JPS63221152A - Copolymer composition - Google Patents
Copolymer compositionInfo
- Publication number
- JPS63221152A JPS63221152A JP5372687A JP5372687A JPS63221152A JP S63221152 A JPS63221152 A JP S63221152A JP 5372687 A JP5372687 A JP 5372687A JP 5372687 A JP5372687 A JP 5372687A JP S63221152 A JPS63221152 A JP S63221152A
- Authority
- JP
- Japan
- Prior art keywords
- monomer
- copolymer
- parts
- weight
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 100
- 239000000203 mixture Substances 0.000 title claims abstract description 81
- 239000000178 monomer Substances 0.000 claims abstract description 95
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 14
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229920001971 elastomer Polymers 0.000 claims abstract description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 7
- 150000001733 carboxylic acid esters Chemical class 0.000 claims abstract description 7
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 6
- 150000002825 nitriles Chemical class 0.000 claims abstract description 5
- 229920002725 thermoplastic elastomer Polymers 0.000 claims description 8
- 230000000379 polymerizing effect Effects 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 38
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 18
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract description 9
- 239000000463 material Substances 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract description 5
- 238000002156 mixing Methods 0.000 abstract description 4
- 150000003923 2,5-pyrrolediones Chemical class 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 description 43
- -1 polyethylene Polymers 0.000 description 33
- 239000000049 pigment Substances 0.000 description 20
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- 239000000243 solution Substances 0.000 description 15
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 description 14
- 239000004816 latex Substances 0.000 description 13
- 229920000126 latex Polymers 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 229910001868 water Inorganic materials 0.000 description 13
- 150000004665 fatty acids Chemical class 0.000 description 12
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 239000003086 colorant Substances 0.000 description 9
- 238000009826 distribution Methods 0.000 description 9
- 238000000921 elemental analysis Methods 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 7
- 239000011591 potassium Substances 0.000 description 7
- 229910052700 potassium Inorganic materials 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 229910001873 dinitrogen Inorganic materials 0.000 description 6
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 6
- 239000004604 Blowing Agent Substances 0.000 description 5
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- 239000011259 mixed solution Substances 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 229920001955 polyphenylene ether Polymers 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical class Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- XKMYEGSKUFKYQL-UHFFFAOYSA-L potassium sodium dihydrogen phosphate hydrogen carbonate Chemical compound [Na+].[K+].OC(O)=O.OP([O-])([O-])=O XKMYEGSKUFKYQL-UHFFFAOYSA-L 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 description 1
- QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
- ZWKNLRXFUTWSOY-QPJJXVBHSA-N (e)-3-phenylprop-2-enenitrile Chemical compound N#C\C=C\C1=CC=CC=C1 ZWKNLRXFUTWSOY-QPJJXVBHSA-N 0.000 description 1
- KYPOHTVBFVELTG-OWOJBTEDSA-N (e)-but-2-enedinitrile Chemical compound N#C\C=C\C#N KYPOHTVBFVELTG-OWOJBTEDSA-N 0.000 description 1
- KYPOHTVBFVELTG-UPHRSURJSA-N (z)-but-2-enedinitrile Chemical compound N#C\C=C/C#N KYPOHTVBFVELTG-UPHRSURJSA-N 0.000 description 1
- IZMZREOTRMMCCB-UHFFFAOYSA-N 1,4-dichloro-2-ethenylbenzene Chemical compound ClC1=CC=C(Cl)C(C=C)=C1 IZMZREOTRMMCCB-UHFFFAOYSA-N 0.000 description 1
- CVKDEEISKBRPEQ-UHFFFAOYSA-N 1-(4-nitrophenyl)pyrrole-2,5-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(=O)C=CC1=O CVKDEEISKBRPEQ-UHFFFAOYSA-N 0.000 description 1
- VAYJAEOCYWSGBB-UHFFFAOYSA-N 1-(4-phenoxyphenyl)pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1OC1=CC=CC=C1 VAYJAEOCYWSGBB-UHFFFAOYSA-N 0.000 description 1
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 1
- WGGLDBIZIQMEGH-UHFFFAOYSA-N 1-bromo-4-ethenylbenzene Chemical compound BrC1=CC=C(C=C)C=C1 WGGLDBIZIQMEGH-UHFFFAOYSA-N 0.000 description 1
- JNPCNDJVEUEFBO-UHFFFAOYSA-N 1-butylpyrrole-2,5-dione Chemical compound CCCCN1C(=O)C=CC1=O JNPCNDJVEUEFBO-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- XHAFIUUYXQFJEW-UHFFFAOYSA-N 1-chloroethenylbenzene Chemical compound ClC(=C)C1=CC=CC=C1 XHAFIUUYXQFJEW-UHFFFAOYSA-N 0.000 description 1
- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 description 1
- SJLLJZNSZJHXQN-UHFFFAOYSA-N 1-dodecylpyrrole-2,5-dione Chemical compound CCCCCCCCCCCCN1C(=O)C=CC1=O SJLLJZNSZJHXQN-UHFFFAOYSA-N 0.000 description 1
- FBPVUBVZRPURIU-UHFFFAOYSA-N 1-hexylpyrrole-2,5-dione Chemical compound CCCCCCN1C(=O)C=CC1=O FBPVUBVZRPURIU-UHFFFAOYSA-N 0.000 description 1
- JTVXKQUORIWPAM-UHFFFAOYSA-N 1-naphthalen-1-yl-3-phenylpyrrole-2,5-dione Chemical compound O=C1N(C=2C3=CC=CC=C3C=CC=2)C(=O)C=C1C1=CC=CC=C1 JTVXKQUORIWPAM-UHFFFAOYSA-N 0.000 description 1
- KIKBJYQCJJXCBZ-UHFFFAOYSA-N 1-octylpyrrole-2,5-dione Chemical compound CCCCCCCCN1C(=O)C=CC1=O KIKBJYQCJJXCBZ-UHFFFAOYSA-N 0.000 description 1
- NQDOCLXQTQYUDH-UHFFFAOYSA-N 1-propan-2-ylpyrrole-2,5-dione Chemical compound CC(C)N1C(=O)C=CC1=O NQDOCLXQTQYUDH-UHFFFAOYSA-N 0.000 description 1
- NIDFGXDXQKPZMA-UHFFFAOYSA-N 14h-benz[4,5]isoquino[2,1-a]perimidin-14-one Chemical compound C1=CC(N2C(=O)C=3C4=C(C2=N2)C=CC=C4C=CC=3)=C3C2=CC=CC3=C1 NIDFGXDXQKPZMA-UHFFFAOYSA-N 0.000 description 1
- GXURZKWLMYOCDX-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.OCC(CO)(CO)CO GXURZKWLMYOCDX-UHFFFAOYSA-N 0.000 description 1
- ZPSZXWVBMOMXED-UHFFFAOYSA-N 2-(2-bromo-5-chlorophenyl)acetic acid Chemical compound OC(=O)CC1=CC(Cl)=CC=C1Br ZPSZXWVBMOMXED-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- JCJIZBQZPSZIBI-UHFFFAOYSA-N 2-[2,6-di(propan-2-yl)phenyl]benzo[de]isoquinoline-1,3-dione Chemical compound CC(C)C1=CC=CC(C(C)C)=C1N(C1=O)C(=O)C2=C3C1=CC=CC3=CC=C2 JCJIZBQZPSZIBI-UHFFFAOYSA-N 0.000 description 1
- OFUMROLKEGKJMS-UHFFFAOYSA-N 2-[2-(1,3-benzodioxol-5-yl)-3-[2-(cyclohexylamino)pyrimidin-4-yl]imidazol-4-yl]acetonitrile Chemical compound O1COC2=C1C=CC(=C2)C=1N(C(=CN=1)CC#N)C1=NC(=NC=C1)NC1CCCCC1 OFUMROLKEGKJMS-UHFFFAOYSA-N 0.000 description 1
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
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- VNSHCVIITDMKAM-UHFFFAOYSA-N 3-(4-butylphenyl)pyrrole-2,5-dione Chemical compound C1=CC(CCCC)=CC=C1C1=CC(=O)NC1=O VNSHCVIITDMKAM-UHFFFAOYSA-N 0.000 description 1
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- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- JAOZKJMVYIWLKU-UHFFFAOYSA-N sodium 7-hydroxy-8-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalene-1,3-disulfonic acid Chemical compound C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)O)N=NC3=C(C=CC4=CC(=CC(=C43)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] JAOZKJMVYIWLKU-UHFFFAOYSA-N 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical class O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- JUWGUJSXVOBPHP-UHFFFAOYSA-B titanium(4+);tetraphosphate Chemical class [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O JUWGUJSXVOBPHP-UHFFFAOYSA-B 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- XWKBMOUUGHARTI-UHFFFAOYSA-N tricalcium;diphosphite Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])[O-].[O-]P([O-])[O-] XWKBMOUUGHARTI-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- KMIOJWCYOHBUJS-HAKPAVFJSA-N vorolanib Chemical compound C1N(C(=O)N(C)C)CC[C@@H]1NC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C KMIOJWCYOHBUJS-HAKPAVFJSA-N 0.000 description 1
- KRHWIANIMSPRIE-UHFFFAOYSA-L zinc;n-nonadecylcarbamodithioate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCCNC([S-])=S.CCCCCCCCCCCCCCCCCCCNC([S-])=S KRHWIANIMSPRIE-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は、耐熱性、耐薬品性、機械的特性および成形加
工性に優れ、かつ各種非極性ならびに有極性材料との相
溶性ないしは親和性の良好な共重合体組成物に関するも
のである。[Detailed Description of the Invention] <Industrial Application Field> The present invention has excellent heat resistance, chemical resistance, mechanical properties, and moldability, and has compatibility or affinity with various non-polar and polar materials. This invention relates to a good copolymer composition.
〈従来の技術〉
スチレン系樹脂あるいはメタクリル酸メチル系樹脂は優
れた成形加工性および外観を有しており、車輌部品、電
気部品、事務機器部品等として広く使用されている。し
かしながら、これらの樹脂は耐熱性に劣るという欠点が
あり、近年その耐熱性を改良する目的で、耐熱性付与成
分トしてマレイミド系単量体、無水マレイン酸あるいは
メタクリル酸等を導入した樹脂の開発が活発に進められ
ている。<Prior Art> Styrene resins or methyl methacrylate resins have excellent moldability and appearance, and are widely used as vehicle parts, electrical parts, office equipment parts, and the like. However, these resins have the disadvantage of poor heat resistance, and in recent years, in order to improve their heat resistance, resins with maleimide monomers, maleic anhydride, methacrylic acid, etc. introduced as heat resistance imparting ingredients have been developed. Development is actively underway.
さらに、これらの耐熱性付与成分を導入した樹脂の衝撃
強度を改良する目的で、例えばスチレン−マレイミド系
共重合体とポリカーボネートとの組成物(特開昭58−
129245 )、スチレンおよび/またはメタクリル
酸メチル−アクリロニトリル−マレイミド系共重合体、
ABS樹脂およびポリカーボネートからなる組成物(特
公昭6l−50976)、スチレン−マレイミド系共重
合体やスチレン−アクリロニトリル−マレイミド系共重
合体とポリフェニレンエーテルとの組成物(特開昭61
−174249)またはこれらと耐衝撃性ポリスチレン
やスチレン−ブタジェンブロック共重合体との組成物(
特公昭6O−58257)等が提案されている。Furthermore, for the purpose of improving the impact strength of resins into which these heat resistance imparting components are introduced, for example, compositions of styrene-maleimide copolymers and polycarbonate (JP-A-58-1999-1) have been developed.
129245), styrene and/or methyl methacrylate-acrylonitrile-maleimide copolymer,
Compositions consisting of ABS resin and polycarbonate (Japanese Patent Publication No. 61-50976), compositions of styrene-maleimide copolymers, styrene-acrylonitrile-maleimide copolymers, and polyphenylene ether (Japanese Patent Publication No. 61/1989)
-174249) or compositions of these with impact-resistant polystyrene or styrene-butadiene block copolymers (
Special Publication No. 6O-58257) etc. have been proposed.
〈発明が解決しようとしている問題点〉しかしながら、
上記のようなマレイミド系単量体等を導入してなる樹脂
は極性が非常に大きいため、と記のポリフェニレンエー
テル、耐衝撃性ポリスチレン、スチレン−ブタジェンブ
ロック共重合体をはじめ、非極性ないしは極性の小さい
材料との相溶性が悪い。この傾向は樹脂中のマレイミド
系単量体等の耐熱性付与成分の含有量が多くなるほど著
しい。この結果、それぞれの樹脂が本来もっているとこ
ろの特性を有する組成物は得がたい。<The problem that the invention is trying to solve> However,
Resins made by introducing maleimide monomers etc. as mentioned above have very high polarity. Poor compatibility with materials with small This tendency becomes more pronounced as the content of heat resistance imparting components such as maleimide monomers in the resin increases. As a result, it is difficult to obtain a composition that has the characteristics originally possessed by each resin.
〈発明を解決するだめの手段〉
本発明者らは上述の問題点を解決し、耐熱性をはじめ、
耐薬品性、機械的特性および成形加工性に優れ、かつ各
種非極性ならびに有極性材料との相溶性ないしは親和性
の非常に良好な組成物を得るべく鋭意検討した結果、特
定の耐熱性付与成分からなり、かつ特定の組成分布を有
する共重合体組成物を見い出し、本発明に至った。<Means for solving the invention> The present inventors solved the above-mentioned problems and improved heat resistance, etc.
As a result of intensive studies to obtain a composition that has excellent chemical resistance, mechanical properties, and moldability, and has very good compatibility or affinity with various non-polar and polar materials, we have developed a specific heat resistance-imparting component. We have discovered a copolymer composition consisting of the following and having a specific composition distribution, leading to the present invention.
すなわち、本発明は、熱可塑性樹脂および/またはゴム
質重合体の存在下または非存在下、マレイミド系単量体
(A−1)および不飽和カルボン酸系単量体(A−2)
のいずれか1種または2種の単量体(A)と、芳香族ビ
ニル系単量体(B−1)、不飽和ニトリル系単量体(B
−2)および不飽和カルボン酸エステル系単量体(B−
3)の中から選ばれた1種または2種以上の単量体(B
)ならびにこれらと共重合可能な単量体IcIを重合し
て得られる共重合体からなる組成物であって、該組成物
の平均組成(熱可塑性樹脂およびゴム質重合体を除く。That is, the present invention provides a method for preparing a maleimide monomer (A-1) and an unsaturated carboxylic acid monomer (A-2) in the presence or absence of a thermoplastic resin and/or a rubbery polymer.
Any one or two monomers (A), an aromatic vinyl monomer (B-1), an unsaturated nitrile monomer (B
-2) and unsaturated carboxylic acid ester monomer (B-
3) one or more monomers (B
) and a copolymer obtained by polymerizing a monomer IcI copolymerizable with these, the average composition of the composition (excluding thermoplastic resin and rubbery polymer).
)が弐filおよび(2)で表される共重合体組成物で
あり、かつ前記単量体(〜、(B−2)および(B−3
)の合計含有量が7重量%以下の共重合体01〜70重
量%および7重量%を超える共重合体099〜30重量
%からなることを特徴とする共重合体組成物を提供する
ものである。) is a copolymer composition represented by Nifil and (2), and the monomers (~, (B-2) and (B-3
), the total content of which is 01-70% by weight of a copolymer with a total content of 7% by weight or less and 099-30% by weight of a copolymer with a total content of more than 7% by weight. be.
○共重合体 以下に本発明について詳細に説明する。○Copolymer The present invention will be explained in detail below.
本発明の共重合体■および■を構成することのできる熱
可塑性樹脂および/またはゴム質重合体としては、例え
ば下記のものが挙げられる。Examples of the thermoplastic resin and/or rubbery polymer that can constitute the copolymers (1) and (2) of the present invention include the following.
ポリスチレン、ゴム変性ポリスチレン、アクリロニトリ
ル−スチレン共重合体、アクリロニトリル−α−メチル
スチレン共重合体、メタクリロニトリルースチレン共重
合体、ポリメタクリル酸メチル、メタクリル酸メチル−
スチレン共重合体、メタクリル酸メチル−アクリロニト
リル−スチレン共重合体、ABS樹脂、AES樹脂、M
BS樹脂、AC3樹脂、AAS樹脂、ポリエチレン、ポ
リプロピレン、ポリブテン−1、エチレン−ブテン−1
共重合体、プロピレン−ブテン−1共重合体、プロピレ
ン−エチレンフロック共重合体、エチレン−プロピレン
系ゴム、無水マレイン酸グラフトポリオレフィン、N−
置換マレイミドグラフトポリオレフィン、塩素化ポリオ
レフィン、エチレン−酢酸ビニル共重合体、エチレン−
ビニルアルコール共重合体、エチレン−(メタ)アクリ
ル酸およびその金属塩共重合体、エチレン−(メタ)ア
クリル酸メチル、エチル、プロピル、ブチル、グリシジ
ル、ジメチルアミノエチルなどの(メタ)アクリル酸エ
ステル共重合体、エチレン−(メタ)アクリル酸共重合
体、エチレン−(メタ)アクリル酸エステル−(メタ)
アクリル酸共重合体、エチレン−(メタ)アクリル酸エ
ステル−無水マレイン酸共重合体、ポリテトラフルオロ
エチレン、エチレン−テトラフルオロエチレン共重合体
、テトラフルオロエチレン−パーフルオロアルキルビニ
ルエーテル共重合体、テトラフルオロエチレン−ヘキサ
フルオロプロピレン共重合体、ポリクロロトリフルオロ
エチレン、ポリビニルブチラール、ポリ塩化ビニル、ブ
タジェンゴム、スチレン−ブタジェンランダムまたはブ
ロック共重合体、水素化スチレン−ブタジェンランダム
またはブロック共重合体、アクリロニトリル−ブタジェ
ンゴム、イソブチレンゴム、アクリルゴム、シリコーン
樹脂、ポリカーボネート、ポリエステル、ポリアミド、
ポリイミド、ポリアミドイミド、ポリエーテルイミド、
ポリエーテルエステル、ポリエーテルエステルアミド、
ポリエーテルアミド、ポリエーテルエーテルケトン、ポ
リフェニレンサルファイド、ポリサルホン、ポリエーテ
ルサルホン、ポリフェニレンエーテル、スチレン−ゴム
変性ポリフェニレンエーテル、ポリオキシメチレン等の
1種または2種以上である。特lこガラス転位温度O℃
以下のゴム質重合体が好ましく使用される。Polystyrene, rubber-modified polystyrene, acrylonitrile-styrene copolymer, acrylonitrile-α-methylstyrene copolymer, methacrylonitrile-styrene copolymer, polymethyl methacrylate, methyl methacrylate
Styrene copolymer, methyl methacrylate-acrylonitrile-styrene copolymer, ABS resin, AES resin, M
BS resin, AC3 resin, AAS resin, polyethylene, polypropylene, polybutene-1, ethylene-butene-1
Copolymer, propylene-butene-1 copolymer, propylene-ethylene flock copolymer, ethylene-propylene rubber, maleic anhydride grafted polyolefin, N-
Substituted maleimide graft polyolefin, chlorinated polyolefin, ethylene-vinyl acetate copolymer, ethylene-
Vinyl alcohol copolymers, ethylene-(meth)acrylic acid and its metal salt copolymers, ethylene-(meth)acrylic acid esters such as methyl (meth)acrylate, ethyl, propyl, butyl, glycidyl, and dimethylaminoethyl. Polymer, ethylene-(meth)acrylic acid copolymer, ethylene-(meth)acrylic acid ester-(meth)
Acrylic acid copolymer, ethylene-(meth)acrylic acid ester-maleic anhydride copolymer, polytetrafluoroethylene, ethylene-tetrafluoroethylene copolymer, tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer, tetrafluoro Ethylene-hexafluoropropylene copolymer, polychlorotrifluoroethylene, polyvinyl butyral, polyvinyl chloride, butadiene rubber, styrene-butadiene random or block copolymer, hydrogenated styrene-butadiene random or block copolymer, acrylonitrile- Butadiene rubber, isobutylene rubber, acrylic rubber, silicone resin, polycarbonate, polyester, polyamide,
polyimide, polyamideimide, polyetherimide,
polyether ester, polyether ester amide,
One or more of polyether amide, polyether ether ketone, polyphenylene sulfide, polysulfone, polyether sulfone, polyphenylene ether, styrene-rubber modified polyphenylene ether, polyoxymethylene, and the like. Special glass transition temperature O℃
The following rubbery polymers are preferably used.
マレイミド系単量体(A−1)としては、マレイミド、
N−メチルマレイミド、N−エチルマレイミド、N−イ
ソプロピルマレイミド、N−プチルマレイミド、N−へ
キシルマレイミド、N−オクチルマレイミド、N−ラウ
リルマレイミド、N−シクロへキシルマレイミl/、N
−フェニルマレイミド、N−2,3または4−メチルフ
ェニルマレイミド、N−2,8または4−エチルフェニ
ルマレイミド、N−2,8または4−ブチルフェニルマ
レイミド、N−2、6−ジメチルフェニルマレイミド、
N−2,3または4−クロロフェニルマレイミド、 N
−2、8または4−ブロモフェニルマレイミド、N−2
゜5−ジクロロフェニルマレイミド、 N−8、4−ジ
クロロフェニルマレイミ)’、N−2.5−ジブロモフ
ェニルマレイミド、N−814−ジブロモフェニルマレ
イミド、N−2,4,6−トリクロロフエニルマレイミ
ド、 N−2、4。As the maleimide monomer (A-1), maleimide,
N-methylmaleimide, N-ethylmaleimide, N-isopropylmaleimide, N-butylmaleimide, N-hexylmaleimide, N-octylmaleimide, N-laurylmaleimide, N-cyclohexylmaleimide/, N
- phenylmaleimide, N-2,3 or 4-methylphenylmaleimide, N-2,8 or 4-ethylphenylmaleimide, N-2,8 or 4-butylphenylmaleimide, N-2,6-dimethylphenylmaleimide,
N-2,3 or 4-chlorophenylmaleimide, N
-2, 8 or 4-bromophenylmaleimide, N-2
゜5-dichlorophenylmaleimide, N-8,4-dichlorophenylmaleimide)', N-2,5-dibromophenylmaleimide, N-814-dibromophenylmaleimide, N-2,4,6-trichlorophenylmaleimide, N -2, 4.
6−ドリブロモフエニルマレイミ)’、N−2。6-dribromophenylmaleimi)', N-2.
ヱ=≠=##N−2,3または4−カルボキシフェニル
マレイミド、N−4−二トロフェニルマレイミド、N−
4−ジフェニルマレイミド、N−1−ナフチルフェニル
マレイミド、N−4−シアノフェニルマレイミド、N−
4−フェノキシフェニルマレイミド、N−4−ペンジル
フェニルマレイミ)’、N−2−メチル−宮ロロフェニ
ルマレイミド、N−2−メトキシ−5−クロロ特にN−
アリール置換マレイミドが好ましい。ヱ=≠=##N-2,3 or 4-carboxyphenylmaleimide, N-4-nitrophenylmaleimide, N-
4-diphenylmaleimide, N-1-naphthylphenylmaleimide, N-4-cyanophenylmaleimide, N-
4-phenoxyphenylmaleimide, N-4-pendylphenylmaleimide)', N-2-methyl-miyalorophenylmaleimide, N-2-methoxy-5-chloro especially N-
Aryl-substituted maleimides are preferred.
不飽和カルボン酸系単量体(A−2)としては、アクリ
ル酸、メタクリル酸、無水マレイン酸、無水イタコン酸
、無水シトラコン酸、無水ハイミック酸などが挙げられ
る。これらのうち、特にメタクリル酸および無水マレイ
ン酸が好ましい。Examples of the unsaturated carboxylic acid monomer (A-2) include acrylic acid, methacrylic acid, maleic anhydride, itaconic anhydride, citraconic anhydride, and himic anhydride. Among these, methacrylic acid and maleic anhydride are particularly preferred.
上述のマレイミド系単量体(A−1)および不飽和カル
ボン酸系単量体(A−2)のいずれか1種または2種が
単量体(〜とじて共重合体■および/または■を構成す
るものであり、共重合体組成物における必須成分である
。Any one or two of the above-mentioned maleimide monomer (A-1) and unsaturated carboxylic acid monomer (A-2) can be used as a monomer (...) to form a copolymer (■) and/or (■). It is an essential component in the copolymer composition.
芳香族ビニル系単量体(B−1)としては、スチレン、
α−メチルスチレン、α−クロロスチレン、p−t−ブ
チルスチレン、p−メチルスチレン、O−クロロスチレ
ン、p−クロロスチレン、2,5−ジクロロスチレン、
8.4−ジクロロスチレン、p−ブロモスチレン、〇−
ブロモスチレン、2,5−ジプロモスチレン、8.4−
ジプロモスチレン、シアノスチレン、2−インプロペニ
ルナフタレンなどが挙げられ、1種または2種以上用い
ることができる。これらのうち、通常はスチレンまたは
α−メチルスチレンが好ましい。As the aromatic vinyl monomer (B-1), styrene,
α-methylstyrene, α-chlorostyrene, pt-butylstyrene, p-methylstyrene, O-chlorostyrene, p-chlorostyrene, 2,5-dichlorostyrene,
8.4-dichlorostyrene, p-bromostyrene, 〇-
Bromostyrene, 2,5-dipromostyrene, 8.4-
Examples include dipromostyrene, cyanostyrene, 2-impropenylnaphthalene, etc., and one or more types can be used. Among these, styrene or α-methylstyrene is usually preferred.
不飽和二) IJル系単量体(B−2)としては、アク
リロニトリル、メタクリロニトリル、マレオニトリル、
フマロニトリルなどが挙げられ、1種または2種以上用
いることができる。これらのうち、通常はアクリロニト
リルが好ましい。Unsaturated 2) IJ monomers (B-2) include acrylonitrile, methacrylonitrile, maleonitrile,
Examples include fumaronitrile, and one or more types can be used. Among these, acrylonitrile is usually preferred.
不飽和カルボン酸エステル系単量体(B−8)としては
、(メタ)アクリル酸のメチル、エチル、プロピル、ブ
チル、ラウリル、シクロヘキシル、2−ヒドロキシエチ
ル、グリシジルおよびジメチルアミンエチルなどの(メ
タ)アクリ/lz 酸−1−ステル系単量体、ならびに
マレイン酸、イタコン酸、シトラコン酸、ハイミック酸
などの不飽和ジカルボン酸のモノおよびジアルキルエス
テルなどが挙げられる。これらは1種または2種以上用
いることができる。これらのうち、通常はメタクリル酸
メチルが好ましい。Examples of the unsaturated carboxylic acid ester monomer (B-8) include (meth)acrylates such as methyl, ethyl, propyl, butyl, lauryl, cyclohexyl, 2-hydroxyethyl, glycidyl, and dimethylamine ethyl; Examples include acrylic/lz acid-1-ster monomers, and mono- and dialkyl esters of unsaturated dicarboxylic acids such as maleic acid, itaconic acid, citraconic acid, and hymic acid. One or more types of these can be used. Among these, methyl methacrylate is usually preferred.
上述の芳香族ビニル系単量体(B−1)、不飽和ニトリ
ル系単量体(B−2)および不飽和カルボン酸エステル
系単量体(B−3)の中から選ばれた1種または2種以
上が単量体(Blとして共重合体■および/または■を
構成するものであり、共重合体組成物における必須成分
である。One type selected from the above-mentioned aromatic vinyl monomer (B-1), unsaturated nitrile monomer (B-2), and unsaturated carboxylic acid ester monomer (B-3) Alternatively, two or more monomers (as Bl, constitute the copolymer (1) and/or (2), and are essential components in the copolymer composition.
また、式(1)からも明らかなとおり、上述の単量体(
Alおよびβ)と共重合可能な単量体を単量体C)とし
て用いることができる。Furthermore, as is clear from formula (1), the above monomer (
Monomers copolymerizable with Al and β) can be used as monomers C).
単量体(C)としては、エチレン、プロピレン、ブテン
−1、ペンテン−1,4−メチルペンテン−1、塩化ビ
ニル、塩化ビニリデン、テトラフルオロエチレン、モノ
クロロトリフルオロエチレン、ヘキサフルオロプロピレ
ン、ブタジェン、アクリルアミド、メタクリルアミド、
酢酸ビニル、ビニルピロリドン、ビニルピリジン、ビニ
ルカルバゾール、ビニルエーテル、ビニルケトン、クマ
ロン、インデンおよびアセナフチレンなどが挙げられる
。Monomer (C) includes ethylene, propylene, butene-1, pentene-1,4-methylpentene-1, vinyl chloride, vinylidene chloride, tetrafluoroethylene, monochlorotrifluoroethylene, hexafluoropropylene, butadiene, acrylamide. , methacrylamide,
Examples include vinyl acetate, vinylpyrrolidone, vinylpyridine, vinylcarbazole, vinyl ether, vinyl ketone, coumaron, indene and acenaphthylene.
本発明の共重合体組成物は、上述のとおり、その構成単
位(1)、平均組成比率(11)ならびに組成分布面)
がそれぞれ規定されている。As mentioned above, the copolymer composition of the present invention has its structural unit (1), average composition ratio (11), and composition distribution surface).
are specified respectively.
すなわち、構成単位(1)の面からは、熱可塑性樹脂お
よび/またはゴム質重合体の存在下または非存在下、マ
レイミド系単量体(A−1)および不飽和カルボン酸系
単量体(A−2)のいずれか1種または2種の単量体(
Alと、芳香族ビニル系単量体(B−1)、不飽和ニト
リル系単量体(B−2)および不飽和カルボン酸エステ
ル系単量体(B−9)の中から選ばれた1種または2種
以との単量体(Blならびにこれらと共重合可能な単量
体C)を重合して得られる共重合体からなる組成物と規
定されており、そして、平均組成比率側の面からは、該
組成物の平均組成(熱可塑性樹脂およびゴム質重合体を
除く。)が式(1)および(2)で表される範囲内であ
る組成物と規定されている。さらに、組成分右曲)の面
からは、前記単量体(〜、(B−2)および(B−3)
の合計含有量が7重量%以下の共重合体01〜70重量
%および7重量%を超える共重合体099〜30重量%
と規定される。That is, from the standpoint of the structural unit (1), the maleimide monomer (A-1) and the unsaturated carboxylic acid monomer ( A-2) any one or two monomers (
Al and 1 selected from aromatic vinyl monomer (B-1), unsaturated nitrile monomer (B-2) and unsaturated carboxylic acid ester monomer (B-9) It is defined as a composition consisting of a copolymer obtained by polymerizing monomers (Bl and monomer C copolymerizable with these) with a species or two or more species, and the average composition ratio side is From an aspect, it is defined as a composition whose average composition (excluding thermoplastic resin and rubbery polymer) is within the range represented by formulas (1) and (2). Furthermore, from the perspective of compositional right curve), the monomers (~, (B-2) and (B-3)
Copolymers with a total content of 7% by weight or less 01-70% by weight and copolymers exceeding 7% by weight 099-30% by weight
It is stipulated that
共重合体組成物の平均組成比率を示す式(1)において
、単量体(5)の量が1重量%未満では耐熱性の高い共
重合体組成物は得がたく、一方その量が60重量%を超
えると親和性に劣るばかりでなく、組成物の機械的強度
および加工性が低下する。式(1)における単量体(A
)の特に好ましい量は3〜50重量%である。In formula (1) showing the average composition ratio of the copolymer composition, if the amount of monomer (5) is less than 1% by weight, it is difficult to obtain a copolymer composition with high heat resistance; If it exceeds % by weight, not only the affinity will be poor, but also the mechanical strength and processability of the composition will be reduced. The monomer (A
) is 3 to 50% by weight.
また式(2)における共重合可能な単量体C)の量が5
0重量%を超えると共重合体組成物のもつ特性が失なわ
れる。式(2)における単量体C)の特に好ましい量は
0〜30重量%である。Further, the amount of copolymerizable monomer C) in formula (2) is 5
If it exceeds 0% by weight, the properties of the copolymer composition will be lost. A particularly preferred amount of monomer C) in formula (2) is 0 to 30% by weight.
さらに、共重合体組成物の組成分布の規定において、前
記単量体(At、(B−2)および(B−3)の合計含
有量が7重量%以下の共重合体■が1重量%未満(共重
合体■が99重量%を超す。)では非極性ないしは極性
の小さい材料との相溶性あるいは親和性に劣り、一方そ
の量が70重量%を超えると(共重合体030重量%未
満)、耐薬品性に劣る。Furthermore, in stipulating the composition distribution of the copolymer composition, copolymer (2) in which the total content of the monomers (At, (B-2) and (B-3) is 7% by weight or less is 1% by weight). If the amount is less than 99% by weight (copolymer 0 exceeds 99% by weight), the compatibility or affinity with non-polar or less polar materials will be poor, while if the amount exceeds 70% by weight (less than 30% by weight ), poor chemical resistance.
組成物の特性面より共重合体05〜60重量%、共重合
体095〜40重量%であることが好ましく、特に共重
合体組成物中に、単量体GAI、(B−j)および(B
−3)の合計含有量が15重量%を超えるものが2〜8
0重量%含有されている組成物が好ましい。From the viewpoint of the properties of the composition, it is preferable that the copolymer content is 05 to 60% by weight and the copolymer content is 095 to 40% by weight. In particular, monomers GAI, (B-j) and ( B
-2 to 8 with a total content of more than 15% by weight of 3)
Compositions containing 0% by weight are preferred.
1述のとおり、共重合体組成物は、特定の単量体((A
t、(B−2)および(B−3)の合計〕含有量が7重
量%以下である共重合体■と7重量%を超す共重合体■
とから構成される組成物であるが、かかる組成物は、特
定単量体含有量の低い共重合体と高い共重合体とを混合
する方法のみならず、重合反応系に添加される単量体の
比率を変化させることによって、必然的に広い組成分布
、すなわち特定単量体含有量の低いものと高いものとが
共存した組成物を得ることができる。1, the copolymer composition contains a specific monomer ((A
t, (B-2) and (B-3)] copolymer ■ whose content is 7% by weight or less and copolymer ■ whose content exceeds 7% by weight
However, such a composition can be prepared not only by the method of mixing a copolymer with a low content of a specific monomer and a copolymer with a high content of a specific monomer, but also by the method of mixing a copolymer with a low specific monomer content and a copolymer with a high specific monomer content. By changing the proportion of monomers, it is possible to obtain a necessarily wide compositional distribution, that is, a composition in which low and high specific monomer contents coexist.
特に後者の方法によって得られた組成物が好ましい。さ
らにその具体例としては、単量体内の添加比率を段階的
または連続的に変えてその組成分布を広げる方法、また
、単量体へ)と単量体(B−2)および/または(B−
3)の添加比率を段階的または連続的に変えてその組成
分布を広げる方法などがある。Particularly preferred are compositions obtained by the latter method. Furthermore, specific examples include a method of widening the composition distribution by changing the addition ratio within the monomer stepwise or continuously; −
There is a method of widening the composition distribution by changing the addition ratio stepwise or continuously in 3).
また、共重合体■および/または■は熱可塑性樹脂およ
び/またはゴム質重合体の存在下または非存在下に前記
の単量体を重合して得られる共重合体であるが、この場
合、共重合体中に占める熱可塑性樹脂および/またはゴ
ム質重合体の割合は80重量%以下であることが好まし
い。ここで、特にゴム質重合体の存在下に前記の単量体
を重合すると衝撃強度の高いグラフト共重合体が得られ
る。このグラフト共重合体の構造には特に制限はないが
、グラフト共重合体の重量平均粒径が0.05〜10μ
m、グラフト率が10−150重量%のものが好ましい
。また、共重合体組成物の固有粘度は通常は0.3〜1
.5de/fのものが好ましい。ここで、熱可塑性樹脂
および/またはゴム質重合体の存在下、前記の単量体を
グラフト重合した場合、一般には全単量体が熱可塑性樹
脂またはゴム質重合体にグラフト重合せず、単量体の一
部が遊離の共重合体を形成する。したがって、この場合
の共重合体の固有粘度は遊離の共重合体の固有粘度略
を意鳳する。なお、固有粘度とはジメチルホルムアミド
溶液、30℃での測定値である。In addition, copolymers (1) and/or (2) are copolymers obtained by polymerizing the above monomers in the presence or absence of a thermoplastic resin and/or a rubbery polymer; in this case, The proportion of the thermoplastic resin and/or rubbery polymer in the copolymer is preferably 80% by weight or less. Here, especially when the above-mentioned monomers are polymerized in the presence of a rubbery polymer, a graft copolymer having high impact strength can be obtained. The structure of this graft copolymer is not particularly limited, but the weight average particle size of the graft copolymer is 0.05 to 10μ.
m, and a grafting ratio of 10 to 150% by weight is preferred. Further, the intrinsic viscosity of the copolymer composition is usually 0.3 to 1
.. 5 de/f is preferred. Here, when the above-mentioned monomers are graft-polymerized in the presence of a thermoplastic resin and/or rubbery polymer, generally all the monomers are not graft-polymerized to the thermoplastic resin or rubbery polymer, and monomers are not graft-polymerized to the thermoplastic resin or rubbery polymer. Some of the polymers form free copolymers. Therefore, the intrinsic viscosity of the copolymer in this case refers to the intrinsic viscosity of the free copolymer. Note that the intrinsic viscosity is a value measured in a dimethylformamide solution at 30°C.
なお、本発明の共重合体組成物は熱可塑性樹脂および/
またはゴム質重合体の非存在下に前記の単量体を重合し
て得られる共重合体と、熱可塑性樹脂および/またはゴ
ム質重合体の存在下に前記の単量体を重合して得られる
共重合体の混合物であってもよい。Note that the copolymer composition of the present invention contains a thermoplastic resin and/or
Alternatively, a copolymer obtained by polymerizing the above monomer in the absence of a rubbery polymer and a copolymer obtained by polymerizing the above monomer in the presence of a thermoplastic resin and/or a rubbery polymer. It may also be a mixture of copolymers.
共重合体組成物は各種の重合方法で製造することができ
る。すなわち、塊状重合、懸濁重合、塊状−懸濁重合、
乳化重合、溶液重合およびこれらの組み合わせによって
製造することができる。また、共重合体組成物の構成成
分の一つであるマレイミド系単量体成分を含有する共重
合体は、マレイミド系単量体と共重合性単量体とを直接
に共重合して製造したものは勿論のこと、無水マレイン
酸を含有する共重合体を、アンモニア、第1級アミン、
イソシアン酸エステル等と反応させてイミド化したもの
でもよく、さらに、メタクリル酸やメタクリル酸メチル
を含有する共重合体を、アンモニア、第1級アミン等の
存在下または非存在下に熱処理し、無水グルタル酸基ま
たはグルタルイミド基を含有する共組成物の構成成分と
して下記の着色剤、有機系1種または2種以上の配合剤
を添加することができる。また、これらの各種配合剤は
その使用目的に応じ、共重合体および/または共重合体
組成物の製造工程中あるいはその後の加工工程において
添加することができる。Copolymer compositions can be produced by various polymerization methods. Namely, bulk polymerization, suspension polymerization, bulk-suspension polymerization,
It can be produced by emulsion polymerization, solution polymerization, and a combination thereof. In addition, a copolymer containing a maleimide monomer component, which is one of the constituent components of the copolymer composition, is produced by directly copolymerizing a maleimide monomer and a copolymerizable monomer. Of course, copolymers containing maleic anhydride can be mixed with ammonia, primary amines,
It may be imidized by reacting with isocyanate ester, etc. Furthermore, a copolymer containing methacrylic acid or methyl methacrylate is heat-treated in the presence or absence of ammonia, a primary amine, etc., and anhydrous The following coloring agents and one or more organic compounding agents can be added as constituent components of the co-composition containing a glutaric acid group or a glutarimide group. Moreover, these various compounding agents can be added during the manufacturing process of the copolymer and/or copolymer composition or in the subsequent processing process, depending on the purpose of use.
本発明の共重合体組成物において用いることのできる着
色剤としては、熱安定性の面から下記のものの中から選
ばれた1種または2種以上のものであることが好ましい
。すなわち、着色剤がカラーインチツクx (The
5ociety ofDyers and Co1ou
rists (英国)およびTheAmerican
As5ociation of Textile Ch
emistsand Co1orist (米国)の表
示による〕に記載された名称または番号で表わされた着
色剤であり、その名称がピグメントレッド101.ピグ
メントレッド102、ピグメントレッ1108、ピグメ
ン?22 、ピグメントレッド149、ソルベントレッ
ド111、ソルベントレッド151、ソルベントレッド
179、ピグメントオレンジ20、ソルベントオレンジ
60.ピグメントイエロー37、ピグメントイエロー5
3、ピグメントイエロー183ソルベントイエロー33
、ピグメントブラウン6、ピグメントブラウン7、ピグ
メントブラウン11、ピグメントブラウン24、ピグメ
ントグリーン14、ピグメントグリーン19、ピグメン
トグリーン36、ピグメントブルー15、ピグメントホ
ワイト4、ピグメントホワイト6、ピグメントホワイト
7、ピグメントホワイト21、ピグメントブラック10
、ディスパースバイオレット26および番号が7750
0などが好ましく使用される。The coloring agent that can be used in the copolymer composition of the present invention is preferably one or more selected from the following from the viewpoint of thermal stability. That is, the colorant is a color ink x (The
5ociety of Dyers and Co1ou
rists (UK) and TheAmerican
As5ociation of Textile Ch
Pigment Red 101. Pigment Red 102, Pigment Red 1108, Pigment? 22, Pigment Red 149, Solvent Red 111, Solvent Red 151, Solvent Red 179, Pigment Orange 20, Solvent Orange 60. Pigment Yellow 37, Pigment Yellow 5
3. Pigment Yellow 183 Solvent Yellow 33
, Pigment Brown 6, Pigment Brown 7, Pigment Brown 11, Pigment Brown 24, Pigment Green 14, Pigment Green 19, Pigment Green 36, Pigment Blue 15, Pigment White 4, Pigment White 6, Pigment White 7, Pigment White 21, Pigment black 10
, Disperse Violet 26 and number 7750
0 etc. are preferably used.
これらの着色剤のうち、特(こピグメントホワイト4お
よび/またはピグメントホワイト7と、これら以外の着
色剤の1種または2種以上を組み合わせて用いると熱に
対してよりいっそう変色し難いものが得られる。Among these colorants, if Pigment White 4 and/or Pigment White 7 is used in combination with one or more colorants other than these, a product that is even more resistant to discoloration due to heat can be obtained. It will be done.
なお、着色剤の粒子径としては0.5μm以下の微粒子
が好ましい。Note that the particle size of the colorant is preferably fine particles of 0.5 μm or less.
また、着色剤の添加量には制限はないが、通常共重合体
組成物100重量部に対しo、oooi〜20重量部の
範囲が好ましい。これらによって種々の色調に着色する
ことができる。また、着色剤は粉末状、ペースト状、マ
スターバッチ、ドライカラー、潤性着色剤等種々の形態
のものが使用できる。There is no limit to the amount of the colorant added, but it is usually preferably in the range of o, oooi to 20 parts by weight per 100 parts by weight of the copolymer composition. These can be colored in various tones. Further, the colorant can be in various forms such as powder, paste, masterbatch, dry color, and moisturizing colorant.
本発明の共重合体組成物において用いることのできる有
機系安定剤の種類には特に制限はないが、フェノール系
、イオウ系、リン系、アミン系、ベンゾフェノン系、サ
ルチレート系、ベンゾトリアゾール系、ヒドラジン系お
よびエポキシ系から選ばれた1種または2種以上のもの
が使用される。特にフェノール系、イオウ系およびリン
系の1種または2種以上と、アミン系、ベンゾフェノン
系、サルチレート系、ヒドラジン系およびベンゾトリア
ゾール系の1種または2種以上を組み合わせて用いると
熱および光に対する効果が大である。なお、これらの添
加量o、oi〜3重量部である。There are no particular limitations on the type of organic stabilizer that can be used in the copolymer composition of the present invention, but examples include phenol-based, sulfur-based, phosphorus-based, amine-based, benzophenone-based, salicylate-based, benzotriazole-based, and hydrazine-based stabilizers. One or more types selected from epoxy-based and epoxy-based materials are used. Particularly effective against heat and light when one or more of phenol, sulfur, and phosphorus types are used in combination with one or more of amine, benzophenone, salicylate, hydrazine, and benzotriazole types. is large. Note that the amount of these added is o, oi ~3 parts by weight.
滑剤としては次のものが好ましく使用される。As the lubricant, the following are preferably used.
炭素数12〜70のパラフィンおよび分子量1.000
〜8,000の低分子量ポリエチレン、炭素数8〜80
の脂肪酸、炭素数8〜80の脂肪酸アミド、炭素数8〜
30の脂肪酸とメチレンジアミンやエチレンジアミンな
どのアルキレンジアミンから合成されるアルキレンビス
II&肪酸アミド、炭素数8〜30の脂肪酸と炭素数1
〜20のアルコールエステル、炭素数8〜30の脂肪酸
の2〜4価の金属塩、炭素数8〜30の脂肪アルコール
、炭素数8〜30のナフテン酸およびその2〜4価の金
属塩、ポリエチレングリコール系、ポリグリセロール系
、シリコーン系滑剤が挙げられる。Paraffin having 12 to 70 carbon atoms and molecular weight 1.000
~8,000 low molecular weight polyethylene, carbon number 8-80
fatty acid, fatty acid amide having 8 to 80 carbon atoms, and fatty acid amide having 8 to 80 carbon atoms.
Alkylene bis II & fatty acid amide synthesized from 30 fatty acids and alkylene diamines such as methylene diamine and ethylene diamine, fatty acids with 8 to 30 carbon atoms and 1 carbon number
~20 alcohol esters, di- to tetravalent metal salts of fatty acids having 8 to 30 carbon atoms, fatty alcohols having 8 to 30 carbon atoms, naphthenic acids having 8 to 30 carbon atoms and their di- to tetravalent metal salts, polyethylene Examples include glycol-based, polyglycerol-based, and silicone-based lubricants.
最終共重合体組成物の物性バランスめ面より、アルキレ
ンビス脂肪酸アミドおよび炭素数12〜30の脂肪酸の
2価の金属塩、およびシリコ−ン系滑剤が特に好ましい
。これらの滑剤はlは0.01〜3重量部である。In view of the physical property balance of the final copolymer composition, alkylene bis fatty acid amides, divalent metal salts of fatty acids having 12 to 30 carbon atoms, and silicone lubricants are particularly preferred. In these lubricants, l is 0.01 to 3 parts by weight.
充填剤または補強剤としては、アスベスト、アルミナ、
アタパルジャイト、カオリンクレー、けい酸、けい酸カ
ルシウム、けい藻土、スレート粉、セリサイト、石英粉
、ジルコニア、窒化ホウ素、窒化けい素、炭酸カルシウ
ム、炭酸マグネシウム、タルク、炭化ホウ素、炭化けい
素、チタン酸カリウム、長石粉、二硫化モリブテン、パ
ライト、蛭石、石膏、ロウ石クレー、ガラス粉、ガラス
球、ガラス繊維、ニッケルクロム、クロム合金、ステン
レススチール、タンクステン合金、ベリリウム、モリブ
デン、アルミニウム、鉛、錫、銅、金、銀、白金および
これらの金属の合金(低融点合金を含む)などの塊状物
粉末ならびに繊維、アルミナ繊維、炭素繊維などが例示
される。これらのうち、粉末状のものは一般に粒子径0
.01〜100μmのものが、また繊維状のものは繊維
径0.5〜30μmのものが使用される。さらにこれら
は有機チタネートやアミノ・シラン化合物、エポキシシ
ラン化合物あるいは前記の各種単量体のグラフトチ表面
し、それらの比重の差にもよるが、一般には200重量
部である。As fillers or reinforcing agents, asbestos, alumina,
Attapulgite, kaolin clay, silicic acid, calcium silicate, diatomaceous earth, slate powder, sericite, quartz powder, zirconia, boron nitride, silicon nitride, calcium carbonate, magnesium carbonate, talc, boron carbide, silicon carbide, titanium Potassium acid, feldspar powder, molybdenum disulfide, pallite, vermiculite, gypsum, waxite clay, glass powder, glass bulbs, glass fiber, nickel chromium, chromium alloy, stainless steel, tanksten alloy, beryllium, molybdenum, aluminum, lead , tin, copper, gold, silver, platinum, and alloys of these metals (including low-melting point alloys), as well as fibers, alumina fibers, carbon fibers, and the like. Among these, powdered ones generally have a particle size of 0.
.. Those with a fiber diameter of 0.01 to 100 μm are used, and those in the form of fibers have a fiber diameter of 0.5 to 30 μm. Furthermore, these are grafted with organic titanates, aminosilane compounds, epoxysilane compounds, or the various monomers mentioned above, and the amount is generally 200 parts by weight, depending on the difference in their specific gravity.
可塑剤としては、りん酸エステル、アジピン酸エステル
、セパチン酸エステル、アゼライン酸エステル、グリコ
ール酸エステル、トリメリット酸エステルなどが例示さ
れる。Examples of the plasticizer include phosphoric acid ester, adipic acid ester, sepatic acid ester, azelaic acid ester, glycolic acid ester, trimellitic acid ester, and the like.
難燃剤としては、りん酸エステル、含7%ロゲンりん酸
エステル、各種ノ10ゲン置換有機化合物、二酸化アン
チモン、メタホウ酸バリウム、ホウ酸亜鉛、リン酸チタ
ン、酸化スズ、亜りん酸カルシウム、次亜リン酸カルシ
ウム、赤りんなどの無機系化合物;これらのほか、縮合
りん酸アミド、脂肪酸モノグリセライドホウ酸エステル
などが例示される。Flame retardants include phosphate esters, 7% rogene phosphate esters, various 10-gen substituted organic compounds, antimony dioxide, barium metaborate, zinc borate, titanium phosphate, tin oxide, calcium phosphite, and hypochlorite. Inorganic compounds such as calcium phosphate and red phosphorus; in addition to these, condensed phosphoric acid amides, fatty acid monoglyceride borate esters, etc. are exemplified.
発泡剤としては、有機溶剤の蒸発型発泡剤、重炭酸アン
モニウム、重炭酸ナトリウム、ホウ化水素ナトリウムお
よび水などの無機発泡剤、アゾ系、ニトロン系、ヒドラ
ジド系等の有機系発泡剤が挙げられる。Examples of blowing agents include evaporative blowing agents of organic solvents, inorganic blowing agents such as ammonium bicarbonate, sodium bicarbonate, sodium borohydride, and water, and organic blowing agents such as azo-based, nitrone-based, and hydrazide-based blowing agents. .
帯電防止剤としては、第1級アルキルアミン塩、第3級
アルキルアミン塩、第4級アルキルアンモニウム塩など
の陽イオン活性剤;脂肪酸の1価の金属塩、脂肪アルコ
ールの硫酸エステ/L[、脂肪酸エチルスルホン酸塩、
アルキルスルホン酸塩、アルキルベンゼンスルホン酸塩
、アルキルナフタレンスルホン酸塩、コハク酸エステル
スルホン酸塩、りん酸エステル塩などのアニオン活性剤
;ポリオキシプロピレングリセリンエステルなどの多価
アルコールの部分脂肪酸エステル、脂肪アルコールのエ
チレンオキサイド付加物、脂肪酸のエチレンオキサイド
付加物、脂肪アミノまたはアミドのエチレンオキサイド
付加物、アルキルフェノールのエチレンオキサイド付加
物、多価アルコールの部分脂肪酸エステルのエチレンオ
キサイド付加物などの非イオン活性剤;ヒドロキシエチ
ルイミダシリン硫酸エステル、メチルステアリルジチオ
カルバミン酸亜鉛、ポリオキシエチレンビスフェノール
Aなどが例示される。Examples of antistatic agents include cationic activators such as primary alkylamine salts, tertiary alkylamine salts, and quaternary alkyl ammonium salts; monovalent metal salts of fatty acids, sulfuric esters of fatty alcohols/L[, fatty acid ethyl sulfonate,
Anion activators such as alkyl sulfonates, alkylbenzene sulfonates, alkylnaphthalene sulfonates, succinic acid ester sulfonates, and phosphate ester salts; partial fatty acid esters of polyhydric alcohols such as polyoxypropylene glycerol esters, fatty alcohols Nonionic activators such as ethylene oxide adducts of fatty acids, ethylene oxide adducts of fatty acids, ethylene oxide adducts of fatty aminos or amides, ethylene oxide adducts of alkylphenols, ethylene oxide adducts of partial fatty acid esters of polyhydric alcohols; Examples include ethyl imidacillin sulfate, zinc methylstearyldithiocarbamate, and polyoxyethylene bisphenol A.
本発明の共重合体組成物は、その構成成分である共重合
体の製造方式に対応して、任意の方法で製造できる。例
えば、ラテックス、サスペンション、溶液、粉末、ビー
ズ、ペレット等の状態でブレンドすることができる。こ
れらの組成物は直接に成形加工することができるが、一
般にはバンバリーミキサ−、ニーダ−あるいは1軸や2
軸押出機等の溶融混線機にて混練し、均一な組成物とす
ることができる。The copolymer composition of the present invention can be produced by any method depending on the method for producing the copolymer that is its constituent component. For example, it can be blended in the form of latex, suspension, solution, powder, beads, pellets, etc. Although these compositions can be molded directly, they are generally molded using a Banbury mixer, kneader, or single-screw or double-screw molding process.
A uniform composition can be obtained by kneading in a melt mixer such as a screw extruder.
以下に、本発明を実施例でもって説明するが、本発明は
これによって限定されるものではない。The present invention will be explained below with reference to Examples, but the present invention is not limited thereto.
なお、実施例で示した部数および%はすべで重攪拌機お
よび板バッフルを備えた5eの反応器に純水70部、過
硫酸カリウム0.2部およびドテシルベンゼンスルホン
酸ナトリウム0.2 部を仕込み、反応器内を窒素ガス
で置換したのち攪拌下に70℃に昇温した。この反応器
に下記の単量体溶液(t−ドデシルメルカプタン含有)
の(1)〜(3)を順次5時間かけて連続添加した。こ
の単量体溶液の添加開始と同時に下記の乳化剤および重
合開始剤水溶液を5時間かけて連続添加した。その後、
75℃に昇温しで2時間保持し、重合率98.7%のラ
テックスを得た。得られた重合体ラテックスに塩化カル
シウム水溶液を加えて凝固処理し、生成物を回収した。The parts and percentages shown in the examples are as follows: 70 parts of pure water, 0.2 parts of potassium persulfate, and 0.2 parts of sodium dodecylbenzenesulfonate were placed in a 5e reactor equipped with a heavy stirrer and plate baffles. After charging and purging the inside of the reactor with nitrogen gas, the temperature was raised to 70° C. with stirring. The following monomer solution (containing t-dodecyl mercaptan) was added to this reactor.
(1) to (3) were successively added over 5 hours. Simultaneously with the start of addition of this monomer solution, the following emulsifier and polymerization initiator aqueous solutions were continuously added over 5 hours. after that,
The temperature was raised to 75°C and maintained for 2 hours to obtain latex with a polymerization rate of 98.7%. A calcium chloride aqueous solution was added to the obtained polymer latex to coagulate it, and the product was recovered.
重合過程における分析結果を第1表に示す。Table 1 shows the analysis results during the polymerization process.
生成物の元素分析および重合過程における物質収支より
、得られた生成物が広い組成分布を有する共重合体組成
物であることが確認された。From elemental analysis of the product and mass balance during the polymerization process, it was confirmed that the obtained product was a copolymer composition with a wide composition distribution.
アクリロニトリル 賊 20101ス チ
し ン βυ 50
85 98合計添加量(部’) 5
0 20 300乳化剤−重合開始剤水溶液
純 水 5
0部ドデシルベンゼンスルホン酸ナトリウム
1部過硫酸カリウム
0・2部重合例−2
重合例−1で用いた反応器に純水70部、過硫酸カリウ
ム0.2部およびラウリル硫酸ナトリウム0.1部を仕
込み、反応器内を窒素ガスで置換したのち攪拌下に加熱
し、内温が65℃に達した時点でN−フェニルマレイミ
ド5部、アクリロニトリル8部、スチレン87部からな
る単量体溶液のうち3部を添加し、30分かけて70℃
に昇温した。ついで、残部の単量体溶液(97部)およ
び過硫酸カリウム0.1部、ラウリル硫酸ナトリウム1
部、純水50部からなる水溶液を5時間かけて連続添加
した。なお、連鎖移動剤としてt−ドデシルメルカプタ
ンを用いた。Acrylonitrile 20101 steel βυ 50
85 98 Total addition amount (part') 5
0 20 300 Emulsifier-polymerization initiator aqueous solution Pure water 5
0 parts Sodium dodecylbenzenesulfonate
1 part potassium persulfate
0.2 parts Polymerization Example-2 The reactor used in Polymerization Example-1 was charged with 70 parts of pure water, 0.2 parts of potassium persulfate, and 0.1 part of sodium lauryl sulfate, and the inside of the reactor was purged with nitrogen gas. Afterwards, it was heated with stirring, and when the internal temperature reached 65°C, 3 parts of a monomer solution consisting of 5 parts of N-phenylmaleimide, 8 parts of acrylonitrile, and 87 parts of styrene were added, and the mixture was heated to 70°C over 30 minutes. ℃
The temperature rose to . Next, the remaining monomer solution (97 parts), 0.1 part of potassium persulfate, and 1 part of sodium lauryl sulfate were added.
and 50 parts of pure water were continuously added over 5 hours. Note that t-dodecyl mercaptan was used as a chain transfer agent.
その後、75℃に昇温しで2時間保持し、重合率98.
6%のラテックスを得た。このラテックスを塩化カルシ
ウム水溶液で凝固処理し、生成物を回収した。Thereafter, the temperature was raised to 75°C and held for 2 hours, and the polymerization rate was 98.
A 6% latex was obtained. This latex was coagulated with an aqueous calcium chloride solution, and the product was recovered.
生成物の元素分析および重合過程における物質収支より
、得られた生成物にはN−フェニルマレイミドおよびア
クリロニトリルの合計含有量が7%以下である共重合体
が含まれていないことが確認された。From elemental analysis of the product and mass balance during the polymerization process, it was confirmed that the obtained product did not contain a copolymer with a total content of N-phenylmaleimide and acrylonitrile of 7% or less.
重合例−3
重合例−1の重合法に準拠し、N−フェニルマレイミド
1部、アクリロニトリル2部およびスチレン97部から
なる混合溶液を重合し、重合率98.2%の生成物を得
た。Polymerization Example 3 According to the polymerization method of Polymerization Example 1, a mixed solution consisting of 1 part of N-phenylmaleimide, 2 parts of acrylonitrile, and 97 parts of styrene was polymerized to obtain a product with a polymerization rate of 98.2%.
生成物の元素分析および重合過程に詔ける物質収支より
、得られた生成物にはN−フェニルマレイミドおよびア
クリロニトリルの合計含有量が7重量%以下である共重
合体のみからなる共重合体であることが確認された。From the elemental analysis of the product and the material balance that can be determined during the polymerization process, the obtained product is a copolymer consisting only of a copolymer with a total content of N-phenylmaleimide and acrylonitrile of 7% by weight or less. This was confirmed.
重合例−4
重合例−1で用いた反応器に純水70部、過硫酸カリウ
ム0.05部およびアルケニルコハク酸カリウム■閣−
@111−1@1lIIIIllllo、を部を仕込み
、水相のpHをリン酸二水素カリウム−炭酸水素ナトリ
ウム水溶液にて7.2に調整した。次に反応器内を窒素
ガスで置換したのち攪拌下に70℃に昇温した。この反
応器にそれぞれ、N−フェニルマレイミド30部、アク
リロニトリル20部、スチレン50部およびt−ドテシ
ルメルカプタン0.3部からなる混合溶液、ならびに過
硫酸カリウム0.2部、l―■アルケニルコハク酸カジ
カリウム1部および純水50部からなる水溶液を5時間
かけて連続添加した。Polymerization Example-4 70 parts of pure water, 0.05 part of potassium persulfate, and potassium alkenylsuccinate were added to the reactor used in Polymerization Example-1.
@111-1@1lIIIlllo was charged, and the pH of the aqueous phase was adjusted to 7.2 with an aqueous potassium dihydrogen phosphate-sodium hydrogen carbonate solution. Next, the inside of the reactor was purged with nitrogen gas, and then the temperature was raised to 70° C. while stirring. A mixed solution consisting of 30 parts of N-phenylmaleimide, 20 parts of acrylonitrile, 50 parts of styrene and 0.3 parts of t-dotesyl mercaptan, as well as 0.2 parts of potassium persulfate and 1-■ alkenylsuccinic acid were added to the reactor. An aqueous solution consisting of 1 part of potassium potassium and 50 parts of pure water was continuously added over 5 hours.
その後、75℃に昇温しで2時間保持し、重合率98.
7%のラテックスを得た。なお、重合中、水相のpHが
7.1〜7.3となるようにリン酸二水素カリウム−炭
酸水素ナトリウム水溶液を添加し、pHを調節した。得
られたラテックスを塩化カルシウム水溶液で凝固処理し
、生成物を回収した。Thereafter, the temperature was raised to 75°C and held for 2 hours, and the polymerization rate was 98.
A 7% latex was obtained. During the polymerization, a potassium dihydrogen phosphate-sodium hydrogen carbonate aqueous solution was added to adjust the pH of the aqueous phase to 7.1 to 7.3. The obtained latex was coagulated with an aqueous calcium chloride solution, and the product was collected.
生成物の元素分析および重合過程における物質収支より
、得られた生成物にはN−フェニルマレイミド耘よぴデ
・”ダ°リロ′−1′す゛ルδ釡計含有量が7重量%以
下である共重合体が含まれていないことが確認された。From the elemental analysis of the product and the mass balance during the polymerization process, it was found that the obtained product contained less than 7% by weight of N-phenylmaleimide. It was confirmed that a certain copolymer was not included.
重合例−5
重合例−1で用いた反応器に純水70部、過硫酸カリウ
ム0.1部、アルケニルコハク酸カリウム0.2部、ラ
ウリル硫酸ナトリウム0.05部を仕込み、リン酸二水
素カリウム−リン酸水素二すl−IJウム水溶液にて水
相のpHを67に調整した。次に反応器内を窒素ガスで
置換したのち、攪拌下に70℃昇温した。これにN−フ
ェニルマレイミド12部およびアクリロニトリル8部か
らなる混合溶液およびスチレン80部を用い、添加され
る単量体におけるスチレン比率を高めながら(添加開始
時、混合溶液/スチレン: 40/60→添加終了後、
混合溶液/スチレン:O/100)5時間かけて連続添
加した。Polymerization Example-5 Into the reactor used in Polymerization Example-1, 70 parts of pure water, 0.1 part of potassium persulfate, 0.2 part of potassium alkenylsuccinate, and 0.05 part of sodium lauryl sulfate were charged, and dihydrogen phosphate was added. The pH of the aqueous phase was adjusted to 67 with an aqueous solution of potassium-dissulfur hydrogen phosphate. Next, the inside of the reactor was purged with nitrogen gas, and then the temperature was raised to 70°C while stirring. A mixed solution consisting of 12 parts of N-phenylmaleimide and 8 parts of acrylonitrile and 80 parts of styrene were added to this while increasing the styrene ratio in the monomers added (mixed solution/styrene: 40/60 at the beginning of addition). After the end,
Mixed solution/styrene: O/100) was added continuously over 5 hours.
また、この単量体の添加開始と同時に過硫酸カリウム0
.2部、アルケニルコハク酸カリウム0.8部、ラウリ
ル硫酸ナトリウム0.4部および純水50部からなる水
溶液を5時間かけて連続添加した。その後、75℃に加
熱して3時間保持し、重合率98.5%のラテックスを
得た。なお、重合中、水相のpHが6.5〜6.9とな
るようにリン酸二水素カリウム−リン酸水素ナトリウム
水溶液を添加してpHを調整した。得られたラテックス
を塩化カルシウム水溶液で凝固処理し、生成物を回収し
た。重合過程における分析結果を第2表に示す。In addition, at the same time as starting addition of this monomer, potassium persulfate
.. An aqueous solution consisting of 2 parts of potassium alkenylsuccinate, 0.8 parts of potassium alkenylsuccinate, 0.4 parts of sodium lauryl sulfate, and 50 parts of pure water was continuously added over 5 hours. Thereafter, the mixture was heated to 75° C. and maintained for 3 hours to obtain latex with a polymerization rate of 98.5%. During the polymerization, a potassium dihydrogen phosphate-sodium hydrogen phosphate aqueous solution was added to adjust the pH of the aqueous phase to 6.5 to 6.9. The obtained latex was coagulated with an aqueous calcium chloride solution, and the product was collected. Table 2 shows the analysis results during the polymerization process.
生成物の元素分析および重合過程における物質収支より
、得られた生成物が広い組成分布を有する共重合体組成
物であることが確認された。From elemental analysis of the product and mass balance during the polymerization process, it was confirmed that the obtained product was a copolymer composition with a wide composition distribution.
重合例−6
重合例−1で用いた反応器に純水80部、過硫酸カリウ
ム0.1部、アルケニルコハク酸カリウム0.3部およ
びドデシルベンゼンスルホン酸ナトリウム0.8部を仕
込み、リン酸二水素カリウム−水酸化ナトリウム水溶液
を加えて水相のpHを7.2に調整した。次に反応器内
を窒素ガスで置換したのち、攪拌下に70℃に昇温した
。Polymerization Example-6 Into the reactor used in Polymerization Example-1, 80 parts of pure water, 0.1 part of potassium persulfate, 0.3 part of potassium alkenylsuccinate, and 0.8 part of sodium dodecylbenzenesulfonate were charged, and phosphoric acid The pH of the aqueous phase was adjusted to 7.2 by adding potassium dihydrogen-sodium hydroxide aqueous solution. Next, the inside of the reactor was replaced with nitrogen gas, and then the temperature was raised to 70° C. while stirring.
これにN−フェニルマレイミド9部、アクリロニトリル
14部、α−メチルスチレン70部およびt−ドデシル
メルカプタン0.4部からなる溶液のうち15部を添加
したのち、80分かけて75℃に昇温した。ついで残部
の単量体溶液(78部)ならびに過硫酸カリウム0.2
部、アルケニルコハク酸カリウム0.5部、ドデシルベ
ンゼンスルホン酸ナトリウム0.5部および純水60部
からなる水溶液を6時間かけて連続添加した。ついで、
N−フェニルマレイミド1部とアクリロニ) IJル6
部の溶液を1時間かけて連続添加した。その後、75℃
に昇温しで3時間保持し、重合率98.7%のラテック
スを得た。After adding 15 parts of a solution consisting of 9 parts of N-phenylmaleimide, 14 parts of acrylonitrile, 70 parts of α-methylstyrene, and 0.4 parts of t-dodecylmercaptan, the temperature was raised to 75°C over 80 minutes. . Then, the remaining monomer solution (78 parts) and potassium persulfate 0.2
1 part, potassium alkenylsuccinate 0.5 part, sodium dodecylbenzenesulfonate 0.5 part and pure water 60 parts were continuously added over 6 hours. Then,
1 part N-phenylmaleimide and acrylonitrile) IJle 6
of the solution was added continuously over 1 hour. After that, 75℃
The temperature was raised to 1 and maintained for 3 hours to obtain a latex with a polymerization rate of 98.7%.
なお、重合中、水相のpHが7.2〜7.5となるよう
にリン酸二水素カリウム−水酸化ナトリウム水溶液を加
えてpHを調節した。得られたラテックスに硫酸マグネ
シウム水溶液を添加して凝固処理し、生成物を回収した
。During the polymerization, a potassium dihydrogen phosphate-sodium hydroxide aqueous solution was added to adjust the pH of the aqueous phase to 7.2 to 7.5. An aqueous magnesium sulfate solution was added to the obtained latex to coagulate it, and the product was recovered.
生成物の元素分析および重合過程における物質収支より
、得られた生成物には、N−フェニルマレイミドおよび
アクリロニトリルの合計含有量が7重量%以下である共
重合体が含まれていないことが確認された。From elemental analysis of the product and mass balance during the polymerization process, it was confirmed that the obtained product did not contain a copolymer with a total content of N-phenylmaleimide and acrylonitrile of 7% by weight or less. Ta.
重合例−7
重合例−1で用いた反応器に純水60部、過硫酸カリウ
ム0.1部およびドデシルベンゼンスルホン酸ナトリウ
ム0.2部を仕込み、反応器内を窒素ガスで置換したの
ち攪拌下に70℃に昇温した。これにメタクリル酸20
部およびスチレン80部を用い、添加される単量体にお
けるスチレン比率を高めながら(添加開始時、メタクリ
ル酸/スチレン: 40/60→添加終了時、メタクリ
ル酸/スチレン:O/100)6時間かけて連続添加し
た。なお、連鎖移動剤としてt−ドデシルメルカプタン
を用いた。また、単量体の添加開始と同時に過硫酸カリ
ウム0.3部、ドデシルベンゼンスルホン酸ナトリウム
1.2部および純水60部からなる水溶液を6時間かけ
て連続添加した。その後、75℃に昇温しで3時間保持
し、重合率99.2%のラテックスを得た。得られたラ
テックスを塩化カルシウム水溶液で凝固処理し、生成物
を回収した。重合過程質収支より、得られた生成物が広
い組成分布を有する共重合体組成物であることが確認さ
れた。Polymerization Example-7 The reactor used in Polymerization Example-1 was charged with 60 parts of pure water, 0.1 part of potassium persulfate, and 0.2 part of sodium dodecylbenzenesulfonate, and after purging the inside of the reactor with nitrogen gas, the mixture was stirred. The temperature was then raised to 70°C. Add 20% methacrylic acid to this
and 80 parts of styrene, while increasing the styrene ratio in the monomers added (methacrylic acid/styrene: 40/60 at the beginning of addition → methacrylic acid/styrene: O/100 at the end of addition) over 6 hours. It was added continuously. Note that t-dodecyl mercaptan was used as a chain transfer agent. Simultaneously with the start of monomer addition, an aqueous solution consisting of 0.3 parts of potassium persulfate, 1.2 parts of sodium dodecylbenzenesulfonate, and 60 parts of pure water was continuously added over 6 hours. Thereafter, the temperature was raised to 75°C and maintained for 3 hours to obtain latex with a polymerization rate of 99.2%. The obtained latex was coagulated with an aqueous calcium chloride solution, and the product was collected. From the polymerization process mass balance, it was confirmed that the obtained product was a copolymer composition having a wide composition distribution.
重合例−8
公知の溶液重合法(特公昭60−45642に準拠)に
より、溶剤としてメチルエチルケトン、また重合開始剤
としてベンゾイルパーオキサイドを用い、組成の均一な
無水マレイン酸−スチレン共重合体を合成した。Polymerization Example-8 A maleic anhydride-styrene copolymer with a uniform composition was synthesized by a known solution polymerization method (based on Japanese Patent Publication No. 60-45642) using methyl ethyl ketone as a solvent and benzoyl peroxide as a polymerization initiator. .
重合例−9
公知の溶液重合法により、溶剤としてトルエン、また重
合開始剤としてベンゾイルパーオキサイドを用い、固有
粘度0.47 dll/? (クロロホルム溶液、30
℃での測定値)のポリ(2゜6−シメチルフエニレンー
1.4−エーテル)50部の存在下に、それぞれ下記の
単量体溶液(11〜(3)液を実質的に重合が完結する
ごとに順次添加し、生成物を得た。Polymerization Example-9 By a known solution polymerization method, using toluene as a solvent and benzoyl peroxide as a polymerization initiator, the intrinsic viscosity was 0.47 dll/? (Chloroform solution, 30
The following monomer solutions (11 to (3)) were substantially polymerized in the presence of 50 parts of poly(2°6-dimethylphenylene-1,4-ether) (measured value at °C). The product was obtained by sequentially adding each time the solution was completed.
アクリロニトリル 閲 20 5 l
ス チ し ン [608598合計
添加量□□□) 25 15 10重合例−【O
重合例−9の重合法に準拠して、2.6−キシレノール
と2.3.6−ドリメチルフエノール(5モル%含有)
の共重合体(固有粘度0.47)50部、N−フェニル
マレイミドO,5部、アクリロニトリル0.5部および
スチレン49部の混合物を重合し、生成物を得た。Acrylonitrile 20 5 l
Steel [608598 total addition amount (mol% content)
A mixture of 50 parts of a copolymer (intrinsic viscosity: 0.47), 5 parts of N-phenylmaleimide O, 0.5 parts of acrylonitrile, and 49 parts of styrene was polymerized to obtain a product.
生成物の元素分析および重合過程における物質収支より
、得られた生成物(2,6−キシレノール(!:2−8
e6−ドリメチルフエノールの共重合体を除く。)には
、N−フェニルマレイミドおよびアクリロニトリルの合
計含有量が7%以下である共重合体のみからなる共重合
体であることが確認された。From elemental analysis of the product and mass balance during the polymerization process, the obtained product (2,6-xylenol (!: 2-8
Exclude copolymer of e6-drimethylphenol. ) was confirmed to be a copolymer consisting only of a copolymer with a total content of N-phenylmaleimide and acrylonitrile of 7% or less.
重合例−11〜12
公知の溶液重合法(特公昭6O−45642)に準拠し
て、溶剤としてメチルエチルケトン、また重合開始剤と
してベンゾイルパーオキサイドを用い、無水マレイン酸
−スチレン共重合体を合成したのち、アニリンでイミド
化し、組成の均一なN−フェニルマレイミド−スチレン
共重合体を得た。Polymerization Examples 11 to 12 After synthesizing a maleic anhydride-styrene copolymer using methyl ethyl ketone as a solvent and benzoyl peroxide as a polymerization initiator in accordance with a known solution polymerization method (Japanese Patent Publication No. 6O-45642). , and imidized with aniline to obtain an N-phenylmaleimide-styrene copolymer with a uniform composition.
重合例−13
公知の懸濁重合法(特公昭49−87590に準拠)に
より、アクリロニトリル80部およびスチレン70部を
共重合し、固有粘度0.61d (1/yの共重合体を
得た。Polymerization Example 13 80 parts of acrylonitrile and 70 parts of styrene were copolymerized by a known suspension polymerization method (based on Japanese Patent Publication No. 49-87590) to obtain a copolymer with an intrinsic viscosity of 0.61 d (1/y).
以上で得られた生成物−1−18の分析結果を第4表に
示す。ここで、共重合体の組成はC1H,NおよびO元
素分析ならびに重合過程における物質収支より求めた。Table 4 shows the analysis results of product-1-18 obtained above. Here, the composition of the copolymer was determined from elemental analysis of C1H, N and O, and mass balance during the polymerization process.
また、単量体(〜、(B−2)および(B−3)の合計
量7%以下のものの含有量は、上記の元素分析値および
重合過程における物質収支より求めた。共重合体の固有
粘度、〔η〕はジメチルホルムアミド溶液、30℃で測
定した値である。In addition, the content of monomers (~, (B-2) and (B-3) in total of 7% or less was determined from the above elemental analysis values and mass balance in the polymerization process. The intrinsic viscosity, [η], is a value measured in a dimethylformamide solution at 30°C.
なお、各表中の略号はそれぞれ下記のものをNPMI
: N−フェニルマレイミド八N :アクリロニトリ
ル
MAA :メタクリル酸
MAH:無水マレイン酸
MMA :メタクリル酸メチル
S :スチレン
AMS :α−メチルスチレン
PPE :ポリ(2,6−シメチルフエニレンーl、
4−エーテル)
実施例1〜4および比較例1〜3
重合例−2〜5.9〜12により得られた共重合体(組
成物)を単独または第5表に示す比率で混合してなる組
成物100部あたり安定剤としてトリエチレングリコー
ル−ビス(8−(3−t−ブチル−5−メチル−4−ヒ
ドロキシフェニル)プロピオネート30.1部、ジラウ
リル−8,3/ −チオジプロピオネート0.1部およ
ヒ(2,4−シーt−7’チルフエニル)ペンタエリス
リトールジホスファイト0.2部ならびに滑剤トしてエ
チレンビスステアロアミド0.1部を加え、ベント付2
軸押出機にて脱揮しながら250〜300℃で混練し、
ペレット化した。In addition, the abbreviations in each table are as follows: NPMI
: N-phenylmaleimide 8N : acrylonitrile MAA : methacrylic acid MAH : maleic anhydride MMA : methyl methacrylate S : styrene AMS : α-methylstyrene PPE : poly(2,6-dimethylphenylene-l,
4-ether) Examples 1 to 4 and Comparative Examples 1 to 3 Polymerization Examples 2 to 5. Copolymers (compositions) obtained in 9 to 12 were used alone or by mixing them in the ratios shown in Table 5. 30.1 parts of triethylene glycol-bis(8-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate) and 0 parts of dilauryl-8,3/-thiodipropionate as stabilizers per 100 parts of the composition. .1 part and 0.2 part of H(2,4-sheet t-7' tylphenyl) pentaerythritol diphosphite and 0.1 part of ethylene bisstearamide were added to the vented container.
Kneaded at 250 to 300°C while devolatilizing in a shaft extruder,
Pelleted.
これらのペレット中の残留モノマーの合計量はいずれも
0.2%以下であった。The total amount of residual monomers in these pellets was all 0.2% or less.
このペレットを射出成形機にて25 ON3[)℃で成
形し、試験片を作成し、物性を測定した。This pellet was molded using an injection molding machine at 25 ON3[)°C to prepare a test piece, and its physical properties were measured.
この結果を第5表に示す。The results are shown in Table 5.
なお、物性は下記の方法によって測定した。In addition, the physical properties were measured by the following method.
Oノツチ付アイゾツト衝撃強度(NIと略記):1/4
インチ厚み試験片、23℃での測定値。Izot impact strength with O-notch (abbreviated as NI): 1/4
Inch thickness test piece, measured value at 23°C.
0熱変形温度(HDTと略記):L/4インチ厚み試験
片、264 psi荷重、アニールなしの条件で測定し
た値。0 Heat Distortion Temperature (abbreviated as HDT): Value measured on a L/4 inch thick specimen, 264 psi load, without annealing.
O耐溶剤性:試験片を80℃のガソリン中に24時間浸
漬したのち、表面の肌荒れ状態等を肉眼で観察した。O Solvent Resistance: After the test piece was immersed in gasoline at 80°C for 24 hours, the condition of the surface roughness etc. was observed with the naked eye.
実施例5〜6
重合例−1,6〜8で得られた共重合体(組成物)から
なる共重合体組成物にガラス繊維(アミノシラン系化合
物で表面処理した直径約7μm、長さ約6關)を配合し
、ガラス繊維20%配合の組成物を得た。Examples 5 to 6 A copolymer composition consisting of the copolymers (compositions) obtained in Polymerization Examples 1 and 6 to 8 was coated with glass fibers (surface-treated with an aminosilane compound, about 7 μm in diameter, about 6 in length). A composition containing 20% glass fiber was obtained.
前記の実施例の方法に準拠して試験片を作成し、物性を
測定した。共重合体組成物の組成及び測定結果を第6表
に示す。A test piece was prepared according to the method of the above example, and its physical properties were measured. Table 6 shows the composition and measurement results of the copolymer composition.
比較例4
重合例−13で得られた共重合体を用いて実施例5同様
にガラス繊維20%配合の組成物を得、物性を測定した
。組成及び測定結果を第6表に示す。Comparative Example 4 Using the copolymer obtained in Polymerization Example 13, a composition containing 20% glass fiber was obtained in the same manner as in Example 5, and its physical properties were measured. The composition and measurement results are shown in Table 6.
〈発明の効果〉
本発明の共重合体組成物は、耐熱性、耐薬品性、機械的
特性等に優れ、かつ各種有機および無機材料との親和性
が非常に良好である。<Effects of the Invention> The copolymer composition of the present invention has excellent heat resistance, chemical resistance, mechanical properties, etc., and has very good affinity with various organic and inorganic materials.
従って、耐熱性、耐薬品性ならびに機械的特性の必要と
する車輌部品、船舶部品、航空機部品、電気・電子部品
、建築材料、事務機器、電動工具、農業用機械部品、家
庭用品、スポーツ・レジャー用品等、多くの分野に広く
使用することができる。Therefore, vehicle parts, ship parts, aircraft parts, electrical and electronic parts, building materials, office equipment, power tools, agricultural machinery parts, household goods, and sports and leisure products that require heat resistance, chemical resistance, and mechanical properties. It can be widely used in many fields such as supplies.
Claims (1)
は非存在下、マレイミド系単量体(A−1)および不飽
和カルボン酸系単量体(A−2)のいずれか1種または
2種の単量体(A)と、芳香族ビニル系単量体(B−1
)、不飽和ニトリル系単量体(B−2)および不飽和カ
ルボン酸エステル系単量体(B−3)の中から選ばれた
1種または2種以上の単量体(B)ならびにこれらと共
重合可能な単量体(C)を重合して得られる共重合体か
らなる組成物であって、該組成物の平均組成(熱可塑性
樹脂およびゴム質重合体を除く。)が式(1)および(
2)で表される共重合体組成物であり、かつ前記単量体
(A)、(B−2)および(B−3)の合計含有量が7
重量%以下の共重合体(1)1〜70重量%および7重
量%を超える共重合体(2)99〜30重量%からなる
ことを特徴とする共重合体組成物。 〇共重合体 (A)/[(A)+(B)+(C)]×100=1〜6
0重量%−−(1) (C)/[(A)+(B)+(C)]×100=0〜5
0重量%−−(2)[Claims] Any of the maleimide monomer (A-1) and the unsaturated carboxylic acid monomer (A-2) in the presence or absence of a thermoplastic resin and/or a rubbery polymer. one or two monomers (A) and an aromatic vinyl monomer (B-1
), one or more monomers (B) selected from unsaturated nitrile monomers (B-2) and unsaturated carboxylic acid ester monomers (B-3), and these A composition consisting of a copolymer obtained by polymerizing a monomer (C) copolymerizable with and having an average composition (excluding thermoplastic resin and rubbery polymer) of the formula ( 1) and (
2), and the total content of the monomers (A), (B-2) and (B-3) is 7.
A copolymer composition characterized in that it consists of 1 to 70% by weight of copolymer (1) and 99 to 30% by weight of copolymer (2) of more than 7% by weight. 〇Copolymer (A)/[(A)+(B)+(C)]×100=1-6
0% by weight--(1) (C)/[(A)+(B)+(C)]×100=0-5
0% by weight --(2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5372687A JPS63221152A (en) | 1987-03-09 | 1987-03-09 | Copolymer composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5372687A JPS63221152A (en) | 1987-03-09 | 1987-03-09 | Copolymer composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63221152A true JPS63221152A (en) | 1988-09-14 |
Family
ID=12950833
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5372687A Pending JPS63221152A (en) | 1987-03-09 | 1987-03-09 | Copolymer composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63221152A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009167387A (en) * | 2007-12-20 | 2009-07-30 | Denki Kagaku Kogyo Kk | Method for producing heat-resistant cross copolymer, heat-resistant cross copolymer obtained, and its usage |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60147414A (en) * | 1984-01-13 | 1985-08-03 | Toray Ind Inc | Production of maleimide based copolymer |
JPS61235450A (en) * | 1985-04-11 | 1986-10-20 | Dainippon Ink & Chem Inc | Resin composition |
JPS61250048A (en) * | 1985-04-30 | 1986-11-07 | Dainippon Ink & Chem Inc | Resin composition |
-
1987
- 1987-03-09 JP JP5372687A patent/JPS63221152A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60147414A (en) * | 1984-01-13 | 1985-08-03 | Toray Ind Inc | Production of maleimide based copolymer |
JPS61235450A (en) * | 1985-04-11 | 1986-10-20 | Dainippon Ink & Chem Inc | Resin composition |
JPS61250048A (en) * | 1985-04-30 | 1986-11-07 | Dainippon Ink & Chem Inc | Resin composition |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009167387A (en) * | 2007-12-20 | 2009-07-30 | Denki Kagaku Kogyo Kk | Method for producing heat-resistant cross copolymer, heat-resistant cross copolymer obtained, and its usage |
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