WO2017212512A1 - 光学部品用ポリカーボネート樹脂組成物及びそれからなる成形品 - Google Patents
光学部品用ポリカーボネート樹脂組成物及びそれからなる成形品 Download PDFInfo
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- WO2017212512A1 WO2017212512A1 PCT/JP2016/005054 JP2016005054W WO2017212512A1 WO 2017212512 A1 WO2017212512 A1 WO 2017212512A1 JP 2016005054 W JP2016005054 W JP 2016005054W WO 2017212512 A1 WO2017212512 A1 WO 2017212512A1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1515—Three-membered rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
- G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
- G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
Definitions
- the present invention relates to a polycarbonate resin composition for optical parts having good hue and brightness and excellent hydrolysis resistance without impairing the original characteristics of the polycarbonate resin, that is, heat resistance, mechanical strength, and the like, and a molded product comprising the same.
- a planar light source device incorporated in a liquid crystal display device includes a light guide plate that is an optical component.
- PMMA polymethyl methacrylate
- Polycarbonate resin is superior in mechanical properties, thermal properties, and electrical properties to PMMA, but slightly inferior in light transmittance. Therefore, the planar light source device using the light guide plate made of polycarbonate resin has a problem that the luminance is lower than that using the light guide plate made of PMMA.
- Patent Documents 2 to 6 a resin composition using a polycarbonate resin and another material in combination to obtain a light transmittance equal to or higher than that of PMMA and improve the luminance of the light guide plate.
- Various proposals have been made.
- Patent Documents 2 to 6 are required as a recent light guide plate material (decrease in accumulated transmittance and change in hue even when exposed for a long time under high temperature and high humidity conditions. High reliability) is not fully satisfied.
- the present invention does not impair the properties such as heat resistance and mechanical strength inherent to the polycarbonate resin, and has excellent light transmittance and hue even when molded at a high temperature, and also has excellent hydrolysis resistance.
- a polycarbonate resin composition and a molded article comprising the same are provided.
- the present inventors have excluded a polycarbonate derivative (B) and a specific phosphite compound having a spiro ring skeleton from the polycarbonate resin (A).
- a resin composition having excellent hue and brightness even in molding at high temperatures and excellent hydrolysis resistance can be obtained.
- the present invention was completed.
- the polycarbonate resin composition for optical components according to the present invention includes a polycarbonate resin (A), a polyether derivative (B) represented by the following general formula (1), and a compound represented by the following formula (2). Containing a phosphite compound (C) excluding the epoxy compound (D), The amount of the polyether derivative (B) is 0.1 to 2.0 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A), The amount of the phosphite compound (C) is 0.01 to 0.5 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A), A polycarbonate resin composition for optical parts, wherein the amount of the epoxy compound (D) is 0.001 to 0.2 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A).
- the polycarbonate resin composition for optical components in the present invention is not impaired in the heat resistance, mechanical strength and other properties inherent to the polycarbonate resin, and is excellent in light transmittance and hue even when molded at a high temperature.
- the molded product obtained is also excellent in hydrolysis resistance. Therefore, even with a thin light guide plate with a thickness of about 0.3 mm, for example, the appearance changes due to the hue change, and the resin itself is less likely to deteriorate through high temperature molding. Even when exposed for a long period of time, it is possible to obtain a product having a long-term reliability with a reduced integrated transmittance, a small hue change, and extremely high industrial utility value.
- the polycarbonate resin composition for optical components according to the present invention comprises a polycarbonate resin (A), a specific polyether derivative (B), and a phosphite compound (C) other than a specific phosphite compound. And an epoxy compound (D).
- the polycarbonate resin (A) is a polymer obtained by a phosgene method in which various dihydroxydiaryl compounds and phosgene are reacted, or a transesterification method in which a dihydroxydiaryl compound and a carbonate such as diphenyl carbonate are reacted.
- a typical example is a polycarbonate resin produced from 2,2-bis (4-hydroxyphenyl) propane (bisphenol A).
- dihydroxydiaryl compound examples include bisphenol 4-, bis (4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) ethane, 2,2-bis (4-hydroxyphenyl) butane, 2 , 2-bis (4-hydroxyphenyl) octane, bis (4-hydroxyphenyl) phenylmethane, 2,2-bis (4-hydroxyphenyl-3-methylphenyl) propane, 1,1-bis (4-hydroxy- 3-tert-butylphenyl) propane, 2,2-bis (4-hydroxy-3-bromophenyl) propane, 2,2-bis (4-hydroxy-3,5-dibromophenyl) propane, 2,2-bis Bis (hydroxyaryl) alkanes such as (4-hydroxy-3,5-dichlorophenyl) propane; 1,1 Bis (hydroxyaryl) cycloalkanes such as bis (4-hydroxyphenyl) cyclopentane and 1,1-bis (4-hydroxyphenyl) cyclohexane; 4,4′
- a dihydroxydiaryl compound and, for example, a trivalent or higher valent phenol compound shown below may be mixed and used.
- Examples of the trivalent or higher phenol compound include phloroglucin, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) -heptene, 2,4,6-dimethyl-2,4,6- Tri- (4-hydroxyphenyl) -heptane, 1,3,5-tri- (4-hydroxyphenyl) -benzol, 1,1,1-tri- (4-hydroxyphenyl) -ethane and 2,2-bis -[4,4- (4,4'-dihydroxydiphenyl) -cyclohexyl] -propane and the like.
- the viscosity average molecular weight of the polycarbonate resin (A) is preferably 10,000 to 100,000, and more preferably 12,000 to 30,000.
- a molecular weight regulator, a catalyst, etc. can be used as needed.
- the polyether derivative (B) used in the present invention may be, for example, a homoether polymer having 3 or more carbon atoms derived from polyoxyalkylene glycol or a copolymer (either a block or random copolymer).
- a copolymer represented by the following general formula (1) is preferably used.
- the polyether derivatives represented by the general formula (1) among the polyether derivatives represented by the general formula (1), the polyether derivatives represented by the following general formula (3), general formula (4) or general formula (5) are preferable. It is.
- General formula (3) HO- (CH 2 CH 2 CH 2 CH 2 O) m (CH 2 CH (CH 3) O) n-H (In the formula, m and n each independently represent an integer of 3 to 60, and m + n represents an integer of 8 to 90.)
- polyserine DCB-2000 weight average molecular weight 2000
- polyserine DCB-1000 weight average molecular weight 1000 manufactured by NOF Corporation (“polyserine”).
- the weight average molecular weight of the polyether derivative represented by the general formula (3) is preferably 1000 to 4000.
- Examples of the polyether derivative represented by the general formula (4) include a modified glycol consisting of an ethylene glycol unit and a propylene glycol unit (for example, C 4 H 9 O— (CH 2 CH 2 O) 21 (CH 2 CH (CH 3 O) 14 -H and C 4 H 9 O— (CH 2 CH 2 O) 30 (CH 2 CH (CH 3 ) O) 30 —H, etc.) are preferable.
- Unilube 60MB-26I weight average molecular weight 1700
- Unilube 50MB-72 weight average molecular weight 3000
- the weight average molecular weight of the polyether derivative represented by the general formula (4) is preferably 1000 to 4000.
- Examples of the polyether derivative represented by the general formula (5) include polyalkylene glycols having a molar ratio of ethylene glycol unit to propylene glycol unit of 1: 1 and hydrogen atoms at both ends (for example, HO— (CH 2 CH 2 O) 17 (CH 2 CH (CH 3 ) O) 17 -H is preferred, for example, Unilube 50DE-25 (weight average molecular weight of about 1750, random polymer) manufactured by NOF Corporation is commercially available.
- the weight average molecular weight of the polyether derivative represented by the general formula (5) is preferably 1000 to 4000.
- polyether derivatives other than the above general formulas (3) to (5) include polyoxytetramethylene-polyoxybutylene glycol, a modified tetramethylene glycol derivative composed of a tetramethylene glycol unit and a 2-methyltetramethylene glycol unit (for example, HO— (CH 2 CH 2 CH 2 CH 2 O) 22 (CH 2 CH 2 CH (CH 3 ) CH 2 O) 5 —H, etc.) is preferred.
- Commercially available polyoxytetramethylene-polyoxybutylene glycol is polyserine DCD-2000 (weight average molecular weight 2000) manufactured by NOF Corporation, and modified tetramethylene glycol derivative is Hodogaya Chemical Co., Ltd. Examples thereof include PTG-1000, PTG-2000, PTG-3000, PTG-L1000, PTG-L2000, and PTG-L3000.
- the weight average molecular weight of the polyether derivative (B) used in the present invention is preferably 1000 to 4000, more preferably 2000 to 3000.
- the weight average molecular weight of the polyether derivative is less than 1000, there is a fear that sufficient effect of improving the light transmittance may not be expected.
- the weight average molecular weight exceeds 4000, the clouding rate increases and the light transmission is increased. The rate may decrease.
- the amount of the polyether derivative (B) is 0.1 to 2.0 parts by mass, and more preferably 0.5 to 1.8 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A).
- the amount of the polyether derivative is less than 0.1 parts by mass, the effect of improving light transmittance and hydrolysis resistance is insufficient.
- the amount of the polyether derivative exceeds 2.0 parts by mass, the clouding rate increases and the light transmittance decreases.
- the specific polyether derivative (B) represented by the general formula (1) is a bifunctional random copolymer, has high heat resistance, and is represented by the general formula (1).
- a molded article obtained by molding a polycarbonate resin composition containing the specific polyether derivative (B) at a high temperature has high luminance and light transmittance.
- the polyether derivative (B) represented by the general formula (1) has an appropriate lipophilicity, it is excellent in compatibility with the polycarbonate resin (A). The transparency of the molded product obtained from the blended polycarbonate resin composition is also improved.
- the polyether derivative (B) represented by the general formula (1) when molding the polycarbonate resin composition, it is possible to suppress generation of shear heat more than necessary, Since release properties can also be imparted to the polycarbonate resin composition, for example, a release agent such as a polyether ganosiloxane compound may not be added separately.
- the polycarbonate resin composition in the present invention includes bis (2,4-di-tert-butyl) represented by the following formula (2) together with the specific polyether derivative (B) represented by the general formula (1).
- a phosphite compound (C) excluding -4-methylphenyl) pentaerythritol diphosphite is blended.
- the heat resistance inherent in the polycarbonate resin (A) is obtained by simultaneously blending the specific polyether derivative (B) described above and the phosphite compound (C) other than the compound represented by the following formula (2).
- a polycarbonate resin composition for an optical component having improved light transmittance, hue, and hydrolysis resistance is obtained without impairing properties such as property and mechanical strength.
- phosphite compound (C) for example, a compound represented by the general formula (6) is suitable.
- R 1 is more preferably an alkyl group having 1 to 10 carbon atoms.
- Examples of the compound represented by the general formula (6) include triphenyl phosphite, tricresyl phosphite, tris (2,4-di-t-butylphenyl) phosphite, and trisnonylphenyl phosphite. It is done. Among these, tris (2,4-di-t-butylphenyl) phosphite is particularly suitable.
- Irgaphos 168 manufactured by BASF (“Irgafoss” is a registered trademark of BSF Societas Europea) is commercially available. Is available.
- Examples of the phosphite compound (C) include compounds represented by the following general formula (7) in addition to the compounds represented by the general formula (6).
- Y and Z are either a hydroxyl group or an alcohol having 1 to 8 carbon atoms.
- examples of the alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a sec-butyl group, and a t-butyl group.
- Examples of the cycloalkyl group having 5 to 8 carbon atoms include a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, and the like.
- Examples of the alkylcycloalkyl group having 6 to 12 carbon atoms include 1-methylcyclopentyl group, 1-methylcyclohexyl group, 1-methyl-4-i-propylcyclohexyl group and the like.
- Examples of the aralkyl group having 7 to 12 carbon atoms include benzyl group, ⁇ -methylbenzyl group, ⁇ , ⁇ -dimethylbenzyl group and the like.
- R 2 , R 3 and R 5 are preferably each independently 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.
- R 2 and R 5 are preferably each independently a t-alkyl group such as a t-butyl group, a t-pentyl group, or a t-octyl group, a cyclohexyl group, or a 1-methylcyclohexyl group.
- R 3 represents the number of carbon atoms such as methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, t-butyl, t-pentyl, etc.
- An alkyl group of 1 to 5 is preferable, and a methyl group, a t-butyl group, or a t-pentyl group is more preferable.
- R 6 is preferably a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 5 to 8 carbon atoms, such as a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, An alkyl group having 1 to 5 carbon atoms such as an n-butyl group, an i-butyl group, a sec-butyl group, a t-butyl group, or a t-pentyl group is more preferable.
- R 4 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.
- alkyl group having 1 to 8 carbon atoms include the alkyl groups exemplified in the description of R 2 , R 3 , R 5 and R 6 .
- R 4 is preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, more preferably a hydrogen atom or a methyl group.
- X represents a single bond, a sulfur atom or a group represented by the formula: —CHR 7 —.
- R 7 in the formula: —CHR 7 — represents 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 the alkyl groups and cycloalkyl groups exemplified in the description of R 2 , R 3 , R 5 and R 6 , respectively. .
- X is a single bond, a methylene group, or a methylene group substituted with a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, or the like. It is preferably a single bond, and more preferably a single bond.
- A represents an alkylene group having 1 to 8 carbon atoms or a group represented by the formula: * —COR 8 —.
- the alkylene group having 1 to 8 carbon atoms include a methylene group, an ethylene group, a propylene group, a butylene group, a pentamethylene group, a hexamethylene group, an octamethylene group, and a 2,2-dimethyl-1,3-propylene group. And is preferably a propylene group.
- R 8 represents a single bond or an alkylene group having 1 to 8 carbon atoms.
- Examples of the alkylene group having 1 to 8 carbon atoms representing R 8 include the alkylene groups exemplified in the description of A.
- R 8 is preferably a single bond or an ethylene group.
- * in the formula: * —COR 8 — is a bond on the oxygen side and indicates that the carbonyl group is bonded to the oxygen atom of the phosphite group.
- 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 1 to carbon atoms.
- 8 represents an alkyl group.
- the alkoxy group having 1 to 8 carbon atoms include methoxy group, ethoxy group, propoxy group, t-butoxy group, pentyloxy group and the like.
- Examples of the aralkyloxy group having 7 to 12 carbon atoms include benzyloxy group, ⁇ -methylbenzyloxy group, ⁇ , ⁇ -dimethylbenzyloxy group and the like.
- Examples of the alkyl group having 1 to 8 carbon atoms include the alkyl groups exemplified in the description of R 2 , R 3 , R 5 and R 6 .
- Examples of the compound represented by the general formula (7) include 2,4,8,10-tetra-t-butyl-6- [3- (3-methyl-4-hydroxy-5-tert-butylphenyl). Propoxy] dibenzo [d, f] [1,3,2] dioxaphosphine, 6- [3- (3,5-di-t-butyl-4-hydroxyphenyl) propoxy] -2,4,8 , 10-Tetra-t-butyldibenzo [d, f] [1,3,2] dioxaphosphine, 6- [3- (3,5-di-t-butyl-4-hydroxyphenyl) propoxy] -4,8-di-t-butyl-2,10-dimethyl-12H-dibenzo [d, g] [1,3,2] dioxaphosphocin, 6- [3- (3,5-di-t -Butyl-4-hydroxyphenyl) propionyloxy] -4,8-di-t-
- 2,4,8,10-tetra-t-butyl-6- [3- (3-methyl-4) is particularly useful when the resulting polycarbonate resin composition is used in fields where optical properties are required.
- -Hydroxy-5-t-butylphenyl) propoxy] dibenzo [d, f] [1,3,2] dioxaphosphine is preferred, for example, Sumitizer GP ("Sumizer" manufactured by Sumitomo Chemical Co., Ltd.). Is commercially available as a registered trademark.
- the phosphite compound represented by the general formula (8) can also be used as the phosphite compound (C).
- R 11 and R 12 , R 13 and R 14 , R 15 and R 16 , R 17 and R 18 may be bonded to each other to form a ring
- R 19 to R 22 each independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms
- d to g are each independently
- each of X 1 to X 4 independently represents a single bond or a carbon atom, and when X 1 to X 4 are a single bond, R 11 to R 22 are The functional group linked to the single bond is excluded from the general formula (8))
- Specific examples of the compound represented by the general formula (8) include, for example, bis (2,4-dicumylphenyl) pentaerythritol diphosphite.
- This is the product name “Doverphos (registered trademark) S-9228” manufactured by Dover Chemical, and the product name “Adeka Stub PEP-45” (bis (2,4-dicumylphenyl) pentaerythritol diphosphite) manufactured by ADEKA.
- ADEKA As commercially available.
- Specific examples of the compound represented by the general formula (9) include bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, phenylbisphenol A pentaerythritol diphosphite, and the like.
- Bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite is commercially available from ADEKA under the trade name “ADK STAB PEP-24G”.
- the amount of the phosphite-based compound (C) used in the present invention is 0.01 to 0.5 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A). 2 parts by mass is preferable.
- the amount of the phosphite compound (C) is less than 0.01 parts by mass, the effect of improving light transmittance and hue is insufficient.
- the amount of the phosphite compound (C) exceeds 0.5 parts by mass, the effect of improving light transmittance and hue is insufficient.
- phosphite compound (C) described above may be used alone or in combination of two or more.
- the polycarbonate resin composition according to the present invention further contains an epoxy compound (D).
- an epoxy compound (D) By using the polyether derivative (B) and the epoxy compound (D) in combination, a change in hue is further suppressed when a molded product obtained by high-temperature molding is exposed for a long time under high-temperature and high-humidity conditions. be able to.
- the epoxy compound (D) a compound having one or more epoxy groups in one molecule is used.
- Specific examples of the epoxy compound (D) include phenyl glycidyl ether, allyl glycidyl ether, t-butylphenyl glycidyl ether, 3 ′, 4′-epoxycyclohexylmethyl-3,4-epoxycyclohexyl carboxylate, 3,4-epoxy.
- alicyclic epoxy compounds are more preferable, and 3 ', 4'-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate is still more preferable.
- 3 ', 4'-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate is commercially available as “trade name: Celoxide 2021P” manufactured by Daicel Corporation.
- the amount of the epoxy compound (D) used in the present invention is 0.001 to 0.2 parts by mass with respect to 100 parts by mass of the polycarbonate resin (A), and 0.005 to 0.05 parts by mass. Preferably there is. When the amount of the epoxy compound (D) is out of this range, the hue stability of the molded article molded at high temperature is lowered.
- a hydrolysis test in which a test piece (total length: 168 mm ⁇ thickness: 4 mm) injection-molded from the polycarbonate resin composition of the present invention is left in a constant temperature and humidity chamber at 85 ° C. and 90% RH for 1000 hours.
- the change amount of the integrated transmittance in the wavelength range of 380 to 780 nm before and after the hydrolysis test is 2000 or less and the change amount of the yellowness before and after the test is 20 or less.
- the amount of change in the integrated transmittance exceeds 2000, the desired transparency cannot be obtained.
- ⁇ YI amount of change in yellowness
- the polycarbonate resin composition used in the present invention is, for example, a heat stabilizer, an antioxidant, a colorant, a release agent, a softener, an antistatic agent, as long as the effects of the present invention are not impaired.
- Various additives such as impact modifiers, polymers other than the polycarbonate resin (A), and the like may be appropriately blended.
- the method for producing the polycarbonate resin composition is not particularly limited, and the polycarbonate resin (A), the polyether (B), the phosphite compound (C) and the epoxy compound (D), and various additives as necessary.
- the type and amount of each component are adjusted as appropriate, and these are mixed in a known mixer such as a tumbler or ribbon blender, or melt kneaded in an extruder. The method of doing is mentioned.
- the molded article for optical parts of the present invention is formed by molding the above polycarbonate resin composition for optical parts.
- the method for producing the molded product for optical components there are no particular limitations on the method for producing the molded product for optical components, and examples thereof include a method of molding a polycarbonate resin composition by a known injection molding method, compression molding method, or the like.
- the molded article for an optical component according to the present invention is suitable as, for example, a light guide plate, a surface light emitter material, a light guide film, a vehicle light guide, a name plate, and the like.
- Polycarbonate resin (A) Polycarbonate resin synthesized from bisphenol A and carbonyl chloride Caliber 200-80 (Trade name, manufactured by Sumika Stylon Polycarbonate Co., Ltd., “Caliver” is a registered trademark of Stylon Europ GmbH, viscosity average molecular weight: 15000, hereinafter referred to as “PC”)
- Modified glycol consisting of ethylene glycol unit and propylene glycol unit: HO— (CH 2 CH 2 O) 17 (CH 2 CH (CH 3 ) O) 17 —H UNILOVE 50DE-25 (Trade name, NOF (made by Co., Ltd., weight average molecular weight: 1750, hereinafter referred to as “compound B3”)
- Phosphite compound (C) 3-1 Tris (2,4-di-t-butylphenyl) phosphite represented by the following formula Irgaphos 168 (Trade name, manufactured by BASF, hereinafter referred to as “Compound C1”)
- the raw materials shown in Table 1 are collectively put into a tumbler at the ratio shown in Table 1, and after dry mixing for 10 minutes, using a twin screw extruder (manufactured by Nippon Steel Works, TEX30 ⁇ ), a melting temperature of 220 The mixture was melt-kneaded at 0 ° C. to obtain pellets of a polycarbonate resin composition.
- test pieces for evaluation were prepared according to the following method and used for evaluation.
- Test piece preparation method The obtained pellets were dried at 120 ° C. for 4 hours or more, and then an injection molding machine (manufactured by FANUC, ROBOSHOT S2000i100A) was used at a molding temperature of 360 ° C. and a mold temperature of 80 ° C.
- a spectrophotometer (manufactured by Hitachi, Ltd., UH4150) is equipped with a long optical path measurement accessory device, using a 50 W halogen lamp as a light source, a mask before light source 5.6 mm ⁇ 2.8 mm, a mask before sample 6.0 mm ⁇
- the spectral transmittance of each test piece for each 1 nm in the wavelength region of 380 to 780 nm was measured in the full length direction of the test piece.
- the measured spectral transmittance was integrated and rounded off to the nearest tenth to obtain the total transmittance.
- the integrated transmittance was 30000 or more as good (indicated by ⁇ in the table) and less than 30000 was defective (indicated by x in the table).
- each yellow degree (hereinafter referred to as YI) was obtained in a 10 degree visual field using the standard light source D65.
- YI yellow degree
- the test piece prepared above was placed in a constant temperature and humidity chamber (constant temperature and humidity chamber AG-327 manufactured by ADVANTEC), and a hydrolysis test was performed at 85 ° C. and 90% RH for 1000 hours.
- the integrated transmittance and yellowness (hereinafter referred to as YI) of the test pieces before and after the test were measured, and ⁇ integrated transmittance (difference in integrated transmittance) and ⁇ YI (difference in YI) were determined.
- YI integrated transmittance and ⁇ YI represent the degree of change in accumulated transmittance and yellowness before and after the test.
- ⁇ integrated transmittance and ⁇ YI The smaller the ⁇ integrated transmittance and ⁇ YI, the lower the transmittance and discoloration, and the higher the hydrolysis resistance. Are better.
- ⁇ accumulated transmittance a value having a ⁇ accumulated transmittance value of 2000 or less was evaluated as good ( ⁇ ), and a value greater than 2000 was determined as rejected ( ⁇ ).
- ⁇ YI a value of ⁇ YI of 20 or less was evaluated as acceptable ( ⁇ ), and a value larger than 10.0 was evaluated as defective ( ⁇ ).
- Table 1 also shows the raw materials, blending ratios, and evaluation results of each Example and Comparative Example.
- the polycarbonate resin (A) contains the specific polyether derivative (B), the phosphite compound (C), and the epoxy compound (D), respectively. It is blended at a specific ratio.
- the polycarbonate resin compositions of Examples 1 to 11 do not impair the heat resistance inherent in the polycarbonate resin (A), and are excellent in light transmittance even when molded at a molding temperature of 360 ° C. And the molded product which shape
- the polycarbonate resin composition of Comparative Example 1 is obtained by blending a polyether derivative and an epoxy compound to the same extent as in the examples, but as a phosphite ester compound, the above formula (2) is used. Since the indicated compound (C4) was used, the integrated transmittance after the hydrolysis test was lowered, the amount of change in yellowness was large, and the hydrolysis resistance was poor.
- the components described in the detailed description include not only components essential for solving the problem but also components not essential for solving the problem in order to illustrate the above technique. obtain. Therefore, it should not be immediately recognized that these non-essential components are essential as the non-essential components are described in the detailed description.
- the polycarbonate resin composition for optical parts in the present invention does not impair the properties such as heat resistance and mechanical strength inherent to the polycarbonate resin, and is excellent in light transmittance and hue even when molded at a high temperature. It also has excellent hydrolysis resistance. Therefore, even with a thin light guide plate with a thickness of about 0.3 mm, for example, the appearance changes due to the hue change, and the resin itself is less likely to deteriorate through high temperature molding. Even when exposed for a long period of time, it is possible to obtain a product having a long-term reliability with a reduced transmittance and a small change in hue, which is extremely industrially useful.
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Abstract
Description
ポリエーテル誘導体(B)の量が、ポリカーボネート樹脂(A)100質量部に対して0.1~2.0質量部であり、
亜リン酸エステル系化合物(C)の量が、ポリカーボネート樹脂(A)100質量部に対して0.01~0.5質量部であり、
エポキシ化合物(D)の量が、ポリカーボネート樹脂(A)100質量部に対して0.001~0.2質量部であることを特徴とする、光学部品用ポリカーボネート樹脂組成物。
一般式(1):
RO-(X-O)m(Y-O)n-R’ (1)
(式中、RおよびR’は、それぞれ独立して水素原子または炭素数1~30のアルキル基を示し、Xは、炭素数2~4のアルキレン基を、Yは、炭素数3~5の分岐アルキレン基を、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
式(2):
ポリカーボネート樹脂(A)は、種々のジヒドロキシジアリール化合物とホスゲンとを反応させるホスゲン法、又はジヒドロキシジアリール化合物とジフェニルカーボネート等の炭酸エステルとを反応させるエステル交換法によって得られる重合体である。代表例としては、2,2-ビス(4-ヒドロキシフェニル)プロパン(ビスフェノールA)から製造されたポリカーボネート樹脂が挙げられる。
本発明にて使用されるポリエーテル誘導体(B)は、例えば、ポリオキシアルキレングリコールから誘導される炭素数が3以上の単独エーテル重合体でも共重合体(ブロックまたはランダム共重合体の何れでもよい)でもよいが、例えば、下記一般式(1)で表される共重合体が好ましく用いられる。
一般式(1):
RO-(X-O)m(Y-O)n-R’ (1)
(式中、RおよびR’は、それぞれ独立して水素原子または炭素数1~30のアルキル基を示し、Xは、炭素数2~4のアルキレン基を、Yは、炭素数3~5の分岐アルキレン基を、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
一般式(3):
HO-(CH2CH2CH2CH2O)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
C4H9O-(CH2CH2)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
HO-(CH2CH2O)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
本発明におけるポリカーボネート樹脂組成物には、一般式(1)で表される特定のポリエーテル誘導体(B)と共に、下記式(2)で表される、ビス(2,4-ジ-tert-ブチル-4-メチルフェニル)ペンタエリスリトールジフォスファイトを除く亜リン酸エステル系化合物(C)が配合されている。上述した特定のポリエーテル誘導体(B)と、下記式(2)で表される化合物以外の亜リン酸エステル系化合物(C)とを同時に配合することにより、ポリカーボネート樹脂(A)が本来有する耐熱性、機械的強度等の特性が損なわれることがなく、光線透過率や色相、さらには耐加水分解性が向上した光学部品用ポリカーボネート樹脂組成物が得られる。
式(2):
一般式(6):
一般式(7):
。炭素数7~12のアラルキルオキシ基としては、例えば、ベンジルオキシ基、α-メチルベンジルオキシ基、α,α-ジメチルベンジルオキシ基等が挙げられる。炭素数1~8のアルキル基としては、例えば、R2、R3、R5及びR6の説明にて例示したアルキル基が挙げられる。
一般式(8):
一般式(9):
ビス(2,4-ジ-tert-ブチルフェニル)ペンタエリスリトールジフォスファイト、フェニルビスフェノールAペンタエリスリトールジフォスファイト等が挙げられる。ビス(2,4-ジ-tert-ブチルフェニル)ペンタエリスリトールジフォスファイトは、ADEKA社製、商品名「アデカスタブPEP-24G」として商業的に入手可能である。
本発明に係るポリカーボネート樹脂組成物は、更に、エポキシ化合物(D)を含有する。上述したポリエーテル誘導体(B)とエポキシ化合物(D)とを併用することにより、高温成形して得た成形品を高温高湿度条件下にて長期間暴露した場合における色相の変化をより抑制することができる。
1.ポリカーボネート樹脂(A)
ビスフェノールAと塩化カルボニルとから合成されたポリカーボネート樹脂
カリバー200-80
(商品名、住化スタイロンポリカーボネート(株)製、「カリバー」はスタイロン ユーロップ ゲーエムベーハーの登録商標、粘度平均分子量:15000、以下「PC」という)
2-1.ポリオキシテトラメチレンポリオキシプロピレングリコール(ランダムタイプ)
ポリセリンDCB-2000
(商品名、日油(株)製、重量平均分子量:2000、以下「化合物B1」という)
ポリセリンDCB-1000
(商品名、日油(株)製、重量平均分子量:1000、以下「化合物B2」という)
HO-(CH2CH2O)17(CH2CH(CH3)O)17-H
ユニルーブ50DE-25
(商品名、日油((株)製、重量平均分子量:1750、以下「化合物B3」という)
PTG-1000
(商品名、保土谷化学皇后工業(株)製、重量平均分子量:1000、以下「化合物B4」という)
(商品名、住友化学(株)製、以下「化合物C2」という)
アデカスタブPEP-36(商品名、ADEKA製、以下「化合物C4」という)
3’,4’-エポキシシクロヘキシルメチル-3,4-エポキシシクロヘキシルカルボキシレート
セロキサイド2021P
(商品名、(株)ダイセル製)
得られたペレットを120℃で4時間以上乾燥した後、射出成形機(ファナック(株)製、ROBOSHOT S2000i100A)を用い、成形温度360℃、金型温度80℃にて、JIS K 7139「プラスチック-試験片」にて規定の多目的試験片A型(全長168mm×厚さ4mm)を作製した。この試験片の端面を切削し、切削端面について、樹脂板端面鏡面機(メガロテクニカ(株)製、プラビューティーPB-500)を用いて鏡面加工した。
分光光度計((株)日立製作所製、UH4150)に長光路測定付属装置を設置し、光源として50Wハロゲンランプを用いて、光源前マスク5.6mm×2.8mm、試料前マスク6.0mm×2.8mmを使用した状態で、波長380~780nmの領域で1nm毎の、試験片各々の分光透過率を、試験片の全長方向について測定した。測定した分光透過率を積算し、十の位を四捨五入することにより、各々の積算透過率を求めた。なお、積算透過率が30000以上を良好(表中、○で示す)、30000未満を不良(表中、×で示す)とした。
積算透過率の評価方法において測定した分光透過率に基づき、標準光源D65を用い、10度視野にて各々の黄色度(以下、YI)を求めた。なお、YIが20以下を良好(表中、○で示す)、20を超えると不良(表中、×で示す)とした。
上記で作製した試験片を恒温恒湿槽(ADVANTEC社製恒温恒湿器AG-327)の中に設置し、85℃、90%RH条件下で1000時間、加水分解試験を行った。試験前後の試験片の積算透過率および黄色度(以下、YI)を測定し、Δ積算透過率(積算透過率の差)およびΔYI(YIの差)を求めた。Δ積算透過率およびΔYIとは、試験前後の積算透過率および黄色度の変化の程度を表し、Δ積算透過率および△YIが小さい程、透過率の低下および変色が少なく、耐加水分解性に優れている。Δ積算透過率の評価基準としては、Δ積算透過率の値が2000以下であるものを良好(○)、2000より大きいものを不合格(×)とした。△YIの評価基準としては、△YIの値が20以下であるものを合格(○)、10.0より大きいものを不良(×)とした。
Claims (11)
- ポリカーボネート樹脂(A)と、下記一般式(1)で表されるポリエーテル誘導体(B)と、下記式(2)で表される化合物を除く亜リン酸エステル系化合物(C)と、エポキシ化合物(D)とを含有してなる光学部品用ポリカーボネート樹脂組成物であって、
前記ポリエーテル誘導体(B)の量が、前記ポリカーボネート樹脂(A)100質量部に対して0.1~2.0質量部であり、
前記亜リン酸エステル系化合物(C)の量が、前記ポリカーボネート樹脂(A)100質量部に対して0.01~0.5質量部であり、
前記エポキシ化合物(D)の量が、前記ポリカーボネート樹脂(A)100質量部に対して0.001~0.2質量部であることを特徴とする、光学部品用ポリカーボネート樹脂組成物。
一般式(1):
RO-(X-O)m(Y-O)n-R’ (1)
(式中、RおよびR’は、それぞれ独立して水素原子または炭素数1~30のアルキル基を示し、Xは、炭素数2~4のアルキレン基を、Yは、炭素数3~5の分岐アルキレン基を、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。)
式(2):
- 前記一般式(1)で表されるポリエーテル誘導体が、下記一般式(3)で表されるポリエーテル誘導体であり、該ポリエーテル誘導体の重量平均分子量が1000~4000である、請求項1記載の光学部品用ポリカーボネート樹脂組成物。
一般式(3):
HO-(CH2CH2CH2CH2O)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。) - 前記一般式(1)で表されるポリエーテル誘導体が、下記一般式(4)で表されるポリエーテル誘導体であり、該ポリエーテル誘導体の重量平均分子量が1000~4000である、請求項1記載の光学部品用ポリカーボネート樹脂組成物。
一般式(4):
C4H9O-(CH2CH2)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。) - 前記一般式(1)で表されるポリエーテル誘導体が、下記一般式(5)で表されるポリエーテル誘導体であり、該ポリエーテル誘導体の重量平均分子量が1000~4000である、請求項1記載の光学部品用ポリカーボネート樹脂組成物。
一般式(5):
HO-(CH2CH2O)m(CH2CH(CH3)O)n-H
(式中、m及びnは、それぞれ独立して、3~60の整数を示し、m+nは、8~90の整数を示す。) - 前記亜リン酸エステル系化合物(C)が、下記一般式(6)、(7)及び(8)で表される化合物から選択された1種以上の化合物である、請求項1記載の光学部品用ポリカーボネート樹脂組成物。
一般式(6):
一般式(7):
一般式(8):
- 前記一般式(6)で表される化合物が、トリス(2,4-ジ-t-ブチルフェニル)フォスファイトである、請求項5記載の光学部品用ポリカーボネート樹脂組成物。
- 前記一般式(7)で表される化合物が、2,4,8,10-テトラ-t-ブチル-6-[3-(3-メチル-4-ヒドロキシ-5-t-ブチルフェニル)プロポキシ]ジベンゾ[d,f][1,3,2]ジオキサホスフェピンである、請求項5記載の光学部品用ポリカーボネート樹脂組成物。
- 前記一般式(8)で表される化合物が、ビス(2,4-ジクミルフェニル)ペンタエリスリトールジフォスファイトである、請求項5記載の光学部品用ポリカーボネート樹脂組成物。
- 前記エポキシ化合物(D)が3’,4’-エポキシシクロヘキシルメチル-3,4-エポキシシクロヘキサンカルボキシレートである、請求項1記載の光学部品用ポリカーボネート樹脂組成物。
- 請求項1~9のいずれかに記載の光学部品用ポリカーボネート樹脂組成物からなる光学用成形品。
- 前記成形品が導光板である、請求項10に記載の光学用成形品。
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WO2018143320A1 (ja) * | 2017-02-01 | 2018-08-09 | 出光興産株式会社 | ポリカーボネート樹脂組成物 |
JPWO2018143320A1 (ja) * | 2017-02-01 | 2019-02-07 | 出光興産株式会社 | ポリカーボネート樹脂組成物 |
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JP2020139010A (ja) * | 2019-02-27 | 2020-09-03 | 住化ポリカーボネート株式会社 | 芳香族ポリカーボネート樹脂組成物および光学用成形品 |
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KR102572790B1 (ko) | 2023-08-31 |
JP2017002309A (ja) | 2017-01-05 |
JPWO2017212512A1 (ja) | 2018-11-08 |
TWI669342B (zh) | 2019-08-21 |
JP6860462B2 (ja) | 2021-04-14 |
TW201742890A (zh) | 2017-12-16 |
JP6062591B2 (ja) | 2017-01-18 |
JP2018003031A (ja) | 2018-01-11 |
CN109312148A (zh) | 2019-02-05 |
JP6416444B2 (ja) | 2018-10-31 |
JP2017002295A (ja) | 2017-01-05 |
CN109312148B (zh) | 2021-06-11 |
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