GB719908A - Improvements relating to the preparation of methacrylic acid and esters thereof - Google Patents
Improvements relating to the preparation of methacrylic acid and esters thereofInfo
- Publication number
- GB719908A GB719908A GB27189/52A GB2718952A GB719908A GB 719908 A GB719908 A GB 719908A GB 27189/52 A GB27189/52 A GB 27189/52A GB 2718952 A GB2718952 A GB 2718952A GB 719908 A GB719908 A GB 719908A
- Authority
- GB
- United Kingdom
- Prior art keywords
- extracted
- acid
- toluene
- hydroquinone
- distillation
- 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
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In the preparation of methacrylic acid or its esters with alcohols containing 3 or more carbon atoms the reaction mixture obtained in the conversion of acetone cyanohydrin to methacrylamide and the hydrolysis of the latter compound to the acid is treated with a liquid extraction agent so that the acid is extracted directly from the reaction mixture and, if desired, esterified with the appropriate alcohol. Specified extraction agents are alcohols containing 3 or more carbon atoms per molecule which may be the same as those used for esterification; aromatic or aliphatic hydrocarbons and chlorinated hydrocarbons. The extracted acid may be esterified by conventional means, e.g. by the addition of an alcohol to the extract neutralized to pH about 0.8 with subsequent removal of water by distillation or azeotropic distillation in the presence of esterification catalysts such as p-toluene sulphonic acid. In examples, acetone cyanohydrin is treated with sulphuric acid in the presence of sulphur, tannin and hydroquinone and (1) extracted with butanol, the extract neutralized to pH 0.8 and butyl methacrylate made by the above azeotropic method in the presence of p-toluene sulphonic acid and hydroquinone; (2) extracted with toluene and butyl methacrylate made as in (1); (3) extracted with toluene and methacrylic acid removed by distillation in the presence of hydroquinone and pulverized copper; and (4) extracted with toluene and lauryl methacrylate made by the method of (1).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE719908X | 1951-10-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB719908A true GB719908A (en) | 1954-12-08 |
Family
ID=20315944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27189/52A Expired GB719908A (en) | 1951-10-31 | 1952-10-29 | Improvements relating to the preparation of methacrylic acid and esters thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB719908A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1206428B (en) * | 1955-07-22 | 1965-12-09 | Electro Chimie Metal | Process for the production of acrylic or methacrylic acid or their esters by saponification of acrylic acid nitrile or methacrylic acid nitrile, ethylene cyanohydrin or acetone cyanohydrin |
| DE1206429B (en) * | 1959-03-16 | 1965-12-09 | Electro Chimie Metal | Process for the production of methacrylic acid esters of higher molecular weight alcohols from methacrylic acid amide |
-
1952
- 1952-10-29 GB GB27189/52A patent/GB719908A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1206428B (en) * | 1955-07-22 | 1965-12-09 | Electro Chimie Metal | Process for the production of acrylic or methacrylic acid or their esters by saponification of acrylic acid nitrile or methacrylic acid nitrile, ethylene cyanohydrin or acetone cyanohydrin |
| DE1206428C2 (en) * | 1955-07-22 | 1973-05-17 | Electro Chimie Metal | Process for the production of acrylic or methacrylic acid or their esters by saponification of acrylic acid nitrile or methacrylic acid nitrile, ethylene cyanohydrin or acetone cyanohydrin |
| DE1206429B (en) * | 1959-03-16 | 1965-12-09 | Electro Chimie Metal | Process for the production of methacrylic acid esters of higher molecular weight alcohols from methacrylic acid amide |
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