DE60317903T2 - Katalysatorsystem für die polymerisation von olefinen - Google Patents
Katalysatorsystem für die polymerisation von olefinen Download PDFInfo
- Publication number
- DE60317903T2 DE60317903T2 DE60317903T DE60317903T DE60317903T2 DE 60317903 T2 DE60317903 T2 DE 60317903T2 DE 60317903 T DE60317903 T DE 60317903T DE 60317903 T DE60317903 T DE 60317903T DE 60317903 T2 DE60317903 T2 DE 60317903T2
- Authority
- DE
- Germany
- Prior art keywords
- succinate
- catalyst component
- diethyl
- component according
- diisobutyl
- 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 abstract description 28
- 239000003054 catalyst Substances 0.000 title claims description 65
- 239000001257 hydrogen Substances 0.000 claims abstract description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 24
- 150000001336 alkenes Chemical class 0.000 claims abstract description 19
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 12
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- 239000011949 solid catalyst Substances 0.000 claims abstract description 8
- -1 hydrocarbon radical Chemical group 0.000 claims description 59
- 150000001875 compounds Chemical class 0.000 claims description 34
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 32
- 239000007787 solid Substances 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 239000011777 magnesium Substances 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 19
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 19
- 239000010936 titanium Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 150000003254 radicals Chemical class 0.000 claims description 12
- 150000003900 succinic acid esters Chemical class 0.000 claims description 12
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 9
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 9
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910044991 metal oxide Inorganic materials 0.000 claims description 6
- 150000004706 metal oxides Chemical class 0.000 claims description 6
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 150000003609 titanium compounds Chemical class 0.000 claims description 5
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 150000004820 halides Chemical class 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 4
- 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 4
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 238000011282 treatment Methods 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- FPGRDBPTRVSBLF-UHFFFAOYSA-N bis(2-methylpropyl) 2,2-dimethylbutanedioate Chemical compound CC(C)COC(=O)CC(C)(C)C(=O)OCC(C)C FPGRDBPTRVSBLF-UHFFFAOYSA-N 0.000 claims description 2
- WGFNXLQURMLAGC-UHFFFAOYSA-N diethyl 2,3-di(propan-2-yl)butanedioate Chemical compound CCOC(=O)C(C(C)C)C(C(C)C)C(=O)OCC WGFNXLQURMLAGC-UHFFFAOYSA-N 0.000 claims description 2
- DJHQJVJMROPIHP-UHFFFAOYSA-N diethyl 2-ethyl-2-methylbutanedioate Chemical compound CCOC(=O)CC(C)(CC)C(=O)OCC DJHQJVJMROPIHP-UHFFFAOYSA-N 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims 1
- WXZPTYMAKLPJMV-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-dicyclohexyl-2-methylbutanedioate Chemical compound C1CCCCC1C(C)(C(=O)OCC(C)C)C(C(=O)OCC(C)C)C1CCCCC1 WXZPTYMAKLPJMV-UHFFFAOYSA-N 0.000 claims 1
- NZGSUHQFTKELMT-UHFFFAOYSA-N bis(2-methylpropyl) 3-(cyclohexylmethyl)-2-ethyl-2-methylbutanedioate Chemical compound CC(C)COC(=O)C(C)(CC)C(C(=O)OCC(C)C)CC1CCCCC1 NZGSUHQFTKELMT-UHFFFAOYSA-N 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- DODIKAULZAKDIN-UHFFFAOYSA-N diethyl 2,2-dimethylbutanedioate Chemical compound CCOC(=O)CC(C)(C)C(=O)OCC DODIKAULZAKDIN-UHFFFAOYSA-N 0.000 claims 1
- NGYVWDKTEXNEAK-UHFFFAOYSA-N diethyl 2,3-dicyclohexyl-2-methylbutanedioate Chemical compound C1CCCCC1C(C)(C(=O)OCC)C(C(=O)OCC)C1CCCCC1 NGYVWDKTEXNEAK-UHFFFAOYSA-N 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 3
- 150000003890 succinate salts Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 20
- 238000003756 stirring Methods 0.000 description 18
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 14
- 239000005977 Ethylene Substances 0.000 description 13
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 13
- 239000007788 liquid Substances 0.000 description 12
- 239000012298 atmosphere Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000012512 characterization method Methods 0.000 description 8
- 239000012265 solid product Substances 0.000 description 8
- 239000006228 supernatant Substances 0.000 description 8
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- RGMSBDCQLRJNSH-UHFFFAOYSA-N 4-oxo-4-propan-2-yloxybutanoic acid Chemical compound CC(C)OC(=O)CCC(O)=O RGMSBDCQLRJNSH-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 150000003377 silicon compounds Chemical class 0.000 description 6
- 239000004711 α-olefin Substances 0.000 description 6
- 238000009826 distribution Methods 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- BBZCDNKYGLRIFU-UHFFFAOYSA-N 2-(1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl)butanedioic acid Chemical compound C1(CCCC2CCCCC12)C(C(=O)O)CC(=O)O BBZCDNKYGLRIFU-UHFFFAOYSA-N 0.000 description 3
- HZXMLBSUEZTYHZ-UHFFFAOYSA-N 4-(cyclohexylmethoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OCC1CCCCC1 HZXMLBSUEZTYHZ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- GFQUHXOKHFFPGI-UHFFFAOYSA-N CCC(CC)COC(=O)CCC(O)=O Chemical compound CCC(CC)COC(=O)CCC(O)=O GFQUHXOKHFFPGI-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 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
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- XHLXMRJWRKQMCP-UHFFFAOYSA-N Diethyl methylsuccinate Chemical compound CCOC(=O)CC(C)C(=O)OCC XHLXMRJWRKQMCP-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 229910003074 TiCl4 Inorganic materials 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 229920000092 linear low density polyethylene Polymers 0.000 description 2
- 239000004707 linear low-density polyethylene Substances 0.000 description 2
- 235000011147 magnesium chloride Nutrition 0.000 description 2
- 150000002681 magnesium compounds Chemical class 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920005606 polypropylene copolymer Polymers 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VFIOZKTXVHLWRA-UHFFFAOYSA-N (2-ethylpiperidin-1-yl)-dimethoxy-(1,1,1-trifluoropropan-2-yl)silane Chemical compound CCC1CCCCN1[Si](OC)(OC)C(C)C(F)(F)F VFIOZKTXVHLWRA-UHFFFAOYSA-N 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 description 1
- WXUAQHNMJWJLTG-VKHMYHEASA-N (S)-methylsuccinic acid Chemical compound OC(=O)[C@@H](C)CC(O)=O WXUAQHNMJWJLTG-VKHMYHEASA-N 0.000 description 1
- LQNXFFMYLFDPFX-UHFFFAOYSA-N 2,2,3-tris(2,2-dimethylpropyl)butanedioic acid Chemical compound CC(C)(C)CC(C(=O)O)C(CC(C)(C)C)(CC(C)(C)C)C(=O)O LQNXFFMYLFDPFX-UHFFFAOYSA-N 0.000 description 1
- KLZLGFFUQYHXLC-UHFFFAOYSA-N 2,2,3-tris(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(C(O)=O)C(CC(C)C)(CC(C)C)C(O)=O KLZLGFFUQYHXLC-UHFFFAOYSA-N 0.000 description 1
- UBLUVWFRSWKQKA-UHFFFAOYSA-N 2,2-bis(2,2-dimethylpropyl)-3-(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(C(=O)O)C(CC(C)(C)C)(CC(C)(C)C)C(=O)O UBLUVWFRSWKQKA-UHFFFAOYSA-N 0.000 description 1
- FFDGWNMZCAAEDG-UHFFFAOYSA-N 2,2-bis(2,2-dimethylpropyl)-3-(3-methylbutyl)butanedioic acid Chemical compound CC(C)CCC(C(=O)O)C(CC(C)(C)C)(CC(C)(C)C)C(=O)O FFDGWNMZCAAEDG-UHFFFAOYSA-N 0.000 description 1
- JWRLWZWXJTXMFA-UHFFFAOYSA-N 2,2-bis(2,2-dimethylpropyl)-3-methoxybutanedioic acid Chemical compound CC(C)(C)CC(CC(C)(C)C)(C(C(=O)O)OC)C(=O)O JWRLWZWXJTXMFA-UHFFFAOYSA-N 0.000 description 1
- FSQGCJFHDOGIEU-UHFFFAOYSA-N 2,2-bis(2,2-dimethylpropyl)-3-phenylbutanedioic acid Chemical compound CC(C)(C)CC(CC(C)(C)C)(C(C1=CC=CC=C1)C(=O)O)C(=O)O FSQGCJFHDOGIEU-UHFFFAOYSA-N 0.000 description 1
- SRAWZEMFKCPQOG-UHFFFAOYSA-N 2,2-bis(2,2-dimethylpropyl)-3-trimethylsilylbutanedioic acid Chemical compound CC(C)(C)CC(CC(C)(C)C)(C(C(=O)O)[Si](C)(C)C)C(=O)O SRAWZEMFKCPQOG-UHFFFAOYSA-N 0.000 description 1
- FAAWXMWSAXCMPT-UHFFFAOYSA-N 2,2-bis(2-methylpropyl)-3-propan-2-ylbutanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(C)C)C(O)=O)C(O)=O FAAWXMWSAXCMPT-UHFFFAOYSA-N 0.000 description 1
- UKRUBTCFOPNTSM-UHFFFAOYSA-N 2,2-bis(2-methylpropyl)-3-trimethylsilylbutanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(=O)O)[Si](C)(C)C)C(=O)O UKRUBTCFOPNTSM-UHFFFAOYSA-N 0.000 description 1
- LCFMXROIGVMMFK-UHFFFAOYSA-N 2,2-diethyl-3-methoxybutanedioic acid Chemical compound C(C)C(C(C(=O)O)OC)(C(=O)O)CC LCFMXROIGVMMFK-UHFFFAOYSA-N 0.000 description 1
- PJHRFKBGRNATTC-UHFFFAOYSA-N 2,2-diethyl-3-phenylbutanedioic acid Chemical compound C(C)C(C(=O)O)(C(C(=O)O)C1=CC=CC=C1)CC PJHRFKBGRNATTC-UHFFFAOYSA-N 0.000 description 1
- UVGKQRAGAYVWQV-UHFFFAOYSA-N 2,3-dimethylbutan-2-yl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(C)(C)C(C)C UVGKQRAGAYVWQV-UHFFFAOYSA-N 0.000 description 1
- NBRRGCVLFYIWBR-UHFFFAOYSA-N 2-methoxy-2-phenylbutanedioic acid Chemical compound OC(=O)CC(OC)(C(O)=O)C1=CC=CC=C1 NBRRGCVLFYIWBR-UHFFFAOYSA-N 0.000 description 1
- QQYZPWVEIJUHAY-UHFFFAOYSA-N 3-(2,2-dimethylpropyl)-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(CC(C)(C)C)C(=O)O)C(=O)O QQYZPWVEIJUHAY-UHFFFAOYSA-N 0.000 description 1
- JGJRHOCMVNRQBE-UHFFFAOYSA-N 3-(2,3-dimethylbutan-2-yl)-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(=O)O)C(C)(C)C(C)C)C(=O)O JGJRHOCMVNRQBE-UHFFFAOYSA-N 0.000 description 1
- DMQVPISODKORMM-UHFFFAOYSA-N 3-(2,3-dimethylbutan-2-yl)-2,2-diethylbutanedioic acid Chemical compound CCC(CC)(C(C(=O)O)C(C)(C)C(C)C)C(=O)O DMQVPISODKORMM-UHFFFAOYSA-N 0.000 description 1
- BIJOAKZHBURSHD-UHFFFAOYSA-N 3-(3-methylbutyl)-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CCC(C(O)=O)C(CC(C)C)(CC(C)C)C(O)=O BIJOAKZHBURSHD-UHFFFAOYSA-N 0.000 description 1
- OAWZYPJRZCAFNG-UHFFFAOYSA-N 3-(4-chlorophenyl)-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(O)=O)c1ccc(Cl)cc1)C(O)=O OAWZYPJRZCAFNG-UHFFFAOYSA-N 0.000 description 1
- QYVKSFAWGFOFGP-UHFFFAOYSA-N 3-(4-chlorophenyl)-2,2-diethylbutanedioic acid Chemical compound C(C)C(C(=O)O)(C(C(=O)O)C1=CC=C(C=C1)Cl)CC QYVKSFAWGFOFGP-UHFFFAOYSA-N 0.000 description 1
- FSOJLYKMDFSYKC-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C1=CC=C(C=C1)OC)C(=O)O)C(=O)O FSOJLYKMDFSYKC-UHFFFAOYSA-N 0.000 description 1
- FQMRJQVKYONBCJ-UHFFFAOYSA-N 3-benzyl-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(CC1=CC=CC=C1)C(=O)O)C(=O)O FQMRJQVKYONBCJ-UHFFFAOYSA-N 0.000 description 1
- FCUYNOPULPSKMW-UHFFFAOYSA-N 3-cyclohexyl-2,2-diethylbutanedioic acid Chemical compound CCC(CC)(C(C1CCCCC1)C(O)=O)C(O)=O FCUYNOPULPSKMW-UHFFFAOYSA-N 0.000 description 1
- LWPXBDFBAAKPIA-UHFFFAOYSA-N 3-cyclopropyl-2,2-bis(2,2-dimethylpropyl)butanedioic acid Chemical compound CC(C)(C)CC(CC(C)(C)C)(C(C1CC1)C(=O)O)C(=O)O LWPXBDFBAAKPIA-UHFFFAOYSA-N 0.000 description 1
- JBMHFBULXYNZGQ-UHFFFAOYSA-N 3-cyclopropyl-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C1CC1)C(O)=O)C(O)=O JBMHFBULXYNZGQ-UHFFFAOYSA-N 0.000 description 1
- RLJBMQDPYRFSPB-UHFFFAOYSA-N 3-cyclopropyl-2,2-diethylbutanedioic acid Chemical compound CCC(CC)(C(C1CC1)C(O)=O)C(O)=O RLJBMQDPYRFSPB-UHFFFAOYSA-N 0.000 description 1
- UJTSEBWFGIWPKU-UHFFFAOYSA-N 3-methoxy-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(=O)O)OC)C(=O)O UJTSEBWFGIWPKU-UHFFFAOYSA-N 0.000 description 1
- KYMOKDNZNKRRMH-UHFFFAOYSA-N 3-methyl-4-oxo-4-propan-2-yloxybutanoic acid Chemical compound CC(C)OC(=O)C(C)CC(O)=O KYMOKDNZNKRRMH-UHFFFAOYSA-N 0.000 description 1
- AVESEOVHTWUVGD-UHFFFAOYSA-N 3-tert-butyl-2,2-bis(2,2-dimethylpropyl)butanedioic acid Chemical compound CC(C)(C)CC(CC(C)(C)C)(C(C(=O)O)C(C)(C)C)C(=O)O AVESEOVHTWUVGD-UHFFFAOYSA-N 0.000 description 1
- XXMQRQHBYQEOER-UHFFFAOYSA-N 3-tert-butyl-2,2-bis(2-methylpropyl)butanedioic acid Chemical compound CC(C)CC(CC(C)C)(C(C(=O)O)C(C)(C)C)C(=O)O XXMQRQHBYQEOER-UHFFFAOYSA-N 0.000 description 1
- HRAQMGWTPNOILP-UHFFFAOYSA-N 4-Ethoxy ethylbenzoate Chemical compound CCOC(=O)C1=CC=C(OCC)C=C1 HRAQMGWTPNOILP-UHFFFAOYSA-N 0.000 description 1
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- 229920013728 elastomeric terpolymer Polymers 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- YTHSGTQAXRQVOX-UHFFFAOYSA-N ethyl 1-(2-cyclohexyl-2-ethoxyacetyl)cyclohexane-1-carboxylate Chemical compound C1CCCCC1(C(=O)OCC)C(=O)C(OCC)C1CCCCC1 YTHSGTQAXRQVOX-UHFFFAOYSA-N 0.000 description 1
- NRHVQXVUPKOBAI-UHFFFAOYSA-N ethyl 1-(2-ethoxyacetyl)-2,5-dimethylcyclopentane-1-carboxylate Chemical compound CCOCC(=O)C1(C(=O)OCC)C(C)CCC1C NRHVQXVUPKOBAI-UHFFFAOYSA-N 0.000 description 1
- JYEMURZLFONTNE-UHFFFAOYSA-N ethyl 1-(2-ethoxyacetyl)-2,6-dimethylcyclohexane-1-carboxylate Chemical compound CCOCC(=O)C1(C(=O)OCC)C(C)CCCC1C JYEMURZLFONTNE-UHFFFAOYSA-N 0.000 description 1
- HCBWCZGDFODQIF-UHFFFAOYSA-N ethyl 1-(3-ethoxy-2-oxopropyl)-2-methylcyclohexane-1-carboxylate Chemical compound CCOCC(=O)CC1(C(=O)OCC)CCCCC1C HCBWCZGDFODQIF-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 150000002901 organomagnesium compounds Chemical class 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- XOJVVFBFDXDTEG-UHFFFAOYSA-N pristane Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000012721 stereospecific polymerization Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000011044 succinic acid Nutrition 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- HXLWJGIPGJFBEZ-UHFFFAOYSA-N tert-butyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(C)(C)C HXLWJGIPGJFBEZ-UHFFFAOYSA-N 0.000 description 1
- NETBVGNWMHLXRP-UHFFFAOYSA-N tert-butyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C(C)(C)C NETBVGNWMHLXRP-UHFFFAOYSA-N 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 1
- 229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
- 229920001866 very low density polyethylene Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02077653 | 2002-07-02 | ||
| EP02077653 | 2002-07-02 | ||
| US41888402P | 2002-10-15 | 2002-10-15 | |
| US418884P | 2002-10-15 | ||
| PCT/EP2003/006635 WO2004005359A1 (en) | 2002-07-02 | 2003-06-23 | Catalyst system for the polymerization of olefins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60317903D1 DE60317903D1 (de) | 2008-01-17 |
| DE60317903T2 true DE60317903T2 (de) | 2008-11-13 |
Family
ID=56290445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60317903T Expired - Lifetime DE60317903T2 (de) | 2002-07-02 | 2003-06-23 | Katalysatorsystem für die polymerisation von olefinen |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1525231B1 (https=) |
| JP (1) | JP2005531675A (https=) |
| CN (1) | CN1285623C (https=) |
| AT (1) | ATE380204T1 (https=) |
| AU (1) | AU2003249866A1 (https=) |
| BR (1) | BR0305623A (https=) |
| DE (1) | DE60317903T2 (https=) |
| ES (1) | ES2297219T3 (https=) |
| WO (1) | WO2004005359A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0306197A (pt) | 2002-08-05 | 2004-10-19 | Basell Poliolefine Spa | Processo para preparar derivados de 1,4-dionas substituìdos com grupos alquilideno |
| EP1527040A1 (en) | 2002-08-05 | 2005-05-04 | Basel Poliolefine Italia SpA | Process for preparing alkylidene-substituted-1,4-dions derivatives |
| CN101490101B (zh) * | 2006-07-18 | 2011-11-02 | 三井化学株式会社 | 固态钛催化剂成分、烯烃聚合用催化剂及烯烃聚合方法 |
| CN102803310A (zh) * | 2009-06-19 | 2012-11-28 | 巴塞尔聚烯烃意大利有限责任公司 | 制备抗冲击性丙烯聚合物组合物的方法 |
| ES2497341B1 (es) * | 2011-12-22 | 2015-09-23 | Petróleo Brasileiro S.A. - Petrobras | Catalizador soportado sobre alúmina para su uso en la polimerización de olefinas y método para su preparación |
| CN104610062B (zh) * | 2013-11-01 | 2017-06-30 | 中国石油化工股份有限公司 | 一种化合物、催化剂组分及催化剂 |
| JP2025020611A (ja) * | 2023-07-31 | 2025-02-13 | 東邦チタニウム株式会社 | オレフィン類重合用固体触媒成分、オレフィン類重合用固体触媒成分の製造方法、オレフィン類重合用触媒、及びオレフィン類重合体の製造方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1190683B (it) * | 1982-02-12 | 1988-02-24 | Montedison Spa | Componenti e catalizzatori per la polimerizzazione di olefine |
| JPS59207904A (ja) * | 1983-05-11 | 1984-11-26 | Mitsui Petrochem Ind Ltd | オレフイン重合体の製造方法 |
| KR920000173B1 (ko) * | 1986-10-09 | 1992-01-09 | 미쓰이세끼유 가가꾸고오교오 가부시끼가이샤 | 저결정성 프로필렌계 랜덤 공중합체 조성물, 그 제조방법 및 폴리프로필렌 복합 적층체 |
| CN1240729C (zh) * | 1999-04-15 | 2006-02-08 | 巴塞尔聚烯烃意大利有限公司 | 用于烯烃聚合的组分和催化剂 |
-
2003
- 2003-06-23 DE DE60317903T patent/DE60317903T2/de not_active Expired - Lifetime
- 2003-06-23 EP EP03762504A patent/EP1525231B1/en not_active Expired - Lifetime
- 2003-06-23 BR BR0305623-6A patent/BR0305623A/pt not_active Application Discontinuation
- 2003-06-23 AT AT03762504T patent/ATE380204T1/de not_active IP Right Cessation
- 2003-06-23 WO PCT/EP2003/006635 patent/WO2004005359A1/en not_active Ceased
- 2003-06-23 AU AU2003249866A patent/AU2003249866A1/en not_active Abandoned
- 2003-06-23 CN CNB038008742A patent/CN1285623C/zh not_active Expired - Fee Related
- 2003-06-23 ES ES03762504T patent/ES2297219T3/es not_active Expired - Lifetime
- 2003-06-23 JP JP2004518555A patent/JP2005531675A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP1525231B1 (en) | 2007-12-05 |
| ATE380204T1 (de) | 2007-12-15 |
| WO2004005359A1 (en) | 2004-01-15 |
| DE60317903D1 (de) | 2008-01-17 |
| CN1545525A (zh) | 2004-11-10 |
| AU2003249866A1 (en) | 2004-01-23 |
| EP1525231A1 (en) | 2005-04-27 |
| CN1285623C (zh) | 2006-11-22 |
| ES2297219T3 (es) | 2008-05-01 |
| BR0305623A (pt) | 2004-10-19 |
| JP2005531675A (ja) | 2005-10-20 |
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| 8364 | No opposition during term of opposition |