JP2003524013A5 - - Google Patents
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- JP2003524013A5 JP2003524013A5 JP2001562546A JP2001562546A JP2003524013A5 JP 2003524013 A5 JP2003524013 A5 JP 2003524013A5 JP 2001562546 A JP2001562546 A JP 2001562546A JP 2001562546 A JP2001562546 A JP 2001562546A JP 2003524013 A5 JP2003524013 A5 JP 2003524013A5
- Authority
- JP
- Japan
- Prior art keywords
- dimethyl
- tris
- mcl
- borane
- zirconium dimethyl
- 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.)
- Pending
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- -1 transition metal organometallic compound Chemical class 0.000 description 69
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 60
- 229910052726 zirconium Inorganic materials 0.000 description 50
- 239000003054 catalyst Substances 0.000 description 48
- 239000000243 solution Substances 0.000 description 45
- 125000001424 substituent group Chemical group 0.000 description 42
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 39
- 150000001875 compounds Chemical class 0.000 description 39
- UHOVQNZJYSORNB-MZWXYZOWSA-N deuterated benzene Substances [2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1[2H] UHOVQNZJYSORNB-MZWXYZOWSA-N 0.000 description 38
- 229910052757 nitrogen Inorganic materials 0.000 description 34
- 238000006116 polymerization reaction Methods 0.000 description 33
- 229910052710 silicon Inorganic materials 0.000 description 32
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 30
- 150000002902 organometallic compounds Chemical class 0.000 description 30
- 229910052717 sulfur Inorganic materials 0.000 description 30
- 229910052739 hydrogen Inorganic materials 0.000 description 28
- 239000001257 hydrogen Substances 0.000 description 28
- 229910052760 oxygen Inorganic materials 0.000 description 28
- 229910052698 phosphorus Inorganic materials 0.000 description 28
- 238000005160 1H NMR spectroscopy Methods 0.000 description 26
- 239000000460 chlorine Substances 0.000 description 24
- 150000001336 alkenes Chemical class 0.000 description 22
- 229920006395 saturated elastomer Polymers 0.000 description 22
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 21
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 20
- 229910052736 halogen Inorganic materials 0.000 description 20
- 150000002367 halogens Chemical class 0.000 description 20
- 229910052751 metal Inorganic materials 0.000 description 20
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 19
- 239000005977 Ethylene Substances 0.000 description 19
- 125000002877 alkyl aryl group Chemical group 0.000 description 19
- 239000002184 metal Substances 0.000 description 19
- 239000011541 reaction mixture Substances 0.000 description 19
- 125000004429 atom Chemical group 0.000 description 18
- 230000015572 biosynthetic process Effects 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 238000003786 synthesis reaction Methods 0.000 description 18
- 239000002904 solvent Substances 0.000 description 17
- 125000003118 aryl group Chemical group 0.000 description 16
- 239000012299 nitrogen atmosphere Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- 229910052723 transition metal Inorganic materials 0.000 description 16
- 229930192474 thiophene Natural products 0.000 description 15
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 14
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 13
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 12
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 12
- 230000000737 periodic effect Effects 0.000 description 12
- 239000002841 Lewis acid Substances 0.000 description 11
- 238000005481 NMR spectroscopy Methods 0.000 description 11
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 11
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 11
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 10
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 10
- 229910052799 carbon Inorganic materials 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 150000007517 lewis acids Chemical class 0.000 description 10
- 238000001228 spectrum Methods 0.000 description 10
- 150000003624 transition metals Chemical class 0.000 description 10
- PAPNRQCYSFBWDI-UHFFFAOYSA-N DMP Natural products CC1=CC=C(C)N1 PAPNRQCYSFBWDI-UHFFFAOYSA-N 0.000 description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- 125000005843 halogen group Chemical group 0.000 description 9
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 9
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 9
- 239000003446 ligand Substances 0.000 description 9
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 9
- BHNHHSOHWZKFOX-UHFFFAOYSA-N 2-methyl-1H-indole Chemical compound C1=CC=C2NC(C)=CC2=C1 BHNHHSOHWZKFOX-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 229910052782 aluminium Inorganic materials 0.000 description 8
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- PWYVVBKROXXHEB-UHFFFAOYSA-M trimethyl-[3-(1-methyl-2,3,4,5-tetraphenylsilol-1-yl)propyl]azanium;iodide Chemical compound [I-].C[N+](C)(C)CCC[Si]1(C)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 PWYVVBKROXXHEB-UHFFFAOYSA-M 0.000 description 8
- 239000002168 alkylating agent Substances 0.000 description 7
- 229940100198 alkylating agent Drugs 0.000 description 7
- 229910052796 boron Inorganic materials 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 206010037660 Pyrexia Diseases 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 229910052732 germanium Inorganic materials 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 229910000085 borane Inorganic materials 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 5
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 5
- 125000002524 organometallic group Chemical group 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- ZMZGFLUUZLELNE-UHFFFAOYSA-N 2,3,5-triiodobenzoic acid Chemical compound OC(=O)C1=CC(I)=CC(I)=C1I ZMZGFLUUZLELNE-UHFFFAOYSA-N 0.000 description 4
- XRPDDDRNQJNHLQ-UHFFFAOYSA-N 2-ethyl-1h-pyrrole Chemical compound CCC1=CC=CN1 XRPDDDRNQJNHLQ-UHFFFAOYSA-N 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- IODCSKWIWMPNQO-UHFFFAOYSA-N B.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F Chemical compound B.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F.Fc1cc(F)c(c(F)c1F)-c1c(F)cc(F)c(F)c1F IODCSKWIWMPNQO-UHFFFAOYSA-N 0.000 description 4
- VWBUVRBELAMDSS-UHFFFAOYSA-N B.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F Chemical compound B.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F.Fc1cc(c(F)c(F)c1F)-c1cc(F)c(F)c(F)c1F VWBUVRBELAMDSS-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- GPTXWRGISTZRIO-UHFFFAOYSA-N chlorquinaldol Chemical compound ClC1=CC(Cl)=C(O)C2=NC(C)=CC=C21 GPTXWRGISTZRIO-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- 229910052740 iodine Chemical group 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 4
- IEKMPJDJWCSGKX-UHFFFAOYSA-N 1,2,3,4,5,6,7,8,9,9-decafluorofluorene Chemical compound FC1(F)C2=C(F)C(F)=C(F)C(F)=C2C2=C1C(F)=C(F)C(F)=C2F IEKMPJDJWCSGKX-UHFFFAOYSA-N 0.000 description 3
- MFFMQGGZCLEMCI-UHFFFAOYSA-N 2,4-dimethyl-1h-pyrrole Chemical compound CC1=CNC(C)=C1 MFFMQGGZCLEMCI-UHFFFAOYSA-N 0.000 description 3
- KQBVVLOYXDVATK-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1h-indole Chemical compound C1CCCC2=C1C=CN2 KQBVVLOYXDVATK-UHFFFAOYSA-N 0.000 description 3
- ONYNOPPOVKYGRS-UHFFFAOYSA-N 6-methylindole Natural products CC1=CC=C2C=CNC2=C1 ONYNOPPOVKYGRS-UHFFFAOYSA-N 0.000 description 3
- RRBUXJRLDLHRIQ-UHFFFAOYSA-N B.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F Chemical compound B.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F.Fc1cc(F)c(F)c(c1F)-c1c(F)c(F)cc(F)c1F RRBUXJRLDLHRIQ-UHFFFAOYSA-N 0.000 description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 238000012718 coordination polymerization Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 125000002249 indol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([*])=C([H])C2=C1[H] 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- UGHSGZIDZZRZKT-UHFFFAOYSA-N methane;zirconium Chemical compound C.[Zr] UGHSGZIDZZRZKT-UHFFFAOYSA-N 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 125000004437 phosphorous atom Chemical group 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003623 transition metal compounds Chemical class 0.000 description 3
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 3
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- ZOICEQJZAWJHSI-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)boron Chemical compound [B]C1=C(F)C(F)=C(F)C(F)=C1F ZOICEQJZAWJHSI-UHFFFAOYSA-N 0.000 description 2
- CHEANNSDVJOIBS-MHZLTWQESA-N (3s)-3-cyclopropyl-3-[3-[[3-(5,5-dimethylcyclopenten-1-yl)-4-(2-fluoro-5-methoxyphenyl)phenyl]methoxy]phenyl]propanoic acid Chemical compound COC1=CC=C(F)C(C=2C(=CC(COC=3C=C(C=CC=3)[C@@H](CC(O)=O)C3CC3)=CC=2)C=2C(CCC=2)(C)C)=C1 CHEANNSDVJOIBS-MHZLTWQESA-N 0.000 description 2
- ONUFSRWQCKNVSL-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical group FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F ONUFSRWQCKNVSL-UHFFFAOYSA-N 0.000 description 2
- VUIMBZIZZFSQEE-UHFFFAOYSA-N 1-(1h-indol-3-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=CNC2=C1 VUIMBZIZZFSQEE-UHFFFAOYSA-N 0.000 description 2
- CHIFTAQVXHNVRW-UHFFFAOYSA-N 1h-indole-3-carbonitrile Chemical compound C1=CC=C2C(C#N)=CNC2=C1 CHIFTAQVXHNVRW-UHFFFAOYSA-N 0.000 description 2
- MVXVYAKCVDQRLW-UHFFFAOYSA-N 1h-pyrrolo[2,3-b]pyridine Chemical compound C1=CN=C2NC=CC2=C1 MVXVYAKCVDQRLW-UHFFFAOYSA-N 0.000 description 2
- XILIYVSXLSWUAI-UHFFFAOYSA-N 2-(diethylamino)ethyl n'-phenylcarbamimidothioate;dihydrobromide Chemical compound Br.Br.CCN(CC)CCSC(N)=NC1=CC=CC=C1 XILIYVSXLSWUAI-UHFFFAOYSA-N 0.000 description 2
- IGJQUJNPMOYEJY-UHFFFAOYSA-N 2-acetylpyrrole Chemical compound CC(=O)C1=CC=CN1 IGJQUJNPMOYEJY-UHFFFAOYSA-N 0.000 description 2
- JZIBVTUXIVIFGC-UHFFFAOYSA-N 2H-pyrrole Chemical compound C1C=CC=N1 JZIBVTUXIVIFGC-UHFFFAOYSA-N 0.000 description 2
- BWCDLEQTELFBAW-UHFFFAOYSA-N 3h-dioxazole Chemical compound N1OOC=C1 BWCDLEQTELFBAW-UHFFFAOYSA-N 0.000 description 2
- MYTGFBZJLDLWQG-UHFFFAOYSA-N 5-chloro-1h-indole Chemical compound ClC1=CC=C2NC=CC2=C1 MYTGFBZJLDLWQG-UHFFFAOYSA-N 0.000 description 2
- OZFPSOBLQZPIAV-UHFFFAOYSA-N 5-nitro-1h-indole Chemical compound [O-][N+](=O)C1=CC=C2NC=CC2=C1 OZFPSOBLQZPIAV-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LPCCJAWIWJAPDZ-UHFFFAOYSA-N C[SiH](C)[Ti](C)C Chemical compound C[SiH](C)[Ti](C)C LPCCJAWIWJAPDZ-UHFFFAOYSA-N 0.000 description 2
- UGVVIPAIDGTTNN-UHFFFAOYSA-N C[Zr]C Chemical compound C[Zr]C UGVVIPAIDGTTNN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000002879 Lewis base Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 229910052735 hafnium Inorganic materials 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- OLNJUISKUQQNIM-UHFFFAOYSA-N indole-3-carbaldehyde Chemical compound C1=CC=C2C(C=O)=CNC2=C1 OLNJUISKUQQNIM-UHFFFAOYSA-N 0.000 description 2
- 239000011630 iodine Chemical group 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
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- JPUOPPXUYDSOGM-UHFFFAOYSA-N tris(2,3,4,6-tetrafluoro-5-methylphenyl)borane Chemical compound CC1=C(F)C(F)=C(F)C(B(C=2C(=C(F)C(F)=C(C)C=2F)F)C=2C(=C(F)C(F)=C(C)C=2F)F)=C1F JPUOPPXUYDSOGM-UHFFFAOYSA-N 0.000 description 1
- VGEPZRRRDGHRMI-UHFFFAOYSA-N tris(2,3,4,6-tetrafluorophenyl)borane Chemical compound FC1=C(F)C(F)=CC(F)=C1B(C=1C(=C(F)C(F)=CC=1F)F)C1=C(F)C=C(F)C(F)=C1F VGEPZRRRDGHRMI-UHFFFAOYSA-N 0.000 description 1
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- LGFXFZBVVBUABA-UHFFFAOYSA-N tris(2,3,5,6,7,8-hexafluoronaphthalen-1-yl)borane Chemical compound FC1=C(F)C(F)=C2C(B(C=3C4=C(F)C(F)=C(F)C(F)=C4C=C(F)C=3F)C=3C4=C(F)C(F)=C(F)C(F)=C4C=C(C=3F)F)=C(F)C(F)=CC2=C1F LGFXFZBVVBUABA-UHFFFAOYSA-N 0.000 description 1
- QINRNNAOJUVZDE-UHFFFAOYSA-N tris(2,3,5,6-tetrafluoro-4-methylphenyl)borane Chemical compound FC1=C(F)C(C)=C(F)C(F)=C1B(C=1C(=C(F)C(C)=C(F)C=1F)F)C1=C(F)C(F)=C(C)C(F)=C1F QINRNNAOJUVZDE-UHFFFAOYSA-N 0.000 description 1
- GZQXROYFQLBBPK-UHFFFAOYSA-N tris(2,3,5,6-tetrafluorophenyl)borane Chemical compound FC1=CC(F)=C(F)C(B(C=2C(=C(F)C=C(F)C=2F)F)C=2C(=C(F)C=C(F)C=2F)F)=C1F GZQXROYFQLBBPK-UHFFFAOYSA-N 0.000 description 1
- DHWBZGRLPSANQY-UHFFFAOYSA-N tris(2,3,5-trifluorophenyl)borane Chemical compound FC1=CC(F)=C(F)C(B(C=2C(=C(F)C=C(F)C=2)F)C=2C(=C(F)C=C(F)C=2)F)=C1 DHWBZGRLPSANQY-UHFFFAOYSA-N 0.000 description 1
- UIKAMONOVUJDNT-UHFFFAOYSA-N tris(2,3,6-trifluorophenyl)borane Chemical compound FC1=CC=C(F)C(B(C=2C(=C(F)C=CC=2F)F)C=2C(=C(F)C=CC=2F)F)=C1F UIKAMONOVUJDNT-UHFFFAOYSA-N 0.000 description 1
- BENYMJNPVWYYES-UHFFFAOYSA-N tris(2,3-dimethylpentyl)alumane Chemical compound CCC(C)C(C)C[Al](CC(C)C(C)CC)CC(C)C(C)CC BENYMJNPVWYYES-UHFFFAOYSA-N 0.000 description 1
- WUQHZWBZRYUJAA-UHFFFAOYSA-N tris(2,4,5,6,7,8-hexafluoro-3-methylnaphthalen-1-yl)borane Chemical compound FC1=C(F)C(F)=C(F)C2=C(F)C(C)=C(F)C(B(C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=C(C)C=3F)C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=C(C)C=3F)=C21 WUQHZWBZRYUJAA-UHFFFAOYSA-N 0.000 description 1
- PGQTUPMJTAQRBJ-UHFFFAOYSA-N tris(2,4,5,6,7,8-hexafluoronaphthalen-1-yl)borane Chemical compound FC1=C(F)C(F)=C2C(B(C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=CC=3F)C3=C4C(F)=C(F)C(F)=C(F)C4=C(F)C=C3F)=C(F)C=C(F)C2=C1F PGQTUPMJTAQRBJ-UHFFFAOYSA-N 0.000 description 1
- MUDVEGNBCFIRDK-UHFFFAOYSA-N tris(2,4-difluoro-5-methylphenyl)borane Chemical compound C1=C(F)C(C)=CC(B(C=2C(=CC(F)=C(C)C=2)F)C=2C(=CC(F)=C(C)C=2)F)=C1F MUDVEGNBCFIRDK-UHFFFAOYSA-N 0.000 description 1
- BJDZTCMHKGMRPE-UHFFFAOYSA-N tris(2,6-difluoro-3-methylphenyl)borane Chemical compound CC1=CC=C(F)C(B(C=2C(=C(C)C=CC=2F)F)C=2C(=C(C)C=CC=2F)F)=C1F BJDZTCMHKGMRPE-UHFFFAOYSA-N 0.000 description 1
- QCYYJEPQSCUMMQ-UHFFFAOYSA-N tris(3,4,5,6,7,8-hexafluoro-2-methylnaphthalen-1-yl)borane Chemical compound FC1=C(F)C(F)=C2C(B(C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=C(F)C=3C)C3=C4C(F)=C(F)C(F)=C(F)C4=C(F)C(F)=C3C)=C(C)C(F)=C(F)C2=C1F QCYYJEPQSCUMMQ-UHFFFAOYSA-N 0.000 description 1
- OMGHHEYPEZUJHO-UHFFFAOYSA-N tris(3,4,5,6,7,8-hexafluoronaphthalen-1-yl)borane Chemical compound FC1=C(F)C(F)=C(F)C2=C(F)C(F)=CC(B(C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=C(F)C=3)C=3C4=C(F)C(F)=C(F)C(F)=C4C(F)=C(F)C=3)=C21 OMGHHEYPEZUJHO-UHFFFAOYSA-N 0.000 description 1
- RWXIPFGJVVTMMM-UHFFFAOYSA-N tris[2,3,4,5-tetrafluoro-6-(2,3,4,5,6-pentafluorophenyl)phenyl]borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F RWXIPFGJVVTMMM-UHFFFAOYSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 1
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| EP00200649 | 2000-02-24 | ||
| EP00200649.2 | 2000-02-24 | ||
| PCT/EP2001/001467 WO2001062764A1 (en) | 2000-02-24 | 2001-02-12 | Organometallic compound useful as cocatalyst for polymerizing olefins |
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| JP2003524013A JP2003524013A (ja) | 2003-08-12 |
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Families Citing this family (116)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040072975A1 (en) * | 2000-03-17 | 2004-04-15 | Jorg Schottek | Salt-like chemical compound, its preparation and its use in catalyst systems for preparing polyolefins |
| DE60135502D1 (de) | 2000-09-25 | 2008-10-02 | Basell Polyolefine Gmbh | Verfahren zur herstellung von ethylenpolymeren mit einer bis-amid-titanverbindung |
| EP1392705B1 (en) * | 2001-05-21 | 2005-01-05 | Basell Polyolefine GmbH | Catalyst system for the polymerization of olefins |
| US7459511B2 (en) | 2001-06-12 | 2008-12-02 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| ATE444975T1 (de) | 2001-06-12 | 2009-10-15 | Basell Polyolefine Gmbh | Verfahren zur polymerisation von buten-1 |
| US7241903B2 (en) | 2001-06-22 | 2007-07-10 | Basell Polyolefine Gmbh | Metallocenes, use in catalyst system for producing olefin polymers |
| JP2004535505A (ja) | 2001-07-17 | 2004-11-25 | バセル ポリオレフィン ジーエムビーエイチ | オレフィン（共）重合のための多工程方法 |
| EP1446430B1 (en) | 2001-11-12 | 2007-02-07 | Basell Polyolefine GmbH | Process for polymerizing 1-butene and 1-butene polymers |
| EP1448578B1 (en) | 2001-11-30 | 2006-07-26 | Basell Polyolefine GmbH | Metallocene compounds and process for the preparation of propylene polymers |
| US6703338B2 (en) * | 2002-06-28 | 2004-03-09 | Univation Technologies, Llc | Polymerization catalyst activators, method of preparing, and their use in polymerization processes |
| US6930070B2 (en) * | 2002-01-28 | 2005-08-16 | Univation Technologies, Llc | Heterocyclic nitrogen-containing activators and catalyst systems for olefin polymerization |
| US6841504B2 (en) | 2002-01-28 | 2005-01-11 | Univation Technologies, Llc | Polymerization catalyst activator and its use in a polymerization process |
| US6989341B2 (en) | 2002-01-28 | 2006-01-24 | Univation Technologies, Llc | Halogen substituted catalyst system for olefin polymerization |
| JP2005517773A (ja) | 2002-02-25 | 2005-06-16 | バセル ポリオレフィン ジーエムビーエイチ | エチレンの共重合方法 |
| IL165342A0 (en) | 2002-06-26 | 2006-01-15 | Basell Poliolefine Spa | Impact resistant polyolefin compositions |
| CN100354356C (zh) * | 2002-06-26 | 2007-12-12 | 巴塞尔聚烯烃意大利有限公司 | 抗冲击聚烯烃组合物 |
| BR0305627A (pt) * | 2002-07-09 | 2004-09-08 | Basell Polyolefine Gmbh | Sistema catalisador para a polimerização de olefinas |
| WO2004007569A1 (en) * | 2002-07-15 | 2004-01-22 | Basell Polyolefine Gmbh | Preparation of catalyst systems |
| US6559251B1 (en) * | 2002-08-02 | 2003-05-06 | Equistar Chemicals, Lp | Process for making low-density polyolefins |
| TWI315314B (en) * | 2002-08-29 | 2009-10-01 | Ineos Europe Ltd | Polymerisation process |
| ATE445651T1 (de) | 2002-09-06 | 2009-10-15 | Basell Polyolefine Gmbh | Verfahren zur copolymerisation von ethylen |
| EP1403293A1 (en) * | 2002-09-27 | 2004-03-31 | ATOFINA Research Société Anonyme | Silicon containing cyclopentadienyl ring for metallocene catalyst component |
| WO2004033510A2 (en) | 2002-10-10 | 2004-04-22 | Basell Polyolefine Gmbh | Process for the copolymerization of ethylene |
| 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 |
| EP1620448B1 (en) | 2003-05-08 | 2010-06-16 | Basell Polyolefine GmbH | Process for the production of halide metallocene compounds |
| US7390862B2 (en) | 2003-05-12 | 2008-06-24 | Basell Polyolefine Gmbh | Process for polymerizing 1-butene |
| CN101163723B (zh) | 2003-07-04 | 2010-12-22 | 巴塞尔聚烯烃股份有限公司 | 烯烃聚合方法 |
| ATE418567T1 (de) | 2003-12-22 | 2009-01-15 | Basell Polyolefine Gmbh | Metallocenverbindungen |
| US7741417B2 (en) | 2004-01-07 | 2010-06-22 | Exxonmobil Chemical Patents Inc. | Preparation of polymerization catalyst activators utilizing indole-modified silica supports |
| US7220695B2 (en) | 2004-01-07 | 2007-05-22 | Exxonmobil Chemical Patents Inc. | Supported activator |
| WO2005095473A1 (en) | 2004-03-12 | 2005-10-13 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| US7943716B2 (en) | 2004-03-12 | 2011-05-17 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| US8178636B2 (en) | 2004-05-04 | 2012-05-15 | Basell Polyolefine Gmbh | Process for the preparation of atactic 1-butene polymers |
| US8003743B2 (en) | 2004-07-13 | 2011-08-23 | Basell Poliolefine Italia, s.r.l. | Metallocene compounds, ligands used in their preparation, preparation of 1-butene polymers and 1-butene polymers therefrom |
| CA2573984A1 (en) | 2004-07-22 | 2006-01-26 | Basell Polyolefine Gmbh | Process for producing fractionable 1-butene polymers |
| PL1769030T3 (pl) | 2004-07-22 | 2008-08-29 | Basell Polyolefine Gmbh | Kompozycja polimerów 1-butenu |
| CA2584395A1 (en) | 2004-10-18 | 2006-04-27 | Basell Poliolefine Italia S.R.L. | Butene-1 (co)polymers having low isotacticity |
| ATE501183T1 (de) | 2004-10-21 | 2011-03-15 | Basell Polyolefine Gmbh | 1-buten-polymer und herstellungsverfahren dafür |
| EP1655314A1 (en) | 2004-11-09 | 2006-05-10 | Basell Polyolefine GmbH | Process for the preparation of 1-butene/propylene copolymers |
| KR20070093058A (ko) | 2004-11-22 | 2007-09-17 | 바젤 폴리올레핀 게엠베하 | 프로필렌 기재 삼중합체 |
| WO2006063905A1 (en) * | 2004-12-13 | 2006-06-22 | Basell Poliolefine Italia S.R.L. | Polyolefin composition, fibres and nonwoven fabrics |
| EP1834015B1 (en) * | 2004-12-23 | 2008-11-19 | Basell Poliolefine Italia S.r.l. | Fibres having elastic properties |
| JP2008528339A (ja) | 2005-02-03 | 2008-07-31 | バーゼル・ポリオレフィン・ゲーエムベーハー | 熱成形品を製造する方法 |
| JP2008536813A (ja) | 2005-03-18 | 2008-09-11 | 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 |
| BRPI0611557B1 (pt) | 2005-03-18 | 2017-03-28 | Basell Polyolefine Gmbh | compostos metalocenos bis-indenila em ponte com simetria c2, sistema catalítico dessa classe de compostos e processo de polimerização de a-olefinas com a referida classe de compostos |
| RU2392283C2 (ru) | 2005-03-23 | 2010-06-20 | Базелль Полиолефине Гмбх | Способ полимеризации олефинов |
| 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 |
| JP2006290889A (ja) * | 2005-04-12 | 2006-10-26 | Rohm & Haas Electronic Materials Llc | 金属含有化合物精製 |
| 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 |
| ATE515533T1 (de) | 2005-05-11 | 2011-07-15 | Basell Poliolefine Srl | Polymerisationsverfahren zur herstellung von polyolefinblends |
| US8051611B2 (en) * | 2005-06-24 | 2011-11-08 | Dryvit Systems, Inc. | Exterior insulation and finish system and method and tool for installing same |
| WO2007003528A2 (en) * | 2005-06-30 | 2007-01-11 | Basell Polyolefine Gmbh | Metallocene compounds |
| CN101312992B (zh) * | 2005-10-21 | 2011-12-14 | 巴塞尔聚烯烃股份有限公司 | 用于注塑和熔体吹塑应用的具有高熔体流动速率的聚丙烯无规共聚物 |
| 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 |
| WO2007045590A1 (en) | 2005-10-21 | 2007-04-26 | Basell Polyolefine Gmbh | Polypropylene for injection molding |
| AU2007211498A1 (en) * | 2006-02-02 | 2007-08-09 | Basell Polyolefine Gmbh | Propylene melt blown resins, propylene melt blown resin fibers and non-woven fabric made from the same, and methods of making the same |
| KR20080106524A (ko) | 2006-02-23 | 2008-12-08 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 사출 성형품을 위한 프로필렌 중합체 |
| EP1996600B1 (en) | 2006-03-17 | 2011-09-28 | Basell Polyolefine GmbH | Metallocene compounds |
| US7834205B2 (en) | 2006-04-12 | 2010-11-16 | Basell Polyolifine GmbH | Metallocene compounds |
| EP2010580B1 (en) | 2006-04-21 | 2016-07-13 | Basell Polyolefine GmbH | Process for the preparation of ethylene copolymers |
| US8785575B2 (en) | 2006-04-21 | 2014-07-22 | Basell Polyolefine Gmbh | Process for the preparation of ethylene propylene copolymers |
| EP2057226B1 (en) | 2006-08-30 | 2009-12-09 | Basell Polyolefine GmbH | 1-butene propylene copolymer compositions |
| JP5580589B2 (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 |
| US8309659B2 (en) | 2006-12-20 | 2012-11-13 | Basell Poliolefine Italia S.R.L. | Filled polyolefin compositions |
| WO2008074712A1 (en) | 2006-12-20 | 2008-06-26 | Basell Poliolefine Italia S.R.L. | Polypropylene compositions containing fillers and/or pigments |
| WO2008074715A1 (en) | 2006-12-20 | 2008-06-26 | Basell Poliolefine Italia S.R.L. | Filled polyolefin compositions |
| WO2008141915A2 (en) * | 2007-05-23 | 2008-11-27 | Basell Polyolefine Gmbh | Insecticidal composition and articles obtained thereof |
| JP5306340B2 (ja) | 2007-06-25 | 2013-10-02 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンエチレンコポリマー |
| WO2009050037A1 (en) * | 2007-10-19 | 2009-04-23 | Basell Polyolefine Gmbh | Metallocene compounds based on ethanediyl-bridged indene and cyclopentadithiophene ligands |
| US8022005B2 (en) | 2007-11-08 | 2011-09-20 | Exxonmobil Chemical Patents Inc. | Halogen substituted heterocyclic heteroatom containing ligands-alumoxane activation of metallocenes |
| WO2009080438A1 (en) | 2007-12-20 | 2009-07-02 | Basell Polyolefine Gmbh | Process for obtaining polymers of ethylene and cycloolefins |
| BRPI0908411B1 (pt) * | 2008-02-29 | 2018-10-30 | Basell Poliolefine Italia Srl | composições de poliolefinas |
| BRPI0908997A2 (pt) | 2008-03-20 | 2015-08-04 | Basell Poliolefine Srl | Composições de polímeros à base de 1-buteno |
| KR101536796B1 (ko) * | 2008-04-22 | 2015-07-14 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 1-부텐 삼원중합체 |
| US7799879B2 (en) | 2008-08-01 | 2010-09-21 | Exxonmobil Chemical Patents Inc. | Catalyst system and process for olefin polymerization |
| EP2307466B1 (en) | 2008-08-01 | 2015-05-20 | ExxonMobil Chemical Patents Inc. | Catalyst system and process for olefin polymerization |
| US8580902B2 (en) | 2008-08-01 | 2013-11-12 | Exxonmobil Chemical Patents Inc. | Catalyst system, process for olefin polymerization, and polymer compositions produced therefrom |
| JP5416220B2 (ja) | 2008-12-19 | 2014-02-12 | 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 | 充填ポリオレフィン組成物 |
| JP2012512919A (ja) | 2008-12-19 | 2012-06-07 | 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 | ポリオレフィン繊維 |
| CN102282182B (zh) | 2009-01-13 | 2014-11-12 | 巴塞尔聚烯烃股份有限公司 | 聚乙烯共聚物 |
| WO2010081753A1 (en) | 2009-01-13 | 2010-07-22 | Basell Poliolefine Italia S.R.L. | Polymer composition |
| WO2011061151A1 (en) | 2009-11-17 | 2011-05-26 | Basell Polyolefine Gmbh | Ethylene copolymers |
| CN102958997B (zh) | 2010-06-29 | 2016-05-11 | 巴塞尔聚烯烃意大利有限责任公司 | 填充的聚烯烃组合物 |
| WO2013048848A2 (en) | 2011-09-30 | 2013-04-04 | Exxonmobil Chemical Patents Inc. | Dynamic modulation of metallocene catalysts |
| EP2743000A1 (en) | 2012-12-13 | 2014-06-18 | Basell Poliolefine Italia S.r.l. | Catalyst system for the preparation of polyolefins |
| CN110845546A (zh) | 2013-07-17 | 2020-02-28 | 埃克森美孚化学专利公司 | 取代的茂金属催化剂 |
| SG10201802959WA (en) | 2013-07-17 | 2018-05-30 | Exxonmobil Chemical Patents Inc | Cyclopropyl substituted metallocene catalysts |
| EP3022236B1 (en) | 2013-07-17 | 2017-11-15 | ExxonMobil Chemical Patents Inc. | Process using substituted metallocene catalysts and products therefrom |
| US9249239B2 (en) | 2013-07-17 | 2016-02-02 | Exxonmobil Chemical Patents Inc. | Metallocenes and catalyst compositions derived therefrom |
| ES2703344T3 (es) | 2013-07-17 | 2019-03-08 | Exxonmobil Chemical Patents Inc | Metalocenos y composiciones catalíticas derivadas de ellos |
| US9938364B2 (en) | 2013-07-17 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Substituted metallocene catalysts |
| US9266910B2 (en) | 2013-10-29 | 2016-02-23 | Exxonmobil Chemical Patents Inc. | Asymmetric polypropylene catalysts |
| US9321854B2 (en) | 2013-10-29 | 2016-04-26 | Exxonmobil Chemical Patents Inc. | Aluminum alkyl with C5 cyclic and pendent olefin polymerization catalyst |
| WO2016195824A1 (en) | 2015-05-29 | 2016-12-08 | Exxonmobil Chemical Patents Inc. | Polymerization process using bridged metallocene compounds supported on organoaluminum treated layered silicate supports |
| US10294316B2 (en) | 2015-06-05 | 2019-05-21 | Exxonmobil Chemical Patents Inc. | Silica supports with high aluminoxane loading capability |
| EP3303423A1 (en) | 2015-06-05 | 2018-04-11 | ExxonMobil Chemical Patents Inc. | Single reactor production of polymers in gas or slurry phase |
| US9809664B2 (en) | 2015-06-05 | 2017-11-07 | Exxonmobil Chemical Patents Inc. | Bimodal propylene polymers and sequential polymerization |
| 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 |
| 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 |
| EP3303422B1 (en) | 2015-06-05 | 2021-03-17 | ExxonMobil Chemical Patents Inc. | Production of heterophasic polymers in gas or slurry phase |
| US10723821B2 (en) | 2015-06-05 | 2020-07-28 | Exxonmobil Chemical Patents Inc. | Supported metallocene catalyst systems for polymerization |
| US10618988B2 (en) | 2015-08-31 | 2020-04-14 | Exxonmobil Chemical Patents Inc. | Branched propylene polymers produced via use of vinyl transfer agents and processes for production thereof |
| WO2017039994A1 (en) | 2015-08-31 | 2017-03-09 | Exxonmobil Chemical Patents Inc. | Aluminum alkyls with pendant olefins on clays |
| CN107922527A (zh) | 2015-08-31 | 2018-04-17 | 埃克森美孚化学专利公司 | 用于聚烯烃反应的具有悬垂烯烃的铝烷基 |
| US10059788B2 (en) | 2016-04-29 | 2018-08-28 | Exxonmobil Chemical Patents Inc. | Organoaluminum activators on clays |
| EP3464390A1 (en) | 2016-05-27 | 2019-04-10 | ExxonMobil Chemical Patents Inc. | Metallocene catalyst compositions and polymerization process therewith |
| US10562987B2 (en) | 2016-06-30 | 2020-02-18 | Exxonmobil Chemical Patents Inc. | Polymers produced via use of quinolinyldiamido transition metal complexes and vinyl transfer agents |
| US10626200B2 (en) | 2017-02-28 | 2020-04-21 | Exxonmobil Chemical Patents Inc. | Branched EPDM polymers produced via use of vinyl transfer agents and processes for production thereof |
| US10676551B2 (en) | 2017-03-01 | 2020-06-09 | Exxonmobil Chemical Patents Inc. | Branched ethylene copolymers produced via use of vinyl transfer agents and processes for production thereof |
| GB201711058D0 (en) * | 2017-07-10 | 2017-08-23 | Uea Entpr Ltd | Conductive polymers |
| US11472828B2 (en) | 2019-10-11 | 2022-10-18 | Exxonmobil Chemical Patents Inc. | Indacene based metallocene catalysts useful in the production of propylene polymers |
| WO2023117512A1 (en) | 2021-12-23 | 2023-06-29 | Basell Poliolefine Italia S.R.L. | Soft polyolefin composition |
| WO2023150480A1 (en) | 2022-02-07 | 2023-08-10 | Exxonmobil Chemical Patents Inc. | C1 symmetric 5-ome-6-alkyl substituted metallocenes |
| WO2026041323A1 (en) | 2024-08-19 | 2026-02-26 | Basell Poliolefine Italia S.R.L. | Polypropylene composition having good thermal and optical properties |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA844157B (en) | 1983-06-06 | 1986-01-29 | Exxon Research Engineering Co | Process and catalyst for polyolefin density and molecular weight control |
| US5324800A (en) | 1983-06-06 | 1994-06-28 | Exxon Chemical Patents Inc. | Process and catalyst for polyolefin density and molecular weight control |
| US5055438A (en) | 1989-09-13 | 1991-10-08 | Exxon Chemical Patents, Inc. | Olefin polymerization catalysts |
| PL286365A1 (en) * | 1989-08-03 | 1991-04-22 | Exxon Chemical Patents Inc | Method of polymerizing especially ethylene any polymerization catalyst and method of obtaining same |
| 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 |
| DE59104869D1 (de) | 1990-11-12 | 1995-04-13 | Hoechst Ag | 2-Substituierte Bisindenylmetallocene, Verfahren zu ihrer Herstellung und ihre Verwendung als Katalysatoren bei der Olefinpolymerisation. |
| ES2093058T3 (es) | 1990-11-12 | 1996-12-16 | Hoechst Ag | Procedimiento para la preparacion de un polimero olefinico. |
| DE59107973D1 (de) | 1990-11-12 | 1996-08-08 | Hoechst Ag | Verfahren zur Herstellung eines hochmolekularen Olefinpolymers |
| JP2736938B2 (ja) | 1993-06-24 | 1998-04-08 | ザ ダウ ケミカル カンパニー | チタン（▲ｉｉ▼）またはジルコニウム（▲ｉｉ▼）錯体およびそれからなる付加重合触媒 |
| IT1272923B (it) | 1995-01-23 | 1997-07-01 | Spherilene Srl | Composti metallocenici,procedimento per la loro preparazione,e loro utilizzo in catalizzatori per la polimerizzazione delle olefine |
| JP3847783B2 (ja) | 1995-01-24 | 2006-11-22 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | オレフィンの重合方法 |
| CN1079700C (zh) | 1995-03-08 | 2002-02-27 | 国际壳牌研究有限公司 | 催化剂组合物中的桥双-氨基第4族金属化合物 |
| RU2160283C2 (ru) * | 1995-03-10 | 2000-12-10 | Дзе Дау Кемикал Компани | Компонент катализатора на носителе, катализатор на носителе, аддукт, применяемый в качестве компонента катализатора полимеризации олефинов, способ полимеризации олефинов |
| US5714556A (en) | 1995-06-30 | 1998-02-03 | E. I. Dupont De Nemours And Company | Olefin polymerization process |
| IL129600A0 (en) | 1996-11-15 | 2000-02-29 | Montell Technology Company Bv | Heterocyclic metallocenes and polymerization catalysts |
| JP2002514252A (ja) | 1997-03-10 | 2002-05-14 | イーストマン ケミカル カンパニー | 第８〜１０族遷移金属を含むオレフィン重合触媒、二座配位子、このような触媒の使用方法及びそれから得られるポリマー |
| US6559252B1 (en) | 1997-10-29 | 2003-05-06 | Basell Technology Company Bv | Catalysts and processes for the polymerization of olefins |
| PL334470A1 (en) | 1997-11-12 | 2000-02-28 | Montell Technology Company Bv | Metalocenes and olefins polymerisation catalysts |
| KR20010021604A (ko) | 1998-05-08 | 2001-03-15 | 간디 지오프레이 에이치. | 메탈로센, 리간드 및 올레핀 중합 방법 |
| US6211312B1 (en) * | 1998-06-12 | 2001-04-03 | Univation Technologies | Olefin polymerization process using activated lewis acid-base complexes |
| US6232260B1 (en) * | 1999-10-14 | 2001-05-15 | Equistar Chemicals, L.P. | Single-site catalysts for olefin polymerization |
| US20040072975A1 (en) * | 2000-03-17 | 2004-04-15 | Jorg Schottek | Salt-like chemical compound, its preparation and its use in catalyst systems for preparing polyolefins |
-
2001
- 2001-02-12 ES ES01909734T patent/ES2220725T3/es not_active Expired - Lifetime
- 2001-02-12 AU AU37373/01A patent/AU783058B2/en not_active Ceased
- 2001-02-12 CN CNB018010636A patent/CN1203076C/zh not_active Expired - Fee Related
- 2001-02-12 RU RU2001131727/04A patent/RU2248980C2/ru not_active IP Right Cessation
- 2001-02-12 CA CA002370799A patent/CA2370799A1/en not_active Abandoned
- 2001-02-12 WO PCT/EP2001/001467 patent/WO2001062764A1/en not_active Ceased
- 2001-02-12 DE DE60103702T patent/DE60103702T2/de not_active Expired - Lifetime
- 2001-02-12 BR BR0105430-9A patent/BR0105430A/pt not_active IP Right Cessation
- 2001-02-12 EP EP01909734A patent/EP1173445B1/en not_active Expired - Lifetime
- 2001-02-12 JP JP2001562546A patent/JP2003524013A/ja active Pending
- 2001-02-12 AT AT01909734T patent/ATE268779T1/de not_active IP Right Cessation
- 2001-02-12 KR KR1020017013628A patent/KR20010112459A/ko not_active Abandoned
- 2001-02-22 US US09/790,314 patent/US6608224B2/en not_active Expired - Fee Related
- 2001-02-22 AR ARP010100797A patent/AR027476A1/es not_active Application Discontinuation
- 2001-10-12 ZA ZA200108415A patent/ZA200108415B/xx unknown
-
2003
- 2003-03-28 US US10/402,302 patent/US6841501B2/en not_active Expired - Fee Related
- 2003-03-28 US US10/402,303 patent/US6878786B2/en not_active Expired - Fee Related
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