JP2000509742A - α―オレフィンの重合法 - Google Patents

α―オレフィンの重合法

Info

Publication number: JP2000509742A
Authority: JP; Japan
Prior art keywords: group; transition metal; ligand; groups; polymerization
Prior art date: 1996-05-03
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.): Pending

Application number

JP9539797A

Other languages

English (en)

Japanese (ja)

Inventor

トル，マウリツ，フレデリック，ヘンドリックファン

ベーク，ヨハネス，アントニウス，マリアファン

ヤンセン，コエン，ヤン，ゲラルダ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Koninklijke DSM NV

Original Assignee

DSM NV

Priority date (The priority date 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 date listed.)

1996-05-03

Filing date

1997-05-01

Publication date

2000-08-02

1997-05-01 Application filed by DSM NV filed Critical DSM NV

2000-08-02 Publication of JP2000509742A publication Critical patent/JP2000509742A/ja

Status Pending legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 49
238000006116 polymerization reaction Methods 0.000 title claims abstract description 49
239000004711 α-olefin Substances 0.000 title claims abstract description 30
150000003624 transition metals Chemical class 0.000 claims abstract description 77
229910052723 transition metal Inorganic materials 0.000 claims abstract description 76
239000003446 ligand Substances 0.000 claims abstract description 64
239000003054 catalyst Substances 0.000 claims abstract description 40
229920000642 polymer Polymers 0.000 claims abstract description 39
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
230000000737 periodic effect Effects 0.000 claims abstract description 19
239000010936 titanium Substances 0.000 claims abstract description 5
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 3
229910052719 titanium Inorganic materials 0.000 claims abstract description 3
239000000203 mixture Chemical class 0.000 claims description 33
-1 benzoindenyl Chemical group 0.000 claims description 27
125000005842 heteroatom Chemical group 0.000 claims description 27
125000001424 substituent group Chemical group 0.000 claims description 18
230000007935 neutral effect Effects 0.000 claims description 14
125000000129 anionic group Chemical group 0.000 claims description 13
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 11
239000001257 hydrogen Substances 0.000 claims description 11
229910052739 hydrogen Inorganic materials 0.000 claims description 11
125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 11
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 10
125000003118 aryl group Chemical group 0.000 claims description 10
ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 10
230000003647 oxidation Effects 0.000 claims description 10
238000007254 oxidation reaction Methods 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 9
150000001408 amides Chemical class 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
125000004429 atom Chemical group 0.000 claims description 7
238000004519 manufacturing process Methods 0.000 claims description 6
229910052757 nitrogen Inorganic materials 0.000 claims description 6
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 5
125000004122 cyclic group Chemical group 0.000 claims description 5
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
229910052727 yttrium Inorganic materials 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
150000004820 halides Chemical class 0.000 claims description 3
150000003573 thiols Chemical class 0.000 claims description 2
125000005647 linker group Chemical group 0.000 claims 2
BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
230000008569 process Effects 0.000 abstract description 8
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
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239000005977 Ethylene Substances 0.000 description 8
150000002430 hydrocarbons Chemical class 0.000 description 8
CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 8
238000006467 substitution reaction Methods 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
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238000009826 distribution Methods 0.000 description 7
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229910052799 carbon Inorganic materials 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
239000003426 co-catalyst Substances 0.000 description 5
125000003936 heterocyclopentadienyl group Chemical group 0.000 description 5
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239000000126 substance Substances 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
238000012546 transfer Methods 0.000 description 5
CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
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230000015572 biosynthetic process Effects 0.000 description 4
238000012662 bulk polymerization Methods 0.000 description 4
239000007789 gas Substances 0.000 description 4
239000007788 liquid Substances 0.000 description 4
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238000006384 oligomerization reaction Methods 0.000 description 4
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239000011574 phosphorus Substances 0.000 description 4
239000002002 slurry Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
230000007704 transition Effects 0.000 description 4
LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 3
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241001676573 Minium Species 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000007334 copolymerization reaction Methods 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
239000010687 lubricating oil Substances 0.000 description 3
239000002609 medium Substances 0.000 description 3
CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 3
239000003921 oil Substances 0.000 description 3
239000012071 phase Substances 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
230000037048 polymerization activity Effects 0.000 description 3
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UILZQFGKPHAAOU-ARJAWSKDSA-N (z)-2-bromobut-2-ene Chemical compound C\C=C(\C)Br UILZQFGKPHAAOU-ARJAWSKDSA-N 0.000 description 2
UMAHMMJKEZXFRU-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)cyclopenta-1,3-diene Chemical compound CC(C)C1=C(C(C)C)C(C(C)C)=CC1 UMAHMMJKEZXFRU-UHFFFAOYSA-N 0.000 description 2
QUKOJKFJIHSBKV-UHFFFAOYSA-N 2,2,3,3-tetramethylpentane Chemical compound CCC(C)(C)C(C)(C)C QUKOJKFJIHSBKV-UHFFFAOYSA-N 0.000 description 2
NAMYKGVDVNBCFQ-UHFFFAOYSA-N 2-bromopropane Chemical compound CC(C)Br NAMYKGVDVNBCFQ-UHFFFAOYSA-N 0.000 description 2
UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
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VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
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QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
BKJOSQBYAJQEQD-UHFFFAOYSA-L [Cl-].[Cl-].[Ti+3] Chemical compound [Cl-].[Cl-].[Ti+3] BKJOSQBYAJQEQD-UHFFFAOYSA-L 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
125000001118 alkylidene group Chemical group 0.000 description 2
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000002091 cationic group Chemical group 0.000 description 2
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125000002592 cumenyl group Chemical group C1(=C(C=CC=C1)*)C(C)C 0.000 description 2
238000010586 diagram Methods 0.000 description 2
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
238000004821 distillation Methods 0.000 description 2
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238000005160 1H NMR spectroscopy Methods 0.000 description 1
UXQAEOWCSOPBLF-UHFFFAOYSA-N 2,2,3,3-tetramethyloctane Chemical compound CCCCCC(C)(C)C(C)(C)C UXQAEOWCSOPBLF-UHFFFAOYSA-N 0.000 description 1
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125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 1
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238000010528 free radical solution polymerization reaction Methods 0.000 description 1
229920001002 functional polymer Polymers 0.000 description 1
238000007306 functionalization reaction Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
238000012685 gas phase polymerization Methods 0.000 description 1
239000012208 gear oil Substances 0.000 description 1
229910052732 germanium Inorganic materials 0.000 description 1
GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
239000003292 glue Substances 0.000 description 1
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
239000010931 gold Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
230000002779 inactivation Effects 0.000 description 1
229910001853 inorganic hydroxide Inorganic materials 0.000 description 1
229910052809 inorganic oxide Inorganic materials 0.000 description 1
230000003993 interaction Effects 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
239000011968 lewis acid catalyst Substances 0.000 description 1
DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 description 1
QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000013028 medium composition Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
NRQNMMBQPIGPTB-UHFFFAOYSA-N methylaluminum Chemical compound [CH3].[Al] NRQNMMBQPIGPTB-UHFFFAOYSA-N 0.000 description 1
XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
GCKZPELTJOBCOU-UHFFFAOYSA-N n-butyl-n-[2-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)ethyl]butan-1-amine Chemical compound CCCCN(CCCC)CCC1C(C)=C(C)C(C)=C1C GCKZPELTJOBCOU-UHFFFAOYSA-N 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
BEZDDPMMPIDMGJ-UHFFFAOYSA-N pentamethylbenzene Chemical group CC1=CC(C)=C(C)C(C)=C1C BEZDDPMMPIDMGJ-UHFFFAOYSA-N 0.000 description 1
239000003444 phase transfer catalyst Substances 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
150000003003 phosphines Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000746 purification Methods 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
150000003384 small molecules Chemical class 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
ONQCKWIDZTZEJA-UHFFFAOYSA-N sodium;pentane Chemical compound [Na+].CCCC[CH2-] ONQCKWIDZTZEJA-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
238000000935 solvent evaporation Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000012360 testing method Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
125000004001 thioalkyl group Chemical group 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
238000010792 warming Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000010457 zeolite Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/14—Monomers containing five or more carbon atoms
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- 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
- C08F110/14—Monomers containing five or more carbon atoms
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/14—Monomers containing five or more carbon atoms
- 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
- C08F4/639—Component covered by group C08F4/62 containing a transition metal-carbon bond
- C08F4/63912—Component covered by group C08F4/62 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
- C08F4/639—Component covered by group C08F4/62 containing a transition metal-carbon bond
- C08F4/6392—Component covered by group C08F4/62 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring

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)

JP9539797A 1996-05-03 1997-05-01 α―オレフィンの重合法 Pending JP2000509742A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP96201111		1996-05-03
EP96201111.0		1996-05-03
PCT/NL1997/000248 WO1997042232A1 (fr)	1996-05-03	1997-05-01	PROCEDE DE POLYMERISATION D'α-OLEFINES

Publications (1)

Publication Number	Publication Date
JP2000509742A true JP2000509742A (ja)	2000-08-02

Family

ID=8223920

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP9539797A Pending JP2000509742A (ja)	1996-05-03	1997-05-01	α―オレフィンの重合法

Country Status (8)

Country	Link
EP (1)	EP0896593A1 (fr)
JP (1)	JP2000509742A (fr)
KR (1)	KR20000010949A (fr)
AU (1)	AU2412497A (fr)
BR (1)	BR9708971A (fr)
CA (1)	CA2253576A1 (fr)
EA (1)	EA199800976A1 (fr)
WO (1)	WO1997042232A1 (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2002513823A (ja)	1998-05-01	2002-05-14	エクソンモービル・ケミカル・パテンツ・インク	オレフィン重合用の三座配位子含有金属触媒錯体
US7078164B1 (en)	2000-06-19	2006-07-18	Symyx Technologies, Inc.	High throughput screen for identifying polymerization catalysts from potential catalysts
CN1310970C (zh) *	2005-06-17	2007-04-18	中国科学院长春应用化学研究所	一类第四族烯烃聚合催化剂前体及制备方法
US8664461B2 (en)	2012-03-19	2014-03-04	Exxonmobil Chemical Patents Inc.	Catalysts for producing polyalpha-olefins and processes related thereto
EP3034544B1 (fr)	2014-12-17	2019-10-16	SABIC Global Technologies B.V.	Procédé de préparation d'un copolymère greffé comprenant une chaîne de polyoléfine principale et une ou plusieurs chaînes latérales polymères
EP3034545B1 (fr)	2014-12-17	2020-11-04	SABIC Global Technologies B.V.	Procédé de préparation d'un copolymère greffé comprenant une chaîne de polyoléfine principale et une ou plusieurs chaînes latérales de polymères et produits obtenus à partir de ce dernier
EP3034547B1 (fr)	2014-12-17	2019-10-09	SABIC Global Technologies B.V.	Procédé de préparation d'un copolymère bloc comprenant un premier bloc de polyoléfine et d'un second bloc polymère
EP3034546B1 (fr)	2014-12-17	2019-10-16	SABIC Global Technologies B.V.	Procédé de préparation d'un copolymère bloc comprenant un premier bloc de polyoléfine et un second bloc de polymère
EP3037438A1 (fr)	2014-12-23	2016-06-29	SABIC Global Technologies B.V.	Procédé pour la préparation d'une polyoléfine ramifiée
EP3037437A1 (fr)	2014-12-23	2016-06-29	SABIC Global Technologies B.V.	Procédé pour la préparation d'une polyoléfine présentant une ou plusieurs branches à extrémité fonctionnalisée
US10717826B2 (en)	2015-12-09	2020-07-21	Sabic Global Technologies B.V.	Process for the preparation of polyolefin-based graft copolymers comprising a first long chain branched polyolefin block and one or multiple polymer side chains
EP3387046B1 (fr)	2015-12-09	2019-12-25	SABIC Global Technologies B.V.	Procédé de préparation de copolymères greffés à base de polyoléfine fonctionnalisée comprenant un premier bloc de polyoléfine ramifié à chaîne courte et une ou plusieurs chaînes latérales de polymères
EP3551676A1 (fr)	2016-12-06	2019-10-16	SABIC Global Technologies B.V.	Procédé de préparation d'un copolymère oléfinique ayant des groupes polaires et produits obtenus à partir de celui-ci

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Publication number	Priority date	Publication date	Assignee	Title
NZ235032A (en) *	1989-08-31	1993-04-28	Dow Chemical Co	Constrained geometry complexes of titanium, zirconium or hafnium comprising a substituted cyclopentadiene ligand; use as olefin polymerisation catalyst component
US5188724A (en) *	1991-02-06	1993-02-23	Pennzoil Products Company	Olefin polymer pour point depressants
US5278272A (en) *	1991-10-15	1994-01-11	The Dow Chemical Company	Elastic substantialy linear olefin polymers
US5374696A (en) *	1992-03-26	1994-12-20	The Dow Chemical Company	Addition polymerization process using stabilized reduced metal catalysts
EP0613873A3 (fr) *	1993-02-23	1995-02-01	Shell Int Research	Procédé d'oligomérisation.
JPH10508055A (ja) *	1994-10-31	1998-08-04	ディーエスエムエヌ．ブイ．	オレフィン重合用触媒組成物及びオレフィン重合法

1997
- 1997-05-01 EP EP97919768A patent/EP0896593A1/fr not_active Withdrawn
- 1997-05-01 CA CA002253576A patent/CA2253576A1/fr not_active Abandoned
- 1997-05-01 JP JP9539797A patent/JP2000509742A/ja active Pending
- 1997-05-01 WO PCT/NL1997/000248 patent/WO1997042232A1/fr not_active Ceased
- 1997-05-01 BR BR9708971A patent/BR9708971A/pt unknown
- 1997-05-01 AU AU24124/97A patent/AU2412497A/en not_active Abandoned
- 1997-05-01 EA EA199800976A patent/EA199800976A1/ru unknown
- 1997-05-01 KR KR1019980709098A patent/KR20000010949A/ko not_active Withdrawn

Also Published As

Publication number	Publication date
EP0896593A1 (fr)	1999-02-17
KR20000010949A (ko)	2000-02-25
EA199800976A1 (ru)	1999-04-29
AU2412497A (en)	1997-11-26
WO1997042232A1 (fr)	1997-11-13
CA2253576A1 (fr)	1997-11-13
BR9708971A (pt)	1999-08-03

Publication	Publication Date	Title
RU2135522C1 (ru)	1999-08-27	Каталитическая композиция и способ полимеризации олефинов
RU2232766C2 (ru)	2004-07-20	Связанные мостиками металлоцены, способ полимеризации
KR101685662B1 (ko)	2016-12-12	폴리올레핀의 제조 방법 및 이로부터 제조된 폴리올레핀
JP7175692B2 (ja)	2022-11-21	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
JP6896303B2 (ja)	2021-06-30	エチレン／アルファ−オレフィン共重合体
JPH06239915A (ja)	1994-08-30	α‐オレフィン重合用触媒成分およびそれを用いたα‐オレフィン重合体の製造法
US6479646B1 (en)	2002-11-12	Metallocene compounds having indenyl ligand and catalysts for olefin polymerization containing the same
JP2000509742A (ja)	2000-08-02	α―オレフィンの重合法
JP2000513761A (ja)	2000-10-17	官能性ポリオレフィンの製造法
JP2000509741A (ja)	2000-08-02	エチレンおよびα―オレフィンコポリマーの製造法
JP7255014B2 (ja)	2023-04-10	オレフィン重合触媒用遷移金属化合物、これを含むオレフィン重合用触媒およびそれを用いて重合されたポリオレフィン
EP0791607B1 (fr)	2001-05-02	Catalyseur à base de métallocène substitué pour la (co)polymérisation d'oléfines
KR101973191B1 (ko)	2019-04-26	메탈로센 담지 촉매 및 이를 이용하는 폴리올레핀의 제조 방법
JPWO2002024714A1 (ja)	2004-01-29	遷移金属化合物、オレフィン重合用触媒、オレフィン系重合体及びその製造方法
CN112424210B (zh)	2024-01-09	新型过渡金属化合物以及使用其的聚丙烯的制备方法
JP2000510175A (ja)	2000-08-08	エチレン、α―オレフィン及びジエンのターポリマーを調製する方法
JP2000509740A (ja)	2000-08-02	オレフィンモノマー重合のための担持触媒組成物および方法
JP4607289B2 (ja)	2011-01-05	インデニル化合物、その配位子前駆物質、配位子前駆物質の製造法およびオレフィンの重合法
JP2000513760A (ja)	2000-10-17	オレフィンおよびビニル芳香族モノマーの共重合法
WO1997042237A1 (fr)	1997-11-13	Procede pour fabriquer des polyolefines ayant des repartitions larges des poids moleculaires
WO1997042235A1 (fr)	1997-11-13	Procede pour la production de polymeres contenant des olefines cycliques
WO1997042233A1 (fr)	1997-11-13	Procede de polymerisation de monomeres aromatiques de vinyle
MXPA98009115A (en)	2000-09-04	Procedure for the co-polymerization of an olefine and an aromat vinyl monomer
MXPA98009110A (en)	2000-09-04	Composition of supported catalyst and procedure for the polymerization of olef monomers