FR2430926A1 - PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOL - Google Patents
PROCESS AND CATALYST FOR PRODUCING HIGH QUALITY BUTANEDIOLInfo
- 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
Links
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 title abstract 3
- 239000003054 catalyst Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000007868 Raney catalyst Substances 0.000 abstract 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 2
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000005078 molybdenum compound Substances 0.000 abstract 1
- 150000002752 molybdenum compounds Chemical class 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
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
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts 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
- B01J23/84—Catalysts 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
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/883—Molybdenum and nickel
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts 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
- B01J23/84—Catalysts 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
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/885—Molybdenum and copper
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts 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
- B01J23/8933—Catalysts 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
- B01J23/8993—Catalysts 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
-
- 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
- B01J25/00—Catalysts of the Raney type
- B01J25/02—Raney nickel
-
- 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
- C07C29/17—Preparation 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
- C07C29/172—Preparation 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic 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
- C07D307/38—Heterocyclic 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
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
- C07D307/44—Furfuryl alcohol
-
- 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
- Y02P20/52—Improvements 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.
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)
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)
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2948687A (en) * | 1955-12-13 | 1960-08-09 | Gen Electric | Hydrogenation catalyst |
-
1979
- 1979-04-05 CA CA324,964A patent/CA1122961A/en not_active Expired
- 1979-04-20 GB GB7913849A patent/GB2025251B/en not_active Expired
- 1979-05-09 FR FR7911746A patent/FR2430926A1/en active Granted
- 1979-05-29 IT IT23108/79A patent/IT1193477B/en active
- 1979-07-02 DE DE2926641A patent/DE2926641C2/en not_active Expired
- 1979-07-02 DE DE19792953893 patent/DE2953893A1/de active Pending
- 1979-07-12 NL NL7905449A patent/NL7905449A/en not_active Application Discontinuation
-
1982
- 1982-07-09 GB GB08219909A patent/GB2104794B/en not_active Expired
Patent Citations (7)
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)
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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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |