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GB719908A - Improvements relating to the preparation of methacrylic acid and esters thereof - Google Patents

Improvements relating to the preparation of methacrylic acid and esters thereof

Info

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
Application number
GB27189/52A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Saab Bofors AB
Original Assignee
Bofors AB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bofors AB filed Critical Bofors AB
Publication of GB719908A publication Critical patent/GB719908A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54Acrylic 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).
GB27189/52A 1951-10-31 1952-10-29 Improvements relating to the preparation of methacrylic acid and esters thereof Expired GB719908A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (3)

* Cited by examiner, † Cited by third party
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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