JP2000026662A - ゴムコンパウンドにおける二置換エチレン―マレイミドコポリマ―の適用 - Google Patents
ゴムコンパウンドにおける二置換エチレン―マレイミドコポリマ―の適用Info
- Publication number
- JP2000026662A JP2000026662A JP11166596A JP16659699A JP2000026662A JP 2000026662 A JP2000026662 A JP 2000026662A JP 11166596 A JP11166596 A JP 11166596A JP 16659699 A JP16659699 A JP 16659699A JP 2000026662 A JP2000026662 A JP 2000026662A
- Authority
- JP
- Japan
- Prior art keywords
- ethylene
- poly
- polymer
- maleic anhydride
- maleimide
- 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 64
- 229920001971 elastomer Polymers 0.000 title claims description 49
- 150000001875 compounds Chemical class 0.000 title claims description 16
- 239000005060 rubber Substances 0.000 title description 29
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000013016 damping Methods 0.000 claims abstract description 17
- 239000004014 plasticizer Substances 0.000 claims abstract description 16
- 239000003208 petroleum Substances 0.000 claims abstract description 10
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 7
- 229920002545 silicone oil Polymers 0.000 claims abstract description 7
- 239000004711 α-olefin Substances 0.000 claims abstract description 6
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- 239000003921 oil Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 238000002156 mixing Methods 0.000 claims description 15
- 229920002959 polymer blend Polymers 0.000 claims description 9
- 239000010692 aromatic oil Substances 0.000 claims description 7
- 239000010690 paraffinic oil Substances 0.000 claims description 5
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 4
- 239000000314 lubricant Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229920001198 elastomeric copolymer Polymers 0.000 claims description 2
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 239000003209 petroleum derivative Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract description 9
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract description 6
- 125000000217 alkyl group Chemical group 0.000 abstract description 5
- 125000003118 aryl group Chemical group 0.000 abstract description 5
- 150000001412 amines Chemical class 0.000 abstract description 4
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- 239000000194 fatty acid Substances 0.000 abstract description 2
- 229930195729 fatty acid Natural products 0.000 abstract description 2
- 150000004665 fatty acids Chemical class 0.000 abstract description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 230000000996 additive effect Effects 0.000 abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- IEDVJHCEMCRBQM-UHFFFAOYSA-N trimethoprim Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(N)=NC=2)N)=C1 IEDVJHCEMCRBQM-UHFFFAOYSA-N 0.000 abstract 1
- -1 2,2-dimethylcyclopropyl Chemical group 0.000 description 85
- 229920000642 polymer Polymers 0.000 description 57
- 239000000203 mixture Substances 0.000 description 31
- 239000005977 Ethylene Substances 0.000 description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 22
- 239000000178 monomer Substances 0.000 description 22
- 239000000463 material Substances 0.000 description 20
- 239000004606 Fillers/Extenders Substances 0.000 description 19
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- 150000003141 primary amines Chemical group 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- 241000258920 Chilopoda Species 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229920002857 polybutadiene Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920000800 acrylic rubber Polymers 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 229920005549 butyl rubber Polymers 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920003052 natural elastomer Polymers 0.000 description 3
- 229920001194 natural rubber Polymers 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 229920001084 poly(chloroprene) Polymers 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920001195 polyisoprene Polymers 0.000 description 3
- 229920003225 polyurethane elastomer Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 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
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- 239000013032 Hydrocarbon resin Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920003244 diene elastomer Polymers 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- 229920006270 hydrocarbon resin Polymers 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- 230000010363 phase shift Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
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- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
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- 239000000377 silicon dioxide Substances 0.000 description 2
- 150000003384 small molecules Chemical class 0.000 description 2
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- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical group CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- 125000003660 2,3-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000003764 2,4-dimethylpentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 150000003923 2,5-pyrrolediones Chemical class 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- 125000003469 3-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
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- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
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- 150000003973 alkyl amines 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
- 150000008064 anhydrides Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
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- 238000012986 modification Methods 0.000 description 1
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- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 150000002900 organolithium compounds Chemical class 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- TZRHLKRLEZJVIJ-UHFFFAOYSA-N parecoxib Chemical compound C1=CC(S(=O)(=O)NC(=O)CC)=CC=C1C1=C(C)ON=C1C1=CC=CC=C1 TZRHLKRLEZJVIJ-UHFFFAOYSA-N 0.000 description 1
- 229960004662 parecoxib Drugs 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000636 poly(norbornene) polymer Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 125000006233 propoxy propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011359 shock absorbing material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000012745 toughening agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/16—Ethene-propene or ethene-propene-diene copolymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
- C08L23/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
- C08L23/22—Copolymers of isobutene; Butyl rubber; Homopolymers or copolymers of other iso-olefins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/097034 | 1998-06-12 | ||
| US09/097,034 US6207763B1 (en) | 1998-06-12 | 1998-06-12 | Application of disubstituted ethylene-maleimide copolymers in rubber compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009060918A Division JP5006895B2 (ja) | 1998-06-12 | 2009-03-13 | ゴムコンパウンドにおける二置換エチレン−マレイミドコポリマーの適用 |
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| Publication Number | Publication Date |
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| JP2000026662A true JP2000026662A (ja) | 2000-01-25 |
| JP2000026662A5 JP2000026662A5 (enExample) | 2006-07-06 |
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| JP11166596A Pending JP2000026662A (ja) | 1998-06-12 | 1999-06-14 | ゴムコンパウンドにおける二置換エチレン―マレイミドコポリマ―の適用 |
| JP2009060918A Expired - Fee Related JP5006895B2 (ja) | 1998-06-12 | 2009-03-13 | ゴムコンパウンドにおける二置換エチレン−マレイミドコポリマーの適用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2009060918A Expired - Fee Related JP5006895B2 (ja) | 1998-06-12 | 2009-03-13 | ゴムコンパウンドにおける二置換エチレン−マレイミドコポリマーの適用 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6207763B1 (enExample) |
| EP (1) | EP0964006B1 (enExample) |
| JP (2) | JP2000026662A (enExample) |
| KR (1) | KR20000006139A (enExample) |
| CA (1) | CA2274369A1 (enExample) |
| DE (1) | DE69917370T2 (enExample) |
| ES (1) | ES2221264T3 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016166309A (ja) * | 2015-03-10 | 2016-09-15 | 横浜ゴム株式会社 | ゴム組成物およびそれを用いた空気入りタイヤ |
Families Citing this family (24)
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| US6407166B1 (en) | 1999-02-18 | 2002-06-18 | Bridgestone Corporation | Elastomeric compositions for damping |
| DE60019271T2 (de) * | 1999-02-18 | 2006-02-09 | Bridgestone Corp. | Elastomere zusammensetzungen für dämpfung |
| US6407165B1 (en) | 1999-02-18 | 2002-06-18 | Bridgestone Corporation | Elastomeric compositions for damping |
| US6251994B1 (en) | 1999-02-18 | 2001-06-26 | Bridgestone Corporation | Elastomeric compositions for damping |
| US6268427B1 (en) | 1999-02-18 | 2001-07-31 | Bridgestone Corporation | Elastomeric compositions for damping |
| US7037992B2 (en) * | 1999-09-29 | 2006-05-02 | Sri International | Olefin copolymers containing hydrolytically cleavable linkages and use thereof in degradable products |
| US6288184B1 (en) * | 1999-09-29 | 2001-09-11 | Sri International | Hydrolytically degradable olefin copolymers |
| US6921793B2 (en) | 2000-08-18 | 2005-07-26 | Bridgestone Corporation | Rubber compositions and vulcanizates including comb-branched polymers |
| US6630535B1 (en) * | 2000-08-18 | 2003-10-07 | Bridgestone Corporation | Rubber compositions & vulcanizates including comb polymers |
| US7547746B2 (en) * | 2005-06-09 | 2009-06-16 | Acushnet Company | Golf ball containing centipede polymers |
| KR20020006501A (ko) * | 2001-11-12 | 2002-01-19 | 유해일 | 탄성 고분자 젤 및 그 제조방법 |
| EP1563004A1 (en) * | 2002-11-21 | 2005-08-17 | Ciba SC Holding AG | Flame retardant composition comprising a phosphonic acid metal salt and a nitrogen-containing compound |
| EP1803771B1 (en) * | 2005-12-28 | 2017-12-06 | Bridgestone Corporation | A rubber composition having good wet-traction properties and a low aromatic-oil content |
| KR100902345B1 (ko) * | 2006-11-06 | 2009-06-12 | 동명통산(주) | 자기 윤활성 고무조성물 |
| US7700673B2 (en) * | 2006-12-22 | 2010-04-20 | Bridgestone Corporation | Reduced oil rubber compositions including N-substituted polyalkylene succinimide derivates and methods for preparing such compositions |
| CN103524804B (zh) | 2007-12-31 | 2017-03-29 | 株式会社普利司通 | 引入橡胶组合物的金属皂及金属皂引入橡胶组合物的方法 |
| WO2009158604A2 (en) * | 2008-06-26 | 2009-12-30 | Bridgestone Corporation | Rubber compositions including metal-functionalized polyisobutylene derivatives and methods for preparing such compositions |
| US8389609B2 (en) * | 2009-07-01 | 2013-03-05 | Bridgestone Corporation | Multiple-acid-derived metal soaps incorporated in rubber compositions and method for incorporating such soaps in rubber compositions |
| US9803060B2 (en) | 2009-09-10 | 2017-10-31 | Bridgestone Corporation | Compositions and method for making hollow nanoparticles from metal soaps |
| US8802755B2 (en) | 2011-01-18 | 2014-08-12 | Bridgestone Corporation | Rubber compositions including metal phosphate esters |
| JP6313775B2 (ja) | 2012-11-02 | 2018-04-18 | 株式会社ブリヂストン | 金属カルボキシレートを含むゴム組成物およびその調製方法 |
| KR102045878B1 (ko) * | 2015-09-30 | 2019-11-18 | (주)아모레퍼시픽 | 고함량의 지용성 성분이 함유된 세정제 조성물 |
| CN109679159B (zh) * | 2019-01-03 | 2021-02-09 | 优矿塑新材料科技(芜湖)有限公司 | 一种改性复合橡胶母粒及其制备方法 |
| US11970618B2 (en) | 2021-07-21 | 2024-04-30 | The Goodyear Tire & Rubber Company | Rubber tire compound containing IPN-promoting resin |
Family Cites Families (122)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA702610A (en) | 1965-01-26 | E. Walker George | Processable rubber-resin blends with sulfonamides | |
| US5965666A (en) | 1919-10-19 | 1999-10-12 | Cheil Industries, Inc. | Thermoplastic resin composition with high impact strength at low temperatures |
| US2725367A (en) | 1953-01-29 | 1955-11-29 | Rohm & Haas | Salts of terpolymers of maleic anhydride, diisobutylene and divinylbenzene |
| NL93719C (enExample) | 1956-02-23 | |||
| US3025562A (en) | 1958-10-06 | 1962-03-20 | Owens Illinois Glass Co | Apparatus for forming and trimming plastic articles |
| US3244664A (en) | 1960-10-24 | 1966-04-05 | Phillips Petroleum Co | Silicon-containing polymers |
| BE631041A (enExample) | 1962-04-13 | |||
| BE621469A (enExample) | 1962-04-19 | |||
| US3281383A (en) | 1962-08-09 | 1966-10-25 | Phillips Petroleum Co | Branched polymers prepared from monolithium-terminated polymers and compounds having at least three reactive sites |
| US3414551A (en) | 1965-06-24 | 1968-12-03 | Hercules Inc | Modification of crystalline propylene polymers |
| US3481910A (en) | 1965-10-04 | 1969-12-02 | Eastman Kodak Co | Reaction products of unsaturated dicarboxylic acids,anhydrides,esters with degraded poly - alpha - olefin polymers |
| US3480580A (en) | 1965-10-22 | 1969-11-25 | Eastman Kodak Co | Modified polymers |
| US3528936A (en) | 1965-12-17 | 1970-09-15 | Polymer Corp | Stabilized compositions of interpolymers of butadiene polymers and polyunsaturated polyesters |
| US3428596A (en) * | 1966-09-12 | 1969-02-18 | Sinclair Research Inc | Rubber composition of conjugated diene rubber containing a non-reinforcing filler material and a nitrogen functional styrene-maleic anhydride resin bridging agent |
| US3492227A (en) | 1967-04-25 | 1970-01-27 | Texaco Inc | Drilling fluid |
| US3594452A (en) | 1968-02-06 | 1971-07-20 | Shell Oil Co | Polymers prepared from monolithiumterminated block copolymers and certain diesters |
| US4015612A (en) | 1968-09-09 | 1977-04-05 | Minnesota Mining And Manufacturing Company | Film-forming polymer modified with a fluoroaliphatic radical containing compound and hair styling composition thereof |
| US3840449A (en) | 1968-12-13 | 1974-10-08 | Bridgestone Tire Co Ltd | Novel method of producing two-component and multi-component copolymers containing conjugated diene compounds and conjugated polar vinyl monomers using photo polymerization |
| US3577365A (en) | 1969-02-07 | 1971-05-04 | Eastman Kodak Co | Novel blends of chlorinated carboxyl group containing polymers and ethylene-vinyl acetate copolymers |
| US4017669A (en) | 1969-06-02 | 1977-04-12 | E. I. Du Pont De Nemours And Company | Functionally substituted terpolymers and tetrapolymers of alpha-olefins and process for manufacturing functional substituted copolymers |
| US3796687A (en) | 1969-06-02 | 1974-03-12 | Du Pont | Functionally substituted terpolymers and tetrapolymers of alpha-olefins and process for manufacturing functional substituted copolymers |
| US3761458A (en) | 1969-10-03 | 1973-09-25 | Shell Oil Co | Polymerization process and products |
| US3751378A (en) | 1971-03-31 | 1973-08-07 | Sartomer Ind Inc | Inhibiting prevulcanization of rubber with polyfunctional methacrylate monomers as cross-linking coagents with peroxides |
| US3862265A (en) | 1971-04-09 | 1975-01-21 | Exxon Research Engineering Co | Polymers with improved properties and process therefor |
| US3998907A (en) | 1972-08-29 | 1976-12-21 | Arco Polymers, Inc. | Rubber-modified dicarboxylic acid imide copolymers |
| US3970608A (en) | 1974-04-05 | 1976-07-20 | Bridgestone Tire Company Limited | Epoxidized acetylene-conjugated diene random copolymer and the curable composition comprising the same |
| US3985830B1 (en) | 1974-07-15 | 1998-03-03 | Univ Akron | Star polymers and process for the preparation thereof |
| US4139417A (en) | 1974-12-12 | 1979-02-13 | Societe Nationale Elf Aquitaine | Lubricating oil compositions containing copolymers of olefins or of olefins and non-conjugated dienes with unsaturated derivatives of cyclic imides |
| US4039633A (en) | 1976-04-19 | 1977-08-02 | Phillips Petroleum Company | Coupling of alkali metal-terminated polymers |
| JPS5323383A (en) | 1976-08-17 | 1978-03-03 | Mitsubishi Chem Ind Ltd | Preparation of polyolefin |
| US4087485A (en) | 1976-08-16 | 1978-05-02 | Exxon Research & Engineering Co. | Polypropylene blends having high impact strength and improved optical properties |
| DE2701760C3 (de) | 1977-01-18 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Papierleimungsmitteln |
| US5508334A (en) | 1977-03-17 | 1996-04-16 | Applied Elastomerics, Inc. | Thermoplastic elastomer gelatinous compositions and articles |
| US4404321A (en) | 1977-10-06 | 1983-09-13 | General Electric Company | Compositions comprising copolymers of a vinyl aromatic compound and an unsaturated cyclic anhydride and impact improvers |
| US4132531A (en) | 1977-12-16 | 1979-01-02 | Texaco Inc. | Detergent additive and motor fuel composition |
| DE2901646A1 (de) | 1979-01-17 | 1980-07-24 | Bayer Ag | Verfahren zur herstellung von polare gruppen enthaltenden alpha -olefin- copolymeren |
| US4287314A (en) | 1980-09-05 | 1981-09-01 | Arco Polymers, Inc. | Maleimide-styrene copolymer blend with polyurethane |
| US4304886A (en) | 1981-01-22 | 1981-12-08 | Shell Oil Company | Mixed coupling agent process |
| US4404322A (en) | 1981-01-28 | 1983-09-13 | Denki Kagaku Kogyo Kabushiki Kaisha | Heat resistant resin composition |
| US4427828A (en) | 1981-09-01 | 1984-01-24 | The Firestone Tire & Rubber Company | Impact resistant polymeric compositions containing polyamides, maleic anhydride adducts of hydrogenated polymers and graft copolymers thereof |
| US4374951A (en) | 1981-09-11 | 1983-02-22 | Monsanto Company | Polyblends comprising N-phenylmaleimide copolymers and SAN copolymers |
| US4506056A (en) | 1982-06-07 | 1985-03-19 | Gaylord Research Institute Inc. | Maleic anhydride-modified polymers and process for preparation thereof |
| US4408010A (en) | 1982-10-04 | 1983-10-04 | Atlantic Richfield Company | Polyblend of styrene copolymers and molded article produced therefrom |
| US4502229A (en) | 1983-05-27 | 1985-03-05 | Kitzman H Charles | Grain dryer |
| US4540753A (en) | 1983-06-15 | 1985-09-10 | Exxon Research & Engineering Co. | Narrow MWD alpha-olefin copolymers |
| DE3430802A1 (de) * | 1984-08-22 | 1986-03-06 | Bayer Ag, 5090 Leverkusen | Verfahen zur herstellung von maleinimidhaltigen polymeren |
| JPS6176512A (ja) | 1984-09-21 | 1986-04-19 | Toa Nenryo Kogyo Kk | メチルスチレン共重合体 |
| FR2570708B1 (fr) | 1984-09-27 | 1987-03-06 | Atochem | Polymeres obtenus a partir d'oligomeres de polypropylene greffe par un anhydride, procede de fabrication et utilisation |
| JPS59187046A (ja) | 1984-10-05 | 1984-10-24 | Mitsubishi Monsanto Chem Co | ガラス繊維強化耐熱性樹脂組成物 |
| DE189315T1 (de) | 1985-01-22 | 1987-02-05 | Hitachi Chemical Co., Ltd., Tokio/Tokyo | Zusammensetzung von ungesaettigtem polyesterharz zur behandlung von kathodenstrahlroehren. |
| ES2001020A6 (es) | 1985-07-19 | 1988-04-16 | Asahi Chemical Ind | Compuestos de copolimeros bloque hidrogenados |
| US4732928A (en) | 1985-10-02 | 1988-03-22 | Asahi Kasei Kogyo Kabushiki | Highly elastic thermoplastic elastomer composition |
| US4605700A (en) | 1985-10-21 | 1986-08-12 | Atlantic Richfield Company | Thermodynamically miscible polymer composition |
| DE3609981A1 (de) | 1986-03-25 | 1987-10-01 | Bayer Ag | Oberflaechenleimungsmittel fuer papier |
| US4728463A (en) | 1986-08-18 | 1988-03-01 | Ethyl Corporation | Brominated fire retardant composition |
| US5318854A (en) | 1986-08-26 | 1994-06-07 | General Electric Co. | Polymer mixture based on a polybutylene terephthalate ester and a S-MA copolymer and films made thereof |
| US5156920A (en) | 1986-09-05 | 1992-10-20 | General Electric Company | Polyphenylene ether resin compositions having improved adhesion for decorative and protective coatings |
| IT1224419B (it) | 1987-12-29 | 1990-10-04 | Montedipe Spa | Processo per imidizzare copolimeri dell'anidride maleica con monomeri vinil aromatici |
| US4931502A (en) | 1988-10-11 | 1990-06-05 | Arco Chemical Technology, Inc. | Ductile, blow moldable composition containing a styrene-maleimide copolymer bearing pendant carboxyl or hydroxyl groups |
| US4912144A (en) | 1988-10-11 | 1990-03-27 | Arco Chemical Technology, Inc. | Ductile, blow-moldable composition containing a styrene-methylmethacrylate copolymer having pendant carboxy ester groups |
| US4996262A (en) | 1989-03-27 | 1991-02-26 | The Goodyear Tire & Rubber Company | Polyester reinforced rubber |
| US5202384A (en) | 1989-03-27 | 1993-04-13 | The Goodyear Tire & Rubber Company | Polyester reinforced rubber |
| US5008324A (en) | 1989-04-11 | 1991-04-16 | Rohm And Haas Company | Novel damping compositions |
| US4921910A (en) | 1989-04-19 | 1990-05-01 | Polysar Limited | Toughened thermoplastics |
| WO1991000877A1 (en) | 1989-07-06 | 1991-01-24 | Eastman Kodak Company | Maleated polypropylene blends for melt-bonding applications |
| US5112161A (en) | 1989-07-10 | 1992-05-12 | Trevi S.P.A. | Method for excavating and constructing monolithic continuous straight or circular structural walls and a machine for realizing such a method |
| US5414044A (en) | 1989-07-19 | 1995-05-09 | Mitsui Petrochemical Industries, Ltd. | Polyolefin resin composition and crosslinked molded article and process for the production thereof |
| DE3926275A1 (de) | 1989-08-09 | 1991-02-14 | Bayer Ag | Abs-formmassen mit verbesserter streckspannung |
| US5034449A (en) | 1989-09-11 | 1991-07-23 | Arco Chemical Technology, Inc. | Moldable polyblends of polyolefins and styrenic resins |
| JP2926513B2 (ja) | 1989-12-11 | 1999-07-28 | 住友化学工業株式会社 | 樹脂組成物およびその製造方法 |
| JPH03203943A (ja) | 1989-12-28 | 1991-09-05 | Nippon Petrochem Co Ltd | 熱可塑性樹脂組成物 |
| US5317467A (en) | 1990-05-21 | 1994-05-31 | Hitachi Maxell, Ltd. | Data recording cartridge including a flexible magnetic recording medium |
| US5962572A (en) | 1994-04-19 | 1999-10-05 | Applied Elastomerics, Inc. | Oriented gel and oriented gel articles |
| US5082913A (en) | 1990-07-25 | 1992-01-21 | Isp Investments Inc. | Terpolymers of maleic anhydride, alkyl vinyl ethers and isobutylene and crosslinked products thereof |
| US5037924A (en) | 1990-07-25 | 1991-08-06 | Gaf Chemicals Corporation | Denture adhesive |
| US5126403A (en) | 1990-07-30 | 1992-06-30 | Dow Corning Corporation | Reinforced polyorganosiloxane elastomers |
| EP0476224A1 (en) | 1990-08-21 | 1992-03-25 | Ricon Resins, Inc. | Adhesive rubber compositions |
| US5122161A (en) | 1990-12-31 | 1992-06-16 | Texaco Inc. | Diesel fuel comprising a glycolated Mannich coupled bis-succinimide detergent |
| US5244971A (en) | 1991-07-22 | 1993-09-14 | Exxon Chemical Patents Inc. | Graft polymers for use in engineering thermoplastic blends |
| US5225498A (en) | 1991-08-28 | 1993-07-06 | The United States Of America As Represented By The Secretary Of The Navy | Interpenetrating polymer network acoustic damping material |
| DE4131908C2 (de) | 1991-09-25 | 1999-05-12 | Du Pont | Polyamid/Polyolefin-Gemische und deren Verwendung |
| IT1251665B (it) | 1991-10-08 | 1995-05-19 | Himont Inc | Composizioni polimeriche termoplastiche |
| JP3214003B2 (ja) * | 1991-11-22 | 2001-10-02 | 東ソー株式会社 | 透明性樹脂組成物 |
| US5552096A (en) | 1991-12-13 | 1996-09-03 | Exxon Chemical Patents Inc. | Multiple reaction process in melt processing equipment |
| US5262232A (en) | 1992-01-22 | 1993-11-16 | Minnesota Mining And Manufacturing Company | Vibration damping constructions using acrylate-containing damping materials |
| US5219628A (en) | 1992-03-16 | 1993-06-15 | The Dow Chemical Company | Microwavable thermoplastic containers |
| DE4211062A1 (de) | 1992-04-03 | 1993-10-07 | Basf Ag | Polyester auf Basis von hydroxylgruppenhaltigen Präpolymeren aus olefinisch ungesättigten Monomeren und ihre Verwendung als Bindemittel für elektrophotographische Toner |
| DE4225875A1 (de) | 1992-08-05 | 1994-02-10 | Basf Ag | Transparente Formmassen aus glutarimidhaltigen Polymeren und Styrol-Acrylnitril-Copolymeren |
| US5710228A (en) * | 1992-11-24 | 1998-01-20 | Basf Aktiengesellschaft | Maleimide/α-olefin copolymers and their use as light stabilizers and stabilizers for organic material |
| DE4239437A1 (de) * | 1992-11-24 | 1994-05-26 | Basf Ag | Maleinsäureimid-alpha-Olefin-Copolymerisate und ihre Verwendung als Lichtschutzmittel und Stabilisatoren für organisches Material |
| DE4241538A1 (de) | 1992-12-10 | 1994-06-16 | Leuna Werke Ag | Verfahren zur Herstellung von nichtäquimolar aufgebauten alpha-Methylstyrol-MSA-Copolymeren |
| US5356953A (en) | 1993-01-20 | 1994-10-18 | Hitachi Chemical Company Limited | Resin composition for artificial marble, bulk molding compound and sheet molding compound using the same, and process for preparing artificial marble using the same |
| US5654364A (en) | 1993-03-23 | 1997-08-05 | Regents Of The University Of Minnesota | Miscible blend of polyolefin and polyolefin block copolymer |
| US5883188A (en) | 1993-04-28 | 1999-03-16 | The Dow Chemical Company | Paintable olefinic interpolymer compositions |
| US5783630A (en) | 1993-07-13 | 1998-07-21 | Huntsman Petrochemical Corporation | Polyether amine modification of polypropylene |
| KR950003089A (ko) | 1993-07-26 | 1995-02-16 | 만프레트 래츠슈, 일 요르간 | 개질된 탄성중합체성 폴리프로필렌 |
| US5373048A (en) | 1993-07-30 | 1994-12-13 | Eastman Chemical Company | Aqueous coating composition |
| GB9319973D0 (en) | 1993-09-28 | 1993-11-17 | Bp Chem Int Ltd | Adhesive blends |
| DE4334796A1 (de) | 1993-10-13 | 1995-04-20 | Bayer Ag | Weichmachende und hydrophobierende Nachgerbstoffe |
| JP3531190B2 (ja) * | 1993-11-19 | 2004-05-24 | 東ソー株式会社 | 共重合体の製造方法 |
| US5548031A (en) * | 1993-11-19 | 1996-08-20 | Tosoh Corporation | Copolymer production process |
| DE4342045A1 (de) | 1993-12-09 | 1995-06-14 | Basf Ag | Dreistufige Pfropfcopolymerisate und solche enthaltende witterungsbeständige, matte thermoplastische Formmassen mit hoher Kältezähigkeit |
| US5434217A (en) | 1994-03-04 | 1995-07-18 | E. I. Du Pont De Nemours And Company | Flexible polar thermoplastic polyolefin compositions |
| FR2719678B1 (fr) | 1994-05-06 | 1996-09-06 | Alliedsignal Europ Services | Système de régulation de pression à structure hybride pour un circuit hydraulique de freinage de véhicule automobile. |
| JP3255330B2 (ja) | 1994-05-27 | 2002-02-12 | 電気化学工業株式会社 | 熱可塑性樹脂の製造方法 |
| US5489657A (en) | 1994-10-21 | 1996-02-06 | General Electric Company | Bulk process for making maleimide copolymers |
| KR100380526B1 (ko) | 1994-11-15 | 2003-09-26 | 가네가후치 가가쿠고교 가부시키가이샤 | 내충격성이우수한수지조성물 |
| US5536774A (en) | 1994-12-02 | 1996-07-16 | The Goodyear Tire & Rubber Company | Use of maleated styrene-ethylene-butylene-styrene triblock polymer for improved adhesion |
| US5634122A (en) | 1994-12-30 | 1997-05-27 | International Business Machines Corporation | System and method for multi-level token management for distributed file systems |
| US5618881A (en) | 1995-01-09 | 1997-04-08 | Du Pont Canada Inc. | Compatibilizer composition |
| AU4705096A (en) * | 1995-01-27 | 1996-08-14 | Raychem Corporation | Gels from anhydride-containing polymers |
| BE1009159A3 (nl) | 1995-02-27 | 1996-12-03 | Dsm Nv | Werkwijze voor het imidiseren van een sma-polymeer. |
| US5494981A (en) | 1995-03-03 | 1996-02-27 | Minnesota Mining And Manufacturing Company | Epoxy-cyanate ester compositions that form interpenetrating networks via a Bronsted acid |
| SG38904A1 (en) | 1995-03-10 | 1997-04-17 | Gen Electric | High performance polymer compositions |
| JP3505843B2 (ja) | 1995-04-12 | 2004-03-15 | 東ソー株式会社 | 複合材料およびその製造方法 |
| US5585434A (en) | 1995-05-31 | 1996-12-17 | Montell North America Inc. | Blends of polyolefin graft copolymers and polycarbonate |
| JP2969510B2 (ja) * | 1995-07-18 | 1999-11-02 | 東洋ゴム工業株式会社 | 自動車用防振ゴム組成物及び自動車の防振装置 |
| US5776234A (en) | 1996-08-12 | 1998-07-07 | Westvaco Corporation | Anionic bituminous emulsions with improved adhesion |
| US5821032A (en) | 1996-12-19 | 1998-10-13 | Kodak Polychrome Graphics, Llc | Photosensitive polymer composition and negative working photosensitive element containing three photocrosslinkable polymers |
| US5869695A (en) | 1997-04-25 | 1999-02-09 | Isp Investments Inc. | Process for making derivatized polymers of maleic anhydride containing maleamic acid and its corresponding cyclic imide repeat units |
| US5912296A (en) | 1997-05-19 | 1999-06-15 | Bridgestone Corporation | Extended polymer composition derived from grafted elastomers and polypropylene |
| US5905116A (en) | 1998-05-06 | 1999-05-18 | Bridgestone Corporation | Gels derived from extending grafted α-olefin-maleimide centipede polymers and polypropylene |
-
1998
- 1998-06-12 US US09/097,034 patent/US6207763B1/en not_active Expired - Lifetime
-
1999
- 1999-06-10 CA CA002274369A patent/CA2274369A1/en not_active Abandoned
- 1999-06-11 ES ES99111031T patent/ES2221264T3/es not_active Expired - Lifetime
- 1999-06-11 EP EP99111031A patent/EP0964006B1/en not_active Expired - Lifetime
- 1999-06-11 DE DE69917370T patent/DE69917370T2/de not_active Expired - Lifetime
- 1999-06-12 KR KR1019990021939A patent/KR20000006139A/ko not_active Withdrawn
- 1999-06-14 JP JP11166596A patent/JP2000026662A/ja active Pending
-
2000
- 2000-09-29 US US09/676,073 patent/US6369166B1/en not_active Expired - Lifetime
-
2009
- 2009-03-13 JP JP2009060918A patent/JP5006895B2/ja not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016166309A (ja) * | 2015-03-10 | 2016-09-15 | 横浜ゴム株式会社 | ゴム組成物およびそれを用いた空気入りタイヤ |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2274369A1 (en) | 1999-12-12 |
| US6207763B1 (en) | 2001-03-27 |
| JP2009132938A (ja) | 2009-06-18 |
| EP0964006A1 (en) | 1999-12-15 |
| KR20000006139A (ko) | 2000-01-25 |
| JP5006895B2 (ja) | 2012-08-22 |
| EP0964006B1 (en) | 2004-05-19 |
| DE69917370D1 (de) | 2004-06-24 |
| US6369166B1 (en) | 2002-04-09 |
| DE69917370T2 (de) | 2004-09-16 |
| ES2221264T3 (es) | 2004-12-16 |
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