SG172454A1 - New metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers - Google Patents
New metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers Download PDFInfo
- Publication number
- SG172454A1 SG172454A1 SG2011048345A SG2011048345A SG172454A1 SG 172454 A1 SG172454 A1 SG 172454A1 SG 2011048345 A SG2011048345 A SG 2011048345A SG 2011048345 A SG2011048345 A SG 2011048345A SG 172454 A1 SG172454 A1 SG 172454A1
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- SG
- Singapore
- Prior art keywords
- group
- carbon atoms
- methyl
- indenyl
- zirconium dichloride
- Prior art date
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- 239000003054 catalyst Substances 0.000 title claims abstract description 269
- 150000001875 compounds Chemical class 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title claims description 64
- 230000008569 process Effects 0.000 title claims description 52
- 150000001336 alkenes Chemical class 0.000 title claims description 37
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 17
- 229920001577 copolymer Polymers 0.000 title abstract description 32
- 229920000098 polyolefin Polymers 0.000 title description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 435
- -1 polypropylene Polymers 0.000 claims abstract description 183
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 115
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 76
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 66
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 55
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 49
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 41
- 239000001257 hydrogen Substances 0.000 claims abstract description 39
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 37
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 36
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 22
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 20
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims abstract description 18
- 125000002950 monocyclic group Chemical group 0.000 claims abstract description 15
- 125000003118 aryl group Chemical group 0.000 claims description 139
- 125000000217 alkyl group Chemical group 0.000 claims description 126
- 125000004122 cyclic group Chemical group 0.000 claims description 86
- 229910052782 aluminium Inorganic materials 0.000 claims description 73
- 229910052757 nitrogen Inorganic materials 0.000 claims description 67
- 229910052710 silicon Inorganic materials 0.000 claims description 66
- 229910052796 boron Inorganic materials 0.000 claims description 62
- 239000000460 chlorine Substances 0.000 claims description 61
- 125000005842 heteroatom Chemical group 0.000 claims description 61
- 229910052760 oxygen Inorganic materials 0.000 claims description 60
- 229910052717 sulfur Inorganic materials 0.000 claims description 60
- 229910052801 chlorine Inorganic materials 0.000 claims description 59
- 229910052794 bromium Inorganic materials 0.000 claims description 54
- 229910052698 phosphorus Inorganic materials 0.000 claims description 54
- 229910052731 fluorine Inorganic materials 0.000 claims description 52
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 51
- 125000005843 halogen group Chemical group 0.000 claims description 44
- 125000003342 alkenyl group Chemical group 0.000 claims description 41
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 38
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 38
- 125000005104 aryl silyl group Chemical group 0.000 claims description 38
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 35
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 33
- 239000005977 Ethylene Substances 0.000 claims description 30
- 125000003545 alkoxy group Chemical group 0.000 claims description 29
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 29
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 27
- 125000004104 aryloxy group Chemical group 0.000 claims description 27
- 229920006395 saturated elastomer Polymers 0.000 claims description 22
- 125000004429 atom Chemical group 0.000 claims description 15
- 230000000737 periodic effect Effects 0.000 claims description 15
- 229910052726 zirconium Inorganic materials 0.000 claims description 15
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
- 125000005741 alkyl alkenyl group Chemical group 0.000 claims description 11
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 claims description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 229910052732 germanium Inorganic materials 0.000 claims description 10
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 8
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 8
- 150000001721 carbon Chemical group 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 239000010703 silicon Substances 0.000 claims description 7
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 6
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 6
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 229910052718 tin Inorganic materials 0.000 claims description 6
- BKWNZVQQIYSORG-UHFFFAOYSA-N 3-ethylbicyclo[2.2.1]hepta-1,3-diene Chemical compound C1CC2=CC(CC)=C1C2 BKWNZVQQIYSORG-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 5
- 125000001624 naphthyl group Chemical group 0.000 claims description 5
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims description 5
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 5
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 5
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 claims description 4
- RMDKEBZUCHXUER-UHFFFAOYSA-N 4-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(C)C2 RMDKEBZUCHXUER-UHFFFAOYSA-N 0.000 claims description 4
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 229910052735 hafnium Chemical group 0.000 claims description 4
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 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 claims description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 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 description 3
- 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 3
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 238000005304 joining Methods 0.000 claims description 3
- 125000001400 nonyl 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])[H] 0.000 claims description 3
- 125000002347 octyl 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])[H] 0.000 claims description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 claims description 3
- 229940031826 phenolate Drugs 0.000 claims description 3
- 125000002948 undecyl 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])[H] 0.000 claims description 3
- HHBQPYYNWUAPBT-UHFFFAOYSA-J 2-(2-oxidophenyl)phenolate;zirconium(4+) Chemical class [Zr+4].[O-]C1=CC=CC=C1C1=CC=CC=C1[O-].[O-]C1=CC=CC=C1C1=CC=CC=C1[O-] HHBQPYYNWUAPBT-UHFFFAOYSA-J 0.000 claims description 2
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 2
- PQGGNDZXVKQIBS-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CC=CCC1)C)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CC=CCC1)C)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CC=CCC1)C)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CC=CCC1)C)C PQGGNDZXVKQIBS-UHFFFAOYSA-L 0.000 claims description 2
- USQCEKQZAORTRY-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CC)C USQCEKQZAORTRY-UHFFFAOYSA-L 0.000 claims description 2
- ZORHZVXAYOKBBA-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCC1)CCC)C ZORHZVXAYOKBBA-UHFFFAOYSA-L 0.000 claims description 2
- GJOCUAITAVZTSG-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)C)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)C)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)C)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)C)C GJOCUAITAVZTSG-UHFFFAOYSA-L 0.000 claims description 2
- VCDQKVOUPGTFTH-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(CCCCCCCC1)CCC)C VCDQKVOUPGTFTH-UHFFFAOYSA-L 0.000 claims description 2
- IIACNDOIAAYCNH-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(COC1)CC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(COC1)CC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(COC1)CC)C1C(=CC2=C(C=CC=C12)C1=C(C=CC=C1)C(C)(C)C)CC1(COC1)CC)C IIACNDOIAAYCNH-UHFFFAOYSA-L 0.000 claims description 2
- PWYUQSKYEKCICM-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CC1)CCC)C PWYUQSKYEKCICM-UHFFFAOYSA-L 0.000 claims description 2
- LYPJDIZHHRJNDA-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCC1)CCC)C LYPJDIZHHRJNDA-UHFFFAOYSA-L 0.000 claims description 2
- APDTXFNHJXROCF-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)C)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)C)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)C)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)C)C APDTXFNHJXROCF-UHFFFAOYSA-L 0.000 claims description 2
- FDOVXQQPEJMMEW-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC(=CC(=C1)C)C)CC1(CCCCCCCC1)CCC)C FDOVXQQPEJMMEW-UHFFFAOYSA-L 0.000 claims description 2
- UPLONFCBOXXRBS-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC2=CC=CC=C2C=C1)CC1(CC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC2=CC=CC=C2C=C1)CC1(CC1)CCC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC2=C(C=CC=C12)C1=CC2=CC=CC=C2C=C1)CC1(CC1)CCC)C1C(=CC2=C(C=CC=C12)C1=CC2=CC=CC=C2C=C1)CC1(CC1)CCC)C UPLONFCBOXXRBS-UHFFFAOYSA-L 0.000 claims description 2
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- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-O triphenylphosphanium Chemical compound C1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-O 0.000 description 1
- HPKBFHDRGPIYAG-UHFFFAOYSA-N tris(2,4,6-trifluorophenyl)borane Chemical compound FC1=CC(F)=CC(F)=C1B(C=1C(=CC(F)=CC=1F)F)C1=C(F)C=C(F)C=C1F HPKBFHDRGPIYAG-UHFFFAOYSA-N 0.000 description 1
- YFDAMRSZJLWUSQ-UHFFFAOYSA-N tris(2-methylphenyl)borane Chemical compound CC1=CC=CC=C1B(C=1C(=CC=CC=1)C)C1=CC=CC=C1C YFDAMRSZJLWUSQ-UHFFFAOYSA-N 0.000 description 1
- LKNHGIFPRLUGEG-UHFFFAOYSA-N tris(3,4,5-trifluorophenyl)borane Chemical compound FC1=C(F)C(F)=CC(B(C=2C=C(F)C(F)=C(F)C=2)C=2C=C(F)C(F)=C(F)C=2)=C1 LKNHGIFPRLUGEG-UHFFFAOYSA-N 0.000 description 1
- OHSAEOPCBBOWPU-UHFFFAOYSA-N tris(3,5-dimethylphenyl)borane Chemical compound CC1=CC(C)=CC(B(C=2C=C(C)C=C(C)C=2)C=2C=C(C)C=C(C)C=2)=C1 OHSAEOPCBBOWPU-UHFFFAOYSA-N 0.000 description 1
- YPVVTWIAXFPZLS-UHFFFAOYSA-N tris(4-fluorophenyl)borane Chemical compound C1=CC(F)=CC=C1B(C=1C=CC(F)=CC=1)C1=CC=C(F)C=C1 YPVVTWIAXFPZLS-UHFFFAOYSA-N 0.000 description 1
- OSMBUUFIZBTSNO-UHFFFAOYSA-N tris[4-(fluoromethyl)phenyl]borane Chemical compound C1=CC(CF)=CC=C1B(C=1C=CC(CF)=CC=1)C1=CC=C(CF)C=C1 OSMBUUFIZBTSNO-UHFFFAOYSA-N 0.000 description 1
- OLFPYUPGPBITMH-UHFFFAOYSA-N tritylium Chemical compound C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1 OLFPYUPGPBITMH-UHFFFAOYSA-N 0.000 description 1
- 229940056345 tums Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
-
- 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
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- 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
-
- 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
-
- 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
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- 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
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/642—Component covered by group C08F4/64 with an organo-aluminium 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- 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
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- 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
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65916—Component covered by group C08F4/64 containing a transition metal-carbon bond supported on a carrier, e.g. silica, MgCl2, polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US2008/014144 WO2010077230A1 (en) | 2008-12-31 | 2008-12-31 | New metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers |
Publications (1)
Publication Number | Publication Date |
---|---|
SG172454A1 true SG172454A1 (en) | 2011-08-29 |
Family
ID=40936621
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SG2011048345A SG172454A1 (en) | 2008-12-31 | 2008-12-31 | New metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP2384343A1 (de) |
JP (1) | JP2012513463A (de) |
KR (1) | KR101351103B1 (de) |
CN (1) | CN102257020B (de) |
BR (1) | BRPI0823407A2 (de) |
EA (1) | EA201170909A1 (de) |
MX (1) | MX2011006667A (de) |
SG (1) | SG172454A1 (de) |
WO (1) | WO2010077230A1 (de) |
ZA (1) | ZA201105497B (de) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2402353B1 (de) | 2010-07-01 | 2018-04-25 | Borealis AG | Gruppe-4-Metallocene als Katalysatoren zur Olefinpolymerisation |
ES2565438T3 (es) | 2010-07-01 | 2016-04-04 | Borealis Ag | Proceso para la polimerización de olefinas usando metalocenos del grupo 4 como catalizadores |
EP2573091A1 (de) | 2011-09-23 | 2013-03-27 | Lummus Novolen Technology Gmbh | Verfahren zur Wiedergewinnung freier Liganden aus ihren jeweiligen Metallocenkomplexen |
EP2722345B1 (de) | 2012-10-18 | 2018-12-05 | Borealis AG | Olefinpolymerisationskatalysator |
EP2722344B1 (de) | 2012-10-18 | 2017-03-22 | Borealis AG | Polymerisationsverfahren |
EP2722346A1 (de) | 2012-10-18 | 2014-04-23 | Borealis AG | Polymerisationsverfahren und Katalysator |
JP6176015B2 (ja) | 2012-11-01 | 2017-08-09 | 日本ポリプロ株式会社 | メタロセン錯体およびオレフィンの重合方法 |
JP5710035B2 (ja) | 2013-02-27 | 2015-04-30 | 日本ポリエチレン株式会社 | メタロセン化合物およびオレフィン重合体の製造方法 |
JP5695687B2 (ja) | 2013-03-05 | 2015-04-08 | 日本ポリエチレン株式会社 | エチレン/α−オレフィン共重合体の製造方法 |
US9938364B2 (en) | 2013-07-17 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Substituted metallocene catalysts |
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 |
US9464145B2 (en) | 2013-07-17 | 2016-10-11 | Exxonmobil Chemical Patents Inc. | Metallocenes and catalyst compositions derived therefrom |
US9458260B2 (en) | 2013-07-17 | 2016-10-04 | Exxonmobil Chemical Patents Inc. | Process using substituted metallocene catalysts and products therefrom |
WO2015009473A1 (en) | 2013-07-17 | 2015-01-22 | Exxonmobil Chemical Patents Inc. | Cyclopropyl substituted metallocene catalysts |
ES2612627T3 (es) | 2013-07-24 | 2017-05-17 | Borealis Ag | Proceso |
KR102405286B1 (ko) * | 2017-12-06 | 2022-06-02 | 주식회사 엘지화학 | 메탈로센 담지 촉매의 제조방법, 상기 제조방법으로 제조된 메탈로센 담지 촉매, 및 이를 제조하여 제조한 폴리프로필렌 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE69941894D1 (de) * | 1998-02-10 | 2010-02-25 | Artemis Medical Inc | Okklusions-, verankerungs-, span- oder stromsteuergerät |
CA2395552C (en) * | 1999-12-23 | 2010-02-16 | Basell Polyolefine Gmbh | Transition metal compound, ligand system, catalyst system and the use of the latter for the polymerisation and copolymerisation of olefins |
CN1274701C (zh) * | 2000-06-30 | 2006-09-13 | 埃克森美孚化学专利公司 | 用于烯烃聚合的含有桥接4-苯基-茚基配体的金属茂 |
US7232869B2 (en) * | 2005-05-17 | 2007-06-19 | Novolen Technology Holdings, C.V. | Catalyst composition for olefin polymerization |
JP5598856B2 (ja) * | 2007-10-25 | 2014-10-01 | ルムス・ノボレン・テクノロジー・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | メタロセン化合物、それを含む触媒、その触媒を使用するオレフィンポリマーの製造プロセス、ならびにオレフィンホモポリマーおよびコポリマー |
ATE547439T1 (de) * | 2007-10-25 | 2012-03-15 | Lummus Novolen Technology Gmbh | Racemoselektive synthese von ansa-metallocen- verbindungen, ansa-metallocen-verbindungen, diese enthaltende katalysatoren, verfahren zur herstellung eines olefinpolymers durch verwendung der katalysatoren und olefinhomopolymere und - copolymere |
-
2008
- 2008-12-31 EP EP08876396A patent/EP2384343A1/de not_active Withdrawn
- 2008-12-31 JP JP2011543489A patent/JP2012513463A/ja not_active Ceased
- 2008-12-31 MX MX2011006667A patent/MX2011006667A/es not_active Application Discontinuation
- 2008-12-31 CN CN200880132439.2A patent/CN102257020B/zh not_active Expired - Fee Related
- 2008-12-31 KR KR1020117016447A patent/KR101351103B1/ko not_active IP Right Cessation
- 2008-12-31 SG SG2011048345A patent/SG172454A1/en unknown
- 2008-12-31 BR BRPI0823407-8A patent/BRPI0823407A2/pt not_active IP Right Cessation
- 2008-12-31 EA EA201170909A patent/EA201170909A1/ru unknown
- 2008-12-31 WO PCT/US2008/014144 patent/WO2010077230A1/en active Application Filing
-
2011
- 2011-07-26 ZA ZA2011/05497A patent/ZA201105497B/en unknown
Also Published As
Publication number | Publication date |
---|---|
BRPI0823407A2 (pt) | 2015-06-16 |
EP2384343A1 (de) | 2011-11-09 |
EA201170909A1 (ru) | 2012-01-30 |
KR101351103B1 (ko) | 2014-01-14 |
JP2012513463A (ja) | 2012-06-14 |
ZA201105497B (en) | 2012-04-25 |
CN102257020B (zh) | 2014-04-02 |
WO2010077230A1 (en) | 2010-07-08 |
CN102257020A (zh) | 2011-11-23 |
MX2011006667A (es) | 2011-07-20 |
KR20110094349A (ko) | 2011-08-23 |
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