TW201235359A - Ionomers comprising pendant vinyl groups and processes for preparing same - Google Patents
Ionomers comprising pendant vinyl groups and processes for preparing same Download PDFInfo
- Publication number
- TW201235359A TW201235359A TW100142889A TW100142889A TW201235359A TW 201235359 A TW201235359 A TW 201235359A TW 100142889 A TW100142889 A TW 100142889A TW 100142889 A TW100142889 A TW 100142889A TW 201235359 A TW201235359 A TW 201235359A
- Authority
- TW
- Taiwan
- Prior art keywords
- ionic polymer
- copolymer
- group
- derived
- monomer
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 62
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title claims abstract description 25
- 229920000554 ionomer Polymers 0.000 title claims abstract description 5
- 230000008569 process Effects 0.000 title description 7
- 229920001577 copolymer Polymers 0.000 claims abstract description 72
- 239000012038 nucleophile Substances 0.000 claims abstract description 35
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000011574 phosphorus Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 4
- 229920000831 ionic polymer Polymers 0.000 claims description 85
- 239000000178 monomer Substances 0.000 claims description 71
- 229920000642 polymer Polymers 0.000 claims description 50
- 150000002978 peroxides Chemical class 0.000 claims description 47
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 42
- 229920002554 vinyl polymer Polymers 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 30
- 229920005549 butyl rubber Polymers 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 28
- -1 p-methylphenylethyl Chemical group 0.000 claims description 27
- 238000002156 mixing Methods 0.000 claims description 25
- 239000003795 chemical substances by application Substances 0.000 claims description 24
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 150000002430 hydrocarbons Chemical class 0.000 claims description 13
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 150000004291 polyenes Chemical class 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 150000002500 ions Chemical class 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000000746 allylic group Chemical group 0.000 claims description 5
- 150000001993 dienes Chemical class 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 230000000269 nucleophilic effect Effects 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- FRPLKHQCXVNBNO-UHFFFAOYSA-N (4-ethenylphenyl)-diphenylphosphane Chemical compound C1=CC(C=C)=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 FRPLKHQCXVNBNO-UHFFFAOYSA-N 0.000 claims description 4
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 claims description 4
- LUWBJDCKJAZYKZ-UHFFFAOYSA-N 1-ethenyl-4-nonylbenzene Chemical compound CCCCCCCCCC1=CC=C(C=C)C=C1 LUWBJDCKJAZYKZ-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- 239000005062 Polybutadiene Substances 0.000 claims description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 4
- 229920002857 polybutadiene Polymers 0.000 claims description 4
- 239000000779 smoke Substances 0.000 claims description 4
- 229920001897 terpolymer Polymers 0.000 claims description 4
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 claims description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 150000003440 styrenes Chemical class 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 238000012690 ionic polymerization Methods 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical group CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims 1
- SCXIDQOYDZIEKQ-UHFFFAOYSA-N 3-ethenylbenzenethiol Chemical compound SC1=CC=CC(C=C)=C1 SCXIDQOYDZIEKQ-UHFFFAOYSA-N 0.000 claims 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- 229920000877 Melamine resin Polymers 0.000 claims 1
- QFHMNFAUXJAINK-UHFFFAOYSA-N [1-(carbamoylamino)-2-methylpropyl]urea Chemical group NC(=O)NC(C(C)C)NC(N)=O QFHMNFAUXJAINK-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 210000003719 b-lymphocyte Anatomy 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229920005605 branched copolymer Polymers 0.000 claims 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical group OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 claims 1
- PDDYFPPQDKRJTK-UHFFFAOYSA-N diphenyl(prop-2-enyl)phosphane Chemical compound C=1C=CC=CC=1P(CC=C)C1=CC=CC=C1 PDDYFPPQDKRJTK-UHFFFAOYSA-N 0.000 claims 1
- AJVBXLXLODZUME-UHFFFAOYSA-N ethenyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(C=C)C1=CC=CC=C1 AJVBXLXLODZUME-UHFFFAOYSA-N 0.000 claims 1
- 150000004676 glycans Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000002596 lactones Chemical class 0.000 claims 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 150000002923 oximes Chemical class 0.000 claims 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 claims 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical compound C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 claims 1
- 229920001021 polysulfide Polymers 0.000 claims 1
- 239000005077 polysulfide Substances 0.000 claims 1
- 150000008117 polysulfides Polymers 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- GNFABDZKXNKQKN-UHFFFAOYSA-N tris(prop-2-enyl)phosphane Chemical compound C=CCP(CC=C)CC=C GNFABDZKXNKQKN-UHFFFAOYSA-N 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 description 22
- 239000005060 rubber Substances 0.000 description 20
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 17
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 13
- 229920005557 bromobutyl Polymers 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 239000000945 filler Substances 0.000 description 8
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 230000008961 swelling Effects 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 229920005555 halobutyl Polymers 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000007306 functionalization reaction Methods 0.000 description 4
- 125000004968 halobutyl group Chemical group 0.000 description 4
- 238000011065 in-situ storage Methods 0.000 description 4
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 3
- 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 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 230000026030 halogenation Effects 0.000 description 3
- 238000005658 halogenation reaction Methods 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 2
- NFPBWZOKGZKYRE-UHFFFAOYSA-N 2-propan-2-ylperoxypropane Chemical compound CC(C)OOC(C)C NFPBWZOKGZKYRE-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical group C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-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
- 230000002902 bimodal effect Effects 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 238000005502 peroxidation Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- AFVDZBIIBXWASR-UHFFFAOYSA-N (e)-1,3,5-hexatriene Chemical compound C=CC=CC=C AFVDZBIIBXWASR-UHFFFAOYSA-N 0.000 description 1
- YGSZSEXJJLHNRX-UHFFFAOYSA-N 1,2-bis(ethenyl)guanidine Chemical compound C(=C)NC(NC=C)=N YGSZSEXJJLHNRX-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
- FZZFFCRQYNFWKA-UHFFFAOYSA-N 1-ethenyl-3-nonylbenzene Chemical compound CCCCCCCCCC1=CC=CC(C=C)=C1 FZZFFCRQYNFWKA-UHFFFAOYSA-N 0.000 description 1
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
- XACWLNFPDGTCBV-UHFFFAOYSA-N 2,6-dimethylhepta-1,3,4-triene Chemical compound CC(C)C=C=CC(C)=C XACWLNFPDGTCBV-UHFFFAOYSA-N 0.000 description 1
- SBMYBOVJMOVVQW-UHFFFAOYSA-N 2-[3-[[4-(2,2-difluoroethyl)piperazin-1-yl]methyl]-4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound FC(CN1CCN(CC1)CC1=NN(C=C1C=1C=NC(=NC=1)NC1CC2=CC=CC=C2C1)CC(=O)N1CC2=C(CC1)NN=N2)F SBMYBOVJMOVVQW-UHFFFAOYSA-N 0.000 description 1
- NADUDFSNHZPLIN-UHFFFAOYSA-N 2-ethenylbenzenethiol Chemical compound SC1=CC=CC=C1C=C NADUDFSNHZPLIN-UHFFFAOYSA-N 0.000 description 1
- ZXAGXLDEMUNQSH-UHFFFAOYSA-N 2-ethylanthracene Chemical compound C1=CC=CC2=CC3=CC(CC)=CC=C3C=C21 ZXAGXLDEMUNQSH-UHFFFAOYSA-N 0.000 description 1
- RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical compound CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 description 1
- FMHDIGZBJZLRCR-UHFFFAOYSA-N 2-phenylethenethiol Chemical compound SC=CC1=CC=CC=C1 FMHDIGZBJZLRCR-UHFFFAOYSA-N 0.000 description 1
- BQTJMKIHKULPCZ-UHFFFAOYSA-N 2H-indene Chemical compound C1=CC=CC2=CCC=C21 BQTJMKIHKULPCZ-UHFFFAOYSA-N 0.000 description 1
- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 1
- HJXYLVWUVYMJKO-UHFFFAOYSA-N 3-methylidenetridecane Chemical compound CCCCCCCCCCC(=C)CC HJXYLVWUVYMJKO-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- ZSNRMRKAYAJYRZ-UHFFFAOYSA-N 4-methylidenehex-2-ene Chemical compound CCC(=C)C=CC ZSNRMRKAYAJYRZ-UHFFFAOYSA-N 0.000 description 1
- AQYKIROTAGYYQK-UHFFFAOYSA-N 5,5-dimethyl-3-methylidenehex-1-ene Chemical compound CC(C)(C)CC(=C)C=C AQYKIROTAGYYQK-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
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000208340 Araliaceae Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- KNVJUPCBQUBUQS-UHFFFAOYSA-N C1=CC=CC=C1.C(=C)C1=C(C=2CC3=CC=CC=C3C2C=C1)C=C Chemical compound C1=CC=CC=C1.C(=C)C1=C(C=2CC3=CC=CC=C3C2C=C1)C=C KNVJUPCBQUBUQS-UHFFFAOYSA-N 0.000 description 1
- BBJUQZWVBVNTJM-UHFFFAOYSA-N C=CC1=CC=CC=C1.C=CC(C)=C.C=C.C1=CC=CC=C1 Chemical group C=CC1=CC=CC=C1.C=CC(C)=C.C=C.C1=CC=CC=C1 BBJUQZWVBVNTJM-UHFFFAOYSA-N 0.000 description 1
- RYYFNBIVZDCPPZ-UHFFFAOYSA-N CC(=CC=C(C)S)S Chemical compound CC(=CC=C(C)S)S RYYFNBIVZDCPPZ-UHFFFAOYSA-N 0.000 description 1
- YJOBGXITWVSGQV-UHFFFAOYSA-N CC(C)(C)OOC(C)(CCC(C)(OOC(C)(C)C)S)S Chemical compound CC(C)(C)OOC(C)(CCC(C)(OOC(C)(C)C)S)S YJOBGXITWVSGQV-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- 239000006237 Intermediate SAF Substances 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001361 allenes Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 230000003542 behavioural effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- LBXBCKJVONTNKY-UHFFFAOYSA-N benzene 2-methylprop-1-ene Chemical compound CC(C)=C.CC(C)=C.C1=CC=CC=C1 LBXBCKJVONTNKY-UHFFFAOYSA-N 0.000 description 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000006085 branching agent Substances 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
- 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
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- JIHMVMRETUQLFD-UHFFFAOYSA-N cerium(3+);dioxido(oxo)silane Chemical compound [Ce+3].[Ce+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O JIHMVMRETUQLFD-UHFFFAOYSA-N 0.000 description 1
- 238000012668 chain scission Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- IQLSWKUMFUZONW-UHFFFAOYSA-N diphenylphosphane prop-1-ene Chemical compound C1(=CC=CC=C1)PC1=CC=CC=C1.C=CC IQLSWKUMFUZONW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexadiene group Chemical group C=CC=CCC AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011707 mineral Substances 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
- 230000001590 oxidative effect Effects 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- STKKCWNZZPGJHR-UHFFFAOYSA-N phosphane;styrene Chemical compound P.C=CC1=CC=CC=C1 STKKCWNZZPGJHR-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000007613 slurry method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- XSOKHXFFCGXDJZ-UHFFFAOYSA-N telluride(2-) Chemical compound [Te-2] XSOKHXFFCGXDJZ-UHFFFAOYSA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- MCOWGUNDBBHKAM-UHFFFAOYSA-N thiohypoiodous acid Chemical compound IS MCOWGUNDBBHKAM-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- KCTAHLRCZMOTKM-UHFFFAOYSA-N tripropylphosphane Chemical compound CCCP(CCC)CCC KCTAHLRCZMOTKM-UHFFFAOYSA-N 0.000 description 1
- HBOUJSBUVUATSW-UHFFFAOYSA-N undec-1-enylbenzene Chemical compound CCCCCCCCCC=CC1=CC=CC=C1 HBOUJSBUVUATSW-UHFFFAOYSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/40—Introducing phosphorus atoms or phosphorus-containing groups
-
- 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
-
- 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
-
- 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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/20—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds unconjugated
-
- 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
- C08F30/00—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F30/02—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- 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
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- 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
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/243—Two or more independent types of crosslinking for one or more polymers
-
- 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
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
- C08J2323/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
- C08J2323/22—Copolymers of isobutene; butyl rubber
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41686210P | 2010-11-24 | 2010-11-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW201235359A true TW201235359A (en) | 2012-09-01 |
Family
ID=46312942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW100142889A TW201235359A (en) | 2010-11-24 | 2011-11-23 | Ionomers comprising pendant vinyl groups and processes for preparing same |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US9388258B2 (enExample) |
| EP (1) | EP2643361B1 (enExample) |
| JP (1) | JP6297330B2 (enExample) |
| KR (1) | KR101858288B1 (enExample) |
| CN (1) | CN103228681B (enExample) |
| BR (1) | BR112013012677B1 (enExample) |
| CA (1) | CA2817251C (enExample) |
| MX (1) | MX350499B (enExample) |
| PL (1) | PL2643361T3 (enExample) |
| RU (1) | RU2567387C9 (enExample) |
| SG (2) | SG10201601343SA (enExample) |
| TW (1) | TW201235359A (enExample) |
| WO (1) | WO2012083419A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105008404A (zh) * | 2012-12-20 | 2015-10-28 | 朗盛丁基私人有限公司 | 包含侧接乙烯基的离聚物及制备其的方法 |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201235359A (en) * | 2010-11-24 | 2012-09-01 | Lanxess Inc | Ionomers comprising pendant vinyl groups and processes for preparing same |
| JP6275742B2 (ja) * | 2012-12-18 | 2018-02-07 | ランクセス・ブチル・ピーティーイー・リミテッド | 透明な過酸化物硬化性ブチルゴム |
| TWI623428B (zh) * | 2012-12-18 | 2018-05-11 | 朗盛公司 | 包括丁基橡膠之電子裝置 |
| WO2014094123A1 (en) * | 2012-12-18 | 2014-06-26 | Lanxess Inc. | Butyl rubber with increased impermeability |
| KR102216535B1 (ko) | 2013-09-09 | 2021-02-16 | 아란세오 캐나다 인코퍼레이티드 | 충전된 부틸 고무 이오노머 컴파운드 |
| WO2015127563A1 (en) * | 2014-02-27 | 2015-09-03 | Lanxess Inc | Process for the production of modified butyl rubber |
| EP3231820A1 (en) * | 2016-04-15 | 2017-10-18 | ARLANXEO Canada Inc. | Polymer compositions having a halo-containing polymer with a multi-functional phosphine linkage |
| DE102017217149A1 (de) * | 2017-09-27 | 2019-03-28 | Continental Reifen Deutschland Gmbh | Fahrzeugluftreifen umfassend eine Innenschicht und Rad umfassend den Fahrzeugluftreifen |
| SG11202009508RA (en) * | 2018-04-03 | 2020-10-29 | Exxonmobil Chemical Patents Inc | Isobutylene-based polymers with olefinic side chain substituents and curable compositions containing the same |
| US11214676B2 (en) * | 2019-04-05 | 2022-01-04 | Fina Technology, Inc. | Polyenes for curable liquid rubber-based compositions |
| US12350967B2 (en) | 2019-12-17 | 2025-07-08 | Exxonmobil Chemical Patents Inc. | Functionalized polymers tread additive to improve all-season tire performance |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2356128A (en) | 1939-10-20 | 1944-08-22 | Jasco Inc | Mixed olefinic polymerization process and product |
| US2418884A (en) | 1945-05-15 | 1947-04-15 | Air Reduction | Process for purifying hydrocarbon oils |
| DE3371423D1 (en) * | 1983-01-20 | 1987-06-11 | Agfa Gevaert Nv | Liquid developer for development of electrostatic images |
| US5162445A (en) * | 1988-05-27 | 1992-11-10 | Exxon Chemical Patents Inc. | Para-alkylstyrene/isoolefin copolymers and functionalized copolymers thereof |
| US5654379A (en) * | 1987-11-27 | 1997-08-05 | Exxon Chemicals Patent, Inc. | Process for selective bromination of para-alkylstyrene/isoolefin copolymers |
| US5182333A (en) | 1987-12-11 | 1993-01-26 | Exxon Chemical Patents Inc. | Production of rubbery isoolefin polymers |
| US5013793A (en) | 1990-07-26 | 1991-05-07 | Exxon Chemical Patents Inc. | Dynamically cured thermoplastic olefin polymers and process for producing the same |
| DE68927328T2 (de) * | 1989-10-03 | 1997-02-20 | Exxon Chemical Patents Inc | Durch nukleophile substitution hergestellte funktionalisierte copolymere von para-alkylstyrol und isoolefinen |
| US5567775A (en) * | 1989-11-27 | 1996-10-22 | Exxon Chemical Patents Inc. | Craft curing of modified isomonoolefin/para-alkylstyrene copolymers |
| JP2689398B2 (ja) | 1990-08-24 | 1997-12-10 | 株式会社 大協精工 | ゴム組成物及び医薬品・医療用具用ゴム製品 |
| JPH06107738A (ja) | 1991-08-27 | 1994-04-19 | Erasuto Mitsukusu:Kk | 部分架橋ブチルゴム組成物 |
| JP3197068B2 (ja) | 1992-08-06 | 2001-08-13 | ジェイエスアール株式会社 | ブチルゴムの架橋方法 |
| WO1994010214A1 (en) * | 1992-11-02 | 1994-05-11 | Exxon Chemical Patents Inc. | Polymeric phosphonium ionomers |
| US5595214A (en) * | 1993-02-10 | 1997-01-21 | Asha Corporation | Hydraulic coupling for vehicle drivetrain |
| US5473017A (en) * | 1993-09-30 | 1995-12-05 | Exxon Chemical Patents Inc. | Intervulcanized elastomer blends |
| BE1008706A3 (fr) | 1994-09-28 | 1996-07-02 | Cockerill Rech & Dev | Produit pour la formation d'un revetement sur un support et procede de preparation de ce produit. |
| US5578682A (en) * | 1995-05-25 | 1996-11-26 | Exxon Chemical Patents Inc. | Bimodalization of polymer molecular weight distribution |
| DE69704960T2 (de) * | 1996-12-18 | 2002-03-28 | Exxonmobil Chemical Patents Inc., Baytown | Kompatibilisierte polymermischungen hergestellt unter verwendung eines multifunktionellen mittels |
| CA2282900C (en) | 1999-09-20 | 2011-02-01 | Bayer Inc. | Halogenated terpolymers of isobutylene, diolefin monomer and styrenic monomer |
| KR20030040531A (ko) * | 2000-10-11 | 2003-05-22 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 향상된 점도를 갖는 할로겐화 엘라스토머 조성물 |
| CA2418884C (en) | 2003-02-14 | 2010-07-20 | Bayer Inc. | Process for production of high-isoprene butyl rubber |
| CA2458741A1 (en) | 2004-02-23 | 2005-08-23 | Rui Resendes | Peroxide curable butyl formulations containing high-isoprene butyl rubber |
| CA2616410A1 (en) | 2005-08-26 | 2007-03-01 | Lanxess Inc. | Process for production of peroxide curable high multiolefin halobutyl ionomers |
| CN102199237A (zh) * | 2005-08-26 | 2011-09-28 | 朗盛公司 | 含有高多烯烃卤丁基离聚物的过氧化物可固化的橡胶混合物 |
| CA2578583C (en) | 2006-03-14 | 2014-06-03 | Lanxess Inc. | Butyl ionomer having improved surface adhesion |
| CA2604409C (en) * | 2006-12-22 | 2015-04-07 | Lanxess Inc. | Butyl rubber ionomer nanocomposites |
| TW201235359A (en) * | 2010-11-24 | 2012-09-01 | Lanxess Inc | Ionomers comprising pendant vinyl groups and processes for preparing same |
-
2011
- 2011-11-23 TW TW100142889A patent/TW201235359A/zh unknown
- 2011-11-24 CN CN201180056489.9A patent/CN103228681B/zh not_active Expired - Fee Related
- 2011-11-24 SG SG10201601343SA patent/SG10201601343SA/en unknown
- 2011-11-24 WO PCT/CA2011/001297 patent/WO2012083419A1/en not_active Ceased
- 2011-11-24 BR BR112013012677-9A patent/BR112013012677B1/pt not_active IP Right Cessation
- 2011-11-24 SG SG2013037064A patent/SG190275A1/en unknown
- 2011-11-24 EP EP11850847.2A patent/EP2643361B1/en not_active Not-in-force
- 2011-11-24 PL PL11850847T patent/PL2643361T3/pl unknown
- 2011-11-24 KR KR1020137016122A patent/KR101858288B1/ko not_active Expired - Fee Related
- 2011-11-24 CA CA2817251A patent/CA2817251C/en active Active
- 2011-11-24 MX MX2013005808A patent/MX350499B/es active IP Right Grant
- 2011-11-24 JP JP2013540189A patent/JP6297330B2/ja not_active Expired - Fee Related
- 2011-11-24 US US13/885,196 patent/US9388258B2/en not_active Expired - Fee Related
- 2011-11-24 RU RU2013128413/04A patent/RU2567387C9/ru active
-
2016
- 2016-06-23 US US15/190,843 patent/US10005853B2/en active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105008404A (zh) * | 2012-12-20 | 2015-10-28 | 朗盛丁基私人有限公司 | 包含侧接乙烯基的离聚物及制备其的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20140000285A (ko) | 2014-01-02 |
| RU2567387C9 (ru) | 2016-11-20 |
| EP2643361A4 (en) | 2016-01-06 |
| MX350499B (es) | 2017-09-07 |
| CA2817251C (en) | 2020-04-28 |
| JP2013543913A (ja) | 2013-12-09 |
| US10005853B2 (en) | 2018-06-26 |
| US20160304634A1 (en) | 2016-10-20 |
| MX2013005808A (es) | 2013-10-03 |
| US20140051810A1 (en) | 2014-02-20 |
| SG10201601343SA (en) | 2016-03-30 |
| EP2643361A1 (en) | 2013-10-02 |
| PL2643361T3 (pl) | 2017-07-31 |
| RU2013128413A (ru) | 2014-12-27 |
| SG190275A1 (en) | 2013-06-28 |
| BR112013012677B1 (pt) | 2020-03-17 |
| CN103228681B (zh) | 2016-01-20 |
| KR101858288B1 (ko) | 2018-06-28 |
| WO2012083419A1 (en) | 2012-06-28 |
| CN103228681A (zh) | 2013-07-31 |
| US9388258B2 (en) | 2016-07-12 |
| JP6297330B2 (ja) | 2018-03-20 |
| RU2567387C2 (ru) | 2015-11-10 |
| BR112013012677A2 (pt) | 2016-09-06 |
| EP2643361B1 (en) | 2017-01-11 |
| CA2817251A1 (en) | 2012-06-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW201235359A (en) | Ionomers comprising pendant vinyl groups and processes for preparing same | |
| TW591042B (en) | A halogenated butyl polymer and the process for preparing the same | |
| JP4059765B2 (ja) | 改良された安定性及び未処理強度を有するハロゲン化エラストマー配合物 | |
| CN101253240B (zh) | 含有高多烯烃卤丁基离聚物的过氧化物可固化的橡胶混合物 | |
| JP2009506138A (ja) | 過酸化物硬化性ハイマルチオレフィンハロブチルアイオノマーの製造方法 | |
| KR20080036616A (ko) | 고 멀티올레핀 할로부틸 이오노머 함유 퍼옥시드 경화성고무 화합물 | |
| RU2654053C2 (ru) | Иономер, содержащий боковые винильные группы, и способы его получения | |
| KR20140080506A (ko) | 할로겐-무함유 열가소성 엘라스토머 조성물의 연속적 제조 방법 | |
| CN112334537B (zh) | 丙烯聚合物组合物 | |
| JP2000119478A (ja) | ゴム組成物 | |
| KR20180095033A (ko) | 불포화 중합체의 에폭시화 방법 | |
| WO2019013298A1 (ja) | 臭素化ポリイソブチレン系重合体およびその製造方法 | |
| JP6904974B2 (ja) | 多官能性ホスフィン連結を有するハロ含有ポリマーを有するポリマー組成物 |