CN111630108A

CN111630108A - Aromatic polycarbonate resin composition and optical molded article

Info

Publication number: CN111630108A
Application number: CN201980009426.4A
Authority: CN
Inventors: 长尾厚史; 永野圭哉; 榊阳一郎; 加藤善彦
Original assignee: Sumika Polycarbonate Ltd
Current assignee: Sumika Polycarbonate Ltd
Priority date: 2018-01-26
Filing date: 2019-01-24
Publication date: 2020-09-04
Anticipated expiration: 2039-01-24
Also published as: TW201936782A; CN111630108B; JP2020125438A; WO2019146693A1; TWI785194B; JP7026682B2; JP2021088712A; KR102577972B1; JPWO2019146693A1; KR20200105950A; JP6894585B2

Abstract

The present application provides an aromatic polycarbonate resin composition comprising an aromatic polycarbonate resin (A), a polyester derivative (B) and a specific aromatic compound (C), wherein the aromatic polycarbonate resin composition comprises, relative to 100 parts by weight of the aromatic polycarbonate resin (A), 0.1 to 2.0 parts by weight of the polyester derivative (B) and 0.0001 to less than 0.05 part by weight of the aromatic compound (C).

Description

Aromatic polycarbonate resin composition and optical molded article

Technical Field

The present invention relates to an aromatic polycarbonate resin composition and an optical molded article.

Background

Polycarbonate resins are excellent in impact resistance, heat resistance, transparency, and the like, and therefore have been conventionally used for molded articles such as light guide plates, various lenses, and labels.

For example, patent document 1 discloses an aromatic polycarbonate resin composition for a light guide plate, which is prepared by blending an aromatic polycarbonate resin having a specific molecular weight and a specific molecular weight distribution with a stabilizer and a release agent.

Patent document 2 discloses a polycarbonate resin composition for optical moldings comprising a polycarbonate resin and a fluorescent whitening agent blended with a specific amount of a bead-shaped crosslinked acrylic resin having a specific diameter.

In addition, for example, as disclosed in patent documents 3 to 6, various resin compositions using a polycarbonate resin and other materials in combination have been proposed for obtaining excellent light transmittance and improving the brightness of an optical member.

Documents of the prior art

Patent document

Patent document 1: japanese patent laid-open publication No. 2007-Asn 204737

Patent document 2: japanese laid-open patent publication No. H09-020860

Patent document 3: japanese patent laid-open publication No. 2011-133647

Patent document 4: japanese laid-open patent publication No. 11-158364

Patent document 5: japanese patent laid-open publication No. 2001-215336

Patent document 6: japanese patent laid-open publication No. 2004-051700

Disclosure of Invention

Problems to be solved by the invention

However, the polycarbonate resin compositions disclosed in patent documents 3 to 6 cannot sufficiently satisfy the recent requirements as a material for light guide plates (in particular, there is no reduction in light transmittance even when molding is performed at high temperatures for thin-wall molding).

In recent years, there has been a growing demand for a material which is less in deterioration of transparency (less in white turbidity or coloring) even when a thin molded article (for example, a light guide plate) of about 0.3mm obtained by molding is exposed to a high temperature condition caused by light irradiation or the like for an extremely long period of time.

An object of the present invention is to provide an aromatic polycarbonate resin composition which has excellent thermal stability and high light transmittance without impairing the properties such as heat resistance and mechanical strength inherent in polycarbonate resins, and which is less likely to cause a decrease in transparency (less likely to cause clouding or coloring) even when a thin molded article (for example, a light guide plate) of about 0.3mm obtained by molding is exposed to high temperatures due to light irradiation or the like for an extremely long period of time.

Means for solving the problems

The present inventors have conducted intensive studies to solve the above problems, and as a result, have found that an aromatic polycarbonate resin composition comprising an aromatic polycarbonate resin (a), a polyester derivative (B) and a specific aromatic compound (C) in predetermined amounts is excellent in thermal stability and high in light transmittance without impairing the properties such as heat resistance and mechanical strength inherent in polycarbonate resins, and that a thin molded article (for example, a light guide plate) of about 0.3mm obtained by molding is less likely to suffer from deterioration in transparency (is less likely to cause cloudiness or coloration) even when exposed to high-temperature conditions caused by light source irradiation or the like for a long period of time, and have completed the present invention.

Specifically, the present invention provides an aromatic polycarbonate resin composition comprising an aromatic polycarbonate resin (a), a polyester derivative (B), and an aromatic compound (C) represented by the following formula, wherein the aromatic polycarbonate resin composition comprises the polyester derivative (B) in an amount of 0.1 to 2.0 parts by weight, and the aromatic compound (C) in an amount of 0.0001 to less than 0.05 part by weight, based on 100 parts by weight of the aromatic polycarbonate resin (a).

Formula (II):

[ chemical formula 1]

Effects of the invention

The polycarbonate resin composition of the present invention has excellent thermal stability and high light transmittance without impairing the properties such as heat resistance and mechanical strength inherent in polycarbonate resins, and the resulting molded article is less likely to have reduced transparency (is less likely to be clouded or colored) even when exposed to high-temperature conditions caused by a harsh sun environment and/or light irradiation for a long period of time. Therefore, even a thin molded article (light guide plate) having a thickness of, for example, about 0.3mm is not likely to suffer from a change in hue and deterioration (degradation) in appearance, and is not likely to suffer from a reduction in transparency (is not likely to suffer from clouding or coloring) even when exposed to a high temperature condition caused by an external environment or a light source for a long time, and is extremely high in industrial utility value.

Detailed Description

The embodiments are described in detail below. However, the above detailed description may be omitted. For example, detailed descriptions of well-known matters and repeated descriptions of substantially the same structures may be omitted. This is to avoid the following description becoming unnecessarily lengthy and readily understandable to those skilled in the art.

The present inventors have provided the following description to fully understand the present invention by those skilled in the art, and do not intend to limit the subject matter described in the scope of claims by these descriptions.

The aromatic polycarbonate resin composition according to the embodiment of the present invention comprises an aromatic polycarbonate resin (a), a polyester derivative (B), and a specific aromatic compound (C), and may contain a phosphorus antioxidant (D), an epoxy compound (E), and/or other components, if necessary.

In the embodiment of the present invention, the "aromatic polycarbonate resin (a)" is not particularly limited as long as the aromatic polycarbonate resin is a polycarbonate resin based on an aromatic compound and the aromatic polycarbonate resin composition targeted by the present invention can be obtained. Examples of the aromatic polycarbonate resin include various polymers obtained by a phosgene method in which a dihydroxy diaryl compound is reacted with phosgene, or a transesterification method in which a dihydroxy diaryl compound is reacted with a carbonic acid ester such as diphenyl carbonate. Representative examples include polycarbonate resins made from 2, 2-bis (4-hydroxyphenyl) propane (bisphenol a).

Examples of the dihydroxy diaryl compound include, in addition to bisphenol a: bis (hydroxyaryl) alkanes such as bis (4-hydroxyphenyl) methane, 1-bis (4-hydroxyphenyl) ethane, 2-bis (4-hydroxyphenyl) butane, 2-bis (4-hydroxyphenyl) octane, bis (4-hydroxyphenyl) phenylmethane, 2-bis (4-hydroxyphenyl-3-methylphenyl) propane, 1-bis (4-hydroxy-3-tert-butylphenyl) propane, 2-bis (4-hydroxy-3-bromophenyl) propane, 2-bis (4-hydroxy-3, 5-dibromophenyl) propane and 2, 2-bis (4-hydroxy-3, 5-dichlorophenyl) propane; bis (hydroxyaryl) cycloalkanes such as 1, 1-bis (4-hydroxyphenyl) cyclopentane and 1, 1-bis (4-hydroxyphenyl) cyclohexane; dihydroxydiaryl ethers such as 4, 4 ' -dihydroxydiphenyl ether and 4, 4 ' -dihydroxy-3, 3 ' -dimethyldiphenyl ether; dihydroxy diaryl sulfides such as 4, 4' -dihydroxy diphenyl sulfide; dihydroxydiaryl sulfoxides such as 4, 4 ' -dihydroxydiphenyl sulfoxide and 4, 4 ' -dihydroxy-3, 3 ' -dimethyldiphenyl sulfoxide; dihydroxy diaryl sulfones such as 4, 4 ' -dihydroxy diphenyl sulfone and 4, 4 ' -dihydroxy-3, 3 ' -dimethyl diphenyl sulfone. They may be used alone or in combination. In addition to these, piperazine, dipiperidinohydroquinone, resorcinol, 4' -dihydroxybiphenyl, and the like may be used in combination.

Further, the dihydroxy diaryl compound may be used in combination with an aromatic compound having a valence of 3 or more, for example, as shown below.

Examples of the above phenol compound having a valence of 3 or more include: phloroglucinol, 4, 6-dimethyl-2, 4, 6-tris- (4-hydroxyphenyl) -heptene, 2, 4, 6-dimethyl-2, 4, 6-tris- (4-hydroxyphenyl) -heptane, 1, 3, 5-tris- (4-hydroxyphenyl) -benzene, 1, 1, 1-tris- (4-hydroxyphenyl) -ethane, and 2, 2-bis- [4, 4- (4, 4' -dihydroxydiphenyl) -cyclohexyl ] -propane, and the like.

The viscosity average molecular weight of the aromatic polycarbonate resin (A) is preferably 10000 to 100000, more preferably 12000 to 30000. When producing the aromatic polycarbonate resin (a), a molecular weight modifier, a catalyst, or the like may be used as necessary.

In the embodiment of the present invention, the polyester derivative (B) is not particularly limited as long as it is a derivative of a polyester compound and the aromatic polycarbonate resin composition targeted by the present invention can be obtained. Such a polyester derivative includes, as a representative example, a polyester derivative represented by the following formula (1).

Formula (1):

RO-(X-O)m(Y-O)n-R’

(wherein R and R' each independently represents a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, X represents a linear or branched alkylene group having 2 to 4 carbon atoms, Y represents a linear or branched alkylene group having 2 to 5 carbon atoms, X and Y may be the same or different, m and n each independently represents 3 to 60, and m + n represents 6 to 120.)

The weight average molecular weight of the polyester derivative represented by the formula (1) is preferably 500 to 8000, more preferably 1000 to 4000.

The polyester derivative represented by the formula (1) may be a commercially available product.

The polyester derivative represented by the formula (1) may be

The following formula (1-1):

RO-(X-O)m(Y-O)n-R’

(wherein R and R' each independently represents a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, X represents a linear alkylene group having 2 to 4 carbon atoms, Y represents a branched alkylene group having 2 to 5 carbon atoms, m and n each independently represents 3 to 60, and m + n represents 8 to 90.)

The polyester derivative shown.

The weight average molecular weight of the polyester derivative represented by the formula (1-1) is preferably 500 to 8000, more preferably 1000 to 4000.

The polyester derivative represented by the formula (1-1) may be any commercially available one.

The polyester derivative represented by the formula (1) may be

The following formula (1-2):

RO-(X-O)m(Y-O)n-R’

(wherein R and R' each independently represents a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, X represents a linear alkylene group having 2 to 4 carbon atoms, Y represents a linear alkylene group having 2 to 5 carbon atoms, X and Y may be the same or different, m and n each independently represents 3 to 60, and m + n represents 6 to 100.)

The polyester derivative shown.

The weight average molecular weight of the polyester derivative represented by the formula (1-2) is preferably 500 to 8000, more preferably 1000 to 4000.

The polyester derivative represented by the formula (1-2) may be a commercially available product.

The polyester derivative represented by the formula (1) may be

The following formula (1-3):

RO-(X-O)m(Y-O)n-R’

(wherein R and R' each independently represents a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, X represents a branched alkylene group having 2 to 4 carbon atoms, Y represents a branched alkylene group having 2 to 5 carbon atoms, X and Y may be the same or different, m and n each independently represents 3 to 60, and m + n represents 6 to 120.)

The polyester derivative shown.

The weight average molecular weight of the polyester derivative represented by the formula (1-3) is preferably 500 to 8000, more preferably 1000 to 4000.

The polyester derivatives represented by the formula (1-3) may be commercially available ones.

The polyester derivative represented by the formula (1) preferably contains at least 1 selected from the group consisting of a polyester derivative represented by the following formula (2), a polyester derivative represented by the formula (3), a polyester derivative represented by the formula (4), a polyester derivative represented by the formula (5), a polyester derivative represented by the formula (6), a polyester derivative represented by the formula (7), a polyester derivative represented by the formula (8), a polyester derivative represented by the formula (9), and a polyester derivative represented by the formula (10).

The polyester derivative represented by the formula (1-1) preferably contains at least 1 selected from the group consisting of a polyester derivative represented by the following formula (2), a polyester derivative represented by the following formula (3), a polyester derivative represented by the following formula (4), a polyester derivative represented by the following formula (5), and a polyester derivative represented by the following formula (6).

The polyester derivative represented by the formula (1-2) preferably contains at least 1 selected from the group consisting of the polyester derivative represented by the formula (7) and the polyester derivative represented by the formula (8).

The polyester derivative represented by the formula (1-3) preferably contains at least 1 selected from the group consisting of the polyester derivative represented by the formula (9) and the polyester derivative represented by the formula (10).

Formula (2):

HO-(CH₂CH₂CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

(wherein m and n each independently represent 3 to 60, and m + n represents 8 to 90.)

The polyester derivative represented by the formula (2) is preferably a modified diol containing a tetramethylene glycol unit and a propylene glycol unit. As such a polyester derivative, commercially available products can be used, and examples thereof include PolyserineDCB-1000 (weight average molecular weight 1000), Polyserine DCB-2000 (weight average molecular weight 2000), and Polyserine DCB-4000 (weight average molecular weight 4000) manufactured by Nichiya Kogyo Co., Ltd.

The weight average molecular weight of the polyester derivative represented by the formula (2) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (3):

HO-(CH₂CH₂CH₂CH₂O)m(CH₂CH₂CH(CH₃)CH₂O)n-H

The polyester derivative represented by the formula (3) is preferably a modified diol comprising a tetramethylene glycol unit and a 2-methyltetramethylene glycol unit. As such a polyester derivative, commercially available products can be used, and for example, PTG-L1000 (weight average molecular weight 1000), PTG-L2000 (weight average molecular weight 2000), PTG-L3000 (weight average molecular weight 3000), and the like manufactured by Gekko Gum chemical industry, Ltd.

The weight average molecular weight of the polyester derivative represented by the formula (3) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (4):

HO-(CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

The polyester derivative represented by formula (4) is preferably a modified diol containing ethylene glycol units and propylene glycol units. As such a polyester derivative, commercially available products can be used, and examples thereof include Unilube50 DE-25 (weight average molecular weight 1750) and Unilube 75DE-25 (weight average molecular weight 1400) manufactured by Nichisu oil Co., Ltd.

The weight average molecular weight of the polyester derivative represented by the formula (4) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (5):

RO-(CH₂CH₂CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

(wherein R represents an alkyl group having 1 to 30 carbon atoms, m and n each independently represent 3 to 60, and m + n represents 8 to 90.)

The polyester derivative represented by the formula (5) is preferably a modified diol which contains a tetramethylene glycol unit and a propylene glycol unit and has a butyl group at one end or a stearyl group at one end. As such a polyester derivative, commercially available products can be used, and examples thereof include Polyserine BC-1000 (having a butyl group at one end and a weight average molecular weight of 1000) and Polyserine SC-1000 (having a stearyl group at one end and a weight average molecular weight of 1000) manufactured by Nichiya oil (Ltd.).

The weight average molecular weight of the polyester derivative represented by the formula (5) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (6):

RO-(CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

The polyester derivative represented by formula (6) is preferably a modified diol which contains ethylene glycol units and propylene glycol units and has a butyl group at one end or a stearyl group at one end. As such a polyester derivative, commercially available products can be used, for example, Unilube50 MB-11 (one end is butyl group and weight average molecular weight is 1000), Unilube50MB-26 (one end is butyl group and weight average molecular weight is 2000), Unilube50 MB-72 (one end is butyl group and weight average molecular weight is 3000), Unilube 10MS-250KB (one end is stearyl group and weight average molecular weight is 2000) and the like, which are manufactured by Nikko Switzerland Co., Ltd.

The weight average molecular weight of the polyester derivative represented by the formula (6) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (7):

HO-(CH₂CH₂CH₂CH₂O)m(CH₂CH₂O)n-H

The polyester derivative represented by formula (7) is preferably a modified diol comprising tetramethylene glycol units and ethylene glycol units. As such a polyester derivative, commercially available products can be used, and examples thereof include PolyserineDC3000E (weight average molecular weight 3000) and Polyserine DC1800E (weight average molecular weight 1800) manufactured by Nichiya oil Co., Ltd.

The weight average molecular weight of the polyester derivative represented by the formula (7) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (8):

HO-(CH₂CH₂CH₂CH₂O)p-H

(wherein p represents 6 to 100.)

The polyester derivative represented by the formula (8) is preferably polytetramethylene glycol. As such a polyester derivative, commercially available products can be used, and for example, PTG-650SN (weight average molecular weight 650), PTG-850SN (weight average molecular weight 850), PTG-1000SN (weight average molecular weight 1000), PTG-1400SN (weight average molecular weight 1400), PTG-2000SN (weight average molecular weight 2000), PTG-2900 (weight average molecular weight 2900) and the like manufactured by Sakuwa chemical industry, Ltd.

The weight average molecular weight of the polyester derivative (polytetramethylene glycol) represented by the formula (8) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (9):

formula (II): HO- (CH)₃)CH₂O)q-H

(wherein q represents 7 to 120.)

The polyester derivative represented by formula (9) is preferably polypropylene glycol. As such a polyester derivative, commercially available products can be used, and examples thereof include Polyglycol P2000P (weight average molecular weight 2000) manufactured by Dow chemical, Uniol D-1000 (weight average molecular weight 1000), Uniol D-2000 (weight average molecular weight 2000), and Uniol D-4000 (weight average molecular weight 4000) manufactured by Nichiki Kabushiki Kaisha.

The weight average molecular weight of the polyester derivative (polypropylene glycol) represented by formula (9) is preferably 500 to 8000, more preferably 1000 to 4000.

Formula (10):

HO-(CH(C₂H₅)CH₂O)r-H

(wherein r represents 6 to 100.)

The polyester derivative represented by the formula (10) is preferably polytetramethylene glycol. As such a polyester derivative, commercially available products can be used, and examples thereof include Uniol PB-500 (weight average molecular weight 500), Uniol PB-1000 (weight average molecular weight 1000), and Uniol PB-2000 (weight average molecular weight 2000) manufactured by Nichisu oil Co., Ltd.

The weight average molecular weight of the polyester derivative (polytetramethylene glycol) represented by the formula (10) is preferably 500 to 8000, more preferably 1000 to 4000.

The polyester derivative represented by the above general formula (1) has high heat resistance as a whole, and a molded article obtained by molding an aromatic polycarbonate resin composition containing the polyester derivative at high temperature has high brightness and high light transmittance.

The polyester derivatives represented by the above formulae (1) to (10) may contain repeating units other than the repeating units described in the formulae, as long as the aromatic polycarbonate resin composition and the optical molded article targeted by the present invention can be obtained. Examples of such a repeating unit include: a repeating unit based on impurities that may be contained in the starting material of the polyester derivative, a repeating unit based on an initiator (polymerization initiator) used at the time of polymerization, and the like.

When a polymerization initiator is used, the following compounds can be exemplified as the polymerization initiator. Examples thereof include hydrogenated bisphenol A, isosorbide, glycerin, pentaerythritol, sorbitol, and glucose.

As such a polyester derivative containing a repeating unit based on a polymerization initiator, there can be exemplified Polyserine60DB-2000H (manufactured by Nichii oil Co., Ltd.) corresponding to the above formula (2) (see formula 2-2).

Formula (2-2):

[ chemical formula 2]

(wherein m1+ m2 corresponds to m of formula (2) and n1+ n2 corresponds to n of formula (2))

The weight average molecular weight of the polyester derivative represented by the formula (2-2) is preferably 500 to 8000, more preferably 1000 to 4000.

Further, since the polyester derivative (B) used in the present invention has appropriate lipophilicity, it is excellent in compatibility with the aromatic polycarbonate resin (a), and therefore, the transparency of a molded article obtained from an aromatic polycarbonate resin composition containing the polyester derivative (B) can be maintained without lowering the transparency. The weight average molecular weight of the polyester derivative (B) is preferably 500 to 8000, more preferably 1000 to 4000.

The CPR (unit: dimensionless) (controlled polymerization Rate: an index showing the amount of the basic substance in the polyether derivative, measured in accordance with JIS K1557-4) of the polyester derivative (B) used in the present invention is preferably 2.0 or less, more preferably 1.0 or less. When the CPR is 2.0 or less, the polyester derivative (B) has excellent compatibility with the polycarbonate resin, is suppressed in decomposition and deterioration, has excellent storage stability, and is less likely to adversely affect the hue of the obtained polycarbonate resin composition. For example, the CPR corresponding to PolyserineDCB-2000 of the polyester derivative (B) represented by the above formula (2) is less than 1.0, the CPR corresponding to Polyserine60DB-2000H (manufactured by Nichio oil Co., Ltd.) of the polyester derivative (B) represented by the above formula (2) is less than 1.0, and the CPR corresponding to PTG-1000SN (manufactured by Gekko Swinhonis chemical Co., Ltd.) of the polyester derivative (B) represented by the above formula (8) is less than 1.0.

The pH (measured according to JIS K1557-5) of the polyester derivative (B) used in the present invention is preferably 5.0 or more and less than 7.5, more preferably 6.0 or more and less than 7.0. When the pH of the polyester derivative (B) is 5.0 or more and less than 7.5, decomposition and deterioration are suppressed, the storage stability is excellent, and the hue of the obtained polycarbonate resin composition is less likely to be adversely affected. For example, the pH of Polyserine DCB-2000 corresponding to the polyester derivative (B) represented by the above formula (2) was 6.7, the pH of Polyserine60DB-2000H (manufactured by Nichiya oil Co., Ltd.) corresponding to the polyester derivative (B) represented by the above formula (2) was 6.8, and the pH of PTG-1000SN (manufactured by Saoku chemical industry Co., Ltd.) corresponding to the polyester derivative (B) represented by the above formula (8) was 6.7.

The temperature at which 90% by weight of the polyester derivative (B) used in the present invention (or the temperature at which the weight loss rate is 10%) is measured by thermogravimetry according to JIS K7120 is preferably 300 ℃ or more, and more preferably 330 ℃ or more. When the temperature at which 90% by weight of the polyester derivative (B) is equal to or higher than 300 ℃, decomposition and deterioration are suppressed, the storage stability is excellent, and the hue of the obtained polycarbonate resin composition is less likely to be adversely affected. For example, the temperature at which 90% by weight of Polyserine DCB-2000 corresponding to the polyester derivative (B) represented by the above formula (2) is reached is 330 ℃ and the temperature at which 90% by weight of Polyserine60DB-2000H (manufactured by Nichio oil Co., Ltd.) corresponding to the polyester derivative (B) represented by the above formula (2) is reached is 400 ℃.

The amount of the polyester derivative is 0.1 to 2.0 parts by weight, preferably 0.3 to 1.8 parts by weight, based on 100 parts by weight of the aromatic polycarbonate resin (A). When the amount of the polyester derivative is less than 0.1 part by weight, the effect of improving the light transmittance and the hue may be insufficient. In contrast, in the case where the amount of the polyester derivative is more than 2.0 parts by weight, the fogging rate may increase and the light transmittance may decrease.

The aromatic polycarbonate resin composition according to the embodiment of the present invention contains a polyester derivative (B) and an aromatic compound (C) represented by the following formula as essential components. By using the polyester derivative (B) and the aromatic compound (C) in combination as described above, it is possible to prevent deterioration such as deterioration due to the use state of a molded article comprising the obtained aromatic polycarbonate resin composition and deterioration due to aging while maintaining excellent optical characteristics required for an optical molded article.

For example, it is possible to effectively prevent thermal deterioration (cloudiness or coloration) of an optical molded article molded from the aromatic polycarbonate resin composition due to long-term illumination with a light source (such as an LED light source). When an optical molded article is subjected to severe conditions such as sun exposure and/or is continuously irradiated with light for a long time, the temperature of the surface of the molded article may increase, and thermal degradation of the aromatic polycarbonate resin (a) contained in the aromatic polycarbonate resin composition may progress. In addition, the polyester derivative (B) in the resin composition may be modified to impair the transparency (brightness or light transmittance) expected for an aromatic polycarbonate resin composition used in a general optical molded article, and the surface of the molded article may be clouded or colored (light to dark).

The present inventors have conducted intensive studies in view of the above problems, and as a result, have completed the present invention with attention paid to the following ideas: the specific aromatic compound (C) of the following formula is particularly effective as a compound for suppressing deterioration such as modification of the polyester derivative (B), and by adding the specific aromatic compound (C) to the polyester derivative (B) in advance or adding the specific aromatic compound (C) before melt-kneading for obtaining the aromatic polycarbonate resin composition, deterioration of the polyester derivative (B) in a molded article can be suppressed to reduce or alleviate the phenomenon of cloudiness or coloring (light to dark coloring).

Formula (II):

[ chemical formula 3]

The amount of the aromatic compound (C) used in the embodiment of the present invention is 0.0001 to less than 0.05 part by weight, preferably 0.0005 to 0.003 part by weight, based on 100 parts by weight of the aromatic polycarbonate resin (a). When the amount of the aromatic compound (C) is less than 0.0001 part by weight, the effect of suppressing cloudiness or coloring is insufficient. On the other hand, when the amount of the aromatic compound (C) is 0.05 parts by weight or more, high levels of light transmittance and hue required for the optical molded article may not be achieved, which is not desirable.

The aromatic polycarbonate resin composition according to the embodiment of the present invention may further contain a phosphorus antioxidant (D). As described above, when the aromatic polycarbonate resin composition contains the polyester derivative (B), the specific aromatic compound (C) and the phosphorus antioxidant (D) in combination, it is possible to prevent deterioration such as deterioration due to the use state and deterioration due to aging, without deteriorating the initial optical properties of a molded article containing the obtained aromatic polycarbonate resin composition in particular, while maintaining the improvement in the excellent optical properties required for an optical molded article.

The phosphorus antioxidant is not particularly limited as long as the aromatic polycarbonate resin composition targeted by the present invention can be obtained, but preferably contains a phosphite ester compound having the following phosphite ester structure.

[ chemical formula 4]

In the aromatic polycarbonate resin composition according to the embodiment of the present invention, the phosphorus antioxidant (D) preferably contains at least 1 or more compounds selected from the group consisting of a phosphite ester compound represented by the following formula (11), a phosphite ester compound represented by the following formula (12), a phosphite ester compound represented by the following formula (13), and a phosphite ester compound represented by the following formula (14).

The phosphorus-based antioxidant (D) preferably contains a compound represented by the following formula (11), for example.

Formula (11):

[ chemical formula 5]

(in the formula, R¹Represents an alkyl group having 1 to 20 carbon atoms, and a represents an integer of 0 to 3)

In the above formula (11), R¹The alkyl group has 1 to 20 carbon atoms, and more preferably 1 to 10 carbon atoms.

Examples of the compound represented by formula (11) include: triphenyl phosphite, tricresyl phosphite, tris (2, 4-di-t-butylphenyl) phosphite, trisnonylphenyl phosphite, and the like. Among them, tris (2, 4-di-t-butylphenyl) phosphite is particularly preferable, and is commercially available, for example, in the form of Irgafos168 (Irgafos, a registered trademark of BASF societas europaea) manufactured by BASF corporation.

The phosphorus-based antioxidant (D) preferably contains a compound represented by the following formula (12), for example.

Formula (12):

[ chemical formula 6]

(in the formula, R²、R³、R⁵And R⁶Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group. R⁴Represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. X represents a single bond, a sulfur atom or formula: -CHR⁷- (herein, R)⁷Represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 5 to 8 carbon atoms). A represents an alkylene group having 1 to 8 carbon atoms or formula: COR⁸- (therein)，R⁸Represents a single bond or an alkylene group having 1 to 8 carbon atoms, and represents a bond on the oxygen side). One of Y and Z represents a hydroxyl group, an alkoxy group having 1 to 8 carbon atoms, or an aralkyloxy group having 7 to 12 carbon atoms, and the other represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. )

In the formula (12), R²、R³、R⁵And R⁶Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group.

Examples of the alkyl group having 1 to 8 carbon atoms include: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-pentyl, isooctyl, tert-octyl, 2-ethylhexyl, and the like. Examples of the cycloalkyl group having 5 to 8 carbon atoms include: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and the like. Examples of the alkylcycloalkyl group having 6 to 12 carbon atoms include: 1-methylcyclopentyl, 1-methylcyclohexyl, 1-methyl-4-isopropylcyclohexyl, and the like. Examples of the aralkyl group having 7 to 12 carbon atoms include: benzyl, α -methylbenzyl, α -dimethylbenzyl, and the like.

R is as defined above²、R³And R⁵Each independently preferably an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms or an alkylcycloalkyl group having 6 to 12 carbon atoms. In particular, R²And R⁵Each independently of the other, a tertiary alkyl group such as a tert-butyl group, a tert-amyl group or a tert-octyl group, a cyclohexyl group or a 1-methylcyclohexyl group is preferred. In particular, R³Preferably an alkyl group having 1 to 5 carbon atoms such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-pentyl group and the like, and more preferably a methyl group, a tert-butyl group or a tert-pentyl group.

R is as defined above⁶Preferably a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 5 to 8 carbon atoms, and more preferably an alkyl group having 1 to 5 carbon atoms such as a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group or a tert-pentyl group.

In the formula (12), R⁴Represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. Examples of the alkyl group having 1 to 8 carbon atomsSuch as those mentioned above for R²、R³、R⁵And R⁶The alkyl group exemplified in the description of (1). In particular, R⁴Preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydrogen atom or a methyl group.

In formula (12), X represents a single bond, a sulfur atom or a formula: -CHR⁷-a group as shown. Here, the formula: -CHR⁷R in (A-C)⁷Represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 5 to 8 carbon atoms. Examples of the alkyl group having 1 to 8 carbon atoms and the cycloalkyl group having 5 to 8 carbon atoms include those mentioned above for R²、R³、R⁵And R⁶Alkyl and cycloalkyl groups exemplified in the description of (1). In particular, X is preferably a single bond, a methylene group, or a methylene group substituted with a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, or the like, and more preferably a single bond.

In the formula (12), A represents an alkylene group having 1 to 8 carbon atoms or a formula: COR⁸-a group as shown. Examples of the alkylene group having 1 to 8 carbon atoms include: methylene, ethylene, propylene, butylene, pentamethylene, hexamethylene, octamethylene, 2-dimethyl-1, 3-propylene, etc., preferably propylene. In addition, the formula: COR⁸R in (A-C)⁸Represents a single bond or an alkylene group having 1 to 8 carbon atoms. As a representation of R⁸Examples of the alkylene group having 1 to 8 carbon atoms include the alkylene groups exemplified in the description of A. R⁸Preferably a single bond or ethylene. In addition, the formula: COR⁸-is a bond on the oxygen side, meaning that the carbonyl group is bonded to the oxygen atom of the phosphite group.

In the formula (12), one of Y and Z represents a hydroxyl group, an alkoxy group having 1 to 8 carbon atoms or an aralkyloxy group having 7 to 12 carbon atoms, and the other represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, examples of the alkoxy group having 1 to 8 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, a tert-butoxy group and a pentoxy group, examples of the aralkyloxy group having 7 to 12 carbon atoms include a benzyloxy group, an α -methylbenzyloxy group and a α -dimethylbenzyloxy group, examples of the alkyl group having 1 to 8 carbon atoms include the above-mentioned R²、R³、R⁵And R⁶The alkyl group exemplified in the description of (1).

Examples of the compound represented by formula (12) include: 2, 4, 8, 10-tetra-tert-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl) propoxy ] dibenzo [ d, f ] [1, 3, 2] dioxaphosphepin, 6- [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propoxy ] -2, 4, 8, 10-tetra-tert-butylbenzo [ d, f ] [1, 3, 2] dioxaphosphepin, 6- [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propoxy ] -4, 8-di-tert-butyl-2, 10-dimethyl-12H-dibenzo [ d, g ] [1, 3, 2] dioxaphosphepin, 6- [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionyloxy ] -4, 8-di-tert-butyl-2, 10-dimethyl-12H-dibenzo [ d, g ] [1, 3, 2] dioxaphosphepin, and the like. Among them, in the case of using the obtained aromatic polycarbonate resin composition particularly in the field where optical characteristics are required, 2, 4, 8, 10-tetra-tert-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl) propoxy ] dibenzo [ d, f ] [1, 3, 2] dioxaphosphepin is preferable, and for example, it can be commercially obtained in the form of Sumilizer GP ("Sumilizer" is a registered trademark) manufactured by sumitomo chemical corporation.

The phosphorus-based antioxidant (D) preferably contains a compound represented by the following formula (13), for example.

Formula (13):

[ chemical formula 7]

(in the formula, R⁹And R¹⁰Each independently represents an alkyl group having 1 to 20 carbon atoms or an aryl group optionally substituted with an alkyl group, and b and c each independently represent an integer of 0 to 3. )

Examples of the compound represented by formula (13) include: bis (2, 4-di-t-butylphenyl) pentaerythritol diphosphite, phenyl bisphenol A pentaerythritol diphosphite, and the like. Bis (2, 4-di-t-butylphenyl) pentaerythritol diphosphite is commercially available under the product name "ADK STAB PEP-24G" manufactured by the company ADEKA. Commercially available as ADK STAB PEP-36 (ADK STAB is a registered trademark) manufactured by ADEKA corporation.

The phosphorus-based antioxidant (D) preferably contains a compound represented by the following formula (14), for example.

Formula (14):

[ chemical formula 8]

(in the formula, R¹¹～R¹⁸Each independently represents an alkyl group or an alkenyl group having 1 to 3 carbon atoms. R¹¹And R¹²、R¹³And R¹⁴、R¹⁵And R¹⁶、R¹⁷And R¹⁸Optionally bonded to each other to form a ring. R¹⁹～R²²Each independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. d to g are each independently an integer of 0 to 5. X¹～X⁴Each independently represents a single bond or a carbon atom. X¹～X⁴In the case of a single bond, R is excluded from the general formula (14)¹¹～R²²To the single bond. )

Specific examples of the compound represented by the formula (14) include bis (2, 4-dicumylphenyl) pentaerythritol diphosphite. It is commercially available under the trade name "Doverphos (registered trade name) S-9228" manufactured by Dover Chemical company and under the trade name "ADK STAB PEP-45" (bis (2, 4-dicumylphenyl) pentaerythritol diphosphite) manufactured by ADEKA company.

The above aromatic polycarbonate resin composition preferably satisfies at least 1 selected from the following cases:

the phosphite ester compound represented by the above formula (11) comprises tris (2, 4-di-t-butylphenyl) phosphite;

the phosphite ester compound represented by the above formula (12) comprises 2, 4, 8, 10-tetra-tert-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl) propoxy ] dibenzo [ d, f ] [1, 3, 2] dioxaphosphepin;

the phosphite ester compound represented by the above formula (13) comprises 3, 9-bis (2, 6-di-tert-butyl-4-methylphenoxy) -2, 4, 8, 10-tetraoxa-3, 9-diphosphaspiro [5, 5] undecane; and

the phosphite compound represented by the above formula (14) comprises bis (2, 4-dicumylphenyl) pentaerythritol diphosphite.

The amount of the phosphorus antioxidant (D) is preferably 0.5 part by weight or less, more preferably 0.02 to 0.2 part by weight, based on 100 parts by weight of the aromatic polycarbonate resin (A).

In addition to the above components, in the aromatic polycarbonate resin composition of the embodiment, for example, an ultraviolet absorber which is a component for further improving the weather resistance of the obtained aromatic polycarbonate resin composition can be suitably used according to the use of a molded article obtained by molding the aromatic polycarbonate resin composition.

As the ultraviolet absorber, for example, ultraviolet absorbers usually blended in polycarbonate resins such as benzotriazole compounds, triazine compounds, benzophenone compounds, and oxalic anilide compounds can be used alone or in combination of 2 or more kinds thereof.

Examples of the benzotriazole-based compound include: 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chloro-2H-benzotriazole, 2- (3, 5-di-tert-pentyl-2-hydroxyphenyl) -2H-benzotriazole, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (3, 4, 5, 6-tetrahydrophthalimidomethyl) phenol, 2- (2-hydroxy-4-octyloxyphenyl) -2H-benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole, 2- (3-hydroxy-5-tert-octylphenyl) -2H-benzotriazole, and mixtures thereof, 2- [2 '-hydroxy-3, 5-bis (1, 1-dimethylbenzyl) phenyl ] -2H-benzotriazole, 2' -methylenebis [6- (2H-benzotriazol-2-yl) 4- (1, 1, 3, 3-tetramethylbutyl) phenol ], and the like. Among them, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole and the like are particularly preferable, and for example, TINUVIN 329(TINUVIN is a registered trademark) manufactured by BASF corporation, Seesorb 709 manufactured by Shipro chemical corporation, kemisorb p79 manufactured by Chemipro chemical corporation and the like are commercially available.

Examples of the triazine compound include: 2, 4-diphenyl-6- (2-hydroxyphenyl-4-hexyloxyphenyl) 1, 3, 5-triazine, 2- [4, 6-bis (2, 4-dimethylphenyl) -1, 3, 5-triazin-2-yl ] -5- (octyloxy) phenol, 2- (4, 6-diphenyl-1, 3, 5-triazin-2-yl) -5- [ (hexyl) oxy ] phenol and the like, for example, TINUVIN 1577 manufactured by BASF corporation and the like are commercially available.

Examples of the oxalanilide compound include sanduvo VSU manufactured by clariant japan (ltd.) and the like, which are commercially available.

Examples of the benzophenone-based compound include: 2, 4-dihydroxybenzophenone, 2-hydroxy-4-n-octoxybenzophenone, and the like.

The amount of the ultraviolet absorber is 0 to 1.0 part by weight, preferably 0 to 0.5 part by weight, based on 100 parts by weight of the aromatic polycarbonate resin (A). When the amount of the ultraviolet absorber is more than 1.0 part by weight, the initial hue of the obtained aromatic polycarbonate resin composition may be lowered. When the amount of the ultraviolet absorber is 0.1 parts by weight or more, the effect of further improving the weather resistance of the aromatic polycarbonate resin composition is effectively exhibited.

The aromatic polycarbonate resin composition according to the embodiment of the present invention may contain an epoxy compound (E). As described above, when the aromatic polycarbonate resin composition contains the polyester derivative (B), the specific aromatic compound (C) and the epoxy compound (E) together, it is possible to prevent deterioration such as deterioration due to the use state and deterioration due to aging without deteriorating the initial optical characteristics of a molded article containing the obtained aromatic polycarbonate resin composition while maintaining the improvement in the excellent optical characteristics required for an optical molded article.

The epoxy compound (E) is not particularly limited as long as it has at least 1 epoxy group in the molecule and can give the aromatic polycarbonate resin composition targeted by the present invention. The epoxy compound (E) may include, for example, 3, 4-epoxycyclohexanecarboxylic acid 3 ', 4' -epoxycyclohexylmethyl ester, epoxidized soybean oil, -caprolactone-modified 3, 4-epoxycyclohexanecarboxylic acid 3 ', 4' -epoxycyclohexylmethyl ester, epoxy group-containing acrylic/styrenic polymer, 2-bis (4-hydroxycyclohexyl) propane-diglycidyl ether, and the like. The epoxy compound (E) preferably comprises 3, 4-epoxycyclohexanecarboxylic acid 3 ', 4' -epoxycyclohexylmethyl ester.

The aromatic polycarbonate resin composition according to the embodiment of the present invention preferably contains the epoxy compound (E) in an amount of 0.001 to 0.2 parts by mass, more preferably 0.002 to 0.1 parts by mass, and particularly preferably 0.005 to 0.05 parts by mass, based on 100 parts by mass of the aromatic polycarbonate resin (a).

When the aromatic polycarbonate resin composition according to the embodiment of the present invention contains 0.001 to 0.2 parts by mass of the epoxy compound (E) per 100 parts by mass of the aromatic polycarbonate resin (a), the initial optical properties (the cumulative transmittance and the yellowness) of a molded article containing the obtained aromatic polycarbonate resin composition can be improved while maintaining the improvement in the excellent optical properties required for the optical molded article, and the deterioration such as deterioration due to the use state and aging deterioration can be prevented.

In the aromatic polycarbonate resin composition of the embodiment, various additives such as a heat stabilizer, other antioxidant, colorant, mold release agent, softener, antistatic agent, impact modifier, and the like, and polymers other than the aromatic polycarbonate resin (a) may be appropriately blended within a range not to impair the effects of the present invention.

The aromatic polycarbonate resin composition according to the embodiment of the present invention may be produced by mixing the aromatic polycarbonate resin (a), the polyester derivative (B) and the specific aromatic compound (C), and if necessary, mixing the phosphorus antioxidant (D), the epoxy compound (E), the various additives, and a polymer other than the aromatic polycarbonate resin (a). The production method is not particularly limited as long as the aromatic polycarbonate resin composition targeted by the present invention can be obtained, and the kinds and amounts of the respective components can be appropriately adjusted. The method of mixing the components is not particularly limited, and examples thereof include a method of mixing by a known mixer such as a tumbler and a ribbon blender, and a method of melt-kneading by an extruder. By these methods, pellets of the aromatic polycarbonate resin composition can be easily obtained. The specific aromatic compound (C) may be mixed before melt-kneading, or may be added to or mixed with the polyester derivative (B) in advance.

The shape and size of the pellets of the aromatic polycarbonate resin composition obtained as described above are not particularly limited, and may be those of general resin pellets. For example, the shape of the pellet includes: elliptical cylinder, cylindrical, etc. The size of the pellet is preferably about 2 to 8mm in length, and in the case of an elliptic cylindrical shape, the major diameter of the cross-sectional ellipse is preferably about 2 to 8mm, and the minor diameter is preferably about 1 to 4mm, and in the case of a cylindrical shape, the diameter of the cross-sectional circle is preferably about 1 to 6 mm. The size of each of the obtained pellets may be 1 pellet, the size of all the pellets forming the pellet aggregate may be the same, or the average value of the pellet aggregates may be the same, and is not particularly limited.

The optical molded article according to the embodiment of the present invention can be obtained by molding the above aromatic polycarbonate resin composition.

The method for producing the optical molded article is not particularly limited as long as the optical molded article targeted by the present invention can be obtained, and examples thereof include a method of molding an aromatic polycarbonate resin composition by a known injection molding method, compression molding method, or the like.

The optical molded article of the present invention is suitable for use as a light guide plate, a surface light emitting material, a light guide film, a light guide for a vehicle, a sign, or the like.

As described above, the embodiments have been described as examples of the present invention. However, the technique of the present invention is not limited to this, and can be applied to an embodiment in which modifications, substitutions, additions, omissions, and the like are appropriately made.

Examples

The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. Unless otherwise specified, "part" and "%" are based on weight, respectively.

As the raw material, the following materials were used.

1. Aromatic polycarbonate resin (a):

polycarbonate resin synthesized from bisphenol A and phosgene

Viscosity average molecular weight: 15000 SD POLYCA 200-80 (trade name) manufactured by Sunghua Polycarbonate, Inc. ("SD POLYCA") is a registered trademark of Sunghua Polycarbonate, hereinafter also referred to as "PC" or (A1)

2. Polyester derivative (B):

2-1. modified diols comprising tetramethylene glycol units and propylene glycol units (random copolymerization)

Weight average molecular weight: 2000, pH: 6.7(JIS K1557-5), Polyserine DCB-2000 (trade name) manufactured by Nichisu oil Co., Ltd., hereinafter also referred to as (B1)

2-2. modified diols comprising tetramethylene glycol units and propylene glycol units (random copolymerization)

Weight average molecular weight: 1000, pH: 6.8(JIS K1557-5), Polyserine DCB-1000 (trade name) manufactured by Nichisu oil Co., Ltd., hereinafter also referred to as (B2)

2-3. modified diols comprising tetramethylene glycol units and ethylene glycol units (random copolymerization)

Weight average molecular weight: 3000 Polyserine DC-3000E (trade name) manufactured by Nichiya oil Co., Ltd., hereinafter also referred to as (B3)

2-4. modified diol comprising tetramethylene glycol unit and propylene glycol unit and having butyl group at one end (random copolymerization)

Weight average molecular weight: 1000 Polyserine BC-1000 (trade name) manufactured by Nichiya oil Co., Ltd., hereinafter also referred to as (B4)

2-5 modified diols comprising ethylene glycol units and propylene glycol units (random copolymerization)

Weight average molecular weight: 1750 Unilube50 DE-25 (trade name) manufactured by Nichida oil Co., Ltd., hereinafter referred to as (B5)

2-6. modified diols comprising ethylene glycol unit and propylene glycol unit and having a butyl group at one end (random copolymerization)

Weight average molecular weight: 2000, Unilube50MB-26 (trade name) manufactured by Nichiya oil Co., Ltd., hereinafter also referred to as (B6)

2-7 polypropylene glycol

Weight average molecular weight: 2000, Polyglycol P2000P (trade name) manufactured by Dow chemical, hereinafter also referred to as (B7)

2-8 polytetramethylene glycol

Weight average molecular weight: 1000 PTG-1000SN (trade name) manufactured by Baotu Guo chemical industry Co., Ltd., hereinafter also referred to as (B8)

2-9. modified diols comprising tetramethylene glycol units and 2-methyltetramethylene glycol units (random copolymerization)

Weight average molecular weight: 2000, PTG-L2000 (trade name) manufactured by Baotu chemical industry Co., Ltd., hereinafter also referred to as (B9)

3. Aromatic compound (C):

3, 5-di-tert-butyl-4-hydroxytoluene

[ manufactured by Wako pure chemical industries, Ltd., hereinafter also referred to as (C1) ]

4. Phosphorus antioxidant (D):

4-1. Tris (2, 4-di-tert-butylphenyl) phosphite of the formula

[ chemical formula 9]

Irgafos168 (trade name) manufactured by BASF corporation, hereinafter also referred to as (D1)

4-2. 2, 4, 8, 10-tetra-tert-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl) propoxy ] dibenzo [ d, f ] [1, 3, 2] dioxaphosphepin diene of the formula

[ chemical formula 10]

[ Sumilizer GP (trade name) manufactured by Sumitomo chemical Co., Ltd., hereinafter also referred to as "D2" ]

4-3 bis (2, 4-dicumylphenyl) pentaerythritol diphosphite of the formula (IUPAC name: 3, 9-bis [2, 4-bis (. alpha.,. alpha. -dimethylbenzyl) phenoxy ] -2, 4, 8, 10-tetraoxa-3, 9-diphosphaspiro [5.5] undecane)

[ chemical formula 11]

[ Doverphos S-9228 (trade name) manufactured by Dover Chemical Co., Ltd., hereinafter also referred to as "D3" ]

4-4 bis (2, 6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite of the formula (IUPAC name: 3, 9-bis (2, 6-di-tert-butyl-4-methylphenoxy) -2, 4, 8, 10-tetraoxa-3, 9-diphosphaspiro [5, 5] undecane)

[ chemical formula 12]

[ ADK STAB PEP-36 (trade name) manufactured by ADEKA, hereinafter also referred to as "D4" ]

5. Epoxy Compound (E)

3, 4-Epoxycyclohexanecarboxylic acid 3 ', 4' -epoxycyclohexylmethyl ester

[ Celloxide2021P (trade name) manufactured by Daicel chemical industry, hereinafter also referred to as "E1" ]

(examples 1 to 33 and comparative examples 1 and 2)

Each of the above raw materials was put into a tumbler at the ratio shown in tables 1 to 4, dry-mixed for 10 minutes, and then melt-kneaded at a melting temperature of 220 ℃ using a twin-screw extruder (TEX 30. alpha. manufactured by Japan Steel works, Ltd.) to obtain pellets of each of the aromatic polycarbonate resin compositions of examples 1 to 33 and comparative examples 1 and 2.

In example 7, the compound (C) and the compound (B) were mixed in advance, and then mixed with other raw materials to obtain pellets of the aromatic polycarbonate resin composition of example 7.

The pellets obtained in examples and comparative examples were each substantially in the shape of an elliptical cylinder, and the average length of each aggregate including 100 pellets was about 5.1mm to about 5.4mm, the average major diameter of the cross-sectional ellipse was about 4.1mm to about 4.3mm, and the average minor diameter was about 2.2mm to about 2.3 mm.

Using the obtained pellets, test pieces for evaluation were produced by the following methods and subjected to evaluation. The results are shown in tables 1 to 4.

(method of preparing test piece)

The obtained pellets were dried at 120 ℃ for 4 hours or more, and then molded by an injection molding machine (ROBOSHOT S2000i100A, manufactured by Fanuc corporation) at 360 ℃ and 80 ℃ to prepare a multifunctional test piece type A (168 mm in length. times.4 mm in thickness) specified in JIS K71399 "Plastic-test piece". The end face of the test piece was cut, and the cut end face was mirror-finished using a resin plate end face mirror machine (PLA-BEAUTY PB-500 manufactured by MEGARO TECHNICA Co., Ltd.).

(method of evaluating cumulative transmittance)

A long-optical-path measurement fixture was installed in a spectrophotometer (UH 4150, manufactured by Hitachi, Ltd.) and the spectral transmittance of each test piece at a wavelength of 380 to 780nm was measured over the entire length of the test piece using a 50W halogen lamp as a light source and a photomask of 5.6mm × 2.8mm and a photomask of 6.0mm × 2.8mm for the sample. The measured spectral transmittances were integrated, and the integrated transmittances were obtained by rounding off the ten bits. The cumulative transmittance was considered to be good (expressed as "excellent" in the table) at 31000 or more, acceptable (expressed as "o" in the table) at less than 31000 and at least 25000, and poor (expressed as "x" in the table) at less than 25000.

(method of evaluating yellowness)

Based on the spectral transmittance measured in the cumulative transmittance evaluation method, the yellowness (hereinafter referred to as YI) of each was determined in a field of view of 10 degrees using a standard light source D65. In addition, YI is set to be good at 15 or less (indicated as ∈ in the table), usable at more than 15 and 30 or less (indicated as ≈ in the table), and defective at more than 30 (indicated as × in the table).

(evaluation of molded article in heating test)

The test piece prepared in the above was set in an inert oven IPHH-201M manufactured by ESPEC, and subjected to a heat test at 200 ℃ for 72 hours.

Next, the surface of each test piece was visually observed. The state after the heat test was evaluated according to the following criteria. The results are shown in tables 1 to 4.

Very good: is colorless and transparent.

O: transparent, workable, but slightly colored.

X: opaque or there is a dark coloration.

Tables 1 to 4 show the raw materials, the mixing ratios, and the evaluation results of the examples and comparative examples.

[ Table 1]

a) The method comprises the following steps After mixing (C1) and (B1), the mixture was mixed with other raw materials.

[ Table 2]

[ Table 3]

b) The method comprises the following steps White turbidity occurs.

c) The method comprises the following steps No test was performed.

[ Table 4]

The aromatic polycarbonate resin compositions of examples 1 to 33 comprise an aromatic polycarbonate resin (A), a polyester derivative (B) and a specific aromatic compound (C), and if necessary, a phosphorus antioxidant (D) and the like in specific proportions. Therefore, the test piece obtained by molding the aromatic polycarbonate resin composition has a high cumulative transmittance and a small yellowness, and is hardly deteriorated even after the heat test.

Further, a molded article obtained by molding such an aromatic polycarbonate resin composition has a small yellowness, an excellent hue, and little deterioration after a heat test.

In contrast, the aromatic polycarbonate resin compositions of comparative examples 1 and 2 had a large amount of the polyester derivative (compound B1), and therefore had a low integrated transmittance and a large yellow color. Thus, the molded article obtained by molding the aromatic polycarbonate resin composition of comparative example 1 was inferior in brightness and hue. Also, the results after the heat test were also not good.

As described above, the embodiments have been described as an example of the technique of the present invention. A detailed description is provided for this purpose.

Therefore, the components described in the detailed description include not only components necessary for solving the problem but also components unnecessary for solving the problem for illustrating the above-described technique. Therefore, these non-essential components should not be described in the detailed description, but should be directly identified as essential.

Further, the above-described embodiments are intended to exemplify the technique of the present invention, and various modifications, substitutions, additions, omissions, and the like can be made within the scope of the claims and the equivalent thereof.

Industrial applicability

The aromatic polycarbonate resin composition of the present invention is excellent in thermal stability and weather resistance without impairing the properties such as heat resistance and mechanical strength inherent in polycarbonate resins, and is excellent in appearance and optical properties even when a molded article comprising the aromatic polycarbonate resin composition of the present invention is heated. Therefore, even when the light guide plate is used for such applications as a continuous heating state by long-term irradiation to the surface of the light guide plate of a thin light guide light source having a thickness of about 0.3mm, the obtained light guide plate does not change in hue, does not deteriorate in appearance and optical characteristics, and has an extremely high industrial utility value.

RELATED APPLICATIONS

It should be noted that the present application claims the priority based on the application numbers 2018-. The contents of these prior applications are incorporated by reference into this specification.

Claims

1. An aromatic polycarbonate resin composition comprising an aromatic polycarbonate resin A, a polyester derivative B and an aromatic compound C represented by the following formula,

comprising 0.1 to 2.0 parts by weight of a polyester derivative B and 0.0001 to less than 0.05 part by weight of an aromatic compound C per 100 parts by weight of an aromatic polycarbonate resin A,

formula (II):

2. the aromatic polycarbonate resin composition according to claim 1, wherein the polyester derivative B comprises a polyester derivative represented by the following formula (1) and having a weight average molecular weight of 500 to 8000,

formula (1):

RO-(X-O)m(Y-O)n-R’

in the formula (1), R and R' independently represent a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, X represents a linear alkylene group or a branched alkylene group having 2 to 4 carbon atoms, Y represents a linear alkylene group or a branched alkylene group having 2 to 5 carbon atoms, X and Y may be the same or different, m and n independently represent 3 to 60, and m + n represents 6 to 120.

3. The aromatic polycarbonate resin composition according to claim 2, wherein the polyester derivative represented by formula (1) comprises at least 1 selected from the group consisting of a polyester derivative represented by formula (2), a polyester derivative represented by formula (3), a polyester derivative represented by formula (4), a polyester derivative represented by formula (5), a polyester derivative represented by formula (6), a polyester derivative represented by formula (7), a polyester derivative represented by formula (8), a polyester derivative represented by formula (9) and a polyester derivative represented by formula (10),

formula (2):

HO-(CH₂CH₂CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

in the formula (2), m and n independently represent 3-60, and m + n represents 8-90;

formula (3):

HO-(CH₂CH₂CH₂CH₂O)m(CH₂CH₂CH(CH₃)CH₂O)n-H

in the formula (3), m and n independently represent 3-60, and m + n represents 8-90;

formula (4):

HO-(CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

in the formula (4), m and n independently represent 3-60, and m + n represents 8-90;

formula (5):

RO-(CH₂CH₂CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

in the formula (5), R represents alkyl with 1-30 carbon atoms, m and n independently represent 3-60, and m + n represents 8-90;

formula (6):

RO-(CH₂CH₂O)m(CH(CH₃)CH₂O)n-H

in the formula (6), R represents alkyl with 1-30 carbon atoms, m and n independently represent 3-60, and m + n represents 8-90;

formula (7):

HO-(CH₂CH₂CH₂CH₂O)m(CH₂CH₂O)n-H

in the formula (7), m and n independently represent 3-60, and m + n represents 8-90;

formula (8):

HO-(CH₂CH₂CH₂CH₂O)p-H

in the formula (8), p represents 6 to 100;

formula (9):

HO-(CH(CH₃)CH₂O)q-H

in the formula (9), q represents 7 to 120;

and

formula (10):

HO-(CH(C₂H₅)CH₂O)r-H

in the formula (10), r represents 6 to 100.

4. The aromatic polycarbonate resin composition according to any one of claims 1 to 3, wherein the CPR of the polyester derivative B measured according to JIS K1557-4 is 2.0 or less.

5. The aromatic polycarbonate resin composition according to any one of claims 1 to 4, wherein the pH of the polyester derivative B measured according to JIS K1557-5 is 5.0 or more and less than 7.5.

6. The aromatic polycarbonate resin composition according to any one of claims 1 to 5, wherein the temperature at which 90% by weight of the polyester derivative B is obtained or the temperature at which the percentage of weight loss is 10% is 300 ℃ or more, as measured by thermogravimetric analysis according to JIS K7120.

7. The aromatic polycarbonate resin composition according to any one of claims 1 to 6, wherein the aromatic compound C is contained in an amount of 0.0005 part by weight or more and less than 0.003 part by weight based on 100 parts by weight of the aromatic polycarbonate resin A.

8. The aromatic polycarbonate resin composition according to any one of claims 1 to 7, which further comprises 0.5 part by weight or less of a phosphorus antioxidant D per 100 parts by weight of the aromatic polycarbonate resin A.

9. The aromatic polycarbonate resin composition according to claim 8, wherein said phosphorus antioxidant D comprises a phosphite compound having a phosphite structure,

10. the aromatic polycarbonate resin composition according to claim 9, wherein the phosphorus antioxidant D comprises at least 1 or more compound selected from phosphite ester compounds represented by the following formulae (11), (12), (13) and (14),

formula (11):

in the formula (11), R¹Represents an alkyl group having 1 to 20 carbon atoms or an aryl group optionally substituted with an alkyl group, and a represents an integer of 0 to 3;

formula (12):

in the formula (12), R²、R³、R⁵And R⁶Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group, R⁴Represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, X represents a single bond, a sulfur atom or the formula: -CHR⁷-a group represented by, herein, R⁷Represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 5 to 8 carbon atoms, A represents an alkylene group having 1 to 8 carbon atoms or the formula: COR⁸-a group represented by, herein, R⁸Represents a single bond or an alkylene group having 1 to 8 carbon atoms, represents a bond on the oxygen side, one of Y and Z represents a hydroxyl group, an alkoxy group having 1 to 8 carbon atoms or an aralkyloxy group having 7 to 12 carbon atoms, and the other represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;

formula (13):

in the formula (13), R⁹、R¹⁰C1-20Alkyl or aryl optionally substituted by alkyl, b and c each independently represent an integer of 0 to 3;

formula (14):

in the formula (14), R¹¹～R¹⁸Each independently represents an alkyl or alkenyl group having 1 to 3 carbon atoms, R¹¹And R¹²、R¹³And R¹⁴、R¹⁵And R¹⁶、R¹⁷And R¹⁸Optionally bonded to each other to form a ring, R¹⁹～R²²Each independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, d to g each independently represents an integer of 0 to 5, X¹～X⁴Each independently represents a single bond or a carbon atom, X¹～X⁴In the case of a single bond, R is excluded from the formula (9)¹¹～R²²To the single bond.

11. The aromatic polycarbonate resin composition according to claim 10, which satisfies at least 1 selected from the following cases:

the phosphite ester compound represented by the formula (11) comprises tris (2, 4-di-tert-butylphenyl) phosphite;

the phosphite ester compound represented by formula (12) comprises 2, 4, 8, 10-tetra-tert-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl) propoxy ] dibenzo [ d, f ] [1, 3, 2] dioxaphosphepin;

the phosphite ester compound represented by the formula (13) comprises 3, 9-bis (2, 6-di-tert-butyl-4-methylphenoxy) -2, 4, 8, 10-tetraoxa-3, 9-diphosphaspiro [5, 5] undecane; and

the phosphite compound represented by formula (14) comprises bis (2, 4-dicumylphenyl) pentaerythritol diphosphite.

12. The aromatic polycarbonate resin composition according to any one of claims 1 to 11, which further comprises 0.001 to 0.2 parts by weight of an epoxy compound E per 100 parts by weight of the aromatic polycarbonate resin A.

13. The aromatic polycarbonate resin composition of claim 12, wherein said epoxy compound E comprises 3, 4-epoxycyclohexanecarboxylic acid 3 ', 4' -epoxycyclohexylmethyl ester.

14. The aromatic polycarbonate resin composition according to any one of claims 1 to 13, further comprising at least 1 selected from a heat stabilizer, an antioxidant, a colorant, a mold release agent, a softener, an antistatic agent and an impact modifier.

15. An optical molded article comprising the aromatic polycarbonate resin composition according to any one of claims 1 to 14.

16. The optical molded article according to claim 15, wherein the optical molded article comprises a molded article selected from a light guide plate, a surface light emitting material, a light guide film, a light guide for a vehicle, and a sign.

17. A method for producing an optical molded article, which comprises molding the aromatic polycarbonate resin composition according to any one of claims 1 to 14.