KR20020081232A - 신규한 촉매 시스템 및 이의 용도 - Google Patents
신규한 촉매 시스템 및 이의 용도 Download PDFInfo
- Publication number
- KR20020081232A KR20020081232A KR1020027008189A KR20027008189A KR20020081232A KR 20020081232 A KR20020081232 A KR 20020081232A KR 1020027008189 A KR1020027008189 A KR 1020027008189A KR 20027008189 A KR20027008189 A KR 20027008189A KR 20020081232 A KR20020081232 A KR 20020081232A
- Authority
- KR
- South Korea
- Prior art keywords
- amine
- methyl
- group
- formula
- zirconium dichloride
- 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.)
- Ceased
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 55
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 40
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 12
- -1 organoelement compound Chemical class 0.000 claims description 155
- 150000001412 amines Chemical class 0.000 claims description 69
- 150000001875 compounds Chemical class 0.000 claims description 46
- 229910052757 nitrogen Inorganic materials 0.000 claims description 30
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
- 150000003254 radicals Chemical class 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 230000000737 periodic effect Effects 0.000 claims description 13
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 10
- 239000002879 Lewis base Substances 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 10
- 150000007527 lewis bases Chemical class 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 claims description 8
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 6
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 229920000098 polyolefin Polymers 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052796 boron Inorganic materials 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- LQKYCMRSWKQVBQ-UHFFFAOYSA-N n-dodecylaniline Chemical compound CCCCCCCCCCCCNC1=CC=CC=C1 LQKYCMRSWKQVBQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- JZBZLRKFJWQZHU-UHFFFAOYSA-N n,n,2,4,6-pentamethylaniline Chemical compound CN(C)C1=C(C)C=C(C)C=C1C JZBZLRKFJWQZHU-UHFFFAOYSA-N 0.000 claims description 3
- QJAIOCKFIORVFU-UHFFFAOYSA-N n,n-dimethyl-4-nitroaniline Chemical compound CN(C)C1=CC=C([N+]([O-])=O)C=C1 QJAIOCKFIORVFU-UHFFFAOYSA-N 0.000 claims description 3
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 claims description 3
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 claims 6
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 claims 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- QHRVFPPZMPHYHA-UHFFFAOYSA-N bis(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1PC1=CC=CC=C1C QHRVFPPZMPHYHA-UHFFFAOYSA-N 0.000 claims 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- GIIXTFIYICRGMZ-UHFFFAOYSA-N tris(2,3-dimethylphenyl)phosphane Chemical compound CC1=CC=CC(P(C=2C(=C(C)C=CC=2)C)C=2C(=C(C)C=CC=2)C)=C1C GIIXTFIYICRGMZ-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 abstract description 20
- 239000000463 material Substances 0.000 abstract description 14
- 229920000642 polymer Polymers 0.000 abstract description 12
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 78
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 64
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 27
- 239000000243 solution Substances 0.000 description 22
- 239000000203 mixture Substances 0.000 description 17
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 16
- 239000002904 solvent Substances 0.000 description 12
- 239000002216 antistatic agent Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 11
- 239000000725 suspension Substances 0.000 description 11
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 11
- 239000004743 Polypropylene Substances 0.000 description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 8
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 8
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 7
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 150000003624 transition metals Chemical class 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000011148 porous material Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 description 4
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- KUNZSLJMPCDOGI-UHFFFAOYSA-L [Cl-].[Cl-].[Hf+2] Chemical compound [Cl-].[Cl-].[Hf+2] KUNZSLJMPCDOGI-UHFFFAOYSA-L 0.000 description 4
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 4
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- ZWRDBWDXRLPESY-UHFFFAOYSA-N n-benzyl-n-ethylethanamine Chemical compound CCN(CC)CC1=CC=CC=C1 ZWRDBWDXRLPESY-UHFFFAOYSA-N 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 4
- 229910052726 zirconium Inorganic materials 0.000 description 4
- QXALIERKYGCHHA-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)borane Chemical compound BC1=C(F)C(F)=C(F)C(F)=C1F QXALIERKYGCHHA-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- VZSIXCCSMXSGLR-UHFFFAOYSA-N FC1=C(C(=C(C(=C1OBOC1=C(C(=C(C(=C1F)F)F)F)F)F)F)F)F Chemical compound FC1=C(C(=C(C(=C1OBOC1=C(C(=C(C(=C1F)F)F)F)F)F)F)F)F VZSIXCCSMXSGLR-UHFFFAOYSA-N 0.000 description 3
- 229910004298 SiO 2 Inorganic materials 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- CDHICTNQMQYRSM-UHFFFAOYSA-N di(propan-2-yl)alumane Chemical compound CC(C)[AlH]C(C)C CDHICTNQMQYRSM-UHFFFAOYSA-N 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 238000007599 discharging Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- 125000006736 (C6-C20) aryl group Chemical group 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-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
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 2
- RQDMEYLMEMRZME-UHFFFAOYSA-N C=1C=CC=CC=1C[Zr]CC1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C[Zr]CC1=CC=CC=C1 RQDMEYLMEMRZME-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- QINWTRVONXWXKE-UHFFFAOYSA-L [Cl-].[Cl-].C[SiH](C)[Ti+2] Chemical compound [Cl-].[Cl-].C[SiH](C)[Ti+2] QINWTRVONXWXKE-UHFFFAOYSA-L 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 230000000536 complexating effect Effects 0.000 description 2
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 2
- ORVACBDINATSAR-UHFFFAOYSA-N dimethylaluminum Chemical compound C[Al]C ORVACBDINATSAR-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052735 hafnium Inorganic materials 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- LYBKPDDZTNUNNM-UHFFFAOYSA-N isopropylbenzylamine Chemical compound CC(C)NCC1=CC=CC=C1 LYBKPDDZTNUNNM-UHFFFAOYSA-N 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- ACYBVNYNIZTUIL-UHFFFAOYSA-N n'-benzylethane-1,2-diamine Chemical compound NCCNCC1=CC=CC=C1 ACYBVNYNIZTUIL-UHFFFAOYSA-N 0.000 description 2
- CIXSDMKDSYXUMJ-UHFFFAOYSA-N n,n-diethylcyclohexanamine Chemical compound CCN(CC)C1CCCCC1 CIXSDMKDSYXUMJ-UHFFFAOYSA-N 0.000 description 2
- ZURPXDWBEOCXSO-UHFFFAOYSA-N n,n-diethylcyclopentanamine Chemical compound CCN(CC)C1CCCC1 ZURPXDWBEOCXSO-UHFFFAOYSA-N 0.000 description 2
- QKMDVMAZORRHAL-UHFFFAOYSA-N n,n-dimethylcyclooctanamine Chemical compound CN(C)C1CCCCCCC1 QKMDVMAZORRHAL-UHFFFAOYSA-N 0.000 description 2
- ZEFLPHRHPMEVPM-UHFFFAOYSA-N n,n-dimethylcyclopentanamine Chemical compound CN(C)C1CCCC1 ZEFLPHRHPMEVPM-UHFFFAOYSA-N 0.000 description 2
- LSTZYJQJHGEVKH-UHFFFAOYSA-N n,n-dimethylpentan-2-amine Chemical compound CCCC(C)N(C)C LSTZYJQJHGEVKH-UHFFFAOYSA-N 0.000 description 2
- ZYZHMSJNPCYUTB-UHFFFAOYSA-N n-benzyl-1-phenylethanamine Chemical compound C=1C=CC=CC=1C(C)NCC1=CC=CC=C1 ZYZHMSJNPCYUTB-UHFFFAOYSA-N 0.000 description 2
- HIPXPABRMMYVQD-UHFFFAOYSA-N n-benzylbutan-1-amine Chemical compound CCCCNCC1=CC=CC=C1 HIPXPABRMMYVQD-UHFFFAOYSA-N 0.000 description 2
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- XRKQMIFKHDXFNQ-UHFFFAOYSA-N n-cyclohexyl-n-ethylcyclohexanamine Chemical compound C1CCCCC1N(CC)C1CCCCC1 XRKQMIFKHDXFNQ-UHFFFAOYSA-N 0.000 description 1
- JNMBQGIZTCTCRT-UHFFFAOYSA-N n-cyclopentyl-n-methylcyclopentanamine Chemical compound C1CCCC1N(C)C1CCCC1 JNMBQGIZTCTCRT-UHFFFAOYSA-N 0.000 description 1
- WCDOAVZNGVXEIL-UHFFFAOYSA-N n-ethyl-2-methylbutan-1-amine Chemical compound CCNCC(C)CC WCDOAVZNGVXEIL-UHFFFAOYSA-N 0.000 description 1
- MRPAHNTUMGYAKF-UHFFFAOYSA-N n-ethyl-n,2-dimethylhexan-1-amine Chemical compound CCCCC(C)CN(C)CC MRPAHNTUMGYAKF-UHFFFAOYSA-N 0.000 description 1
- MHEMKZSVHDLWBL-UHFFFAOYSA-N n-ethyl-n,3-dimethylhexan-1-amine Chemical compound CCCC(C)CCN(C)CC MHEMKZSVHDLWBL-UHFFFAOYSA-N 0.000 description 1
- IBIZMOJVQCIOHO-UHFFFAOYSA-N n-ethyl-n,4-dimethylpentan-1-amine Chemical compound CCN(C)CCCC(C)C IBIZMOJVQCIOHO-UHFFFAOYSA-N 0.000 description 1
- FLFIINJUKRMSJZ-UHFFFAOYSA-N n-ethyl-n,5-dimethylheptan-1-amine Chemical compound CCC(C)CCCCN(C)CC FLFIINJUKRMSJZ-UHFFFAOYSA-N 0.000 description 1
- HVBWKZITQBALFG-UHFFFAOYSA-N n-ethyl-n-methyl-2-propylpentan-1-amine Chemical compound CCCC(CCC)CN(C)CC HVBWKZITQBALFG-UHFFFAOYSA-N 0.000 description 1
- QEVWCCUYXFIPNX-UHFFFAOYSA-N n-ethyl-n-methylcyclooctanamine Chemical compound CCN(C)C1CCCCCCC1 QEVWCCUYXFIPNX-UHFFFAOYSA-N 0.000 description 1
- GKERNLYSUCIOIN-UHFFFAOYSA-N n-ethyl-n-methylheptan-2-amine Chemical compound CCCCCC(C)N(C)CC GKERNLYSUCIOIN-UHFFFAOYSA-N 0.000 description 1
- QWYGFUVUYWYABX-UHFFFAOYSA-N n-ethyl-n-methylheptan-3-amine Chemical compound CCCCC(CC)N(C)CC QWYGFUVUYWYABX-UHFFFAOYSA-N 0.000 description 1
- FWYHBBXJNGQPQA-UHFFFAOYSA-N n-ethyl-n-methylheptan-4-amine Chemical compound CCCC(CCC)N(C)CC FWYHBBXJNGQPQA-UHFFFAOYSA-N 0.000 description 1
- NQHPTUWPOLUNIT-UHFFFAOYSA-N n-ethyl-n-methylhexan-3-amine Chemical compound CCCC(CC)N(C)CC NQHPTUWPOLUNIT-UHFFFAOYSA-N 0.000 description 1
- KUZKQXAPSKMONG-UHFFFAOYSA-N n-ethyl-n-methyloctan-4-amine Chemical compound CCCCC(CCC)N(C)CC KUZKQXAPSKMONG-UHFFFAOYSA-N 0.000 description 1
- OKGGHIDPQJWJTI-UHFFFAOYSA-N n-ethyl-n-methylpentan-3-amine Chemical compound CCC(CC)N(C)CC OKGGHIDPQJWJTI-UHFFFAOYSA-N 0.000 description 1
- UTLDDSNRFHWERZ-UHFFFAOYSA-N n-ethyl-n-methylpropan-2-amine Chemical compound CCN(C)C(C)C UTLDDSNRFHWERZ-UHFFFAOYSA-N 0.000 description 1
- WSTNFGAKGUERTC-UHFFFAOYSA-N n-ethylhexan-1-amine Chemical compound CCCCCCNCC WSTNFGAKGUERTC-UHFFFAOYSA-N 0.000 description 1
- DYFFAVRFJWYYQO-UHFFFAOYSA-N n-methyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(C)C1=CC=CC=C1 DYFFAVRFJWYYQO-UHFFFAOYSA-N 0.000 description 1
- LTGYRKOQQQWWAF-UHFFFAOYSA-N n-methylheptan-1-amine Chemical compound CCCCCCCNC LTGYRKOQQQWWAF-UHFFFAOYSA-N 0.000 description 1
- 125000005151 nonafluorobutanesulfonyl group Chemical group FC(C(C(S(=O)(=O)*)(F)F)(F)F)(C(F)(F)F)F 0.000 description 1
- JASMWYNKLTULAN-UHFFFAOYSA-N octan-3-amine Chemical compound CCCCCC(N)CC JASMWYNKLTULAN-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Chemical group 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- XBFJAVXCNXDMBH-UHFFFAOYSA-N tetracyclo[6.2.1.1(3,6).0(2,7)]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1 XBFJAVXCNXDMBH-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/642—Component covered by group C08F4/64 with an organo-aluminium compound
-
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1608—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes the ligands containing silicon
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
-
- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/48—Zirconium
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/49—Hafnium
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- 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
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- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
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- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
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- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
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- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Exhaust Gas Treatment By Means Of Catalyst (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19962814.9 | 1999-12-23 | ||
| DE19962814A DE19962814A1 (de) | 1999-12-23 | 1999-12-23 | Neues Katalysatorsystem und dessen Verwendung |
| PCT/EP2000/012641 WO2001047635A2 (de) | 1999-12-23 | 2000-12-13 | Geträgertes katalysatorsystem enthaltend ein metallocen, eine lewis-base und eine elementorganische verbindung der iii. hauptgruppe, sowie dessen verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20020081232A true KR20020081232A (ko) | 2002-10-26 |
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| Application Number | Title | Priority Date | Filing Date |
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| KR1020027008189A Ceased KR20020081232A (ko) | 1999-12-23 | 2000-12-13 | 신규한 촉매 시스템 및 이의 용도 |
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| Country | Link |
|---|---|
| US (1) | US6953829B2 (enExample) |
| EP (1) | EP1280600B1 (enExample) |
| JP (1) | JP2003528167A (enExample) |
| KR (1) | KR20020081232A (enExample) |
| CN (1) | CN1177648C (enExample) |
| AT (1) | ATE273071T1 (enExample) |
| AU (1) | AU2009101A (enExample) |
| BR (1) | BR0016725B1 (enExample) |
| DE (2) | DE19962814A1 (enExample) |
| ES (1) | ES2225280T3 (enExample) |
| WO (1) | WO2001047635A2 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2002100909A1 (en) | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| JP4571798B2 (ja) | 2001-06-12 | 2010-10-27 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンの重合方法 |
| DE60210089T2 (de) | 2001-06-22 | 2006-10-19 | Basell Polyolefine Gmbh | Metallocene, verwendung in katalysatoren für olefinpolymerisation |
| DE60218059T2 (de) | 2001-11-12 | 2007-08-30 | Basell Polyolefine Gmbh | Verfahren zur polymerisation von 1-buten und 1-buten polymeren |
| ES2268126T3 (es) | 2001-11-30 | 2007-03-16 | Basell Polyolefine Gmbh | Compuestos de metaloceno y procedimiento para la preparacion de polimeros de propileno. |
| EP1492825A1 (en) | 2002-02-25 | 2005-01-05 | Basell Polyolefine GmbH | Process for the copolymerization of ethylene |
| CA2487512A1 (en) | 2002-06-26 | 2004-01-08 | Basell Poliolefine Italia S.P.A. | Impact-resistant polyolefin compositions |
| CA2487517A1 (en) | 2002-06-26 | 2004-01-08 | Basell Poliolefine Italia S.P.A. | Impact-resistant polyolefin compositions |
| JP2005538245A (ja) * | 2002-07-15 | 2005-12-15 | バーゼル、ポリオレフィン、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツング | 担体を有する触媒組成物の製造方法 |
| EP1539843B1 (en) | 2002-09-06 | 2009-10-14 | Basell Polyolefine GmbH | Process for the copolymerization of ethylene |
| EP1549688A2 (en) | 2002-10-10 | 2005-07-06 | Basell Polyolefine GmbH | Process for the copolymerization of ethylene |
| BR0314837A (pt) * | 2002-11-04 | 2005-08-09 | Basell Polyolefine Gmbh | Processo para a preparação de uma composição de catalisador e sistema de catalisador para polimerização de olefina, usos de uma composição de catalisador, e de um sistema de catalisador, e, processo para a polimerização de olefinas |
| DE10251491A1 (de) * | 2002-11-04 | 2004-05-13 | Basell Polyolefine Gmbh | Verfahren zur Herstellung von Katalysatorzusammensetzungen mit verbesserter Aktivität |
| US7589160B2 (en) | 2002-12-04 | 2009-09-15 | Basell Polyolefine Gmbh | Process for preparing 1-butene polymers |
| DE60329523D1 (de) | 2002-12-04 | 2009-11-12 | Basell Polyolefine Gmbh | 1-Buten-Copolymere und Herstellungsverfahren dafür |
| EP1613671A1 (en) * | 2003-04-17 | 2006-01-11 | Basell Polyolefine GmbH | Process for preparing porous polymers and polymers thereof |
| ATE471332T1 (de) | 2003-05-08 | 2010-07-15 | Basell Polyolefine Gmbh | Verfahren zur herstellung von halogenidmetallocenverbindungen |
| US7390862B2 (en) * | 2003-05-12 | 2008-06-24 | Basell Polyolefine Gmbh | Process for polymerizing 1-butene |
| WO2005005495A2 (en) | 2003-07-04 | 2005-01-20 | Basell Polyolefine Gmbh | Olefin polymerization process |
| US20070299208A1 (en) * | 2003-09-11 | 2007-12-27 | Baseball Polyolefine Gmbh | Multistep Process For Preparing Heterophasic Propylene Copolymers |
| WO2005023889A1 (en) * | 2003-09-11 | 2005-03-17 | Basell Polyolefine Gmbh | Multistep process for preparing heterophasic propylene copolymers |
| WO2005023892A1 (en) * | 2003-09-11 | 2005-03-17 | Basell Polyolefine Gmbh | Multistep process for preparing heterophasic propylene copolymers |
| JP2007505175A (ja) * | 2003-09-11 | 2007-03-08 | バセル ポリオレフィン ジーエムビーエイチ | ヘテロ相プロピレンコポリマーを製造するための多段方法 |
| EP1518866A1 (en) * | 2003-09-29 | 2005-03-30 | Basell Poliolefine Italia S.P.A. | Process for the preparation of porous ethylene polymers |
| ATE520737T1 (de) | 2003-11-06 | 2011-09-15 | Basell Poliolefine Srl | Polypropylenzusammensetzung |
| EP1697427B1 (en) | 2003-12-22 | 2008-12-24 | Basell Polyolefine GmbH | Metallocene compounds |
| JP2005200503A (ja) * | 2004-01-14 | 2005-07-28 | National Institute Of Advanced Industrial & Technology | プロピレンと共役ジエンとの共重合体及びその製造方法 |
| WO2005095473A1 (en) | 2004-03-12 | 2005-10-13 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| WO2005095474A1 (en) | 2004-03-12 | 2005-10-13 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| EP1753792B1 (en) | 2004-05-04 | 2009-10-14 | Basell Polyolefine GmbH | Process for the preparation of atactic 1-butene polymers |
| DE602005003125T2 (de) | 2004-06-08 | 2008-08-21 | Basell Poliolefine Italia S.R.L. | POLYOLEFINZUSAMMENSETZUNG MIT HOHER BALANCE VON STEIFIGKEIT, SCHLAGZÄHIGKEIT UND REIßDEHNUNG UND GERINGEM WÄRMESCHRUMPF |
| EP1765886A1 (en) | 2004-07-13 | 2007-03-28 | Basell Polyolefine GmbH | Metallocene compounds, ligands used in their preparation, preparation of 1-butene polymers and 1-butene polymers therefrom |
| KR20070043798A (ko) | 2004-07-22 | 2007-04-25 | 바젤 폴리올레핀 게엠베하 | 분획가능한 1-부텐 중합체의 제조방법 |
| DE602005005334T2 (de) | 2004-07-22 | 2009-03-26 | Basell Polyolefine Gmbh | 1-butenpolymerzusammensetzung |
| CA2584395A1 (en) | 2004-10-18 | 2006-04-27 | Basell Poliolefine Italia S.R.L. | Butene-1 (co)polymers having low isotacticity |
| WO2006045687A1 (en) | 2004-10-21 | 2006-05-04 | Basell Polyolefine Gmbh | 1-butene polymer and process for the preparation thereof |
| EP1655314A1 (en) | 2004-11-09 | 2006-05-10 | Basell Polyolefine GmbH | Process for the preparation of 1-butene/propylene copolymers |
| JP2008520793A (ja) | 2004-11-22 | 2008-06-19 | バーゼル・ポリオレフィン・ゲーエムベーハー | プロピレンベースのターポリマー |
| EP1825036A1 (en) * | 2004-12-13 | 2007-08-29 | Basell Poliolefine Italia S.r.l. | Polyolefin composition, fibres and nonwoven fabrics |
| DE602005011181D1 (de) * | 2004-12-23 | 2009-01-02 | Basell Poliolefine Srl | Fasern mit elastischen eigenschaften |
| ATE502080T1 (de) | 2005-02-03 | 2011-04-15 | Basell Polyolefine Gmbh | Verfahren zur herstellung von warmgeformten artikeln |
| US7842764B2 (en) | 2005-03-18 | 2010-11-30 | Basell Poliolefine Italia S.R.L. | Metallocene compounds |
| WO2006097500A1 (en) | 2005-03-18 | 2006-09-21 | Basell Polyolefine Gmbh | Metallocene compounds |
| JP2008534705A (ja) | 2005-03-23 | 2008-08-28 | バーゼル・ポリオレフィン・ゲーエムベーハー | オレフィン類の重合法 |
| JP5294842B2 (ja) | 2005-03-23 | 2013-09-18 | バーゼル・ポリオレフィン・ゲーエムベーハー | オレフィンの重合プロセス |
| JP2008540714A (ja) | 2005-05-03 | 2008-11-20 | バーゼル・ポリオレフィン・ゲーエムベーハー | α−オレフィンの重合方法 |
| JP2008540752A (ja) | 2005-05-11 | 2008-11-20 | バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ | ポリオレフィンブレンドを製造するための重合方法 |
| US7232869B2 (en) * | 2005-05-17 | 2007-06-19 | Novolen Technology Holdings, C.V. | Catalyst composition for olefin polymerization |
| US8051611B2 (en) * | 2005-06-24 | 2011-11-08 | Dryvit Systems, Inc. | Exterior insulation and finish system and method and tool for installing same |
| US20090234084A1 (en) * | 2005-06-30 | 2009-09-17 | Basell Polyolefine Gmbh | Metallocene Compounds |
| GB0520085D0 (en) * | 2005-10-03 | 2005-11-09 | Sasol Tech Pty Ltd | Oligomerisation of olefinic compounds in the presence of an oligomerisation catalyst, and a catalyst activator including a halogenated -AR group |
| JP5379479B2 (ja) | 2005-10-21 | 2013-12-25 | バーゼル・ポリオレフィン・ゲーエムベーハー | 射出成形用のポリプロピレン |
| JP5379480B2 (ja) | 2005-10-21 | 2013-12-25 | バーゼル・ポリオレフィン・ゲーエムベーハー | プロピレンポリマー |
| JP5584416B2 (ja) * | 2005-10-21 | 2014-09-03 | バーゼル・ポリオレフィン・ゲーエムベーハー | 射出成形及びメルトブロー用途のための高いメルトフローレートを有するポリプロピレンランダムコポリマー |
| EP1984407A2 (en) * | 2006-01-11 | 2008-10-29 | Ineos Europe Limited | Supported catalyst system |
| CA2641818C (en) * | 2006-02-02 | 2012-04-10 | Basell Polyolefine Gmbh | Propylene homopolymer melt blown resins |
| ATE461244T1 (de) | 2006-02-23 | 2010-04-15 | Basell Poliolefine Srl | Propylenpolymere für spritzgiessanwendungen |
| JP2009530341A (ja) | 2006-03-17 | 2009-08-27 | バーゼル・ポリオレフィン・ゲーエムベーハー | メタロセン化合物類 |
| EP2004664B1 (en) | 2006-04-12 | 2016-12-14 | Basell Polyolefine GmbH | Metallocene compounds |
| JP5295098B2 (ja) | 2006-04-21 | 2013-09-18 | バーゼル・ポリオレフィン・ゲーエムベーハー | エチレンコポリマーの製造方法 |
| US8785575B2 (en) | 2006-04-21 | 2014-07-22 | Basell Polyolefine Gmbh | Process for the preparation of ethylene propylene copolymers |
| US8097681B2 (en) | 2006-08-30 | 2012-01-17 | Basell Polyolefine Gmbh | 1-butene propylene copolymer compositions |
| JP5580590B2 (ja) | 2006-08-30 | 2014-08-27 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンプロピレンコポリマー組成物 |
| JP5039373B2 (ja) * | 2006-12-13 | 2012-10-03 | 日本ポリエチレン株式会社 | オレフィン重合用触媒成分の製造方法、オレフィン重合用触媒及びオレフィンの重合方法 |
| US8058200B2 (en) * | 2007-05-17 | 2011-11-15 | Chevron Phillips Chemical Company, L.P. | Catalysts for olefin polymerization |
| BRPI0813916B1 (pt) * | 2007-06-25 | 2018-09-25 | Basell Polyolefine Gmbh | copolímeros de 1-buteno etileno |
| WO2009050037A1 (en) * | 2007-10-19 | 2009-04-23 | Basell Polyolefine Gmbh | Metallocene compounds based on ethanediyl-bridged indene and cyclopentadithiophene ligands |
| EP2227493B1 (en) | 2007-12-20 | 2011-09-14 | Basell Polyolefine GmbH | Process for obtaining polymers of ethylene and cycloolefins |
| KR101580849B1 (ko) * | 2008-02-29 | 2015-12-30 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 폴리올레핀 조성물 |
| KR20100133987A (ko) * | 2008-03-20 | 2010-12-22 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 1-부텐 삼원중합체 |
| BRPI0910237A2 (pt) * | 2008-03-20 | 2015-09-29 | Basell Poliolefine Srl | copolímeros de 1-buteno |
| JP2011515518A (ja) * | 2008-03-20 | 2011-05-19 | バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ | １−ブテン系ポリマー類の組成物類 |
| EP2254919A1 (en) * | 2008-03-20 | 2010-12-01 | Basell Poliolefine Italia S.R.L. | 1-butene copolymers |
| US8883948B2 (en) * | 2008-07-01 | 2014-11-11 | The Regents Of The University Of Colorado | Methods for extensive dark curing based on visible-light initiated, controlled radical polymerization |
| KR101632090B1 (ko) * | 2008-09-24 | 2016-06-20 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 양호한 백화 저항성을 갖는 폴리올레핀 조성물 |
| EP2172493A1 (en) * | 2008-10-02 | 2010-04-07 | Total Petrochemicals Research Feluy | Activating supports based on perfluorinated boronic acids |
| EP2358809B1 (en) * | 2008-12-19 | 2014-01-15 | Basell Poliolefine Italia S.r.l. | Polyolefin fibres |
| BRPI1007245A2 (pt) | 2009-01-13 | 2016-10-18 | Bassel Poliolefine Italia S R L | composição polimérica |
| WO2010081676A1 (en) | 2009-01-13 | 2010-07-22 | Basell Polyolefine Gmbh | Polyethylene copolymers |
| WO2011061151A1 (en) | 2009-11-17 | 2011-05-26 | Basell Polyolefine Gmbh | Ethylene copolymers |
| EP2606970A1 (en) | 2011-12-19 | 2013-06-26 | Basell Polyolefine GmbH | Monocyclopentadienyl binuclear complexes, ligands used in their preparaion, catalyst systems comprising them and olefin polymerisation process |
| EP2824107B1 (en) | 2012-05-08 | 2017-01-18 | Lg Chem, Ltd. | Ansa-metallocene compound and method for preparing supported catalyst using same |
| EP2676972A1 (en) | 2012-06-19 | 2013-12-25 | Basell Polyolefine GmbH | Process for the obtainment of a polyolefin composition |
| EP2743000A1 (en) | 2012-12-13 | 2014-06-18 | Basell Poliolefine Italia S.r.l. | Catalyst system for the preparation of polyolefins |
| EP2767542A1 (en) | 2013-02-18 | 2014-08-20 | Basell Polyolefine GmbH | Oligomerization catalyst |
| US9938364B2 (en) | 2013-07-17 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Substituted metallocene catalysts |
| CN105377904B (zh) | 2013-07-17 | 2018-07-10 | 埃克森美孚化学专利公司 | 金属茂和由其衍生的催化剂组合物 |
| EP3022233B1 (en) | 2013-07-17 | 2019-05-01 | ExxonMobil Chemical Patents Inc. | Cyclopropyl substituted metallocene catalysts |
| JP2016531978A (ja) | 2013-07-17 | 2016-10-13 | エクソンモービル ケミカル パテンツ インコーポレイテッド | 置換メタロセン触媒 |
| CN105358589B (zh) | 2013-07-17 | 2018-07-03 | 埃克森美孚化学专利公司 | 金属茂和由其衍生的催化剂组合物 |
| WO2015009480A1 (en) | 2013-07-17 | 2015-01-22 | Exxonmobil Chemical Patents Inc. | Process using substituted metallocene catalysts and products therefrom |
| US10723821B2 (en) | 2015-06-05 | 2020-07-28 | Exxonmobil Chemical Patents Inc. | Supported metallocene catalyst systems for polymerization |
| US10570219B2 (en) | 2015-06-05 | 2020-02-25 | Exxonmobil Chemical Patents Inc. | Production of heterophasic polymers in gas or slurry phase |
| US10294316B2 (en) | 2015-06-05 | 2019-05-21 | Exxonmobil Chemical Patents Inc. | Silica supports with high aluminoxane loading capability |
| US10280233B2 (en) | 2015-06-05 | 2019-05-07 | Exxonmobil Chemical Patents Inc. | Catalyst systems and methods of making and using the same |
| US10329360B2 (en) | 2015-06-05 | 2019-06-25 | Exxonmobil Chemical Patents Inc. | Catalyst system comprising supported alumoxane and unsupported alumoxane particles |
| WO2016196334A1 (en) | 2015-06-05 | 2016-12-08 | Exxonmobil Chemical Patents Inc. | Single reactor production of polymers in gas or slurry phase |
| US10280235B2 (en) | 2015-06-05 | 2019-05-07 | Exxonmobil Chemical Patents Inc. | Catalyst system containing high surface area supports and sequential polymerization to produce heterophasic polymers |
| US9809664B2 (en) | 2015-06-05 | 2017-11-07 | Exxonmobil Chemical Patents Inc. | Bimodal propylene polymers and sequential polymerization |
| WO2017204830A1 (en) | 2016-05-27 | 2017-11-30 | Exxonmobil Chemical Patents, Inc. | Metallocene catalyst compositions and polymerization process therewith |
| CN108570119B (zh) * | 2017-03-10 | 2020-07-31 | 北京利和知信科技有限公司 | 一种含有萘二胺类化合物的固体催化剂组分、催化剂及其应用 |
| US11518824B2 (en) | 2017-10-11 | 2022-12-06 | Basell Polyolefine Gmbh | Supported catalyst system |
| US11472828B2 (en) | 2019-10-11 | 2022-10-18 | Exxonmobil Chemical Patents Inc. | Indacene based metallocene catalysts useful in the production of propylene polymers |
| EP4453088A1 (en) | 2021-12-23 | 2024-10-30 | Basell Poliolefine Italia S.r.l. | Soft polyolefin composition |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2059168A5 (en) | 1970-03-05 | 1971-05-28 | Leuna Werke W Ulbr | Cross-linking of ester-contg polymerisates |
| JPS5964604A (ja) | 1982-10-06 | 1984-04-12 | Sumitomo Chem Co Ltd | ポリオレフインの製造方法 |
| ZA844157B (en) | 1983-06-06 | 1986-01-29 | Exxon Research Engineering Co | Process and catalyst for polyolefin density and molecular weight control |
| DE3543360A1 (de) | 1985-12-07 | 1987-06-11 | Erich Pfeiffer | Verfahren zum herstellen von homo- und copolymerisaten des ethylens durch suspensionspolymerisation |
| IL85097A (en) | 1987-01-30 | 1992-02-16 | Exxon Chemical Patents Inc | Catalysts based on derivatives of a bis(cyclopentadienyl)group ivb metal compound,their preparation and their use in polymerization processes |
| NZ235032A (en) | 1989-08-31 | 1993-04-28 | Dow Chemical Co | Constrained geometry complexes of titanium, zirconium or hafnium comprising a substituted cyclopentadiene ligand; use as olefin polymerisation catalyst component |
| DK0627448T3 (da) | 1990-01-02 | 2000-05-22 | Exxon Chemical Patents Inc | Ioniske metallocenkatalysatorer på bærere til olefinpolymerisation |
| TW309523B (enExample) | 1991-11-30 | 1997-07-01 | Hoechst Ag | |
| TW294669B (enExample) | 1992-06-27 | 1997-01-01 | Hoechst Ag | |
| US5449650A (en) * | 1992-12-08 | 1995-09-12 | Mitsubishi Petrochemical Company Limited | Catalyst components for polymerization of olefins and use thereof |
| US5372980A (en) | 1993-06-03 | 1994-12-13 | Polysar | Bimetallic metallocene alumoxane catalyst system and its use in the preparation of ethylene-alpha olefin and ethylene-alpha olefin-non-conjugated diolefin elastomers |
| DE4325824A1 (de) | 1993-07-31 | 1995-02-02 | Basf Ag | Verfahren zur Herstellung von Homopolymerisaten des Ethylens oder Copolymerisaten des Ethylens |
| FI945958L (fi) | 1993-12-21 | 1995-06-22 | Hoechst Ag | Menetelmä polyolefiinien valmistamiseksi |
| FI945959L (fi) | 1993-12-21 | 1995-06-22 | Hoechst Ag | Metalloseenejä ja niiden käyttö katalyytteinä |
| FR2726563B1 (fr) | 1994-11-04 | 1996-12-13 | Inst Francais Du Petrole | Nouveaux composes du rhenium et de l'aluminium, leur preparation et leur utilisation en tant que catalyseurs |
| US5939347A (en) | 1995-01-25 | 1999-08-17 | W.R. Grace & Co. -Conn. | Supported catalytic activator |
| US5726332A (en) | 1995-09-21 | 1998-03-10 | Witco Gmbh | Synthesis of novel organometallics and their use in olefin polymerization |
| JPH09302021A (ja) * | 1996-03-13 | 1997-11-25 | Mitsui Petrochem Ind Ltd | オレフィン重合体の製造方法 |
| ATE202365T1 (de) | 1996-08-13 | 2001-07-15 | Basell Polyolefine Gmbh | Geträgertes katalysatorsystem, verfahren zu seiner herstellung und seine verwendung zur polymerisation von olefinen |
| DE19632557A1 (de) | 1996-08-13 | 1998-02-19 | Hoechst Ag | Chemische Verbindung |
| DE19647070A1 (de) | 1996-11-14 | 1998-05-20 | Hoechst Ag | Geträgerte chemische Verbindung |
| KR100536794B1 (ko) | 1996-11-15 | 2005-12-14 | 바셀 테크놀로지 캄파니 비이브이 | 복소환 메탈로센 및 중합 촉매 |
| DE19744102A1 (de) | 1997-10-06 | 1999-04-15 | Targor Gmbh | Katalysatorsystem |
| DE19804970A1 (de) * | 1998-02-07 | 1999-08-12 | Aventis Res & Tech Gmbh & Co | Katalysatorsystem |
| DE69909057T2 (de) | 1998-02-20 | 2004-05-06 | Dow Global Technologies, Inc., Midland | Expandierte Anionen enthaltende Katalysatoraktivatoren |
| TW562810B (en) * | 1998-04-16 | 2003-11-21 | Mitsui Chemicals Inc | Catalyst for olefinic polymerization and method for polymerizing olefine |
| JP2002516358A (ja) * | 1998-05-23 | 2002-06-04 | バーゼル、ポリプロピレン、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツング | 触媒組成物およびプロピレン重合のためのその使用 |
| DE19823171A1 (de) | 1998-05-23 | 1999-11-25 | Aventis Res & Tech Gmbh & Co | Verwendung eines Katalysatorsystems enthaltend Metallocene |
| DE19823172A1 (de) * | 1998-05-23 | 1999-11-25 | Aventis Res & Tech Gmbh & Co | Katalysatorsystem und seine Verwendung zur Polymerisation von Propylen |
| DE19823168A1 (de) * | 1998-05-23 | 1999-11-25 | Aventis Res & Tech Gmbh & Co | Katalysatorsystem |
| DE19828271A1 (de) | 1998-06-25 | 1999-12-30 | Elenac Gmbh | Verfahren zur Herstellung eines geträgerten Katalysatorsystems |
| AU3551499A (en) | 1998-08-18 | 2000-03-14 | Dow Chemical Company, The | Metalloid salt catalyst/activators |
| EP1074557A3 (de) | 1999-07-31 | 2003-02-26 | Basell Polyolefine GmbH | Übergangsmetallverbindung, Ligandensystem, Katalysatorsystem und seine Verwendung zur Polymerisation von Olefinen |
-
1999
- 1999-12-23 DE DE19962814A patent/DE19962814A1/de not_active Withdrawn
-
2000
- 2000-12-13 WO PCT/EP2000/012641 patent/WO2001047635A2/de not_active Ceased
- 2000-12-13 KR KR1020027008189A patent/KR20020081232A/ko not_active Ceased
- 2000-12-13 ES ES00983307T patent/ES2225280T3/es not_active Expired - Lifetime
- 2000-12-13 DE DE50007414T patent/DE50007414D1/de not_active Expired - Lifetime
- 2000-12-13 JP JP2001548219A patent/JP2003528167A/ja active Pending
- 2000-12-13 AU AU20091/01A patent/AU2009101A/en not_active Abandoned
- 2000-12-13 US US10/168,646 patent/US6953829B2/en not_active Expired - Fee Related
- 2000-12-13 AT AT00983307T patent/ATE273071T1/de not_active IP Right Cessation
- 2000-12-13 CN CNB008185492A patent/CN1177648C/zh not_active Expired - Fee Related
- 2000-12-13 EP EP00983307A patent/EP1280600B1/de not_active Expired - Lifetime
- 2000-12-13 BR BRPI0016725-8A patent/BR0016725B1/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATE273071T1 (de) | 2004-08-15 |
| JP2003528167A (ja) | 2003-09-24 |
| CN1433339A (zh) | 2003-07-30 |
| ES2225280T3 (es) | 2005-03-16 |
| BR0016725A (pt) | 2002-09-03 |
| US20030008984A1 (en) | 2003-01-09 |
| AU2009101A (en) | 2001-07-09 |
| US6953829B2 (en) | 2005-10-11 |
| WO2001047635A2 (de) | 2001-07-05 |
| CN1177648C (zh) | 2004-12-01 |
| DE50007414D1 (de) | 2004-09-16 |
| DE19962814A1 (de) | 2001-06-28 |
| BR0016725B1 (pt) | 2011-03-22 |
| WO2001047635A3 (de) | 2002-10-24 |
| EP1280600B1 (de) | 2004-08-11 |
| EP1280600A2 (de) | 2003-02-05 |
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