FR2371406A1 - Procede d'hydrogenolyse catalytique de l'anhydride maleique en 1,4-butanediol et tetrahydrofuranne - Google Patents
Procede d'hydrogenolyse catalytique de l'anhydride maleique en 1,4-butanediol et tetrahydrofuranneInfo
- Publication number
- FR2371406A1 FR2371406A1 FR7735139A FR7735139A FR2371406A1 FR 2371406 A1 FR2371406 A1 FR 2371406A1 FR 7735139 A FR7735139 A FR 7735139A FR 7735139 A FR7735139 A FR 7735139A FR 2371406 A1 FR2371406 A1 FR 2371406A1
- Authority
- FR
- France
- Prior art keywords
- butanediol
- tetrahydrofuran
- maleic anhydride
- catalytic hydrogenolysis
- butyrolactone
- 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
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 title abstract 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title abstract 4
- 230000003197 catalytic effect Effects 0.000 title abstract 2
- 238000007327 hydrogenolysis reaction Methods 0.000 title abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 abstract 4
- 239000012429 reaction media Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052750 molybdenum Inorganic materials 0.000 abstract 1
- 239000011733 molybdenum Substances 0.000 abstract 1
- 229910052758 niobium Inorganic materials 0.000 abstract 1
- 239000010955 niobium Substances 0.000 abstract 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052721 tungsten Inorganic materials 0.000 abstract 1
- 239000010937 tungsten Substances 0.000 abstract 1
- 229910052726 zirconium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
-
- 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
-
- 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
-
- 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
- C07C29/177—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 simultaneous reduction of a carboxy group
-
- 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
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/06—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D307/08—Preparation of tetrahydrofuran
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Catalysts (AREA)
Abstract
a. Chimie organique : 1,4-butanediol et tétrahydrofuranne. Procédé d'hydrogénolyse catalytique de l'anhydride maléique en 1,4-butanediol et tétrahydrofuranne en un seul stade operatoire avec de l'hydrogène à chaud et sous pression, en présence d'une suspension de catalyseur réduit solide qui contient comme élements catalytiquement actifs du nikel en association avec du molybdène et/ou du tungstène et éventuellement avec du zirconium et/ou du niobium, dans un milieu de réaction qui contient de la gamma-butyrolactone, pendant une durée telle que la quantité de gamma-butyrolactone dans le milieu de réaction final soit substantiellement égale à celle présente dans le milieu de réaction initial. c. Fabrication de 1,4-butanediol et de tétrahydrofuranne.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB48795/76A GB1587198A (en) | 1976-11-23 | 1976-11-23 | Process for the production of butane-1,4 diol and tetrahydrofuran |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2371406A1 true FR2371406A1 (fr) | 1978-06-16 |
FR2371406B1 FR2371406B1 (fr) | 1981-09-11 |
Family
ID=10449926
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7735139A Granted FR2371406A1 (fr) | 1976-11-23 | 1977-11-21 | Procede d'hydrogenolyse catalytique de l'anhydride maleique en 1,4-butanediol et tetrahydrofuranne |
Country Status (7)
Country | Link |
---|---|
US (1) | US4155919A (fr) |
JP (1) | JPS5368710A (fr) |
BE (1) | BE861037A (fr) |
DE (1) | DE2752136A1 (fr) |
FR (1) | FR2371406A1 (fr) |
GB (1) | GB1587198A (fr) |
NL (1) | NL186856C (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2439176A1 (fr) * | 1978-10-21 | 1980-05-16 | Huels Chemische Werke Ag | Procede de preparation continue de butane-diol-(1,4) |
EP0699652A3 (fr) * | 1994-09-02 | 1996-03-27 | Bayer Ag |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4550185A (en) * | 1983-12-22 | 1985-10-29 | E. I. Du Pont De Nemours And Company | Process for making tetrahydrofuran and 1,4-butanediol using Pd/Re hydrogenation catalyst |
US4609636A (en) * | 1983-12-22 | 1986-09-02 | E. I. Du Pont De Nemours And Company | Pd/Re hydrogenation catalyst for making tetrahydrofuran and 1,4-butanediol |
GB8514002D0 (en) * | 1985-06-04 | 1985-07-10 | Davy Mckee Ltd | Process |
US4620016A (en) * | 1985-05-16 | 1986-10-28 | Phillips Petroleum Company | Preparation of butyrolactone by catalytic hydrogenation of succinic anhydride |
US4620017A (en) * | 1985-05-16 | 1986-10-28 | Phillips Petroleum Company | Catalytic hydrogenation of succinic anhydride to butyrolactone |
JPS63200806U (fr) * | 1987-06-08 | 1988-12-23 | ||
JP2596604B2 (ja) * | 1988-12-14 | 1997-04-02 | 東燃株式会社 | 1,4−ブタンジオールおよびテトラヒドロフランの製造方法 |
US4973713A (en) * | 1989-11-28 | 1990-11-27 | E. I. Du Pont De Nemours And Company | Catalytic hydrogenation of carboxylic anhydrides to esters or lactones |
DE4005293A1 (de) * | 1990-02-20 | 1991-08-22 | Basf Ag | Verfahren zur herstellung von tetrahydrofuran und -butyrolacton |
DE4009029A1 (de) * | 1990-03-21 | 1991-09-26 | Basf Ag | Verfahren zur herstellung von 1,4-butandiol |
US5808107A (en) * | 1997-10-31 | 1998-09-15 | Board Of Trustees Operating Michigan State University | Process for the preparation of hydroxy substituted gamma butyrolactones |
KR100835476B1 (ko) | 2006-12-29 | 2008-06-09 | 주식회사 효성 | 1,4-부탄디올로부터 테트라하이드로퓨란의 제조방법 |
CA2846234A1 (fr) * | 2011-08-22 | 2013-02-28 | Suganit Systems, Inc. | Production de bio-butanol et produits associes |
GB201318175D0 (en) | 2013-10-14 | 2013-11-27 | Johnson Matthey Davy Technologies Ltd | Process |
WO2017001376A1 (fr) * | 2015-06-30 | 2017-01-05 | Shell Internationale Research Maatschappij B.V. | Procédé de production de 1,4-butanediol et de tétrahydrofurane à partir de furane |
WO2017064179A1 (fr) * | 2015-10-15 | 2017-04-20 | Shell Internationale Research Maatschappij B.V. | Procédé de production de 1,4-butanediol et de tétrahydrofuranne à partir du furanne |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2000705A1 (fr) * | 1968-01-25 | 1969-09-12 | Mitsubishi Petrochemical Co | |
GB1200979A (en) * | 1967-09-13 | 1970-08-05 | Mitsubishi Petrochemical Co | Process for catalytically hydrogenating dicarboxylic anhydrides |
DE2455617A1 (de) * | 1974-11-23 | 1976-05-26 | Basf Ag | Verfahren zur herstellung von butandiol und/oder tetrahydrofuran ueber die zwischenstufe des gamma-butyrolactons |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2772293A (en) * | 1953-07-13 | 1956-11-27 | Du Pont | Process of hydrogenating maleic anhydride with a nickel or cobalt molybdite catalyst |
US2772292A (en) * | 1953-07-13 | 1956-11-27 | Du Pont | Hydrogenation of maleic anhydride |
US2772291A (en) * | 1953-08-31 | 1956-11-27 | Du Pont | Hydrogenation of maleic anhydride |
US3492314A (en) * | 1965-08-23 | 1970-01-27 | Mitsubishi Petrochemical Co | Process for catalytic hydrogenation of dicarboxylic acid anhydride and catalyst therefor |
JPS5441560B2 (fr) * | 1971-09-25 | 1979-12-08 | ||
US3872140A (en) * | 1972-07-03 | 1975-03-18 | Eastman Kodak Co | Liquid crystalline compositions and method |
JPS4932439A (fr) * | 1972-07-25 | 1974-03-25 | ||
JPS4946978A (fr) * | 1972-09-07 | 1974-05-07 | ||
DE2519817A1 (de) * | 1975-05-03 | 1976-11-11 | Hoechst Ag | Verfahren zur herstellung von butandiol-(1.4) |
-
1976
- 1976-11-23 GB GB48795/76A patent/GB1587198A/en not_active Expired
-
1977
- 1977-11-18 NL NLAANVRAGE7712728,A patent/NL186856C/xx not_active IP Right Cessation
- 1977-11-21 FR FR7735139A patent/FR2371406A1/fr active Granted
- 1977-11-21 US US05/853,566 patent/US4155919A/en not_active Expired - Lifetime
- 1977-11-21 JP JP13977977A patent/JPS5368710A/ja active Granted
- 1977-11-22 DE DE19772752136 patent/DE2752136A1/de active Granted
- 1977-11-22 BE BE1008532A patent/BE861037A/fr unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1200979A (en) * | 1967-09-13 | 1970-08-05 | Mitsubishi Petrochemical Co | Process for catalytically hydrogenating dicarboxylic anhydrides |
FR2000705A1 (fr) * | 1968-01-25 | 1969-09-12 | Mitsubishi Petrochemical Co | |
DE2455617A1 (de) * | 1974-11-23 | 1976-05-26 | Basf Ag | Verfahren zur herstellung von butandiol und/oder tetrahydrofuran ueber die zwischenstufe des gamma-butyrolactons |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2439176A1 (fr) * | 1978-10-21 | 1980-05-16 | Huels Chemische Werke Ag | Procede de preparation continue de butane-diol-(1,4) |
EP0699652A3 (fr) * | 1994-09-02 | 1996-03-27 | Bayer Ag |
Also Published As
Publication number | Publication date |
---|---|
JPS5368710A (en) | 1978-06-19 |
DE2752136A1 (de) | 1978-05-24 |
GB1587198A (en) | 1981-04-01 |
US4155919A (en) | 1979-05-22 |
JPS6121208B2 (fr) | 1986-05-26 |
FR2371406B1 (fr) | 1981-09-11 |
BE861037A (fr) | 1978-05-22 |
NL7712728A (nl) | 1978-05-25 |
NL186856C (nl) | 1991-03-18 |
DE2752136C2 (fr) | 1988-01-14 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |