CA2155409A1 - Process for making 1,3-diols and 3-hydroxyaldehydes - Google Patents
Process for making 1,3-diols and 3-hydroxyaldehydesInfo
- Publication number
- CA2155409A1 CA2155409A1 CA002155409A CA2155409A CA2155409A1 CA 2155409 A1 CA2155409 A1 CA 2155409A1 CA 002155409 A CA002155409 A CA 002155409A CA 2155409 A CA2155409 A CA 2155409A CA 2155409 A1 CA2155409 A1 CA 2155409A1
- Authority
- CA
- Canada
- Prior art keywords
- hydrocarbylene
- carbon atoms
- hydroxyaldehydes
- diols
- bis
- 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
- 150000000185 1,3-diols Chemical class 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004437 phosphorous atom Chemical group 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007810 chemical reaction solvent Substances 0.000 abstract 1
- 125000000743 hydrocarbylene group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
This invention relates to a process for making 1,3-diols and 3-hydroxyaldehydes by hydroformylating 1,2-epoxides which process comprises intimately contacting (a) a 1,2-epoxide having more than 2 carbon atoms, (b) ditertiary phosphine-modified cobalt carbonyl catalyst, said phosphine comprising a hydrocarbylene-bis(monophosphabicyclo-alkane) in which each phosphorus atom is joined to hydrocarbylene and is a member of a bridge linkage without being a bridgehead atom and which hydrocarbylene-bis(monophosphabicycloalkane) has 11 to 300 carbon atoms; of which 5 to 12 carbon atoms together with a phosphorus atom are members of each of the two bicyclic skeletal structures, (c) carbon monoxide, and (d) hydrogen, the molar ratio of carbon monoxide to hydrogen being from 4:1 to 1:6, preferably from 1:1 to 1:4 in liquid-phase solution in an inert reaction solvent, at a temperature of from 30 to 150 °C and a pressure of from 345 to 68948 kPa (50 to 10,000 psi).
Applications Claiming Priority (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1383593A | 1993-02-05 | 1993-02-05 | |
| US1383693A | 1993-02-05 | 1993-02-05 | |
| US013835 | 1993-02-05 | ||
| US013834 | 1993-02-05 | ||
| US08/013,834 US5256827A (en) | 1993-02-05 | 1993-02-05 | Process for making 3-hydroxypropanal and 1,3-propanediol |
| US013836 | 1993-02-05 | ||
| US08/091,107 US5304686A (en) | 1993-07-13 | 1993-07-13 | Process for making 3-hydroxypropanal and 1,3-propanediol |
| US091108 | 1993-07-13 | ||
| US091107 | 1993-07-13 | ||
| US08/091,108 US5304691A (en) | 1993-07-13 | 1993-07-13 | Process for making 1,3-propanediol and 3-hydroxypropanal |
| US13026093A | 1993-10-01 | 1993-10-01 | |
| US130260 | 1993-10-01 | ||
| US130258 | 1993-10-01 | ||
| US08/130,258 US5344993A (en) | 1993-10-01 | 1993-10-01 | Process or making 3-hydroxyaldehydes |
| PCT/EP1994/000346 WO1994018149A1 (en) | 1993-02-05 | 1994-02-03 | Process for making 1,3-diols and 3-hydroxyaldehydes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2155409A1 true CA2155409A1 (en) | 1994-08-18 |
| CA2155409C CA2155409C (en) | 2006-03-21 |
Family
ID=26685310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002155409A Expired - Fee Related CA2155409C (en) | 1993-02-05 | 1994-02-03 | Process for making 1,3-diols and 3-hydroxyaldehydes |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2155409C (en) |
-
1994
- 1994-02-03 CA CA002155409A patent/CA2155409C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2155409C (en) | 2006-03-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |