WO2022065222A1 - 樹脂組成物 - Google Patents
樹脂組成物 Download PDFInfo
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- WO2022065222A1 WO2022065222A1 PCT/JP2021/034270 JP2021034270W WO2022065222A1 WO 2022065222 A1 WO2022065222 A1 WO 2022065222A1 JP 2021034270 W JP2021034270 W JP 2021034270W WO 2022065222 A1 WO2022065222 A1 WO 2022065222A1
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- WIPO (PCT)
- Prior art keywords
- resin composition
- copolymer
- based monomer
- mass
- styrene
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims abstract description 47
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 47
- 239000000178 monomer Substances 0.000 claims abstract description 45
- 229920001577 copolymer Polymers 0.000 claims abstract description 36
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 7
- 239000000194 fatty acid Substances 0.000 claims abstract description 7
- 229930195729 fatty acid Natural products 0.000 claims abstract description 7
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 7
- 238000002834 transmittance Methods 0.000 claims abstract description 7
- 230000003287 optical effect Effects 0.000 claims abstract description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 16
- 230000003078 antioxidant effect Effects 0.000 claims description 13
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 6
- -1 aliphatic alcohols Chemical class 0.000 abstract description 16
- 238000001746 injection moulding Methods 0.000 abstract description 15
- 238000000034 method Methods 0.000 description 12
- 238000000465 moulding Methods 0.000 description 11
- 239000000975 dye Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000004040 coloring Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 5
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 5
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
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- 239000002904 solvent Substances 0.000 description 5
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000012662 bulk polymerization Methods 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- 239000006082 mold release agent Substances 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 239000002530 phenolic antioxidant Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- 238000004519 manufacturing process Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
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- KDGNCLDCOVTOCS-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)C KDGNCLDCOVTOCS-UHFFFAOYSA-N 0.000 description 2
- RRTJOAHJZQVSSE-UHFFFAOYSA-N 1,3,2-dioxaphosphepine Chemical compound C=1C=COPOC=1 RRTJOAHJZQVSSE-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 2
- WBWXVCMXGYSMQA-UHFFFAOYSA-N 3,9-bis[2,4-bis(2-phenylpropan-2-yl)phenoxy]-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C=1C=C(OP2OCC3(CO2)COP(OC=2C(=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C(C)(C)C=2C=CC=CC=2)OC3)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 WBWXVCMXGYSMQA-UHFFFAOYSA-N 0.000 description 2
- QRLSTWVLSWCGBT-UHFFFAOYSA-N 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol Chemical compound CCCCCCCCSC1=NC(SCCCCCCCC)=NC(NC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=N1 QRLSTWVLSWCGBT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
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- 230000006866 deterioration Effects 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- PFBWBEXCUGKYKO-UHFFFAOYSA-N ethene;n-octadecyloctadecan-1-amine Chemical compound C=C.CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC PFBWBEXCUGKYKO-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
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- 230000014759 maintenance of location Effects 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
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- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 2
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- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- VBWIZSYFQSOUFQ-UHFFFAOYSA-N cyclohexanecarbonitrile Chemical compound N#CC1CCCCC1 VBWIZSYFQSOUFQ-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- PVBRSNZAOAJRKO-UHFFFAOYSA-N ethyl 2-sulfanylacetate Chemical compound CCOC(=O)CS PVBRSNZAOAJRKO-UHFFFAOYSA-N 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- TVRGPOFMYCMNRB-UHFFFAOYSA-N quinizarine green ss Chemical compound C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1 TVRGPOFMYCMNRB-UHFFFAOYSA-N 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YOEYNURYLFDCEV-UHFFFAOYSA-N tert-butyl hydroxy carbonate Chemical compound CC(C)(C)OC(=O)OO YOEYNURYLFDCEV-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- 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
- C08K5/05—Alcohols; Metal alcoholates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/12—Copolymers of styrene with unsaturated nitriles
Definitions
- the present invention relates to a resin composition of a copolymer containing a styrene-based monomer unit and a vinyl cyanide-based monomer.
- Copolymers containing styrene-based monomer units and vinyl cyanide-based monomers as main components have various properties such as excellent transparency, chemical resistance, rigidity, and moldability, and are therefore used in a wide range of fields. Has been done. It is also easy to color with dyes and is used in cosmetic containers, cold water bottles, etc. (Patent Documents 1 to 4).
- Japanese Unexamined Patent Publication No. 04-503083 Japanese Unexamined Patent Publication No. 08-301913 Japanese Unexamined Patent Publication No. 10-139965 Japanese Unexamined Patent Publication No. 2002-114822
- An object of the present invention is to provide a resin composition having excellent colorability and mold releasability during injection molding.
- the release agent (B) having a content of 200 to 800 ppm, an optical path length of 115 mm, and a transmittance of 40% or more at a wavelength of 450 nm.
- the content of the styrene-based monomer unit in 100% by mass of the copolymer (A) is 79 to 85% by mass, and the content of the vinyl cyanide-based monomer is 15 to 21% by mass. %.
- the resin composition according to (1). (3)
- (5) The injection-molded article of the resin composition according to any one of (1) to (4).
- the resin composition of the present invention has very little discoloration due to deterioration due to high temperature treatment during molding. Therefore, since it is excellent in coloring property, a molded product having a clear color tone can be obtained by coloring with a dye. Further, in applications such as cosmetic containers and cold water bottles, a molded body is often produced by injection molding, but it is also excellent in mold releasability during injection molding. From this, cracks are less likely to occur at the time of mold release, and stable continuous molding can be performed.
- the resin composition of the present invention is at least one selected from a copolymer (A) having a styrene-based monomer unit and a vinyl cyanide-based monomer, an aliphatic alcohol having 16 or more carbon atoms, and a fatty acid. Contains a mold release agent (B).
- the copolymer (A) is a copolymer having a styrene-based monomer unit and a vinyl cyanide-based monomer unit, and for example, there is a styrene-acrylonitrile copolymer.
- the styrene-based monomer unit is styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, 2,4-dimethylstyrene, ethylstyrene, p-tert-butylstyrene, ⁇ -methylstyrene, ⁇ -. Methyl-p-methylstyrene and the like. Of these, styrene is preferable.
- the styrene-based monomer unit may be used alone or in combination of two or more.
- the copolymer (A) preferably contains 79 to 85% by mass of the styrene-based monomer unit in 100% by mass of the copolymer (A), and more preferably 80 to 82% by mass.
- the content of the styrene-based monomer unit is, for example, 79, 80, 81, 82, 83, 84, or 85% by mass, and is within the range between any two of the numerical values exemplified here. May be. When the content of the styrene-based monomer unit is within the above range, the obtained resin composition is excellent in the balance between chemical resistance and color tone.
- the styrene-based monomer unit is a value measured by 13C-NMR.
- the vinyl cyanide-based monomer unit is acrylonitrile, methacrylonitrile, etacrylonitrile, fumaronitrile, or the like. Of these, acrylonitrile is preferred.
- the vinyl cyanide-based monomer unit may be used alone or in combination of two or more.
- copolymerizable monomers of the copolymer (A) include (meth) acrylic acid ester-based monomers such as methyl methacrylate, and acrylic acid ester-based monomers such as butyl acrylate and ethyl acrylate. , (Meta) acrylic acid-based monomers such as methacrylic acid, acrylic acid-based monomers such as acrylic acid, and N-substituted maleimide-based monomers such as N-phenylmaleimide can be used.
- the copolymer (A) preferably contains 15 to 21% by mass of the vinyl cyanide-based monomer unit in 100% by mass of the copolymer (A), and more preferably 18 to 20% by mass.
- the content of the vinyl cyanide-based monomer unit is specifically, for example, 15, 16, 17, 18, 19, 20, or 21% by mass, and is between any two of the numerical values exemplified here. It may be within the range. When the content of the vinyl cyanide-based monomer unit is within the above range, the obtained resin composition is excellent in the balance between chemical resistance and color tone.
- the vinyl cyanide-based monomer unit is a value measured by 13C-NMR.
- the copolymer (A) is a copolymer containing a styrene-based monomer and a vinyl cyanide-based monomer as main components.
- the copolymer (A) is a copolymer consisting substantially only of a styrene-based monomer and a vinyl cyanide-based monomer.
- the constituent unit of the copolymer (A) is preferably 79 to 85% by mass of a styrene-based monomer unit and 15 to 21% by mass of a vinyl cyanide-based monomer unit, and more preferably a styrene-based single amount.
- the body unit is 80 to 82% by mass, and the vinyl cyanide-based monomer unit is 18 to 20% by mass.
- the copolymer (A) As a method for producing the copolymer (A), a known method can be adopted. For example, it can be produced by bulk polymerization, solution polymerization, suspension polymerization, emulsion polymerization and the like. As the operation method of the reactor, any of continuous type, batch type (batch type) and semi-batch type can be applied. Bulk polymerization or solution polymerization is preferable, and continuous type is preferable, from the viewpoint of quality such as color tone and productivity.
- Examples of the solvent for bulk polymerization or solution polymerization include alkylbenzenes such as benzene, toluene, ethylbenzene and xylene, ketones such as acetone and methyl ethyl ketone, and aliphatic hydrocarbons such as hexane and cyclohexane.
- alkylbenzenes such as benzene, toluene, ethylbenzene and xylene
- ketones such as acetone and methyl ethyl ketone
- aliphatic hydrocarbons such as hexane and cyclohexane.
- a polymerization initiator and a chain transfer agent can be used, and the polymerization temperature is preferably in the range of 120 to 170 ° C.
- the polymerization initiator is, for example, 1,1-di (t-butylperoxy) cyclohexane, 2,2-di (t-butylperoxy) butane, 2,2-di (4,4-di-t-butyl).
- Peroxyketals such as peroxycyclohexyl) propane, 1,1-di (t-amylperoxy) cyclohexane, hydroperoxides such as cumenehydroperoxide, t-butylhydroperoxide, t-butylperoxyacetate , T-alkyl peroxides such as t-amylperoxyisononanoate, dialkyl peroxides such as t-butylcumyl peroxide, di-t-butyl peroxide, dicumyl peroxide, di-t-hexyl peroxide, etc.
- Peroxyesters such as t-butylperoxyacetate, t-butylperoxybenzoate, t-butylperoxyisopropyl monocarbonate, t-butylperoxyisopropylcarbonate, polyethertetrakis (t-butylperoxycarbonate) and the like.
- Peroxycarbonates N, N'-azobis (cyclohexane-1-carbonitrile), N, N'-azobis (2-methylbutyronitrile), N, N'-azobis (2,4-dimethylvaleronitrile) , N, N'-azobis [2- (hydroxymethyl) propionitrile] and the like, and one or a combination of two or more of these may be used.
- chain transfer agent examples include n-octyl mercaptan, n-dodecyl mercaptan, t-dodecyl mercaptan, ⁇ -methylstyrene dimer, ethyl thioglycolate, limonene, turpinolene and the like.
- a known method can be adopted as a devolatilization method for removing volatile components such as unreacted monomers and the solvent used for solution polymerization from the solution of the copolymer (A) after the completion of polymerization.
- a vacuum devolatilization tank with a preheater or a devolatilization extruder with a vent can be used.
- the resin temperature at the time of devolatileization is preferably 240 ° C. or lower, and when a vacuum devolatile tank equipped with a preheater is used, the outside temperature of the preheater is preferably 280 ° C. or lower.
- the devolatile molten copolymer (A) is transferred to a granulation step, extruded into strands from a porous die, and processed into pellets by a cold cut method, an aerial hot cut method, or an underwater hot cut method. be able to.
- the weight average molecular weight of the copolymer (A) is preferably 50,000 to 250,000, more preferably 150,000 to 200,000 from the viewpoint of the strength and moldability of the resin composition.
- the weight average molecular weight of the copolymer (A) was a polystyrene-equivalent value measured in a THF solvent using gel permeation chromatography (GPC), and was measured under the following conditions.
- the release agent (B) is at least one selected from aliphatic alcohols and fatty acids.
- the aliphatic alcohol and the fatty acid have 16 or more carbon atoms, preferably 16 to 22 carbon atoms, and more preferably 16 to 18 carbon atoms. Specifically, it is, for example, 16, 17, 18, 19, 20, 21, or 22, and may be within the range between any two of the numerical values exemplified here.
- the release agent (B) is preferably an aliphatic alcohol, and is excellent in retention heat stability during injection molding.
- the aliphatic alcohol having 16 or more carbon atoms includes cetyl alcohol, heptadecyl alcohol, stearyl alcohol and the like, and among these, stearyl alcohol is preferable. If the number of carbon atoms is less than 16, mold stains may occur during injection molding. The number of carbon atoms is preferably 22 or less, and more preferably 20 or less because of industrial availability.
- the fatty acid having 16 or more carbon atoms is palmitic acid, stearic acid, behenic acid and the like, and among these, stearic acid is preferable. If the number of carbon atoms is less than 16, mold stains may occur during injection molding. The number of carbon atoms is preferably 22 or less, and more preferably 20 or less because of industrial availability.
- the content of the release agent (B) in the resin composition is 200 to 800 ppm, preferably 300 to 700 ppm. Specifically, for example, it is 200, 300, 400, 500, 600, 700, or 800 ppm, and may be within the range between any two of the numerical values exemplified here. If the content of the mold release agent (B) is less than 200 ppm, the mold release property at the time of injection molding is poor, and if it exceeds 800 ppm, it becomes difficult to disperse it in the resin composition.
- the resin composition contains the antioxidant (C), and the color tone is more excellent.
- the antioxidant it is preferable to use a hindered phenolic antioxidant and a phosphorus-based antioxidant in combination.
- the content of the antioxidant (C) in 100% by mass of the resin composition is preferably 0.05 to 0.5% by mass, and more preferably 0.05 to 0%, from the viewpoint of optimizing the color tone. 4% by mass. Specifically, for example, it is 0.05, 0.1, 0.15, 0.2, 0.25, 0.3, 0.45, or 0.5% by mass, and any of the numerical values exemplified here. It may be within the range between the two.
- a hindered phenolic antioxidant is an antioxidant that has a phenolic hydroxyl group in its basic skeleton.
- Hindered phenolic antioxidants include, for example, octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, ethylenebis (oxyethylene) bis [3- (5-tert-butyl-).
- pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 1,1,3-tris (2-methyl-4-hydroxy-5-t-butyl).
- Phenyl) butane The hindered phenolic antioxidant may be used alone or in combination of two or more.
- Phosphorus-based antioxidants are phosphite esters, which are trivalent phosphorus compounds.
- Phosphorus antioxidants include, for example, 6- [3- (3-t-butyl-4-hydroxy-5-methylphenyl) propoxy] -2,4,8,10-tetra-t-butylbenz [d, f].
- the phosphorus-based antioxidant may be used alone or in combination of two or more.
- the release agent (B) As a method for producing the resin composition from the copolymer (A), the release agent (B), and the antioxidant (C), a known method can be adopted, but in the process for producing the copolymer (A). Addition and mixing are preferred as they can minimize the thermal history of the copolymer.
- the release agent (B) is preferably added between the time when the copolymer (A) is devolatile and the time when it is granulated, and it is preferable to mix it using a static mixer or an extruder.
- the antioxidant (C) Since the antioxidant (C) has the effect of preventing discoloration due to deterioration of the copolymer (A) due to thermal history during devolatileization, it is added to the solution containing the copolymer (A) before devolatileization. Is preferable.
- An external lubricant such as a plasticizer, an ultraviolet absorber, a hindered amine-based stabilizer, an antistatic agent, or ethylene bisstearyl amide may be added to the resin composition as long as the transparency is not impaired.
- the transmittance of the resin composition at a wavelength of 450 nm measured at an optical path length of 115 mm is 40% or more, preferably 50% or more. Specifically, for example, it is 40, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 60, 65, or 70%, and any two of the numerical values exemplified here. It may be within the range between.
- the measurement is a value obtained by using a spectrophotometer for the plate-shaped molded product after polishing the end face. If the transmittance at a wavelength of 450 nm is lower than 40%, the resin composition will have a dull color even if it is colored with a dye.
- the transmittance at a wavelength of 450 nm is appropriately combined with setting the vinyl cyanide-based monomer unit of the copolymer (A) in an appropriate range, adjusting the resin temperature during devolatileization, and adding an antioxidant (C). By doing so, it can be increased to 40% or more.
- the resin composition is preferably colored with a dye.
- the dye is given a color index number based on the chemical structure, for example, Disperse Violet 28, Solvent Blue 35, 83, 94, 97, 104, 105, Solvent Green 3, Solvent Red 52, Solvent Violet 13.31.33. ⁇ 34, 36 and the like can be mentioned.
- Coloring with a dye can be performed by a known method, and coloring with an extruder or addition by addition in the production process of the copolymer (A) is also possible.
- the resin composition can be formed into a molded product by a known molding method, but it is preferably used for injection molding because of its excellent mold releasability. Further, since it is excellent in coloring property, it can be used for a molded product such as a cosmetic container, which requires a high-class feeling.
- the mold release agent (B) and the antioxidant (C) used in Examples and Comparative Examples are as follows.
- ⁇ Release agent (B)> B-1) Stearyl alcohol (Kao Corporation Calcol 8098) (B-2) Stearic acid (Lunac S-90 manufactured by Kao Corporation) (B-3) Docosanol (1-Docosanol manufactured by Tokyo Chemical Industry Co., Ltd.) (B-4) Ethylene bisstearyl amide (Kao Wax EB-P manufactured by Kao Corporation) (B-5) Myristyl Alcohol (Kao Corporation Calcol 4098)
- ⁇ Antioxidant (C)> C-1) Pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] (Irganox 1010 manufactured by BASF Japan Ltd.) (C-2) C-1: Tris (2,4-di-tert-butylphenyl) phos
- the supply liquid supplied to the 50 L reaction vessel is 70 parts by mass of styrene, 15 parts by mass of acrylonitrile, 15 parts by mass of ethylbenzene, 0.02 parts by mass of t-butylperoxyisopropylcarbonate as a polymerization initiator, and n-dodecyl as a chain transfer agent.
- Mercaptan was prepared to be 0.01 parts by mass. After bubbling this supply solution with nitrogen gas, it is continuously supplied to the reaction vessel at a rate of 10.8 L / hour so that the polymerization temperature can be maintained at 145 ° C. and the filling rate of the reaction solution in the reaction vessel can be maintained at 70 vol%.
- the molten polymer is extracted from the vacuum devolatilization tank by a gear pump, the mold release agent B-1 is mixed with a static mixer so as to have the content shown in Table 1, then extruded into a strand shape, cooled with cooling water, and then cut and pelletized.
- a resin composition in the form of a resin was obtained.
- the weight average molecular weight of the copolymer was 182,000.
- Example 2 A resin composition was obtained in the same manner as in Example 1 except that the content of B-1 was changed.
- Example 3 A resin composition was obtained in the same manner as in Example 1 except that the addition of C-1 and C-2 was stopped.
- Example 4 A resin composition was obtained in the same manner as in Example 1 except that B-1 was changed to B-2.
- Example 5 A resin composition was obtained in the same manner as in Example 1 except that B-1 was changed to B-3.
- Example 6 A resin composition was obtained in the same manner as in Example 1 except that the content of C-1 was changed.
- Example 7 A resin composition was obtained in the same manner as in Example 1 except that the content of C-2 was changed.
- Example 8> A resin composition was obtained in the same manner as in Example 1 except that styrene was 65 parts by mass and acrylonitrile was 20 parts by mass in the supply liquid supplied to the reaction vessel. The weight average molecular weight of the copolymer was 176,000.
- melt mass flow rate The melt mass flow rate was measured at 220 ° C. and a 98 N load based on JIS K7210.
- the Vicat softening point was measured by the 50 method (load 50 N, heating rate 50 ° C./hour) based on JIS K7206, using a test piece having a size of 10 mm ⁇ 10 mm and a thickness of 4 mm.
- As the measuring machine an HDT & VSPT test device manufactured by Toyo Seiki Seisakusho Co., Ltd. was used.
- Optimity length 115 mm, wavelength 450 nm Using an injection molding machine (J140AD-180H manufactured by Japan Steel Works, Ltd.), an optical path of a plate-shaped molded product with a length of 127 mm, a width of 127 mm, and a thickness of 3 mm, which was molded under molding conditions of a cylinder temperature of 240 ° C and a mold temperature of 70 ° C. A test piece was prepared by cutting and polishing the end face so as to have a length of 115 mm.
- the transmittance was measured at an optical path length of 115 mm and a wavelength of 450 nm in incident light having a size of 20 ⁇ 1.6 mm and a spread angle of 0 °.
- Haze hue
- a mirror plate with a length of 90 mm, a width of 55 mm, and a thickness of 2 mm molded under molding conditions of a cylinder temperature of 240 ° C and a mold temperature of 60 ° C conforms to ASTM D1003.
- Haze was measured using a haze meter (NDH-1001DP type manufactured by Nippon Denshoku Kogyo Co., Ltd.).
- the b value was measured using an ultraviolet visible spectrophotometer (V-670 manufactured by JASCO Corporation) in accordance with JIS K7105.
- a mold release resistance mold (box mold dimensions: length 60 mm, width 130 mm, depth 45 mm, thickness 2 mm) with a load cell attached to the ejector pin is attached to an injection molding machine 100t (J100E-P) manufactured by Japan Steel Works, Ltd. Continuous molding was performed at a cylinder temperature of 230 ° C. and a mold temperature of 40 ° C., and the ejection force of the ejector pin when the molded product was released when the mold was opened was measured.
- the mold releasability is evaluated by the maximum mold releasability value (N), and the smaller the value, the better the mold releasability.
- the resin composition of the example has a small mold releasability and is excellent in mold releasability.
- a clear and vivid blue molded product having excellent color tone can be obtained.
- the resin composition of the present invention is excellent in coloring property, a molded product having a clear color tone can be obtained by coloring with a dye. Further, since the mold release property at the time of injection molding is excellent, cracks are less likely to occur at the time of mold release, and stable continuous molding can be performed.
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
(2)前記共重合体(A)100質量%中の前記スチレン系単量体単位の含有量が79~85質量%であり、前記シアン化ビニル系単量体の含有量が15~21質量%である(1)に記載の樹脂組成物。
(3)酸化防止剤(C)を更に含有する(1)または(2)に記載の樹脂組成物。
(4)染料により着色された(1)~(3)のいずれか1つに記載の樹脂組成物。
(5)(1)~(4)のいずれか1つに記載の樹脂組成物の射出成形体。
本願明細書において、例えば、「A~B」なる記載は、A以上でありB以下であることを意味する。
装置名:SYSTEM-21 Shodex(昭和電工株式会社製)
カラム:PL gel MIXED-Bを3本直列
温度:40℃
検出:示差屈折率
溶媒:テトラヒドロフラン
濃度:2質量%
検量線:標準ポリスチレン(PS)(PL社製)を用いて作製した。
樹脂組成物100質量%中の酸化防止剤(C)の含有量は、色調の最適化の観点から、好ましくは0.05~0.5質量%であり、より好ましくは0.05~0.4質量%である。具体的には例えば、0.05、0.1、0.15、0.2、0.25、0.3、0.45、又は0.5質量%であり、ここで例示した数値の何れか2つの間の範囲内であってもよい。
<離型剤(B)>
(B-1)ステアリルアルコール(花王株式会社製 カルコール8098)
(B-2)ステアリン酸(花王株式会社製 ルナックS-90)
(B-3)ドコサノール(東京化成工業株式会社製 1-Docosanol)
(B-4)エチレンビスステアリルアマイド(花王株式会社製 カオーワックスEB-P)
(B-5)ミリスチルアルコール(花王株式会社製 カルコール4098)
<酸化防止剤(C)>
(C-1)ペンタエリスリトールテトラキス[3-(3,5-ジ-tert-ブチル-4-ヒドロキシフェニル)プロピオネート](BASFジャパン株式会社製 Irganox1010)
(C-2)C-1:トリス(2,4-ジ-tert-ブチルフェニル)フォスファイト(株式会社ADEKA製 アデカスタブ2112)
50Lの反応槽に供給する供給液を、スチレン70質量部、アクリロニトリル15質量部、エチルベンゼン15質量部、重合開始剤としてt-ブチルパーオキシイソプロピルカーボネート0.02質量部、連鎖移動剤としてn-ドデシルメルカプタン、を0.01質量部となるように調製した。この供給液を窒素ガスでバブリングした後、連続的に10.8L/時間の速度で反応槽へ供給し、重合温度145℃、反応槽内での反応液の充填率が70vol%を維持できるようにし、供給液量と同量のポリマー溶液を連続的に抜き出した。反応槽から連続的に取り出されたポリマー溶液に、染料としてSolvent Violet 13をポリマーに対して0.5ppm添加し、酸化防止剤C-1とC-2を表1の含有量となるよう添加した後、予熱器付き真空脱揮槽に供給し、未反応のスチレン及びアクリロニトリル、エチルベンゼンなどを分離した。脱揮槽内のポリマー温度が235℃となるように予熱器の温度を調整し、脱揮槽内の圧力は1kPaとした。ギヤーポンプにより真空脱揮槽から溶融ポリマーを抜出し、スタティックミキサーで離型剤B-1を表1の含有量となるよう混合した後、ストランド状に押出して冷却水にて冷却後、切断してペレット状の樹脂組成物を得た。共重合体の重量平均分子量は18.2万であった。
B-1の含有量を変更した以外は、実施例1と同様に樹脂組成物を得た。
C-1とC-2の添加を停止した以外は、実施例1と同様に樹脂組成物を得た。
B-1をB-2に変更した以外は、実施例1と同様に樹脂組成物を得た。
B-1をB-3に変更した以外は、実施例1と同様に樹脂組成物を得た。
C-1の含有量を変更した以外は、実施例1と同様に樹脂組成物を得た。
C-2の含有量を変更した以外は、実施例1と同様に樹脂組成物を得た。
反応槽に供給する供給液の内、スチレンを65質量部、アクリロニトリル20質量部とした以外は、実施例1と同様に樹脂組成物を得た。共重合体の重量平均分子量は17.6万であった。
B-1、C-1、C-2の添加を停止した以外は、実施例1と同様に樹脂組成物を得た。
B-1をB-4に変更し、含有量を変更した以外は、実施例1と同様に樹脂組成物を得た。
B-1の含有量を変更した以外は、実施例1と同様に樹脂組成物を得た。
B-1の含有量を変更した結果、B-1の分散性が悪化し、ストランドが乱れ、樹脂組成物の製造が不可能であった。
B-1をB-5に変更した以外は、実施例1と同様に樹脂組成物を得た。
C-1とC-2の添加を停止した以外は、実施例8と同様に樹脂組成物を得た。
メルトマスフローレイトは、JIS K7210に基づき、220℃、98N荷重にて測定した。
ビカット軟化点は、JIS K7206に基づき、50法(荷重50N、昇温速度50℃/時間)で試験片は10mm×10mm、厚さ4mmのものを用いて測定した。なお、測定機は東洋精機製作所社製HDT&VSPT試験装置を使用した。
射出成形機(株式会社日本製鋼所製J140AD-180H)を用いて、シリンダー温度240℃、金型温度70℃の成形条件で成形された縦127mm、横127mm、厚み3mmの板状成形品を光路長115mmとなるよう、切断および端面研磨を行い、試験片を作製した。日本分光株式会社製の紫外線可視分光光度計V-670を用い、大きさ20×1.6mm、広がり角度0°の入射光において、光路長115mm、波長450nmの透過率を測定した。
射出成形機(東芝機械社製IS-50EP)を用いて、シリンダー温度240℃、金型温度60℃の成形条件で成形された縦90mm、横55mm、厚み2mmの鏡面プレートをASTM D1003に準拠しヘーズメータ(日本電色工業社製NDH-1001DP型)を用いてHazeを測定した。また、b値は、JIS K7105に準拠し紫外線可視分光光度計(日本分光株式会社製V-670)を用いて測定した。
射出成形機(東芝機械社製IS-50EP)を用いて、シリンダー温度240℃、金型温度60℃の成形条件で縦90mm、横55mm、厚み2mmの鏡面プレートの成形を行い、良品が得られてから10ショット成形した後、10分間シリンダー内に樹脂を滞留させた後、10ショットの成形を行った。滞留後の色相のb値最大値から滞留前の色相のb値最大値を引いた値をΔbとした。Δbが大きいほど、成形時の滞留による変色が大きい。
エジェクターピンにロードセルを装着した離型抵抗金型(箱型成形品寸法:縦60mm、横130mm、深さ45mm、厚み2mm)を日本製鋼社製の射出成形機100t(J100E-P)に取り付け、シリンダー温度230℃、金型温度40℃設定で連続成形を行い、型開きの際に成形品が離型する時のエジェクターピンの突き出し力を測定した。離型性は最大離型抵抗値(N)で評価し、数値が小さいほど、金型離型性に優れている。
射出成形機(東芝機械社製IS-50EP)を用いて、シリンダー温度280℃、金型温度60℃の成形条件で50ショットを連続成形した後、金型の表面と成形品の外観を観察して、汚染がないものを〇、汚染があるものを×とした。
射出成形品を目視で観察し、クリアで鮮やかなブルー色を◎、ややグレーがかったブルー色を〇、グレーがかったくすんだブルー色を×とした。
Claims (5)
- スチレン系単量体単位とシアン化ビニル系単量体を有する共重合体(A)と、炭素数16以上の脂肪族アルコール、脂肪酸から選ばれた少なくとも1種類の離型剤(B)とを含有する樹脂組成物であって、前記離型剤(B)の含有量が200~800ppmであり、光路長115mm、波長450nmにおける透過率が40%以上である樹脂組成物。
- 前記共重合体(A)100質量%中の前記スチレン系単量体単位の含有量が79~85質量%であり、前記シアン化ビニル系単量体の含有量が15~21質量%である請求項1に記載の樹脂組成物。
- 酸化防止剤(C)を更に含有する請求項1または請求項2に記載の樹脂組成物。
- 染料により着色された請求項1~3のいずれか1項に記載の樹脂組成物。
- 請求項1~4のいずれか1項に記載の樹脂組成物の射出成形体。
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4610300B1 (ja) * | 1967-04-28 | 1971-03-16 | ||
JPH04216857A (ja) * | 1990-02-20 | 1992-08-06 | Monsanto Co | 熱可塑性コポリエステル及びスチレン−アクリロニトリルコポリマーのポリブレンドの低温衝撃強さの向上方法 |
JPH05117330A (ja) * | 1991-10-28 | 1993-05-14 | Sanyo Chem Ind Ltd | スチレン−アクリル系樹脂およびその製法 |
WO2002099799A1 (fr) * | 2001-06-04 | 2002-12-12 | Denki Kagaku Kogyo Kabushiki Kaisha | Substrat de disque optique |
JP2005097578A (ja) * | 2003-08-26 | 2005-04-14 | Mitsubishi Rayon Co Ltd | 熱可塑性樹脂組成物及び光反射体 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1991007459A1 (en) | 1989-11-14 | 1991-05-30 | The Dow Chemical Company | Aromatic triester plasticized copolymers of acrylonitrile and styrene |
JPH08301913A (ja) | 1995-05-11 | 1996-11-19 | Atochem Yoshitomi Kk | アクリロニトリル−スチレン系共重合体の製造法 |
JPH10139965A (ja) | 1996-11-06 | 1998-05-26 | Daicel Chem Ind Ltd | スチレン−アクリロニトリル系樹脂組成物 |
JP4878075B2 (ja) | 2000-10-06 | 2012-02-15 | 電気化学工業株式会社 | 共重合樹脂組成物及びその製造方法 |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4610300B1 (ja) * | 1967-04-28 | 1971-03-16 | ||
JPH04216857A (ja) * | 1990-02-20 | 1992-08-06 | Monsanto Co | 熱可塑性コポリエステル及びスチレン−アクリロニトリルコポリマーのポリブレンドの低温衝撃強さの向上方法 |
JPH05117330A (ja) * | 1991-10-28 | 1993-05-14 | Sanyo Chem Ind Ltd | スチレン−アクリル系樹脂およびその製法 |
WO2002099799A1 (fr) * | 2001-06-04 | 2002-12-12 | Denki Kagaku Kogyo Kabushiki Kaisha | Substrat de disque optique |
JP2005097578A (ja) * | 2003-08-26 | 2005-04-14 | Mitsubishi Rayon Co Ltd | 熱可塑性樹脂組成物及び光反射体 |
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