KR20020010609A - 촉매 시스템 - Google Patents
촉매 시스템 Download PDFInfo
- Publication number
- KR20020010609A KR20020010609A KR1020017013418A KR20017013418A KR20020010609A KR 20020010609 A KR20020010609 A KR 20020010609A KR 1020017013418 A KR1020017013418 A KR 1020017013418A KR 20017013418 A KR20017013418 A KR 20017013418A KR 20020010609 A KR20020010609 A KR 20020010609A
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- zirconium dichloride
- azapentalene
- dimethylsilandiyl
- 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.)
- Abandoned
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 53
- 150000001336 alkenes Chemical class 0.000 claims abstract description 21
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims description 58
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 52
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 230000000737 periodic effect Effects 0.000 claims description 13
- 229910052782 aluminium Inorganic materials 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 229920000098 polyolefin Polymers 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000002879 Lewis base Substances 0.000 claims description 6
- 150000007527 lewis bases Chemical class 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229910021478 group 5 element Inorganic materials 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000006492 halo alkyl aryl group Chemical group 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 abstract description 37
- 239000000463 material Substances 0.000 abstract description 21
- 229920000642 polymer Polymers 0.000 abstract description 9
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 5
- -1 methyl-zirconocene cation Chemical class 0.000 description 187
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 108
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 60
- 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 31
- 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 30
- 239000000243 solution Substances 0.000 description 30
- 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 29
- 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 28
- 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 28
- 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 28
- 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 28
- 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 28
- 239000007983 Tris buffer Substances 0.000 description 20
- 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 15
- 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 14
- 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 14
- 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 14
- 239000002904 solvent Substances 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 10
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 8
- 239000000725 suspension Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 8
- CIYCKVXGRWSAQQ-UHFFFAOYSA-M [Cl-].[Zr+] Chemical compound [Cl-].[Zr+] CIYCKVXGRWSAQQ-UHFFFAOYSA-M 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 229910052726 zirconium Inorganic materials 0.000 description 7
- 238000005160 1H NMR spectroscopy Methods 0.000 description 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 239000002216 antistatic agent Substances 0.000 description 6
- 238000006297 dehydration reaction Methods 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 150000003624 transition metals Chemical class 0.000 description 6
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 6
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 5
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 5
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 5
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 5
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 229910004298 SiO 2 Inorganic materials 0.000 description 4
- KUNZSLJMPCDOGI-UHFFFAOYSA-L [Cl-].[Cl-].[Hf+2] Chemical compound [Cl-].[Cl-].[Hf+2] KUNZSLJMPCDOGI-UHFFFAOYSA-L 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 4
- 229910052735 hafnium Inorganic materials 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 125000004122 cyclic group Chemical group 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
- 239000003446 ligand Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000012968 metallocene catalyst Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- ODYJFRXBTXXNNM-UHFFFAOYSA-N (5-methyl-2H-cyclopenta[b]furan-2-yl)methylidene-diphenylsilane Chemical compound C1(=CC=CC=C1)[Si](=CC1OC2=CC(=CC2=C1)C)C1=CC=CC=C1 ODYJFRXBTXXNNM-UHFFFAOYSA-N 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 description 2
- 125000006736 (C6-C20) aryl group Chemical group 0.000 description 2
- FKTXDTWDCPTPHK-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical group FC(F)(F)[C](F)C(F)(F)F FKTXDTWDCPTPHK-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- XBNGYFFABRKICK-UHFFFAOYSA-N 2,3,4,5,6-pentafluorophenol Chemical compound OC1=C(F)C(F)=C(F)C(F)=C1F XBNGYFFABRKICK-UHFFFAOYSA-N 0.000 description 2
- DIOYAVUHUXAUPX-ZHACJKMWSA-N 2-[methyl-[(e)-octadec-9-enoyl]amino]acetic acid Chemical class CCCCCCCC\C=C\CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-ZHACJKMWSA-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
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 2
- FLFNHHSXSLXYQB-UHFFFAOYSA-L CC1=CC(C(=CC=C2)C=3C=CC=CC=3)=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C(C)=CC2=C1C=CC=C2C1=CC=CC=C1 Chemical compound CC1=CC(C(=CC=C2)C=3C=CC=CC=3)=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C(C)=CC2=C1C=CC=C2C1=CC=CC=C1 FLFNHHSXSLXYQB-UHFFFAOYSA-L 0.000 description 2
- XIZJWPPQILWRBR-UHFFFAOYSA-L C[Si](=CC1=CC2=CC=NC2=C1)C.[Cl-].[Cl-].CC=1C(C2=CC=CC(=C2C1)C1=CC=CC=C1)[Zr+2] Chemical compound C[Si](=CC1=CC2=CC=NC2=C1)C.[Cl-].[Cl-].CC=1C(C2=CC=CC(=C2C1)C1=CC=CC=C1)[Zr+2] XIZJWPPQILWRBR-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-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
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- IZUGOOYQOPXHBA-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=CC2=CCN(C2=C1)C1=CC=CC=C1)C Chemical compound [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=CC2=CCN(C2=C1)C1=CC=CC=C1)C IZUGOOYQOPXHBA-UHFFFAOYSA-L 0.000 description 2
- UPMMFHJQODKNRE-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=CC2=CCSC2=C1)C Chemical compound [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=CC2=CCSC2=C1)C UPMMFHJQODKNRE-UHFFFAOYSA-L 0.000 description 2
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- GCZFNFDDULYHIJ-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C Chemical compound [Cl-].[Cl-].C1(C=CC2=CC=CC=C12)[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C GCZFNFDDULYHIJ-UHFFFAOYSA-L 0.000 description 2
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- QPTFKVRTGRGJQA-UHFFFAOYSA-L [Cl-].[Cl-].CC=1C(C2=CC=CC(=C2C1)C1=CC=CC=C1)[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C Chemical compound [Cl-].[Cl-].CC=1C(C2=CC=CC(=C2C1)C1=CC=CC=C1)[Zr+2].C[Si](=CC1=NC2=CC(=CC2=C1)C)C QPTFKVRTGRGJQA-UHFFFAOYSA-L 0.000 description 2
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- HPBJHUCDEKNCEH-UHFFFAOYSA-L [Cl-].[Cl-].[Zr+2].C[Si](C=1C(=CC2=CCSC12)C)(C=1C(=CC2=CCSC12)C)C Chemical compound [Cl-].[Cl-].[Zr+2].C[Si](C=1C(=CC2=CCSC12)C)(C=1C(=CC2=CCSC12)C)C HPBJHUCDEKNCEH-UHFFFAOYSA-L 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
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- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
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- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- WRLLBTKDSCJOBL-UHFFFAOYSA-N bis(2,3,4,5,6-pentafluorophenyl)methanol Chemical compound FC=1C(F)=C(F)C(F)=C(F)C=1C(O)C1=C(F)C(F)=C(F)C(F)=C1F WRLLBTKDSCJOBL-UHFFFAOYSA-N 0.000 description 1
- GEMZZOGRJKXWSH-UHFFFAOYSA-L bis(2,5-dimethylcyclopenta[b]pyrrol-4-yl)-dimethylsilane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr++].CC1=CC2=C(C(C)=CC2=N1)[Si](C)(C)C1=C2C=C(C)N=C2C=C1C GEMZZOGRJKXWSH-UHFFFAOYSA-L 0.000 description 1
- SYYHVUPVWUUSJG-UHFFFAOYSA-L bis(2,5-dimethylcyclopenta[b]pyrrol-6-yl)-dimethylsilane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr++].CC1=NC2=C(C(C)=CC2=C1)[Si](C)(C)C1=C2N=C(C)C=C2C=C1C SYYHVUPVWUUSJG-UHFFFAOYSA-L 0.000 description 1
- HQMRIBYCTLBDAK-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;chloride Chemical compound CC(C)C[Al](Cl)CC(C)C HQMRIBYCTLBDAK-UHFFFAOYSA-M 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006388 chemical passivation reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HYZXMVILOKSUKA-UHFFFAOYSA-K chloro(dimethyl)alumane;dichloro(methyl)alumane Chemical compound C[Al](C)Cl.C[Al](Cl)Cl HYZXMVILOKSUKA-UHFFFAOYSA-K 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- BLFCYYGCMHNPKX-UHFFFAOYSA-N cyclopenta[b]phosphol-5-ylmethylidene(dimethyl)silane Chemical compound C[Si](=CC1=CC2=CC=PC2=C1)C BLFCYYGCMHNPKX-UHFFFAOYSA-N 0.000 description 1
- QRUYYSPCOGSZGQ-UHFFFAOYSA-L cyclopentane;dichlorozirconium Chemical compound Cl[Zr]Cl.[CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1 QRUYYSPCOGSZGQ-UHFFFAOYSA-L 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- CDHICTNQMQYRSM-UHFFFAOYSA-N di(propan-2-yl)alumane Chemical compound CC(C)[AlH]C(C)C CDHICTNQMQYRSM-UHFFFAOYSA-N 0.000 description 1
- PBGGNZZGJIKBMJ-UHFFFAOYSA-N di(propan-2-yl)azanide Chemical compound CC(C)[N-]C(C)C PBGGNZZGJIKBMJ-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical class N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- URSLCTBXQMKCFE-UHFFFAOYSA-N dihydrogenborate Chemical compound OB(O)[O-] URSLCTBXQMKCFE-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- FJRJQYXZKQOGGB-UHFFFAOYSA-N dimethyl-(5-methyl-3h-cyclopenta[b]pyrrol-2-ylidene)silane Chemical compound C[Si](C)=C1CC2=CC(C)=CC2=N1 FJRJQYXZKQOGGB-UHFFFAOYSA-N 0.000 description 1
- UIOSYVXWFXNEAV-UHFFFAOYSA-N dimethyl-[2-(5-propan-2-ylcyclopenta[b]pyrrol-2-yl)propylidene]silane Chemical compound C[Si](=CC(C)C1=CC2=CC(=CC2=N1)C(C)C)C UIOSYVXWFXNEAV-UHFFFAOYSA-N 0.000 description 1
- YPCQOHVOEVKGBS-UHFFFAOYSA-N dimethyl-[[2-(5-methyl-1H-cyclopenta[c]pyrrol-2-yl)phenyl]methylidene]silane Chemical compound C[Si](=CC1=C(C=CC=C1)N1CC2=CC(=CC2=C1)C)C YPCQOHVOEVKGBS-UHFFFAOYSA-N 0.000 description 1
- MBGOQNKMHKAFPE-UHFFFAOYSA-L dimethyl-bis(5-methyl-2H-cyclopenta[b]thiophen-4-yl)silane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr+2].C[Si](C1=C(C=C2SCC=C12)C)(C1=C(C=C2SCC=C12)C)C MBGOQNKMHKAFPE-UHFFFAOYSA-L 0.000 description 1
- TWPRDLMEXRMDSE-UHFFFAOYSA-L dimethyl-bis(5-methylcyclopenta[b]pyrrol-4-yl)silane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr++].CC1=CC2=NC=CC2=C1[Si](C)(C)C1=C2C=CN=C2C=C1C TWPRDLMEXRMDSE-UHFFFAOYSA-L 0.000 description 1
- QBOUISMOPXVDCN-UHFFFAOYSA-L dimethyl-bis(5-methylcyclopenta[b]pyrrol-6-yl)silane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr++].CC1=CC2=CC=NC2=C1[Si](C)(C)C1=C2N=CC=C2C=C1C QBOUISMOPXVDCN-UHFFFAOYSA-L 0.000 description 1
- FHGWJKDAFHGVNS-UHFFFAOYSA-L dimethyl-bis(5-methylcyclopenta[c]pyrrol-4-yl)silane zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr++].CC1=C(C2=CN=CC2=C1)[Si](C)(C)C1=C(C)C=C2C=NC=C12 FHGWJKDAFHGVNS-UHFFFAOYSA-L 0.000 description 1
- TUTOKIOKAWTABR-UHFFFAOYSA-N dimethylalumane Chemical compound C[AlH]C TUTOKIOKAWTABR-UHFFFAOYSA-N 0.000 description 1
- JGHYBJVUQGTEEB-UHFFFAOYSA-M dimethylalumanylium;chloride Chemical compound C[Al](C)Cl JGHYBJVUQGTEEB-UHFFFAOYSA-M 0.000 description 1
- LCHDHMLLSKWJAQ-UHFFFAOYSA-N dimethylsilylidenemethyl-dimethyl-(5-methyl-2H-cyclopenta[b]pyrrol-1-yl)silane Chemical compound C[Si](=C[Si](N1C2=CC(=CC2=CC1)C)(C)C)C LCHDHMLLSKWJAQ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 1
- 125000003106 haloaryl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- JZBZLRKFJWQZHU-UHFFFAOYSA-N n,n,2,4,6-pentamethylaniline Chemical compound CN(C)C1=C(C)C=C(C)C=C1C JZBZLRKFJWQZHU-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- NEMUVWSQFWIZKP-UHFFFAOYSA-N n-methyl-n-trichlorosilylmethanamine Chemical compound CN(C)[Si](Cl)(Cl)Cl NEMUVWSQFWIZKP-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000035945 sensitivity 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
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Chemical group 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
- PZPJRXOPZWWZQA-UHFFFAOYSA-M tert-butylazanide;zirconium(2+);chloride Chemical compound [Cl-].[Zr+2].CC(C)(C)[NH-] PZPJRXOPZWWZQA-UHFFFAOYSA-M 0.000 description 1
- XBFJAVXCNXDMBH-UHFFFAOYSA-N tetracyclo[6.2.1.1(3,6).0(2,7)]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1 XBFJAVXCNXDMBH-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- GIIXTFIYICRGMZ-UHFFFAOYSA-N tris(2,3-dimethylphenyl)phosphane Chemical compound CC1=CC=CC(P(C=2C(=C(C)C=CC=2)C)C=2C(=C(C)C=CC=2)C)=C1C GIIXTFIYICRGMZ-UHFFFAOYSA-N 0.000 description 1
- COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- RRKNTBCIGSOMTH-UHFFFAOYSA-L zirconium(2+);chloride;phenoxide Chemical compound [Cl-].[Zr+2].[O-]C1=CC=CC=C1 RRKNTBCIGSOMTH-UHFFFAOYSA-L 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
- 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
- C08F4/646—Catalysts comprising at least two different metals, in metallic form or as compounds thereof, in addition to the component covered by group C08F4/64
-
- 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
- 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
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Devices And Processes Conducted In The Presence Of Fluids And Solid Particles (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19917985A DE19917985A1 (de) | 1999-04-21 | 1999-04-21 | Katalysatorsystem |
| DE19917985.9 | 1999-04-21 | ||
| PCT/EP2000/003263 WO2000062928A1 (de) | 1999-04-21 | 2000-04-12 | Katalysatorsystem |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20020010609A true KR20020010609A (ko) | 2002-02-04 |
Family
ID=7905294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020017013418A Abandoned KR20020010609A (ko) | 1999-04-21 | 2000-04-12 | 촉매 시스템 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6949614B1 (enExample) |
| EP (1) | EP1175262B1 (enExample) |
| JP (1) | JP2002542342A (enExample) |
| KR (1) | KR20020010609A (enExample) |
| CN (1) | CN1137148C (enExample) |
| AT (1) | ATE259675T1 (enExample) |
| AU (1) | AU4547800A (enExample) |
| BR (1) | BR0009871B1 (enExample) |
| DE (2) | DE19917985A1 (enExample) |
| ES (1) | ES2215651T3 (enExample) |
| WO (1) | WO2000062928A1 (enExample) |
| ZA (1) | ZA200108611B (enExample) |
Families Citing this family (57)
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| SG74749A1 (en) * | 1998-09-09 | 2000-08-22 | Sumitomo Chemical Co | Modified aluminium oxy compound polymerization catalyst and process for producing olefin polymer and alkenyl aromatic hydrocaron polymer |
| SG83828A1 (en) * | 1999-12-27 | 2001-10-16 | Sumitomo Chemical Co | Catalyst for addition polymerization, and process for producing addition polymer with the same |
| JP4571798B2 (ja) | 2001-06-12 | 2010-10-27 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンの重合方法 |
| WO2002100909A1 (en) | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| DE60218059T2 (de) | 2001-11-12 | 2007-08-30 | Basell Polyolefine Gmbh | Verfahren zur polymerisation von 1-buten und 1-buten polymeren |
| JP2005538245A (ja) | 2002-07-15 | 2005-12-15 | バーゼル、ポリオレフィン、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツング | 担体を有する触媒組成物の製造方法 |
| EP1539843B1 (en) | 2002-09-06 | 2009-10-14 | Basell Polyolefine GmbH | Process for the copolymerization of ethylene |
| EP1549688A2 (en) | 2002-10-10 | 2005-07-06 | Basell Polyolefine GmbH | Process for the copolymerization of ethylene |
| BR0314837A (pt) | 2002-11-04 | 2005-08-09 | Basell Polyolefine Gmbh | Processo para a preparação de uma composição de catalisador e sistema de catalisador para polimerização de olefina, usos de uma composição de catalisador, e de um sistema de catalisador, e, processo para a polimerização de olefinas |
| 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 |
| US7390862B2 (en) * | 2003-05-12 | 2008-06-24 | Basell Polyolefine Gmbh | Process for polymerizing 1-butene |
| CN100471881C (zh) * | 2004-04-26 | 2009-03-25 | 中国科学院化学研究所 | 一种负载型茂金属催化剂的制备方法 |
| CN100390207C (zh) * | 2004-04-26 | 2008-05-28 | 中国科学院化学研究所 | 一种聚烯烃复合材料的制备方法 |
| CA2584395A1 (en) | 2004-10-18 | 2006-04-27 | Basell Poliolefine Italia S.R.L. | Butene-1 (co)polymers having low isotacticity |
| WO2006045687A1 (en) | 2004-10-21 | 2006-05-04 | Basell Polyolefine Gmbh | 1-butene polymer and process for the preparation thereof |
| WO2006097500A1 (en) | 2005-03-18 | 2006-09-21 | Basell Polyolefine Gmbh | Metallocene compounds |
| US7842764B2 (en) | 2005-03-18 | 2010-11-30 | Basell Poliolefine Italia S.R.L. | Metallocene compounds |
| JP5294842B2 (ja) | 2005-03-23 | 2013-09-18 | バーゼル・ポリオレフィン・ゲーエムベーハー | オレフィンの重合プロセス |
| 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 |
| JP2008540714A (ja) | 2005-05-03 | 2008-11-20 | バーゼル・ポリオレフィン・ゲーエムベーハー | α−オレフィンの重合方法 |
| JP2008540752A (ja) | 2005-05-11 | 2008-11-20 | バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ | ポリオレフィンブレンドを製造するための重合方法 |
| US7232869B2 (en) | 2005-05-17 | 2007-06-19 | Novolen Technology Holdings, C.V. | Catalyst composition for olefin polymerization |
| US8051611B2 (en) * | 2005-06-24 | 2011-11-08 | Dryvit Systems, Inc. | Exterior insulation and finish system and method and tool for installing same |
| US20090234084A1 (en) * | 2005-06-30 | 2009-09-17 | Basell Polyolefine Gmbh | Metallocene Compounds |
| EP2041188B1 (en) * | 2006-07-17 | 2017-06-14 | Albemarle Corporation | Catalyst activators, processes for making same, and use thereof in catalysts and polymerization of olefins |
| PT2099832T (pt) * | 2006-12-14 | 2019-06-27 | Grace W R & Co | Ativadores de catalisador, processos para preparação dos mesmos, e sua utilização em catalisadores e polimerização de olefinas |
| US20100119567A1 (en) * | 2007-05-23 | 2010-05-13 | Basell Polyolefine Gmbh | Insecticidal composition and articles obtained thereof |
| WO2008141915A2 (en) * | 2007-05-23 | 2008-11-27 | Basell Polyolefine Gmbh | Insecticidal composition and articles obtained thereof |
| BRPI0813916B1 (pt) * | 2007-06-25 | 2018-09-25 | Basell Polyolefine Gmbh | copolímeros de 1-buteno etileno |
| KR100905544B1 (ko) * | 2007-08-13 | 2009-07-01 | 금호석유화학 주식회사 | 이형원자가 배위된 단분자 알루미늄과 코발트가 함유된촉매와 이를 이용한 폴리부타디엔의 제조방법 |
| JP2011515518A (ja) * | 2008-03-20 | 2011-05-19 | バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ | １−ブテン系ポリマー類の組成物類 |
| EP2254919A1 (en) * | 2008-03-20 | 2010-12-01 | Basell Poliolefine Italia S.R.L. | 1-butene copolymers |
| BRPI0910237A2 (pt) * | 2008-03-20 | 2015-09-29 | Basell Poliolefine Srl | copolímeros de 1-buteno |
| KR20100133987A (ko) * | 2008-03-20 | 2010-12-22 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 1-부텐 삼원중합체 |
| JP5346075B2 (ja) * | 2008-04-22 | 2013-11-20 | バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ | １−ブテンターポリマー |
| KR101632090B1 (ko) * | 2008-09-24 | 2016-06-20 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 양호한 백화 저항성을 갖는 폴리올레핀 조성물 |
| EP2358809B1 (en) * | 2008-12-19 | 2014-01-15 | Basell Poliolefine Italia S.r.l. | Polyolefin fibres |
| WO2011061151A1 (en) | 2009-11-17 | 2011-05-26 | Basell Polyolefine Gmbh | Ethylene copolymers |
| US9938364B2 (en) | 2013-07-17 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Substituted metallocene catalysts |
| EP3022233B1 (en) | 2013-07-17 | 2019-05-01 | ExxonMobil Chemical Patents Inc. | Cyclopropyl 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 |
| JP2016531978A (ja) | 2013-07-17 | 2016-10-13 | エクソンモービル ケミカル パテンツ インコーポレイテッド | 置換メタロセン触媒 |
| CN105377904B (zh) | 2013-07-17 | 2018-07-10 | 埃克森美孚化学专利公司 | 金属茂和由其衍生的催化剂组合物 |
| WO2015009480A1 (en) | 2013-07-17 | 2015-01-22 | Exxonmobil Chemical Patents Inc. | Process using substituted metallocene catalysts and products therefrom |
| US10570219B2 (en) | 2015-06-05 | 2020-02-25 | Exxonmobil Chemical Patents Inc. | Production of heterophasic polymers in gas or slurry phase |
| US10280233B2 (en) | 2015-06-05 | 2019-05-07 | Exxonmobil Chemical Patents Inc. | Catalyst systems and methods of making and using the same |
| WO2016196334A1 (en) | 2015-06-05 | 2016-12-08 | 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 |
| US10294316B2 (en) | 2015-06-05 | 2019-05-21 | Exxonmobil Chemical Patents Inc. | Silica supports with high aluminoxane loading capability |
| US10723821B2 (en) | 2015-06-05 | 2020-07-28 | Exxonmobil Chemical Patents Inc. | Supported metallocene catalyst systems for polymerization |
| 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 |
| US10329360B2 (en) | 2015-06-05 | 2019-06-25 | Exxonmobil Chemical Patents Inc. | Catalyst system comprising supported alumoxane and unsupported alumoxane particles |
| WO2017204830A1 (en) | 2016-05-27 | 2017-11-30 | Exxonmobil Chemical Patents, Inc. | Metallocene catalyst compositions and polymerization process therewith |
| KR20200056283A (ko) * | 2018-11-14 | 2020-05-22 | 롯데케미칼 주식회사 | 올레핀 중합용 담지 촉매 및 이를 이용하는 폴리올레핀의 제조방법 |
| US11472828B2 (en) | 2019-10-11 | 2022-10-18 | Exxonmobil Chemical Patents Inc. | Indacene based metallocene catalysts useful in the production of propylene polymers |
| EP4453088A1 (en) | 2021-12-23 | 2024-10-30 | Basell Poliolefine Italia S.r.l. | Soft polyolefin composition |
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| DE69018376T3 (de) | 1989-10-30 | 2002-05-16 | Fina Technology, Inc. | Herstellung von Metallocenkatalysatoren für Olefinpolymerisation. |
| EP0474391B1 (en) | 1990-08-21 | 1995-10-25 | Nippon Oil Co. Ltd. | Polyolefins |
| JPH04323204A (ja) | 1991-04-22 | 1992-11-12 | Kansai Paint Co Ltd | リビング重合体の製造方法 |
| US5721185A (en) | 1991-06-24 | 1998-02-24 | The Dow Chemical Company | Homogeneous olefin polymerization catalyst by abstraction with lewis acids |
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| JP3264338B2 (ja) * | 1993-05-20 | 2002-03-11 | 出光興産株式会社 | 特定のアルミニウム化合物を含有する重合用触媒 |
| BE1007698A3 (fr) | 1993-11-04 | 1995-10-03 | Solvay | Systeme catalytique utilisable pour la polymerisation des alpha-olefines et procede pour cette polymerisation. |
| DE4420456A1 (de) | 1994-06-13 | 1995-12-14 | Hoechst Ag | Übergangsmetallverbindung |
| DE59507630D1 (de) | 1994-06-13 | 2000-02-24 | Targor Gmbh | Übergangsmetallverbindungen |
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| JPH08113604A (ja) * | 1994-10-17 | 1996-05-07 | Showa Denko Kk | 新規担体、その製造方法および重合触媒 |
| US5939347A (en) | 1995-01-25 | 1999-08-17 | W.R. Grace & Co. -Conn. | Supported catalytic activator |
| ATE172992T1 (de) | 1995-06-12 | 1998-11-15 | Targor Gmbh | Übergangsmetallverbindung |
| US5908903A (en) * | 1995-12-27 | 1999-06-01 | Basf Aktiengesellschaft | Metallocene catalyst systems containing lewis bases |
| DE19622207A1 (de) | 1996-06-03 | 1997-12-04 | Hoechst Ag | Chemische Verbindung |
| ATE202365T1 (de) | 1996-08-13 | 2001-07-15 | Basell Polyolefine Gmbh | Geträgertes katalysatorsystem, verfahren zu seiner herstellung und seine verwendung zur polymerisation von olefinen |
| JP3761670B2 (ja) * | 1997-05-20 | 2006-03-29 | 住友化学株式会社 | アルミニウム化合物、オレフィン重合用触媒およびオレフィン重合体の製造方法 |
| DE19733017A1 (de) * | 1997-07-31 | 1999-02-04 | Hoechst Ag | Chemische Verbindung |
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| CA2235175A1 (en) | 1998-04-17 | 1999-10-17 | Bayer Inc. | Olefin polymerization process and catalyst system therfor |
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| DE19828271A1 (de) * | 1998-06-25 | 1999-12-30 | Elenac Gmbh | Verfahren zur Herstellung eines geträgerten Katalysatorsystems |
-
1999
- 1999-04-21 DE DE19917985A patent/DE19917985A1/de not_active Withdrawn
-
2000
- 2000-04-12 AU AU45478/00A patent/AU4547800A/en not_active Abandoned
- 2000-04-12 DE DE50005332T patent/DE50005332D1/de not_active Expired - Fee Related
- 2000-04-12 WO PCT/EP2000/003263 patent/WO2000062928A1/de not_active Ceased
- 2000-04-12 CN CNB008064636A patent/CN1137148C/zh not_active Expired - Fee Related
- 2000-04-12 US US09/980,926 patent/US6949614B1/en not_active Expired - Fee Related
- 2000-04-12 KR KR1020017013418A patent/KR20020010609A/ko not_active Abandoned
- 2000-04-12 EP EP00926878A patent/EP1175262B1/de not_active Expired - Lifetime
- 2000-04-12 ES ES00926878T patent/ES2215651T3/es not_active Expired - Lifetime
- 2000-04-12 AT AT00926878T patent/ATE259675T1/de not_active IP Right Cessation
- 2000-04-12 JP JP2000612058A patent/JP2002542342A/ja active Pending
- 2000-04-12 BR BRPI0009871-0A patent/BR0009871B1/pt not_active IP Right Cessation
-
2001
- 2001-10-19 ZA ZA200108611A patent/ZA200108611B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000062928A1 (de) | 2000-10-26 |
| AU4547800A (en) | 2000-11-02 |
| JP2002542342A (ja) | 2002-12-10 |
| EP1175262B1 (de) | 2004-02-18 |
| BR0009871B1 (pt) | 2010-10-05 |
| ATE259675T1 (de) | 2004-03-15 |
| BR0009871A (pt) | 2002-01-08 |
| EP1175262A1 (de) | 2002-01-30 |
| US6949614B1 (en) | 2005-09-27 |
| ZA200108611B (en) | 2002-10-21 |
| DE19917985A1 (de) | 2000-10-26 |
| ES2215651T3 (es) | 2004-10-16 |
| CN1347343A (zh) | 2002-05-01 |
| CN1137148C (zh) | 2004-02-04 |
| DE50005332D1 (de) | 2004-03-25 |
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