CA2168458A1 - The preparation of 1,4-butanediol - Google Patents
The preparation of 1,4-butanediolInfo
- Publication number
- CA2168458A1 CA2168458A1 CA002168458A CA2168458A CA2168458A1 CA 2168458 A1 CA2168458 A1 CA 2168458A1 CA 002168458 A CA002168458 A CA 002168458A CA 2168458 A CA2168458 A CA 2168458A CA 2168458 A1 CA2168458 A1 CA 2168458A1
- Authority
- CA
- Canada
- Prior art keywords
- butanediol
- preparation
- dihydrofurane
- reacted
- aid
- 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
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract 4
- ARGCQEVBJHPOGB-UHFFFAOYSA-N 2,5-dihydrofuran Chemical compound C1OCC=C1 ARGCQEVBJHPOGB-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/20—Dihydroxylic alcohols
-
- 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
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
- C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
-
- 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
-
- 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
- C07D307/04—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
- C07D307/18—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
-
- 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
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/28—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polyesters Or Polycarbonates (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Photoreceptors In Electrophotography (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
In the proposed process for producing 1,4 butane diol, 2,5 dihydrofurane is reacted in a single step in the presence of water and hydrogen at a temperature of 20 to 300 °C and a pressure of 1 to 300 bar with the aid of a hydrogenating catalyst.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4325753A DE4325753A1 (en) | 1993-07-31 | 1993-07-31 | Process for the preparation of 1,4-butanediol |
DEP4325753.4 | 1993-07-31 | ||
PCT/EP1994/002232 WO1995004023A1 (en) | 1993-07-31 | 1994-07-07 | Process for producing 1,4 butane diol |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2168458A1 true CA2168458A1 (en) | 1995-02-09 |
CA2168458C CA2168458C (en) | 2004-05-25 |
Family
ID=6494169
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002168458A Expired - Fee Related CA2168458C (en) | 1993-07-31 | 1994-07-07 | The preparation of 1,4-butanediol |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0711267B1 (en) |
JP (1) | JP3616642B2 (en) |
KR (1) | KR100307255B1 (en) |
CN (1) | CN1066702C (en) |
AT (1) | ATE159237T1 (en) |
AU (1) | AU7384794A (en) |
CA (1) | CA2168458C (en) |
DE (2) | DE4325753A1 (en) |
ES (1) | ES2107852T3 (en) |
FI (1) | FI111458B (en) |
RU (1) | RU2119905C1 (en) |
TW (1) | TW328947B (en) |
WO (1) | WO1995004023A1 (en) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4422051A1 (en) * | 1994-06-27 | 1996-01-04 | Basf Ag | Process for the preparation of 1,4-butanediol |
DE4443529A1 (en) * | 1994-12-07 | 1996-06-13 | Basf Ag | Catalyst for carrying out reactions catalyzed by Lewis acid |
DE19749201A1 (en) | 1997-11-07 | 1999-08-12 | Degussa | Process for intermolecular etherification and ether cleavage |
DE19929396B4 (en) * | 1999-06-26 | 2013-08-22 | Basf Se | Vacuum insulation units containing a sorbent |
DE19935828A1 (en) * | 1999-07-29 | 2001-02-01 | Basf Ag | Production of pentanediols from alkoxydihydropyrans |
CN103102246B (en) * | 2011-11-10 | 2014-10-22 | 中国科学院大连化学物理研究所 | Method for preparing 1,3-dihydric alcohol |
EP2674552B1 (en) | 2012-06-12 | 2017-01-11 | iLOQ Oy | Electromechanical lock |
CN104341269A (en) * | 2013-08-02 | 2015-02-11 | 胡小军 | Preparation method of 1,4-butanediol solution |
CN105618051B (en) * | 2014-10-27 | 2018-01-26 | 中国科学院大连化学物理研究所 | A kind of catalyst for being used for CO hydrogenation synthesis higher alcohols coproduction naphtha and diesel oil and preparation method and application |
CN107001203A (en) * | 2014-12-18 | 2017-08-01 | 国际壳牌研究有限公司 | The method that n-butanol and 1,4 butanediols are produced by furans |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1248669B (en) * | 1965-01-07 | 1968-03-14 | Badische Anilin &. Soda-Fabrik Aktien gesellschaft, 6700 Ludwigshafen | Process for the preparation of 2 3-dihydrofurans |
DE2519817A1 (en) * | 1975-05-03 | 1976-11-11 | Hoechst Ag | PROCESS FOR THE PRODUCTION OF BUTANDIOL- (1.4) |
US4091041A (en) * | 1977-06-13 | 1978-05-23 | General Electric Company | Preparation of 1,4-diols by hydrolysis-hydrogenation of 2-alkoxytetrahydrofurans |
US4475004A (en) * | 1983-12-21 | 1984-10-02 | Ethyl Corporation | Preparation of alkanediols |
US4476332A (en) * | 1983-12-21 | 1984-10-09 | Ethyl Corporation | Preparation of alkanediols |
US4879420A (en) * | 1988-05-06 | 1989-11-07 | E.I. Du Pont De Nemours And Company | Preparation of mixtures of butanediols |
US4859801A (en) * | 1988-05-26 | 1989-08-22 | E. I. Du Pont De Nemours And Company | Synthesis of mixtures of butanediols |
DE3909485A1 (en) * | 1989-03-22 | 1990-09-27 | Basf Ag | METHOD FOR PRODUCING BUTANDIOL-1,4 AND TETRAHYDROFURAN |
US5254701A (en) * | 1991-05-20 | 1993-10-19 | Eastman Kodak Company | Process for the production of mixtures of 2-hydroxytetrahydrofuran and 4-hydroxybutanal |
-
1993
- 1993-07-31 DE DE4325753A patent/DE4325753A1/en not_active Withdrawn
-
1994
- 1994-07-07 DE DE59404358T patent/DE59404358D1/en not_active Expired - Lifetime
- 1994-07-07 WO PCT/EP1994/002232 patent/WO1995004023A1/en active IP Right Grant
- 1994-07-07 KR KR1019960700498A patent/KR100307255B1/en not_active IP Right Cessation
- 1994-07-07 JP JP50552095A patent/JP3616642B2/en not_active Expired - Fee Related
- 1994-07-07 CN CN94192959A patent/CN1066702C/en not_active Expired - Fee Related
- 1994-07-07 AU AU73847/94A patent/AU7384794A/en not_active Abandoned
- 1994-07-07 CA CA002168458A patent/CA2168458C/en not_active Expired - Fee Related
- 1994-07-07 ES ES94923711T patent/ES2107852T3/en not_active Expired - Lifetime
- 1994-07-07 RU RU96108796/04A patent/RU2119905C1/en not_active IP Right Cessation
- 1994-07-07 EP EP94923711A patent/EP0711267B1/en not_active Expired - Lifetime
- 1994-07-07 AT AT94923711T patent/ATE159237T1/en not_active IP Right Cessation
- 1994-07-29 TW TW083106943A patent/TW328947B/en not_active IP Right Cessation
-
1996
- 1996-01-30 FI FI960429A patent/FI111458B/en active
Also Published As
Publication number | Publication date |
---|---|
EP0711267A1 (en) | 1996-05-15 |
FI960429A0 (en) | 1996-01-30 |
KR100307255B1 (en) | 2001-11-30 |
FI960429A (en) | 1996-01-30 |
FI111458B (en) | 2003-07-31 |
JPH09500877A (en) | 1997-01-28 |
ES2107852T3 (en) | 1997-12-01 |
DE59404358D1 (en) | 1997-11-20 |
CN1066702C (en) | 2001-06-06 |
WO1995004023A1 (en) | 1995-02-09 |
DE4325753A1 (en) | 1995-02-02 |
JP3616642B2 (en) | 2005-02-02 |
TW328947B (en) | 1998-04-01 |
CA2168458C (en) | 2004-05-25 |
EP0711267B1 (en) | 1997-10-15 |
ATE159237T1 (en) | 1997-11-15 |
KR960703835A (en) | 1996-08-31 |
CN1128017A (en) | 1996-07-31 |
AU7384794A (en) | 1995-02-28 |
RU2119905C1 (en) | 1998-10-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |