JP2007016069A - Polycarbonate resin composition and eyeglass lens - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a polycarbonate resin composition using a new phosphorus-based heat stabilizer which can improve molding heat resistance of a polycarbonate resin, and to provide eyeglass lenses produced from the polycarbonate resin composition. <P>SOLUTION: The polycarbonate resin composition comprises, based on (A) 100 pts.mass of polycarbonate resin, (B) 0.0001-0.5 pt.mass of at least one kind of phosphorus-based compound having various types of phosphinic acid esters being a substituent in each ring of biphenyl, (D) 0.01-2.0 pts.mass of an ester of a 1-20C monohydric alcohol and a 10-30C saturated fatty acid, and a partial or whole ester (mold release agent) of a 1-25C polyhydric alcohol and a 10-30C saturated fatty acid, and (E) 0.01-3.0 pts.mass of a benzotriazole-based, benzophenone-based, triazine-based, cyclic imino-ester-based, and cyanoacrylate-based ultraviolet absorbers. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a polycarbonate resin composition and a spectacle lens excellent in molding heat resistance.

  Polycarbonate resin is a material having relatively high heat resistance among polymer materials. A variety of additives have come to be used in response to increasing demands for high-performance and high-performance materials. In general, the heat resistance of a resin tends to decrease as the number of additives increases.

  For example, an internal mold release agent is often added to the resin composition in order to improve the mold release property of the resin molded product from the mold during melt molding. However, when an effective amount thereof is added, the heat resistance of the composition tends to decrease. An example of a method for preventing this decrease in heat resistance is a method of blending a phosphorus stabilizer.

Patent Document 1 and Patent Document 2 show that the heat resistance of a polycarbonate resin is improved by adding a specific phosphorus-based heat stabilizer to the polycarbonate resin.
Japanese Patent Laid-Open No. 2001-081302 JP 2001-192544 A

  An object of the present invention is to provide a polycarbonate resin composition using a novel phosphorus heat stabilizer that improves the molding heat resistance of a polycarbonate resin, and a spectacle lens formed from the composition.

  So far, as seen in Patent Document 1 and Patent Document 2, many heat stabilizers and polycarbonate resin compositions using the same have been proposed. With the diversification of polycarbonate resin products, the development of new heat stabilizers is desired. At the same time, with regard to existing heat stabilizers, the stability and other effects of resin compositions using the stabilizers Ingenuity to improve the performance of even a little is important.

  As a result of intensive investigations to achieve the above-mentioned problems, the present inventors have surprisingly found that a polycarbonate resin composition is obtained by using a small amount of a phosphorus compound, which is a specific phosphonite compound, as a heat stabilizer in a polycarbonate resin. The present inventors have found that the molding heat resistance is significantly improved, and have reached the present invention.

［式中、Ａｒ_１、Ａｒ_２およびＡｒ_５はそれぞれ同一でも異なっていてもよく、アルキル置換基を有してもよい炭素数６〜２０の芳香族炭化水素基である。］ That is, according to the present invention,
1. (A) 100 parts by weight of the polycarbonate resin (component a), (B) a phosphorus compound represented by the following formula (1) (component b-1), a phosphorus compound represented by the following formula (2) (b) -2 component) and at least one phosphorus compound (b component) selected from the group consisting of the phosphorus compound (b-3 component) represented by the following formula (3): 0.0001 to 0.5 parts by weight, (D) an ester of a monohydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms, and a portion of a polyhydric alcohol having 1 to 25 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms 0.01 to 2.0 parts by weight of at least one mold release agent (component d) selected from the group consisting of esters or total esters and (E) benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazine-based UV It contains 0.01 to 3.0 parts by weight of at least one UV absorber (component e) selected from the group consisting of a collector, a cyclic imino ester UV absorber and a cyanoacrylate UV absorber. A polycarbonate resin composition.

[In formula, Ar < ₁ >, Ar < ₂ > and Ar < ₅ > may be same or different, respectively, and are the C6-C20 aromatic hydrocarbon groups which may have an alkyl substituent. ]

［式中、Ａｒ_１、Ａｒ_２、Ａｒ_３、Ａｒ_５およびＡｒ_６はそれぞれ同一でも異なっていてもよく、アルキル置換基を有してもよい炭素数６〜２０の芳香族炭化水素基である。］ 2. (A) For the polycarbonate resin (component a), (B) a phosphorus compound (b-1 component) represented by the following formula (1), a phosphorus compound (b-2 component) represented by the following formula (2) ) And a phosphorus compound (b-3 component) represented by the following formula (3), (C) a phosphorus compound (c-1 component) represented by the following formula (4) and phosphorus represented by the following formula (5) Compound (component c-2), (D) an ester of a monohydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms, a polyhydric alcohol having 1 to 25 carbon atoms and the number of carbon atoms At least one mold release agent (d component) selected from the group consisting of partial esters or total esters with 10-30 saturated fatty acids, and (E) benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazines UV absorber, ring Contains at least one UV absorber (component e) selected from the group consisting of an imino ester UV absorber and a cyanoacrylate UV absorber, and includes components b-1 to b- with respect to 100 parts by weight of component a. The total amount of the three components and the components c-1 to c-2 is 0.0005 to 0.5 parts by weight, and the total amount of the components b-1 to b-3 (x parts by weight) and c-1 The weight ratio (x / y) to the total amount (y part by weight) of the component to c-2 component is 0.01 to 2.0, the d component is 0.01 to 2.0 parts by weight, and e A polycarbonate resin composition, wherein the component is 0.01 to 3.0 parts by weight.

[In the formula, Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ may be the same or different and each is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have an alkyl substituent. . ]

  3. The b-1 component is 4-bis (2,4-di-tert-butylphenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 4-bis (2 , 4-Di-tert-butylphenyl) -3′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert-butylphenyl) -4 '-Mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite or 3-bis (2,4-di-tert-butylphenyl) -3'-mono (2,4-di-tert- 3. The polycarbonate resin composition according to 1 or 2 above, which is (butylphenyl) -biphenylenediphosphonite.

  4). The b-2 component is 4,4′-bis (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3,4′-bis (2,4-di-tert-butylphenyl)- 3. The polycarbonate resin composition according to item 1 or 2, which is biphenylene diphosphonite or 3,3′-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite.

  5. The aforementioned b-3 component is 2,4-di-tert-butylphenyl-4-phenyl-phenylphosphonite or 2,4-di-tert-butylphenyl-3-phenyl-phenylphosphonite; The polycarbonate resin composition as described.

  6). The c-1 component is tetrakis (2,4-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -4,3′-. 3. The polycarbonate resin composition according to item 2, which is biphenylene diphosphonite or tetrakis (2,4-di-tert-butylphenyl) -3,3′-biphenylene diphosphonite.

  7). The c-2 component includes bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis (2,4-di-tert-butylphenyl) -3-phenyl-phenylphosphonite. 3. The polycarbonate resin composition according to item 2 above.

8). The spectacle lens formed from the polycarbonate resin composition in any one of the preceding clauses 1-7.
Is provided.

Hereinafter, the present invention will be described in detail.
[Polycarbonate resin (component a)]
The production method of the polycarbonate resin used as component a in the present invention is not particularly limited. For example, it is obtained by reacting a dihydric phenol and a carbonate precursor by an interfacial polymerization method (solution method) or a melting method. .

  Representative examples of the dihydric phenol used here include hydroquinone, resorcinol, 4,4′-dihydroxydiphenyl, 1,4-dihydroxynaphthalene, bis (4-hydroxyphenyl) methane, bis {(4-hydroxy -3,5-dimethyl) phenyl} methane, 1,1-bis (4-hydroxyphenyl) ethane, 1,1-bis (4-hydroxyphenyl) -1-phenylethane, 2,2-bis (4-hydroxy) Phenyl) propane (commonly called bisphenol A), 2,2-bis {(4-hydroxy-3-methyl) phenyl} propane, 2,2-bis {(4-hydroxy-3,5-dimethyl) phenyl} propane, , 2-bis {(3,5-dibromo-4-hydroxy) phenyl} propane, 2,2-bis {(3-isopropyl-4 Hydroxy) phenyl} propane, 2,2-bis {(4-hydroxy-3-phenyl) phenyl} propane, 2,2-bis (4-hydroxyphenyl) butane, 2,2-bis (4-hydroxyphenyl)- 3-methylbutane, 2,2-bis (4-hydroxyphenyl) -3,3-dimethylbutane, 2,4-bis (4-hydroxyphenyl) -2-methylbutane, 2,2-bis (4-hydroxyphenyl) Pentane, 2,2-bis (4-hydroxyphenyl) -4-methylpentane, 1,1-bis (4-hydroxyphenyl) cyclohexane, 1,1-bis (4-hydroxyphenyl) -4-isopropylcyclohexane, 1 , 1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane, 9,9-bis (4-hydroxy) Enyl) fluorene, 9,9-bis {(4-hydroxy-3-methyl) phenyl} fluorene, α, α'-bis (4-hydroxyphenyl) -o-diisopropylbenzene, α, α'-bis (4- Hydroxyphenyl) -m-diisopropylbenzene, α, α'-bis (4-hydroxyphenyl) -p-diisopropylbenzene, 1,3-bis (4-hydroxyphenyl) -5,7-dimethyladamantane, 4,4 ' -Dihydroxydiphenyl sulfone, 4,4'-dihydroxydiphenyl sulfoxide, 4,4'-dihydroxydiphenyl sulfide, 4,4'-dihydroxydiphenyl ketone, 4,4'-dihydroxydiphenyl ether and 4,4'-dihydroxydiphenyl ester A dihydroxy compound is mentioned. These dihydric phenols may be used alone or in combination of two or more.

  Of the dihydric phenols, 2,2-bis (4-hydroxyphenyl) propane (bisphenol A) is preferably used as the main dihydric phenol component, particularly 50 mol% or more, preferably 70% of the total dihydric phenol component. More than mol%, more preferably more than 80 mol% is bisphenol A. Particularly preferred is an aromatic polycarbonate resin in which the dihydric phenol component is substantially bisphenol A.

  As the carbonate precursor, carbonyl halide, carbonate ester, haloformate or the like is used, and specific examples include phosgene, diphenyl carbonate, dihaloformate of dihydric phenol, and the like.

  In producing a polycarbonate resin by reacting the dihydric phenol and the carbonate precursor by an interfacial polymerization method or a melting method, the dihydric phenol can be used alone or in combination of two or more, and a catalyst can be used as necessary. Further, a terminal terminator, a dihydric phenol antioxidant, and the like may be used. The polycarbonate resin may be a branched polycarbonate resin obtained by copolymerizing a trifunctional or higher polyfunctional aromatic compound. Moreover, the mixture of 2 or more types of polycarbonate resin may be sufficient.

  The reaction by the interfacial polymerization method is usually a reaction between a dihydric phenol and phosgene, and is reacted in the presence of an acid binder and an organic solvent. As the acid binder, for example, an alkali metal hydroxide such as sodium hydroxide or potassium hydroxide or an amine compound such as pyridine is used. As the organic solvent, for example, halogenated hydrocarbons such as methylene chloride and chlorobenzene are used. In order to accelerate the reaction, a catalyst such as a tertiary amine or a quaternary ammonium salt can be used. In that case, reaction temperature is 0-40 degreeC normally, and reaction time is about several minutes-about 5 hours.

The reaction by the melting method is usually a transesterification reaction between a dihydric phenol and diphenyl carbonate. The dihydric phenol and diphenyl carbonate are mixed in the presence of an inert gas and reacted at 120 to 350 ° C. under reduced pressure. The degree of vacuum is changed stepwise, and finally the phenols produced at 1.3 × 10 ² Pa or less are removed from the system. The reaction time is usually about 1 to 4 hours.

  In the polymerization reaction, monofunctional phenols can be used as a terminal terminator. Particularly in the case of a reaction using phosgene as a carbonate precursor, monofunctional phenols are generally used as end terminators for molecular weight control, and the resulting polycarbonate resins are based on monofunctional phenols based on monofunctional phenols. Since it is blocked by, it is superior in thermal stability compared to other cases. Such monofunctional phenols may be those used as a polycarbonate terminator, and are generally phenols or lower alkyl-substituted phenols, and represent monofunctional phenols represented by the following formula (6). be able to.

［式中、Ａは水素原子または炭素数１〜９のアルキル基もしくは炭素数６〜１５のフェニルアルキル基であり、ｒは１〜５、好ましくは１〜３の整数を示す。］

[Wherein, A represents a hydrogen atom, an alkyl group having 1 to 9 carbon atoms or a phenylalkyl group having 6 to 15 carbon atoms, and r represents an integer of 1 to 5, preferably 1 to 3. ]

  Specific examples of the monofunctional phenols include phenol, p-tert-butylphenol, p-cumylphenol and isooctylphenol.

  The molecular weight of the polycarbonate resin in the present invention is preferably 10,000 to 50,000, more preferably 14,000 to 35,000 in terms of viscosity average molecular weight (M). A polycarbonate resin having such a viscosity average molecular weight is preferable because it has a certain mechanical strength with respect to the obtained molded product while maintaining a relatively good fluidity during extrusion and molding.

The viscosity average molecular weight referred to in the present invention refers to M obtained by inserting a specific viscosity (η _SP ) measured using a solution obtained by dissolving 0.7 g of a polycarbonate resin in 100 ml of methylene chloride at 20 ° C. into the following equation.
η _SP /c=[η]+0.45×[η] ² c (where [η] is the intrinsic viscosity)
[Η] = 1.23 × 10 ⁻⁴ M ^0.83
c = 0.7

  The polycarbonate resin suitably used in the present invention has an OH terminal amount in the range of preferably 1 to 5000 ppm, more preferably 5 to 2000 ppm, still more preferably 10 to 1000 ppm by weight of OH groups. It is a range.

[Phosphorus compound (component b)]
In the present invention, the phosphorus compound used as the component b is a phosphorus compound represented by the formula (1) (component b-1) and a phosphorus compound represented by the formula (2) (component b-2). And at least one phosphorus compound (b component) selected from the group consisting of the phosphorus compound (b-3 component) represented by the formula (3).

  Such a phosphorus compound (component b) is effective as a stabilizer for the resin in improving the molding heat resistance. These stabilizers for component b are suitably used for polycarbonate resin, and the content thereof is in the range of 0.0001 to 0.5 parts by weight with respect to 100 parts by weight of polycarbonate resin (component a). The range of ˜0.3 parts by weight is preferred, and the range of 0.003 to 0.1 parts by weight is most preferred. When the content of such a phosphorus compound is less than 0.0001 parts by weight, the molding heat resistance of the polycarbonate resin is insufficient, which is not preferable.

  In the phosphorus compound (component b), the phosphorus compounds of the formulas (1), (2) and (3) are tautomers. In these tautomers, each existing ratio may be an arbitrary ratio.

In the above formulas (1), (2) and (3), Ar ₁ , Ar ₂ and Ar ₅ may be the same or different, and may have an alkyl substituent and have 6 to 20 carbon atoms. It is an aromatic hydrocarbon group. Examples of the aromatic ring in the aromatic hydrocarbon group include phenyl, naphthyl and the like, and among them, phenyl is preferable. The alkyl substituent that may be substituted on the aromatic ring is preferably an alkyl group having 1 to 10 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and a tert-butyl group. Of these, a methyl group and a tert-butyl group are preferable, and a tert-butyl group is particularly preferable.

Specific examples of the compound of formula (1) (component b-1) include 4-bis (2,4-di-iso-propylphenyl) -4′-mono (2,4-di-iso-propylphenyl). ) -Biphenylenediphosphonite, 4-bis (2,4-di-n-butylphenyl) -4′-mono (2,4-di-n-butylphenyl) -biphenylenediphosphonite, 4-bis (2 , 4-Di-tert-butylphenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 4-bis (2,4-di-tert-butylphenyl) -3 '-Mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert-butylphenyl) -4'-mono (2,4-di-tert- Butylphenyl) -biphenyle Diphosphonite, 1,3-bis (2,4-di -tert- butylphenyl) -3'-mono (2,4-di -tert- butylphenyl) - biphenylene phosphonite,
4-bis (2,6-di-iso-propylphenyl) -4'-mono (2,6-di-iso-propylphenyl) -biphenylenediphosphonite, 4-bis (2,6-di-n- Butylphenyl) -4'-mono (2,6-di-n-butylphenyl) -biphenylenediphosphonite, 4-bis (2,6-di-tert-butylphenyl) -4'-mono (2,6 -Di-tert-butylphenyl) -biphenylene diphosphonite, 4-bis (2,6-di-tert-butylphenyl) -3'-mono (2,6-di-tert-butylphenyl) -biphenylene diphospho Knight, 3-bis (2,6-di-tert-butylphenyl) -4'-mono (2,6-di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,6-di-) tert-bu Butylphenyl) -3'-mono (2,6-di -tert- butylphenyl) - biphenylene phosphonite,
4-bis (2,4-di-tert-butyl-5-methylphenyl) -4′-mono (2,4-di-tert-butyl-5-methylphenyl) -biphenylenediphosphonite, 4-bis ( 2,4-di-tert-butyl-5-methylphenyl) -3'-mono (2,4-di-tert-butyl-5-methylphenyl) -biphenylenediphosphonite, 3-bis (2,4- Di-tert-butyl-5-methylphenyl) -4'-mono (2,4-di-tert-butyl-5-methylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert- Butyl-5-methylphenyl) -3'-mono (2,4-di-tert-butyl-5-methylphenyl) -biphenylene diphosphonite and the like.

  Of these, bis (di-tert-butylphenyl) mono (di-tert-butylphenyl) biphenylenediphosphonite is preferable, and bis (2,4-di-tert-butylphenyl) mono (2,4-di-tert- Butylphenyl) biphenylene diphosphonite is more preferred. This bis (2,4-di-tert-butylphenyl) mono (2,4-di-tert-butylphenyl) biphenylene diphosphonite is specifically exemplified by 4-bis (2,4-di-tert-butyl). Phenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 4-bis (2,4-di-tert-butylphenyl) -3′-mono (2,4- Di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert-butylphenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite And 3-bis (2,4-di-tert-butylphenyl) -3′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite are preferred.

Specific examples of the compound of formula (2) (component b-2) include 4,4′-bis (2,4-di-iso-propylphenyl) -biphenylenediphosphonite, 4,4′-bis ( 2,4-di-n-butylphenyl) -biphenylenediphosphonite, 4,4′-bis (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3,4′-bis (2, 4-di-tert-butylphenyl) -biphenylene diphosphonite, 3,3′-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite,
4,4′-bis (2,6-di-iso-propylphenyl) -biphenylene diphosphonite, 4,4′-bis (2,6-di-n-butylphenyl) -biphenylene diphosphonite, 4′-bis (2,6-di-tert-butylphenyl) -biphenylene diphosphonite, 3,4′-bis (2,6-di-tert-butylphenyl) -biphenylene diphosphonite, 3,3 ′ -Bis (2,6-di-tert-butylphenyl) -biphenylene diphosphonite,
4,4′-bis (2,4-di-tert-butyl-5-methylphenyl) -biphenylene diphosphonite, 3,4′-bis (2,4-di-tert-butyl-5-methylphenyl) -Biphenylene diphosphonite, 3,3'-bis (2,4-di-tert-butyl-5-methylphenyl) -biphenylene diphosphonite and the like.

  Specific examples of the compound of formula (3) (component b-3) include 2,4-di-iso-propylphenyl-4-phenyl-phenylphosphonite, 2,4-di-n-butylphenyl-3. -Phenyl-phenylphosphonite, 2,4-di-tert-butylphenyl-4-phenyl-phenylphosphonite, 2,4-di-tert-butylphenyl-3-phenyl-phenylphosphonite, 2,6-di -Iso-propylphenyl-4-phenyl-phenylphosphonite, 2,6-di-n-butylphenyl-3-phenyl-phenylphosphonite, 2,6-di-tert-butylphenyl-4-phenyl-phenylphosphonite Knight, 2,6-di-tert-butylphenyl-3-phenyl-phenylphosphonite, 2,4-di-tert-butyl-5- Butylphenyl-3-phenyl - phenyl phosphonite, and the like.

  Of these, (di-tert-butylphenyl) -phenyl-phenylphosphonite is preferable, and (2,4-di-tert-butylphenyl) -phenyl-phenylphosphonite is particularly preferable. Specifically, 2,4-di-tert-butylphenyl-4-phenyl-phenylphosphonite and 2,4-di-tert-butylphenyl-3-phenyl-phenylphosphonite are preferable.

[Phosphorus compound (component c)]
In the present invention, the phosphorus compound used as the component b can be obtained by hydrolyzing the phosphorus compound (c component) of the formula (4) or the formula (5). That is, the phosphorus compound of the formula (1) (component b-1) and the phosphorus compound of the formula (2) (component b-2) are the same as the phosphorus compound of the formula (4) (component c-1). It can be obtained by hydrolysis, and the phosphorus compound (b-3 component) of formula (3) can be obtained by hydrolyzing the phosphorus compound (c-1 component) of formula (5). it can.

In the above formulas (4) and (5), Ar ₃ and Ar ₆ may be the same or different and each is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have an alkyl substituent. . Examples of the aromatic ring in the aromatic hydrocarbon group include phenyl, naphthyl and the like, and among them, phenyl is preferable. The alkyl substituent that may be substituted on the aromatic ring is preferably an alkyl group having 1 to 10 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and a tert-butyl group. Of these, a methyl group and a tert-butyl group are preferable, and a tert-butyl group is particularly preferable.

Specific examples of the compound of formula (4) (component c-1) include tetrakis (2,4-di-iso-propylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-di). -N-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di-tert) -Butylphenyl) -4,3'-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -3,3'-biphenylenediphosphonite,
Tetrakis (2,6-di-iso-propylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,6-di-n-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis ( 2,6-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,6-di-tert-butylphenyl) -4,3′-biphenylenediphosphonite, tetrakis (2, 6-di-tert-butylphenyl) -3,3′-biphenylenediphosphonite,
Tetrakis (2,4-di-tert-butyl-5-methylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di-tert-butyl-5-methylphenyl) -4,3 ' -Biphenylenediphosphonite, tetrakis (2,4-di-tert-butyl-5-methylphenyl) -3,3'-biphenylenediphosphonite and the like.

  Of these, tetrakis (di-tert-butylphenyl) -biphenylenediphosphonite is preferable, and tetrakis (2,4-di-tert-butylphenyl) -biphenylenediphosphonite is more preferable. Such tetrakis (2,4-di-tert-butylphenyl) -biphenylenediphosphonite is specifically tetrakis (2,4-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-Di-tert-butylphenyl) -4,3′-biphenylene diphosphonite and tetrakis (2,4-di-tert-butylphenyl) -3,3′-biphenylene diphosphonite are preferred. These compounds may be a mixture of two or more.

  Specific examples of the compound of formula (5) (component c-2) include bis (2,4-di-iso-propylphenyl) -4-phenyl-phenylphosphonite, bis (2,4-di-n). -Butylphenyl) -3-phenyl-phenylphosphonite, bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite, bis (2,4-di-tert-butylphenyl) -3 -Phenyl-phenylphosphonite, bis (2,6-di-iso-propylphenyl) -4-phenyl-phenylphosphonite, bis (2,6-di-n-butylphenyl) -3-phenyl-phenylphosphonite Bis (2,6-di-tert-butylphenyl) -4-phenyl-phenylphosphonite, bis (2,6-di-tert-butylphenyl) -3-fur Cycloalkenyl - phenyl phosphonite, bis (2,4-di -tert- butyl-5-methylphenyl) -3-phenyl - phenyl phosphonite, and the like.

  Of these, bis (di-tert-butylphenyl) -phenyl-phenylphosphonite is preferable, and bis (2,4-di-tert-butylphenyl) -phenyl-phenylphosphonite is more preferable. This bis (2,4-di-tert-butylphenyl) -phenyl-phenylphosphonite is specifically exemplified by bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis ( 2,4-Di-tert-butylphenyl) -3-phenyl-phenylphosphonite is preferred. These compounds may be a mixture of two or more.

  When the phosphorus compound (b component) is blended with the polycarbonate resin (component a), it is preferable to use a hydrolyzed phosphorus compound containing a mixture of the c-1 component and the c-2 component. Can do.

  In this case, the phosphorus compound compounded in the polycarbonate resin (component a) is a phosphorus compound containing the b component and the c component. This phosphorus compound is a weight ratio (x / y) between the total amount (x parts by weight) of the components b-1 to b-3 and the total amount (y parts by weight) of the components c-1 to c-2. Is in the range of 0.01 to 2.0, and preferably in the range of 0.03 to 1.8. In addition, the phosphorus compound has a total amount of 0.005 to 0 of component b-1 to component b-3 and component c-1 to component c-2 with respect to 100 parts by weight of the polycarbonate resin (component a). .5 parts by weight, preferably 0.001 to 0.3 parts by weight, more preferably 0.003 to 0.2 parts by weight. When the phosphorus compound content is less than 0.0005 parts by weight, the polycarbonate resin has insufficient molding heat resistance, which is not preferable.

[About other phosphorus compounds]
Moreover, in this invention, you may mix | blend phosphorus type compounds other than the said b component and c component as a heat stabilizer with polycarbonate resin (a component). Specific examples of such phosphorus compounds include tris (dimethylphenyl) phosphite, tris (diethylphenyl) phosphite, tris (di-iso-propylphenyl) phosphite, and tris (di-n-butylphenyl) phosphite. , Tris (2,4-di-tert-butylphenyl) phosphite, tris (2,6-di-tert-butylphenyl) phosphite, tris (2,4-di-tert-butyl-5-methylphenyl) Tris (dialkyl-substituted phenyl) phosphite such as phosphite, bis (2,6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite, 2,2-methylenebis (4,6-di-tert- Butylphenyl) octyl phosphite, bis (nonylphenyl) pentaerythri Diphosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, tributyl phosphate, triethyl phosphate, trimethyl phosphate, triphenyl phosphate, diphenyl monoorthoxenyl Examples thereof include phosphate, dibutyl phosphate, dioctyl phosphate, diisopropyl phosphate, dimethyl benzenephosphonate, diethyl benzenephosphonate, and dipropyl benzenephosphonate.

  Of these, tris (di-tert-butylphenyl) phosphite is preferable, and tris (2,4-di-tert-butylphenyl) phosphite is particularly preferably used. Such phosphorus compounds may be one kind or a mixture of two or more kinds. The phosphorus compound is preferably in the range of 0.0005 to 0.2 parts by weight, more preferably in the range of 0.005 to 0.1 parts by weight with respect to 100 parts by weight of the polycarbonate resin (component a).

[Release agent (component d)]
In the present invention, it is necessary to add a release agent (d component) to the polycarbonate resin in order to improve releasability from the mold of a resin molded product such as an eyeglass lens during melt molding. Examples of the release agent include esters of monohydric alcohols having 1 to 20 carbon atoms and saturated fatty acids having 10 to 30 carbon atoms, polyhydric alcohols having 1 to 25 carbon atoms, and saturated fatty acids having 10 to 30 carbon atoms. And at least one mold release agent selected from the group consisting of partial esters or total esters.

  Specific examples of the ester of a monohydric alcohol and a saturated fatty acid include stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate, and stearyl stearate is preferable.

  Specific examples of partial esters or total esters of polyhydric alcohols and saturated fatty acids include stearic acid monoglyceride, stearic acid diglyceride, stearic acid triglyceride, stearic acid monosorbate, behenic acid monoglyceride, pentaerythritol monostearate, pentaerythritol tetra All esters or parts of dipentaerythritol, such as stearate, pentaerythritol tetrapelargonate, propylene glycol monostearate, biphenyl biphenate, sorbitan monostearate, 2-ethylhexyl stearate, dipentaerythritol hexastearate Examples include esters.

  Among these esters, stearic acid monoglyceride, stearic acid triglyceride, pentaerythritol tetrastearate, and a mixture of stearic acid triglyceride and stearyl stearate are preferably used. In particular, stearic acid monoglyceride is preferably used.

  In this invention, as content of d component in polycarbonate resin, it is the range of 0.01-2.0 weight part with respect to 100 weight part of polycarbonate resin, and the range of 0.02-0.8 weight part is The range of 0.05 to 0.5 parts by weight is most preferable.

  Release agents other than the above component d, for example, olefin wax, olefin wax containing carboxyl group and / or carboxylic anhydride group, silicone oil, organopolysiloxane, paraffin wax, beeswax may be additionally used. it can. These release agents used additionally are preferably blended in an amount of 10% by weight or less of the amount of component d used.

[About UV absorber (component e)]
In this invention, it is necessary to mix | blend a ultraviolet absorber (e component). Particularly in spectacle lenses, the addition of an ultraviolet absorber can protect the eyes from harmful ultraviolet rays and is necessary to prevent discoloration of the spectacle lens itself by ultraviolet rays. The UV absorber used is at least selected from the group consisting of benzotriazole UV absorbers, benzophenone UV absorbers, triazine UV absorbers, cyclic imino ester UV absorbers, and cyanoacrylate UV absorbers. It is a kind of ultraviolet absorber. Of these, benzotriazole-based UV absorbers, benzophenone-based UV absorbers, and triazine-based UV absorbers are preferably used, and exhibit more effects such as molding heat resistance of polycarbonate resin. A UV absorber is particularly preferably used.

  The blending amount of the ultraviolet absorber (component e) is 0.01 to 3.0 parts by weight, preferably 0.02 to 1.0 parts by weight, more preferably 100 parts by weight of the polycarbonate resin. 0.05 to 0.8 part by weight. If it is the range of this compounding quantity, the effect of each phosphorus compound in this invention will fully express, the objective of invention can be achieved, and sufficient weather resistance is provided to polycarbonate resin.

  Examples of the benzotriazole ultraviolet absorber include 2- (2-hydroxy-5-methylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2- (2 -Hydroxy-3,5-dicumylphenyl) phenylbenzotriazole, 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2,2'-methylenebis [4- ( 1,1,3,3-tetramethylbutyl) -6- (2N-benzotriazol-2-yl) phenol], 2- (2-hydroxy-3,5-di-tert-butylphenyl) benzotriazole, 2- (2-hydroxy-3,5-di-tert-butylphenyl) -5-chlorobenzotriazole, 2- (2 Hydroxy-3,5-di-tert-amylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-butylphenyl) benzotriazol -L, 2- (2-hydroxy-4-octoxyphenyl) benzotriazole, 2,2'-methylenebis (4-cumyl-6-benzotriazolephenyl), 2,2'-p-phenylenebis (1, 3-benzoxazin-4-one), 2- [2-hydroxy-3- (3,4,5,6-tetrahydrophthalimidomethyl) -5-methylphenyl] benzotriazole, and these may be used alone or 2 It can be used in a mixture of more than one species.

  Preferably, 2- (2-hydroxy-5-methylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2- (2-hydroxy-3,5-dicumyl) Phenyl) phenylbenzotriazole, 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2,2′-methylenebis [4- (1,1,3,3-tetra Methylbutyl) -6- (2H-benzotriazol-2-yl) phenol], 2- [2-hydroxy-3- (3,4,5,6-tetrahydrophthalimidomethyl) -5-methylphenyl] benzotriazole And more preferably 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2,2 ′ Methylenebis [4- (1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazol-2-yl) phenol].

  Such benzotriazole-based ultraviolet absorbers preferably have a loss on drying of 0.5% by weight or less when dried at 105 ° C. for 2 hours, more preferably 0.1% by weight or less, and 0.03% by weight or less. Are particularly preferred. Further, a 500 nm dissolved color (light transmittance measured in a 1 cm cell by dissolving 5 g of an ultraviolet absorber in 100 ml of toluene) is preferably 95% or more, more preferably 98% or more, and 99% or more. Those are particularly preferred.

  Specific examples of the benzophenone ultraviolet absorber include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2- Hydroxy-4-methoxy-5-sulfoxybenzophenone, 2-hydroxy-4-methoxy-5-sulfoxytrihydride benzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2,2 ′, 4,4 ′ -Tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy-5-sodiumsulfoxybenzophenone, bis (5-benzoyl-4- Hydroxy-2-methoxyphene Le) methane, 2-hydroxy -4-n-dodecyloxy benzoin phenone, 2-hydroxy-4-methoxy-2'-carboxy benzophenone, and the like.

  Specific examples of the triazine ultraviolet absorber include 2- (4,6-diphenyl-1,3,5-triazin-2-yl) -5-[(hexyl) oxy] -phenol, 2- (4 Examples include 6-bis (2.4-dimethylphenyl) -1,3,5-triazin-2-yl) -5-[(octyl) oxy] -phenol.

  Specific examples of the cyclic iminoester-based ultraviolet absorber include 2,2′-bis (3,1-benzoxazin-4-one), 2,2′-p-phenylenebis (3,1-benzoxazine-4) -One), 2,2'-m-phenylenebis (3,1-benzoxazin-4-one), 2,2 '-(4,4'-diphenylene) bis (3,1-benzoxazine-4-one) ON), 2,2 ′-(2,6-naphthalene) bis (3,1-benzoxazin-4-one), 2,2 ′-(1,5-naphthalene) bis (3,1-benzoxazine- 4-one), 2,2 ′-(2-methyl-p-phenylene) bis (3,1-benzoxazin-4-one), 2,2 ′-(2-nitro-p-phenylene) bis (3 , 1-Benzoxazin-4-one) and 2,2 ′-(2-chloro Etc. p- phenylene) bis (3,1-benzoxazin-4-one) is illustrated. Among them, 2,2′-p-phenylenebis (3,1-benzoxazin-4-one), 2,2 ′-(4,4′-diphenylene) bis (3,1-benzoxazin-4-one) And 2,2 ′-(2,6-naphthalene) bis (3,1-benzoxazin-4-one) are preferred, especially 2,2′-p-phenylenebis (3,1-benzoxazine-4 -On) is preferred. Such compounds are commercially available from Takemoto Yushi Co., Ltd. as CEi-P (trade name) and from CYTEC as CYASORB UV-3638 (trade name) and can be easily used.

  Specific examples of the cyanoacrylate ultraviolet absorber include 1,3-bis-[(2′-cyano-3 ′, 3′-diphenylacryloyl) oxy] -2,2-bis [(2-cyano-3, Examples include 3-diphenylacryloyl) oxy] methyl) propane and 1,3-bis-[(2-cyano-3,3-diphenylacryloyl) oxy] benzene.

[Other additives]
(Hindered phenol stabilizer)
In the present invention, a hindered phenol stabilizer can be blended within a range that does not impair the object of the invention.

  Specific examples of the hindered phenol-based stabilizer include α-tocopherol, butylhydroxytoluene, sinapyl alcohol, vitamin E, octadecyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, 2 -Tert-butyl-6- (3'-tert-butyl-5'-methyl-2'-hydroxybenzyl) -4-methylphenyl acrylate, 2,6-di-tert-butyl-4- (N, N- Dimethylaminomethyl) phenol, 3,5-di-tert-butyl-4-hydroxybenzylphosphonate diethyl ester, 2,2′-methylenebis (4-methyl-6-tert-butylphenol), 2,2′-methylenebis (4 -Ethyl-6-tert-butylphenol), 4,4'-methylenebis (2 6-di-tert-butylphenol), 2,2′-methylenebis (4-methyl-6-cyclohexylphenol), 2,2′-dimethylene-bis (6-α-methyl-benzyl-p-cresol), 2, 2′-ethylidene-bis (4,6-di-tert-butylphenol), 2,2′-butylidene-bis (4-methyl-6-tert-butylphenol), 4,4′-butylidenebis (3-methyl-6) -Tert-butylphenol), triethylene glycol-N-bis-3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionate, 1,6-hexanediol bis [3- (3,5- Di-tert-butyl-4-hydroxyphenyl) propionate], bis [2-tert-butyl-4-methyl 6- (3-t rt-butyl-5-methyl-2-hydroxybenzyl) phenyl] terephthalate, 3,9-bis {2- [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy] -1, 1, -dimethylethyl} -2,4,8,10-tetraoxaspiro [5,5] undecane, 4,4′-thiobis (6-tert-butyl-m-cresol), 4,4′-thiobis ( 3-methyl-6-tert-butylphenol), 2,2′-thiobis (4-methyl-6-tert-butylphenol), bis (3,5-di-tert-butyl-4-hydroxybenzyl) sulfide, 4, 4'-di-thiobis (2,6-di-tert-butylphenol), 4,4'-tri-thiobis (2,6-di-tert-butylphenol) 2,2-thiodiethylenebis- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 2,4-bis (n-octylthio) -6- (4-hydroxy-3, 5-di-tert-butylanilino) -1,3,5-triazine, N, N′-hexamethylenebis- (3,5-di-tert-butyl-4-hydroxyhydrocinnamide), N, N′- Bis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyl] hydrazine, 1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, , 3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, tris (3,5-di-tert-butyl-4-hydride) Loxyphenyl) isocyanurate, tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-tris (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) ) Isocyanurate, 1,3,5-tris 2 [3 (3,5-di-tert-butyl-4-hydroxyphenyl) propionyloxy] ethyl isocyanurate, tetrakis [methylene-3- (3,5-di-) tert-butyl-4-hydroxyphenyl) propionate] methane, triethylene glycol-N-bis-3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionate, triethylene glycol-N-bis-3 -(3-tert-butyl-4-hydroxy-5-methylphenyl) acetate 3,9-bis [2- {3- (3-tert-butyl-4-hydroxy-5-methylphenyl) acetyloxy} -1,1-dimethylethyl] -2,4,8,10-tetraoxa Spiro [5,5] undecane, tetrakis [methylene-3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionate] methane, 1,3,5-trimethyl-2,4,6-tris ( Examples include 3-tert-butyl-4-hydroxy-5-methylbenzyl) benzene and tris (3-tert-butyl-4-hydroxy-5-methylbenzyl) isocyanurate.

  Among the above compounds, tetrakis [methylene-3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionate] methane, tetrakis [methylene-3- (3,5-di-tert-) are used in the present invention. Butyl-4-hydroxyphenyl) propionate] methane, octadecyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, and 3,9-bis [2- {3- (3-t- Butyl-4-hydroxy-5-methylphenyl) propionyloxy} -1,1-dimethylethyl] -2,4,8,10-tetraoxaspiro [5,5] undecane is preferably used. Particularly preferred is octadecyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate. The said hindered phenolic antioxidant can be used individually or in combination of 2 or more types.

  The amount of the hindered phenol stabilizer is preferably in the range of 0.015 to 0.15 parts by weight, more preferably in the range of 0.03 to 0.08 parts by weight with respect to 100 parts by weight of the polycarbonate resin.

(Lactone stabilizer)
In the present invention, a lactone stabilizer can be blended within a range that does not impair the object of the invention. Examples of the lactone stabilizer include lactone stabilizers represented by a reaction product of 3-hydroxy-5,7-di-tert-butyl-furan-2-one and o-xylene (details of such stabilizers). Is described in JP-A-7-233160). Such a compound is commercially available as Irganox HP-136 (trademark, manufactured by CIBA SPECIALTY CHEMICALS) and can be used. Furthermore, a stabilizer obtained by mixing the compound with various phosphite compounds and hindered phenol compounds is commercially available. For example, Irganox HP-2921 manufactured by the above company is preferably exemplified. In the present invention, such a premixed stabilizer can also be used. The blending amount of the lactone stabilizer is preferably 0.0005 to 0.1 parts by weight, more preferably 0.0005 to 0.05 parts by weight, and particularly preferably 0.0005 to 0 parts per 100 parts by weight of the polycarbonate resin. Used in the range of 0.012 parts by weight.

(Antistatic agent)
An antistatic agent can be blended in the polycarbonate resin composition of the present invention. Examples of the antistatic agent include polyether ester amide, ammonium dodecylbenzenesulfonate, phosphonium dodecylbenzenesulfonate, maleic anhydride monoglyceride, maleic anhydride diglyceride, carbon, graphite, and metal powder. The blending amount of the antistatic agent is preferably 0.1 to 10 parts by weight with respect to 100 parts by weight of the polycarbonate resin.

(Bluing agent)
The polycarbonate resin composition of the present invention can be blended with a bluing agent within a range that does not impair the object of the invention. The bluing agent is effective for eliminating the yellowishness of the resin composition. In particular, in the case of a composition imparted with weather resistance, since a certain amount of ultraviolet absorber is blended, there is a reality that the resin product tends to become yellowish due to the "action and color of the ultraviolet absorber". In order to give a natural transparency to a lens product, the formulation of a bluing agent is very effective.

The blending amount of the bluing agent in the present invention is preferably 0.05 to 1.5 ppm, more preferably 0.1 to 1.2 ppm with respect to the polycarbonate resin composition.
Representative examples of the bluing agent include Bayrex Macrolex Violet and Terrasol Bull-RLS, but are not particularly limited.

(Flame retardants)
The polycarbonate resin composition of the present invention can be blended with an amount of flame retardant that does not impair the object of the present invention. Examples of flame retardants include halogenated bisphenol A polycarbonate flame retardants, organic salt flame retardants, halogenated aromatic phosphate ester flame retardants and aromatic phosphate ester flame retardants. can do.

  Specifically, the polycarbonate type flame retardant of halogenated bisphenol A is a polycarbonate type flame retardant of tetrabromobisphenol A, a copolymer polycarbonate type flame retardant of tetrabromobisphenol A and bisphenol A, or the like.

  Specifically, organic salt flame retardants include dipotassium diphenylsulfone-3,3′-disulfonate, potassium diphenylsulfone-3-sulfonate, sodium 2,4,5-trichlorobenzenesulfonate, 2,4,5-trisulfonate. Potassium chlorobenzenesulfonate, potassium bis (2,6-dibromo-4-cumylphenyl) phosphate, sodium bis (4-cumylphenyl) phosphate, potassium bis (p-toluenesulfone) imide, potassium bis (diphenylphosphate) imide, Potassium bis (2,4,6-tribromophenyl) phosphate, potassium bis (2,4-dibromophenyl) phosphate, potassium bis (4-bromophenyl) phosphate, potassium diphenylphosphate, sodium diphenylphosphate, Potassium perfluorobutane sulfonate, sodium lauryl sulfate Um or potassium hexadecyl sulfate, sodium or potassium.

  Specifically, the halogenated aromatic phosphate ester type flame retardant is tris (2,4,6-tribromophenyl) phosphate, tris (2,4-dibromophenyl) phosphate, tris (4-bromophenyl) phosphate, etc. is there.

  Specifically, the aromatic phosphate ester flame retardant is triphenyl phosphate, tris (2,6-xylyl) phosphate, tetrakis (2,6-xylyl) resorcin diphosphate, tetrakis (2,6-xylyl) hydroquinone diphosphate. , Tetrakis (2,6-xylyl) -4,4′-biphenol diphosphate, tetraphenylresorcin diphosphate, tetraphenylhydroquinone diphosphate, tetraphenyl-4,4′-biphenol diphosphate, aromatic ring source is resorcin and phenol Aromatic polyphosphates that do not contain phenolic OH groups, aromatic ring sources are resorcin and phenol, aromatic polyphosphates that contain phenolic OH groups, aromatic ring sources are hydroquinone and phenol, and are phenolic Aromatic polyphosphates containing no H groups, aromatic polyphosphates containing similar phenolic OH groups, ("Aromatic polyphosphates" shown below are aromatic polyphosphates containing phenolic OH groups and aromatic polyphosphates not containing Aromatic polyphosphates whose aromatic ring sources are bisphenol A and phenol, aromatic polyphosphates whose aromatic ring source is tetrabromobisphenol A and phenol, aromatic ring sources are resorcin and 2 , 6-xylenol aromatic polyphosphate, aromatic polyphosphates whose aromatic ring sources are hydroquinone and 2,6-xylenol, aromatic polyphosphates whose aromatic ring sources are bisphenol A and 2,6-xylenol, aromatic rings The source is tetrabromobisph Aromatic polyphosphates such a Nord A and 2,6-xylenol.

(Other resins, elastomers)
In the polycarbonate resin composition of the present invention, other resins and elastomers can be blended in a small proportion within a range where the object of the present invention is not impaired.

  Examples of such other resins include polyester resins such as polyethylene terephthalate and polybutylene terephthalate, polyamide resins, polyimide resins, polyetherimide resins, polyurethane resins, silicone resins, polyphenylene ether resins, polyphenylene sulfide resins, polysulfone resins, polyethylene, and polypropylene. And other resins such as polyolefin resin, polystyrene resin, acrylonitrile / styrene copolymer (AS resin), acrylonitrile / butadiene / styrene copolymer (ABS resin), polymethacrylate resin, phenol resin, and epoxy resin.

  Examples of the elastomer include isobutylene / isoprene rubber, styrene / butadiene rubber, ethylene / propylene rubber, acrylic elastomer, polyester elastomer, polyamide elastomer, and MBS (methyl methacrylate / styrene / core / shell elastomer). Butadiene) rubber, MAS (methyl methacrylate / acrylonitrile / styrene) rubber and the like.

[About molding method of polycarbonate resin composition]
Arbitrary methods are employ | adopted in order to manufacture the resin composition of this invention. For example, a component, b-1 component to b-3 component (particularly preferably a mixture of c-1 component and c-2 component), d component and e component, and optionally other additives, V-type blender After thorough mixing using premixing means such as a Henschel mixer, mechanochemical device, extrusion mixer, etc., if necessary, granulate the premix with an extrusion granulator or briquetting machine, etc. Examples thereof include a method of melt kneading with a melt kneader typified by a vent type twin screw extruder and pelletizing with a pelletizer. Such pellets can be formed into molded products or sheets by generally known methods such as injection molding, extrusion molding, compression molding, extrusion compression molding, and sheet extrusion.

  The blending of the polycarbonate resin with the phosphorus compound and other additives may be performed in one stage, but may be performed in two or more stages. For example, after blending a part of the polycarbonate resin powder or pellets to be blended with the additive, that is, the additive is diluted with the polycarbonate resin powder. After that, there is a method of performing final blending using this.

  For example, in the method of blending in a single step, a method in which each predetermined amount of each additive is mixed in advance with polycarbonate resin powder or pellets, and each predetermined amount of each additive is separately measured to obtain a polycarbonate resin. For example, a method of sequentially adding powder and pellets and then blending can be employed.

  In blending additives other than phosphorus compounds, such additives can be directly added and injected into an extruder. In that case, it is also possible to inject each additive after heating and melting.

  Moreover, in the solution polymerization method (interfacial polymerization method), a method in which an organic solvent solution of a polycarbonate resin after completion of polymerization is introduced into stirred warm water to produce a polycarbonate powder in a stirring flow is often used. At this time, the phosphorus compound containing the c component is added and dissolved in advance in the organic solvent solution of the polycarbonate resin, and by introducing this into warm water, a part of the phosphorus compound of the c component is hydrolyzed, A method of introducing a polycarbonate resin by modifying the component b is also employed.

(About eyeglass lenses)
The spectacle lens formed from the polycarbonate resin composition of the present invention is extremely excellent in transparency. That is, when the thickness is 2 mm, the luminous transmittance is preferably 87% or more, and particularly preferably 88% or more. When the luminous transmittance is 87% or more, the lens has a high transparency and no dullness.

  Since the spectacle lens of the present invention is based on polycarbonate resin, it has a high impact strength and a high refractive index, as well as an ultraviolet absorption effect, particularly a harmful ultraviolet absorption effect of 385 mm to 400 mm.

  In order to mold a spectacle lens using the polycarbonate resin composition, a method known per se can be employed. Specifically, the spectacle lens of the present invention is molded by various molding methods such as injection molding, compression molding, extrusion molding or injection compression molding. Injection compression molding is the most preferable method that can mold a lens with little optical distortion. is there. In the injection compression molding, the cylinder temperature is preferably 250 to 320 ° C, and the mold temperature is preferably 80 to 140 ° C.

The spectacle lens formed from the polycarbonate resin composition of the present invention can have a protective layer such as a hard coat layer, an antireflection coating layer or an antifogging coating layer formed on the surface thereof.
The spectacle lens of the present invention has excellent crack resistance and is suitable for forming a protective layer. It is particularly suitable when using a paint containing a factor that adversely affects the polycarbonate resin such as a solvent.

As the hard coat (cured) layer formed on the surface of the lens substrate of the present invention, either thermosetting or active energy curable is preferably used.
Examples of the thermosetting hard coat material include silicone resins such as organopolysiloxane and melamine resins.

As such silicone resins, resins described in JP-A-48-056230, JP-A-49-014535, JP-A-08-054501, JP-A-08-198985 and the like can be used. For example, the general formula (R ₁ ) _a (R ₂ ) _b Si (OR ₃ ) _{4- (a + b)}
Is a hard coat layer obtained by drying and / or heat-curing a coating composition comprising an organosilicon compound represented by formula (1) and / or a hydrolyzate thereof. (Wherein R ₁ and R ₂ are each independently selected from the group consisting of alkyl groups, allyl groups, acyl groups, halogen groups, glycidoxy groups, epoxy groups, amino groups, phenyl groups, mercapto groups, methacryloxy groups, and cyano groups. R ₃ is an alkyl group having 1 to 10 carbon atoms, an alkoxyalkyl group, an allyl group, or an acyl group, and a and b are integers of 0 or 1.) of these organosilicon compounds Specific examples include tetraalkoxysilanes such as methyl silicate, ethyl silicate, n-propyl silicate, iso-propyl silicate, n-butyl silicate, sec-butyl silicate, tert-butyl silicate, or hydrolysates thereof, and methyltrimethoxy. Silane, methyltriethoxysilane, ethyltriethoxy Run, vinyltrimethoxysilane, phenyltrimethoxysilane, γ-chloropropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-aminopropyltrimethoxysilane, γ-glycidoxy Trialkoxysilanes such as propyltrimethoxysilane, (3,4-epoxycyclohexyl) methyltrimethoxysilane, (3,4-epoxycyclohexyl) ethyltrimethoxysilane, and γ- (3,4-epoxycyclohexyl) propyltrimethoxysilane Or a hydrolyzate thereof, and further dimethoxysilane such as dimethyldimethoxysilane, dimethyldiethoxysilane, phenylmethyldimethoxysilane, γ-glycidoxypropylmethyldimethoxysilane or the hydrolysis thereof. Thing etc. are mentioned.
These organosilicon compounds may be used alone or in combination of two or more.

  These organosilicon compounds are preferably used after being hydrolyzed in order to lower the curing temperature and further promote the curing. The hydrolysis is preferably performed in the presence of an inorganic acid such as hydrochloric acid or sulfuric acid, or an organic acid such as acetic acid. The degree of hydrolysis can be easily controlled by adjusting the amount of acid used. Further, an organic solvent may be used in order to perform hydrolysis uniformly. Examples of these organic solvents include alcohols, ketones, ethers, cellosolves, and aromatic hydrocarbons. These solvents are used alone or in combination of two or more.

  As the melamine resin, a coating composition composed of a crosslinking agent, a curing agent, etc. is dried and / or heat-cured on a melamine resin such as methylated methylol melamine, propylated methylol melamine, butylated methylol melamine or isobutylated methylol melamine This is a hard coat layer obtained.

  The above melamine resins may be used alone or in combination of two or more. Moreover, you may mix modifiers, such as an acrylic resin, a polyether resin, a polyester resin, or a silicone resin, in the range which does not impair a physical property.

  Examples of the curing agent include inorganic acids such as hydrochloric acid, sulfuric acid, and nitric acid, and organic acids such as acetic acid, oxalic acid, maleic acid, and p-toluenesulfonic acid.

  Examples of the crosslinking agent include short-chain glycols such as ethylene glycol, diethylene glycol, butanediol, and hexanediol, and long-chain glycols such as polyethylene glycol. These may be used alone or in combination of two or more.

  The blending amount of the curing agent and the crosslinking agent in such a melamine coating composition is appropriately determined depending on the purpose. The cross-linking agent is based on an equimolar amount of the functional group of the melamine resin and the functional group of the cross-linking agent, and is preferably 10 to 200 parts by weight, more preferably 20 to 150 parts per 100 parts by weight of the melamine resin. Parts by weight. Further, the curing agent is preferably 1 to 10 parts by weight, more preferably 2 to 7 parts by weight with respect to 100 parts by weight of the melamine resin.

  Examples of the solvent include alcohol, ketone, ether, cellosolve, and aromatic hydrocarbon. These solvents are used alone or in combination of two or more.

  As the active energy ray-curable hard coat material, materials described in JP 54-097633 A, JP 03-145602 A, JP 2000-229384 A, and the like can be used. For example, a polyfunctional compound having two or more active energy ray-curable functional groups may be mentioned. As the active energy ray-curable functional group, an unsaturated group such as a (meth) acryloyl group, a vinyl group, or an allyl group may be used. And a group having a (meth) acryloyl group. For example, a poly (meth) acrylate composed of a compound having two or more hydroxyl groups such as polyhydric alcohol and (meth) acrylic acid.

  Specific examples of the poly (meth) acrylate compound include the following compounds. For example, 1,4-butanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, cyclohexanedimethanol di (meth) acrylate, polyethylene glycol di (meth) acrylate , Glycerol tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate , Dipentaerythritol hexa (meth) acrylate, tris (2- (meth) acryloyloxyethyl) isocyanurate, bis (2- (meth) acryloyl) Xylethyl) -2-hydroxylethyl isocyanurate, tris (2- (meth) acryloyloxypropyl) isocyanurate, bisphenol A dimethacrylate, tri (meth) acrylate of ethylene oxide-added trimethylolpropane, tetra (meth) of ethylene oxide-added pentaerythritol Examples include acrylate, hexa (meth) acrylate of ethylene oxide-added dipentaerythritol, hexa (meth) acrylate of caprolactone adduct dipentaerythritol, and the like.

  Preferably, trimethylolpropane poly (meth) acrylate, pentaerythritol poly (meth) acrylate and isocyanurate poly (meth) acrylate are used.

  In addition to the active energy ray-curable functional group, the polyfunctional compound may further include various types such as a hydroxyl group, a carboxyl group, a halogen group, a urethane bond, an ether bond, an ester bond, a thioether bond, an amide bond, and a diorganosiloxane bond. It may have a functional group or a bond. In particular, a (meth) acryloyl group-containing compound having a urethane bond (hereinafter sometimes referred to as “acryl urethane”) is preferred.

  Examples of the acrylic urethane that is the polyfunctional compound include a compound (1) having at least two or more isocyanate groups in one molecule, a compound (2) having at least two or more hydroxyl groups in one molecule, and a hydroxyl group ( And a reaction product with the compound (3) having a (meth) acryloyl group.

  As the compound (1) having at least two isocyanate groups in one molecule, 2,6-tolylene diisocyanate, 2,4-tolylene diisocyanate, diphenylmethane-4,4-diisocyanate, dicyclohexylmethane-4,4 -Diisocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, phenylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, 1,5-naphthalene diisocyanate, cyclohexane diisocyanate, isophorone diisocyanate and the like.

  Examples of the compound (2) having at least two hydroxyl groups in one molecule include ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, cyclohexanedimethanol, diethylene glycol, triethylene glycol, Polyhydric alcohols such as methylolpropane, pentaerythritol, ditrimethylolpropane, dipentaerythritol, tris (2-hydroxyethyl) isocyanurate, polyalkylene glycols such as polyethylene glycol and polypropylene glycol, or the above polyhydric alcohols and polyalkylene glycols Examples thereof include polyester polyols obtained by condensation reaction with polybasic acids (for example, phthalic acid, terephthalic acid, maleic acid, etc.) or anhydrides thereof.

  Specific examples of the compound (3) having a hydroxyl group and a (meth) acryloyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2- Examples include hydroxy-3-chloropropyl (meth) acrylate, 4-hydroxycyclohexyl (meth) acrylate, 2-hydroxy-3-phenyloxypropyl (meth) acrylate, and pentaerythritol acrylate.

  Specific preferred polyfunctional compounds include, as the above-mentioned acrylic urethane, acrylic urethane which is a product of pentaerythritol and its multimer polypentaerythritol, polyisocyanate and hydroxyalkyl (meth) acrylate, or pentaerythritol and poly An acrylic urethane which is a reaction product of a hydroxyl group-containing poly (meth) acrylate of pentaerythritol and a polyisocyanate can be mentioned.

Of the active energy rays for curing, a photopolymerization initiator is used when curing with ultraviolet rays (UV). As the photopolymerization initiator, aryl ketone photopolymerization initiators (for example, acetophenones, benzophenones, benzoins, benzoin ethers, etc.), sulfur-containing photopolymerization initiators (for example, sulfides, thioxanthones, etc.), acyl Examples include phosphine oxide photopolymerization initiators, diacylphosphine oxide photopolymerization initiators, and other photopolymerization initiators.
The amount of the photopolymerization initiator is preferably 0.01 to 20 parts by weight, more preferably 0.1 to 10 parts by weight with respect to 100 parts by weight of the UV curable polyfunctional compound.

  In addition, an organic solvent may be included for the purpose of adjusting to an appropriate viscosity. Examples of the organic solvent include alcohol, ketone, ether, cellosolve, aromatic hydrocarbon and the like. These solvents are used alone or in combination of two or more.

  Other components can be added to the coating composition as long as the properties of the cured film obtained are not impaired. For example, a curing agent for accelerating the reaction, a particulate inorganic material for matching the refractive index with various base materials, and various surfactants for the purpose of improving wettability during coating and smoothness of the cured film. Can be contained.

  In particular, for improving the surface hardness, colloidal silica which is a colloidal dispersion in an organic solvent such as water and / or alcohol of high molecular weight silicic acid is preferably used. Colloidal silica is preferably used in which silica fine particles having a particle diameter of 1 to 100 μm are dispersed. Colloidal silica is preferably used in the range of 5 to 70% by weight in order to improve the adhesion with the antireflection film.

  Moreover, it is possible to disperse a coloring agent (dye and pigment) and a filler, or dissolve an organic polymer to color a coating film. Furthermore, an ultraviolet absorber and an antioxidant can be added.

  The means for applying the coating composition to the substrate (plastic lens) is not particularly limited, and known methods such as a dip method, a spray method, a spin coating method, a bar coating method, a flow coating method, and a roll coating method can be used. Can be adopted. From the viewpoint of surface accuracy, a dip method and a spin coating method are preferably used.

  The coating composition applied on the substrate is cured as follows to form a hard coat layer. In the case of a thermosetting hard coat material, it is carried out by drying and / or heating after application to a substrate.

The drying and / or heating temperature is preferably in the range of 50 to 200 ° C, particularly preferably in the range of 70 to 150 ° C.
Drying and / or heating is performed until the cured film has a sufficient hardness, and the shorter the heating temperature, the better.

  In the case of an active energy ray-curable hard coat material, it is performed by irradiation with active energy rays such as UV rays, electron rays, and lasers after application to a substrate. The active energy ray is not particularly limited, but UV ray is preferable. As the UV ray source, a xenon lamp, a pulse xenon lamp, a low pressure mercury lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a carbon arc lamp, a tungsten lamp, or the like can be used.

  In addition, it is preferable to perform the pre-processing with respect to a base material before application | coating of a coating composition in order to improve the adhesiveness of a base material and a hard-coat layer. For example, chemical treatment using acid, alkali, organic solvent, etc., physical treatment such as plasma and ultraviolet light, cleaning treatment using various detergents, and primer treatment using various resins are exemplified.

  The thickness of the hard coat layer cured by the above method is preferably 1 to 50 μm. If the layer thickness exceeds 50 μm, curing is insufficient and adhesion to the substrate tends to be impaired, and if it is less than 1 μm, the outermost layer formed on this layer has sufficient wear resistance and scratch resistance. There is a fear that it cannot be done.

  If necessary, a single layer or a multilayer antireflection layer may be formed on the cured layer. As constituent components of the antireflection layer, conventionally known ones such as inorganic oxides, fluorides and nitrides are used. Specific examples include silicon dioxide, silicon monoxide, zirconium oxide, tantalum oxide, yttrium oxide, aluminum oxide, titanium oxide, magnesium fluoride, and silicon nitride. Examples of the forming method include a vacuum deposition method, a sputtering method, an ion plating method, and an ion beam assist method. By providing this antireflection layer, the antireflection performance is improved. Furthermore, an antifogging layer may be further formed on the cured layer or the antireflection layer.

  In the polycarbonate resin composition of the present invention, by using a specific phosphorus compound, the molding heat resistance can be improved in a small amount as compared with a conventionally used phosphorus compound. It is suitably used as a spectacle lens, and its industrial effect is exceptional.

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples. The evaluation was performed by the following method.
(1) Quantification of Phosphorus Compound (Phosphorus Stabilizer Used in Examples) 10 mg of a phosphorus compound was dissolved in 25 ml of hexane, and high performance liquid chromatograph (HPLC) measurement was performed under the conditions shown in Table 1 below. Each peak component was separated and isolated for each peak using a fraction collector connected to an HPLC apparatus. After removing the solvent from each isolated component and drying it, each component was weighed to a constant weight, dissolved in hexane to obtain a standard solution, and a calibration curve was prepared. In addition, about the used acetonitrile (AN), isopropanol (IPA), and hexane, what dehydrated with molecular sieves was used.
Reagents Hexane: Acetonitrile for high performance liquid chromatograph manufactured by Wako Pure Chemical Industries, Ltd. Isopropanol for high performance liquid chromatograph manufactured by Wako Pure Chemical Industries, Ltd. Molecular sieves for high performance liquid chromatograph manufactured by Wako Pure Chemical Industries, Ltd. 4A 1/16 manufactured by

(2) Molding heat resistance (residence heat resistance): “Plate for measuring hue before retention” (length 70 mm × width 50 mm) at a cylinder temperature of 350 ° C. for 1 minute using an injection molding machine using the pellets obtained in each example. X thickness 2 mm). Further, after the resin was allowed to stay in the cylinder for 10 minutes, a “flat plate for hue measurement after staying” (length 70 mm × width 50 mm × thickness 2 mm) was formed. The hue of the flat plate before and after the residence was measured with a C light source using SE-2000 manufactured by Nippon Denshoku Co., Ltd., and the color difference ΔE was determined by the following equation. A smaller ΔE indicates better molding heat resistance.
ΔE = {(L−L ′) ² + (aa ′) ² + (b−b ′) ² } ^1/2
Hue of “Plate for measuring hue before staying”: L, a, b
Hue of “plate for measuring hue after residence”: L ′, a ′, b ′

(3) Molding heat resistance (residual molecular weight difference): Viscosity average molecular weight (M) of “color measurement plate before residence” obtained in the test of (2) above and “color measurement plate after residence” The viscosity average molecular weight (M ′) was measured, and the difference ΔM (M−M ′) was determined. A smaller ΔM indicates better molding heat resistance.

(4) Luminous transmittance: “Plate for measuring spectral light transmittance” (length 70 mm × width 50 mm ×) at a cylinder temperature of 300 ° C. and 1 minute cycle by an injection molding machine using pellets obtained in each example. 2 mm thick) was molded. The spectral light transmittance of the flat plate was measured in a wavelength range of 360 nm to 800 nm using a spectrophotometer CARY-5 manufactured by Nihon Varian, and the luminous transmittance was determined according to JIS Z-8701 from the value of the spectral transmittance at each wavelength. wherein luminous transmittance ^{_{= K∫ a b S (λ)}} y (λ) τ (λ) dλ
K = 100 / (∫ _a ^b S (λ) y (λ) dλ)
[Where a is 380, b is 780, S (λ) is the spectral distribution of standard light used for color display, y (λ) is the color matching function, and τ (λ) is the spectral transmittance]. .

(5) Quantification of phenolic hydroxyl terminal group (terminal OH group) of polycarbonate resin-Apparatus and reagent Spectrophotometer: Hitachi spectrophotometer U-3200 was used.
TiCl ₄ solution: Activated carbon was added to 25 g of Wako Pure Chemical Industries (first grade reagent) and distilled, and 20 g of TiCl ₄ obtained was accurately weighed, and 0.25 g of acetic acid (for precision analysis) and methylene chloride were added. The volume was adjusted to 500 mL.
Acetic acid solution; 100 g of 5 g of acetic acid was fixed with methylene chloride.

-Quantitative operation About 0.2 g of the granular polycarbonate resin used in the examples was placed in a 25 mL volumetric flask and accurately weighed, and then about 10 mL of methylene chloride was added and dissolved. After dissolution, 10 mL of the TiCl ₄ solution and ₄ mL of the acetic acid solution were added, and filled to the mark with methylene chloride. After thoroughly shaking and uniform color development, the absorbance at 500 nm was measured using water as a blind value. The absorbance measurement was completed within 5 minutes after the addition of the reagent. The calibration curve was prepared using bisphenol A.

Moreover, the phosphorus stabilizer, mold release agent, ultraviolet absorber, and bluing agent used in Examples and Comparative Examples are as follows.
1. Phosphorus stabilizer A
The trade name P-EPQ (manufactured by Clariant) of a phosphonite compound was used. In addition, the peaks 1-6 in said HPLC measurement conditions are the following phosphorus compounds (refer FIG. 1).
b component
b-1 component (peak 4)
4-bis (2,4-di-tert-butylphenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 4-bis (2,4-di-tert- Butylphenyl) -3'-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert-butylphenyl) -4'-mono (2,4 -Di-tert-butylphenyl) -biphenylenediphosphonite and 3-bis (2,4-di-tert-butylphenyl) -3'-mono (2,4-di-tert-butylphenyl) -biphenylenediphospho 4 component mixture of knight
b-2 component (peak 2)
4,4'-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite, 3,4'-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite and 3,4'-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite 3'-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite ternary mixture
b-3 component (peak 1)
Two-component mixture of 2,4-di-tert-butylphenyl-4-phenyl-phenylphosphonite and 2,4-di-tert-butylphenyl-3-phenyl-phenylphosphonite
c component
c-1 component (peak 6)
Tetrakis (2,4-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -4,3′-biphenylenediphosphonite, and tetrakis Three component mixture of (2,4-di-tert-butylphenyl) -3,3′-biphenylenediphosphonite
c-2 component (peak 3)
Bicomponent mixture of bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis (2,4-di-tert-butylphenyl) -3-phenyl-phenylphosphonite
Other main components (peak 5)
Weight ratio of tris (2,4-di-tert-butylphenyl) phosphite * (total amount of component b and component c) / (weight of phosphorus stabilizer A) = 0.91
* (B component) / (c component) weight ratio = 0.004

2. Phosphorus stabilizer B
Phosphorus stabilizer A was used after being exposed to a constant temperature and humidity machine under an atmosphere of 50 ° C. and 90% RH for 30 minutes.
* Weight ratio of (total amount of component b and component c) / (weight of phosphorus stabilizer B) = 0.91
* (B component) / (c component) weight ratio = 0.014

3. Phosphorus stabilizer C
Phosphorus stabilizer A was used after being exposed to a thermo-hygrostat under an atmosphere of 50 ° C. and 90% RH for 24 hours. In addition, the chart in said HPLC measurement conditions was shown in FIG.
* Weight ratio of (total amount of component b and component c) / (weight of phosphorus stabilizer C) = 0.91
* (B component) / (c component) weight ratio = 0.234

4). Phosphorus stabilizer D
Phosphorus stabilizer A was used after being exposed to a thermo-hygrostat under an atmosphere of 50 ° C. and 90% RH for 30 hours.
* Weight ratio of (total amount of component b and component c) / (weight of phosphorus stabilizer D) = 0.90
* (B component) / (c component) weight ratio = 0.338

5. Phosphorus stabilizer E
A phosphorous stabilizer A that was exposed to a constant temperature and humidity machine under an atmosphere of 50 ° C. and 90% RH for 36 hours was used.
* Weight ratio of (total amount of component b and component c) / (weight of phosphorus stabilizer E) = 0.89
* (B component) / (c component) weight ratio = 0.386

6). Phosphorus stabilizer F
Phosphorus stabilizer A was used after being exposed to a constant temperature and humidity machine under an atmosphere of 50 ° C. and 90% RH for 48 hours.
* Weight ratio of (total amount of component b and component c) / (weight of phosphorus stabilizer F) = 0.89
* (B component) / (c component) weight ratio = 0.676

7). Other phosphorus stabilizers G
Tris (2,4-di-tert-butylphenyl) phosphite represented by the following formula (7) (Irgaphos 168 manufactured by Ciba Specialty Chemicals)

8). Lactone stabilizer H
5,7-Di-ter-butyl-3- (3,4-dimethyl-phenyl-3H-benzofuran-2-one) represented by the following formula (8) [HP-2922 {Ciba Specialty Chemicals Co., Ltd.] It is a 15:85 mixture of HP-136 (lactone stabilizer H) manufactured by Specialty Chemicals and Irganox B291, and Irganox B291 is a phosphorous ester stabilizer Irgaphos 168 manufactured by Ciba Specialty Chemicals and hinder. It is a 2: 1 mixture with dophenol stabilizer Irganox 1076 (shown by the following formula (9)). }]

9. Release agent A (fatty acid ester A)
Glycerol monostearate (Rikenmar S-100A manufactured by Riken Vitamin Co., Ltd., acid value 0.8, purity 97.0% by weight)

10. Release agent B (fatty acid ester B)
Higher alcohol fatty acid ester represented by the following formula (11) (ester of monoalcohol having 10 to 20 carbon atoms and fatty acid having 10 to 20 carbon atoms) and triglyceride represented by the following formula (12) (glycerin and carbon number) Mixture with a ratio of 30:70 (weight ratio) to 10-20 fatty acid ester (RIKENMAL SL-900 manufactured by Riken Vitamin Co., Ltd.)

11. Release agent C (fatty acid ester C)
Full ester of pentaerythritol represented by the following formula (13) and aliphatic carboxylic acid (mainly stearic acid and palmitic acid) (Riken Vitamin Co., Ltd. Riquester EW-400, hydroxyl value 6, iodine value) 0.4, acid value 9, TGA 5% weight reduction temperature 322 ° C., and the total of the stearic acid component area (Ss) and palmitic acid component area (Sp) in the GC / MS method is the total aliphatic carboxylic acid component 94%, and the area ratio (Ss / Sp) is 1.44, and the aliphatic carboxylic acid is derived from animal fats and oils.)

12 UV absorber A
2- (2-hydroxy-5-tert-octylphenyl) benzotriazole represented by the following formula (10) (Chemisorb 79, Chemipro Chemical Co., Ltd.)

13. UV absorber B
2,2′-methylenebis [4- (1,1,3,3-tetramethylbutyl) -6- (2H-benzotriazol-2-yl) phenol] represented by the following formula (11) (Asahi Denka Kogyo Co., Ltd.) ADK STAB LA-31 manufactured by KK

14 UV absorber C
2- (2-hydroxy-3,5-dicumylphenyl) phenylbenzotriazole represented by the following formula (12) (Tinuvin 234 manufactured by Ciba Specialty Chemicals)

15. UV absorber D
2- (2-Hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole represented by the following formula (13) (Tinubin 326 manufactured by Ciba Specialty Chemicals)

16. UV absorber E
2- (4,6-diphenyl-1,3,5-triazin-2-yl) -5-[(hexyl) oxy] -phenol represented by the following formula (14) (Tinubin 1577FF manufactured by Ciba Specialty Chemicals) )

17. UV absorber F
2-hydroxy-4-n-octoxybenzophenone represented by the following formula (15) (Sumisorb-130 manufactured by Sumitomo Chemical Co., Ltd.)

18. Blueing agent A
1- (4-methylphenylamino) -4-hydroxy-9,10-anthraquinone represented by the following formula (16) (“Macrolex Violet B” manufactured by Bayer)

[Examples 1-11, Comparative Examples 1-2]
Table 2 shows phosphorus stabilizers, mold release agents, UV absorbers, etc. based on 100 parts by weight of granular polycarbonate resin obtained by interfacial polymerization from bisphenol A, p-tert-butylphenol (terminal stopper) and phosgene. After adding and mixing as indicated, and extruding and pelletizing at 280 ° C., the various evaluations described above were performed, and the results are shown in Table 2.

Further, using the pellets obtained in Example 1, a concave spectacle lens mold was used under the conditions of a cylinder temperature of 280 to 300 ° C. and a mold temperature of 125 ° C., and a negative spectacle lens (front curvature) by injection compression molding. A radius of 293 mm, a rear curvature radius of -73 mm, a center thickness of 1.5 mm, an edge thickness of 10.0 mm, and a lens outer diameter of 77.5 mm. This lens was excellent in transparency and appearance. A UV curable paint mainly composed of trimethylolpropane tri (meth) acrylate was uniformly applied to the lens by a dip method. After drying at room temperature, it was cured by a UV irradiator under conditions of conveyor speed: 4 m / min, irradiation amount: 650 mJ / cm ² . The appearance was good, and deformation of the lens substrate was not observed before and after UV curing.

It is the figure which showed the chart in the HPLC measurement of the phosphorus stabilizer A used by the comparative example of this invention. It is the figure which showed the chart in the HPLC measurement of the phosphorus stabilizer C used in the Example of this invention.

Explanation of symbols

1. b-3 component peak 2. b-2 component peak 3. c-2 component peak 4. 4. b-1 component peak 5. Peak of tris (2,4-di-tert-butylphenyl) phosphite component c-1 component peak

Claims (8)

(A) 100 parts by weight of the polycarbonate resin (component a), (B) a phosphorus compound represented by the following formula (1) (component b-1), a phosphorus compound represented by the following formula (2) (b) -2 component) and at least one phosphorus compound (b component) selected from the group consisting of the phosphorus compound (b-3 component) represented by the following formula (3): 0.0001 to 0.5 parts by weight, (D) an ester of a monohydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms, and a portion of a polyhydric alcohol having 1 to 25 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms 0.01 to 2.0 parts by weight of at least one mold release agent (component d) selected from the group consisting of esters or total esters and (E) benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazine-based UV It contains 0.01 to 3.0 parts by weight of at least one UV absorber (component e) selected from the group consisting of a collector, a cyclic imino ester UV absorber and a cyanoacrylate UV absorber. A polycarbonate resin composition.

[In formula, Ar < ₁ >, Ar < ₂ > and Ar < ₅ > may be same or different, respectively, and are the C6-C20 aromatic hydrocarbon groups which may have an alkyl substituent. ] (A) For the polycarbonate resin (component a), (B) a phosphorus compound (b-1 component) represented by the following formula (1), a phosphorus compound (b-2 component) represented by the following formula (2) ) And a phosphorus compound (b-3 component) represented by the following formula (3), (C) a phosphorus compound (c-1 component) represented by the following formula (4) and phosphorus represented by the following formula (5) Compound (component c-2), (D) an ester of a monohydric alcohol having 1 to 20 carbon atoms and a saturated fatty acid having 10 to 30 carbon atoms, a polyhydric alcohol having 1 to 25 carbon atoms and the number of carbon atoms At least one mold release agent (d component) selected from the group consisting of partial esters or total esters with 10-30 saturated fatty acids, and (E) benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazines UV absorber, ring Contains at least one UV absorber (component e) selected from the group consisting of an imino ester UV absorber and a cyanoacrylate UV absorber, and includes components b-1 to b- with respect to 100 parts by weight of component a. The total amount of the three components and the components c-1 to c-2 is 0.0005 to 0.5 parts by weight, and the total amount of the components b-1 to b-3 (x parts by weight) and c-1 The weight ratio (x / y) to the total amount (y part by weight) of the component to c-2 component is 0.01 to 2.0, the d component is 0.01 to 2.0 parts by weight, and e A polycarbonate resin composition, wherein the component is 0.01 to 3.0 parts by weight.

[In the formula, Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ may be the same or different and each is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have an alkyl substituent. . ]   The b-1 component is 4-bis (2,4-di-tert-butylphenyl) -4′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 4-bis (2 , 4-Di-tert-butylphenyl) -3′-mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3-bis (2,4-di-tert-butylphenyl) -4 '-Mono (2,4-di-tert-butylphenyl) -biphenylenediphosphonite or 3-bis (2,4-di-tert-butylphenyl) -3'-mono (2,4-di-tert- The polycarbonate resin composition according to claim 1, which is (butylphenyl) -biphenylenediphosphonite.   The b-2 component is 4,4′-bis (2,4-di-tert-butylphenyl) -biphenylenediphosphonite, 3,4′-bis (2,4-di-tert-butylphenyl)- The polycarbonate resin composition according to claim 1 or 2, which is biphenylene diphosphonite or 3,3'-bis (2,4-di-tert-butylphenyl) -biphenylene diphosphonite.   The b-3 component is 2,4-di-tert-butylphenyl-4-phenyl-phenylphosphonite or 2,4-di-tert-butylphenyl-3-phenyl-phenylphosphonite. 2. The polycarbonate resin composition according to 2.   The c-1 component is tetrakis (2,4-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -4,3′-. The polycarbonate resin composition according to claim 2, which is biphenylene diphosphonite or tetrakis (2,4-di-tert-butylphenyl) -3,3'-biphenylene diphosphonite.   The c-2 component includes bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis (2,4-di-tert-butylphenyl) -3-phenyl-phenylphosphonite. The polycarbonate resin composition according to claim 2.   The spectacle lens formed from the polycarbonate resin composition in any one of Claims 1-7.

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