GB1493154A - Process for preparing butanediols - Google Patents

Process for preparing butanediols

Info

Publication number
GB1493154A
GB1493154A GB35360/75A GB3536075A GB1493154A GB 1493154 A GB1493154 A GB 1493154A GB 35360/75 A GB35360/75 A GB 35360/75A GB 3536075 A GB3536075 A GB 3536075A GB 1493154 A GB1493154 A GB 1493154A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
group containing
catalyst
organic solvent
butanediols
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
Application number
GB35360/75A
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.)
Kuraray Co Ltd
Original Assignee
Kuraray Co 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 Kuraray Co Ltd filed Critical Kuraray Co Ltd
Publication of GB1493154A publication Critical patent/GB1493154A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation 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
    • C07C29/136—Preparation 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
    • C07C29/14—Preparation 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 a —CHO group
    • C07C29/141—Preparation 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 a —CHO group with hydrogen or hydrogen-containing gases
    • 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
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1493154 Butanediols KURARAY & CO Ltd 27 Aug 1975 [30 Aug 1974] 35360/75 Heading C2C A process for preparing butanediols comprises reacting allyl alcohol with carbon monoxide and hydrogen, the molar ratio of CO/H 2 being within the range of 1/10 to 4/1, in a waterimmiscible organic solvent in the presence, as a catalyst, of a rhodium compound, which is soluble in the organic solvent and stable to water and insoluble in it, of the general formula wherein m is 0, 1, 2, 3 or 4, n is 0, 1, 2, 3 or 4, q is 0, 1 or 3 and r is 1 or 2 with the proviso that m, n and q are not equal to 0 at the same time; X represents a hydrogen atom, an electronegative group, or when in the free state, an anionic substituent; and L is a trisubstituted phosphine, trisubstituted stibine or trisubstituted arsine expressed by the formula YRR<SP>1</SP>R<SP>11</SP> in which Y represents a phosphorus atom, antimony atom or arsenic atom and R, R<SP>1</SP> and R<SP>11</SP> independently from each other, represent an aryl group containing 6 to 20 carbon atoms, an alkyl group containing 1 to 12 carbon atoms, a cyclo-alkyl group containing from 6 to 12 carbon atoms, an aralkyl group containing 7 to 24 carbon atoms, a monoarylamino group containing 6 to 20 carbon atoms, a monoalkylamino group containing 1 to 12 carbon atoms, a monoaralkylamino group containing 7 to 24 carbon atoms, diarylamino group with the aryl group containing 6 to 20 carbon atoms, a dialkylamino group with the alkyl group containing 1 to 12 carbon atoms or a diaralkylamino group with the aralkyl group containing 7 to 24 carbon atoms, at a temperature of 0‹ to 200‹ C. and a pressure of 1 to 50 kg./cm.<SP>2</SP> (absolute), to hydroformylate it to the corresponding aldehydes, extracting the resulting hydroformylation mixture with water to separate it into an organic solvent phase containing the catalyst and an aqueous phase containing the aldehydes, the separated organic solvent phase containing the catalyst being recycled for reuse in the next cycle of the hydroformylation reaction, and hydrogenating the aldehydes in the aqueous phase to form butanediols using for example Raney nickel as catalyst.
GB35360/75A 1974-08-30 1975-08-27 Process for preparing butanediols Expired GB1493154A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP49099668A JPS5129412A (en) 1974-08-30 1974-08-30 Butanjioorurui no seizohoho

Publications (1)

Publication Number Publication Date
GB1493154A true GB1493154A (en) 1977-11-23

Family

ID=14253400

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35360/75A Expired GB1493154A (en) 1974-08-30 1975-08-27 Process for preparing butanediols

Country Status (6)

Country Link
JP (1) JPS5129412A (en)
CA (1) CA1060907A (en)
DE (1) DE2538364B2 (en)
FR (1) FR2283114A1 (en)
GB (1) GB1493154A (en)
IT (1) IT1042173B (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4275243A (en) * 1978-09-29 1981-06-23 Toyo Soda Manufacturing Co., Ltd. Process for producing hydroxybutyraldehyde
EP0129802A1 (en) * 1983-06-24 1985-01-02 Kuraray Co., Ltd. Process for continuous hydroformylation of allyl alcohol
US4625068A (en) * 1985-03-20 1986-11-25 Exxon Chemical Patents Inc. Rhodium catalyzed hydroformylation of internal olefins
US4642388A (en) * 1985-08-30 1987-02-10 Exxon Chemical Patents Inc. Rhodium catalyzed hydroformylation of alpha-substituted alpha-olefins
US4678857A (en) * 1986-03-31 1987-07-07 Texaco Inc. Process for separation of product resulting from hydroformylation
US5180854A (en) * 1988-07-14 1993-01-19 Union Carbide Chemicals & Plastics Technology Corporation Process for catalyst aldehyde product separation
US6331650B1 (en) 1999-08-03 2001-12-18 Kuraray Co., Ltd. Method for manufacturing aminoalcohol
US8124805B2 (en) 2009-11-25 2012-02-28 Lyondell Chemical Technology, L.P. Allyl acetate hydroformylation process
US8658408B2 (en) 2008-06-09 2014-02-25 Lanza Tech New Zealand Limited Process for production of alcohols by microbial fermentation

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1565719A (en) * 1976-12-30 1980-04-23 Gen Electric Process for preparing butanediols
US4139542A (en) 1977-11-07 1979-02-13 General Electric Company Process for the preparation of 2-alkoxytetrahydrofurans via hydroformylation of allylic alcohols
JPS5849532B2 (en) * 1977-12-15 1983-11-05 株式会社クラレ Method for producing butanediols
JPS55151521A (en) * 1979-05-15 1980-11-26 Toyo Soda Mfg Co Ltd Preparation of alcohol
NL8002342A (en) * 1980-04-23 1981-11-16 Stamicarbon PREPARATION OF 2-HYDROXYTETRAHYDROFURANE.
US4590311A (en) * 1983-12-29 1986-05-20 Shell Oil Company Process for the preparation of 1,4-butanediol
JPS60202835A (en) * 1984-03-14 1985-10-14 Kuraray Co Ltd Preparation of 3-methylpentane-1,5-diol
EP2200957B2 (en) * 2007-09-07 2016-09-14 Dow Global Technologies LLC Hydrogenation of alicyclic dialdehydes to alicyclic diols
CN114522739B (en) * 2020-11-23 2023-10-20 中国科学院大连化学物理研究所 Method for preparing 1, 3-propylene glycol from vinyl acetate

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4275243A (en) * 1978-09-29 1981-06-23 Toyo Soda Manufacturing Co., Ltd. Process for producing hydroxybutyraldehyde
EP0129802A1 (en) * 1983-06-24 1985-01-02 Kuraray Co., Ltd. Process for continuous hydroformylation of allyl alcohol
US4567305A (en) * 1983-06-24 1986-01-28 Kuraray Company, Ltd. Process for continuous hydroformylation of allyl alcohol
US4625068A (en) * 1985-03-20 1986-11-25 Exxon Chemical Patents Inc. Rhodium catalyzed hydroformylation of internal olefins
US4642388A (en) * 1985-08-30 1987-02-10 Exxon Chemical Patents Inc. Rhodium catalyzed hydroformylation of alpha-substituted alpha-olefins
US4678857A (en) * 1986-03-31 1987-07-07 Texaco Inc. Process for separation of product resulting from hydroformylation
US5180854A (en) * 1988-07-14 1993-01-19 Union Carbide Chemicals & Plastics Technology Corporation Process for catalyst aldehyde product separation
US6331650B1 (en) 1999-08-03 2001-12-18 Kuraray Co., Ltd. Method for manufacturing aminoalcohol
US8658408B2 (en) 2008-06-09 2014-02-25 Lanza Tech New Zealand Limited Process for production of alcohols by microbial fermentation
US8124805B2 (en) 2009-11-25 2012-02-28 Lyondell Chemical Technology, L.P. Allyl acetate hydroformylation process

Also Published As

Publication number Publication date
JPS5129412A (en) 1976-03-12
JPS5319563B2 (en) 1978-06-21
CA1060907A (en) 1979-08-21
DE2538364A1 (en) 1976-03-18
FR2283114A1 (en) 1976-03-26
IT1042173B (en) 1980-01-30
DE2538364B2 (en) 1978-02-23

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years

Effective date: 19950826