CN1231668A - 含2－杂原子取代的环戊二烯基金属配合物和烯烃聚合方法 - Google Patents

含2－杂原子取代的环戊二烯基金属配合物和烯烃聚合方法 Download PDF

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Publication number: CN1231668A
Authority: CN; China
Prior art keywords: alkyl; dimethyl; group; indenes; ammino
Prior art date: 1996-08-08
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

CN97198208A

Other languages

English (en)

Chinese (zh)

Inventor

J·克洛辛

W·J·小克鲁佩

P·N·尼凯斯

J·T·帕顿

D·R·维尔森

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.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

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.)

1996-08-08

Filing date

1997-07-28

Publication date

1999-10-13

1997-07-28 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1999-10-13 Publication of CN1231668A publication Critical patent/CN1231668A/zh

Status Pending legal-status Critical Current

Links

229910052751 metal Inorganic materials 0.000 title claims abstract description 141
239000002184 metal Substances 0.000 title claims abstract description 141
150000001336 alkenes Chemical class 0.000 title claims abstract description 26
ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 title claims abstract description 26
125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 title claims abstract description 22
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 17
238000006116 polymerization reaction Methods 0.000 title claims description 57
239000003054 catalyst Substances 0.000 claims abstract description 73
125000005842 heteroatom Chemical group 0.000 claims abstract description 22
239000003446 ligand Substances 0.000 claims abstract description 19
-1 phosphino- Chemical group 0.000 claims description 194
150000001875 compounds Chemical class 0.000 claims description 122
238000000034 method Methods 0.000 claims description 101
125000000217 alkyl group Chemical group 0.000 claims description 98
239000002585 base Substances 0.000 claims description 91
229930195733 hydrocarbon Natural products 0.000 claims description 85
239000004215 Carbon black (E152) Substances 0.000 claims description 83
229910052710 silicon Inorganic materials 0.000 claims description 78
239000010703 silicon Substances 0.000 claims description 78
239000000203 mixture Substances 0.000 claims description 76
239000000126 substance Substances 0.000 claims description 61
229910052760 oxygen Inorganic materials 0.000 claims description 51
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 43
239000001301 oxygen Substances 0.000 claims description 43
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 42
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 40
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
239000007789 gas Substances 0.000 claims description 34
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 34
150000002500 ions Chemical class 0.000 claims description 33
230000003647 oxidation Effects 0.000 claims description 31
238000007254 oxidation reaction Methods 0.000 claims description 31
125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 claims description 31
229910052782 aluminium Inorganic materials 0.000 claims description 29
239000004711 α-olefin Substances 0.000 claims description 25
239000001257 hydrogen Substances 0.000 claims description 24
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238000006884 silylation reaction Methods 0.000 claims description 24
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 22
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125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 22
229910052799 carbon Inorganic materials 0.000 claims description 21
229910052736 halogen Inorganic materials 0.000 claims description 21
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238000009826 distribution Methods 0.000 claims description 20
125000003118 aryl group Chemical group 0.000 claims description 19
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125000004122 cyclic group Chemical group 0.000 claims description 17
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238000005516 engineering process Methods 0.000 claims description 17
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 13
239000003513 alkali Substances 0.000 claims description 13
230000007935 neutral effect Effects 0.000 claims description 13
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239000002002 slurry Substances 0.000 claims description 12
229910000085 borane Inorganic materials 0.000 claims description 11
UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 claims description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 10
238000010528 free radical solution polymerization reaction Methods 0.000 claims description 10
230000000379 polymerizing effect Effects 0.000 claims description 10
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
229910052698 phosphorus Inorganic materials 0.000 claims description 8
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 7
229910052796 boron Inorganic materials 0.000 claims description 7
125000001188 haloalkyl group Chemical group 0.000 claims description 7
230000003993 interaction Effects 0.000 claims description 7
229910052747 lanthanoid Inorganic materials 0.000 claims description 7
150000002602 lanthanoids Chemical class 0.000 claims description 7
RBSNDIRYOKLLMG-UHFFFAOYSA-N 1,2-dihydroazocine Chemical compound C1NC=CC=CC=C1 RBSNDIRYOKLLMG-UHFFFAOYSA-N 0.000 claims description 6
229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 6
239000002879 Lewis base Substances 0.000 claims description 6
150000001257 actinium Chemical class 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
239000001273 butane Substances 0.000 claims description 6
150000007527 lewis bases Chemical class 0.000 claims description 6
YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 5
230000003213 activating effect Effects 0.000 claims description 5
230000004913 activation Effects 0.000 claims description 5
125000004429 atom Chemical group 0.000 claims description 5
239000000460 chlorine Substances 0.000 claims description 5
125000003282 alkyl amino group Chemical group 0.000 claims description 4
229920001577 copolymer Polymers 0.000 claims description 4
238000007334 copolymerization reaction Methods 0.000 claims description 4
BFFJBAVNIXLGLQ-UHFFFAOYSA-N dimethyl-[(2-methylpropan-2-yl)oxy]silane Chemical compound C[SiH](C)OC(C)(C)C BFFJBAVNIXLGLQ-UHFFFAOYSA-N 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 3
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
229910052801 chlorine Inorganic materials 0.000 claims description 3
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 3
159000000003 magnesium salts Chemical class 0.000 claims description 3
DMEKUKDWAIXWSL-UHFFFAOYSA-N n,n-dimethyl-7-nitro-9h-fluoren-2-amine Chemical group [O-][N+](=O)C1=CC=C2C3=CC=C(N(C)C)C=C3CC2=C1 DMEKUKDWAIXWSL-UHFFFAOYSA-N 0.000 claims description 3
239000011574 phosphorus Substances 0.000 claims description 3
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 3
125000005023 xylyl group Chemical group 0.000 claims description 3
APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 claims description 2
XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical group [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
239000005864 Sulphur Substances 0.000 claims description 2
229910052794 bromium Inorganic materials 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims description 2
229910052809 inorganic oxide Inorganic materials 0.000 claims description 2
229910052740 iodine Inorganic materials 0.000 claims description 2
229910001507 metal halide Inorganic materials 0.000 claims description 2
150000005309 metal halides Chemical class 0.000 claims description 2
125000002757 morpholinyl group Chemical group 0.000 claims description 2
230000002452 interceptive effect Effects 0.000 claims 2
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
125000004646 sulfenyl group Chemical group S(*)* 0.000 claims 1
125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 abstract description 10
229920006158 high molecular weight polymer Polymers 0.000 abstract description 3
229910000077 silane Inorganic materials 0.000 description 328
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 288
COOXAWDWHWRVRD-UHFFFAOYSA-N C[Ti]C Chemical compound C[Ti]C COOXAWDWHWRVRD-UHFFFAOYSA-N 0.000 description 249
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 142
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239000010936 titanium Substances 0.000 description 130
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 115
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 57
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YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 50
239000000243 solution Substances 0.000 description 47
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230000002829 reductive effect Effects 0.000 description 43
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238000002360 preparation method Methods 0.000 description 37
239000000047 product Substances 0.000 description 34
238000006243 chemical reaction Methods 0.000 description 32
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QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 31
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 28
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125000003963 dichloro group Chemical group Cl* 0.000 description 24
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230000000694 effects Effects 0.000 description 15
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 14
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 14
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238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 11
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125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 9
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 9
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238000005227 gel permeation chromatography Methods 0.000 description 8
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UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 8
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125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 6
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238000010189 synthetic method Methods 0.000 description 5
RURFJXKOXIWFJX-UHFFFAOYSA-N (2,3,4,6-tetrafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C=C(F)C(F)=C1F RURFJXKOXIWFJX-UHFFFAOYSA-N 0.000 description 4
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KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 4
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XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
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238000006555 catalytic reaction Methods 0.000 description 4
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238000012937 correction Methods 0.000 description 4
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
RUIGDFHKELAHJL-UHFFFAOYSA-N dimethylgermane Chemical compound C[GeH2]C RUIGDFHKELAHJL-UHFFFAOYSA-N 0.000 description 4
238000010828 elution Methods 0.000 description 4
150000002084 enol ethers Chemical class 0.000 description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
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238000004811 liquid chromatography Methods 0.000 description 4
239000011777 magnesium Substances 0.000 description 4
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150000002739 metals Chemical class 0.000 description 4
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125000005270 trialkylamine group Chemical group 0.000 description 1
125000004665 trialkylsilyl group Chemical group 0.000 description 1
RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-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
239000012808 vapor phase Substances 0.000 description 1
238000012725 vapour phase polymerization Methods 0.000 description 1
238000002424 x-ray crystallography Methods 0.000 description 1

Images

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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C—CHEMISTRY; METALLURGY
- 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
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
- 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
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
- 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
- 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

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

CN97198208A 1996-08-08 1997-07-28 含2－杂原子取代的环戊二烯基金属配合物和烯烃聚合方法 Pending CN1231668A (zh)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US2376896P	1996-08-08	1996-08-08
US60/023,768		1996-08-08

Publications (1)

Publication Number	Publication Date
CN1231668A true CN1231668A (zh)	1999-10-13

Family

ID=21817090

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CN97198208A Pending CN1231668A (zh)	1996-08-08	1997-07-28	含2－杂原子取代的环戊二烯基金属配合物和烯烃聚合方法

Country Status (21)

Country	Link
EP (1)	EP1021454A1 (hu)
JP (1)	JP2000516608A (hu)
KR (1)	KR20000029853A (hu)
CN (1)	CN1231668A (hu)
AR (1)	AR009034A1 (hu)
AU (1)	AU716659B2 (hu)
BR (1)	BR9711115A (hu)
CA (1)	CA2262377A1 (hu)
CO (1)	CO4870709A1 (hu)
CZ (1)	CZ42499A3 (hu)
HU (1)	HUP9904148A3 (hu)
ID (1)	ID18005A (hu)
NO (1)	NO990546L (hu)
NZ (1)	NZ333877A (hu)
PL (1)	PL331526A1 (hu)
RU (1)	RU2196776C2 (hu)
SA (1)	SA97180735B1 (hu)
SK (1)	SK15299A3 (hu)
TR (1)	TR199900589T2 (hu)
WO (1)	WO1998006728A1 (hu)
ZA (2)	ZA976999B (hu)

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CN102101897A (zh) *	2010-12-24	2011-06-22	上海化工研究院	侧链含杂环的茂金属催化剂及其在烯烃聚合中的应用
CN103249755A (zh) *	2010-09-15	2013-08-14	株式会社日本触媒	可作为热潜在性聚合引发剂使用的组合物

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US6326493B1 (en) *	1999-01-25	2001-12-04	Chisso Corporation	Metallocene compounds, processes for the preparation thereof, catalyst components for olefin polymerization, and processes for the production of olefin polymers
AU3902300A (en)	1999-04-29	2000-11-17	Dow Chemical Company, The	Bis(n,n-dihydrocarbylamino)- substituted cyclopentadienes and metal complexes thereof
WO2000069870A1 (en)	1999-05-13	2000-11-23	The Dow Chemical Company	Metal complexes containing bridging heteroatom for olefin-polymerization-process
US6555634B1 (en)	1999-05-13	2003-04-29	The Dow Chemical Company	Di- and tri-heteroatom substituted indenyl metal complexes
WO2000075146A1 (en)	1999-06-04	2000-12-14	The Dow Chemical Company	Boron-substituted cyclopentadienes and metal complexes thereof
KR100714508B1 (ko) *	1999-12-10	2007-05-07	다우 글로벌 테크놀로지스 인크.	치환된 4족 금속 착체, 촉매 및 올레핀 중합 방법
US6825295B2 (en)	1999-12-10	2004-11-30	Dow Global Technologies Inc.	Alkaryl-substituted group 4 metal complexes, catalysts and olefin polymerization process
EP1253158A1 (en) *	1999-12-10	2002-10-30	Dow Global Technologies Inc.	Substituted group 4 metal complexes, catalysts and olefin polymerization process
KR100675053B1 (ko)	2000-01-18	2007-01-26	바셀 테크놀로지 캄파니 비이브이	실질적으로 무정형인 프로필렌 기재 중합체의 제조 방법
AU2001226937A1 (en) *	2000-01-19	2001-07-31	Borealis Technology Oy	Metallocene catalysts comprising monocyclic siloxy substituted cyclopentadienyl group(s) for the polymerisation of olefins
GB0001232D0 (en) *	2000-01-19	2000-03-08	Borealis Polymers Oy	Polymerisation catalysts
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
KR20100101024A (ko) *	2002-03-14	2010-09-15	다우 글로벌 테크놀로지스 인크.	치환된 인데닐 금속 착물
US6927264B2 (en)	2003-05-28	2005-08-09	Dow Global Technologies Inc.	Metal complexes and polymerization process using same
MY158186A (en)	2009-07-28	2016-09-15	Univation Tech Llc	Polymerization process using a supported constrained geometry catalyst
US9382361B2 (en)	2014-03-21	2016-07-05	Exxonmobil Chemical Patents Inc.	Process to produce ethylene propylene copolymers
PL3245258T3 (pl)	2015-01-06	2020-01-31	Scg Chemicals Co., Ltd.	MIKROSFERY SiO₂ Z WARSTWOWYM PODWÓJNYM WODOROTLENKIEM I SPOSOBY ICH OTRZYMYWANIA
KR102010630B1 (ko) *	2016-01-20	2019-08-13	한화토탈 주식회사	올레핀 중합촉매 및 이를 이용한 올레핀 중합방법
GB201608384D0 (en)	2016-05-12	2016-06-29	Scg Chemicals Co Ltd	Unsymmetrical metallocene catalysts and uses thereof
CN110612313A (zh) *	2017-03-23	2019-12-24	埃克森美孚化学专利公司	催化剂体系及其制备和使用方法
KR102643986B1 (ko)	2017-09-29	2024-03-07	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 인덴계 전이금속 화합물, 이를 포함하는 전이금속 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
KR20200105409A (ko)	2019-02-28	2020-09-07	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 테트라아릴보레이트 화합물, 이를 포함하는 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
WO2020174346A1 (ko)	2019-02-28	2020-09-03	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 테트라아릴보레이트 화합물, 이를 포함하는 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
EP3865522A4 (en)	2019-09-27	2022-05-18	LG Chem, Ltd.	POLYETHYLENE AND RELATED CHLORINATED POLYETHYLENE

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1997
- 1997-07-28 CZ CZ99424A patent/CZ42499A3/cs unknown
- 1997-07-28 NZ NZ333877A patent/NZ333877A/xx unknown
- 1997-07-28 AU AU39647/97A patent/AU716659B2/en not_active Ceased
- 1997-07-28 EP EP97937033A patent/EP1021454A1/en not_active Withdrawn
- 1997-07-28 HU HU9904148A patent/HUP9904148A3/hu unknown
- 1997-07-28 BR BR9711115A patent/BR9711115A/pt not_active IP Right Cessation
- 1997-07-28 CN CN97198208A patent/CN1231668A/zh active Pending
- 1997-07-28 WO PCT/US1997/013171 patent/WO1998006728A1/en not_active Application Discontinuation
- 1997-07-28 RU RU99104650/04A patent/RU2196776C2/ru not_active IP Right Cessation
- 1997-07-28 KR KR1019997001015A patent/KR20000029853A/ko not_active Application Discontinuation
- 1997-07-28 PL PL97331526A patent/PL331526A1/xx unknown
- 1997-07-28 TR TR1999/00589T patent/TR199900589T2/xx unknown
- 1997-07-28 SK SK152-99A patent/SK15299A3/sk not_active Application Discontinuation
- 1997-07-28 CA CA002262377A patent/CA2262377A1/en not_active Abandoned
- 1997-07-28 JP JP10509760A patent/JP2000516608A/ja active Pending
- 1997-08-06 ZA ZA976999A patent/ZA976999B/xx unknown
- 1997-08-06 ZA ZA976998A patent/ZA976998B/xx unknown
- 1997-08-07 ID IDP972749A patent/ID18005A/id unknown
- 1997-08-08 AR ARP970103616A patent/AR009034A1/es not_active Application Discontinuation
- 1997-08-08 CO CO97045592A patent/CO4870709A1/es unknown
- 1997-12-24 SA SA97180735A patent/SA97180735B1/ar unknown
1999
- 1999-02-05 NO NO990546A patent/NO990546L/no not_active Application Discontinuation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN103249755A (zh) *	2010-09-15	2013-08-14	株式会社日本触媒	可作为热潜在性聚合引发剂使用的组合物
CN102101897A (zh) *	2010-12-24	2011-06-22	上海化工研究院	侧链含杂环的茂金属催化剂及其在烯烃聚合中的应用
CN102101897B (zh) *	2010-12-24	2013-02-06	上海化工研究院	侧链含杂环的茂金属催化剂及其在烯烃聚合中的应用

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Publication number	Publication date
ZA976998B (en)	1999-02-08
AR009034A1 (es)	2000-03-08
HUP9904148A2 (hu)	2000-03-28
ZA976999B (en)	1999-02-08
TR199900589T2 (xx)	1999-07-21
BR9711115A (pt)	1999-08-17
EP1021454A1 (en)	2000-07-26
SK15299A3 (en)	2000-03-13
NO990546L (no)	1999-03-29
AU3964797A (en)	1998-03-06
AU716659B2 (en)	2000-03-02
PL331526A1 (en)	1999-07-19
SA97180735B1 (ar)	2006-10-08
RU2196776C2 (ru)	2003-01-20
NZ333877A (en)	2000-08-25
NO990546D0 (no)	1999-02-05
WO1998006728A1 (en)	1998-02-19
CZ42499A3 (cs)	1999-07-14
HUP9904148A3 (en)	2003-03-28
CO4870709A1 (es)	1999-12-27
JP2000516608A (ja)	2000-12-12
KR20000029853A (ko)	2000-05-25
ID18005A (id)	1998-02-19
CA2262377A1 (en)	1998-02-19

Legal Events

Date	Code	Title
1999-10-13	C06	Publication
1999-10-13	PB01	Publication
1999-11-24	C10	Entry into substantive examination
1999-11-24	SE01	Entry into force of request for substantive examination
2002-11-13	C02	Deemed withdrawal of patent application after publication (patent law 2001)
2002-11-13	WD01	Invention patent application deemed withdrawn after publication

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