CA2083864C - A process for the production of 3-hydroxyalkanals - Google Patents

A process for the production of 3-hydroxyalkanals Download PDF

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Publication number
CA2083864C
CA2083864C CA002083864A CA2083864A CA2083864C CA 2083864 C CA2083864 C CA 2083864C CA 002083864 A CA002083864 A CA 002083864A CA 2083864 A CA2083864 A CA 2083864A CA 2083864 C CA2083864 C CA 2083864C
Authority
CA
Canada
Prior art keywords
acid
catalyst
inorganic support
catalysts
alkenal
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 - Fee Related
Application number
CA002083864A
Other languages
English (en)
French (fr)
Other versions
CA2083864A1 (en
Inventor
Thomas Haas
Dietrich Arntz
Reinhold Brand
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of CA2083864A1 publication Critical patent/CA2083864A1/en
Application granted granted Critical
Publication of CA2083864C publication Critical patent/CA2083864C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/063—Titanium; Oxides or hydroxides thereof
    • 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
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA002083864A 1991-11-27 1992-11-26 A process for the production of 3-hydroxyalkanals Expired - Fee Related CA2083864C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4138982A DE4138982A1 (de) 1991-11-27 1991-11-27 Verfahren zur herstellung von 3-hydroxyalkanalen
DEP4138982.4 1991-11-27

Publications (2)

Publication Number Publication Date
CA2083864A1 CA2083864A1 (en) 1993-05-28
CA2083864C true CA2083864C (en) 2002-07-09

Family

ID=6445690

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002083864A Expired - Fee Related CA2083864C (en) 1991-11-27 1992-11-26 A process for the production of 3-hydroxyalkanals

Country Status (8)

Country Link
US (1) US5276201A (https=)
EP (1) EP0544120B1 (https=)
JP (1) JP3385050B2 (https=)
KR (1) KR930009972A (https=)
AT (1) ATE125245T1 (https=)
CA (1) CA2083864C (https=)
DE (2) DE4138982A1 (https=)
TW (1) TW214543B (https=)

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DE4218282A1 (de) * 1992-06-03 1993-12-09 Degussa Verfahren zur Herstellung von 1,3-Propandiol
DE4238492C2 (de) * 1992-11-14 1995-06-14 Degussa Verfahren zur Herstellung von 1,2- und 1,3-Propandiol
DE4326575C2 (de) * 1993-08-07 1997-09-18 Degussa Verfahren zur Dotierung strömender Gewässer mit Acrolein und Vorrichtung zu seiner Durchführung
US5811591A (en) * 1994-11-22 1998-09-22 Nippon Shokubai Co., Ltd. Process of producing hydroxyalkanal
JP3342973B2 (ja) 1994-11-22 2002-11-11 株式会社日本触媒 ヒドロキシアルカナールの製造方法
JP3274301B2 (ja) 1994-11-22 2002-04-15 株式会社日本触媒 ヒドロキシアルカナールの製造方法
JP3826161B2 (ja) * 1995-06-08 2006-09-27 株式会社 日本触媒 バナジウム含有触媒およびその製造方法、並びに、その使用方法
US6281378B1 (en) 1995-06-08 2001-08-28 Nippon Shokubai Co., Ltd. Vanadium-containing catalysts, process for manufacturing and use of the same
DE19612783A1 (de) * 1996-03-29 1997-10-02 Degussa Phosphorsäurekatalysator und seine Verwendung
AU9436498A (en) * 1997-09-03 1999-03-22 Basf Aktiengesellschaft Mouldable materials which can be used as a catalyst
US6284930B1 (en) 1999-07-30 2001-09-04 E.I. Du Pont De Nemours And Company Process for the preparation of 3-hydroxypropanal
US6342646B1 (en) 1999-07-30 2002-01-29 E. I. Du Pont De Nemours And Company Catalytic hydrogenation of 3-hydroxypropanal to 1,3-propanediol
US6911566B2 (en) 2001-03-02 2005-06-28 Asahi Kasei Kabushiki Kaisha Process for producing 1,3-propanediol
AR041460A1 (es) 2002-10-03 2005-05-18 Shell Int Research Reduccion de la viscosidad de los productos secundarios de alto peso molecular en la produccion de 1,3- propanodiol
KR101084480B1 (ko) * 2002-12-23 2011-11-21 이 아이 듀폰 디 네모아 앤드 캄파니 폴리(트리메틸렌 테레프탈레이트) 이성분 섬유 공정
US7342142B2 (en) * 2003-05-06 2008-03-11 E.I. Du Pont De Nemours And Company Hydrogenation of polytrimethylene ether glycol
US7084311B2 (en) * 2003-05-06 2006-08-01 E. I. Du Pont De Nemours And Company Hydrogenation of chemically derived 1,3-propanediol
US7323539B2 (en) * 2003-05-06 2008-01-29 E. I. Du Pont De Nemours And Company Polytrimethylene ether glycol and polytrimethylene ether ester with excellent quality
US20070035057A1 (en) * 2003-06-26 2007-02-15 Chang Jing C Poly(trimethylene terephthalate) bicomponent fiber process
MXPA06003819A (es) * 2003-10-07 2006-08-11 Shell Int Research Proceso para la produccion de 1,3-propanodiol por hidrogenacion catalitica de 3-hidroxipropanal en la presencia de un co-catalizador de hidratacion.
US20080103217A1 (en) 2006-10-31 2008-05-01 Hari Babu Sunkara Polyether ester elastomer composition
US7074969B2 (en) * 2004-06-18 2006-07-11 E.I. Du Pont De Nemours And Company Process for preparation of polytrimethylene ether glycols
US20060041039A1 (en) * 2004-08-20 2006-02-23 Gyorgyi Fenyvesi Fluorescent poly(alkylene terephthalate) compositions
US7358211B2 (en) * 2004-11-24 2008-04-15 E.I. Du Pont De Nemours And Company Catalyst for the production of 1,3-propanediol by catalytic hydrogenation of 3-hydroxypropanal
EP2270065A3 (en) 2004-12-21 2011-03-09 E. I. du Pont de Nemours and Company Poly(trimethylene terephthalate) composition and shaped articles prepared therefrom
US7396896B2 (en) * 2004-12-21 2008-07-08 E.I. Dupont De Nemours And Company Poly(trimethylene terephthalate) composition and shaped articles prepared therefrom
US20060189711A1 (en) * 2005-02-23 2006-08-24 Ng Howard C Silicon-containing polytrimethylene homo- or copolyether composition
US7629396B2 (en) * 2005-02-23 2009-12-08 E.I. Du Pont De Nemours And Company Silicon-containing polytrimethylene homo- for copolyether composition
US20060247378A1 (en) * 2005-05-02 2006-11-02 Sunkara Hari B Thermoplastic elastomer blend, method of manufacture and use thereof
US7244790B2 (en) * 2005-05-02 2007-07-17 E.I. Du Pont De Nemours And Company Thermoplastic elastomer blend, method of manufacture and use thereof
US7161045B1 (en) 2005-08-16 2007-01-09 E. I. Du Pont De Nemours And Company Process for manufacture of polytrimethylene ether glycol
US7157607B1 (en) 2005-08-16 2007-01-02 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US7357985B2 (en) * 2005-09-19 2008-04-15 E.I. Du Pont De Nemours And Company High crimp bicomponent fibers
US20070129524A1 (en) * 2005-12-06 2007-06-07 Sunkara Hari B Thermoplastic polyurethanes comprising polytrimethylene ether soft segments
US7666501B2 (en) * 2005-12-07 2010-02-23 E. I. Du Pont De Nemours And Company Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) bi-constituent filaments
US20070129503A1 (en) * 2005-12-07 2007-06-07 Kurian Joseph V Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) molded, shaped articles
US20070128459A1 (en) * 2005-12-07 2007-06-07 Kurian Joseph V Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) films
US7388115B2 (en) * 2006-01-20 2008-06-17 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US7164046B1 (en) 2006-01-20 2007-01-16 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US20070203371A1 (en) * 2006-01-23 2007-08-30 Sunkara Hari B Process for producing polytrimethylene ether glycol
US20080039582A1 (en) * 2006-07-28 2008-02-14 Hari Babu Sunkara Polytrimethylene ether-based polyurethane ionomers
US7531593B2 (en) 2006-10-31 2009-05-12 E.I. Du Pont De Nemours And Company Thermoplastic elastomer blend composition
US20080108845A1 (en) * 2006-11-07 2008-05-08 Hari Babu Sunkara Polytrimethylene ether glycol esters
US20080135662A1 (en) * 2006-12-06 2008-06-12 Chang Jing C Melt-spun elastoester multifilament yarns
US7714174B2 (en) * 2007-03-27 2010-05-11 E. I. Du Pont De Nemours And Company Lower-color polytrimethylene ether glycol using hydride compounds
AU2008293753A1 (en) * 2007-08-24 2009-03-05 E. I. Du Pont De Nemours And Company Lubrication oil compositions
KR20100043109A (ko) * 2007-08-24 2010-04-27 이 아이 듀폰 디 네모아 앤드 캄파니 윤활유 조성물
MX2010002157A (es) * 2007-08-24 2010-03-18 Du Pont Composiciones de aceite de lubricacion.
US8703681B2 (en) 2007-08-24 2014-04-22 E I Du Pont De Nemours And Company Lubrication oil compositions
WO2009029474A1 (en) * 2007-08-24 2009-03-05 E.I. Du Pont De Nemours And Company Lubrication oil compositions
US7919017B2 (en) * 2007-11-12 2011-04-05 E. I. Du Pont De Nemours And Company Electrical insulation fluids for use in electrical apparatus
US8951546B2 (en) * 2008-12-23 2015-02-10 Surmodics Pharmaceuticals, Inc. Flexible implantable composites and implants comprising same
US20100267994A1 (en) * 2009-04-16 2010-10-21 E. I. Du Pont De Nemours And Company Processes for preparing polytrimethylene glycol using ion exchange resins
US8247526B2 (en) 2010-12-20 2012-08-21 E I Du Pont De Nemours And Company Process for the preparation of polyalkylene ether glycol
JP5936244B2 (ja) 2011-04-26 2016-06-22 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ ポリトリメチレンエーテルグリコールを調製する方法
US8759559B2 (en) 2012-04-18 2014-06-24 E I Du Pont De Nemours And Company Processes for preparing polytrimethylene ether glycol esters
US9527953B2 (en) 2012-11-19 2016-12-27 Samsung Electronics Co., Ltd. Continuous preparation for polyester
CN113277933B (zh) * 2021-06-04 2022-12-02 江苏扬农化工集团有限公司 一种连续催化精馏制备3-羟基丙醛的方法及装置
CN114349619B (zh) * 2022-01-13 2024-01-30 江苏扬农化工集团有限公司 一种烯醛水合反应制羟基醛的方法
CN117884172A (zh) * 2024-01-11 2024-04-16 天津海成能源工程技术有限公司 一种丙烯醛水合制备3-羟基丙醛的系统及催化剂的制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2434110A (en) * 1942-08-24 1948-01-06 Shell Dev Process for hydrating olefinic aldehydes
US3536763A (en) * 1967-08-30 1970-10-27 Du Pont Hydration of acrolein to hydracrylaldehyde
US3518310A (en) * 1968-02-09 1970-06-30 Shell Oil Co Preparation of beta-hydroxypropionaldehyde and beta-alkoxypropionaldehydes
DE3926136A1 (de) * 1989-08-08 1991-02-14 Degussa Verfahren zur herstellung von 1,3-propandiol
DE4038192A1 (de) * 1990-11-30 1992-06-04 Degussa Verfahren zur herstellung von 1,3-propandiol

Also Published As

Publication number Publication date
DE4138982A1 (de) 1993-06-03
TW214543B (https=) 1993-10-11
ATE125245T1 (de) 1995-08-15
US5276201A (en) 1994-01-04
CA2083864A1 (en) 1993-05-28
JPH05221912A (ja) 1993-08-31
KR930009972A (ko) 1993-06-21
EP0544120A1 (de) 1993-06-02
JP3385050B2 (ja) 2003-03-10
DE59202951D1 (de) 1995-08-24
EP0544120B1 (de) 1995-07-19

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