RU2277544C2 - Бутильный каучук, обладающий улучшенной перерабатываемостью, и способ его получения - Google Patents
Бутильный каучук, обладающий улучшенной перерабатываемостью, и способ его получения Download PDFInfo
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- RU2277544C2 RU2277544C2 RU2003107923/04A RU2003107923A RU2277544C2 RU 2277544 C2 RU2277544 C2 RU 2277544C2 RU 2003107923/04 A RU2003107923/04 A RU 2003107923/04A RU 2003107923 A RU2003107923 A RU 2003107923A RU 2277544 C2 RU2277544 C2 RU 2277544C2
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- Russia
- Prior art keywords
- carbon atoms
- monomeric
- amount
- mixture
- monoolefin
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 40
- 229920005549 butyl rubber Polymers 0.000 title abstract description 15
- 230000008569 process Effects 0.000 title abstract description 9
- 238000004519 manufacturing process Methods 0.000 title description 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims abstract description 140
- 239000000203 mixture Substances 0.000 claims abstract description 73
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 58
- 239000000178 monomer Substances 0.000 claims abstract description 53
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 34
- 150000005673 monoalkenes Chemical class 0.000 claims abstract description 34
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 32
- 150000001336 alkenes Chemical class 0.000 claims abstract description 31
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000012546 transfer Methods 0.000 claims abstract description 28
- 239000011541 reaction mixture Substances 0.000 claims abstract description 19
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 claims abstract description 15
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 claims abstract description 15
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 claims abstract description 15
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229930006722 beta-pinene Natural products 0.000 claims abstract description 15
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 claims abstract description 15
- ZJQIXGGEADDPQB-UHFFFAOYSA-N 1,2-bis(ethenyl)-3,4-dimethylbenzene Chemical group CC1=CC=C(C=C)C(C=C)=C1C ZJQIXGGEADDPQB-UHFFFAOYSA-N 0.000 claims abstract description 7
- DBSDMAPJGHBWAL-UHFFFAOYSA-N penta-1,4-dien-3-ylbenzene Chemical compound C=CC(C=C)C1=CC=CC=C1 DBSDMAPJGHBWAL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 5
- AFVDZBIIBXWASR-AATRIKPKSA-N (E)-1,3,5-hexatriene Chemical compound C=C\C=C\C=C AFVDZBIIBXWASR-AATRIKPKSA-N 0.000 claims abstract description 4
- BEAVVRNWAHFHLW-UHFFFAOYSA-N 3-prop-1-en-2-ylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C(C(=C)C)=CC1C2 BEAVVRNWAHFHLW-UHFFFAOYSA-N 0.000 claims abstract description 4
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 4
- IMJGQTCMUZMLRZ-UHFFFAOYSA-N buta-1,3-dien-2-ylbenzene Chemical compound C=CC(=C)C1=CC=CC=C1 IMJGQTCMUZMLRZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 230000003197 catalytic effect Effects 0.000 claims abstract description 3
- 229920000642 polymer Polymers 0.000 claims description 138
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 61
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 claims description 30
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 24
- 239000012986 chain transfer agent Substances 0.000 claims description 19
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 11
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 8
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 claims description 7
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 6
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 claims description 6
- RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical compound CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 claims description 6
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 6
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 claims description 3
- BOGRNZQRTNVZCZ-AATRIKPKSA-N (3e)-3-methylpenta-1,3-diene Chemical compound C\C=C(/C)C=C BOGRNZQRTNVZCZ-AATRIKPKSA-N 0.000 claims description 3
- BOGRNZQRTNVZCZ-UHFFFAOYSA-N 1,2-dimethyl-butadiene Natural products CC=C(C)C=C BOGRNZQRTNVZCZ-UHFFFAOYSA-N 0.000 claims description 3
- JLSUFZZPRVNDIW-UHFFFAOYSA-N 1-ethenylcyclohexa-1,3-diene Chemical compound C=CC1=CC=CCC1 JLSUFZZPRVNDIW-UHFFFAOYSA-N 0.000 claims description 3
- MREBNFRVGNTYOV-UHFFFAOYSA-N 1-methylcycloheptene Chemical compound CC1=CCCCCC1 MREBNFRVGNTYOV-UHFFFAOYSA-N 0.000 claims description 3
- ATQUFXWBVZUTKO-UHFFFAOYSA-N 1-methylcyclopentene Chemical compound CC1=CCCC1 ATQUFXWBVZUTKO-UHFFFAOYSA-N 0.000 claims description 3
- DZPCYXCBXGQBRN-UHFFFAOYSA-N 2,5-Dimethyl-2,4-hexadiene Chemical compound CC(C)=CC=C(C)C DZPCYXCBXGQBRN-UHFFFAOYSA-N 0.000 claims description 3
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 claims description 3
- XNUNYHQZMMREQD-UHFFFAOYSA-N 2-methylhepta-1,6-diene Chemical compound CC(=C)CCCC=C XNUNYHQZMMREQD-UHFFFAOYSA-N 0.000 claims description 3
- SLQMKNPIYMOEGB-UHFFFAOYSA-N 2-methylhexa-1,5-diene Chemical compound CC(=C)CCC=C SLQMKNPIYMOEGB-UHFFFAOYSA-N 0.000 claims description 3
- DRWYRROCDFQZQF-UHFFFAOYSA-N 2-methylpenta-1,4-diene Chemical compound CC(=C)CC=C DRWYRROCDFQZQF-UHFFFAOYSA-N 0.000 claims description 3
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 claims description 3
- XTVRLCUJHGUXCP-UHFFFAOYSA-N 3-methyleneheptane Chemical compound CCCCC(=C)CC XTVRLCUJHGUXCP-UHFFFAOYSA-N 0.000 claims description 3
- AQYKIROTAGYYQK-UHFFFAOYSA-N 5,5-dimethyl-3-methylidenehex-1-ene Chemical compound CC(C)(C)CC(=C)C=C AQYKIROTAGYYQK-UHFFFAOYSA-N 0.000 claims description 3
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims description 3
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 claims description 3
- 229920001971 elastomer Polymers 0.000 abstract description 23
- 239000005060 rubber Substances 0.000 abstract description 15
- 238000001125 extrusion Methods 0.000 abstract description 12
- 230000000694 effects Effects 0.000 abstract description 10
- 239000000126 substance Substances 0.000 abstract description 3
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004606 Fillers/Extenders Substances 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 26
- 230000008961 swelling Effects 0.000 description 21
- 241001441571 Hiodontidae Species 0.000 description 17
- 239000000945 filler Substances 0.000 description 15
- 238000006116 polymerization reaction Methods 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000002474 experimental method Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- 238000012545 processing Methods 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 11
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 10
- 230000007423 decrease Effects 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 239000013068 control sample Substances 0.000 description 8
- 238000009826 distribution Methods 0.000 description 7
- 239000000806 elastomer Substances 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 239000004071 soot Substances 0.000 description 6
- 239000006229 carbon black Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 229940050176 methyl chloride Drugs 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920006027 ternary co-polymer Polymers 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- WEERVPDNCOGWJF-UHFFFAOYSA-N 1,4-bis(ethenyl)benzene Chemical compound C=CC1=CC=C(C=C)C=C1 WEERVPDNCOGWJF-UHFFFAOYSA-N 0.000 description 3
- 238000010538 cationic polymerization reaction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920005555 halobutyl Polymers 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- GWEAITXQZMNHAC-UHFFFAOYSA-N dimethyl benzene-1,2-dicarboperoxoate Chemical compound C(C=1C(C(=O)OOC)=CC=CC1)(=O)OOC GWEAITXQZMNHAC-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 230000002140 halogenating effect Effects 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000006276 transfer reaction Methods 0.000 description 2
- 239000004636 vulcanized rubber Substances 0.000 description 2
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- WHFHDVDXYKOSKI-UHFFFAOYSA-N 1-ethenyl-4-ethylbenzene Chemical compound CCC1=CC=C(C=C)C=C1 WHFHDVDXYKOSKI-UHFFFAOYSA-N 0.000 description 1
- NMVXHZSPDTXJSJ-UHFFFAOYSA-L 2-methylpropylaluminum(2+);dichloride Chemical compound CC(C)C[Al](Cl)Cl NMVXHZSPDTXJSJ-UHFFFAOYSA-L 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons 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
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229920005557 bromobutyl Polymers 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- -1 diethylaluminium ) Chemical class 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000012438 extruded product Nutrition 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000011346 highly viscous material Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002469 indenes Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000000974 shear rheometry Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
Images
Classifications
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/08—Butenes
- C08F210/10—Isobutene
- C08F210/12—Isobutene with conjugated diolefins, e.g. butyl rubber
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2,316,741 | 2000-08-24 | ||
| CA2.316.741 | 2000-08-24 | ||
| CA002316741A CA2316741A1 (en) | 2000-08-24 | 2000-08-24 | Improved processability butyl rubber and process for production thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2003107923A RU2003107923A (ru) | 2004-09-20 |
| RU2277544C2 true RU2277544C2 (ru) | 2006-06-10 |
Family
ID=4166965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2003107923/04A RU2277544C2 (ru) | 2000-08-24 | 2001-08-21 | Бутильный каучук, обладающий улучшенной перерабатываемостью, и способ его получения |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6841642B2 (enExample) |
| EP (1) | EP1313777B1 (enExample) |
| JP (1) | JP2004506088A (enExample) |
| KR (1) | KR20030031990A (enExample) |
| CN (1) | CN1247632C (enExample) |
| AU (1) | AU2001287408A1 (enExample) |
| CA (1) | CA2316741A1 (enExample) |
| DE (1) | DE60137136D1 (enExample) |
| RU (1) | RU2277544C2 (enExample) |
| WO (1) | WO2002016452A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2760441C2 (ru) * | 2016-09-29 | 2021-11-25 | Арланксео Сингапур Пте. Лтд. | Мультимодальные полиизоолефиновые композиции и способы для них |
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| JP5017102B2 (ja) * | 2004-06-15 | 2012-09-05 | エクソンモービル・ケミカル・パテンツ・インク | エラストマー組成物、空気バリア、及びこれらの製造方法 |
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| JP5264485B2 (ja) * | 2005-08-26 | 2013-08-14 | ランクセス・インコーポレーテッド | 高マルチオレフィンハロブチルアイオノマーを含む過酸化物硬化性ゴムコンパウンド |
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| US7566280B2 (en) * | 2006-01-04 | 2009-07-28 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7637824B2 (en) * | 2006-01-04 | 2009-12-29 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7976410B2 (en) | 2006-01-04 | 2011-07-12 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7976409B2 (en) * | 2006-01-04 | 2011-07-12 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7559855B2 (en) * | 2006-01-04 | 2009-07-14 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7563181B2 (en) * | 2006-01-04 | 2009-07-21 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7563182B2 (en) * | 2006-01-04 | 2009-07-21 | Bridgestone Sports Co., Ltd. | Polymer composition and golf ball made using the same |
| US7407449B2 (en) * | 2006-01-04 | 2008-08-05 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7559856B2 (en) * | 2006-01-04 | 2009-07-14 | Bridgestone Sports Co., Ltd. | Golf ball |
| US7767743B2 (en) * | 2006-03-10 | 2010-08-03 | Exxonmobil Chemical Patents Inc. | Processable branched isoolefin-alkylstyrene elastomers |
| US8144115B2 (en) | 2006-03-17 | 2012-03-27 | Konicek Jeffrey C | Flat panel display screen operable for touch position determination system and methods |
| CN100497414C (zh) * | 2006-03-24 | 2009-06-10 | 中山大学 | β-蒎烯/极性乙烯基单体共聚物及其制备方法与应用 |
| US7859526B2 (en) * | 2006-05-01 | 2010-12-28 | Konicek Jeffrey C | Active matrix emissive display and optical scanner system, methods and applications |
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| CN101130585B (zh) * | 2006-08-25 | 2010-11-10 | 北京化工大学 | 一种丁基橡胶的制备方法 |
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| US9079980B2 (en) | 2010-08-31 | 2015-07-14 | The Goodyear Tire & Rubber Company | Copolymers of conjugated triene monomers for improved filler interaction |
| MX360891B (es) | 2011-06-08 | 2018-11-20 | Tpc Group Llc | Producción de oligómeros de poliisobutileno de bajo peso molecular altamente reactivos. |
| US9963521B2 (en) | 2012-02-17 | 2018-05-08 | Basf Se | Process for preparing higher molecular weight polyisobutylene |
| MY168940A (en) * | 2012-02-17 | 2019-01-10 | Basf Se | Process for preparing higher molecular weight polyisobutylene |
| CA2816776A1 (en) * | 2012-05-29 | 2013-11-29 | Tpc Group Llc | Adducts of low molecular weight pib with low polydispersity and high vinylidene content |
| CN109401092A (zh) * | 2018-11-26 | 2019-03-01 | 盛州医药包装材料科技（中国）有限公司 | 一种用于药品封装橡胶塞的配方及其制备方法 |
| EP4077410A4 (en) * | 2019-12-20 | 2023-12-06 | Public Joint Stock Company "Sibur Holding" (PJSC "Sibur Holding") | BRANCHED POLYDIENES AND RUBBER COMPOSITIONS BASED THEREON |
| CN116217773A (zh) * | 2023-03-29 | 2023-06-06 | 山东京博中聚新材料有限公司 | 一种宽分子量分布的丁基橡胶及其合成方法 |
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- 2001-08-21 EP EP01966863A patent/EP1313777B1/en not_active Expired - Lifetime
- 2001-08-21 JP JP2002521546A patent/JP2004506088A/ja active Pending
- 2001-08-21 WO PCT/CA2001/001188 patent/WO2002016452A1/en not_active Ceased
- 2001-08-21 RU RU2003107923/04A patent/RU2277544C2/ru not_active IP Right Cessation
- 2001-08-21 US US10/362,202 patent/US6841642B2/en not_active Expired - Fee Related
- 2001-08-21 KR KR10-2003-7002611A patent/KR20030031990A/ko not_active Withdrawn
- 2001-08-21 CN CNB018177085A patent/CN1247632C/zh not_active Expired - Fee Related
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| US4139695A (en) * | 1975-11-13 | 1979-02-13 | Exxon Research & Engineering Co. | High molecular weight high unsaturation C4-C10 isoolefin conjugated diolefin copolymers and multipolymers containing methylcyclopentadiene |
| US5071913A (en) * | 1987-12-11 | 1991-12-10 | Exxon Chemical Patents Inc. | Rubbery isoolefin polymers exhibiting improved processability |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| RU2760441C2 (ru) * | 2016-09-29 | 2021-11-25 | Арланксео Сингапур Пте. Лтд. | Мультимодальные полиизоолефиновые композиции и способы для них |
Also Published As
| Publication number | Publication date |
|---|---|
| US6841642B2 (en) | 2005-01-11 |
| KR20030031990A (ko) | 2003-04-23 |
| CN1247632C (zh) | 2006-03-29 |
| EP1313777B1 (en) | 2008-12-24 |
| DE60137136D1 (de) | 2009-02-05 |
| EP1313777A1 (en) | 2003-05-28 |
| JP2004506088A (ja) | 2004-02-26 |
| CA2316741A1 (en) | 2002-02-24 |
| US20030187173A1 (en) | 2003-10-02 |
| CN1469886A (zh) | 2004-01-21 |
| HK1062179A1 (en) | 2004-10-21 |
| WO2002016452A1 (en) | 2002-02-28 |
| AU2001287408A1 (en) | 2002-03-04 |
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