KR930010044A - 벤조융합된 인데닐 유도체를 리간드로서 함유하는 메탈로센, 이의 제조방법 및 촉매로서의 이의 용도 - Google Patents
벤조융합된 인데닐 유도체를 리간드로서 함유하는 메탈로센, 이의 제조방법 및 촉매로서의 이의 용도 Download PDFInfo
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- KR930010044A KR930010044A KR1019920022689A KR920022689A KR930010044A KR 930010044 A KR930010044 A KR 930010044A KR 1019920022689 A KR1019920022689 A KR 1019920022689A KR 920022689 A KR920022689 A KR 920022689A KR 930010044 A KR930010044 A KR 930010044A
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- 239000003054 catalyst Substances 0.000 title claims abstract 4
- 238000000034 method Methods 0.000 title claims 4
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 title 1
- 239000003446 ligand Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 8
- 239000001257 hydrogen Substances 0.000 claims abstract 8
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052726 zirconium Inorganic materials 0.000 claims abstract 4
- 229910052735 hafnium Inorganic materials 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 6
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 5
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 4
- 229910052710 silicon Inorganic materials 0.000 claims 4
- 239000010703 silicon Substances 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 239000000460 chlorine Substances 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 229910052732 germanium Inorganic materials 0.000 claims 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims 1
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- 150000003623 transition metal compounds Chemical class 0.000 claims 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 1
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229920000098 polyolefin Polymers 0.000 abstract 1
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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 System
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
- C07C49/665—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings a keto group being part of a condensed ring system
- C07C49/675—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings a keto group being part of a condensed ring system having three rings
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- 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
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- 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+
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
본 발명은 공촉매(바람직하게는 알루미녹산)와 다음 일반식(I)의 메탈로센을 포함하는, 올레핀 중합체용으로 매우 유효한 촉매 시스템에 관한 것이다.
상기식에서, 바람직하게는 M1은 Zr 또는 Hf이고, R1및 R2는 할로겐 또는 알킬이며, R3은 알킬이고, R4내지 R10는 알킬 또는 수소이고, R11은 (치환된)알킬렌 또는 헤테로원자 브릿지이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (26)
- 일반식(I)의 화합물.
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- 상기식에서, M1은 주기율표의 IVb, Vb 또는 VIb족 금속이고, R1및 R2는 동일하거나 상이하며 수소원자, C1-C10-알킬 그룹, C1-C20-알콕시 그룹, C6-C10-아릴 그룹, C6-C10-아릴옥시 그룹, C2-C10-아케닐 그룹, C7-C40-아릴알킬 그룹, C7-C40-알킬아릴 그룹, C8-C40-아릴알케닐 그룹, OH 그룹 또는 할로겐 원자이고, 라디칼 R3은 동일하거나 상이하며, 수소원자, 할로겐 원자, 할로겐화될 수 있는 C1-C10알킬 그룹, C6-C10아릴 그룹, 또는 -NR2-, -SR-, -OSiR3, -SiR3또는 -PR2라디칼(여기서, R은 할로겐 원자, C1-C10알킬 그룹 또는 C6-C10아릴 그룹이다)이고, R4내지 R10은 R3에 대해 정의한 바와 같거나, 인접한 라디칼 R4내지 R10은 이들이 결합되어 있는 원자와 함께 방향족 또는 지방족 환을 형성하며,
-
- =A1R12, -Ge-, -Sn-, -O-, -S-, =SO2, =NR12, =CO, =PR12또는 =P(O)R12[여기서, R12및 R13은 동일하거나 상이하고, 수소원자, 할로겐 원자, C1-C10-알킬 그룹, C1-C10-플루오로아릴 그룹, C6-C10-아릴 그룹, C6-C10-플루오로아릴 그룹, C1-C10-알콕시 그룹, C2-C10-알케닐 그룹, C7-C40-알릴알킬 구룹, C8-C40-아릴알케닐 그룹 또는 C7-C40-알킬아릴 그룹이거나, R12와 R13은 각각의 경우에 이들과 결합되어 있는 원자와 함께 환을 형성하며, M2는 규소, 게르마늄 또는 주석이다]이다.
- 제1항에 있어서, M1이 지르코늄 또는 하프늄이고, R1및 R2는 동일하고 C1-C3-알킬 그룹 또는 할로겐 원자이며, 라디칼 R3이 동일하고 C1-C4-알킬 그룹이고, R4내지 R10이 동일하거나 상이하고 수소 또는 C1-C4-알킬 그룹이며, R11이
-
- (여기서, M2는 규소이고 R12및 R13은 동일하거나 상이하고 C1-C4-알킬 그룹 또는 C6-C10-아릴 그룹이다)인 일반식(I)의 화합물.
- 제1항 또는 제2항에 있어서, R4및 R10이 수소이고, R5내지 R9가 동일하거나 상이하며 수소 또는 C1-C4-알킬 그룹인 일반식(I)의 화합물.
- 제1항 내지 제3항 중의 어느 한 항에 있어서, M1이 지르코늄이고, R1및 R2가 동일하고 염소이며, 라디칼 R3이 동일하고 C1-C4-알킬 그룹이며, R4및 R10이 수소이고, R5내지 R9는 동일하거나 상이하며 C1-C4-알킬 그룹 또는 수소이며, R11이
-
- (여기서, M2는 규소이고 R12및 R13은 동일하거나 상이하고, C1-C4-알킬 그룹 또는 C6-C10-아릴 그룹이다)인 일반식(I)의 화합물.
- 제1항 내지 제4항 중의 어느 한 항에 있어서, M1이 지르코늄이고, R1및 R2가 염소이며, R3이 메틸이고 R4내지 R10이 수소이며, R11이 |(여기서, M2는 규소이고 R12및 R13은 동일하거나 상이하며, 메틸 또는 페닐이다)인 일반식(I)의 화합물.
- 디메틸실란디일비스(2-메틸--4,5-벤조인데닐)지르코늄 디클로라이드.
- 일반식(Ⅳ)의 화합물을 일반식(V)의 화합물과 반응시키고, 경우에 따라, 생성된 반응 생성물을 유도체화함을 포함하여, 제1항 내지 제6항 중의 어느 한 항에 따르는 일반식(I)의 화합물을 제조하는 방법.
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-
- 상기식에서, 라디칼 R3내지 R11및 M1은 일반식(I)에서 정의한 바와 같고, M3은 알칼리 금속, 바람직하게는 리튬이며, X는 할로겐 원자, 바람직하게는 염소이다.
- 제1항 내지 제6항 중의 어느 한 항에 따르는 일반식(I)화합물을 메탈로센으로서 사용함을 포함하여, 메탈로센으로부터 형성되는 전이 금속 화합물로서의 촉매 및 공촉매의 존재하에서 용액, 현탁 또는 기상으로 0.5 내지 100bar의 압력하에 -60 내지 200℃의 온도에서 일반식 Ra-CH=CH-Rb(여기서, Ra와 Rb는 동일하거나 상이하고 수소원자 또는 탄소수 1 내지 14의 탄화수소이거나, Ra및 Rb는 이들이 결합되어 있는 원자와 함께 환을 형성할 수 있다)의 올레핀을 중합 또는 공중합시켜 올레핀 중합체를 제조하는 방법.
- 제8항에 있어서, 선형 형태의 경우에는 다음 일반식(Ⅱ)의 알루미녹산을 공촉매로서 사용하고/거나 환식 형태의 경우에는 다음 일반식(Ⅲ)의 알루미녹산을 공촉매로 사용하는 방법.
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- 상기식에서, 라디칼 R14는 동일하거나 상이하고 C1-C6-알킬 또는 C6-C18-아릴 그룹, 벤질 또는 수소이며, p는 2 내지 50의 정수이다.
- 제8항 또는 제9항에 있어서, 메틸알루미녹산이 공촉매로서 사용되는 방법.
- 제9항 또는 제10항에 있어서, 일반식(I)의 메탈로센이 중합반응에 사용되기 전에 일반식(Ⅱ) 및/ 또는(Ⅲ)의 알루미녹산으로 예비활성화되는 방법.
- 올레핀 중합에서 촉매성분으로서의 제1항 내지 제6항중의 어느 한 항에서 청구한 일반식(I)의 메탈로센의 용도.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4139595 | 1991-11-30 | ||
| DEP4139595.6 | 1991-11-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR930010044A true KR930010044A (ko) | 1993-06-21 |
| KR100284726B1 KR100284726B1 (ko) | 2002-08-21 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019920022689A KR100284726B1 (ko) | 1991-11-30 | 1992-11-28 | 벤조 융합된 인데닐 유도체를 리간드로서 함유하는 메탈로센 및 이의 제조방법 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5455366A (ko) |
| EP (1) | EP0549900B1 (ko) |
| JP (1) | JP3371118B2 (ko) |
| KR (1) | KR100284726B1 (ko) |
| AT (1) | ATE141609T1 (ko) |
| AU (1) | AU651915B2 (ko) |
| CA (1) | CA2084017C (ko) |
| DE (1) | DE59206948D1 (ko) |
| ES (1) | ES2093166T3 (ko) |
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| ZA (1) | ZA929213B (ko) |
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| CN117222697A (zh) | 2021-04-26 | 2023-12-12 | 弗纳技术股份有限公司 | 单位点催化的聚合物薄片材 |
| EP4330294A1 (en) | 2021-04-30 | 2024-03-06 | ExxonMobil Chemical Patents Inc. | Processes for transitioning between different polymerization catalysts in a polymerization reactor |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5324800A (en) * | 1983-06-06 | 1994-06-28 | Exxon Chemical Patents Inc. | Process and catalyst for polyolefin density and molecular weight control |
| DE3443087A1 (de) * | 1984-11-27 | 1986-05-28 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von polyolefinen |
| DE3726067A1 (de) * | 1987-08-06 | 1989-02-16 | Hoechst Ag | Verfahren zur herstellung von 1-olefinpolymeren |
| DE3742934A1 (de) * | 1987-12-18 | 1989-06-29 | Hoechst Ag | Verfahren zur herstellung einer chiralen, stereorigiden metallocen-verbindung |
| DE3808268A1 (de) * | 1988-03-12 | 1989-09-21 | Hoechst Ag | Verfahren zur herstellung eines 1-olefinpolymers |
| EP0426643B1 (en) * | 1989-10-30 | 1995-12-27 | Fina Research S.A. | Process for the preparation of metallocenes |
| DE3942364A1 (de) * | 1989-12-21 | 1991-06-27 | Hoechst Ag | Verfahren zur herstellung einer polypropylen-formmasse |
| JP2826362B2 (ja) * | 1990-02-13 | 1998-11-18 | 三井化学株式会社 | オレフィン重合用固体触媒の製造方法、オレフィン重合用固体触媒およびオレフィンの重合方法 |
| ES2071888T3 (es) * | 1990-11-12 | 1995-07-01 | Hoechst Ag | Bisindenilmetalocenos sustituidos en posicion 2, procedimiento para su preparacion y su utilizacion como catalizadores en la polimerizacion de olefinas. |
| EP0485821B1 (de) * | 1990-11-12 | 1996-06-12 | Hoechst Aktiengesellschaft | Metallocene mit Liganden aus 2-substituierten Indenylderivaten, Verfahren zu ihrer Herstellung und ihre Verwendung als Katalysatoren |
| DE4120009A1 (de) * | 1991-06-18 | 1992-12-24 | Basf Ag | Loesliche katalysatorsysteme zur herstellung von polyalk-1-enen mit hohen molmassen |
| JP3402473B2 (ja) * | 1991-08-20 | 2003-05-06 | 日本ポリケム株式会社 | オレフィン重合用触媒 |
-
1992
- 1992-11-27 ES ES92120287T patent/ES2093166T3/es not_active Expired - Lifetime
- 1992-11-27 CA CA002084017A patent/CA2084017C/en not_active Expired - Lifetime
- 1992-11-27 DE DE59206948T patent/DE59206948D1/de not_active Expired - Lifetime
- 1992-11-27 EP EP92120287A patent/EP0549900B1/de not_active Expired - Lifetime
- 1992-11-27 AT AT92120287T patent/ATE141609T1/de not_active IP Right Cessation
- 1992-11-27 ZA ZA929213A patent/ZA929213B/xx unknown
- 1992-11-27 JP JP31909992A patent/JP3371118B2/ja not_active Expired - Lifetime
- 1992-11-27 AU AU29728/92A patent/AU651915B2/en not_active Ceased
- 1992-11-28 KR KR1019920022689A patent/KR100284726B1/ko not_active IP Right Cessation
- 1992-11-30 RU RU92004438/04A patent/RU2098423C1/ru not_active IP Right Cessation
-
1995
- 1995-01-17 US US08/373,862 patent/US5455366A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20010091694A (ko) * | 2000-03-17 | 2001-10-23 | 박성범 | 알루미늄 분말 및 합금분말을 이용한 브레이크라이닝과 그제조방법 |
| KR100452450B1 (ko) * | 2002-06-14 | 2004-10-12 | 현대자동차주식회사 | 자동차 엔진 블록용 실린더 라이너 소재의 제조 방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2084017C (en) | 2006-11-21 |
| EP0549900A1 (de) | 1993-07-07 |
| RU2098423C1 (ru) | 1997-12-10 |
| AU2972892A (en) | 1993-06-03 |
| CA2084017A1 (en) | 1993-05-31 |
| ZA929213B (en) | 1993-05-24 |
| AU651915B2 (en) | 1994-08-04 |
| US5455366A (en) | 1995-10-03 |
| JPH06184179A (ja) | 1994-07-05 |
| KR100284726B1 (ko) | 2002-08-21 |
| DE59206948D1 (de) | 1996-09-26 |
| ES2093166T3 (es) | 1996-12-16 |
| EP0549900B1 (de) | 1996-08-21 |
| ATE141609T1 (de) | 1996-09-15 |
| JP3371118B2 (ja) | 2003-01-27 |
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