RU2002128144A - Способ получения 1,3-диола - Google Patents
Способ получения 1,3-диолаInfo
- Publication number
- RU2002128144A RU2002128144A RU2002128144/04A RU2002128144A RU2002128144A RU 2002128144 A RU2002128144 A RU 2002128144A RU 2002128144/04 A RU2002128144/04 A RU 2002128144/04A RU 2002128144 A RU2002128144 A RU 2002128144A RU 2002128144 A RU2002128144 A RU 2002128144A
- Authority
- RU
- Russia
- Prior art keywords
- catalyst
- hydroformylation
- hydroxyaldehyde
- feed
- oxirane
- Prior art date
Links
- 150000000185 1,3-diols Chemical class 0.000 title claims abstract 3
- 238000004519 manufacturing process Methods 0.000 title claims abstract 3
- 239000003054 catalyst Substances 0.000 claims abstract 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052802 copper Inorganic materials 0.000 claims abstract 3
- 239000010949 copper Substances 0.000 claims abstract 3
- 239000002638 heterogeneous catalyst Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 10
- 238000007037 hydroformylation reaction Methods 0.000 claims 8
- 238000006243 chemical reaction Methods 0.000 claims 6
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 239000007789 gas Substances 0.000 claims 3
- 238000005984 hydrogenation reaction Methods 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000004927 clay Substances 0.000 claims 1
- 239000003245 coal Substances 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002994 raw material Substances 0.000 claims 1
Classifications
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
-
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
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)
- Saccharide Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Claims (10)
1. Способ получения 1,3-диола гидрированием сырья, включающего 3-гидроксиальдегид, в присутствии катализатора и источника водорода, где в качестве источника водорода используют синтез-газ, и катализатор представляет собой гетерогенный катализатор, включающий медь на носителе.
2. Способ по п.1, где катализатор включает медь на носителе.
3. Способ по п.1 или 2, где носитель состоит из глины, металлической или стеклянной губки, или на основе неорганического карбида, или оксида, или угля.
4. Способ по любому из пп.1-3, где сырье включает 3-гидроксиальдегид общей формулы
R2C(OH)-C(R)2-CH=О
где каждый R независимо может представлять атом водорода или (совместно) представлять углеводородную группу, которая замещена и/или является алифатическим или ароматическим.
5. Способ по любому из пп.1-4, где сырье включает продукт стадии гидроформилирования оксирана, при этом продукт включает 3-гидроксиальдегид, растворитель и гомогенный катализатор гидроформилирования.
6. Способ по п.5, где гомогенный катализатор гидроформилирования включает катализатор гидроформилирования на основе Со и/или Rh.
7. Способ по п.5 или 6, где
а) оксиран гидроформилируют путем взаимодействия с синтез-газом в присутствии гомогенного катализатора гидроформилирования и растворителя с образованием 3-гидроксиальдегидного сырья и b) 3-гидроксиальдегидное сырье гидрируют в присутствии катализатора и синтез-газа как источника водорода.
8. Способ по п.7, где стадию гидроформилирования а) и стадию гидрирования b) осуществляют в сообщающихся реакционных сосудах или в одном реакционном сосуде.
9. Способ по п.8, где стадию гидроформилирования а) и стадию гидрирования b) осуществляют в одном реакционном сосуде.
10. Способ получения 1,3-алкандиола путем конверсии оксирана в способе, включающем гидроформилирование и гидрирование, при этом указанные стадии необязательно можно осуществлять одновременно в одном реакционном сосуде.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00302362.9 | 2000-03-22 | ||
| EP00302362 | 2000-03-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2002128144A true RU2002128144A (ru) | 2004-02-27 |
| RU2261242C2 RU2261242C2 (ru) | 2005-09-27 |
Family
ID=8172816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2002128144/04A RU2261242C2 (ru) | 2000-03-22 | 2001-03-22 | Способ получения 1,3-диола |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6548716B1 (ru) |
| EP (1) | EP1265833B1 (ru) |
| JP (1) | JP2003528065A (ru) |
| KR (1) | KR100733678B1 (ru) |
| CN (1) | CN1252012C (ru) |
| AT (1) | ATE267155T1 (ru) |
| AU (1) | AU2001244217A1 (ru) |
| BR (1) | BR0109435A (ru) |
| CA (1) | CA2404122A1 (ru) |
| DE (1) | DE60103381T2 (ru) |
| MX (1) | MXPA02009162A (ru) |
| RU (1) | RU2261242C2 (ru) |
| WO (1) | WO2001070658A1 (ru) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2001260144A1 (en) * | 2000-03-22 | 2001-10-03 | Shell Internationale Research Maatschappij B.V. | Process for preparing an alcohol from an olefin |
| ES2817876T3 (es) * | 2007-03-08 | 2021-04-08 | Virent Inc | Síntesis de combustibles líquidos a partir de hidrocarburos oxigenados |
| WO2009137691A2 (en) * | 2008-05-09 | 2009-11-12 | The Scripps Research Institute | 1,3-diol synthesis via controlled, radical-mediated c-h functionalization |
| WO2017070071A1 (en) * | 2015-10-20 | 2017-04-27 | Shell Oil Company | Process for the production of glycols |
| CN108017510B (zh) * | 2016-11-03 | 2021-02-02 | 万华化学集团股份有限公司 | 一种羟基特戊醛的制备方法，及其在新戊二醇制备方面的应用 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5096688A (en) * | 1989-06-13 | 1992-03-17 | Amoco Corporation | Catalytic process for producing higher alcohols from synthesis gas |
| ES2059998T3 (es) | 1990-10-04 | 1994-11-16 | Shell Int Research | Procedimiento para la preparacion de beta-hidroxi aldehidos. |
| DE4132663C2 (de) | 1991-10-01 | 1993-10-14 | Degussa | Verfahren zum Herstellen von 1,3-Propandiol durch Hydrieren von Hydroxypropionaldehyd |
| US5436356A (en) | 1993-02-09 | 1995-07-25 | Shell Oil Company | Carbonylation process |
| US5463146A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5585528A (en) | 1994-09-30 | 1996-12-17 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic tertiary amine promoter |
| US5545766A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic bidentate phosphine promotor |
| US5545765A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic quaternary arsonium salt promoter |
| US5563302A (en) | 1994-09-30 | 1996-10-08 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic phosphine oxide promoter |
| US5545767A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Process for preparing 1,3-propanediol |
| WO1996010552A1 (en) * | 1994-09-30 | 1996-04-11 | Shell Internationale Research Maatschappij B.V. | Process for preparing 1,3-alkanediols and 3-hydroxyaldehydes |
| US5463145A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5684214A (en) | 1994-09-30 | 1997-11-04 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5463144A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| ATE174319T1 (de) * | 1994-09-30 | 1998-12-15 | Shell Int Research | Verfahren zur herstellung von 1,3-alkandiolen und 3-hydroxyaldehyden |
| US5576471A (en) | 1994-09-30 | 1996-11-19 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic dihydroxyarene promoter |
| US5770776A (en) | 1994-09-30 | 1998-06-23 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5527973A (en) | 1994-12-16 | 1996-06-18 | Kelsey; Donald R. | Purification of 1,3-propanediol |
| US6103927A (en) | 1996-04-16 | 2000-08-15 | Shell Oil Company | Process for the carbonylation of ethylenically unsaturated compounds |
| US5786524A (en) | 1996-05-30 | 1998-07-28 | Shell Oil Company | Process for preparation of 1,3-propanediol via hydrogenation of 3-hydroxypropanal |
| US5841003A (en) | 1996-07-23 | 1998-11-24 | Shell Oil Company | Process for preparing alkanediols |
| US5723389A (en) | 1996-10-15 | 1998-03-03 | Shell Oil Company | Process for preparing alkanediols |
| AU7973098A (en) | 1997-06-18 | 1999-01-04 | E.I. Du Pont De Nemours And Company | Process for the production of 1,3-propanediol by hydrogenating 3 -hydroxypropionaldehyde |
| US5986145A (en) | 1997-08-22 | 1999-11-16 | Shell Oil Company | Purification of 3-hydroxy-propanal |
| US5945570A (en) | 1998-10-29 | 1999-08-31 | Arhancet; Juan Pedro | Catalyst and process for preparing 1,3-propanediol |
-
2001
- 2001-03-22 BR BR0109435-1A patent/BR0109435A/pt not_active IP Right Cessation
- 2001-03-22 RU RU2002128144/04A patent/RU2261242C2/ru active
- 2001-03-22 KR KR1020027012326A patent/KR100733678B1/ko not_active Expired - Fee Related
- 2001-03-22 MX MXPA02009162A patent/MXPA02009162A/es active IP Right Grant
- 2001-03-22 AT AT01917105T patent/ATE267155T1/de not_active IP Right Cessation
- 2001-03-22 AU AU2001244217A patent/AU2001244217A1/en not_active Abandoned
- 2001-03-22 CA CA002404122A patent/CA2404122A1/en not_active Abandoned
- 2001-03-22 DE DE60103381T patent/DE60103381T2/de not_active Expired - Fee Related
- 2001-03-22 CN CNB018068359A patent/CN1252012C/zh not_active Expired - Fee Related
- 2001-03-22 US US10/239,083 patent/US6548716B1/en not_active Expired - Fee Related
- 2001-03-22 WO PCT/EP2001/003277 patent/WO2001070658A1/en not_active Ceased
- 2001-03-22 EP EP01917105A patent/EP1265833B1/en not_active Expired - Lifetime
- 2001-03-22 JP JP2001568871A patent/JP2003528065A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001244217A1 (en) | 2001-10-03 |
| EP1265833B1 (en) | 2004-05-19 |
| BR0109435A (pt) | 2002-12-10 |
| US6548716B1 (en) | 2003-04-15 |
| DE60103381T2 (de) | 2005-04-14 |
| CN1252012C (zh) | 2006-04-19 |
| MXPA02009162A (es) | 2003-05-23 |
| DE60103381D1 (de) | 2004-06-24 |
| RU2261242C2 (ru) | 2005-09-27 |
| WO2001070658A1 (en) | 2001-09-27 |
| JP2003528065A (ja) | 2003-09-24 |
| KR20020084219A (ko) | 2002-11-04 |
| CN1424993A (zh) | 2003-06-18 |
| KR100733678B1 (ko) | 2007-06-28 |
| ATE267155T1 (de) | 2004-06-15 |
| CA2404122A1 (en) | 2001-09-27 |
| EP1265833A1 (en) | 2002-12-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| QB4A | Licence on use of patent |
Effective date: 20081209 |