JPS642127B2 - - Google Patents

Info

Publication number: JPS642127B2
Authority: JP; Japan
Prior art keywords: hexadiene; methyl; alumina; diene; titanium
Prior art date: 1979-10-11
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.): Expired

Application number

JP13123179A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5655409A (en

Inventor

Sadao Kitagawa

Isao Okada

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Mitsubishi Petrochemical Co Ltd

Original Assignee

Mitsubishi Petrochemical Co Ltd

Priority date (The priority date 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 date listed.)

1979-10-11

Filing date

1979-10-11

Publication date

1989-01-13

1979-10-11 Application filed by Mitsubishi Petrochemical Co Ltd filed Critical Mitsubishi Petrochemical Co Ltd

1979-10-11 Priority to JP13123179A priority Critical patent/JPS5655409A/ja

1981-05-16 Publication of JPS5655409A publication Critical patent/JPS5655409A/ja

1989-01-13 Publication of JPS642127B2 publication Critical patent/JPS642127B2/ja

Status Granted legal-status Critical Current

Links

PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 29
229920001577 copolymer Polymers 0.000 claims description 19
125000004432 carbon atom Chemical group C* 0.000 claims description 7
150000001336 alkenes Chemical class 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims description 2
239000000203 mixture Substances 0.000 description 33
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 28
239000003054 catalyst Substances 0.000 description 23
238000007334 copolymerization reaction Methods 0.000 description 19
JAGYXYUAYDLKNO-GGWOSOGESA-N (2e,5e)-hepta-2,5-diene Chemical compound C\C=C\C\C=C\C JAGYXYUAYDLKNO-GGWOSOGESA-N 0.000 description 17
239000004711 α-olefin Substances 0.000 description 15
-1 ethylene, propylene Chemical group 0.000 description 13
238000000034 method Methods 0.000 description 13
150000001875 compounds Chemical class 0.000 description 12
YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 11
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 10
150000003609 titanium compounds Chemical class 0.000 description 10
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 9
150000001993 dienes Chemical class 0.000 description 9
230000000694 effects Effects 0.000 description 9
229910052736 halogen Inorganic materials 0.000 description 9
150000002367 halogens Chemical group 0.000 description 9
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 9
229910052719 titanium Inorganic materials 0.000 description 8
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
238000006116 polymerization reaction Methods 0.000 description 7
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 7
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
239000007787 solid Substances 0.000 description 7
239000010936 titanium Substances 0.000 description 7
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
239000005977 Ethylene Substances 0.000 description 5
229910052782 aluminium Inorganic materials 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
239000001257 hydrogen Substances 0.000 description 5
229910052739 hydrogen Inorganic materials 0.000 description 5
229910001629 magnesium chloride Inorganic materials 0.000 description 5
238000012545 processing Methods 0.000 description 5
239000002002 slurry Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
JBVMSEMQJGGOFR-FNORWQNLSA-N (4e)-4-methylhexa-1,4-diene Chemical compound C\C=C(/C)CC=C JBVMSEMQJGGOFR-FNORWQNLSA-N 0.000 description 4
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
VSQLAQKFRFTMNS-UHFFFAOYSA-N 5-methylhexa-1,4-diene Chemical compound CC(C)=CCC=C VSQLAQKFRFTMNS-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
125000005234 alkyl aluminium group Chemical group 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
IQYKECCCHDLEPX-UHFFFAOYSA-N chloro hypochlorite;magnesium Chemical compound [Mg].ClOCl IQYKECCCHDLEPX-UHFFFAOYSA-N 0.000 description 4
150000002170 ethers Chemical class 0.000 description 4
150000002432 hydroperoxides Chemical class 0.000 description 4
239000012535 impurity Substances 0.000 description 4
239000007788 liquid Substances 0.000 description 4
239000007791 liquid phase Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
230000037048 polymerization activity Effects 0.000 description 4
239000012265 solid product Substances 0.000 description 4
229910052723 transition metal Inorganic materials 0.000 description 4
150000003624 transition metals Chemical class 0.000 description 4
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 4
239000002841 Lewis acid Substances 0.000 description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
229910052786 argon Inorganic materials 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 3
239000007789 gas Substances 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
150000007517 lewis acids Chemical class 0.000 description 3
150000002902 organometallic compounds Chemical class 0.000 description 3
229920000098 polyolefin Polymers 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000000047 product Substances 0.000 description 3
238000010298 pulverizing process Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
238000001179 sorption measurement Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
238000007259 addition reaction Methods 0.000 description 2
230000002411 adverse Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
239000003638 chemical reducing agent Substances 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 2
MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
239000000178 monomer Substances 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
125000002370 organoaluminium group Chemical group 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
238000012856 packing Methods 0.000 description 2
150000003003 phosphines Chemical class 0.000 description 2
150000003012 phosphoric acid amides Chemical class 0.000 description 2
239000002685 polymerization catalyst Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
229920005992 thermoplastic resin Polymers 0.000 description 2
238000005406 washing Methods 0.000 description 2
DOGRYWZHOBYUMD-BQYQJAHWSA-N (4E)-5-methylhepta-1,4-diene Chemical compound CC\C(C)=C\CC=C DOGRYWZHOBYUMD-BQYQJAHWSA-N 0.000 description 1
NZXFAMRCCGUQGQ-BQYQJAHWSA-N (4e)-4-methylhepta-1,4-diene Chemical compound CC\C=C(/C)CC=C NZXFAMRCCGUQGQ-BQYQJAHWSA-N 0.000 description 1
FMAMSYPJXSEYSW-VOTSOKGWSA-N (4e)-hepta-1,4-diene Chemical compound CC\C=C\CC=C FMAMSYPJXSEYSW-VOTSOKGWSA-N 0.000 description 1
CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
DSPXASHHKFVPCL-UHFFFAOYSA-N 1-isocyanocyclohexene Chemical compound [C-]#[N+]C1=CCCCC1 DSPXASHHKFVPCL-UHFFFAOYSA-N 0.000 description 1
JHQSUVQPNDAYDQ-UHFFFAOYSA-M 2,6-ditert-butylphenolate;dipropylalumanylium Chemical compound CCC[Al+]CCC.CC(C)(C)C1=CC=CC(C(C)(C)C)=C1[O-] JHQSUVQPNDAYDQ-UHFFFAOYSA-M 0.000 description 1
CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 1
YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
AHZPYLAZRVPKIB-UHFFFAOYSA-N 4,5-dimethylhexa-1,4-diene Chemical compound CC(C)=C(C)CC=C AHZPYLAZRVPKIB-UHFFFAOYSA-N 0.000 description 1
KSJOQAXIIGDYGV-UHFFFAOYSA-N 4-ethylhepta-1,4-diene Chemical compound CCC=C(CC)CC=C KSJOQAXIIGDYGV-UHFFFAOYSA-N 0.000 description 1
BOCMEYDNTRRDGN-UHFFFAOYSA-N 4-ethylhexa-1,4-diene Chemical compound CCC(=CC)CC=C BOCMEYDNTRRDGN-UHFFFAOYSA-N 0.000 description 1
YRJNKFONIFEXAQ-UHFFFAOYSA-N 4-ethylocta-1,4-diene Chemical compound CCCC=C(CC)CC=C YRJNKFONIFEXAQ-UHFFFAOYSA-N 0.000 description 1
WHYLFTSFYNXJTQ-UHFFFAOYSA-N 4-propyldeca-1,4-diene Chemical compound CCCCCC=C(CCC)CC=C WHYLFTSFYNXJTQ-UHFFFAOYSA-N 0.000 description 1
RKUREQAWWXZZER-UHFFFAOYSA-N 5-methylocta-1,4-diene Chemical compound CCCC(C)=CCC=C RKUREQAWWXZZER-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
238000010306 acid treatment Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000005192 alkyl ethylene group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000004104 aryloxy group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
239000002585 base Substances 0.000 description 1
DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
HQMRIBYCTLBDAK-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;chloride Chemical compound CC(C)C[Al](Cl)CC(C)C HQMRIBYCTLBDAK-UHFFFAOYSA-M 0.000 description 1
SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
238000001354 calcination Methods 0.000 description 1
239000000969 carrier Substances 0.000 description 1
238000010538 cationic polymerization reaction Methods 0.000 description 1
HYZXMVILOKSUKA-UHFFFAOYSA-K chloro(dimethyl)alumane;dichloro(methyl)alumane Chemical compound C[Al](C)Cl.C[Al](Cl)Cl HYZXMVILOKSUKA-UHFFFAOYSA-K 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
FLFGMNFGOKXUQY-UHFFFAOYSA-L dichloro(propan-2-yl)alumane Chemical compound [Cl-].[Cl-].CC(C)[Al+2] FLFGMNFGOKXUQY-UHFFFAOYSA-L 0.000 description 1
HSJFACMBJFAKIL-UHFFFAOYSA-L dichloroalumanyloxy(trimethyl)silane Chemical compound C[Si](C)(C)O[Al](Cl)Cl HSJFACMBJFAKIL-UHFFFAOYSA-L 0.000 description 1
QYRVKEFNJZPMKU-UHFFFAOYSA-N diethyl(propan-2-yloxy)alumane Chemical compound CC(C)[O-].CC[Al+]CC QYRVKEFNJZPMKU-UHFFFAOYSA-N 0.000 description 1
ORVACBDINATSAR-UHFFFAOYSA-N dimethylaluminum Chemical compound C[Al]C ORVACBDINATSAR-UHFFFAOYSA-N 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
ZMXPNWBFRPIZFV-UHFFFAOYSA-M dipropylalumanylium;chloride Chemical compound [Cl-].CCC[Al+]CCC ZMXPNWBFRPIZFV-UHFFFAOYSA-M 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
MNLMLEWXCMFNFO-UHFFFAOYSA-K ethanol;trichlorotitanium Chemical compound CCO.Cl[Ti](Cl)Cl MNLMLEWXCMFNFO-UHFFFAOYSA-K 0.000 description 1
RMTCVMQBBYEAPC-UHFFFAOYSA-K ethanolate;titanium(4+);trichloride Chemical compound [Cl-].[Cl-].[Cl-].CCO[Ti+3] RMTCVMQBBYEAPC-UHFFFAOYSA-K 0.000 description 1
GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 description 1
NWPWRAWAUYIELB-UHFFFAOYSA-N ethyl 4-methylbenzoate Chemical compound CCOC(=O)C1=CC=C(C)C=C1 NWPWRAWAUYIELB-UHFFFAOYSA-N 0.000 description 1
238000010304 firing Methods 0.000 description 1
238000010559 graft polymerization reaction Methods 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
238000006384 oligomerization reaction Methods 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
150000002927 oxygen compounds Chemical class 0.000 description 1
239000003973 paint Substances 0.000 description 1
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
239000012071 phase Substances 0.000 description 1
PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
OBRKWFIGZSMARO-UHFFFAOYSA-N propylalumane Chemical compound [AlH2]CCC OBRKWFIGZSMARO-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
125000005374 siloxide group Chemical group 0.000 description 1
125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
238000007613 slurry method Methods 0.000 description 1
KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
229910001948 sodium oxide Inorganic materials 0.000 description 1
239000000126 substance Substances 0.000 description 1
229920002725 thermoplastic elastomer Polymers 0.000 description 1
ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 1
ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1

Landscapes

Polymerisation Methods In General (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

JP13123179A 1979-10-11 1979-10-11 Production of unsaturated copolymer Granted JPS5655409A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP13123179A JPS5655409A (en)	1979-10-11	1979-10-11	Production of unsaturated copolymer

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP13123179A JPS5655409A (en)	1979-10-11	1979-10-11	Production of unsaturated copolymer

Publications (2)

Publication Number	Publication Date
JPS5655409A JPS5655409A (en)	1981-05-16
JPS642127B2 true JPS642127B2 (fr)	1989-01-13

Family

ID=15053077

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP13123179A Granted JPS5655409A (en)	1979-10-11	1979-10-11	Production of unsaturated copolymer

Country Status (1)

Country	Link
JP (1)	JPS5655409A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE69031022T2 (de) *	1989-04-24	1998-01-02	Mitsui Petrochemical Ind	Höheres alpha-olefincopolymerisat, verfahren zu seiner herstellung, daraus hergestelltes vulkanisiertes produkt und vulkanisierbare gummizusammensetzung
JP4850921B2 (ja) *	2009-03-10	2012-01-11	文化シヤッター株式会社	引戸装置の枠体構造
JP6403440B2 (ja) *	2014-06-03	2018-10-10	静岡県公立大学法人	カチオン系重合開始剤の生成方法
JP6543374B2 (ja) *	2018-03-23	2019-07-10	静岡県公立大学法人	ポリマーの生成方法

1979
- 1979-10-11 JP JP13123179A patent/JPS5655409A/ja active Granted

Also Published As

Publication number	Publication date
JPS5655409A (en)	1981-05-16

Publication	Publication Date	Title
KR100300486B1 (ko)	2001-10-22	올레핀중합용촉매계의고체전구물질,이의제조방법,이전구물질을함유하는촉매계와이촉매계의존재하에서하는올레핀의중합방법
US4431568A (en)	1984-02-14	Catalyst for polymerization of olefins and polymerization process employing such catalyst
RU2145612C1 (ru)	2000-02-20	Каталитическая система, предшественник этой каталитической системы, способ получения этой каталитической системы и способ (со)полимеризации олефинов
JPH01247406A (ja)	1989-10-03	分子量分布の狭いアルファオレフィンポリマー重合用触媒組成物
JPH04320407A (ja)	1992-11-11	エチレンの（共）重合に使用する触媒の固体成分の製造方法
US4738942A (en)	1988-04-19	Catalyst composition for polymerizing alpha-olefin polymers of relatively narrow molecular weight distribution and high melt index
US4364851A (en)	1982-12-21	Process for producing olefin polymers
JP3651807B2 (ja)	2005-05-25	α−オレフィンオリゴマーの製造方法
JPS642127B2 (fr)	1989-01-13
JPS64968B2 (fr)	1989-01-10
JP2006500459A (ja)	2006-01-05	オレフィンの重合方法
JPS63162703A (ja)	1988-07-06	オレフイン重合用触媒成分の製造方法
US4211671A (en)	1980-07-08	Olefin polymerization catalyst
TWI812846B (zh)	2023-08-21	新穎的四芳基硼酸鹽化合物、包含彼之催化劑組合物、及使用彼製備乙烯均聚物或乙烯-α-烯烴共聚物的方法
JP3765629B2 (ja)	2006-04-12	オレフィン重合触媒およびその触媒を用いたポリオレフィンの製造方法
JP3806188B2 (ja)	2006-08-09	重合触媒及びそれを用いたポリオレフィンの製造方法
JP2008534722A (ja)	2008-08-28	オレフィン類の重合用触媒成分
JPH07678B2 (ja)	1995-01-11	エチレン共重合体の製造法
KR100217982B1 (ko)	1999-09-01	폴리에틸렌 제조용 촉매 및 중합방법
KR100430976B1 (ko)	2004-05-12	에틸렌 중합 및 에틸렌/α-올레핀 공중합용 담지촉매의제조방법
JP3806195B2 (ja)	2006-08-09	重合触媒及びそれを用いたポリオレフィンの製造方法
JPH04175313A (ja)	1992-06-23	α―オレフイン重合用触媒
JP2004511591A (ja)	2004-04-15	担持されたメタロセン触媒系を用いたオレフィン重合および共重合のための触媒組成物および方法
CA2154746A1 (fr)	1996-01-27	Catalyseur de polymerisation d'olefines; methode de preparation de polyolefines
JPH093114A (ja)	1997-01-07	オレフィン重合触媒及びポリオレフィンの製造方法