KR920002641A - 디엔중합체 및 공중합체를 선택적으로 수소화 시키기 위한 팔라듐 촉매 선구체, 촉매 및 그의 이용방법 - Google Patents
디엔중합체 및 공중합체를 선택적으로 수소화 시키기 위한 팔라듐 촉매 선구체, 촉매 및 그의 이용방법 Download PDFInfo
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- KR920002641A KR920002641A KR1019910012217A KR910012217A KR920002641A KR 920002641 A KR920002641 A KR 920002641A KR 1019910012217 A KR1019910012217 A KR 1019910012217A KR 910012217 A KR910012217 A KR 910012217A KR 920002641 A KR920002641 A KR 920002641A
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- Prior art keywords
- catalyst precursor
- phosphate
- copolymer
- polymer
- hydrogen
- Prior art date
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- 239000012018 catalyst precursor Substances 0.000 title claims 14
- 238000000034 method Methods 0.000 title claims 14
- 229920001577 copolymer Polymers 0.000 title claims 9
- 229920000642 polymer Polymers 0.000 title claims 9
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims 8
- 229910052763 palladium Inorganic materials 0.000 title claims 4
- 239000003054 catalyst Substances 0.000 title claims 3
- 150000001993 dienes Chemical class 0.000 title 1
- 229910019142 PO4 Inorganic materials 0.000 claims 8
- 239000010452 phosphate Substances 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 5
- 239000011541 reaction mixture Substances 0.000 claims 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 claims 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical group [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 claims 2
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 claims 1
- 229920000459 Nitrile rubber Polymers 0.000 claims 1
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical group CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- WMKGGPCROCCUDY-PHEQNACWSA-N dibenzylideneacetone Chemical group C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 WMKGGPCROCCUDY-PHEQNACWSA-N 0.000 claims 1
- WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-UHFFFAOYSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical group CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical group OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 claims 1
- 239000006069 physical mixture Substances 0.000 claims 1
- 229920002857 polybutadiene Polymers 0.000 claims 1
- 229920000570 polyether Polymers 0.000 claims 1
- 229920001195 polyisoprene Polymers 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2291—Olefins
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
-
- 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/006—Palladium compounds
- C07F15/0066—Palladium compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/02—Hydrogenation
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/04—Reduction, e.g. hydrogenation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/60—Reduction reactions, e.g. hydrogenation
- B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
- B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
- B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/824—Palladium
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (17)
- 필라듐(Ⅱ)염이 유기포스페이트, 디알킬리덴 아세톤 및 테트라-알킬암모늄 히드록사이드로 구성된 그룹으로부터 선택된 착화합물체로 착화합물화되고 유기 시아니드, 에테르, 폴리에테르, 유기포스핀 및 유기아르신으로 구성된 그룹으로 부터 선택된 유기 안정화제로 안정화된 것으로 구성된 것을 특징으로 하는 중합체 또는 공중합체내에 올레핀 불포화의 수소화에 유용한 촉매 선구체.
- 제1항에 있어서, 상기 유기 포스페이트가 하기 구조식(Ⅰ) :(R1O)PO3H2(Ⅰ)을 가진 적어도 하나의 단일 치환된 포스페이트이거나, 하기 구조식 Ⅱ :(PR1O)(R2O)PO3H2(Ⅱ)를 가진 적어도 하나의 이중 치환된 포스페이트로서, 상기식에서 R1및 R2는 동일하거나 상이하고 적어도 하나의 단일 치환된 유기포스페이트 및 적어도 하나의 이중치환된 유기 포스페이트의 물리적 혼합물, 알킬, 아릴, 아르알킬 또는 시클로알킬 작용기 인것을 특징으로하는 촉매 선구체.
- 제2항에 있어서, 상기 유기포스페이트가 모노이소프로필 포스페이트, 디이소프로필로스페이트, 또는 그의 혼합물인것을 특징으로하는 촉매 선구체.
- 제2항에 있어서, 상기 유기포스페이트가 페닐포스페이드 인것을 특징으로 하는 촉매 선구체.
- 제2항에 있어서, 상기 유기포스페이트가 모노(n-부틸)포스페이트, 디(n-부틸)포스페이트, 또는 그의 혼합물인것을 특징으로하는 촉매 선구체.
- 제1항에 있어서, 상기 디알킬리덴 아세톤이 하기 구조식 :을 가지고 상기 식에서R1-R6는 동일하거나 상이하고 수소, 알킬, 아릴, 아르알킬 또는 시클로알킬인것을 특징으로 하는 촉매 선구체.
- 제6항에 있어서, 상기 디알킬디덴 아세톤이 디벤질리덴 아세톤인것을 특징으로하는 촉매 선구체.
- 제1항에 있어서, 상기 테트라-알킬 암모늄 히드록하이드가 테트라부틸 암모늄 히드록사이드인것을 특징으로하는 촉매 선구체.
- 제1항 내지 제8항중 어느 한항에 있어서, 상기 안정화제가 아세토니트리 및 테트라하디로퓨란으로 구성된 그룹으로부터 선택되는 것을 특징으로 하는 촉매 선구체.
- 제1항 내지 제9항중 어느 한항에 따른, 촉매 선구체 존재하에 수소로 연속 환원시킴의해 형성된 중합체 또는 공중합체의 올레핀 불포화의 선택적 수소화를 특징으로 하는 동종 콜로이드 팔리듐(O) 촉매.
- 올레핀 불포화 중합체 또는 공중합체를 수소화시키는 방법으로서, 제1항 내지 제9항중 어느 한항에 따라서, 적어도 하나의 촉매 선구체를 선택하고;촉매 선구체 용액을 형성하기 위해 옹매내에 상기 선구체를 용해시키고;반응 혼합물을 형성하기 위해 상기 용매내에 중합체 또는 공중합체 용액에 상기 촉매 선구체용액을 첨가시키고 ; 수소를 상기 반응 혼합물에 도입시키고 ; 일종 콜로이드 팔라듐 촉매를 발생시키기 위해 수소 존재하에 상기 반응 혼합물을 접촉시키고; 4 내지 20시간동안 1-7MPa 압력하의 수소 대기하에 20℃-120℃온도로 상기 반응 혼합물을 계속해서 접속시키고, 수소 압력 및 촉매 활동도를 감소시킴에 의해 공정을 종결시키는 단계들로 구성된 것을 특징으로 하는 올레핀 불포화 중합체 또는 공중합체를 수소화 시키는 방법.
- 제11항에 있어서, 상기 반응이 60-90℃온도에서 수행되는 것을 특징으로 하는 방법.
- 제11항 내지 제12항중 어느 한항에 있어서, 상기 공정이 팔라듐이 결정화 되도록 하는 충분히 높은 온도까지 반응 혼합물을 가열시키거나 1MPa 이하로 수소압력을 감속시킴에 의해 종결시키는 것을 특징으로하는 방법.
- 제11항 내지 제13항중 어느 한항에 있어서, 니트릴 러버가 공중합체로서 사용되는 것을 특징으로 하는 방법.
- 제11항 내지 제13항중 어느 한항에 있어서, 중합체가 폴리부타디엔 및 폴리이소프렌으로 구성된 그룹으로부터 선택되는 것을 특징으로 하는 방법.
- 제11항 내지 제15항중 어느 한항에 있어서, 상기 촉매 선구체 용액이 적어도 두개의 분리된 단계로 중합체 또는 공중합체를 함유하는 용액에 첨가되는 것을 특징으로 하는 방법.
- 제11항 내지 제16항중 어느 한항에 있어서, 상기 촉매 선구체 용액이 반응이 종결될때까지 선결된 일정한 속도로 중합체 또는 공중합체를 함유하는 용액에 첨가되는 것을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55504390A | 1990-07-19 | 1990-07-19 | |
| US07/555,043 | 1990-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR920002641A true KR920002641A (ko) | 1992-02-28 |
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ID=24215748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019910012217A KR920002641A (ko) | 1990-07-19 | 1991-07-16 | 디엔중합체 및 공중합체를 선택적으로 수소화 시키기 위한 팔라듐 촉매 선구체, 촉매 및 그의 이용방법 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US5430163A (ko) |
| EP (1) | EP0467468A1 (ko) |
| JP (1) | JPH05131140A (ko) |
| KR (1) | KR920002641A (ko) |
| CN (1) | CN1058218A (ko) |
| AU (1) | AU8113891A (ko) |
| BR (1) | BR9103072A (ko) |
| CA (1) | CA2047259C (ko) |
| CS (1) | CS217291A3 (ko) |
| HU (1) | HUT59167A (ko) |
| MX (1) | MX9100260A (ko) |
| NO (1) | NO912781L (ko) |
| PL (1) | PL291131A1 (ko) |
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| US7334614B2 (en) * | 2002-10-15 | 2008-02-26 | Black & Decker Inc. | Depth adjustment mechanism |
| US20060191597A1 (en) * | 2002-10-15 | 2006-08-31 | Black & Decker Inc. | Handle assembly |
| US7451791B2 (en) | 2002-10-15 | 2008-11-18 | Black & Decker Inc. | Handle assembly |
| US7073993B2 (en) * | 2002-10-15 | 2006-07-11 | Porter-Cable Corporation | Switch assembly |
| US7334613B2 (en) * | 2002-10-15 | 2008-02-26 | Black & Decker Inc. | Router base securing mechanism |
| US6986369B1 (en) | 2002-11-12 | 2006-01-17 | Porter-Cable Corporation | Router height adjustment apparatus |
| FI114689B (fi) * | 2003-04-17 | 2004-12-15 | Tunturi Oy Ltd | Juoksumatto |
| US20060102249A1 (en) * | 2003-05-01 | 2006-05-18 | Cooper Randy G | Router with drive shaft lock mechanism |
| US7089979B2 (en) * | 2003-05-01 | 2006-08-15 | Black & Decker Inc. | Ergonomic router |
| US7275900B1 (en) | 2003-07-25 | 2007-10-02 | Black & Decker Inc. | Router elevating mechanism |
| CN100376611C (zh) * | 2005-05-20 | 2008-03-26 | 中国石油天然气股份有限公司 | 一种丁腈橡胶的加氢方法 |
| EP2072536A1 (en) | 2007-12-17 | 2009-06-24 | Lanxess Inc. | Hydrogenation of diene-based polymers |
| EP2075262A1 (en) * | 2007-12-17 | 2009-07-01 | Lanxess Inc. | Hydrogenation of diene-based polymers |
| JP6414937B2 (ja) * | 2016-12-22 | 2018-10-31 | 株式会社レヂテックス | 水素化天然ゴムラテックスの製造方法 |
| CN110139877B (zh) * | 2017-01-20 | 2021-07-16 | 日本瑞翁株式会社 | 氢化共轭二烯系聚合物胶乳的制造方法 |
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| US3678085A (en) * | 1969-08-08 | 1972-07-18 | Union Carbide Corp | Process for making group viii metal cyanides and group viii metal cyanide complexes |
| US3898208A (en) * | 1971-06-21 | 1975-08-05 | Dow Chemical Co | Hydrogenation of oil-insoluble diene polymers |
| US4048093A (en) * | 1975-11-28 | 1977-09-13 | Texaco Inc. | Processes for regenerating dispersions of ligand-stabilized, palladium(II) halide complexes used in carbonylation catalysts |
| US4190595A (en) * | 1978-08-08 | 1980-02-26 | Allied Chemical Corporation | Process for dehalogenating the metal-halide bond in a low valent group VIII metal halide complex |
| US4337329A (en) * | 1979-12-06 | 1982-06-29 | Nippon Zeon Co., Ltd. | Process for hydrogenation of conjugated diene polymers |
| FR2482953A1 (fr) * | 1980-05-22 | 1981-11-27 | Inst Francais Du Petrole | Procede d'hydrogenation selective d'une di-olefine dans un melange d'hydrocarbures renfermant au moins 4 atomes de carbone et contenant une olefine -a |
| JPS585304A (ja) * | 1981-07-01 | 1983-01-12 | Asahi Chem Ind Co Ltd | 水添重合体の製造方法 |
| JPS5817103A (ja) * | 1981-07-24 | 1983-02-01 | Nippon Zeon Co Ltd | 共役ジエン系重合体の水素化方法 |
| JPS6033135B2 (ja) * | 1981-08-11 | 1985-08-01 | 日本ゼオン株式会社 | 耐油性ゴム組成物 |
| US4384089A (en) * | 1981-10-15 | 1983-05-17 | Atlantic Richfield Company | Low temperature polymerization process |
| CA1220300A (en) * | 1982-12-08 | 1987-04-07 | Polysar Limited | Polymer hydrogenation process |
| JPS59117501A (ja) * | 1982-12-23 | 1984-07-06 | Nippon Zeon Co Ltd | 共役ジエン系重合体の水素化方法 |
| DE3329974A1 (de) * | 1983-08-19 | 1985-02-28 | Bayer Ag, 5090 Leverkusen | Herstellung von hydrierten nitrilkautschuken |
| US4791089A (en) * | 1983-10-07 | 1988-12-13 | Enron Chemical Corporation | Zirconia-titania-silica tergels and their use as catalyst supports |
| US4645849A (en) * | 1985-01-22 | 1987-02-24 | General Electric Company | Hydrogenation of unsaturated hydrocarbons with cyclometallated transition metal catalysts |
| DE3529252A1 (de) * | 1985-08-16 | 1987-02-19 | Bayer Ag | Verfahren zur selektiven hydrierung ungesaettigter verbindungen |
| DE3538129A1 (de) * | 1985-10-26 | 1987-04-30 | Bayer Ag | Traegerkatalysatoren und hydrierverfahren unter verwendung dieser traegerkatalysatoren |
| DE3541689A1 (de) * | 1985-11-26 | 1987-05-27 | Bayer Ag | Verfahren zur selektiven hydrierung nitrilgruppenhaltiger ungesaettigter polymerer |
| DE3634882A1 (de) * | 1986-10-14 | 1988-04-21 | Bayer Ag | Verfahren zur herstellung von teilhydrierten nitrilkautschuken |
| US4812528A (en) * | 1987-07-06 | 1989-03-14 | University Of Waterloo | Polymer hydrogenation process |
| US4816525A (en) * | 1987-07-06 | 1989-03-28 | University Of Waterloo | Polymer hydrogenation process |
| US4797382A (en) * | 1987-11-27 | 1989-01-10 | Gaf Corporation | Hydrogenation catalyst and process for preparing the catalyst |
| US4834081A (en) * | 1988-01-11 | 1989-05-30 | Boehringer Mannheim Corporation | Tool for removing modular joint prosthesis |
-
1991
- 1991-07-12 CS CS912172A patent/CS217291A3/cs unknown
- 1991-07-15 EP EP91201839A patent/EP0467468A1/en not_active Withdrawn
- 1991-07-16 KR KR1019910012217A patent/KR920002641A/ko not_active Application Discontinuation
- 1991-07-16 NO NO91912781A patent/NO912781L/no unknown
- 1991-07-17 CA CA002047259A patent/CA2047259C/en not_active Expired - Fee Related
- 1991-07-18 AU AU81138/91A patent/AU8113891A/en not_active Abandoned
- 1991-07-18 PL PL29113191A patent/PL291131A1/xx unknown
- 1991-07-18 BR BR919103072A patent/BR9103072A/pt unknown
- 1991-07-18 HU HU912421A patent/HUT59167A/hu unknown
- 1991-07-18 JP JP3177924A patent/JPH05131140A/ja active Pending
- 1991-07-18 MX MX919100260A patent/MX9100260A/es not_active Application Discontinuation
- 1991-07-18 CN CN91104910A patent/CN1058218A/zh active Pending
-
1993
- 1993-04-02 US US08/042,128 patent/US5430163A/en not_active Expired - Fee Related
-
1994
- 1994-09-22 US US08/310,935 patent/US5475121A/en not_active Expired - Fee Related
-
1995
- 1995-09-14 US US08/528,117 patent/US5652191A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1058218A (zh) | 1992-01-29 |
| US5475121A (en) | 1995-12-12 |
| CA2047259A1 (en) | 1992-01-20 |
| EP0467468A1 (en) | 1992-01-22 |
| HUT59167A (en) | 1992-04-28 |
| NO912781L (no) | 1992-01-20 |
| CA2047259C (en) | 2001-04-24 |
| PL291131A1 (en) | 1992-02-24 |
| US5430163A (en) | 1995-07-04 |
| NO912781D0 (no) | 1991-07-16 |
| MX9100260A (es) | 1992-02-28 |
| BR9103072A (pt) | 1992-04-28 |
| HU912421D0 (en) | 1991-12-30 |
| CS217291A3 (en) | 1992-02-19 |
| JPH05131140A (ja) | 1993-05-28 |
| AU8113891A (en) | 1992-01-23 |
| US5652191A (en) | 1997-07-29 |
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