GB641438A - Process for the production of vinyl esters of organic acids - Google Patents
Process for the production of vinyl esters of organic acidsInfo
- Publication number
- GB641438A GB641438A GB14496/47A GB1449647A GB641438A GB 641438 A GB641438 A GB 641438A GB 14496/47 A GB14496/47 A GB 14496/47A GB 1449647 A GB1449647 A GB 1449647A GB 641438 A GB641438 A GB 641438A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- acetylene
- esters
- reaction
- vapour
- 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
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
- C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/007—Esters of unsaturated alcohols having the esterified hydroxy group bound to an acyclic carbon atom
- C07C69/01—Vinyl esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
- C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
- C07C69/15—Vinyl acetate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Acetylene is reacted with organic carboxylic acids to produce vinyl esters, the acetylene being first contacted while under non-explosive conditions with a liquid volatile organic compound maintained at a predetermined temperature, the acetylene being thereby saturated with the vapour of the organic liquid; the ratio of acetylene to vapour is such that the mixture is non-explosive when introduced into the reaction zone (the temperature being high enough to prevent condensation of the vapour), although the temperature and pressure therein are such that the acetylene would normally be explosive. The volatile organic liquid may be the acid used in the reaction, the ester produced, or other compounds such as hydrocarbons, heterocyclic compounds, esters or ethers, suitable compounds being mentioned. A further inert diluent of this type may be used for the reaction if desired. Zinc or cadmium salts of organic acids are used as catalysts, these being formed in situ if desired. Many suitable acids are specified, aliphatic, aromatic, hydroaromatic and heterocyclic; polybasic acids or acid esters, cyclic hydroxy acids and phenyl-glycine may also be used, as well as mixtures of acids or acid esters such as those obtained from resins, from the saponification of fats or oils or from the partial oxidation of petroleum fractions, e.g. paraffin wax. When hydroxy-acids are used, the presence of zinc salts as catalysts favours the production of esters rather than ethers, the latter being formed when using an alkaline catalyst as in Specification 641,436. The vinyl esters produced may be recovered and purified by known methods, and polymerization inhibitors may be added. The esters may be polymerized by the usual methods. Examples show the reaction of acetylene with acetic, valeric and oleic acids. Specifications 182,112, 285,095, 288,707, [all in Class 2 (iii)], 378,873, 572,910, 578,405, 581,501 and U.S.A. Specification 2,066,075 also are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US641438XA | 1945-10-10 | 1945-10-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB641438A true GB641438A (en) | 1950-08-09 |
Family
ID=22053852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14496/47A Expired GB641438A (en) | 1945-10-10 | 1947-05-31 | Process for the production of vinyl esters of organic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB641438A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7982065B2 (en) | 2009-05-07 | 2011-07-19 | Celanese International Corporation | Vinyl ester production from acetylene and carboxylic acid utilizing heterogeneous catalyst |
| US8173830B2 (en) | 2009-05-07 | 2012-05-08 | Celanese International Corporation | Vinyl ester production from acetylene and carboxylic acid utilizing homogeneous catalyst |
-
1947
- 1947-05-31 GB GB14496/47A patent/GB641438A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7982065B2 (en) | 2009-05-07 | 2011-07-19 | Celanese International Corporation | Vinyl ester production from acetylene and carboxylic acid utilizing heterogeneous catalyst |
| US8173830B2 (en) | 2009-05-07 | 2012-05-08 | Celanese International Corporation | Vinyl ester production from acetylene and carboxylic acid utilizing homogeneous catalyst |
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