AR039526A1 - Proceso homogeneo para la hidrogenación de acidos carboxilicos y derivados - Google Patents

Proceso homogeneo para la hidrogenación de acidos carboxilicos y derivados

Info

Publication number
AR039526A1
AR039526A1 ARP030101546A ARP030101546A AR039526A1 AR 039526 A1 AR039526 A1 AR 039526A1 AR P030101546 A ARP030101546 A AR P030101546A AR P030101546 A ARP030101546 A AR P030101546A AR 039526 A1 AR039526 A1 AR 039526A1
Authority
AR
Argentina
Prior art keywords
hydrogenation
derivatives
carboxylic acids
homogeneo
osmium
Prior art date
Application number
ARP030101546A
Other languages
English (en)
Inventor
Melvyn Kilner
Simon Peter Crabtree
Michael Anthony Wood
Derek Vincent Tyers
Original Assignee
Davy Process Techn Ltd
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 Davy Process Techn Ltd filed Critical Davy Process Techn Ltd
Publication of AR039526A1 publication Critical patent/AR039526A1/es

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, 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
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C27/00Processes involving the simultaneous production of more than one class of oxygen-containing compounds
    • C07C27/04Processes involving the simultaneous production of more than one class of oxygen-containing compounds by reduction of oxygen-containing compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40Regeneration or reactivation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40Regeneration or reactivation
    • B01J31/4015Regeneration or reactivation of catalysts containing metals
    • B01J31/4023Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40Regeneration or reactivation
    • B01J31/4015Regeneration or reactivation of catalysts containing metals
    • B01J31/4023Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • B01J31/4038Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
    • B01J31/4046Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals containing rhodium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40Regeneration or reactivation
    • B01J31/4015Regeneration or reactivation of catalysts containing metals
    • B01J31/4053Regeneration or reactivation of catalysts containing metals with recovery of phosphorous catalyst system constituents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60Reduction reactions, e.g. hydrogenation
    • B01J2231/64Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0258Flexible ligands, e.g. mainly sp3-carbon framework as exemplified by the "tedicyp" ligand, i.e. cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/821Ruthenium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/822Rhodium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/824Palladium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/825Osmium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84Metals of the iron group
    • B01J2531/842Iron
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96Water
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/584Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Furan Compounds (AREA)
  • Pyrane Compounds (AREA)

Abstract

En el presente se describe un proceso homogéneo para la hidrogenación de ácidos carboxílicos y/o derivados de los mismos en presencia de un catalizador que comprende rutenio, rodio, hierro, osmio o paladio y una fosfina orgánica, donde la hidrogenación es llevada a cabo en presencia de por lo menos aproximadamente 1% en peso de agua. También se describe un proceso para la regeneración de un catalizador que comprende rutenio, rodio, hierro, osmio o paladio y una fosfina orgánica, donde la regeneración es llevada a cabo en presencia de hidrógeno y de agua.
ARP030101546A 2002-05-02 2003-05-02 Proceso homogeneo para la hidrogenación de acidos carboxilicos y derivados AR039526A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0210143.4A GB0210143D0 (en) 2002-05-02 2002-05-02 Process

Publications (1)

Publication Number Publication Date
AR039526A1 true AR039526A1 (es) 2005-02-23

Family

ID=9936004

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP030101546A AR039526A1 (es) 2002-05-02 2003-05-02 Proceso homogeneo para la hidrogenación de acidos carboxilicos y derivados

Country Status (19)

Country Link
US (3) US7709689B2 (es)
EP (2) EP2085141B1 (es)
JP (2) JP4913342B2 (es)
KR (2) KR20040111567A (es)
CN (2) CN101254475B (es)
AR (1) AR039526A1 (es)
AU (2) AU2003229955C1 (es)
BR (1) BR0309585A (es)
CA (1) CA2483405C (es)
EA (1) EA009844B1 (es)
GB (1) GB0210143D0 (es)
MX (1) MXPA04010699A (es)
MY (2) MY151328A (es)
NO (1) NO20045030L (es)
NZ (1) NZ536088A (es)
PL (1) PL213001B1 (es)
TW (1) TWI306412B (es)
WO (1) WO2003093208A1 (es)
ZA (1) ZA200408586B (es)

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0325384D0 (en) 2003-10-30 2003-12-03 Davy Process Techn Ltd Process
GB0325526D0 (en) 2003-10-31 2003-12-03 Davy Process Techn Ltd Process
MY144033A (en) * 2005-03-08 2011-07-29 Kao Corp Process for producing an alcohol
RU2007140871A (ru) 2005-04-05 2009-05-20 Фирмениш Са (Ch) Гидрирование сложных эфиров с комплексами ru с бидентатными лигандами
WO2007040087A1 (ja) * 2005-10-03 2007-04-12 Daicel Chemical Industries, Ltd. 酢酸の製造方法
TW200837045A (en) * 2006-09-22 2008-09-16 Lucite Int Uk Ltd Production of amines
JP5283931B2 (ja) * 2007-03-16 2013-09-04 高砂香料工業株式会社 アルコール類の製造方法
EP1970360B1 (en) 2007-03-16 2016-08-31 Takasago International Corporation Method for producing alcohols
ES2537802T3 (es) 2007-04-03 2015-06-12 Takasago International Corporation Procedimiento de producción de un alcohol mediante hidrogenación de una lactona o un éster de ácido carboxílico en fase líquida
US9290441B2 (en) 2007-10-30 2016-03-22 Yeda Research And Development Co. Ltd. Use of ruthenium complexes for formation and/or hydrogenation of amides and related carboxylic acid derivatives
US7615671B2 (en) * 2007-11-30 2009-11-10 Eastman Chemical Company Hydrogenation process for the preparation of 1,2-diols
US8829248B2 (en) 2010-08-18 2014-09-09 Eastman Chemical Company Method for recovery and recycle of ruthenium homogeneous catalysts
US8466328B2 (en) * 2010-08-18 2013-06-18 Eastman Chemical Company Method for recovery and recycle of ruthenium homogeneous catalysts
US9227896B2 (en) 2010-08-18 2016-01-05 Eastman Chemical Company Process for the separation and purification of a mixed diol stream
US8785686B2 (en) 2010-09-23 2014-07-22 Eastman Chemical Company Process for recovering and recycling an acid catalyst
US8709376B2 (en) 2010-09-23 2014-04-29 Eastman Chemical Company Process for recovering and recycling an acid catalyst
US9045381B2 (en) 2010-10-19 2015-06-02 Yeda Research And Development Co. Ltd. Ruthenium complexes and their uses in processes for formation and/or hydrogenation of esters, amides and derivatives thereof
EP2734299A4 (en) 2011-07-18 2016-05-11 Univ Alberta CATALYSTS AND METHODS FOR HYDROGENATION OF AMIDES
TWI421240B (zh) * 2011-12-12 2014-01-01 Ind Tech Res Inst 苯多羧酸或其衍生物形成環己烷多元酸酯之氫化方法
US8969632B2 (en) 2012-03-23 2015-03-03 Eastman Chemical Company Passivation of a homogeneous hydrogenation catalyst for the production of ethylene glycol
US8829234B2 (en) 2012-03-27 2014-09-09 Eastman Chemical Company Hydrocarboxylation of formaldehyde in the presence of a higher order carboxylic acid and heterogeneous catalyst
US8765999B2 (en) 2012-03-27 2014-07-01 Eastman Chemical Company Hydrocarboxylation of formaldehyde in the presence of a higher order carboxylic acid and a homogeneous catalyst
US8927766B2 (en) 2012-03-27 2015-01-06 Eastman Chemical Company Hydrocarboxylation of methylene dipropionate in the presence of a propionic acid and a homogeneous catalyst
US8703999B2 (en) 2012-03-27 2014-04-22 Eastman Chemical Company Hydrocarboxylation of methylene dipropionate in the presence of propionic acid and a heterogeneous catalyst
US9346737B2 (en) 2013-12-30 2016-05-24 Eastman Chemical Company Processes for making cyclohexane compounds
US9340482B2 (en) 2013-12-30 2016-05-17 Eastman Chemical Company Processes for making cyclohexane compounds
IL234478A0 (en) 2014-09-04 2014-12-02 Yeda Res & Dev Ruthenium complexes and their use for the preparation and/or hydrogenation of esters, amides and their derivatives
IL234479A0 (en) 2014-09-04 2014-12-02 Yeda Res & Dev A liquid hydrogen storage system based on a catalytic process for the preparation and hydrogenation of a cyclic peptide from 2-aminoethanol and 2-(methylamino)ethanol
US9328050B1 (en) 2014-12-23 2016-05-03 Eastman Chemical Company Processes for making hydroxymethylbenzoic acid compounds
KR101905165B1 (ko) 2015-04-01 2018-10-05 한화케미칼 주식회사 프탈레이트 화합물의 수소화 촉매의 재생 방법
JP6551922B2 (ja) * 2015-04-13 2019-07-31 国立大学法人名古屋大学 カルボン酸化合物の水素化によるアルコールの製造方法、及び該製造方法に用いるルテニウム錯体
KR20200082438A (ko) 2018-12-28 2020-07-08 한화솔루션 주식회사 수소화 촉매의 재생 방법
WO2021109114A1 (en) * 2019-12-06 2021-06-10 Rhodia Operations Supported heterogeneous catalyst, preparation and use thereof
GB202117726D0 (en) 2021-12-08 2022-01-19 Johnson Matthey Plc Process
GB202201979D0 (en) 2022-02-15 2022-03-30 Johnson Matthey Plc Process

Family Cites Families (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3852346A (en) * 1972-12-26 1974-12-03 Monsanto Co Production of carboxylic acid anhydrides
DE2448005C2 (de) * 1974-10-09 1983-10-20 Basf Ag, 6700 Ludwigshafen Verfahren zur Regenerierung von Rhodium oder Iridium enthaltenden Katalysatoren aus Destillationsrückständen von Hydroformylierungsgemischen
US3957827A (en) * 1974-10-17 1976-05-18 Sun Ventures, Inc. Hydrogenation of carboxylic acid anhydrides to lactones or esters by homogeneous catalysis
US4301077A (en) 1980-12-22 1981-11-17 Standard Oil Company Process for the manufacture of 1-4-butanediol and tetrahydrofuran
JPS5923858B2 (ja) * 1981-01-22 1984-06-05 三菱化学株式会社 ロジウム錯体の取得方法
US4485245A (en) 1982-10-29 1984-11-27 Sun Tech, Inc. Hydrogenation of carboxylic acid anhydrides to lactones or esters using a ruthenium trichlorostannate catalyst
US4480115A (en) 1983-03-17 1984-10-30 Celanese Corporation Direct hydrogenation of carboxylic acids to alcohol and esters
US4892955A (en) * 1986-08-19 1990-01-09 Mitsubishi Chemical Industries Limited Method for producing a lactone
JPH07121925B2 (ja) * 1987-04-18 1995-12-25 三菱化学株式会社 ラクトン類の製造法
US4827001A (en) * 1987-11-02 1989-05-02 The Standard Oil Company Preparation of γ-butyrolactone and 1,4-butanediol by catalytic hydrogenation of maleic acid
JPH0272726A (ja) 1988-09-07 1990-03-13 Fujitsu Ltd 伝送路制御方式
JPH089607B2 (ja) 1988-10-31 1996-01-31 三菱化学株式会社 フタライド類の製造法
JP2611831B2 (ja) * 1989-01-31 1997-05-21 三菱化学株式会社 1,4―ブタンジオール及び/又はテトラヒドロフランの製造法
JPH02200680A (ja) 1989-01-31 1990-08-08 Mitsubishi Kasei Corp γ―ブチロラクトンの製造法
JP2516805B2 (ja) 1989-02-06 1996-07-24 三菱化学株式会社 ラクトン類の製造方法
DE3904657A1 (de) * 1989-02-16 1990-08-23 Vdo Schindling Zeigerinstrument
JPH02233674A (ja) 1989-03-07 1990-09-17 Mitsubishi Kasei Corp ラクトン類の製造法
JP2516809B2 (ja) 1989-03-09 1996-07-24 三菱化学株式会社 ラクトン類の製法
JP2516815B2 (ja) 1989-08-11 1996-07-24 三菱化学株式会社 ラクトン類の製造法
JP2785967B2 (ja) 1989-08-25 1998-08-13 三菱化学株式会社 ラクトン類の製造方法
JP2825286B2 (ja) 1989-09-27 1998-11-18 三菱化学株式会社 ラクトン類の製造法
US5047561A (en) 1989-09-27 1991-09-10 Mitsubishi Kasei Corporation Process for producing a lactone
JPH07121928B2 (ja) 1989-10-24 1995-12-25 三菱化学株式会社 ラクトン類の精製法
JPH07121929B2 (ja) * 1990-08-03 1995-12-25 三菱化学株式会社 ラクトン類の製造法
JP2516836B2 (ja) * 1989-10-04 1996-07-24 三菱化学株式会社 ラクトン類の製造法
US5077442A (en) 1990-04-26 1991-12-31 Mitsubishi Kasei Corporation Method for producing 1,4-butanediol
JP2796884B2 (ja) * 1990-08-30 1998-09-10 高砂香料工業株式会社 光学活性γ―ブチロラクトン誘導体の製造方法
JP2906706B2 (ja) 1990-10-08 1999-06-21 三菱化学株式会社 1,4−ブタンジオールの製造法
US5107053A (en) * 1990-12-10 1992-04-21 Ethyl Corporation Ruthenium phosphine complex
US5118825A (en) * 1990-12-10 1992-06-02 Ethyl Corporation Ruthenium phosphine complex
JPH06107654A (ja) 1992-09-29 1994-04-19 Tosoh Corp ラクトン類の製造法
JP3194803B2 (ja) 1992-12-03 2001-08-06 東ソー株式会社 ラクトン類の製造方法
JPH0733756A (ja) 1993-06-28 1995-02-03 Tosoh Corp ラクトン類を製造する方法
JPH0782260A (ja) 1993-09-14 1995-03-28 Tosoh Corp ラクトン類の製法
JP3756543B2 (ja) * 1994-04-05 2006-03-15 三菱化学株式会社 有機リン−ルテニウム錯体触媒成分の分離および再使用方法
TW319771B (es) * 1994-04-05 1997-11-11 Mitsubishi Chem Corp
US5554778A (en) * 1995-01-31 1996-09-10 E. I. Du Pont De Nemours And Company Ruthenium hydrogenation catalysts
US5599962A (en) * 1995-01-31 1997-02-04 E. I. Du Pont De Nemours And Company Process for the preparation of ruthenium hydrogenation catalysts and products thereof
JP3204870B2 (ja) 1995-04-11 2001-09-04 株式会社日本製鋼所 中空成形機のエアー吹込方法及びその装置
JP3083974B2 (ja) 1995-04-15 2000-09-04 新日本製鐵株式会社 巻回コイル吊下治具
JP3141273B2 (ja) 1995-07-24 2001-03-05 株式会社ジャンボトクラ 臀部を露出可能な衣服
US5599262A (en) * 1995-12-21 1997-02-04 Shih; Ching-Fu Shake and twist exerciser
JP3074377B2 (ja) 1997-03-06 2000-08-07 セイコーインスツルメンツ株式会社 端面研磨装置および研磨方法
DE19720657A1 (de) 1997-05-16 1998-11-19 Basf Ag Verfahren zur Herstellung von aliphatischen Alkoholen
US6133477A (en) * 1997-07-23 2000-10-17 E. I. Du Pont De Nemours And Company Preparation of 3-pentenoic acid
US6008384A (en) * 1998-03-03 1999-12-28 E. I. Du Pont De Nemours And Company Method and Ru,Re,Sn/carbon catalyst for hydrogenation in aqueous solution
JP2000034244A (ja) * 1998-07-16 2000-02-02 Mitsubishi Chemicals Corp 1,4−ブタンジオール及び/又はテトラヒドロフランの製造方法
US6084526A (en) 1999-05-12 2000-07-04 Time Warner Entertainment Co., L.P. Container with means for displaying still and moving images
ATE345867T1 (de) 1999-08-18 2006-12-15 Ineos Usa Llc Verbesserte katalysatoren zur hydrierung von maleinsäure zu 1,4-butandiol
JP4217636B2 (ja) 2003-02-28 2009-02-04 文化シヤッター株式会社 開閉装置
JP3112973U (ja) 2005-04-15 2005-09-02 陽之 大瀬 開脚角度を自由に変えられる二重補助支脚式簡易スタンド
JP4091085B2 (ja) 2006-04-05 2008-05-28 株式会社日立国際電気 画像記録装置及び画像記録方法

Also Published As

Publication number Publication date
CA2483405C (en) 2012-10-02
MXPA04010699A (es) 2005-02-17
AU2009233665A1 (en) 2009-11-26
CN1649809A (zh) 2005-08-03
CN101254475B (zh) 2012-04-18
AU2003229955B2 (en) 2009-11-26
GB0210143D0 (en) 2002-06-12
TWI306412B (en) 2009-02-21
US20050234269A1 (en) 2005-10-20
US9636671B2 (en) 2017-05-02
JP5230561B2 (ja) 2013-07-10
ZA200408586B (en) 2006-10-25
EA009844B1 (ru) 2008-04-28
AU2003229955A1 (en) 2003-11-17
US20100099550A1 (en) 2010-04-22
EA200401461A1 (ru) 2005-04-28
MY149091A (en) 2013-07-15
CN101254475A (zh) 2008-09-03
NZ536088A (en) 2006-05-26
JP2009269031A (ja) 2009-11-19
EP1499573B1 (en) 2013-07-24
JP4913342B2 (ja) 2012-04-11
EP2085141A1 (en) 2009-08-05
US7709689B2 (en) 2010-05-04
PL373292A1 (en) 2005-08-22
KR20040111567A (ko) 2004-12-31
MY151328A (en) 2014-05-15
EP2085141B1 (en) 2016-12-07
US20130029831A1 (en) 2013-01-31
PL213001B1 (pl) 2012-12-31
AU2003229955C1 (en) 2013-10-31
CA2483405A1 (en) 2003-11-13
BR0309585A (pt) 2005-03-01
NO20045030L (no) 2004-11-19
KR20090031793A (ko) 2009-03-27
JP2005524704A (ja) 2005-08-18
CN1314641C (zh) 2007-05-09
EP1499573A1 (en) 2005-01-26
TW200402327A (en) 2004-02-16
AU2009233665B2 (en) 2011-05-19
WO2003093208A1 (en) 2003-11-13

Similar Documents

Publication Publication Date Title
AR039526A1 (es) Proceso homogeneo para la hidrogenación de acidos carboxilicos y derivados
AR025213A1 (es) Hidrogenacion catalitica de 3-hidroxipropanal en 1,3-propandiol
PE20040636A1 (es) Ester de 2'-c-metil-3'-o-l-valina de ribofuranosilcitidina
GT199900067A (es) Nuevas 4-fenilpiperidinas para el tratamiento dedermatosis prurìtica.
BRPI0518201A (pt) aplicação de uma dispersão aquosa à base de um poliéster amorfo, insaturado, á base de determinados isÈmeros de dicidol
ES2191950T3 (es) Procedimiento para el hidrogenado de compuestos carbonilicos.
GB0325384D0 (en) Process
MY148953A (en) Substituted biphenyl carboxylic acids and derivatives thereof
ES2149931T3 (es) Procedimiento para la produccion de xilitol.
MX9401224A (es) Procedimiento para la obtencion de 1, 1, 1, 3, 3- pentafluorpropano.
DE69710096T2 (de) Herstellung von tetrahydroiso-alpha-säuren durch hydrogenierung der metallsalze von iso-alpha-säuren
BR9917380A (pt) Catalisador para a hidrogenação de ácidos fitálicos em ácido ciclo-hexanodicarboxìlico, e, processo para a formação de ácidos ciclo-hexanodicarboxìlicos
GT199700118A (es) Procedimiento para piridinas sustituidas.
AR036623A1 (es) Proceso para la preparacion de repaglinida
GT199600101A (es) Derivados de octahidro-pirrolo (1,2,-a)-pirazina 2,7-sustituidos
BR0116755A (pt) Processo de preparação de ácidos carboxìlicos insaturados ou saturados
ATE318271T1 (de) Liganden und deren verwendung
ES2141581T3 (es) Procedimiento para producir ciclohexil-aminoacidos.
DE59906019D1 (de) Substituierte zimtsäuren und zimtsäureester
NI201000058A (es) Ácidos bifenil carboxílicos y derivados de los mismos.
DE69300826D1 (de) Hydrierung.
DK1008573T3 (da) Fremgangsmåde til hydrogenering af polyener til monoener
ATE342248T1 (de) Verfahren zur herstellung von hydrierten säuren
DK1078912T3 (da) Fremgangsmåde til fremstilling af methyl-cyclohexyl-propionat
AR045150A1 (es) Procedimiento para la sintesis de perindopril y de sus sales farmaceuticamente aceptables

Legal Events

Date Code Title Description
FB Suspension of granting procedure