CA2201323A1 - Process for preparing 1,3-alkanediols and 3-hydroxyaldehydes - Google Patents
Process for preparing 1,3-alkanediols and 3-hydroxyaldehydesInfo
- Publication number
- CA2201323A1 CA2201323A1 CA 2201323 CA2201323A CA2201323A1 CA 2201323 A1 CA2201323 A1 CA 2201323A1 CA 2201323 CA2201323 CA 2201323 CA 2201323 A CA2201323 A CA 2201323A CA 2201323 A1 CA2201323 A1 CA 2201323A1
- Authority
- CA
- Canada
- Prior art keywords
- hydroxyaldehydes
- alkanediols
- preparing
- oxirane
- metal
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 abstract 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000007037 hydroformylation reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A process for preparing 1,3-alkanediols and 3-hydroxyaldehydes by hydroformylating an oxirane with carbon monoxide and hydrogen in the presence of one or more Group VIII metal-based hydroformylation catalysts, which may contain up to 50 mole % based on the metal of phosphine-modified catalysts, wherein the concentration of the oxirane at the start of the reaction is less than 15 wt.% based on the weight of the total liquid reaction mixture. The process enables the production of 1,3-propanediol in high yields and selectivity.
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/316,679 US5545767A (en) | 1994-09-30 | 1994-09-30 | Process for preparing 1,3-propanediol |
| US316,669 | 1994-09-30 | ||
| US316,679 | 1994-09-30 | ||
| US08/316,677 US5463146A (en) | 1994-09-30 | 1994-09-30 | Process for preparing 1,3-propanediol |
| US08/316,680 US5563302A (en) | 1994-09-30 | 1994-09-30 | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic phosphine oxide promoter |
| US316,660 | 1994-09-30 | ||
| US316,680 | 1994-09-30 | ||
| US08/316,660 US5585528A (en) | 1994-09-30 | 1994-09-30 | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic tertiary amine promoter |
| US08/316,669 US5576471A (en) | 1994-09-30 | 1994-09-30 | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic dihydroxyarene promoter |
| US316,677 | 1994-09-30 | ||
| PCT/EP1995/003870 WO1996010552A1 (en) | 1994-09-30 | 1995-09-28 | Process for preparing 1,3-alkanediols and 3-hydroxyaldehydes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2201323A1 true CA2201323A1 (en) | 1996-04-11 |
| CA2201323C CA2201323C (en) | 2007-04-03 |
Family
ID=29408171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2201323 Expired - Fee Related CA2201323C (en) | 1994-09-30 | 1995-09-28 | Process for preparing 1,3-alkanediols and 3-hydroxyaldehydes |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2201323C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115028513A (en) * | 2022-05-30 | 2022-09-09 | 万华化学集团股份有限公司 | Method for producing 1, 3-butanediol |
-
1995
- 1995-09-28 CA CA 2201323 patent/CA2201323C/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115028513A (en) * | 2022-05-30 | 2022-09-09 | 万华化学集团股份有限公司 | Method for producing 1, 3-butanediol |
| CN115028513B (en) * | 2022-05-30 | 2023-08-11 | 万华化学集团股份有限公司 | Method for producing 1, 3-butanediol |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2201323C (en) | 2007-04-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |