconium, and lead salts are preferably used, and these may be used alone or in combination, or may be used in combination with the above-mentioned alkali metal compounds or alkaline earth metal compounds.

[0055] Specific examples of the transesterification catalyst include tris(2,4-pentanedionato)aluminum(III), diethyl (4-methylbenzyl)phosphonate, zinc acetate, zinc benzoate, zinc 2-ethylhexanoate, tin(II) chloride, tin(IV) chloride, tin(II) acetate, tin(IV) acetate, dibutyltin dilaurate, dibutyltin oxide, dibutyltin dimethoxide, zirconium acetylacetonate, zirconium oxyacetate, zirconium tetrabutoxide, lead(II) acetate, lead(IV) acetate, zirconium acetate, and titanium tetrabutoxide. Of these, zinc acetate, zirconium acetate, tris(2,4-pentanedionato)aluminum(III), and diethyl (4-methylbenzyl)phosphonate are preferred, and tris(2,4-pentanedionato)aluminum(III) and diethyl (4-methylbenzyl)phosphonate are more preferred.

[0056] These catalysts are used so that the metal components in the catalyst are preferably 0.001 ppm to 1000 ppm, more preferably 0.01 ppm to 100 ppm, and particularly preferably 0.1 ppm to 100 ppm relative to the theoretically produced amount of resin. In the examples described below, the catalyst was added so that the Al element was 6.5 ppm and the P element was 13.5 ppm.

[0057] The melt polycondensation method involves using the above-mentioned raw materials and catalyst to carry out melt polycondensation under heating at normal pressure or reduced pressure while removing by-products through an ester exchange reaction.

[0058] Specifically, the reaction is carried out at a temperature of 120 to 260°C, preferably 180 to 260°C, for 0.1 to 5 hours, preferably 0.5 to 3 hours. The reaction temperature is then increased while increasing the degree of vacuum in the reaction system, and the diol compound and the carbonate diester are reacted. Finally, the polycondensation reaction is carried out at a temperature of 200 to 350°C for 0.05 to 2 hours under a reduced pressure of 1 mmHg or less. This reaction may be carried out continuously or batchwise. The reaction apparatus used in carrying out the reaction may be a vertical type equipped with an anchor-type impeller, Maxblend impeller, helical ribbon impeller, or the like; a horizontal type equipped with a paddle impeller, lattice impeller, spectacle impeller, or the like; or an extruder type equipped with a screw. It is also preferable to use a suitable combination of these types of reaction apparatus taking into consideration the viscosity of the polymer.

[0059] In the method for producing a polyester carbonate resin according to the present invention, the catalyst may be removed or deactivated after the polymerization reaction to maintain thermal stability and hydrolytic stability. Generally, a method of deactivating the catalyst by adding a known acidic substance is preferably carried out. Specific examples of these substances include esters such as butyl benzoate, aromatic sulfonic acids such as p-toluenesulfonic acid, aromatic sulfonic acid esters such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate, phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid, phosphites such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite, triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, and dioctyl phosphate. Suitable deactivators include phosphate esters such as octyl phosphate and monooctyl phosphate, phosphonic acids such as diphenylphosphonic acid, dioctylphosphonic acid, and dibutylphosphonic acid, phosphonic acid esters such as diethyl phenylphosphonate, phosphines such as triphenylphosphine and bis(diphenylphosphino)ethane, boric acids such as boric acid and phenylboric acid, aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate, organic halides such as stearic acid chloride, benzoyl chloride, and p-toluenesulfonyl chloride, alkyl sulfates such as dimethyl sulfate, and organic halides such as benzyl chloride. From the viewpoints of deactivation effect, resin hue, and stability, aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate are preferred. These deactivators are used in an amount of 0.01 to 50 times, preferably 0.3 to 20 times, the molar amount of the catalyst. Less than 0.01 times the molar amount of the catalyst results in insufficient deactivation effect, which is undesirable. On the other hand, if the amount is more than 50 times by mole relative to the amount of the catalyst, the heat resistance decreases and the molded article tends to be discolored, which is undesirable.

[0060] After catalyst deactivation, a step of removing low-boiling compounds in the polymer by volatilization at a pressure of 0.1 to 1 mmHg and a temperature of 200 to 350°C may be provided. For this purpose, a horizontal apparatus equipped with stirring blades with excellent surface renewal ability, such as paddle blades, lattice blades, or spectacle blades, or a thin-film evaporator is preferably used.

[0061] The polyester carbonate resin of the present invention is desired to have as little foreign matter content as possible, and filtration of the molten raw material and the catalyst solution is preferably carried out. The mesh of the filter is preferably 5 μm or less, more preferably 1 μm or less. Furthermore, filtration of the produced resin through a polymer filter is preferably carried out. The mesh of the polymer filter is preferably 100 μm or less, more preferably 30 μm or less. Furthermore, the process of collecting resin pellets must naturally be carried out in a low-dust environment, preferably class 1000 or less, more preferably class 100 or less.

[0062] (C) Higher Alcohol Fatty Acid Ester The polyester carbonate resin composition of the present invention contains the above-described polyester carbonate resin and a higher alcohol fatty acid ester. The higher alcohol fatty acid ester used in the present invention refers to a fatty acid ester of a monohydric alcohol having 6 or more carbon atoms, with the lower limit preferably having 10 or more carbon atoms, more preferably 15 or more carbon atoms, and the upper limit preferably having 24 or less carbon atoms, more preferably 20 or less carbon atoms. Preferred examples of higher alcohol fatty acid esters include stearyl stearate, 2-ethylhexyl octadecanoate, cetyl 2-ethylhexanoate, and ethylhexyl palmitate, with stearyl stearate being particularly preferred. Examples of stearyl stearate include Rikemal SL-800 (manufactured by Riken Vitamin Co., Ltd.), Rikemal SL-900 (manufactured by Riken Vitamin Co., Ltd.), and Rikemal SL-900A (manufactured by Riken Vitamin Co., Ltd.). The amount of higher alcohol fatty acid ester used is preferably 100 to 10,000 ppm, more preferably 100 to 5,000 ppm, and particularly preferably 500 to 5,000 ppm, based on the polyester carbonate resin.

[0063] The polyester carbonate resin composition of the present invention may contain additives other than the higher alcohol fatty acid ester, such as a mold release agent, an antioxidant, a catalyst deactivator, an ultraviolet absorber, a flowability modifier, a crystal nucleating agent, a reinforcing agent, a dye, an antistatic agent, or an antibacterial agent.

[0064] (D) Physical Properties of Polyester Carbonate Resin Composition The polyester carbonate resin composition of the present invention is excellent in at least one of dimensional change rate (%), water absorption rate (%), YI, haze (%), and transmittance (%). In the present invention, the physical properties of the polyester carbonate resin composition can be measured by the method described in the Examples below. For the polyester carbonate resin composition of the present invention, the upper limit of the dimensional change rate (%) in both MD and TD is preferably 0.5% or less, more preferably 0.3% or less, and particularly preferably 0.1% or less. The lower limit of the dimensional change rate (%) is preferably 0% or more, more preferably 0.001% or more, even more preferably 0.01% or more, and particularly preferably 0.05% or more. By setting the values ​​within the above ranges, it becomes easy to combine (unitize) lenses made from other resin types, and furthermore, when used as a lens, changes in lens performance due to the external environment can be reduced. Note that MD refers to the machine direction (flow direction), and TD refers to the transverse direction (vertical direction).

[0065] The polyester carbonate resin composition of the present invention preferably has an upper limit of water absorption (%) of 1% by mass or less, more preferably 0.7% by mass or less, and particularly preferably 0.5% by mass or less. The lower limit of water absorption (%) is preferably 0% by mass or more, more preferably 0.1% by mass or more, and particularly preferably 0.3% by mass or more. By ensuring that the water absorption is within the above range, swelling due to water absorption is prevented, and the composition can be easily combined (unitized) with lenses made from other resins (e.g., cycloolefin polymers).

[0066] The polyester carbonate resin composition of the present invention preferably has a YI of 3 to 60, more preferably 10 to 50, and particularly preferably 20 to 40. A YI within the above range is preferable for use as an optical lens. The polyester carbonate resin composition of the present invention preferably has a haze (%) of 0.2 to 6.0, more preferably 0.5 to 5.0, and particularly preferably 0.5 to 3.0. A YI within the above range is preferable for use as an optical lens.

[0067] The polyester carbonate resin composition of the present invention preferably has a transmittance (%) at 450 nm of 40% to 99%, more preferably 45% to 90%, even more preferably 50% to 80%, and particularly preferably 50% to 70%.

[0068] (D) Optical Lenses Optical lenses produced using the polyester carbonate resin composition of the present invention have a high refractive index and excellent heat resistance, making them extremely useful in fields where expensive high-refractive index glass lenses have traditionally been used, such as telescopes, binoculars, and television projectors. If necessary, they are preferably used in the form of aspherical lenses. Aspherical lenses can essentially eliminate spherical aberration with a single lens, eliminating the need to combine multiple spherical lenses to eliminate spherical aberration, thereby enabling weight reduction and reduced production costs. Therefore, aspherical lenses are particularly useful as camera lenses. Furthermore, optical lenses can be molded by any method, such as injection molding, compression molding, or injection-compression molding. The present invention makes it possible to more easily obtain high-refractive index, low-birefringence aspherical lenses, which are technically difficult to process using glass lenses.

[0069] To prevent foreign matter from getting into the optical lens as much as possible, the molding environment must naturally be a low-dust environment, preferably class 6 or less, more preferably class 5 or less.

[0070] (E) Optical Films Optical films produced using the polyester carbonate resin composition of the present invention are excellent in transparency and heat resistance, and are therefore suitable for use as films for liquid crystal substrates, optical memory cards, and the like.

[0071] In order to prevent foreign matter from being mixed into the optical film as much as possible, the molding environment must naturally be a low-dust environment, preferably class 6 or less, more preferably class 5 or less.

[0072] The present invention will be described below with reference to examples, but the present invention is not limited to these examples. The values ​​in the examples were measured using the following methods or devices.

[0073] 1) Dimensional Change Rate (%) Polycarbonate resin was dried at 120°C for 8 hours and injection molded to obtain a disc-shaped test piece with a diameter of 50 mm and a thickness of 2 mm. Molding machine: FANUC Corporation injection molding machine S-2000i30A (30 tons) Molding conditions: Cylinder temperature: Tg of polycarbonate resin + 135°C Mold temperature: Tg of polycarbonate resin - 15°C The length of the obtained test piece from the molding gate opening to the opposite gate opening was measured using an image dimension measuring device and designated Lm0. Next, the test piece was stored in a constant temperature and humidity chamber set at a temperature of 85°C and a humidity of 85% for 72 hours, after which the length of the test piece from the molding gate opening to the opposite gate opening was measured using an image dimension measuring device and designated Lm. The dimensional change rate (%, MD) was calculated using the following formula. Dimensional change rate (%, MD) = (Lm - Lm0) / Lm0 × 100 Lm: Length from the molding gate opening to the opposite gate opening of the test piece after 72 hours of storage at a temperature of 85 ° C and a humidity of 85% Lm0: Length from the molding gate opening to the opposite gate opening of the test piece before 72 hours of storage at a temperature of 85 ° C and a humidity of 85% A test piece was obtained in the same manner as for the dimensional change rate (%, MD), and the length of the longest part in the direction perpendicular to Lm0 was measured with an image dimension measuring device and designated Lt0. Next, the test piece was stored for 72 hours in a constant temperature and humidity chamber set at a temperature of 85 ° C and a humidity of 85%, and then the length of the longest part in the direction perpendicular to Lm was measured with an image dimension measuring device and designated Lt. The dimensional change rate (%, TD) was calculated using the following formula. Dimensional change rate (%, TD) = (Lt - Lt0) / Lt0 x 100 Lt: Length of the longest part in the direction perpendicular to the Lm Lt0: Length of the longest part in the direction perpendicular to the Lm0 Image dimension measuring instrument: Image dimension measuring instrument head LM-1100 manufactured by Keyence Corporation

[0074] 2) Water absorption (mass%) was measured according to the method of JIS K7209. Specifically, a test piece with a diameter of 50 mm and a thickness of 3 mm obtained by injection molding was dried in a hot air dryer at 50°C for 24 hours. Thereafter, the mass of the test piece was measured and designated as M0. Next, this test piece was immersed in water controlled at a temperature of 23°C ± 2°C (21°C to 25°C). After 24 hours, the test piece was removed, the water adhering to the surface was wiped off, and the mass was measured and designated as Mt. The water absorption (%) was calculated using the following formula: Water absorption (mass%) = (Mt - M0) / M0 × 100. The mass was measured in an environment controlled at 23°C ± 2°C (21°C to 25°C).

[0075] 3) YI and Haze (%) The obtained resin was molded into a 3 mm thick piece, and the YI and haze were measured using a spectroscopic haze meter. The YI value was measured in accordance with JIS K 7373:2006, and the haze value was measured in accordance with JIS K-7136:2000. Measuring instrument: "SH 7000" manufactured by Nippon Denshoku Industries Co., Ltd.

[0076] 4) Transmittance (%) at 450 nm: The obtained resin was molded into a thickness of 3 mm, and the transmittance was measured using a spectroscopic haze meter in accordance with JIS K 7361-1: 1997. The transmittance was measured at 450 nm using an SH 7000 manufactured by Nippon Denshoku Industries Co., Ltd.

[0077] (Polymerization Example 1) As raw materials, 7500.0 g (12.0 mol) of 6,6'-di-(2-naphthyl)-2,2'-bis-(2-hydroxyethoxy)-1,1'-binaphthyl (2DNBINOL-2EO) represented by the following structural formula, 4958.2 g (9.2 mol) of 9,9-bis[6-(2-hydroxyethoxy)-2-naphthyl]fluorene (BNEF) represented by the following structural formula, 838.1 g (4.1 mol) of 1,12-dodecanediol (C12-diol) represented by the following structural formula, 8334.2 g (20.7 mol) of 2,2'-([1,1'-binaphthalene]-2,2'-diylbis(oxy))acetoacetic acid (BINOL-DC) represented by the structural formula, 1167.4 g (5.4 mol) of diphenyl carbonate (DPC), 1.68 g of tris(2,4-pentanedionato)aluminum(III) as a catalyst, and 2.1 mL of diethyl (4-methylbenzyl)phosphonate were placed in a 50-liter reactor equipped with a stirrer and a distillation device, and the inside of the reactor was replaced with nitrogen. The mixture was heated to 200°C over 20 minutes under a nitrogen atmosphere of 760 Torr and stirred. After adjusting the vacuum to 300 Torr over 20 minutes, the temperature was raised to 240°C over 40 minutes and maintained at 240°C and 300 Torr for 10 minutes to carry out a transesterification reaction. The pressure was returned to normal with nitrogen gas, the trap was replaced, and the pressure was again adjusted to 240°C and 300 Torr and maintained for 10 minutes. Thereafter, the temperature was raised to 250°C over 70 minutes, while the vacuum was adjusted to 50 Torr over 50 minutes. The vacuum was then further adjusted to 1 Torr or less over 20 minutes, and a polymerization reaction was carried out under stirring for 30 minutes under conditions of 250°C and 1 Torr or less. After completion of the reaction, nitrogen was introduced into the reactor to pressurize the reaction system, and the resulting polyester carbonate resin was pelletized and extracted to obtain a polyester carbonate resin (PEC1).

[0078] Example 1 The polyester carbonate resin (PEC1) obtained in Polymerization Example 1 was mixed with the following additives: 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (ADEGAStab PEP-36; manufactured by ADEKA Corporation); 300 ppm relative to the polyester carbonate resin; pentaerythol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (ADEKA STAB AO-60; manufactured by ADEKA Corporation); 1000 ppm relative to the polyester carbonate resin; stearyl stearate (Rikemal SL-800; manufactured by Riken Vitamin Co., Ltd.); 1500 ppm relative to the polyester carbonate resin; Tetrabutylphosphonium dodecylbenzenesulfonate (MGA-614; manufactured by Takemoto Yushi Co., Ltd.) was added at 15 ppm relative to the polyester carbonate resin, and the following mixture, a 90:10 mixture of 3,4-dimethyl and 2,4-dimethyl forms (manufactured by Tokyo Chemical Industry Co., Ltd.) was added at 200 ppm relative to the polyester carbonate resin, and the mixture was kneaded in a twin-screw extruder to obtain a resin composition. The physical properties of the obtained resin composition are shown in Table 2. Details of the extrusion are as follows: Twin-screw extruder: TEM-18SS manufactured by Shibaura Machine Co., Ltd. Resin temperature: 260°C Screw rotation speed: 200 rpm

[0079] Example 2 A resin composition was obtained in the same manner as in Example 1, except that 3000 ppm of stearyl stearate was used relative to the polyester carbonate resin. The physical properties of the obtained resin composition are shown in Table 2.

[0080] Comparative Example 1 A resin composition was obtained in the same manner as in Example 1, except that "stearyl stearate (Rikemal SL-800; manufactured by Riken Vitamin Co., Ltd.); 1500 ppm relative to the polyester carbonate resin" was replaced with "glycerin monostearate (stearic acid monoglyceride, Rikemal S-100A; manufactured by Riken Vitamin Co., Ltd.); 1500 ppm relative to the polyester carbonate resin." The physical properties of the obtained resin composition are shown in Table 2.

[0081] Comparative Example 2 A resin composition was obtained in the same manner as in Example 1, except that "stearyl stearate (Rikemal SL-800; manufactured by Riken Vitamin Co., Ltd.); 1500 ppm relative to the polyester carbonate resin" was replaced with "glycerin monostearate (stearic acid monoglyceride, Rikemal S-100A; manufactured by Riken Vitamin Co., Ltd.); 3000 ppm relative to the polyester carbonate resin." The physical properties of the obtained resin composition are shown in Table 2.

[0082]

Claims

1. A structural unit (A) represented by the following general formula (1): A structural unit (B) derived from at least one compound selected from the group consisting of 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,10-decanediol, and 1,12-dodecanediol (C12-diol), and a polyester carbonate resin containing a structural unit (i) derived from a dicarboxylic acid or a carboxylic acid diester represented by the following general formula (I); A polyester carbonate resin composition comprising a higher alcohol fatty acid ester. 【Chemistry 1】 In formula (1), X represents a single bond or a fluorene group; R ａ and R ｂ When X is a single bond, each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ａ and R ｂ When X is a fluorene group, each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 6 to 20 carbon atoms containing one or more hetero ring atoms selected from O, N, and S, or an aryloxy group having 6 to 20 carbon atoms, and -C≡C-R ｈ is selected from R ｈ represents an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 6 to 20 carbon atoms and containing one or more hetero ring atoms selected from O, N, and S; A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 1 to 6; a and b each independently represent an integer of 0 to 10. 【Chemistry 2】 In formula (I), R １ and R ２ each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms which may contain a heterocyclic atom selected from O, N, and S, an alkenyl group having 2 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aralkyl group having 7 to 17 carbon atoms. a and b each independently represent an integer of 0 to 5; n and m each independently represent an integer of 1 to 5; R ｉ and R ｉｉ each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

2. 2. The polyester carbonate resin composition according to claim 1, wherein the molar ratio (A / B) of the structural unit (A) to the structural unit (B) is 99.9 / 0.1 to 0.1 / 99.

9.

3. The polyester carbonate resin composition according to claim 1, wherein the polyester carbonate resin further contains a structural unit (C) represented by the following general formula (3): 【Transformation 3】 In formula (3), R ａ and R ｂ each independently represents a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Y is -O-, -S-, -SO-, -SO ２ represents -, -CO-, a cycloalkylene group having 6 to 12 carbon atoms, or a divalent group represented by the following general formula (4) or the following general formula (5), wherein the cycloalkylene group is optionally substituted with an alkyl group having 1 to 12 carbon atoms and 1 to 3 carbon atoms, A and B each independently represent an alkylene group having 1 to 4 carbon atoms; m and n each independently represent an integer of 0 to 4; a and b each independently represent an integer of 1 to 10. 【Chemistry 4】 In formula (4), R ｃ and R ｄ are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 17 carbon atoms, and an alkenyl group having 2 to 15 carbon atoms; R ｃ and R ｄ The alkyl group, the alkoxy group, the aryl group, the aralkyl group, and the alkenyl group in R ｃ and R ｄ may be bonded to each other to form a carbocyclic ring having 3 to 20 carbon atoms or a heterocyclic ring having 1 to 20 carbon atoms, and the carbocyclic ring and the heterocyclic ring each may have a substituent, and n represents an integer of 0 to 20. 【Transformation 5】 In formula (5), R ｅ and R ｆ are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 17 carbon atoms, and an alkenyl group having 2 to 15 carbon atoms, and the alkyl group, alkoxy group, aryl group, aralkyl group, and alkenyl group each optionally have a substituent; R ｅ and R ｆ may be bonded to each other to form a carbocyclic ring having 3 to 20 carbon atoms or a heterocyclic ring having 1 to 20 carbon atoms, and the carbocyclic ring and the heterocyclic ring each may have a substituent.

4. The polyester carbonate resin composition according to claim 3, wherein Y in the general formula (3) is a fluorene group.

5. The polyester carbonate resin composition according to claim 1, wherein the polyester carbonate resin further contains a structural unit (D) represented by the following general formula (6): 【Transformation 6】 In formula (6), X represents an alkylene group having 1 to 4 carbon atoms.

6. 2. The polyester carbonate resin composition according to claim 1, wherein the monomer constituting the structural unit (A) represented by the general formula (1) includes at least one monomer represented by the following structural formula: 【Transformation 7】

7. 2. The polyester carbonate resin composition according to claim 1, wherein the dicarboxylic acid or carboxylic acid diester represented by the general formula (I) includes at least one of a dicarboxylic acid or a carboxylic acid diester represented by the following structural formula: 【Transformation 8】 In the formula, R ｉ and R ｉｉ each independently represents an alkyl group having 1 to 5 carbon atoms.

8. The polyester carbonate resin composition according to claim 3, wherein the monomer constituting the structural unit (C) represented by the general formula (3) includes at least one monomer represented by the following structural formula: 【Chemistry 9】

9. The polyester carbonate resin composition according to claim 5, wherein the monomer constituting the structural unit (D) represented by the general formula (6) is a monomer represented by the following structural formula: 【Chemistry 10】

10. An optical lens comprising the polyester carbonate resin composition according to any one of claims 1 to 9.

11. An optical film comprising the polyester carbonate resin composition according to any one of claims 1 to 9.

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