KR101244301B1 - 촉매 시스템 - Google Patents

촉매 시스템 Download PDF

Info

Publication number
KR101244301B1
KR101244301B1 KR1020067019185A KR20067019185A KR101244301B1 KR 101244301 B1 KR101244301 B1 KR 101244301B1 KR 1020067019185 A KR1020067019185 A KR 1020067019185A KR 20067019185 A KR20067019185 A KR 20067019185A KR 101244301 B1 KR101244301 B1 KR 101244301B1
Authority
KR
South Korea
Prior art keywords
ligand
alkyl
metal
group
present
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
KR1020067019185A
Other languages
English (en)
Korean (ko)
Other versions
KR20070006782A (ko
Inventor
그라햄 이스트햄
닐 틴대일
Original Assignee
루사이트 인터내셔널 유케이 리미티드
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.)
Filing date
Publication date
Application filed by 루사이트 인터내셔널 유케이 리미티드 filed Critical 루사이트 인터내셔널 유케이 리미티드
Publication of KR20070006782A publication Critical patent/KR20070006782A/ko
Application granted granted Critical
Publication of KR101244301B1 publication Critical patent/KR101244301B1/ko
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • 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
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2419—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member
    • B01J31/2428—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member with more than one complexing phosphine-P atom
    • B01J31/2433—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
    • 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
    • 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
    • B01J31/1895—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 arsenic or antimony
    • 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
    • B01J31/20—Carbonyls
    • 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
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • 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
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • 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
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • B01J31/2457—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings, e.g. Xantphos
    • 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
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2461—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as ring members in the condensed ring system or in a further ring
    • B01J31/248—Bridged ring systems, e.g. 9-phosphabicyclononane
    • B01J31/2485—Tricyclic systems, e.g. phosphaadamantanes and hetero analogues
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
    • C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
    • C07C67/38—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
    • 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
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202—Polynuclearity
    • B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • 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
    • 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
    • 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
    • B01J2531/84—Metals of the iron group
    • B01J2531/842—Iron

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020067019185A 2004-02-18 2005-02-17 촉매 시스템 Expired - Lifetime KR101244301B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0403592A GB0403592D0 (en) 2004-02-18 2004-02-18 A catalyst system
GB0403592.9 2004-02-18
PCT/GB2005/000569 WO2005079981A1 (en) 2004-02-18 2005-02-17 A catalyst system

Publications (2)

Publication Number Publication Date
KR20070006782A KR20070006782A (ko) 2007-01-11
KR101244301B1 true KR101244301B1 (ko) 2013-03-18

Family

ID=32039949

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020067019185A Expired - Lifetime KR101244301B1 (ko) 2004-02-18 2005-02-17 촉매 시스템

Country Status (16)

Country Link
US (2) US9040445B2 (enExample)
EP (3) EP2243548B1 (enExample)
JP (3) JP5350592B2 (enExample)
KR (1) KR101244301B1 (enExample)
CN (2) CN1972750A (enExample)
AU (1) AU2005215229B2 (enExample)
BR (1) BRPI0507805B1 (enExample)
CA (1) CA2555374C (enExample)
ES (3) ES2445618T3 (enExample)
GB (1) GB0403592D0 (enExample)
IN (1) IN2012DN02527A (enExample)
MY (1) MY143572A (enExample)
RU (1) RU2372989C2 (enExample)
TW (1) TWI377985B (enExample)
WO (1) WO2005079981A1 (enExample)
ZA (1) ZA200606472B (enExample)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1651587A1 (en) 2003-07-03 2006-05-03 Lucite International UK Limited Process for the hydroformylation of ethylenically unsaturated compounds
GB0403592D0 (en) * 2004-02-18 2004-03-24 Lucite Int Uk Ltd A catalyst system
GB0411951D0 (en) 2004-05-28 2004-06-30 Lucite Int Uk Ltd Carbonylation of ester
GB0516556D0 (en) * 2005-08-12 2005-09-21 Lucite Int Uk Ltd Improved catalyst system
ES2700427T3 (es) 2005-11-17 2019-02-15 Lucite Int Uk Ltd Carbonilación de compuestos etilénicamente insaturados
GB0607494D0 (en) 2006-04-13 2006-05-24 Lucite Int Uk Ltd Metal complexes
GB2437930A (en) * 2006-05-10 2007-11-14 Lucite Int Uk Ltd Mixing apparatus
WO2008065448A1 (en) 2006-12-02 2008-06-05 Lucite International Uk Limited Novel carbonylation ligands and their use in the carbonylation of ethylenically unsaturated compounds
GB0812297D0 (en) 2008-07-04 2008-08-13 Lucite Int Uk Ltd Novel carbonylation ligand sand thier use of in the carbonylation of ethylenically unsaturated compounds
US9441072B2 (en) * 2009-11-06 2016-09-13 The Regents Of The University Of California Metal colloids with accessible metal surfaces
GB0921875D0 (en) 2009-12-15 2010-01-27 Lucite Int Uk Ltd A continuous process for the carbonylation of ethylene
GB201000078D0 (en) * 2010-01-05 2010-02-17 Lucite Int Uk Ltd Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands
DE102010002809A1 (de) 2010-03-12 2011-11-17 Evonik Degussa Gmbh Verfahren zur Herstellung von linearen alpha,omega-Dicarbonsäurediestern
CN102205252B (zh) * 2010-03-31 2014-06-11 中国科学院福建物质结构研究所 一种超活性纳米钯颗粒的合成方法
GB201122054D0 (en) * 2011-12-21 2012-02-01 Lucite Int Uk Ltd A continuous process for the carbonylation of ethylene
WO2013107902A1 (en) 2012-01-20 2013-07-25 Dsm Ip Assets B.V. Process for the separation of a dissolved catalyst system from an alkoxycarbonylation reaction mixture
US10537881B2 (en) * 2013-12-18 2020-01-21 King Abdullah University Of Science And Technology Methods of making supported Ni/Pt bimetallic nanoparticles and Ni/Pt multilayer core-shell structures and their uses for CO2 reforming
KR101982789B1 (ko) 2015-12-04 2019-05-27 주식회사 엘지화학 리간드 화합물, 유기 크롬 화합물, 올레핀 올리고머화용 촉매 시스템, 및 이를 이용한 올레핀의 올리고머화 방법
FR3058909B1 (fr) * 2016-11-24 2018-11-16 Arkema France Sels d'acide sulfonique pour la preparation de catalyseur metallique
CN107098932A (zh) * 2017-06-29 2017-08-29 管德新 一种可用于氢甲酰化反应的苄基类配体的合成方法
ES2785564T3 (es) * 2017-12-21 2020-10-07 Evonik Degussa Gmbh Procedimiento para la conversión directa de diisobuteno en un ácido carboxílico
PL3502085T3 (pl) * 2017-12-21 2020-08-24 Evonik Operations Gmbh Sposób bezpośredniego przekształcania alkenów w kwasy karboksylowe
CN112500430B (zh) * 2021-02-08 2021-06-18 江苏欣诺科催化剂有限公司 邻位苄基类双膦化合物的合成方法
CN115772195A (zh) * 2021-09-06 2023-03-10 惠州凯特立斯科技有限公司 基于吡啶的膦配体化合物及其应用
CN116003467A (zh) * 2021-10-21 2023-04-25 惠州凯特立斯科技有限公司 一种新型三膦化合物及其合成方法与应用
CN114392768B (zh) * 2022-01-13 2023-11-10 江苏扬农化工集团有限公司 一种烯醛水合制备羟基醛的催化剂及其方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20000076427A (ko) * 1997-03-19 2000-12-26 앤쥼 쉐이크 바쉬어 에틸렌의 카르보닐화 방법
KR20020072274A (ko) * 1999-08-04 2002-09-14 이네오스 아크릴릭스 유케이 리미티드 금속 화합물 촉매와 관련된 개선된 방법

Family Cites Families (137)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US331204A (en) * 1885-11-24 march
US2504049A (en) 1946-03-04 1950-04-11 Du Pont Preparation of polymethacrylic acid and of polymeric products containing polymethacrylic acid
US3131204A (en) 1962-02-09 1964-04-28 Grace W R & Co Novel diquaternary aminophosphonium compounds
US3564020A (en) 1968-07-17 1971-02-16 Union Oil Co Preparation of angelica lactone
FR2034147A1 (en) 1969-02-11 1970-12-11 Inst Francais Du Petrole Catalytic transition metal derivs
JPS5534784B2 (enExample) 1972-05-23 1980-09-09
DE2323328C2 (de) 1973-05-09 1982-04-01 Basf Ag, 6700 Ludwigshafen Verfahren zur Abtrennung von Acrylsäure aus einer angesäuerten wäßrigen Butanol-Acrylsäure-Veresterungsablauge
US4245115A (en) 1977-09-14 1981-01-13 Mobil Oil Corporation Selective carbonylation of olefinically unsaturated hydrocarbons using palladium-arsine or -stibine catalysts
US4377708A (en) 1977-10-14 1983-03-22 Monsanto Company Hydrocarboxylation of vinyl alkanoates
US4142058A (en) 1977-12-08 1979-02-27 Mitsubishi Rayon Co., Ltd. Method of separating and purifying methacrylic acid
EP0055875B1 (en) 1981-01-06 1986-08-20 Shell Internationale Researchmaatschappij B.V. Process for the carbonylation of olefins
US4500727A (en) 1981-03-23 1985-02-19 Kuraray Co., Ltd. Process for producing methyl lactate
JPS57168906A (en) 1981-04-13 1982-10-18 Kao Corp Maleic acid/(meth)acrylic acid copolymer
US4504684A (en) 1982-01-06 1985-03-12 The Standard Oil Company Metal coordination polymers as hydroformylation and hydrogenation catalysts
FR2530266B1 (fr) 1982-07-13 1985-07-12 Comp Generale Electricite Procede de preparation des acides arylacetiques et arylpropioniques
CA1231346A (en) 1982-09-30 1988-01-12 Eit Drent Process for the carbonylation of olefinically unsaturated compounds with a palladium catalyst
ATE49010T1 (de) 1983-04-06 1990-01-15 Shell Int Research Verfahren zur herstellung von polyketonen.
CA1247640A (en) 1983-08-29 1988-12-28 James D. Burrington Alkoxycarbonylation or carbonylation with co and organic hydroxyl compound
US4792620A (en) * 1983-10-14 1988-12-20 Bp Chemicals Limited Carbonylation catalysts
NL8403035A (nl) 1984-10-05 1986-05-01 Shell Int Research Werkwijze ter bereiding van polyketonen.
US4879412A (en) 1985-03-14 1989-11-07 Mitsui Toatsu Chemicals, Inc. Purification process of methacrylic acid
JPS6216737A (ja) 1985-07-16 1987-01-24 松下電器産業株式会社 食器洗い器
IN166314B (enExample) 1985-08-29 1990-04-07 Shell Int Research
GB8531624D0 (en) 1985-12-23 1986-02-05 Shell Int Research Carbonylation of ethylenically unsaturated compounds
GB8605034D0 (en) 1986-02-28 1986-04-09 Shell Int Research Carbonylation of compounds
GB2195117B (en) 1986-09-16 1990-10-31 Agency Ind Science Techn Process for direct carbonylation of hydrocarbons
KR880007426A (ko) 1986-12-24 1988-08-27 오노 알버어스 팔라듐 촉매를 사용한 올레핀형 불포화 화합물의 카르보닐화 방법
GB8705699D0 (en) 1987-03-11 1987-04-15 Shell Int Research Carbonylation of olefinically unsaturated compounds
CA1308737C (en) 1987-04-16 1992-10-13 Syoichi Matsumoto Process for producing methacrylic ester
GB8719886D0 (en) 1987-08-22 1987-09-30 British Petroleum Co Plc Carboxylic acid esters/acids
US5196578A (en) 1987-10-09 1993-03-23 Mitsui Toatsu Chemicals, Incorporated Purification process of methacrylic acid
US4960949A (en) 1988-12-22 1990-10-02 Eastman Kodak Company Low pressure rhodium catalyzed hydroformylation of olefins
US5099062A (en) 1989-03-03 1992-03-24 Shell Oil Company Carbonylation catalyst and process
KR0144567B1 (ko) 1989-03-03 1998-07-15 오노 알버어스 카르보닐화촉매시스템
KR0148012B1 (ko) 1989-03-03 1998-08-17 오노 알버어스 신규한 포스핀으로 구성되는 촉매시스템 및 이를 이용한 아세틸렌형 또는 올레핀형 불포화화합물의 카르보닐화방법
US5103043A (en) 1989-03-03 1992-04-07 Shell Oil Company Carbonylation catalyst system
US4950703A (en) 1989-05-15 1990-08-21 Shell Oil Company Stabilized carbonmonoxide-olefin copolymer compositions
GB9002491D0 (en) 1990-02-05 1990-04-04 Shell Int Research Carbonylation catalyst system
GB9014724D0 (en) 1990-07-03 1990-08-22 Shell Int Research Process for the preparation of alpha,beta-olefinically unsaturated compounds
US5179225A (en) 1990-02-05 1993-01-12 Shell Oil Company Carbonylation catalyst system
CA2034971A1 (en) 1990-02-05 1991-08-06 Eit Drent Carbonylation catalyst system
SU1696422A1 (ru) * 1990-02-16 1991-12-07 Институт Структурной Микрокинетики Ан Ссср Способ получени пропионовой кислоты
FI91135C (fi) 1990-03-19 1994-05-25 Valmet Paper Machinery Inc Menetelmä reikien poraamiseksi paperikoneen sylinterin vaippaan ja menetelmässä käytetty laitteisto
GB9026211D0 (en) 1990-12-03 1991-01-16 Shell Int Research Carbonylation process
CA2055628A1 (en) 1990-12-03 1992-06-04 Eit Drent Carbonylation process and catalyst composition
DE69204691T2 (de) 1991-01-15 1996-04-11 Shell Int Research Verfahren zur Karbonylierung von Olefin.
BE1004336A3 (fr) 1991-01-15 1992-11-03 Analis Sa Procede de separation et de quantification de l'hemoglobine glycosylee hb a1c.
GB9105211D0 (en) 1991-03-12 1991-04-24 Shell Int Research Process for the preparation of alkanedioic acid derivatives
ES2088082T3 (es) 1991-01-15 1996-08-01 Shell Int Research Carbonilacion de olefinas.
AT394735B (de) 1991-01-16 1992-06-10 Chem Fab Jos Ant Zezi Ges M B Mittel zum entfernen der oberflaechenschutzschicht fabriksneuer fahrzeuge od. dgl.
GB9111583D0 (en) 1991-05-30 1991-07-24 Shell Int Research Carbonylation catalyst system
ES2054519T3 (es) 1991-02-15 1994-08-01 Shell Int Research Sistema de catalizador de carbonilacion.
US5258546A (en) 1991-05-30 1993-11-02 Shell Oil Company Carbonylation catalyst system
US5247064A (en) 1991-08-06 1993-09-21 Shell Oil Company Polymerization of co/olefin with p bidentate ligand
US5245098A (en) 1992-01-21 1993-09-14 The University Of Akron Process for preparation of non-conjugated diolefins
US5350876A (en) 1992-06-29 1994-09-27 Shell Oil Company Carbonylation of conjugated dienes
EP0577205B1 (en) 1992-06-29 1997-10-08 Shell Internationale Researchmaatschappij B.V. Carbonylation of conjugated dienes
US5436356A (en) 1993-02-09 1995-07-25 Shell Oil Company Carbonylation process
EP0612758B1 (de) 1993-02-26 2003-04-09 Syngenta Participations AG Ferrocenyldiphosphine als Liganden für homogene Katalysatoren
JP2600112B2 (ja) 1994-11-02 1997-04-16 工業技術院長 含ケイ素高分子重合体の製造方法
US5760264A (en) 1994-11-29 1998-06-02 Lonza, Ag Process for preparing optically active metallocenyl-phosphines
DE4443557A1 (de) 1994-12-07 1996-06-13 Roehm Gmbh Hochwärmeformbeständige, spannungsrißbeständige Polymethacrylat-Formmassen
GB9425911D0 (en) 1994-12-22 1995-02-22 Ici Plc Process for the carbonylation of olefins and catalyst system for use therein
US5495041A (en) 1995-02-22 1996-02-27 Dsm N.W. Process for the preparation of a pentenoate ester
EP0729969B1 (de) 1995-02-24 2000-08-16 Novartis AG Silylierte Ferrocenyldiphosphine, an anorganische oder polymere organische Träger gebundene silylierte Ferrocenyldiphosphine sowie Metallkomplexe davon, ihre Herstellung und Verwendung
US5719313A (en) 1995-03-16 1998-02-17 Shell Oil Company Carbonylation catalyst system and a process for the carbonylation of acetylenically unsaturated compounds
KR100416359B1 (ko) 1995-04-11 2004-04-21 신젠타 파티서페이션즈 아게 디할로겐화페로센및그의제조방법
US5567856A (en) 1995-05-30 1996-10-22 Hoechst Celanese Corporation Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands
CN1071731C (zh) 1995-08-25 2001-09-26 纳幕尔杜邦公司 加氢甲酰化方法
US5618983A (en) 1995-08-25 1997-04-08 E. I. Du Pont De Nemours And Company Hydroformylation process
US5821389A (en) 1996-04-24 1998-10-13 Union Carbide Chemicals & Technology Corporation Processes for producing hydroxyaldehydes
WO1998001457A1 (en) 1996-07-10 1998-01-15 Novartis Ag Functionalized ferrocenyldiphosphines, a process for their preparation and their use
US5710344A (en) 1996-11-08 1998-01-20 E. I. Du Pont De Nemours And Company Process to prepare a linear aldehyde
US6489506B2 (en) 1997-03-19 2002-12-03 Lucite International Uk Limited Process for the palladium and phosphine ligand catalyzed carbonylation of ethylene
US6156934A (en) 1997-03-26 2000-12-05 Shell Oil Company Diphosphines
CN1117629C (zh) 1997-04-07 2003-08-13 Dsm有限公司 羰基化催化剂体系
US6184391B1 (en) 1997-04-15 2001-02-06 Union Carbide Chemicals & Plastics Technology Corporation Processes for producing epsilon caprolactones and/or hydrates and/or esters thereof
DE19721601A1 (de) 1997-05-23 1998-11-26 Hoechst Ag Polybetain-stabilisierte, Palladium-haltige Nanopartikel, ein Verfahren zu ihrer Herstellung sowie daraus hergestellte Katalysatoren zur Gewinnung von Vinylacetat
JPH10339929A (ja) 1997-06-06 1998-12-22 Konica Corp 黒白熱現像感光材料及び画像形成方法
GB9717059D0 (en) 1997-08-13 1997-10-15 Ici Plc Method of manufacturing phosphine compound
DE19745904A1 (de) 1997-10-17 1999-04-22 Hoechst Ag Polymerstabilisierte Metallkolloid-Lösungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Katalysatoren für Brennstoffzellen
GB9722733D0 (en) 1997-10-29 1998-10-28 Ici Plc Production of esters
DE19754304A1 (de) 1997-12-08 1999-06-10 Hoechst Ag Polybetain-stabilisierte Platin-Nanopartikel, Verfahren zu ihrer Herstellung und Verwendung für Elektrokatalysatoren in Brennstoffzellen
GB9805348D0 (en) 1998-03-16 1998-05-06 Ici Plc Compound
EP0967015B1 (de) 1998-06-19 2005-01-12 Degussa AG Verwendung von Ferrocenylliganden zur katalytischen enantioselektiven Hydrierung
US6337406B1 (en) 1998-08-21 2002-01-08 The Penn State Research Foundation Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes
US5962732A (en) 1998-12-17 1999-10-05 E. I. Du Pont De Nemours And Company Process for the preparation of 3-pentenoic acid from butadiene using a nickel catalyst
DE19952348A1 (de) 1998-12-19 2000-06-21 Degussa Liganden und Komplexe zur enantioselektiven Hydrierung
TW524801B (en) 1999-03-22 2003-03-21 Shell Int Research Process for the carbonylation of conjugated dienes
AU7590600A (en) 1999-09-20 2001-04-24 Penn State Research Foundation, The Chiral phosphines, transition metal complexes thereof and uses thereof in asymmetric reactions
JP2003512346A (ja) 1999-10-22 2003-04-02 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー アセチレン不飽和化合物のカルボニル化方法
US6258979B1 (en) 1999-11-22 2001-07-10 Henri Kagan Chiral ferrocene phosphines active in asymmetric catalysis
EP1130614A1 (de) 2000-03-01 2001-09-05 Siemens Aktiengesellschaft Auslöseeinrichtung
MY127358A (en) 2000-03-14 2006-11-30 Shell Int Research Process for the carbonylation of ethylenically unsaturated compounds
MY133839A (en) 2000-03-14 2007-11-30 Shell Int Research Process for the carbonylation of pentenenitrile
TWI266760B (en) 2000-03-20 2006-11-21 Kvaerner Process Tech Ltd Process for the preparation of propane-1,3-diol
DE10023470A1 (de) 2000-05-12 2001-11-15 Basf Ag Verfahren zur Herstellung von Aldehyden
MY127093A (en) 2000-05-17 2006-11-30 Lucite Int Uk Ltd Bidentate ligands useful in catalyst systems
DE10037961A1 (de) 2000-07-27 2002-02-07 Aventis Res & Tech Gmbh & Co Neue Phosphanliganden, deren Herstellung und ihre Verwendung in katalytischen Reaktionen
WO2002012161A1 (en) 2000-08-10 2002-02-14 Davy Process Technology Limited Process for the carbonylation of oxiranes
DE10048874A1 (de) 2000-09-29 2002-04-11 Basf Ag Katalysatorsystem und Verfahren zur Carbonylierung
DE10060313A1 (de) 2000-12-04 2002-06-13 Basf Ag Verfahren zur Carbonylierung von Pentensäure und deren Derivate
AU2002228806A1 (en) 2000-12-11 2002-06-24 E.I. Du Pont De Nemours And Company Trocess for making 5-cyanovaleric acid, adipic acid or dimethyl adidpate
DE10228293A1 (de) 2001-07-28 2003-02-13 Basf Ag Verfahren zur Herstellung von Dialkylketonen
KR20050043775A (ko) 2001-11-09 2005-05-11 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 불포화 화합물 카보닐화용 이좌배위 리간드
US20030105348A1 (en) 2001-11-19 2003-06-05 Bunel Emilio E. Process for making 5-cyanovaleric acid, adipic acid or dimethyl adipate
EP1478463B1 (en) 2002-02-19 2012-04-11 Lucite International UK Limited Process for the carbonylation of an ethylenically unsaturated compound and catalyst therefore
GB0228018D0 (en) 2002-11-30 2003-01-08 Lucite Int Uk Ltd Carbonylation of ester
TWI301481B (en) 2002-08-10 2008-10-01 Lucite Int Uk Ltd A catalyst system
GB0218613D0 (en) * 2002-08-10 2002-09-18 Lucite Int Uk Ltd Process for the carbonylation of ethylenically unsaturated compounds
US20040115475A1 (en) 2002-08-14 2004-06-17 Matsushita Electric Industrial Co., Ltd. Aromatic methylidene compound, methylstyrul compound for producing the same, production electroluminescent element
EP1554039B1 (en) 2002-09-12 2013-07-03 Lucite International UK Limited A catalyst system comprising a 1,2-bis-(phosphino)metallocene ligand
JP5039280B2 (ja) 2002-09-12 2012-10-03 ルーサイト インターナショナル ユーケー リミテッド １，２−ビス−（ホスフィノアルキル）フェロセン配位子を有する触媒系
US7250538B2 (en) 2002-09-26 2007-07-31 Shell Oil Company Process for the hydroformylation of an ethylenically unsaturated compound
EP1592698B1 (en) 2003-02-14 2008-03-26 Takasago International Corporation Phosphine compound, intermediate, palladium-complex, and use thereof
BRPI0410471A (pt) 2003-05-22 2006-05-30 Shell Int Research processo para a carbonilação de um dieno conjugado, ligante de difosfina bidentada, composição catalìtica, e, composição de produto de carbonilação
EP1651587A1 (en) 2003-07-03 2006-05-03 Lucite International UK Limited Process for the hydroformylation of ethylenically unsaturated compounds
GB0403592D0 (en) 2004-02-18 2004-03-24 Lucite Int Uk Ltd A catalyst system
CA2557362A1 (en) 2004-02-26 2005-09-09 Shell Internationale Research Maatschappij B.V. Process for the carbonylation of ethylenically or acetylenically unsaturated compounds
GB0411951D0 (en) 2004-05-28 2004-06-30 Lucite Int Uk Ltd Carbonylation of ester
CN1984877A (zh) 2004-07-08 2007-06-20 默克公司 四取代的烯酰胺的形成及其立体选择性还原
SE527991C2 (sv) 2004-12-07 2006-08-01 Glow Ab Vattenrenare med UV-lampa och filter samt demonterbara delar
TW200633970A (en) 2005-02-11 2006-10-01 Shell Int Research Process for the preparation of a dicarboxylic acid
WO2006084893A1 (en) 2005-02-11 2006-08-17 Shell Internationale Research Maatschappij B.V. Process for the carbonylation of a conjugated diene to a dicarboxylic acid
GB0516556D0 (en) 2005-08-12 2005-09-21 Lucite Int Uk Ltd Improved catalyst system
ES2700427T3 (es) 2005-11-17 2019-02-15 Lucite Int Uk Ltd Carbonilación de compuestos etilénicamente insaturados
CA2646978A1 (en) 2006-03-21 2007-09-27 Yale University Process for the synthesis of arylamines from the reaction of an aromaticcompounds with ammonia or a metal amide
GB0607494D0 (en) 2006-04-13 2006-05-24 Lucite Int Uk Ltd Metal complexes
GB2437250C (en) 2006-04-18 2012-08-15 Iti Scotland Ltd Method and system for monitoring the condition of livestock
CN101511830B (zh) 2006-09-15 2013-07-24 霍夫曼-拉罗奇有限公司 通过烯胺的催化不对称氢化制备吡啶并[2,1-a]异喹啉衍生物的方法
WO2008065448A1 (en) 2006-12-02 2008-06-05 Lucite International Uk Limited Novel carbonylation ligands and their use in the carbonylation of ethylenically unsaturated compounds
GB0625518D0 (en) 2006-12-21 2007-01-31 Lucite Int Uk Ltd Carbonylation of conjugated dienes
TWI473785B (zh) 2007-06-01 2015-02-21 Bp Chem Int Ltd 使用金屬螯配位體催化劑用於醋酸之生產的羰基化方法
GB0713624D0 (en) 2007-07-13 2007-08-22 Lucite Int Uk Ltd Improved solvent for catalyst system
EP2085376B1 (en) 2008-01-30 2012-09-05 Evonik Röhm GmbH Process for preparation of high purity methacrylic acid
FR2938536B1 (fr) 2008-11-18 2012-07-13 Arkema France Procede de fabrication d'un methacrylate de methyle derive de la biomasse
GB0922255D0 (en) 2009-12-21 2010-02-03 Lucite Int Uk Ltd Method of producing acrylic and methacrylic acid

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20000076427A (ko) * 1997-03-19 2000-12-26 앤쥼 쉐이크 바쉬어 에틸렌의 카르보닐화 방법
KR20020072274A (ko) * 1999-08-04 2002-09-14 이네오스 아크릴릭스 유케이 리미티드 금속 화합물 촉매와 관련된 개선된 방법

Also Published As

Publication number Publication date
ES2834650T3 (es) 2021-06-18
TWI377985B (en) 2012-12-01
CA2555374A1 (en) 2005-09-01
US20150321186A1 (en) 2015-11-12
BRPI0507805B1 (pt) 2015-06-23
ES2445618T3 (es) 2014-03-04
AU2005215229A1 (en) 2005-09-01
WO2005079981A8 (en) 2006-03-02
WO2005079981A1 (en) 2005-09-01
CN1972750A (zh) 2007-05-30
BRPI0507805A (pt) 2007-07-10
EP2243548B1 (en) 2015-11-11
RU2372989C2 (ru) 2009-11-20
JP5350592B2 (ja) 2013-11-27
MY143572A (en) 2011-05-31
EP2243549B1 (en) 2020-09-02
TW200538202A (en) 2005-12-01
JP2013091651A (ja) 2013-05-16
KR20070006782A (ko) 2007-01-11
CN103223350A (zh) 2013-07-31
JP2007522934A (ja) 2007-08-16
RU2006133287A (ru) 2008-03-27
JP5746130B2 (ja) 2015-07-08
JP5773974B2 (ja) 2015-09-02
EP1713582B1 (en) 2013-11-06
EP2243548A1 (en) 2010-10-27
AU2005215229B2 (en) 2010-08-26
US20070282124A1 (en) 2007-12-06
ES2562631T3 (es) 2016-03-07
ZA200606472B (en) 2008-04-30
IN2012DN02527A (enExample) 2015-08-28
JP2013063440A (ja) 2013-04-11
EP2243549A1 (en) 2010-10-27
US9040445B2 (en) 2015-05-26
CA2555374C (en) 2013-01-29
CN103223350B (zh) 2016-08-03
EP1713582A1 (en) 2006-10-25
GB0403592D0 (en) 2004-03-24
US9802185B2 (en) 2017-10-31

Similar Documents

Publication Publication Date Title
KR101244301B1 (ko) 촉매 시스템
KR101632375B1 (ko) 에틸렌성 불포화 화합물의 카르보닐화 방법, 신규한 카르보닐화 리간드 및 그러한 리간드를 포함하는 촉매 시스템
JP2014208649A (ja) 新規のカルボニル化配位子及びエチレン性不飽和化合物のカルボニル化におけるその使用
KR100924521B1 (ko) 촉매 시스템
KR101398484B1 (ko) 개선된 촉매 시스템
KR101035697B1 (ko) 촉매 시스템
JP2007516197A (ja) エチレン性不飽和化合物のヒドロホルミル化方法
JP5039280B2 (ja) １，２−ビス−（ホスフィノアルキル）フェロセン配位子を有する触媒系
CN1816513B (zh) 烯属不饱和化合物的加氢甲酰基化方法

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

A201 Request for examination
AMND Amendment
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

AMND Amendment
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

R18-X000 Changes to party contact information recorded

St.27 status event code: A-3-3-R10-R18-oth-X000

E601 Decision to refuse application
PE0601 Decision on rejection of patent

St.27 status event code: N-2-6-B10-B15-exm-PE0601

AMND Amendment
J201 Request for trial against refusal decision
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PJ0201 Trial against decision of rejection

St.27 status event code: A-3-3-V10-V11-apl-PJ0201

PB0901 Examination by re-examination before a trial

St.27 status event code: A-6-3-E10-E12-rex-PB0901

B701 Decision to grant
PB0701 Decision of registration after re-examination before a trial

St.27 status event code: A-3-4-F10-F13-rex-PB0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

FPAY Annual fee payment

Payment date: 20160303

Year of fee payment: 4

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

FPAY Annual fee payment

Payment date: 20170302

Year of fee payment: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

FPAY Annual fee payment

Payment date: 20180302

Year of fee payment: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 9

PN2301 Change of applicant

St.27 status event code: A-5-5-R10-R13-asn-PN2301

St.27 status event code: A-5-5-R10-R11-asn-PN2301

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 10

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 11

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 12

PC1801 Expiration of term

St.27 status event code: N-4-6-H10-H14-oth-PC1801

Not in force date: 20250218

Ip right cessation event data comment text: Termination Category : EXPIRATION_OF_DURATION