ES2217859T3 - Compuesto de metal de transicion zwitterionico, neutro. - Google Patents
Compuesto de metal de transicion zwitterionico, neutro.Info
- Publication number
- ES2217859T3 ES2217859T3 ES99962247T ES99962247T ES2217859T3 ES 2217859 T3 ES2217859 T3 ES 2217859T3 ES 99962247 T ES99962247 T ES 99962247T ES 99962247 T ES99962247 T ES 99962247T ES 2217859 T3 ES2217859 T3 ES 2217859T3
- Authority
- ES
- Spain
- Prior art keywords
- pentafluorphenyl
- bis
- methyl
- pyrrolylborate
- phenyl
- 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.)
- Expired - Lifetime
Links
- 230000007935 neutral effect Effects 0.000 title abstract description 4
- 229910052723 transition metal Inorganic materials 0.000 title description 4
- 150000003624 transition metals Chemical class 0.000 title description 4
- 239000002905 metal composite material Substances 0.000 title 1
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 31
- 239000003054 catalyst Substances 0.000 claims abstract description 28
- 150000001336 alkenes Chemical class 0.000 claims abstract description 16
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052796 boron Inorganic materials 0.000 claims abstract description 6
- 150000003623 transition metal compounds Chemical class 0.000 claims abstract description 6
- -1 2-methylcyclopentadienyl Chemical group 0.000 claims description 296
- 229910052726 zirconium Inorganic materials 0.000 claims description 44
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 39
- 229910052799 carbon Inorganic materials 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 18
- 125000004429 atom Chemical group 0.000 claims description 18
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 14
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 229910052710 silicon Inorganic materials 0.000 claims description 8
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 7
- 229920000098 polyolefin Polymers 0.000 claims description 7
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000002097 pentamethylcyclopentadienyl group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 239000010703 silicon Substances 0.000 claims description 5
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052732 germanium Inorganic materials 0.000 claims description 4
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 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
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 4
- 229910052718 tin Inorganic materials 0.000 claims description 4
- 229910052719 titanium Inorganic materials 0.000 claims description 4
- 239000010936 titanium Substances 0.000 claims description 4
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 11
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 abstract description 7
- 229920000642 polymer Polymers 0.000 abstract description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- 229910052739 hydrogen Inorganic materials 0.000 description 29
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 20
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 19
- 229910052731 fluorine Inorganic materials 0.000 description 17
- VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 17
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 9
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 8
- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- GPHWCWIMKQJDGR-UHFFFAOYSA-N bis(2,3,4,5,6-pentafluorophenyl)-(1h-pyrrol-2-yl)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=CC=CN1 GPHWCWIMKQJDGR-UHFFFAOYSA-N 0.000 description 7
- 150000002430 hydrocarbons Chemical group 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000002841 Lewis acid Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 150000004645 aluminates Chemical class 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 238000006297 dehydration reaction Methods 0.000 description 5
- 125000002524 organometallic group Chemical group 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000004607 11B NMR spectroscopy Methods 0.000 description 4
- 238000004293 19F NMR spectroscopy Methods 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 150000001556 benzimidazoles Chemical class 0.000 description 4
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 150000002460 imidazoles Chemical class 0.000 description 4
- 150000002475 indoles Chemical class 0.000 description 4
- 150000008040 ionic compounds Chemical class 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- 150000007517 lewis acids Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 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 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 3
- ZMZGFLUUZLELNE-UHFFFAOYSA-N 2,3,5-triiodobenzoic acid Chemical compound OC(=O)C1=CC(I)=CC(I)=C1I ZMZGFLUUZLELNE-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052786 argon Inorganic materials 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
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 239000003426 co-catalyst Substances 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 229910052809 inorganic oxide Inorganic materials 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 125000000168 pyrrolyl group Chemical group 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- 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 3
- 238000005406 washing Methods 0.000 description 3
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- VAFGZWDYTDHMCR-UHFFFAOYSA-N 2H-cyclopenta[b]furan-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CCOC2=C1)C VAFGZWDYTDHMCR-UHFFFAOYSA-N 0.000 description 2
- LKCNBWOMZOFEGO-UHFFFAOYSA-N 2H-cyclopenta[b]thiophen-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CCSC2=C1)C LKCNBWOMZOFEGO-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
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- VWERTVYAPCQBMT-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C)C1C(=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C)C1C(=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C)C1=CC=CC=C1 VWERTVYAPCQBMT-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 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
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000004305 biphenyl Chemical group 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 229910000085 borane Inorganic materials 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- BOXSCYUXSBYGRD-UHFFFAOYSA-N cyclopenta-1,3-diene;iron(3+) Chemical compound [Fe+3].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 BOXSCYUXSBYGRD-UHFFFAOYSA-N 0.000 description 2
- VAZKROOLPOKMTJ-UHFFFAOYSA-N cyclopenta[b]pyrrol-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CC=NC2=C1)C VAZKROOLPOKMTJ-UHFFFAOYSA-N 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 2
- PXPVIOAGNBJCBG-UHFFFAOYSA-N dimethyl-[(1-phenyl-2H-cyclopenta[b]pyrrol-5-yl)methylidene]silane Chemical compound C[Si](=CC=1C=C2N(CC=C2C=1)C1=CC=CC=C1)C PXPVIOAGNBJCBG-UHFFFAOYSA-N 0.000 description 2
- YNIAZEDCCPGOTJ-UHFFFAOYSA-N dimethyl-[(5-methyl-1-phenyl-2H-cyclopenta[b]pyrrol-2-yl)methylidene]silane Chemical compound C[Si](=CC1N(C2=CC(=CC2=C1)C)C1=CC=CC=C1)C YNIAZEDCCPGOTJ-UHFFFAOYSA-N 0.000 description 2
- DGUIDBYKNGVRCS-UHFFFAOYSA-N dimethyl-[(5-methyl-2H-cyclopenta[b]furan-2-yl)methylidene]silane Chemical compound C[Si](=CC1OC2=CC(=CC2=C1)C)C DGUIDBYKNGVRCS-UHFFFAOYSA-N 0.000 description 2
- UOKWFSNVSIMQSB-UHFFFAOYSA-N dimethyl-[(5-methyl-2H-cyclopenta[b]thiophen-2-yl)methylidene]silane Chemical compound C[Si](=CC1C=C2C=C(C=C2S1)C)C UOKWFSNVSIMQSB-UHFFFAOYSA-N 0.000 description 2
- GDZRSSPGIXTSJF-UHFFFAOYSA-N dimethyl-[(5-methylcyclopenta[b]pyrrol-2-yl)methylidene]silane Chemical compound C[Si](=CC1=NC2=CC(=CC2=C1)C)C GDZRSSPGIXTSJF-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-O tributylazanium Chemical compound CCCC[NH+](CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-O 0.000 description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 2
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- AGOOAFIKKUZTEB-UHFFFAOYSA-N tris(3,5-difluorophenyl)borane Chemical compound FC1=CC(F)=CC(B(C=2C=C(F)C=C(F)C=2)C=2C=C(F)C=C(F)C=2)=C1 AGOOAFIKKUZTEB-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 1
- PHBVXHIVWULVNF-UHFFFAOYSA-N (4-fluorophenoxy)boronic acid Chemical compound OB(O)OC1=CC=C(F)C=C1 PHBVXHIVWULVNF-UHFFFAOYSA-N 0.000 description 1
- 238000004229 14N NMR spectroscopy Methods 0.000 description 1
- MWFLBUXIVJTNRA-UHFFFAOYSA-N 1H-cyclopenta[c]furan-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=COCC2=C1)C MWFLBUXIVJTNRA-UHFFFAOYSA-N 0.000 description 1
- YJPRSAQSMGYBGL-UHFFFAOYSA-N 1H-cyclopenta[c]thiophen-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CSCC2=C1)C YJPRSAQSMGYBGL-UHFFFAOYSA-N 0.000 description 1
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- XYZWMVYYUIMRIZ-UHFFFAOYSA-N 4-bromo-n,n-dimethylaniline Chemical compound CN(C)C1=CC=C(Br)C=C1 XYZWMVYYUIMRIZ-UHFFFAOYSA-N 0.000 description 1
- RMDKEBZUCHXUER-UHFFFAOYSA-N 4-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(C)C2 RMDKEBZUCHXUER-UHFFFAOYSA-N 0.000 description 1
- 101100058670 Aeromonas hydrophila subsp. hydrophila (strain ATCC 7966 / DSM 30187 / BCRC 13018 / CCUG 14551 / JCM 1027 / KCTC 2358 / NCIMB 9240 / NCTC 8049) bsr gene Proteins 0.000 description 1
- 229910011255 B2O3 Inorganic materials 0.000 description 1
- FOJJREBLHNCKQL-UHFFFAOYSA-N BBBBBCBBB Chemical compound BBBBBCBBB FOJJREBLHNCKQL-UHFFFAOYSA-N 0.000 description 1
- KFRIPBOVARWFNK-UHFFFAOYSA-N C(C)(C)=[Zr](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 Chemical compound C(C)(C)=[Zr](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 KFRIPBOVARWFNK-UHFFFAOYSA-N 0.000 description 1
- MOBNLAWYKFVFSS-UHFFFAOYSA-N C1(=CC=CC=C1)C(C1=CC=CC=C1)=[Zr](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 Chemical compound C1(=CC=CC=C1)C(C1=CC=CC=C1)=[Zr](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 MOBNLAWYKFVFSS-UHFFFAOYSA-N 0.000 description 1
- VNWLMDDJAZMGMC-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C Chemical compound C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C VNWLMDDJAZMGMC-UHFFFAOYSA-N 0.000 description 1
- FCAWXAVZZZNKIC-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C(C)C)C)C1C(=CC2=C(C=CC=C12)C(C)C)C)C Chemical compound C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C(C)C)C)C1C(=CC2=C(C=CC=C12)C(C)C)C)C FCAWXAVZZZNKIC-UHFFFAOYSA-N 0.000 description 1
- JNDHVVVMHLIAFY-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)C)C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)C)C Chemical compound C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)C)C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)C)C JNDHVVVMHLIAFY-UHFFFAOYSA-N 0.000 description 1
- DNEICPOIDFHHJM-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=CC(=CC=C12)CC(C)C)C)C1C(=CC2=CC(=CC=C12)CC(C)C)C)C Chemical compound C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=CC(=CC=C12)CC(C)C)C)C1C(=CC2=CC(=CC=C12)CC(C)C)C)C DNEICPOIDFHHJM-UHFFFAOYSA-N 0.000 description 1
- KDBOJLGGPMELSV-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=CC=CC=C12)C)C1C(=CC2=CC=CC=C12)C)C Chemical compound C1(=CC=CC=C1)[Si](=[Zr](C1C(=CC2=CC=CC=C12)C)C1C(=CC2=CC=CC=C12)C)C KDBOJLGGPMELSV-UHFFFAOYSA-N 0.000 description 1
- IZLYCAWDIGDJAK-UHFFFAOYSA-N CC(C(C1=CC=C2)[Zr](C3C4=CC=CC(C5=CC6=CC=CC=C6C=C5)=C4C=C3C)=[Si](C)C3=CC=CC=C3)=CC1=C2C1=CC2=CC=CC=C2C=C1 Chemical compound CC(C(C1=CC=C2)[Zr](C3C4=CC=CC(C5=CC6=CC=CC=C6C=C5)=C4C=C3C)=[Si](C)C3=CC=CC=C3)=CC1=C2C1=CC2=CC=CC=C2C=C1 IZLYCAWDIGDJAK-UHFFFAOYSA-N 0.000 description 1
- CFFRVGHSCQIZPV-UHFFFAOYSA-N CC(C=CC=C1)=C1P(C1=C(C)C=CC=C1)C1=C(C)C=CC=C1.CC(C=CC=C1)=C1P(C1=C(C)C=CC=C1)C1=C(C)C=CC=C1.OB(O)OC1=CC=CC=C1 Chemical compound CC(C=CC=C1)=C1P(C1=C(C)C=CC=C1)C1=C(C)C=CC=C1.CC(C=CC=C1)=C1P(C1=C(C)C=CC=C1)C1=C(C)C=CC=C1.OB(O)OC1=CC=CC=C1 CFFRVGHSCQIZPV-UHFFFAOYSA-N 0.000 description 1
- GDDMNJLTBQQLAK-UHFFFAOYSA-N CC1=CC2=C(C(CC3=CC=C4)C5=C3C4=CC=C5)C=CC=C2C1[Zr](C1C2=CC=CC(C(CC3=CC=C4)C5=C3C4=CC=C5)=C2C=C1C)=[Si](C)C1=CC=CC=C1 Chemical compound CC1=CC2=C(C(CC3=CC=C4)C5=C3C4=CC=C5)C=CC=C2C1[Zr](C1C2=CC=CC(C(CC3=CC=C4)C5=C3C4=CC=C5)=C2C=C1C)=[Si](C)C1=CC=CC=C1 GDDMNJLTBQQLAK-UHFFFAOYSA-N 0.000 description 1
- GLVAUWBGOFAFOS-UHFFFAOYSA-N CC1=CC2=C(C)C=CC(C)=C2C1[Zr](C1C2=C(C)C=CC(C)=C2C=C1C)=[Si](C)C1=CC=CC=C1 Chemical compound CC1=CC2=C(C)C=CC(C)=C2C1[Zr](C1C2=C(C)C=CC(C)=C2C=C1C)=[Si](C)C1=CC=CC=C1 GLVAUWBGOFAFOS-UHFFFAOYSA-N 0.000 description 1
- CGJXGEUOYVPNFI-UHFFFAOYSA-N CC1=CC2=CC(C)=C(C)C=C2C1[Zr](C1C2=CC(C)=C(C)C=C2C=C1C)=[Si](C)C1=CC=CC=C1 Chemical compound CC1=CC2=CC(C)=C(C)C=C2C1[Zr](C1C2=CC(C)=C(C)C=C2C=C1C)=[Si](C)C1=CC=CC=C1 CGJXGEUOYVPNFI-UHFFFAOYSA-N 0.000 description 1
- GKAHVZIYOFASOM-UHFFFAOYSA-N CC1=CC=CC(P(C2=C(C)C(C)=CC=C2)C2=C(C)C(C)=CC=C2)=C1C.CC1=CC=CC(P(C2=C(C)C(C)=CC=C2)C2=C(C)C(C)=CC=C2)=C1C.OB(O)OC1=CC=CC=C1 Chemical compound CC1=CC=CC(P(C2=C(C)C(C)=CC=C2)C2=C(C)C(C)=CC=C2)=C1C.CC1=CC=CC(P(C2=C(C)C(C)=CC=C2)C2=C(C)C(C)=CC=C2)=C1C.OB(O)OC1=CC=CC=C1 GKAHVZIYOFASOM-UHFFFAOYSA-N 0.000 description 1
- SCDZMQTXRGZYJJ-UHFFFAOYSA-N CCC1=C(C=C(C)C2[Zr](C3C4=CC=CC(CC)=C4C=C3C)=[Si](C)C3=CC=CC=C3)C2=CC=C1 Chemical compound CCC1=C(C=C(C)C2[Zr](C3C4=CC=CC(CC)=C4C=C3C)=[Si](C)C3=CC=CC=C3)C2=CC=C1 SCDZMQTXRGZYJJ-UHFFFAOYSA-N 0.000 description 1
- PPOQCXCKNSMNSO-UHFFFAOYSA-N CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.CC(C=CC=C1)=C1OB(O)O Chemical compound CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.CC(C=CC=C1)=C1OB(O)O PPOQCXCKNSMNSO-UHFFFAOYSA-N 0.000 description 1
- GPSLEIDMOQAVFA-UHFFFAOYSA-N CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F Chemical compound CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F GPSLEIDMOQAVFA-UHFFFAOYSA-N 0.000 description 1
- HZHISWLPVXWGCQ-UHFFFAOYSA-N CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.OB(O)OC1=C(C(F)(F)F)C=CC=C1 Chemical compound CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC.OB(O)OC1=C(C(F)(F)F)C=CC=C1 HZHISWLPVXWGCQ-UHFFFAOYSA-N 0.000 description 1
- BLXRYEBNQUXEEB-UHFFFAOYSA-N CCCN(CCC)CCC.CCCN(CCC)CCC.CC1=CC=CC(OB(O)O)=C1C Chemical compound CCCN(CCC)CCC.CCCN(CCC)CCC.CC1=CC=CC(OB(O)O)=C1C BLXRYEBNQUXEEB-UHFFFAOYSA-N 0.000 description 1
- BJLUQWQEFUESOS-UHFFFAOYSA-N CCCNCCC.CCCNCCC.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F Chemical compound CCCNCCC.CCCNCCC.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F BJLUQWQEFUESOS-UHFFFAOYSA-N 0.000 description 1
- UPKZGCHXPDOBGJ-UHFFFAOYSA-N CCN(CC)C1=CC=CC=C1.CCN(CC)C1=CC=CC=C1.OB(O)OC1=CC=CC=C1 Chemical compound CCN(CC)C1=CC=CC=C1.CCN(CC)C1=CC=CC=C1.OB(O)OC1=CC=CC=C1 UPKZGCHXPDOBGJ-UHFFFAOYSA-N 0.000 description 1
- FSXXTLKKXDUERI-UHFFFAOYSA-N CCN(CC)CC.CCN(CC)CC.OB(O)OC1=CC=CC=C1 Chemical compound CCN(CC)CC.CCN(CC)CC.OB(O)OC1=CC=CC=C1 FSXXTLKKXDUERI-UHFFFAOYSA-N 0.000 description 1
- OKUJQNLYGXPVKV-UHFFFAOYSA-N CN(C)C.CN(C)C.OB(O)OC1=CC=CC=C1 Chemical compound CN(C)C.CN(C)C.OB(O)OC1=CC=CC=C1 OKUJQNLYGXPVKV-UHFFFAOYSA-N 0.000 description 1
- PUWYWTXQZCYDSC-UHFFFAOYSA-N CN(C)C1=CC=CC=C1.CN(C)C1=CC=CC=C1.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F Chemical compound CN(C)C1=CC=CC=C1.CN(C)C1=CC=CC=C1.OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F PUWYWTXQZCYDSC-UHFFFAOYSA-N 0.000 description 1
- OBSMGXCSQIMHJY-UHFFFAOYSA-N CN(C)C1=CC=CC=C1.CN(C)C1=CC=CC=C1.OB(O)OC1=CC=CC=C1 Chemical compound CN(C)C1=CC=CC=C1.CN(C)C1=CC=CC=C1.OB(O)OC1=CC=CC=C1 OBSMGXCSQIMHJY-UHFFFAOYSA-N 0.000 description 1
- NKTVJGOOYQZLRX-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C1C(=CC2=C(C=C(C=C12)C(C)C)C(C)C)C)C NKTVJGOOYQZLRX-UHFFFAOYSA-N 0.000 description 1
- GYOLTFVQUDUPFC-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C)C)C)C1C(=CC2=C(C=C(C=C12)C)C)C)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=C(C=C12)C)C)C)C1C(=CC2=C(C=C(C=C12)C)C)C)C1=CC=CC=C1 GYOLTFVQUDUPFC-UHFFFAOYSA-N 0.000 description 1
- USZOGQRPDZNGIK-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=CC(=C12)C)C)C)C1C(=CC2=C(C=CC(=C12)C)C)C)C Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=CC(=C12)C)C)C)C1C(=CC2=C(C=CC(=C12)C)C)C)C USZOGQRPDZNGIK-UHFFFAOYSA-N 0.000 description 1
- REUDQDYGMQYNDG-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C)C)C1C(=CC2=C(C=CC=C12)C)C)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C)C)C1C(=CC2=C(C=CC=C12)C)C)C1=CC=CC=C1 REUDQDYGMQYNDG-UHFFFAOYSA-N 0.000 description 1
- XNLRYGYUUAUHGC-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)CC)C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)CC)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)CC)C1C(=CC2=C(C=CC=C12)C1=CC=CC=C1)CC)C1=CC=CC=C1 XNLRYGYUUAUHGC-UHFFFAOYSA-N 0.000 description 1
- GZPFUFLSVKECIZ-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)CC)CC)C1C(=CC2=C(C=CC=C12)CC)CC)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=C(C=CC=C12)CC)CC)C1C(=CC2=C(C=CC=C12)CC)CC)C1=CC=CC=C1 GZPFUFLSVKECIZ-UHFFFAOYSA-N 0.000 description 1
- QHDGOQZSUZVJDU-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC(=C(C=C12)C)C)C)C1C(=CC2=CC(=C(C=C12)C)C)C)C Chemical compound C[Si](=[Zr](C1C(=CC2=CC(=C(C=C12)C)C)C)C1C(=CC2=CC(=C(C=C12)C)C)C)C QHDGOQZSUZVJDU-UHFFFAOYSA-N 0.000 description 1
- PJHCUXMHYXMYKT-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C Chemical compound C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C PJHCUXMHYXMYKT-UHFFFAOYSA-N 0.000 description 1
- WBFASBWSNXWIFZ-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1C(=CC2=CC(=CC=C12)C(C)(C)C)C)C1=CC=CC=C1 WBFASBWSNXWIFZ-UHFFFAOYSA-N 0.000 description 1
- PAYYBMZFQCXCRH-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)CC(C)C)C)C1C(=CC2=CC(=CC=C12)CC(C)C)C)C Chemical compound C[Si](=[Zr](C1C(=CC2=CC(=CC=C12)CC(C)C)C)C1C(=CC2=CC(=CC=C12)CC(C)C)C)C PAYYBMZFQCXCRH-UHFFFAOYSA-N 0.000 description 1
- PJCQLMXHSNHPLZ-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC=C3C(=C12)C=CC=C3)C)C3C(=CC1=CC=C2C(=C31)C=CC=C2)C)C2=CC=CC=C2 Chemical compound C[Si](=[Zr](C1C(=CC2=CC=C3C(=C12)C=CC=C3)C)C3C(=CC1=CC=C2C(=C31)C=CC=C2)C)C2=CC=CC=C2 PJCQLMXHSNHPLZ-UHFFFAOYSA-N 0.000 description 1
- GWHQKWUMBYZKRT-UHFFFAOYSA-N C[Si](=[Zr](C1C(=CC2=CC=CC=C12)CC)C1C(=CC2=CC=CC=C12)CC)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C(=CC2=CC=CC=C12)CC)C1C(=CC2=CC=CC=C12)CC)C1=CC=CC=C1 GWHQKWUMBYZKRT-UHFFFAOYSA-N 0.000 description 1
- IQKXYQAXGURUBW-UHFFFAOYSA-N C[Si](=[Zr](C1C=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C1C=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C1C=CC2=C(C=CC=C12)C1=CC=CC2=CC=CC=C12)C1=CC=CC=C1 IQKXYQAXGURUBW-UHFFFAOYSA-N 0.000 description 1
- CZFNEECNJGSIRF-UHFFFAOYSA-N C[Si](=[Zr](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12)C1=CC=CC=C1 Chemical compound C[Si](=[Zr](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12)C1=CC=CC=C1 CZFNEECNJGSIRF-UHFFFAOYSA-N 0.000 description 1
- NFQXVSSXTLAYQC-UHFFFAOYSA-N C[Si](C1=CC=CC=C1)=[Zr](C1C2=CC=CC(C3=CC=CC=C3)=C2C=C1)C1C2=CC=CC(C3=CC=CC=C3)=C2C=C1 Chemical compound C[Si](C1=CC=CC=C1)=[Zr](C1C2=CC=CC(C3=CC=CC=C3)=C2C=C1)C1C2=CC=CC(C3=CC=CC=C3)=C2C=C1 NFQXVSSXTLAYQC-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZIZKYNJDZVLXSN-UHFFFAOYSA-N OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F.C(CC1)CCC1NC1CCCCC1.C(CC1)CCC1NC1CCCCC1 Chemical compound OB(O)OC(C(F)=C(C(F)=C1F)F)=C1F.C(CC1)CCC1NC1CCCCC1.C(CC1)CCC1NC1CCCCC1 ZIZKYNJDZVLXSN-UHFFFAOYSA-N 0.000 description 1
- NHDDBKJJEDXYKR-UHFFFAOYSA-N OB(O)OC1=CC=CC=C1.C(C=C1)=CC=C1PC1=CC=CC=C1.C(C=C1)=CC=C1PC1=CC=CC=C1 Chemical compound OB(O)OC1=CC=CC=C1.C(C=C1)=CC=C1PC1=CC=CC=C1.C(C=C1)=CC=C1PC1=CC=CC=C1 NHDDBKJJEDXYKR-UHFFFAOYSA-N 0.000 description 1
- 101710149632 Pectinesterase A Proteins 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 238000004639 Schlenk technique Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- TVBISCWBJBKUDP-UHFFFAOYSA-N borate Chemical compound [O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-].[O-]B([O-])[O-] TVBISCWBJBKUDP-UHFFFAOYSA-N 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910001914 chlorine tetroxide Inorganic materials 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- PBZHFLGIROVUPM-UHFFFAOYSA-N cyclopenta[c]pyrrol-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CN=CC2=C1)C PBZHFLGIROVUPM-UHFFFAOYSA-N 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MKMUUVUYHMGIFI-UHFFFAOYSA-N dimethyl-[(2-phenyl-1H-cyclopenta[c]pyrrol-5-yl)methylidene]silane Chemical compound C[Si](=CC1=CC2=CN(CC2=C1)C1=CC=CC=C1)C MKMUUVUYHMGIFI-UHFFFAOYSA-N 0.000 description 1
- ZTAIFKMKUQTCRI-UHFFFAOYSA-N dioxido-(2,3,4,5,6-pentafluorophenoxy)borane;diphenylmethylbenzene Chemical compound [O-]B([O-])OC1=C(F)C(F)=C(F)C(F)=C1F.C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1 ZTAIFKMKUQTCRI-UHFFFAOYSA-N 0.000 description 1
- GPAYUJZHTULNBE-UHFFFAOYSA-N diphenylphosphine Chemical compound C=1C=CC=CC=1PC1=CC=CC=C1 GPAYUJZHTULNBE-UHFFFAOYSA-N 0.000 description 1
- 238000012674 dispersion polymerization Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002518 isoindoles Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- 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 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-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
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds 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
- 229910052760 oxygen Inorganic materials 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- 150000003235 pyrrolidines Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 229920001897 terpolymer Polymers 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
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C08F4/65908—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
- 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
-
- 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
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/943—Polymerization with metallocene catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Water By Ion Exchange (AREA)
- Removal Of Specific Substances (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1998157377 DE19857377A1 (de) | 1998-12-12 | 1998-12-12 | Übergangsmetallverbindung |
| DE19857377 | 1998-12-12 | ||
| DE19903306 | 1999-01-28 | ||
| DE19903306A DE19903306A1 (de) | 1999-01-28 | 1999-01-28 | Organometallverbindung, Katalysatorsystem enthaltend diese Organometallverbindung und seine Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2217859T3 true ES2217859T3 (es) | 2004-11-01 |
Family
ID=26050725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99962247T Expired - Lifetime ES2217859T3 (es) | 1998-12-12 | 1999-12-09 | Compuesto de metal de transicion zwitterionico, neutro. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6486277B1 (https=) |
| EP (1) | EP1054914B1 (https=) |
| JP (1) | JP2002532584A (https=) |
| AT (1) | ATE260945T1 (https=) |
| DE (1) | DE59908742D1 (https=) |
| ES (1) | ES2217859T3 (https=) |
| WO (1) | WO2000035973A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1254075B1 (en) | 2000-01-21 | 2007-02-21 | U.S. Borax Inc. | Nonaborate compositions and their preparation |
| CN1250581C (zh) * | 2000-09-26 | 2006-04-12 | 英国石油化学品有限公司 | 载体催化剂体系 |
| DE10114345A1 (de) * | 2001-03-23 | 2002-09-26 | Bayer Ag | Katalysator mit einer Donor-Akzeptor-Wechselwirkung |
| US7417006B2 (en) | 2001-05-21 | 2008-08-26 | Basell Polyolefine Gmbh | Catalyst system for the polymerization of olefins |
| US6841504B2 (en) * | 2002-01-28 | 2005-01-11 | Univation Technologies, Llc | Polymerization catalyst activator and its use in a polymerization process |
| US6703338B2 (en) * | 2002-06-28 | 2004-03-09 | Univation Technologies, Llc | Polymerization catalyst activators, method of preparing, and their use in polymerization processes |
| WO2004037841A1 (ja) * | 2002-10-25 | 2004-05-06 | Japan Polyethylene Corporation | 新規な遷移金属化合物、オレフィン重合用触媒およびポリオレフィンの製造方法 |
| US8058200B2 (en) * | 2007-05-17 | 2011-11-15 | Chevron Phillips Chemical Company, L.P. | Catalysts for olefin polymerization |
| CN109824737B (zh) * | 2019-03-20 | 2021-03-05 | 上海应用技术大学 | 一种半夹心铱配合物及其制备和应用 |
| CN110016061B (zh) * | 2019-04-10 | 2021-02-26 | 上海应用技术大学 | 含碳硼烷基苯并咪唑结构的钌配合物及其制备方法与应用 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5384299A (en) * | 1987-01-30 | 1995-01-24 | Exxon Chemical Patents Inc. | Ionic metallocene catalyst compositions |
| DE4420456A1 (de) * | 1994-06-13 | 1995-12-14 | Hoechst Ag | Übergangsmetallverbindung |
| US5541349A (en) * | 1994-09-12 | 1996-07-30 | The Dow Chemical Company | Metal complexes containing partially delocalized II-bound groups and addition polymerization catalysts therefrom |
| US6174974B1 (en) * | 1996-07-05 | 2001-01-16 | Bayer Aktiengesellschaft | Method for producing thermoplastic elastomers |
-
1999
- 1999-12-09 ES ES99962247T patent/ES2217859T3/es not_active Expired - Lifetime
- 1999-12-09 WO PCT/EP1999/009682 patent/WO2000035973A1/de not_active Ceased
- 1999-12-09 JP JP2000588228A patent/JP2002532584A/ja active Pending
- 1999-12-09 DE DE59908742T patent/DE59908742D1/de not_active Expired - Fee Related
- 1999-12-09 EP EP99962247A patent/EP1054914B1/de not_active Expired - Lifetime
- 1999-12-09 AT AT99962247T patent/ATE260945T1/de not_active IP Right Cessation
- 1999-12-09 US US09/622,205 patent/US6486277B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE59908742D1 (de) | 2004-04-08 |
| EP1054914B1 (de) | 2004-03-03 |
| US6486277B1 (en) | 2002-11-26 |
| EP1054914A1 (de) | 2000-11-29 |
| WO2000035973A1 (de) | 2000-06-22 |
| ATE260945T1 (de) | 2004-03-15 |
| JP2002532584A (ja) | 2002-10-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2215651T3 (es) | Sistema catalizador. | |
| ES2207821T3 (es) | Sistema catalizador soportado, procedimiento para su obtencion, y su empleo para la polimerizacion de olefinas. | |
| ES2289755T3 (es) | Compuesto quimico, constituido de manera neutra o ionica, adecuado como componente de catalizador para la polimerizacion de olefinas. | |
| ES2203714T3 (es) | Sistema de catalizador soportado, procedimiento para su produccion y su utilizacion para la polimerizacion de olefinas. | |
| ES2214428T3 (es) | Productos quimicos apropiados como cocatalizador, procedimiento para su obtencion, y su empleo en sistemas catalizadores para la obtencion de poliolefinas. | |
| US6350830B1 (en) | Catalyst system, method for the production thereof and its use for the polymerization of olefins | |
| KR100282461B1 (ko) | 메탈로센 및 이의 제조 방법 | |
| US6469114B1 (en) | Metallocene compound and polymerization catalyst comprising heterocyclic group | |
| ES2213193T3 (es) | Metalocenos. | |
| JPH01501950A (ja) | 触媒、これらの触媒の製法およびこれらの触媒を使用する重合プロセス | |
| AU7332398A (en) | Method for producing olefin polymers with a higher melting point | |
| JP2001072695A (ja) | 遷移金属化合物、配位子、触媒およびオレフィン重合に触媒を使用する方法 | |
| ES2217859T3 (es) | Compuesto de metal de transicion zwitterionico, neutro. | |
| AU691589B2 (en) | Transition metal compound | |
| ES2241808T3 (es) | Compuesto quimico del tipo de sal, procedimiento para su preparacion, y su utilizacion en sistemas de catalizadores para la preparacion de poliolefinas. | |
| US6365763B1 (en) | Method for producing metallocenes | |
| RU2161621C2 (ru) | Способ получения металлоценов с мостиковыми связями | |
| JP2002532584A5 (https=) | ||
| US6319874B1 (en) | Method for producing metallocenes | |
| US5670436A (en) | Metallocene compound | |
| ES2313762T3 (es) | Compuestos de metales de transicion. | |
| JP2001011089A (ja) | 遷移金属化合物、触媒組成物、その製造方法及びオレフィン重合用としての使用 | |
| ES2197933T3 (es) | Sistema catalizador soportado, procedimiento para su fabricacion y su utilizacion para la polimerizacion de olefinas. | |
| WO1999045014A1 (en) | Metallocene compounds having bis(2,5-disubstituted-3-phenylcyclopentadienyl) ligand and process for producing the same | |
| JP3061297B2 (ja) | オレフィン重合体の製造方法 |