CA2316741A1 - Improved processability butyl rubber and process for production thereof - Google Patents
Improved processability butyl rubber and process for production thereof Download PDFInfo
- Publication number
- CA2316741A1 CA2316741A1 CA002316741A CA2316741A CA2316741A1 CA 2316741 A1 CA2316741 A1 CA 2316741A1 CA 002316741 A CA002316741 A CA 002316741A CA 2316741 A CA2316741 A CA 2316741A CA 2316741 A1 CA2316741 A1 CA 2316741A1
- Authority
- CA
- Canada
- Prior art keywords
- monomer
- amount
- multiolefin
- butyl polymer
- weight
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 44
- 230000008569 process Effects 0.000 title claims abstract description 37
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 229920005549 butyl rubber Polymers 0.000 title description 15
- 229920000642 polymer Polymers 0.000 claims abstract description 135
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims abstract description 108
- 239000000178 monomer Substances 0.000 claims abstract description 108
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 74
- 239000000203 mixture Substances 0.000 claims abstract description 62
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 45
- 150000005673 monoalkenes Chemical class 0.000 claims abstract description 34
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 31
- 239000011541 reaction mixture Substances 0.000 claims abstract description 26
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 23
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 11
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-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 10
- 239000003054 catalyst Substances 0.000 claims description 10
- 229940116441 divinylbenzene Drugs 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 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
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 6
- 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 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 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 description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 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 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
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-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
- 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
- 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
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 3
- GQIJYUMTOUBHSH-IJIVKGSJSA-N piperyline Chemical compound C=1C=C2OCOC2=CC=1/C=C/C=C/C(=O)N1CCCC1 GQIJYUMTOUBHSH-IJIVKGSJSA-N 0.000 claims description 3
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-β-pinene Chemical compound C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 claims 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims 4
- 238000001125 extrusion Methods 0.000 abstract description 11
- 239000000945 filler Substances 0.000 abstract description 10
- 239000006185 dispersion Substances 0.000 abstract description 5
- NNOAPAKAIIYKJW-UHFFFAOYSA-N 2-methylprop-1-ene 2,4,4-trimethylpent-1-ene Chemical compound CC(C)=C.CC(C)=C.CC(=C)CC(C)(C)C NNOAPAKAIIYKJW-UHFFFAOYSA-N 0.000 abstract description 3
- 241001441571 Hiodontidae Species 0.000 description 24
- 238000006116 polymerization reaction Methods 0.000 description 18
- 229920001971 elastomer Polymers 0.000 description 17
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000000523 sample Substances 0.000 description 12
- 230000007423 decrease Effects 0.000 description 9
- 239000000806 elastomer Substances 0.000 description 9
- 230000006399 behavior Effects 0.000 description 8
- 230000006870 function Effects 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- XJBOZKOSICCONT-UHFFFAOYSA-N 4,6,6-trimethylbicyclo[3.1.1]hept-2-ene Chemical compound CC1C=CC2C(C)(C)C1C2 XJBOZKOSICCONT-UHFFFAOYSA-N 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 229940050176 methyl chloride Drugs 0.000 description 7
- 239000005060 rubber Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical group Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 230000003247 decreasing effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000013068 control sample Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 229920001897 terpolymer 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
- 230000008859 change Effects 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920005555 halobutyl Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 230000004075 alteration Effects 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- -1 cyclopenta-dime Chemical compound 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 230000002140 halogenating effect Effects 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 238000006276 transfer reaction Methods 0.000 description 2
- AFVDZBIIBXWASR-AATRIKPKSA-N (E)-1,3,5-hexatriene Chemical compound C=C\C=C\C=C AFVDZBIIBXWASR-AATRIKPKSA-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
- 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
- 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 description 1
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 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
- 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
- 230000009471 action Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect 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
- IMJGQTCMUZMLRZ-UHFFFAOYSA-N buta-1,3-dien-2-ylbenzene Chemical compound C=CC(=C)C1=CC=CC=C1 IMJGQTCMUZMLRZ-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000000524 functional group Chemical group 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
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 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
- 238000003801 milling Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012552 review 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
- 238000007613 slurry method Methods 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
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
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
Landscapes
- 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)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002316741A CA2316741A1 (en) | 2000-08-24 | 2000-08-24 | Improved processability butyl rubber and process for production thereof |
| US10/362,202 US6841642B2 (en) | 2000-08-24 | 2001-08-21 | Processability butyl rubber and process for production thereof |
| HK04105195.8A HK1062179B (en) | 2000-08-24 | 2001-08-21 | Improved processability butyl rubber and process for production thereof |
| PCT/CA2001/001188 WO2002016452A1 (en) | 2000-08-24 | 2001-08-21 | Improved processability butyl rubber and process for production thereof |
| EP01966863A EP1313777B1 (en) | 2000-08-24 | 2001-08-21 | Process for the production of improved processability butyl rubber |
| DE60137136T DE60137136D1 (de) | 2000-08-24 | 2001-08-21 | Verfahten zur herstellung von butyl-kautschuk mit verbesserter verarbeitbarkeit |
| JP2002521546A JP2004506088A (ja) | 2000-08-24 | 2001-08-21 | 改良された加工性のブチルゴムおよびその製造方法 |
| CA002420244A CA2420244C (en) | 2000-08-24 | 2001-08-21 | Improved processability butyl rubber and process for production thereof |
| RU2003107923/04A RU2277544C2 (ru) | 2000-08-24 | 2001-08-21 | Бутильный каучук, обладающий улучшенной перерабатываемостью, и способ его получения |
| KR10-2003-7002611A KR20030031990A (ko) | 2000-08-24 | 2001-08-21 | 가공성이 개선된 부틸 고무 및 그의 제조방법 |
| CNB018177085A CN1247632C (zh) | 2000-08-24 | 2001-08-21 | 加工性改进的丁基橡胶及其制备方法 |
| AU2001287408A AU2001287408A1 (en) | 2000-08-24 | 2001-08-21 | Improved processability butyl rubber and process for production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002316741A CA2316741A1 (en) | 2000-08-24 | 2000-08-24 | Improved processability butyl rubber and process for production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2316741A1 true CA2316741A1 (en) | 2002-02-24 |
Family
ID=4166965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002316741A Abandoned CA2316741A1 (en) | 2000-08-24 | 2000-08-24 | Improved processability butyl rubber and process for production thereof |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6841642B2 (OSRAM) |
| EP (1) | EP1313777B1 (OSRAM) |
| JP (1) | JP2004506088A (OSRAM) |
| KR (1) | KR20030031990A (OSRAM) |
| CN (1) | CN1247632C (OSRAM) |
| AU (1) | AU2001287408A1 (OSRAM) |
| CA (1) | CA2316741A1 (OSRAM) |
| DE (1) | DE60137136D1 (OSRAM) |
| RU (1) | RU2277544C2 (OSRAM) |
| WO (1) | WO2002016452A1 (OSRAM) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005042595A1 (en) * | 2003-11-03 | 2005-05-12 | Lanxess Inc. | Butyl-type rubber with high viscosity |
| WO2005080452A1 (en) * | 2004-02-23 | 2005-09-01 | Lanxess Inc. | Peroxide curable rubber compound containing high-isoprene butyl rubber |
| US6974851B2 (en) | 2002-05-16 | 2005-12-13 | Bayer Inc. | Halogen- and sulfur-free shaped articles containing peroxide curable compounds of butyl rubber |
| US7345128B2 (en) | 2004-04-28 | 2008-03-18 | Lanxess Inc. | Peroxide curable butyl formulations |
| US7452936B2 (en) | 2002-10-03 | 2008-11-18 | Lanxess, Inc. | Adhesive compounds of butyl-type rubber |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1483303B1 (de) * | 2002-03-04 | 2006-05-31 | Basf Aktiengesellschaft | Verfahren zur herstellung von isobutenpolymeren |
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- 2001-08-21 AU AU2001287408A patent/AU2001287408A1/en not_active Abandoned
- 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
- 2001-08-21 DE DE60137136T patent/DE60137136D1/de not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6974851B2 (en) | 2002-05-16 | 2005-12-13 | Bayer Inc. | Halogen- and sulfur-free shaped articles containing peroxide curable compounds of butyl rubber |
| US7452936B2 (en) | 2002-10-03 | 2008-11-18 | Lanxess, Inc. | Adhesive compounds of butyl-type rubber |
| WO2005042595A1 (en) * | 2003-11-03 | 2005-05-12 | Lanxess Inc. | Butyl-type rubber with high viscosity |
| WO2005080452A1 (en) * | 2004-02-23 | 2005-09-01 | Lanxess Inc. | Peroxide curable rubber compound containing high-isoprene butyl rubber |
| US7345128B2 (en) | 2004-04-28 | 2008-03-18 | Lanxess Inc. | Peroxide curable butyl formulations |
| RU2397186C2 (ru) * | 2004-04-28 | 2010-08-20 | Лэнксесс Инк. | Отверждаемые пероксидом бутильные композиции |
Also Published As
| Publication number | Publication date |
|---|---|
| US6841642B2 (en) | 2005-01-11 |
| RU2277544C2 (ru) | 2006-06-10 |
| 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 |
| 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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