DE69815657T2 - Katalysatoren und verfahren für die polymerisation von olefinen - Google Patents
Katalysatoren und verfahren für die polymerisation von olefinen Download PDFInfo
- Publication number
- DE69815657T2 DE69815657T2 DE69815657T DE69815657T DE69815657T2 DE 69815657 T2 DE69815657 T2 DE 69815657T2 DE 69815657 T DE69815657 T DE 69815657T DE 69815657 T DE69815657 T DE 69815657T DE 69815657 T2 DE69815657 T2 DE 69815657T2
- Authority
- DE
- Germany
- Prior art keywords
- aluminum
- formula
- compound
- alkyl
- group
- 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
- 238000006116 polymerization reaction Methods 0.000 title claims description 83
- 238000000034 method Methods 0.000 title claims description 43
- 239000003054 catalyst Substances 0.000 title claims description 42
- 150000001336 alkenes Chemical class 0.000 title claims description 38
- -1 cyclopentadienyl compound Chemical class 0.000 claims description 140
- 229910052782 aluminium Inorganic materials 0.000 claims description 83
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 54
- 125000001424 substituent group Chemical group 0.000 claims description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 24
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 23
- 239000005977 Ethylene Substances 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 16
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 16
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- SSEXLBWMXFFGTD-UHFFFAOYSA-N tris(2,3-dimethylbutyl)alumane Chemical compound CC(C)C(C)C[Al](CC(C)C(C)C)CC(C)C(C)C SSEXLBWMXFFGTD-UHFFFAOYSA-N 0.000 claims description 13
- 229910052726 zirconium Inorganic materials 0.000 claims description 11
- 239000004711 α-olefin Substances 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 8
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 8
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- HKVFGFGPRISDFM-UHFFFAOYSA-N tris(2,3,3-trimethylbutyl)alumane Chemical compound CC(C)(C)C(C)C[Al](CC(C)C(C)(C)C)CC(C)C(C)(C)C HKVFGFGPRISDFM-UHFFFAOYSA-N 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 7
- 150000001993 dienes Chemical class 0.000 claims description 7
- 229910052710 silicon Inorganic materials 0.000 claims description 7
- XCYXOPOHMFRQSM-UHFFFAOYSA-N tris[2-(4-methylcyclohex-3-en-1-yl)propyl]alumane Chemical compound C1CC(C)=CCC1C(C)C[Al](CC(C)C1CC=C(C)CC1)CC(C)C1CCC(C)=CC1 XCYXOPOHMFRQSM-UHFFFAOYSA-N 0.000 claims description 7
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 6
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 6
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000004291 polyenes Chemical class 0.000 claims description 6
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 5
- 229910052735 hafnium Inorganic materials 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 150000001925 cycloalkenes Chemical class 0.000 claims description 3
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000002097 pentamethylcyclopentadienyl group Chemical group 0.000 claims description 2
- 230000000295 complement effect Effects 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 claims 1
- 239000000806 elastomer Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 70
- 229920000642 polymer Polymers 0.000 description 28
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 26
- ZMZGFLUUZLELNE-UHFFFAOYSA-N 2,3,5-triiodobenzoic acid Chemical compound OC(=O)C1=CC(I)=CC(I)=C1I ZMZGFLUUZLELNE-UHFFFAOYSA-N 0.000 description 25
- 239000000243 solution Substances 0.000 description 22
- 238000010992 reflux Methods 0.000 description 21
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 20
- 235000011089 carbon dioxide Nutrition 0.000 description 20
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 15
- SPRIOUNJHPCKPV-UHFFFAOYSA-N hydridoaluminium Chemical compound [AlH] SPRIOUNJHPCKPV-UHFFFAOYSA-N 0.000 description 12
- 125000003342 alkenyl group Chemical group 0.000 description 11
- 238000005160 1H NMR spectroscopy Methods 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 8
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 8
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- 229910007926 ZrCl Inorganic materials 0.000 description 6
- 239000012230 colorless oil Substances 0.000 description 6
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 6
- 229920001198 elastomeric copolymer Polymers 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 5
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 125000005234 alkyl aluminium group Chemical group 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000012634 fragment Substances 0.000 description 4
- 150000004678 hydrides Chemical class 0.000 description 4
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 3
- FUDNBFMOXDUIIE-UHFFFAOYSA-N 3,7-dimethylocta-1,6-diene Chemical compound C=CC(C)CCC=C(C)C FUDNBFMOXDUIIE-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- GEAWFZNTIFJMHR-UHFFFAOYSA-N hepta-1,6-diene Chemical compound C=CCCCC=C GEAWFZNTIFJMHR-UHFFFAOYSA-N 0.000 description 3
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 229920000092 linear low density polyethylene Polymers 0.000 description 3
- 239000004707 linear low-density polyethylene Substances 0.000 description 3
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- VGONMIOMLRCRSS-UHFFFAOYSA-N tris(2,3-dimethylhexyl)alumane Chemical compound CCCC(C)C(C)C[Al](CC(C)C(C)CCC)CC(C)C(C)CCC VGONMIOMLRCRSS-UHFFFAOYSA-N 0.000 description 3
- BENYMJNPVWYYES-UHFFFAOYSA-N tris(2,3-dimethylpentyl)alumane Chemical compound CCC(C)C(C)C[Al](CC(C)C(C)CC)CC(C)C(C)CC BENYMJNPVWYYES-UHFFFAOYSA-N 0.000 description 3
- FEJNOSHLGDRZDX-UHFFFAOYSA-N tris(2-ethyl-3-methylbutyl)alumane Chemical compound CCC(C(C)C)C[Al](CC(CC)C(C)C)CC(CC)C(C)C FEJNOSHLGDRZDX-UHFFFAOYSA-N 0.000 description 3
- JAFSWBPCWFKGBY-UHFFFAOYSA-N tris(2-ethyl-3-methylpentyl)alumane Chemical compound CCC(C)C(CC)C[Al](CC(CC)C(C)CC)CC(CC)C(C)CC JAFSWBPCWFKGBY-UHFFFAOYSA-N 0.000 description 3
- AMPVHNIRJXJXEN-UHFFFAOYSA-N tris(3-ethyl-2-methylpentyl)alumane Chemical compound CCC(CC)C(C)C[Al](CC(C)C(CC)CC)CC(C)C(CC)CC AMPVHNIRJXJXEN-UHFFFAOYSA-N 0.000 description 3
- VIDMRZMJMLMHSP-UHFFFAOYSA-N tris(3-methyl-2-propan-2-ylbutyl)alumane Chemical compound CC(C)C(C(C)C)C[Al](CC(C(C)C)C(C)C)CC(C(C)C)C(C)C VIDMRZMJMLMHSP-UHFFFAOYSA-N 0.000 description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 2
- HOEFIGOFJSMARD-UHFFFAOYSA-N 1-methylcycloocta-1,5-diene Chemical compound CC1=CCCC=CCC1 HOEFIGOFJSMARD-UHFFFAOYSA-N 0.000 description 2
- KYSNRMGJOYWQQR-UHFFFAOYSA-N 11-methyldodeca-1,10-diene Chemical compound CC(C)=CCCCCCCCC=C KYSNRMGJOYWQQR-UHFFFAOYSA-N 0.000 description 2
- SLQMKNPIYMOEGB-UHFFFAOYSA-N 2-methylhexa-1,5-diene Chemical compound CC(=C)CCC=C SLQMKNPIYMOEGB-UHFFFAOYSA-N 0.000 description 2
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 2
- UGJBFMMPNVKBPX-UHFFFAOYSA-N 5-propan-2-ylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C(C)C)CC1C=C2 UGJBFMMPNVKBPX-UHFFFAOYSA-N 0.000 description 2
- KUFDSEQTHICIIF-UHFFFAOYSA-N 6-methylhepta-1,5-diene Chemical compound CC(C)=CCCC=C KUFDSEQTHICIIF-UHFFFAOYSA-N 0.000 description 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical class [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N penta-1,3-diene Chemical compound CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- UVCGXEXDZCCTFF-UHFFFAOYSA-N tris(2,4-dimethylheptyl)alumane Chemical compound CCCC(C)CC(C)C[Al](CC(C)CC(C)CCC)CC(C)CC(C)CCC UVCGXEXDZCCTFF-UHFFFAOYSA-N 0.000 description 2
- JZYDMTLGWBVVIU-UHFFFAOYSA-N tris(2,5-dimethylhexyl)alumane Chemical compound CC(C)CCC(C)C[Al](CC(C)CCC(C)C)CC(C)CCC(C)C JZYDMTLGWBVVIU-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 1
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- DMGCMUYMJFRQSK-AEJSXWLSSA-N (1s,4s,5r)-5-prop-1-en-2-ylbicyclo[2.2.1]hept-2-ene Chemical compound C1[C@@H]2[C@H](C(=C)C)C[C@H]1C=C2 DMGCMUYMJFRQSK-AEJSXWLSSA-N 0.000 description 1
- VYXHVRARDIDEHS-QGTKBVGQSA-N (1z,5z)-cycloocta-1,5-diene Chemical compound C\1C\C=C/CC\C=C/1 VYXHVRARDIDEHS-QGTKBVGQSA-N 0.000 description 1
- PRBHEGAFLDMLAL-XQRVVYSFSA-N (4z)-hexa-1,4-diene Chemical compound C\C=C/CC=C PRBHEGAFLDMLAL-XQRVVYSFSA-N 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- 125000006736 (C6-C20) aryl group Chemical group 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- UHWUPRFSWYYSEB-UHFFFAOYSA-N 1-[bis(2-trimethylsilylpropyl)alumanyl]propan-2-yl-trimethylsilane Chemical compound C[Si](C)(C)C(C)C[Al](CC(C)[Si](C)(C)C)CC(C)[Si](C)(C)C UHWUPRFSWYYSEB-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- FSWNZCWHTXTQBY-UHFFFAOYSA-N 4,6-dimethylhept-1-ene Chemical compound CC(C)CC(C)CC=C FSWNZCWHTXTQBY-UHFFFAOYSA-N 0.000 description 1
- MXVDQXVDQYBUJH-UHFFFAOYSA-N 5-chlorocyclohexa-1,3-diene Chemical compound ClC1CC=CC=C1 MXVDQXVDQYBUJH-UHFFFAOYSA-N 0.000 description 1
- OJOWICOBYCXEKR-UHFFFAOYSA-N 5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=CC)CC1C=C2 OJOWICOBYCXEKR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KVOZXXSUSRZIKD-UHFFFAOYSA-N Prop-2-enylcyclohexane Chemical compound C=CCC1CCCCC1 KVOZXXSUSRZIKD-UHFFFAOYSA-N 0.000 description 1
- 229910007161 Si(CH3)3 Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000007068 beta-elimination reaction Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000002950 monocyclic group Chemical group 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
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- PUGPVAUOXDRYSP-UHFFFAOYSA-N tris(2,3,3-trimethylhexyl)alumane Chemical compound CCCC(C)(C)C(C)C[Al](CC(C)C(C)(C)CCC)CC(C)C(C)(C)CCC PUGPVAUOXDRYSP-UHFFFAOYSA-N 0.000 description 1
- RXTYCDSTJDDMRJ-UHFFFAOYSA-N tris(2,3,3-trimethylpentyl)alumane Chemical compound CCC(C)(C)C(C)C[Al](CC(C)C(C)(C)CC)CC(C)C(C)(C)CC RXTYCDSTJDDMRJ-UHFFFAOYSA-N 0.000 description 1
- WRZKUDJYHWOMSC-UHFFFAOYSA-N tris(2,3-diethylpentyl)alumane Chemical compound CCC(CC)C(CC)C[Al](CC(CC)C(CC)CC)CC(CC)C(CC)CC WRZKUDJYHWOMSC-UHFFFAOYSA-N 0.000 description 1
- IBAAQZWRANCYLH-UHFFFAOYSA-N tris(2,3-dimethyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)(C)C(C)C[Al](CC(C)C(C)(C)C=1C=CC=CC=1)CC(C)C(C)(C)C1=CC=CC=C1 IBAAQZWRANCYLH-UHFFFAOYSA-N 0.000 description 1
- WUGMXCQCNQHHDC-UHFFFAOYSA-N tris(2,3-dimethylheptyl)alumane Chemical compound CCCCC(C)C(C)C[Al](CC(C)C(C)CCCC)CC(C)C(C)CCCC WUGMXCQCNQHHDC-UHFFFAOYSA-N 0.000 description 1
- XZIKSWMNFLIAQP-UHFFFAOYSA-N tris(2,4,4-trimethylpentyl)alumane Chemical compound CC(C)(C)CC(C)C[Al](CC(C)CC(C)(C)C)CC(C)CC(C)(C)C XZIKSWMNFLIAQP-UHFFFAOYSA-N 0.000 description 1
- WXUZTGFTOYFKIR-UHFFFAOYSA-N tris(2-ethyl-3,3-dimethylbutyl)alumane Chemical compound CCC(C(C)(C)C)C[Al](CC(CC)C(C)(C)C)CC(CC)C(C)(C)C WXUZTGFTOYFKIR-UHFFFAOYSA-N 0.000 description 1
- IDEILWZYRDEEGQ-UHFFFAOYSA-N tris(2-ethyl-3,3-dimethylpentyl)alumane Chemical compound CCC(C)(C)C(CC)C[Al](CC(CC)C(C)(C)CC)CC(CC)C(C)(C)CC IDEILWZYRDEEGQ-UHFFFAOYSA-N 0.000 description 1
- SHYOGCVYLVUSDK-UHFFFAOYSA-N tris(2-ethyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)C(CC)C[Al](CC(CC)C(C)C=1C=CC=CC=1)CC(CC)C(C)C1=CC=CC=C1 SHYOGCVYLVUSDK-UHFFFAOYSA-N 0.000 description 1
- ZMFQGYOUXPHLOA-UHFFFAOYSA-N tris(2-methyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)C(C)C[Al](CC(C)C(C)C=1C=CC=CC=1)CC(C)C(C)C1=CC=CC=C1 ZMFQGYOUXPHLOA-UHFFFAOYSA-N 0.000 description 1
- JHKHTIUZAWUYBF-UHFFFAOYSA-N tris(2-methyl-3-propylhexyl)alumane Chemical compound CCCC(CCC)C(C)C[Al](CC(C)C(CCC)CCC)CC(C)C(CCC)CCC JHKHTIUZAWUYBF-UHFFFAOYSA-N 0.000 description 1
- NEKKHOCWHFUARF-UHFFFAOYSA-N tris(2-propan-2-ylpentyl)alumane Chemical compound CCCC(C(C)C)C[Al](CC(CCC)C(C)C)CC(CCC)C(C)C NEKKHOCWHFUARF-UHFFFAOYSA-N 0.000 description 1
- YEGQCMGIQOIQNF-UHFFFAOYSA-N tris(3,3-dimethyl-2-propan-2-ylbutyl)alumane Chemical compound CC(C)C(C(C)(C)C)C[Al](CC(C(C)C)C(C)(C)C)CC(C(C)C)C(C)(C)C YEGQCMGIQOIQNF-UHFFFAOYSA-N 0.000 description 1
- NWZXKGHKCZTEHC-UHFFFAOYSA-N tris(3-ethyl-2-methylheptyl)alumane Chemical compound CCCCC(CC)C(C)C[Al](CC(C)C(CC)CCCC)CC(C)C(CC)CCCC NWZXKGHKCZTEHC-UHFFFAOYSA-N 0.000 description 1
- PZHDFOMROGHRBA-UHFFFAOYSA-N tris(3-ethyl-2-methylhexyl)alumane Chemical compound CCCC(CC)C(C)C[Al](CC(C)C(CC)CCC)CC(C)C(CC)CCC PZHDFOMROGHRBA-UHFFFAOYSA-N 0.000 description 1
- MLDSMTVYPPIXMZ-UHFFFAOYSA-N tris(4-methylpentyl)alumane Chemical compound CC(C)CCC[Al](CCCC(C)C)CCCC(C)C MLDSMTVYPPIXMZ-UHFFFAOYSA-N 0.000 description 1
- AETKXSGBGBBCGA-UHFFFAOYSA-N tris[3-methyl-2-(2-methylpropyl)pentyl]alumane Chemical compound CCC(C)C(CC(C)C)C[Al](CC(CC(C)C)C(C)CC)CC(CC(C)C)C(C)CC AETKXSGBGBBCGA-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- XMOZQBAIVNOPML-UHFFFAOYSA-N undeca-2,7-diene Chemical compound CCCC=CCCCC=CC XMOZQBAIVNOPML-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 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
- C08F4/642—Component covered by group C08F4/64 with an organo-aluminium compound
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/02—Ethene
-
- 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
Landscapes
- 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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97203332 | 1997-10-29 | ||
| EP97203332 | 1997-10-29 | ||
| PCT/EP1998/006732 WO1999021899A1 (en) | 1997-10-29 | 1998-10-23 | Catalysts and processes for the polymerization of olefins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69815657D1 DE69815657D1 (de) | 2003-07-24 |
| DE69815657T2 true DE69815657T2 (de) | 2004-04-29 |
Family
ID=8228869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69815657T Expired - Lifetime DE69815657T2 (de) | 1997-10-29 | 1998-10-23 | Katalysatoren und verfahren für die polymerisation von olefinen |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6559252B1 (enExample) |
| EP (1) | EP0948549B1 (enExample) |
| JP (1) | JP4383549B2 (enExample) |
| KR (1) | KR20000069756A (enExample) |
| CN (1) | CN1116314C (enExample) |
| AR (1) | AR017401A1 (enExample) |
| AU (1) | AU1031899A (enExample) |
| BR (1) | BR9806724A (enExample) |
| CA (1) | CA2276173A1 (enExample) |
| DE (1) | DE69815657T2 (enExample) |
| ES (1) | ES2201544T3 (enExample) |
| HU (1) | HUP0001325A3 (enExample) |
| ID (1) | ID22020A (enExample) |
| IL (1) | IL130479A0 (enExample) |
| MY (1) | MY133201A (enExample) |
| NO (1) | NO993205L (enExample) |
| PL (1) | PL334339A1 (enExample) |
| WO (1) | WO1999021899A1 (enExample) |
| ZA (1) | ZA989696B (enExample) |
Families Citing this family (116)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69927234T2 (de) | 1998-07-02 | 2006-06-29 | Basell Polyolefine Gmbh | Verfahren zur herstellung von amorphen alpha-olefinpolymeren, diese enthaltende zusammensetzungen und verfahren zur herstellung von verbrückten liganden |
| DE69907721T2 (de) | 1998-11-18 | 2004-02-26 | Basell Polyolefine Gmbh | Methylen-verbrückte metallocene als olefin-polymerisationskatalysatorkomponente |
| JP2002532585A (ja) | 1998-12-15 | 2002-10-02 | バセル テクノロジー カンパニー ビー．ブイ． | オレフィン重合用触媒系 |
| US6992153B1 (en) | 1999-03-09 | 2006-01-31 | Basell Polyolefine Gmbh | Multi-stage process for the (CO) polymerization of olefins |
| DE60001902T2 (de) | 1999-06-04 | 2003-11-13 | Basell Polyolefine Gmbh | Verfahren zur herstellung titankomplexen |
| KR20010072330A (ko) | 1999-06-07 | 2001-07-31 | 간디 지오프레이 에이치. | 두자리 음이온성 리간드를 운반하는 전이금속-알킬 착물의제조방법 |
| EP1214364B1 (en) | 1999-09-22 | 2003-07-16 | Basell Polyolefine GmbH | Catalyst system and process for the polymerization of olefins |
| US6444833B1 (en) | 1999-12-15 | 2002-09-03 | Basell Technology Company Bv | Metallocene compounds, process for their preparation and their use in catalytic systems for the polymerization of olefins |
| CN1280300C (zh) | 1999-12-28 | 2006-10-18 | 巴塞尔技术有限公司 | 杂环茂金属化合物及其在生产烯烃聚合物的催化剂体系中的用途 |
| AU3016401A (en) | 1999-12-28 | 2001-07-09 | Basell Technology Company B.V. | Process for the preparation of ethylene polymers |
| EP1157046B1 (en) | 1999-12-28 | 2005-12-07 | Basell Polyolefine GmbH | Process for the preparation of ethylene polymers |
| DE60109680T2 (de) | 2000-01-18 | 2006-02-02 | Basell Polyolefine Gmbh | Verfahren zur herstellung von im wesentlichen amorphen polymeren auf propylen-basis |
| US6710006B2 (en) * | 2000-02-09 | 2004-03-23 | Shell Oil Company | Non-symmetrical ligands and catalyst systems thereof for ethylene oligomerization to linear alpha olefins |
| ES2220725T3 (es) | 2000-02-24 | 2004-12-16 | Basell Polyolefine Gmbh | Compuesto organometalico utilizable como c-catalizador para polimerizar olefinas. |
| AU6230501A (en) | 2000-05-24 | 2001-12-03 | Basell Technology Company B.V. | Propylene polymers and process for the preparation thereof |
| US6673869B2 (en) | 2000-07-27 | 2004-01-06 | Basell Poliolefine Italia S.P.A. | Transparent elastomeric thermoplastic polyolefin compositions |
| DE60135502D1 (de) | 2000-09-25 | 2008-10-02 | Basell Polyolefine Gmbh | Verfahren zur herstellung von ethylenpolymeren mit einer bis-amid-titanverbindung |
| US7037988B2 (en) * | 2000-10-03 | 2006-05-02 | Shell Oil Company | Process for the co-oligomerisation of ethylene and alpha olefins |
| DE60135311D1 (de) | 2000-12-22 | 2008-09-25 | Basell Polyolefine Gmbh | Katalysatorkomponente fur die polymerisation von olefinen |
| WO2002051887A2 (en) | 2000-12-22 | 2002-07-04 | Basell Poliolefine Italia S.P.A. | Process for the preparation of porous polymers and polymers obtainable thereof |
| EP1392705B1 (en) | 2001-05-21 | 2005-01-05 | Basell Polyolefine GmbH | Catalyst system for the polymerization of olefins |
| US7459511B2 (en) | 2001-06-12 | 2008-12-02 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| ATE444975T1 (de) | 2001-06-12 | 2009-10-15 | Basell Polyolefine Gmbh | Verfahren zur polymerisation von buten-1 |
| US7241903B2 (en) | 2001-06-22 | 2007-07-10 | Basell Polyolefine Gmbh | Metallocenes, use in catalyst system for producing olefin polymers |
| JP2004535505A (ja) | 2001-07-17 | 2004-11-25 | バセル ポリオレフィン ジーエムビーエイチ | オレフィン（共）重合のための多工程方法 |
| RU2292343C2 (ru) * | 2001-08-01 | 2007-01-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Лиганды и включающие их каталитические системы для олигомеризации этилена с получением линейных альфа-олефинов |
| EP1446430B1 (en) | 2001-11-12 | 2007-02-07 | Basell Polyolefine GmbH | Process for polymerizing 1-butene and 1-butene polymers |
| US7022793B2 (en) | 2001-11-27 | 2006-04-04 | Basell Polyolefine Gmbh | Process for the treatment of polymer compositions |
| EP1448578B1 (en) | 2001-11-30 | 2006-07-26 | Basell Polyolefine GmbH | Metallocene compounds and process for the preparation of propylene polymers |
| JP2005517773A (ja) * | 2002-02-25 | 2005-06-16 | バセル ポリオレフィン ジーエムビーエイチ | エチレンの共重合方法 |
| CN100354356C (zh) * | 2002-06-26 | 2007-12-12 | 巴塞尔聚烯烃意大利有限公司 | 抗冲击聚烯烃组合物 |
| IL165342A0 (en) * | 2002-06-26 | 2006-01-15 | Basell Poliolefine Spa | Impact resistant polyolefin compositions |
| BR0305627A (pt) | 2002-07-09 | 2004-09-08 | Basell Polyolefine Gmbh | Sistema catalisador para a polimerização de olefinas |
| ATE445651T1 (de) | 2002-09-06 | 2009-10-15 | Basell Polyolefine Gmbh | Verfahren zur copolymerisation von ethylen |
| WO2004037415A2 (en) * | 2002-09-25 | 2004-05-06 | Shell Internationale Research Maatschappij B.V. | Catalyst systems for ethylene oligomerisation to linear alpha olefins |
| WO2004033510A2 (en) | 2002-10-10 | 2004-04-22 | Basell Polyolefine Gmbh | Process for the copolymerization of ethylene |
| DE60329523D1 (de) | 2002-12-04 | 2009-11-12 | Basell Polyolefine Gmbh | 1-Buten-Copolymere und Herstellungsverfahren dafür |
| US7589160B2 (en) | 2002-12-04 | 2009-09-15 | Basell Polyolefine Gmbh | Process for preparing 1-butene polymers |
| US7390862B2 (en) | 2003-05-12 | 2008-06-24 | Basell Polyolefine Gmbh | Process for polymerizing 1-butene |
| CN101163723B (zh) | 2003-07-04 | 2010-12-22 | 巴塞尔聚烯烃股份有限公司 | 烯烃聚合方法 |
| US20050014983A1 (en) * | 2003-07-07 | 2005-01-20 | De Boer Eric Johannes Maria | Process for producing linear alpha olefins |
| ATE418567T1 (de) | 2003-12-22 | 2009-01-15 | Basell Polyolefine Gmbh | Metallocenverbindungen |
| KR20070004712A (ko) | 2004-03-12 | 2007-01-09 | 바젤 폴리올레핀 게엠베하 | 올레핀 중합용 촉매 시스템 |
| WO2005095473A1 (en) | 2004-03-12 | 2005-10-13 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| US7943716B2 (en) | 2004-03-12 | 2011-05-17 | Basell Polyolefine Gmbh | Process for polymerizing 1-hexene or higher alpha-olefins |
| CA2560564C (en) | 2004-03-24 | 2013-07-09 | Shell Internationale Research Maatschappij B.V. | Transition metal complexes |
| US8178636B2 (en) * | 2004-05-04 | 2012-05-15 | Basell Polyolefine Gmbh | Process for the preparation of atactic 1-butene polymers |
| US8003743B2 (en) | 2004-07-13 | 2011-08-23 | Basell Poliolefine Italia, s.r.l. | Metallocene compounds, ligands used in their preparation, preparation of 1-butene polymers and 1-butene polymers therefrom |
| AR049714A1 (es) * | 2004-07-13 | 2006-08-30 | Shell Int Research | Proceso de preparacion de alfa olefinas lineales |
| CA2573984A1 (en) | 2004-07-22 | 2006-01-26 | Basell Polyolefine Gmbh | Process for producing fractionable 1-butene polymers |
| PL1769030T3 (pl) | 2004-07-22 | 2008-08-29 | Basell Polyolefine Gmbh | Kompozycja polimerów 1-butenu |
| CA2584395A1 (en) * | 2004-10-18 | 2006-04-27 | Basell Poliolefine Italia S.R.L. | Butene-1 (co)polymers having low isotacticity |
| ATE501183T1 (de) * | 2004-10-21 | 2011-03-15 | Basell Polyolefine Gmbh | 1-buten-polymer und herstellungsverfahren dafür |
| EP1655314A1 (en) * | 2004-11-09 | 2006-05-10 | Basell Polyolefine GmbH | Process for the preparation of 1-butene/propylene copolymers |
| KR20070093058A (ko) * | 2004-11-22 | 2007-09-17 | 바젤 폴리올레핀 게엠베하 | 프로필렌 기재 삼중합체 |
| WO2006063905A1 (en) * | 2004-12-13 | 2006-06-22 | Basell Poliolefine Italia S.R.L. | Polyolefin composition, fibres and nonwoven fabrics |
| EP1834015B1 (en) * | 2004-12-23 | 2008-11-19 | Basell Poliolefine Italia S.r.l. | Fibres having elastic properties |
| JP2008528339A (ja) * | 2005-02-03 | 2008-07-31 | バーゼル・ポリオレフィン・ゲーエムベーハー | 熱成形品を製造する方法 |
| JP2008536813A (ja) * | 2005-03-18 | 2008-09-11 | バーゼル・ポリオレフィン・ゲーエムベーハー | メタロセン化合物 |
| BRPI0611557B1 (pt) * | 2005-03-18 | 2017-03-28 | Basell Polyolefine Gmbh | compostos metalocenos bis-indenila em ponte com simetria c2, sistema catalítico dessa classe de compostos e processo de polimerização de a-olefinas com a referida classe de compostos |
| 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 |
| RU2392283C2 (ru) * | 2005-03-23 | 2010-06-20 | Базелль Полиолефине Гмбх | Способ полимеризации олефинов |
| JP2008540714A (ja) * | 2005-05-03 | 2008-11-20 | バーゼル・ポリオレフィン・ゲーエムベーハー | α−オレフィンの重合方法 |
| ATE515533T1 (de) | 2005-05-11 | 2011-07-15 | Basell Poliolefine Srl | Polymerisationsverfahren zur herstellung von polyolefinblends |
| US8051611B2 (en) * | 2005-06-24 | 2011-11-08 | Dryvit Systems, Inc. | Exterior insulation and finish system and method and tool for installing same |
| WO2007003528A2 (en) * | 2005-06-30 | 2007-01-11 | Basell Polyolefine Gmbh | Metallocene compounds |
| JP5379480B2 (ja) * | 2005-10-21 | 2013-12-25 | バーゼル・ポリオレフィン・ゲーエムベーハー | プロピレンポリマー |
| WO2007045590A1 (en) * | 2005-10-21 | 2007-04-26 | Basell Polyolefine Gmbh | Polypropylene for injection molding |
| CN101312992B (zh) * | 2005-10-21 | 2011-12-14 | 巴塞尔聚烯烃股份有限公司 | 用于注塑和熔体吹塑应用的具有高熔体流动速率的聚丙烯无规共聚物 |
| AU2007211498A1 (en) * | 2006-02-02 | 2007-08-09 | Basell Polyolefine Gmbh | Propylene melt blown resins, propylene melt blown resin fibers and non-woven fabric made from the same, and methods of making the same |
| KR20080106524A (ko) * | 2006-02-23 | 2008-12-08 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 사출 성형품을 위한 프로필렌 중합체 |
| EP1996600B1 (en) * | 2006-03-17 | 2011-09-28 | Basell Polyolefine GmbH | Metallocene compounds |
| US7834205B2 (en) * | 2006-04-12 | 2010-11-16 | Basell Polyolifine GmbH | Metallocene compounds |
| US8785575B2 (en) * | 2006-04-21 | 2014-07-22 | Basell Polyolefine Gmbh | Process for the preparation of ethylene propylene copolymers |
| EP2010580B1 (en) * | 2006-04-21 | 2016-07-13 | Basell Polyolefine GmbH | Process for the preparation of ethylene copolymers |
| EP2057226B1 (en) * | 2006-08-30 | 2009-12-09 | Basell Polyolefine GmbH | 1-butene propylene copolymer compositions |
| JP5580589B2 (ja) * | 2006-08-30 | 2014-08-27 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンプロピレンコポリマー組成物 |
| WO2008141915A2 (en) * | 2007-05-23 | 2008-11-27 | Basell Polyolefine Gmbh | Insecticidal composition and articles obtained thereof |
| JP5306340B2 (ja) * | 2007-06-25 | 2013-10-02 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンエチレンコポリマー |
| WO2009050037A1 (en) * | 2007-10-19 | 2009-04-23 | Basell Polyolefine Gmbh | Metallocene compounds based on ethanediyl-bridged indene and cyclopentadithiophene ligands |
| WO2009080438A1 (en) * | 2007-12-20 | 2009-07-02 | Basell Polyolefine Gmbh | Process for obtaining polymers of ethylene and cycloolefins |
| BRPI0908411B1 (pt) * | 2008-02-29 | 2018-10-30 | Basell Poliolefine Italia Srl | composições de poliolefinas |
| KR20100127226A (ko) * | 2008-03-20 | 2010-12-03 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 1-부텐 공중합체 |
| US20100324238A1 (en) * | 2008-03-20 | 2010-12-23 | Basell Poliolefine Italia S.R.L | 1-butene terpolymers |
| WO2009115395A1 (en) * | 2008-03-20 | 2009-09-24 | Basell Polyolefine Italia S.R.L. | 1-butene copolymers |
| BRPI0908997A2 (pt) * | 2008-03-20 | 2015-08-04 | Basell Poliolefine Srl | Composições de polímeros à base de 1-buteno |
| KR101536796B1 (ko) * | 2008-04-22 | 2015-07-14 | 바셀 폴리올레핀 이탈리아 에스.알.엘 | 1-부텐 삼원중합체 |
| CN102282182B (zh) | 2009-01-13 | 2014-11-12 | 巴塞尔聚烯烃股份有限公司 | 聚乙烯共聚物 |
| WO2010081753A1 (en) | 2009-01-13 | 2010-07-22 | Basell Poliolefine Italia S.R.L. | Polymer composition |
| WO2011061151A1 (en) | 2009-11-17 | 2011-05-26 | Basell Polyolefine Gmbh | Ethylene copolymers |
| EP2606970A1 (en) | 2011-12-19 | 2013-06-26 | Basell Polyolefine GmbH | Monocyclopentadienyl binuclear complexes, ligands used in their preparaion, catalyst systems comprising them and olefin polymerisation process |
| EP2676972A1 (en) | 2012-06-19 | 2013-12-25 | Basell Polyolefine GmbH | Process for the obtainment of a polyolefin composition |
| EP2743000A1 (en) | 2012-12-13 | 2014-06-18 | Basell Poliolefine Italia S.r.l. | Catalyst system for the preparation of polyolefins |
| EP2767542A1 (en) | 2013-02-18 | 2014-08-20 | Basell Polyolefine GmbH | Oligomerization catalyst |
| US9938364B2 (en) | 2013-07-17 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Substituted metallocene catalysts |
| ES2703344T3 (es) | 2013-07-17 | 2019-03-08 | Exxonmobil Chemical Patents Inc | Metalocenos y composiciones catalíticas derivadas de ellos |
| EP3022236B1 (en) | 2013-07-17 | 2017-11-15 | ExxonMobil Chemical Patents Inc. | Process using substituted metallocene catalysts and products therefrom |
| US9249239B2 (en) | 2013-07-17 | 2016-02-02 | Exxonmobil Chemical Patents Inc. | Metallocenes and catalyst compositions derived therefrom |
| SG10201802959WA (en) | 2013-07-17 | 2018-05-30 | Exxonmobil Chemical Patents Inc | Cyclopropyl substituted metallocene catalysts |
| CN110845546A (zh) | 2013-07-17 | 2020-02-28 | 埃克森美孚化学专利公司 | 取代的茂金属催化剂 |
| US9321854B2 (en) | 2013-10-29 | 2016-04-26 | Exxonmobil Chemical Patents Inc. | Aluminum alkyl with C5 cyclic and pendent olefin polymerization catalyst |
| WO2015065784A1 (en) * | 2013-10-29 | 2015-05-07 | Exxonmobil Chemical Patents Inc. | Novel aluminum alkyl with c5 cyclic and pendent olefin polymerization catalyst |
| US10723821B2 (en) | 2015-06-05 | 2020-07-28 | Exxonmobil Chemical Patents Inc. | Supported metallocene catalyst systems for polymerization |
| EP3303423A1 (en) | 2015-06-05 | 2018-04-11 | ExxonMobil Chemical Patents Inc. | Single reactor production of 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 |
| EP3303422B1 (en) | 2015-06-05 | 2021-03-17 | ExxonMobil Chemical Patents Inc. | Production of heterophasic polymers in gas or slurry phase |
| US10294316B2 (en) | 2015-06-05 | 2019-05-21 | Exxonmobil Chemical Patents Inc. | Silica supports with high aluminoxane loading capability |
| US9809664B2 (en) | 2015-06-05 | 2017-11-07 | Exxonmobil Chemical Patents Inc. | Bimodal propylene polymers and sequential polymerization |
| US10329360B2 (en) | 2015-06-05 | 2019-06-25 | Exxonmobil Chemical Patents Inc. | Catalyst system comprising supported alumoxane and unsupported alumoxane particles |
| US10280235B2 (en) | 2015-06-05 | 2019-05-07 | Exxonmobil Chemical Patents Inc. | Catalyst system containing high surface area supports and sequential polymerization to produce heterophasic polymers |
| EP3464390A1 (en) | 2016-05-27 | 2019-04-10 | ExxonMobil Chemical Patents Inc. | Metallocene catalyst compositions and polymerization process therewith |
| US11518824B2 (en) | 2017-10-11 | 2022-12-06 | Basell Polyolefine Gmbh | Supported catalyst system |
| KR102656243B1 (ko) * | 2018-11-20 | 2024-04-08 | 주식회사 엘지화학 | 신규한 메탈로센 화합물, 이를 포함하는 촉매 조성물 및 이를 이용한 올레핀계 중합체의 제조방법 |
| ES3040148T3 (en) | 2018-12-28 | 2025-10-28 | Dow Global Technologies Llc | Organometallic chain transfer agents |
| US11472828B2 (en) | 2019-10-11 | 2022-10-18 | Exxonmobil Chemical Patents Inc. | Indacene based metallocene catalysts useful in the production of propylene polymers |
| WO2023117512A1 (en) | 2021-12-23 | 2023-06-29 | Basell Poliolefine Italia S.R.L. | Soft polyolefin composition |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1237398B (it) | 1989-01-31 | 1993-06-01 | Ausimont Srl | Catalizzatori per la polimerizzazione di olefine. |
| DE3922546A1 (de) | 1989-07-08 | 1991-01-17 | Hoechst Ag | Verfahren zur herstellung von cycloolefinpolymeren |
| DE59209568D1 (de) | 1991-02-27 | 1999-01-07 | Ticona Gmbh | Verfahren zur Herstellung von Cycloolefin(co)polymeren mit enger Molekulargewichtsverteilung |
| AU660808B2 (en) | 1992-06-18 | 1995-07-06 | Montell Technology Company B.V. | Catalysts for the polymerization of olefins |
| DE4325824A1 (de) * | 1993-07-31 | 1995-02-02 | Basf Ag | Verfahren zur Herstellung von Homopolymerisaten des Ethylens oder Copolymerisaten des Ethylens |
| IT1271406B (it) * | 1993-09-13 | 1997-05-28 | Spherilene Srl | Procedimento per la preparazione di polimeri dell'etilene e prodotti ottenuti |
| IT1273661B (it) | 1994-07-20 | 1997-07-09 | Spherilene Srl | Catalizzatori per la polimerizzazione delle olefine |
| WO1999021896A1 (en) * | 1997-10-29 | 1999-05-06 | Montell Technology Company Bv | Catalysts for the polymerization of olefins and process for the preparation thereof |
-
1997
- 1997-10-29 US US09/331,917 patent/US6559252B1/en not_active Expired - Fee Related
-
1998
- 1998-10-23 CA CA002276173A patent/CA2276173A1/en not_active Abandoned
- 1998-10-23 HU HU0001325A patent/HUP0001325A3/hu unknown
- 1998-10-23 DE DE69815657T patent/DE69815657T2/de not_active Expired - Lifetime
- 1998-10-23 KR KR1019997005892A patent/KR20000069756A/ko not_active Withdrawn
- 1998-10-23 IL IL13047998A patent/IL130479A0/xx unknown
- 1998-10-23 EP EP98952738A patent/EP0948549B1/en not_active Expired - Lifetime
- 1998-10-23 JP JP52322899A patent/JP4383549B2/ja not_active Expired - Lifetime
- 1998-10-23 PL PL98334339A patent/PL334339A1/xx not_active Application Discontinuation
- 1998-10-23 WO PCT/EP1998/006732 patent/WO1999021899A1/en not_active Ceased
- 1998-10-23 BR BR9806724-9A patent/BR9806724A/pt not_active Application Discontinuation
- 1998-10-23 CN CN98802759A patent/CN1116314C/zh not_active Expired - Fee Related
- 1998-10-23 ID IDW990616A patent/ID22020A/id unknown
- 1998-10-23 ZA ZA989696A patent/ZA989696B/xx unknown
- 1998-10-23 ES ES98952738T patent/ES2201544T3/es not_active Expired - Lifetime
- 1998-10-23 AU AU10318/99A patent/AU1031899A/en not_active Abandoned
- 1998-10-28 MY MYPI98004911A patent/MY133201A/en unknown
- 1998-10-29 AR ARP980105418A patent/AR017401A1/es unknown
-
1999
- 1999-06-28 NO NO993205A patent/NO993205L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2201544T3 (es) | 2004-03-16 |
| US6559252B1 (en) | 2003-05-06 |
| DE69815657D1 (de) | 2003-07-24 |
| KR20000069756A (ko) | 2000-11-25 |
| JP2001507401A (ja) | 2001-06-05 |
| CN1248270A (zh) | 2000-03-22 |
| NO993205D0 (no) | 1999-06-28 |
| EP0948549B1 (en) | 2003-06-18 |
| CA2276173A1 (en) | 1999-05-06 |
| EP0948549A2 (en) | 1999-10-13 |
| JP4383549B2 (ja) | 2009-12-16 |
| PL334339A1 (en) | 2000-02-28 |
| HUP0001325A3 (en) | 2002-02-28 |
| IL130479A0 (en) | 2000-06-01 |
| HUP0001325A2 (hu) | 2000-08-28 |
| AR017401A1 (es) | 2001-09-05 |
| ID22020A (id) | 1999-08-26 |
| NO993205L (no) | 1999-06-28 |
| AU1031899A (en) | 1999-05-17 |
| ZA989696B (en) | 1999-04-29 |
| CN1116314C (zh) | 2003-07-30 |
| WO1999021899A1 (en) | 1999-05-06 |
| BR9806724A (pt) | 2000-04-04 |
| MY133201A (en) | 2007-10-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6559252B1 (en) | Catalysts and processes for the polymerization of olefins | |
| DE60003936T2 (de) | Katalysatorsystem unf verfahren zur polymerisierung von olefine | |
| DE69333114T2 (de) | Indenylverbindungen und katalysatorbestandteile fur olefinpolymerisation | |
| DE69432040T2 (de) | Verfahren zur Herstellung von Ethylenpolymeren und daraus erhaltene Produkte | |
| DE69501720T2 (de) | Katalysatoren und verfahren zur polymerisierung von olefinen | |
| DE69412377T2 (de) | Bimetallisches-Metallocene Alumoxan Katalysatorsystem und seine Verwendung für die Herstellung von elastomeren Ethylencopolymerisaten | |
| DE69030442T2 (de) | Katalysatoren zur polymerisation von olefinen | |
| DE69810894T2 (de) | Metallocene und katalysatoren zur olefinpolymerisation | |
| DE69329170T2 (de) | Katalysator zur Olefinpolymerisation | |
| DE60029464T2 (de) | Verfahren zur herstellung von ethylen polymeren | |
| DE69829644T2 (de) | Katalysatorzusammensetzung für die olefinpolymerisation mit erhöhter aktivität | |
| DE69926339T2 (de) | Verbrückte metallocene, herstellung und verwendung als olefinpolymerisationskatalysator | |
| DE112011100520T5 (de) | Katalysator zur stereoselektiven Olefinpolymerisation und Verfahren zur Herstellung von stereoselektivem Polyolefin | |
| DE69609186T2 (de) | Verbrückte metallocenverbindungen, verfahren zu deren herstellung und deren verwendung als olefinpolymerisationskatalysator | |
| DE60104253T2 (de) | Herstellung thermoplastischer Zusammensetzungen aus Hoch- und minderisotaktischem Polypropylen | |
| DE69905011T2 (de) | Bis(tetrahydro-indenyl) metallocene, und diesen enthaltende olefinpolymerisationskatalysatoren | |
| EP1041086B1 (de) | Geträgerte Katalysatoren mit einer Donor-Akzeptor-Wechselwirkung | |
| DE69027652T2 (de) | Verfahren zur Herstellung von syndiotaktischen Copolymeren aus Propylen und Olefinen | |
| EP1000092B1 (de) | Katalysatoren auf basis von fulven-metallkomplexen | |
| DE69826633T2 (de) | Katalysatoren für die polymerisation von olefinen und verfahren zur herstellung derselben | |
| DE69600913T2 (de) | Katalysatoren und verfahren für die polymerisation von polyolefinen | |
| DE69413737T2 (de) | Verfahren zur Herstellung von Polyolefinen | |
| DE69826833T2 (de) | Verfahren zur kontrolle der aktivität einer olefinpolymerisationkatalysatorzusammensetzung | |
| EP1200487A1 (de) | Katalysatorsystem auf basis von fluorhaltigen metallkomplexen | |
| DE19932409A1 (de) | Zusammensetzung auf Basis von fluorhaltigen Metallkomplexen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |