GB934917A - Production of carboxylic acid esters of tertiary alcohols - Google Patents

Production of carboxylic acid esters of tertiary alcohols

Info

Publication number
GB934917A
GB934917A GB11574/62A GB1157462A GB934917A GB 934917 A GB934917 A GB 934917A GB 11574/62 A GB11574/62 A GB 11574/62A GB 1157462 A GB1157462 A GB 1157462A GB 934917 A GB934917 A GB 934917A
Authority
GB
United Kingdom
Prior art keywords
acid
isoolefine
carboxylic acid
volatile fraction
tertiary alcohols
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
GB11574/62A
Inventor
Hans Soenksen
Wilhelm Baumeister
Erich Umlauf
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB934917A publication Critical patent/GB934917A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/04Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Carboxylic acid esters of tertiary alcohols are prepared by reacting an isoolefine with a carboxylic acid having one to five carbon atoms and boiling at between 100 DEG and 200 DEG C. in the presence of a difficulty volatile strong acid having an equilibrium pressure of 1 atmosphere above 200 DEG C. as a catalyst, distilling the complete reaction mixture under reduced pressure and recovering the ester from the more readily volatile fraction. The distillation is preferably carried out at between 0,1 and 100 mm. Hg. pressure. The process may be continuous and the more difficulty volatile fraction containing the acid and the isoolefine from the more volatile fraction returned to the reaction zone. The amount of isoolefine in the reaction zone may be 60 to 95% of the theoretical amount. Suitable carboxylic acids include, formic, acetic, propionic, butyric, isobutyric, isovaleric, acrylic, methacrylic, chloracetic, a -chloracrylic acids. Isoolefines may be 2-methylbutene-(1), 2-methylbutene(2), isobutene. Suitable acid catalysts include sulphuric acid, chlorosulphonic acid, p-toluene sulphonic acid.
GB11574/62A 1961-03-29 1962-03-27 Production of carboxylic acid esters of tertiary alcohols Expired GB934917A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1961B0061940 DE1249857B (en) 1961-03-29 1961-03-29 PROCESS FOR THE CONTINUOUS PRODUCTION OF CARBONIC ACID ESTERS OF TERTIARY ALCOHOLS

Publications (1)

Publication Number Publication Date
GB934917A true GB934917A (en) 1963-08-21

Family

ID=6973394

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11574/62A Expired GB934917A (en) 1961-03-29 1962-03-27 Production of carboxylic acid esters of tertiary alcohols

Country Status (3)

Country Link
DE (1) DE1249857B (en)
FR (1) FR1318496A (en)
GB (1) GB934917A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6756506B2 (en) 2000-07-28 2004-06-29 Basf Aktiengesellschaft Method for producing tert-butyl esters of aliphatic c1-c4-carboxylic acids
US10301252B2 (en) 2015-12-15 2019-05-28 Basf Se Production of tert-butyl esters of ethylenically unsaturated carboxylic acids

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3346822B2 (en) * 1993-03-31 2002-11-18 三菱化学株式会社 Method for producing acrylate or methacrylate
DE10036958A1 (en) 2000-07-28 2002-02-07 Basf Ag Process for the preparation of tert-C4-C8-alkyl esters of (meth) acrylic acid
DE102015205752A1 (en) 2015-03-31 2016-10-20 Basf Se Preparation of tert-butyl esters of aliphatic carboxylic acids
WO2024089252A1 (en) 2022-10-28 2024-05-02 Basf Se Process for the manufacture of a propylene-derived chemical of interest, in particular an acrylic ester, from renewably-sourced ethanol

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6756506B2 (en) 2000-07-28 2004-06-29 Basf Aktiengesellschaft Method for producing tert-butyl esters of aliphatic c1-c4-carboxylic acids
US10301252B2 (en) 2015-12-15 2019-05-28 Basf Se Production of tert-butyl esters of ethylenically unsaturated carboxylic acids

Also Published As

Publication number Publication date
DE1249857B (en) 1967-09-14
FR1318496A (en) 1963-02-15

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