GB743719A - Improvements in or relating to the recovery of glycols from oxonation of mono-olefins - Google Patents
Improvements in or relating to the recovery of glycols from oxonation of mono-olefinsInfo
- Publication number
- GB743719A GB743719A GB5549/53A GB554953A GB743719A GB 743719 A GB743719 A GB 743719A GB 5549/53 A GB5549/53 A GB 5549/53A GB 554953 A GB554953 A GB 554953A GB 743719 A GB743719 A GB 743719A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bottoms
- glycol
- butene
- glycols
- esters
- 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.)
- Expired
Links
Classifications
-
- 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
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
One molecule of a glycol is made from two or more molecules of a straight-chain a -olefine by treating the latter in a first stage with CO and H2 in the presence of not more than 1 per cent of a carboxylation catalyst (calculated as metal) based on the weight of olefine used at an elevated temperature and a pressure of 2000-10,000, preferably 4000-10,000, p.s.i.g., hydrogenating the carboxylation products in a second stage at an elevated temperature and pressure and in the presence of a hydrogenation catalyst and subsequently separating the glycol from the hydrogenation products. High molecular weight alcohols corresponding to the glycols are also obtained. Preferably the olefine has not more than 7 carbon atoms per molecule butene-1, propene and heptene-1 being specified. The final products may be worked up by separating the low molecular weight oxo alcohol by stripping at atmospheric pressure, distilling off the high molecular weight alcohol from the bottoms to leave the glycol. Alternatively the bottoms stripped of low and high molecular weight alcohols may be esterified, restripped to remove unchanged alcohols and simple esters to leave a bottoms consisting of glycol esters. The glycol from butene-1 may be obtained in crystalline form on cooling the bottoms. Iron and cobalt are specified carboxylation catalysts. The glycols may be esterified with aliphatic acids of such molecular weights as to give esters having about 20 to 32 carbon atoms in their molecules which may be used as synthetic lubricants. The glycols may be used as perfume bases and their esters and ethers used in hydraulic fluids or light greases. The glycol esters may also be used as plasticizers. A greater yield of bottoms product is obtained if in the carboxylation stage the reaction time is long, the pressure is high and a cobalt catalyst concentration (calculated as metal) of about 0.1 per cent is used. Examples are provided showing the preparation of glycols from butene-1 and propene using cobalt caboxylation catalysts and a Table is given illustrating the effect of increased pressure on yield of bottoms using butene-1, propene and butene-2, the latter being used for comparative purposes only.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US743719XA | 1952-04-01 | 1952-04-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB743719A true GB743719A (en) | 1956-01-25 |
Family
ID=22119195
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5549/53A Expired GB743719A (en) | 1952-04-01 | 1953-02-27 | Improvements in or relating to the recovery of glycols from oxonation of mono-olefins |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB743719A (en) |
-
1953
- 1953-02-27 GB GB5549/53A patent/GB743719A/en not_active Expired
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