FR2430926A1 - PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOL - Google Patents

PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOL

Info

Publication number
FR2430926A1
FR2430926A1 FR7911746A FR7911746A FR2430926A1 FR 2430926 A1 FR2430926 A1 FR 2430926A1 FR 7911746 A FR7911746 A FR 7911746A FR 7911746 A FR7911746 A FR 7911746A FR 2430926 A1 FR2430926 A1 FR 2430926A1
Authority
FR
France
Prior art keywords
butanediol
weight
catalyst
high quality
producing high
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.)
Granted
Application number
FR7911746A
Other languages
French (fr)
Other versions
FR2430926B1 (en
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.)
GAF Corp
Original Assignee
GAF Corp
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
Priority claimed from US05/929,253 external-priority patent/US4153578A/en
Priority claimed from US05/938,008 external-priority patent/US4182721A/en
Application filed by GAF Corp filed Critical GAF Corp
Publication of FR2430926A1 publication Critical patent/FR2430926A1/en
Application granted granted Critical
Publication of FR2430926B1 publication Critical patent/FR2430926B1/fr
Granted legal-status Critical Current

Links

Classifications

    • 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
    • C07C29/14Preparation 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
    • C07C29/141Preparation 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85Chromium, molybdenum or tungsten
    • B01J23/88Molybdenum
    • B01J23/883Molybdenum and nickel
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85Chromium, molybdenum or tungsten
    • B01J23/88Molybdenum
    • B01J23/885Molybdenum and 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
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8933Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/8993Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with chromium, molybdenum or tungsten
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J25/00Catalysts of the Raney type
    • B01J25/02Raney nickel
    • 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
    • C07C29/17Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/172Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with the obtention of a fully saturated alcohol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/42Singly bound oxygen atoms
    • C07D307/44Furfuryl alcohol
    • 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

Abstract

L'invention concerne l'hydrogénation catalytique du butynediol en butanediol. Une solution aqueuse contenant environ 10 à 60 % en poids de butynediol est hydrogénée avec de l'hydrogène sous pression manométrique d'environ 0,05 à 42 bars à une température d'environ 15 à 100 degrés C et à un pH d'environ 4 à 10 en présence d'une suspension d'un catalyseur formé de nickel de Raney sur lequel est fixé par adsorption un composé de molybdène en quantité d'environ 5 à 15 parties en poids de Mo pour 100 parties en poids de composants solides de nickel de Raney. Le butanediol obtenu par ce procédé est de très bonne qualité.The invention relates to the catalytic hydrogenation of butynediol to butanediol. An aqueous solution containing about 10 to 60% by weight of butynediol is hydrogenated with hydrogen under a gauge pressure of about 0.05 to 42 bar at a temperature of about 15 to 100 degrees C and a pH of about 4 to 10 in the presence of a suspension of a catalyst formed from Raney nickel to which is attached by adsorption a molybdenum compound in an amount of about 5 to 15 parts by weight of Mo per 100 parts by weight of solid components of Raney nickel. The butanediol obtained by this process is of very good quality.

FR7911746A 1978-07-12 1979-05-09 PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOL Granted FR2430926A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US92421278A 1978-07-12 1978-07-12
US05/929,253 US4153578A (en) 1978-07-31 1978-07-31 Catalyst comprising Raney nickel with adsorbed molybdenum compound
US05/938,008 US4182721A (en) 1978-08-30 1978-08-30 Catalytic hydrogenation of carbonyl containing organic compounds

Publications (2)

Publication Number Publication Date
FR2430926A1 true FR2430926A1 (en) 1980-02-08
FR2430926B1 FR2430926B1 (en) 1984-08-31

Family

ID=27420655

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7911746A Granted FR2430926A1 (en) 1978-07-12 1979-05-09 PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOL

Country Status (6)

Country Link
CA (1) CA1122961A (en)
DE (2) DE2926641C2 (en)
FR (1) FR2430926A1 (en)
GB (2) GB2025251B (en)
IT (1) IT1193477B (en)
NL (1) NL7905449A (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3561879D1 (en) * 1984-10-12 1988-04-21 Basf Ag Process for the production of alkane diols
KR100337068B1 (en) * 1993-12-28 2002-11-23 로디아 쉬미 Catalyst for hydrogenating nitrile with amine, preparation method thereof and hydrogenation method using the above catalyst
EP0737101B1 (en) * 1993-12-28 1998-09-23 RHODIA FIBER & RESIN INTERMEDIATES Method for the preparation of a catalyst for the hydrogenation of nitriles into amines and use of said hydrogenating catalyst
TW340806B (en) * 1995-03-28 1998-09-21 Mitsui Toatsu Chemicals Modified Raney catalyst and process for preparation thereof
BRPI0612620A2 (en) 2005-06-16 2017-06-20 Johnson Matthey Plc catalyst composition, method of manufacture thereof, and process for hydrogenation of an organic nitro or nitrile compound into the corresponding amine
WO2018054755A1 (en) 2016-09-23 2018-03-29 Basf Se Method for providing a catalytically active fixed bed for hydrogenating organic compounds
EP3515597A1 (en) 2016-09-23 2019-07-31 Basf Se Method for the hydrogenation of organic compounds in the presence of co and a fixed catalyst bed which contains monolithic shaped catalyst body
KR20190058486A (en) 2016-09-23 2019-05-29 바스프 에스이 Method for providing a fixed catalyst layer containing a doped structured catalyst compact
SG11201901567PA (en) 2016-09-23 2019-04-29 Basf Se Process for activating a catalyst
EP3684504A1 (en) 2017-09-20 2020-07-29 Basf Se Method for producing a shaped catalyst body

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2953605A (en) * 1957-12-23 1960-09-20 Gen Aniline & Film Corp Hydrogenation of 1, 4-butynediol to 1, 4-butanediol
GB919273A (en) * 1960-12-29 1963-02-20 Gen Aniline & Film Corp Modified nickel hydrogenation catalyst
FR1448458A (en) * 1964-09-24 1966-08-05 Degussa Alloy skeleton raney catalyst and method for its manufacture
US3950441A (en) * 1970-09-16 1976-04-13 Gaf Corporation Process and catalyst for preparing 1,4-butanediol
DE2544761A1 (en) * 1974-10-07 1976-04-15 Budapesti Mueszaki Egyetem PROMOTED NICKEL SKELETON CATALYSTS
FR2320776A1 (en) * 1975-08-14 1977-03-11 Basf Ag HYDROGENATION CATALYST FOR ACETYLENIC ALCOHOLS
FR2393780A1 (en) * 1977-06-09 1979-01-05 Scm Corp Stereoselective hydrogenation of cyclo:alkenol cpds. - using partially inactivated nickel catalyst, e.g. for prodn. of D-iso:menthol for use as pharmaceutical cooling ingredient

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2948687A (en) * 1955-12-13 1960-08-09 Gen Electric Hydrogenation catalyst

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2953605A (en) * 1957-12-23 1960-09-20 Gen Aniline & Film Corp Hydrogenation of 1, 4-butynediol to 1, 4-butanediol
GB919273A (en) * 1960-12-29 1963-02-20 Gen Aniline & Film Corp Modified nickel hydrogenation catalyst
FR1448458A (en) * 1964-09-24 1966-08-05 Degussa Alloy skeleton raney catalyst and method for its manufacture
US3950441A (en) * 1970-09-16 1976-04-13 Gaf Corporation Process and catalyst for preparing 1,4-butanediol
DE2544761A1 (en) * 1974-10-07 1976-04-15 Budapesti Mueszaki Egyetem PROMOTED NICKEL SKELETON CATALYSTS
FR2320776A1 (en) * 1975-08-14 1977-03-11 Basf Ag HYDROGENATION CATALYST FOR ACETYLENIC ALCOHOLS
FR2393780A1 (en) * 1977-06-09 1979-01-05 Scm Corp Stereoselective hydrogenation of cyclo:alkenol cpds. - using partially inactivated nickel catalyst, e.g. for prodn. of D-iso:menthol for use as pharmaceutical cooling ingredient

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CA1976 *

Also Published As

Publication number Publication date
DE2926641C2 (en) 1983-11-17
DE2926641A1 (en) 1980-01-24
NL7905449A (en) 1980-01-15
DE2953893A1 (en) 1982-09-16
IT1193477B (en) 1988-07-08
GB2025251A (en) 1980-01-23
IT7923108A0 (en) 1979-05-29
CA1122961A (en) 1982-05-04
GB2104794B (en) 1983-07-13
FR2430926B1 (en) 1984-08-31
GB2104794A (en) 1983-03-16
GB2025251B (en) 1983-04-27

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