ES2326537T3 - Ligando para un catalizador metaloceno para fabricar polimeros basados en propileno y metodo de obtencion del mismo. - Google Patents
Ligando para un catalizador metaloceno para fabricar polimeros basados en propileno y metodo de obtencion del mismo. Download PDFInfo
- Publication number
- ES2326537T3 ES2326537T3 ES05100258T ES05100258T ES2326537T3 ES 2326537 T3 ES2326537 T3 ES 2326537T3 ES 05100258 T ES05100258 T ES 05100258T ES 05100258 T ES05100258 T ES 05100258T ES 2326537 T3 ES2326537 T3 ES 2326537T3
- Authority
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- Spain
- Prior art keywords
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- butyl
- methyl
- group
- tert
- 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
- 238000000034 method Methods 0.000 title claims abstract description 48
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title abstract description 49
- 239000003054 catalyst Substances 0.000 title abstract description 41
- 229920000642 polymer Polymers 0.000 title description 26
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000003446 ligand Substances 0.000 claims abstract description 29
- 230000008569 process Effects 0.000 claims abstract description 12
- -1 aryl C 6 Chemical compound 0.000 claims description 143
- 239000001257 hydrogen Substances 0.000 claims description 39
- 229910052739 hydrogen Inorganic materials 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 37
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 229910052757 nitrogen Inorganic materials 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 150000002431 hydrogen Chemical class 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 229920006395 saturated elastomer Polymers 0.000 claims description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical class 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 9
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
- 125000004429 atom Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 5
- XSXHWVKGUXMUQE-UHFFFAOYSA-N osmium dioxide Inorganic materials O=[Os]=O XSXHWVKGUXMUQE-UHFFFAOYSA-N 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052732 germanium Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004437 phosphorous atom Chemical group 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 abstract description 61
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract description 46
- 230000015572 biosynthetic process Effects 0.000 abstract description 36
- 238000003786 synthesis reaction Methods 0.000 abstract description 34
- 239000010936 titanium Substances 0.000 abstract description 27
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract description 21
- 229910052719 titanium Inorganic materials 0.000 abstract description 21
- 229920001577 copolymer Polymers 0.000 abstract description 11
- 150000001336 alkenes Chemical class 0.000 abstract description 6
- 239000000543 intermediate Substances 0.000 abstract description 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract description 3
- 230000003213 activating effect Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 99
- 239000000243 solution Substances 0.000 description 74
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 72
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 67
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 48
- 238000005481 NMR spectroscopy Methods 0.000 description 38
- 238000003756 stirring Methods 0.000 description 36
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 30
- 239000000725 suspension Substances 0.000 description 30
- 239000000047 product Substances 0.000 description 29
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 24
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 24
- 239000000203 mixture Substances 0.000 description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 22
- 239000005977 Ethylene Substances 0.000 description 22
- 239000002904 solvent Substances 0.000 description 21
- 239000007787 solid Substances 0.000 description 20
- 150000003608 titanium Chemical class 0.000 description 20
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 15
- 239000011541 reaction mixture Substances 0.000 description 15
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 15
- 238000004458 analytical method Methods 0.000 description 14
- 239000000460 chlorine Substances 0.000 description 14
- 239000000843 powder Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 13
- 125000001424 substituent group Chemical group 0.000 description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 11
- 239000003426 co-catalyst Substances 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 9
- 229920001155 polypropylene Polymers 0.000 description 9
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 9
- 238000001816 cooling Methods 0.000 description 8
- 238000000746 purification Methods 0.000 description 8
- 238000001228 spectrum Methods 0.000 description 8
- 241000349731 Afzelia bipindensis Species 0.000 description 7
- COOXAWDWHWRVRD-UHFFFAOYSA-N C[Ti]C Chemical compound C[Ti]C COOXAWDWHWRVRD-UHFFFAOYSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 238000007334 copolymerization reaction Methods 0.000 description 7
- IHLVCKWPAMTVTG-UHFFFAOYSA-N lithium;carbanide Chemical compound [Li+].[CH3-] IHLVCKWPAMTVTG-UHFFFAOYSA-N 0.000 description 7
- 238000010926 purge Methods 0.000 description 7
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000005022 packaging material Substances 0.000 description 6
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 229910021419 crystalline silicon Inorganic materials 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 239000003352 sequestering agent Substances 0.000 description 5
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 4
- PIHYLVXGECJPTG-UHFFFAOYSA-N 2-methyl-5,6-dihydro-1h-indene Chemical compound C1CC=C2CC(C)=CC2=C1 PIHYLVXGECJPTG-UHFFFAOYSA-N 0.000 description 4
- 241000282326 Felis catus Species 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- UMJJFEIKYGFCAT-UHFFFAOYSA-N indan-2-one Chemical compound C1=CC=C2CC(=O)CC2=C1 UMJJFEIKYGFCAT-UHFFFAOYSA-N 0.000 description 4
- RXXXUIOZOITBII-UHFFFAOYSA-N indeno[1,2-g]indole Chemical compound C1=C2C=CC=CC2=C2C1=C1N=CC=C1C=C2 RXXXUIOZOITBII-UHFFFAOYSA-N 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- CKWOGTUTBSUNSB-UHFFFAOYSA-N n-[chloro(dimethyl)silyl]-2-methylpropan-2-amine Chemical compound CC(C)(C)N[Si](C)(C)Cl CKWOGTUTBSUNSB-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- ZZNKTPQUAXRGHS-UHFFFAOYSA-N CC1=CC(C)([Ti])C(C)=C1C Chemical compound CC1=CC(C)([Ti])C(C)=C1C ZZNKTPQUAXRGHS-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical group C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 230000037048 polymerization activity Effects 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 3
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 3
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 2
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- WBZVXZGPXBXMSC-UHFFFAOYSA-N 2,5,6,6-tetrakis(2-methylpropyl)oxaluminane Chemical compound CC(C)CC1CC[Al](CC(C)C)OC1(CC(C)C)CC(C)C WBZVXZGPXBXMSC-UHFFFAOYSA-N 0.000 description 2
- BZPQBPMUQBBOLF-UHFFFAOYSA-N 2-methoxy-5,6-dihydro-1H-indene Chemical compound C1CC=C2CC(OC)=CC2=C1 BZPQBPMUQBBOLF-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- LKNKQSIPELBEKH-UHFFFAOYSA-N 5,6-dihydro-1h-indene Chemical compound C1CC=C2CC=CC2=C1 LKNKQSIPELBEKH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SGLMXZDKYDDLFJ-UHFFFAOYSA-N CC1=CC2=C(C(C=3SC(=CC=32)C)[Ti](C)C)S1 Chemical compound CC1=CC2=C(C(C=3SC(=CC=32)C)[Ti](C)C)S1 SGLMXZDKYDDLFJ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- MOQVKHMWBAHLSR-UHFFFAOYSA-N N-[(4,10-dimethyl-5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraen-7-yl)-dimethylsilyl]-2-methylpropan-2-amine Chemical compound C1=C(C)SC2=C1C(C=C(S1)C)=C1C2[Si](C)(C)NC(C)(C)C MOQVKHMWBAHLSR-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical class [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910003074 TiCl4 Inorganic materials 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 125000005234 alkyl aluminium group Chemical group 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 238000012685 gas phase polymerization Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000004795 grignard reagents Chemical class 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- LREMVJGWYSKMSG-UHFFFAOYSA-N n-[(tert-butylamino)-dimethylsilyl]-2-methylpropan-2-amine Chemical compound CC(C)(C)N[Si](C)(C)NC(C)(C)C LREMVJGWYSKMSG-UHFFFAOYSA-N 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 125000001979 organolithium group Chemical group 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 239000003880 polar aprotic solvent Substances 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
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- 150000004820 halides Chemical class 0.000 description 1
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- 150000004679 hydroxides Chemical class 0.000 description 1
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- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
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- NCYHQDWNMCYQHR-UHFFFAOYSA-N methyl-bis(2-methylpropyl)alumane Chemical compound CC(C)C[Al](C)CC(C)C NCYHQDWNMCYQHR-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
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- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
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- JOVOSQBPPZZESK-UHFFFAOYSA-N phenylhydrazine hydrochloride Chemical compound Cl.NNC1=CC=CC=C1 JOVOSQBPPZZESK-UHFFFAOYSA-N 0.000 description 1
- 229940038531 phenylhydrazine hydrochloride Drugs 0.000 description 1
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- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical class [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
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- 239000000126 substance Substances 0.000 description 1
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- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 150000003624 transition metals Chemical group 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- MCWWHQMTJNSXPX-UHFFFAOYSA-N tribenzylalumane Chemical compound C=1C=CC=CC=1C[Al](CC=1C=CC=CC=1)CC1=CC=CC=C1 MCWWHQMTJNSXPX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 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 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
- 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 1
- 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 1
- 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 1
- 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 1
- 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 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
- 229920002554 vinyl polymer Polymers 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
-
- 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
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65916—Component covered by group C08F4/64 containing a transition metal-carbon bond supported on a carrier, e.g. silica, MgCl2, polymer
-
- 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)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00200193 | 2000-01-18 | ||
| EP00200193 | 2000-01-18 | ||
| EP00202791 | 2000-08-07 | ||
| EP00202791 | 2000-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2326537T3 true ES2326537T3 (es) | 2009-10-14 |
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| Application Number | Title | Priority Date | Filing Date |
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| ES05100258T Expired - Lifetime ES2326537T3 (es) | 2000-01-18 | 2001-01-12 | Ligando para un catalizador metaloceno para fabricar polimeros basados en propileno y metodo de obtencion del mismo. |
| ES01909617T Expired - Lifetime ES2239665T3 (es) | 2000-01-18 | 2001-01-12 | Procedimiento para producir polimeros aa base de propileno, substancialmente amorfos. |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES01909617T Expired - Lifetime ES2239665T3 (es) | 2000-01-18 | 2001-01-12 | Procedimiento para producir polimeros aa base de propileno, substancialmente amorfos. |
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| Country | Link |
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| US (1) | US6730754B2 (enExample) |
| EP (2) | EP1159310B1 (enExample) |
| JP (1) | JP2003520869A (enExample) |
| KR (1) | KR100675053B1 (enExample) |
| CN (1) | CN100457787C (enExample) |
| AT (2) | ATE430753T1 (enExample) |
| AU (1) | AU3729501A (enExample) |
| BR (1) | BR0105177A (enExample) |
| DE (2) | DE60109680T2 (enExample) |
| ES (2) | ES2326537T3 (enExample) |
| WO (1) | WO2001053360A1 (enExample) |
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| EP1046246A4 (en) * | 1998-02-04 | 2004-06-09 | Robert F Friedman | METHOD AND APPARATUS FOR COMBINING REPEATERS ON MULTIPLE SATELLITES IN VIRTUAL CHANNELS |
| DE60014376T2 (de) | 1999-02-22 | 2005-02-24 | Eastman Chemical Co., Kingsport | Katalysatoren, die n-pyrrolylsubstituierte stickstoffdonoren enthalten |
| JP3986441B2 (ja) | 2001-04-10 | 2007-10-03 | バセル ポリオレフィン ジーエムビーエイチ | モノハライドまたはジハライドメタロセン化合物の製造方法 |
| US6759361B2 (en) * | 2001-06-04 | 2004-07-06 | Equistar Chemicals, Lp | Aluminoboronate activators for single-site olefin polymerization catalysts |
| 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 |
| DE10145453A1 (de) * | 2001-09-14 | 2003-06-05 | Basell Polyolefine Gmbh | Monocyclopentadienylkomplexe mit einem kondensierten Heterocyclus |
| EP1430088B1 (de) * | 2001-09-14 | 2008-10-22 | Basell Polyolefine GmbH | Verfahren zur polymerisation von olefinen |
| JP4062929B2 (ja) | 2002-02-08 | 2008-03-19 | 住友化学株式会社 | 遷移金属錯体、配位子、オレフィン重合用触媒およびオレフィン重合体の製造方法 |
| US20050010039A1 (en) * | 2002-03-14 | 2005-01-13 | Graf David D | Polycyclic fused heteroring compounds metal complexes and polymerization process |
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| US7196147B2 (en) | 2005-07-01 | 2007-03-27 | Equistar Chemicals, Lp | Olefin polymerization process with improved operability and polymer properties |
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| US7423098B2 (en) | 2006-01-17 | 2008-09-09 | Equistar Chemicals, Lp | Polyethylene process |
| US7638584B2 (en) | 2006-06-20 | 2009-12-29 | Equistar Chemicals, Lp | Olefin polymerization process |
| US7638586B2 (en) | 2006-09-26 | 2009-12-29 | Equistar Chemicals, Lp | Olefin polymerization process |
| US7829641B2 (en) | 2008-07-16 | 2010-11-09 | Equistar Chemicals, Lp | Process for the preparation of multimodal polyethylene resins |
| US7816478B2 (en) | 2008-09-03 | 2010-10-19 | Equistar Chemicals, Lp | Polyethylene thick film and process for preparing polyethylene |
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| US10723824B2 (en) | 2014-02-07 | 2020-07-28 | Eastman Chemical Company | Adhesives comprising amorphous propylene-ethylene copolymers |
| US10308740B2 (en) | 2014-02-07 | 2019-06-04 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US9593179B2 (en) | 2014-02-07 | 2017-03-14 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US10696765B2 (en) | 2014-02-07 | 2020-06-30 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and propylene polymer |
| US10647795B2 (en) | 2014-02-07 | 2020-05-12 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| US11267916B2 (en) | 2014-02-07 | 2022-03-08 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| KR101637982B1 (ko) | 2014-11-07 | 2016-07-11 | 주식회사 엘지화학 | 리간드 화합물, 전이금속 화합물 및 이를 포함하는 촉매 조성물 |
| KR101719064B1 (ko) * | 2014-11-13 | 2017-03-22 | 주식회사 엘지화학 | 리간드 화합물, 전이금속 화합물 및 이를 포함하는 촉매 조성물 |
| KR101910701B1 (ko) | 2015-07-02 | 2018-10-22 | 주식회사 엘지화학 | 전이금속 화합물 및 이를 포함하는 촉매 조성물 |
| KR102584264B1 (ko) * | 2017-06-28 | 2023-10-05 | 주식회사 엘지화학 | 신규한 리간드 화합물 및 이를 포함하는 전이금속 화합물 |
| KR102531558B1 (ko) * | 2017-06-28 | 2023-05-15 | 주식회사 엘지화학 | 리간드 화합물 및 전이금속 화합물의 제조방법 |
| WO2019022569A1 (ko) * | 2017-07-27 | 2019-01-31 | 주식회사 엘지화학 | 신규한 전이금속 화합물 및 이를 제조하는 방법 |
| KR102328690B1 (ko) * | 2017-07-27 | 2021-11-18 | 주식회사 엘지화학 | 신규한 전이금속 화합물 및 이를 제조하는 방법 |
| CN111094306B (zh) * | 2017-09-25 | 2022-11-15 | Lg化学株式会社 | 配体化合物，过渡金属化合物和包含所述过渡金属化合物的催化剂组合物 |
| EP3705503A4 (en) * | 2017-12-26 | 2020-12-30 | Lg Chem, Ltd. | OLEFINE BASED POLYMER |
| CN111902438B (zh) | 2018-05-04 | 2023-01-10 | Lg化学株式会社 | 乙烯/α-烯烃共聚物及其制备方法 |
| CN111971313B (zh) * | 2018-05-04 | 2023-01-31 | Lg化学株式会社 | 乙烯/α-烯烃共聚物及其制备方法 |
| JP7034287B2 (ja) | 2018-05-04 | 2022-03-11 | エルジー・ケム・リミテッド | エチレン／アルファ－オレフィン共重合体を含む接着剤組成物 |
| KR102601720B1 (ko) * | 2018-09-07 | 2023-11-14 | 주식회사 엘지화학 | 리간드 화합물, 전이금속 화합물 및 이를 포함하는 촉매 조성물 |
| JP7308644B2 (ja) * | 2019-03-29 | 2023-07-14 | 三井化学株式会社 | オレフィン・環状オレフィン共重合体の製造方法 |
| JP7423332B2 (ja) * | 2019-03-29 | 2024-01-29 | 三井化学株式会社 | 遷移金属化合物、オレフィン重合用触媒、およびオレフィン重合体の製造方法 |
| CN116212948B (zh) * | 2023-02-14 | 2024-07-09 | 四川九天五洋新材料有限责任公司 | 一种丙烯气相环氧化成型催化剂及其制备方法 |
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| DE69730718T2 (de) * | 1996-08-08 | 2005-09-22 | Dow Global Technologies, Inc., Midland | Metallkomplexe enthaltend ein an position 3 substituierte cyclopentadienylgruppe und ein olefinpolymerisationsverfahren |
| ID22443A (id) * | 1996-11-15 | 1999-10-14 | Montelll Technology Co Bv | Metallosena heterosiklik dan polimerisasi katalis |
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| KR100583931B1 (ko) * | 1997-11-12 | 2006-05-26 | 바셀 테크놀로지 캄파니 비이브이 | 메탈로센 및 올레핀 중합용 촉매 |
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-
2001
- 2001-01-12 CN CNB018005721A patent/CN100457787C/zh not_active Expired - Fee Related
- 2001-01-12 JP JP2001553831A patent/JP2003520869A/ja active Pending
- 2001-01-12 DE DE60109680T patent/DE60109680T2/de not_active Expired - Lifetime
- 2001-01-12 AT AT05100258T patent/ATE430753T1/de not_active IP Right Cessation
- 2001-01-12 EP EP01909617A patent/EP1159310B1/en not_active Expired - Lifetime
- 2001-01-12 BR BR0105177-6A patent/BR0105177A/pt not_active Application Discontinuation
- 2001-01-12 AT AT01909617T patent/ATE292148T1/de not_active IP Right Cessation
- 2001-01-12 AU AU37295/01A patent/AU3729501A/en not_active Abandoned
- 2001-01-12 ES ES05100258T patent/ES2326537T3/es not_active Expired - Lifetime
- 2001-01-12 ES ES01909617T patent/ES2239665T3/es not_active Expired - Lifetime
- 2001-01-12 KR KR1020017011897A patent/KR100675053B1/ko not_active Expired - Fee Related
- 2001-01-12 WO PCT/EP2001/000339 patent/WO2001053360A1/en not_active Ceased
- 2001-01-12 US US09/936,832 patent/US6730754B2/en not_active Expired - Fee Related
- 2001-01-12 DE DE60138657T patent/DE60138657D1/de not_active Expired - Lifetime
- 2001-01-12 EP EP05100258A patent/EP1533324B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001053360A1 (en) | 2001-07-26 |
| CN1372571A (zh) | 2002-10-02 |
| EP1159310B1 (en) | 2005-03-30 |
| KR100675053B1 (ko) | 2007-01-26 |
| EP1533324A2 (en) | 2005-05-25 |
| DE60109680T2 (de) | 2006-02-02 |
| US20020147286A1 (en) | 2002-10-10 |
| CN100457787C (zh) | 2009-02-04 |
| AU3729501A (en) | 2001-07-31 |
| DE60109680D1 (de) | 2005-05-04 |
| EP1533324A3 (en) | 2006-06-07 |
| JP2003520869A (ja) | 2003-07-08 |
| EP1159310A1 (en) | 2001-12-05 |
| DE60138657D1 (de) | 2009-06-18 |
| BR0105177A (pt) | 2002-01-15 |
| ATE430753T1 (de) | 2009-05-15 |
| ATE292148T1 (de) | 2005-04-15 |
| US6730754B2 (en) | 2004-05-04 |
| KR20010112350A (ko) | 2001-12-20 |
| ES2239665T3 (es) | 2005-10-01 |
| EP1533324B1 (en) | 2009-05-06 |
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