NO323005B1 - Metallocenforbindelser, fremgangsmate ved fremstilling og anvendelse derav - Google Patents
Metallocenforbindelser, fremgangsmate ved fremstilling og anvendelse derav Download PDFInfo
- Publication number
- NO323005B1 NO323005B1 NO19980412A NO980412A NO323005B1 NO 323005 B1 NO323005 B1 NO 323005B1 NO 19980412 A NO19980412 A NO 19980412A NO 980412 A NO980412 A NO 980412A NO 323005 B1 NO323005 B1 NO 323005B1
- Authority
- NO
- Norway
- Prior art keywords
- group
- chloro
- indenyl
- germanium
- silicon
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 28
- 238000000034 method Methods 0.000 title claims description 18
- 230000008569 process Effects 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 title description 7
- -1 C8 - C20 arylalkenyl Chemical group 0.000 claims description 55
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 47
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 47
- 229910052710 silicon Inorganic materials 0.000 claims description 26
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 25
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 25
- 229910052732 germanium Inorganic materials 0.000 claims description 25
- 239000010703 silicon Substances 0.000 claims description 25
- 125000004429 atom Chemical group 0.000 claims description 24
- 229910052718 tin Inorganic materials 0.000 claims description 24
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 19
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 19
- 229910052799 carbon Inorganic materials 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical group 0.000 claims description 12
- 239000000758 substrate Substances 0.000 claims description 12
- 238000003786 synthesis reaction Methods 0.000 claims description 12
- 230000000737 periodic effect Effects 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000003446 ligand Substances 0.000 claims description 10
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052796 boron Inorganic materials 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 229910052723 transition metal Inorganic materials 0.000 claims description 7
- 150000003624 transition metals Chemical class 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- VGRFVJMYCCLWPQ-UHFFFAOYSA-N germanium Chemical compound [Ge].[Ge] VGRFVJMYCCLWPQ-UHFFFAOYSA-N 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
- 150000008282 halocarbons Chemical class 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000005864 Sulphur Substances 0.000 claims description 3
- 150000002009 diols Chemical class 0.000 claims description 3
- 125000006850 spacer group Chemical group 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 150000003573 thiols Chemical class 0.000 claims description 3
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 150000003077 polyols Chemical class 0.000 claims description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 2
- 230000007704 transition Effects 0.000 claims description 2
- 229910007161 Si(CH3)3 Inorganic materials 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
- 239000002904 solvent Substances 0.000 description 17
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 16
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 12
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 10
- 229910052735 hafnium Inorganic materials 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- KUNZSLJMPCDOGI-UHFFFAOYSA-L [Cl-].[Cl-].[Hf+2] Chemical compound [Cl-].[Cl-].[Hf+2] KUNZSLJMPCDOGI-UHFFFAOYSA-L 0.000 description 9
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 9
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 9
- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 101150041968 CDC13 gene Proteins 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004949 mass spectrometry Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229920000828 poly(metallocenes) Polymers 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229910001868 water Inorganic materials 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 229910008326 Si-Y Inorganic materials 0.000 description 2
- 229910006773 Si—Y Inorganic materials 0.000 description 2
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 2
- QFWCJRJETHTOEJ-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC=C1)[Hf+2]C1C=CC2=CC=CC=C12 Chemical compound [Cl-].[Cl-].C1(C=CC=C1)[Hf+2]C1C=CC2=CC=CC=C12 QFWCJRJETHTOEJ-UHFFFAOYSA-L 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- UHOVQNZJYSORNB-MZWXYZOWSA-N benzene-d6 Chemical compound [2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1[2H] UHOVQNZJYSORNB-MZWXYZOWSA-N 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- VMFHCJPMKUTMMQ-UHFFFAOYSA-N cyclopenta-2,4-dien-1-yl(trimethyl)silane Chemical compound C[Si](C)(C)C1C=CC=C1 VMFHCJPMKUTMMQ-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 150000003334 secondary amides Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- OZYOFBYUNKIYFO-UHFFFAOYSA-K 1,2,3,4-tetramethylcyclopentane;trichlorozirconium Chemical compound Cl[Zr](Cl)Cl.C[C]1[CH][C](C)[C](C)[C]1C OZYOFBYUNKIYFO-UHFFFAOYSA-K 0.000 description 1
- DCERHCFNWRGHLK-UHFFFAOYSA-N C[Si](C)C Chemical compound C[Si](C)C DCERHCFNWRGHLK-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VMZFYCCXODXFLU-UHFFFAOYSA-L Cl[Ti](Cl)(C1C=CC=C1)C1C=CC2=CC=CC=C12 Chemical compound Cl[Ti](Cl)(C1C=CC=C1)C1C=CC2=CC=CC=C12 VMZFYCCXODXFLU-UHFFFAOYSA-L 0.000 description 1
- HPYIUKIBUJFXII-UHFFFAOYSA-N Cyclopentadienyl radical Chemical compound [CH]1C=CC=C1 HPYIUKIBUJFXII-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910020997 Sn-Y Inorganic materials 0.000 description 1
- 229910008859 Sn—Y Inorganic materials 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910007928 ZrCl2 Inorganic materials 0.000 description 1
- SVUKUAINDVKRRB-UHFFFAOYSA-L [Cl-].[Cl-].C(C)[Si](=[Hf+2](C1(C(=C(C(=C1)C)C)C)C)C1C=CC=C1)Cl Chemical compound [Cl-].[Cl-].C(C)[Si](=[Hf+2](C1(C(=C(C(=C1)C)C)C)C)C1C=CC=C1)Cl SVUKUAINDVKRRB-UHFFFAOYSA-L 0.000 description 1
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- 238000005575 aldol reaction Methods 0.000 description 1
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- 150000001342 alkaline earth metals Chemical class 0.000 description 1
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- 230000008025 crystallization Effects 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
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- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical compound [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 1
- SSLYIXHGTXGSJZ-UHFFFAOYSA-L cyclopentane;dichlorozirconium;indene Chemical compound Cl[Zr]Cl.[CH]1[CH][CH][CH][CH]1.C1=CC=C[C]2[CH][CH][CH][C]21 SSLYIXHGTXGSJZ-UHFFFAOYSA-L 0.000 description 1
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- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical group 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- 229920000576 tactic polymer Polymers 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- DWAWYEUJUWLESO-UHFFFAOYSA-N trichloromethylsilane Chemical compound [SiH3]C(Cl)(Cl)Cl DWAWYEUJUWLESO-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
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Classifications
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- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES9700200 | 1997-02-01 |
Publications (3)
Publication Number | Publication Date |
---|---|
NO980412D0 NO980412D0 (no) | 1998-01-30 |
NO980412L NO980412L (no) | 1998-08-03 |
NO323005B1 true NO323005B1 (no) | 2006-12-18 |
Family
ID=8298074
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO19980412A NO323005B1 (no) | 1997-02-01 | 1998-01-30 | Metallocenforbindelser, fremgangsmate ved fremstilling og anvendelse derav |
Country Status (8)
Country | Link |
---|---|
US (1) | US6018064A (ja) |
EP (1) | EP0856518B1 (ja) |
JP (1) | JP3390133B2 (ja) |
AT (1) | ATE236914T1 (ja) |
DE (1) | DE69813058T2 (ja) |
ES (1) | ES2192760T3 (ja) |
NO (1) | NO323005B1 (ja) |
PT (1) | PT856518E (ja) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2154017T3 (es) * | 1996-10-31 | 2001-03-16 | Repsol Quimica Sa | Sistemas cataliticos para la polimerizacion y copolimerizacion de alfa-olefinas. |
EP0856524A1 (en) | 1997-02-01 | 1998-08-05 | Repsol Quimica S.A. | Heterogeneous catalyst components for olefins polymerization, preparation process and use thereof |
US7148173B2 (en) | 1998-04-27 | 2006-12-12 | Repsol Quimica, S.A. | Catalytic systems for the polymerization and copolymerization of alpha-olefins |
DE69904982T2 (de) * | 1998-04-29 | 2004-01-08 | Repsol Quimica S.A. | Funktionalisierte Metallocene, deren Herstellung und deren Verwendung |
ES2216473T3 (es) * | 1998-04-29 | 2004-10-16 | Repsol Quimica S.A. | Preparacion y uso de componentes de catalizador heterogeneos para polimerizacion de olefinas. |
US6706827B1 (en) * | 1998-06-08 | 2004-03-16 | Samsung Atofina Co. Ltd. | Metallocene catalysts for olefin or styrene polymerization and polymerization method using the metallocene catalysts |
US6291610B1 (en) | 1998-12-18 | 2001-09-18 | Univation Technologies, Llc | Haloaryl containing group 13 substituents on bridged metallocene polyolefin catalysts |
KR100690345B1 (ko) * | 2004-09-03 | 2007-03-09 | 주식회사 엘지화학 | 담지 메탈로센 촉매, 그 제조방법 및 이를 이용한폴리올레핀의 제조방법 |
CN106008767A (zh) * | 2016-05-23 | 2016-10-12 | 北京化工大学 | 醇氧亚甲基桥联双金属半茂催化剂及制备方法与应用 |
CN106046208B (zh) * | 2016-05-23 | 2019-03-29 | 北京化工大学 | 硅羟氧基桥联的双金属半茂催化剂及制备方法与应用 |
WO2018182984A1 (en) * | 2017-03-28 | 2018-10-04 | Exxonmobil Chemical Patents Inc. | Metallocene compounds |
US10968290B2 (en) | 2017-03-28 | 2021-04-06 | Exxonmobil Chemical Patents Inc. | Metallocene-catalyzed polyalpha-olefins |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995027741A1 (en) * | 1994-04-11 | 1995-10-19 | Mitsui Petrochemical Industries, Ltd. | Process for producing propylene polymer composition, and propylene polymer composition |
DE19527652A1 (de) * | 1995-07-28 | 1997-01-30 | Hoechst Ag | Metallocenverbindung |
ES2120868B1 (es) * | 1995-08-03 | 2000-09-16 | Repsol Quimica Sa | Sistema de catalizadores hetereogeneos tipo metalogeno, para procesos de obtencion de poliolefinas. |
IT1283010B1 (it) * | 1996-05-15 | 1998-04-03 | Enichem Spa | Complesso metallocenico supportato e procedimento per la sua prepa- razione |
-
1998
- 1998-01-29 PT PT98500022T patent/PT856518E/pt unknown
- 1998-01-29 AT AT98500022T patent/ATE236914T1/de not_active IP Right Cessation
- 1998-01-29 ES ES98500022T patent/ES2192760T3/es not_active Expired - Lifetime
- 1998-01-29 EP EP98500022A patent/EP0856518B1/en not_active Expired - Lifetime
- 1998-01-29 DE DE69813058T patent/DE69813058T2/de not_active Expired - Fee Related
- 1998-01-30 NO NO19980412A patent/NO323005B1/no unknown
- 1998-01-30 US US09/016,210 patent/US6018064A/en not_active Expired - Fee Related
- 1998-01-30 JP JP01933798A patent/JP3390133B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
NO980412D0 (no) | 1998-01-30 |
ES2192760T3 (es) | 2003-10-16 |
US6018064A (en) | 2000-01-25 |
PT856518E (pt) | 2003-08-29 |
NO980412L (no) | 1998-08-03 |
JPH10226693A (ja) | 1998-08-25 |
EP0856518A1 (en) | 1998-08-05 |
ATE236914T1 (de) | 2003-04-15 |
DE69813058T2 (de) | 2004-02-19 |
EP0856518B1 (en) | 2003-04-09 |
JP3390133B2 (ja) | 2003-03-24 |
DE69813058D1 (de) | 2003-05-15 |
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