GB607204A - Improved process of obtaining aliphatic sulphonic acids - Google Patents

Improved process of obtaining aliphatic sulphonic acids

Info

Publication number
GB607204A
GB607204A GB10027/45A GB1002745A GB607204A GB 607204 A GB607204 A GB 607204A GB 10027/45 A GB10027/45 A GB 10027/45A GB 1002745 A GB1002745 A GB 1002745A GB 607204 A GB607204 A GB 607204A
Authority
GB
United Kingdom
Prior art keywords
sulphonated
acid
glycerol
esters
esterification
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
GB10027/45A
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.)
INNOVATIONS CHIMIQUES SOC D
Original Assignee
INNOVATIONS CHIMIQUES SOC D
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 INNOVATIONS CHIMIQUES SOC D filed Critical INNOVATIONS CHIMIQUES SOC D
Publication of GB607204A publication Critical patent/GB607204A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/08Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with halogenosulfonic acids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Aliphatic carboxylic acids containing at least six carbon atoms and their esters, chlorides, anhydrides, amides and nitriles are treated with an equimolar proportion of chlorsulphonic acid in the presence of carbon tetrachloride to give sulphonated products which are stated to be emulsifying agents. In examples, pelargonic acid and ethylpelargonate, and caproic, caprylic, capric, lauric, myristic, palmitic and stearic acids are sulphonated. The Specification as open to inspection under Sect. 91 comprises also the esterification with any alcohol of the sulphonated fatty acids or their sulphochlorides. When glycols, polyglycols or glycerol are used for the esterification, complex sulphonated esters may be formed by esterifying the free hydroxy group present with sulphuric acid or a carboxylic acid or its chloride or anhydride or a sulphonated carboxylic acid. The sulphonated fatty acids may also be esterified with glycol or glycerol chlorhydrins, the resulting omega chlormethyl groups being converted into quaternary ammonium chloride groups by means of tertiary amines. This subject-matter does not appear in the Specification as accepted.ALSO:Aliphatic carboxylic acids containing at least six carbon atoms and their esters, chlorides, anhydrides, amides and nitriles are treated with an equimolar proportion of chlorsulphonic acid in the presence of carbon tetrachloride. When evolution of gas has ceased, the sulphonated product is recovered by distilling off the carbontetrachloride. It may be bleached by means of hypochlorites, hydrosulphites, hydrogen-peroxide or per salts. In examples, pelargonic acid and ethylpelargonate, and caproic, caprylic, capric, lauric, myristic, palmitic and stearic acids are sulphonated. The products have wetting, frothing and emulsifying properties. Specification 288,612, [Class 2 (iii)], is referred to. The Specification as open to inspection under Sect. 91 comprises also the esterification with any alcohol of the sulphonated fatty acids or their sulpho chlorides. When glycols, polyglycols or glycerol are used for the esterification complex sulphonated esters may be formed by esterifying the free hydroxy group present with sulphuric acid or a carboxylic acid on its chloride or anhydride or a sulphonated carboxylic acid. The sulphonated fatty acids may also be esterified with glycol or glycerol chlorhydrins, the resulting omega chlormethyl groups being converted into quaternary ammonium chloride groups by means of tertiary amines. The glycerol chlorhydrin may be derived from fats used as a source of the fatty acid starting material. This subject-matter does not appear in the Specification as accepted.ALSO:Products having wetting and frothing properties are obtained by sulphonating aliphatic carboxylic acids containing at least six carbon atoms and their esters, chlorides, anhydrides, amides and nitriles with chlorsulphonic acid in the presence of carbon tetrachloride. They may be bleached by means of hypochlorites, hydrosulphites, hydrogen-peroxide or per salts. In examples, pelargonic acid and ethylpelargonate, and caproic, caprylic, capric, lauric, myristic, palmitic and stearic acids are sulphonated. The Specification as open to inspection under Sect. 91 comprises also the esterification with any alcohol of the sulphonated fatty acids or their sulpho-chlorides. When glycols, polyglycols or glycerol are used for the esterification complex sulphonated esters may be formed by esterifying the free hydroxy group present with sulphuric acid or a carboxylic acid or its chloride or anhydride or a sulphonated carboxylic acid. The sulphonated fatty acids may also be esterified with glycol or glycerol chlorhydrins, the resulting omega chlormethyl groups being converted into quaternary ammonium chloride groups by means of tertiary amines. This subject-matter does not appear in the Specification as accepted.
GB10027/45A 1943-09-28 1945-04-20 Improved process of obtaining aliphatic sulphonic acids Expired GB607204A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR607204X 1943-09-28

Publications (1)

Publication Number Publication Date
GB607204A true GB607204A (en) 1948-08-26

Family

ID=8975196

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10027/45A Expired GB607204A (en) 1943-09-28 1945-04-20 Improved process of obtaining aliphatic sulphonic acids

Country Status (1)

Country Link
GB (1) GB607204A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE967585C (en) * 1952-10-14 1957-11-28 Henkel & Cie Gmbh Process for the production of sulfonated fatty acid nitriles
US2895987A (en) * 1956-12-20 1959-07-21 Goodrich Co B F Method of preparing alpha-sulfo acrylic acid
US2951809A (en) * 1955-03-01 1960-09-06 Sinclair Refining Co Lubricating oil thickened with a metal soap of an alpha sulfo-fatty acid

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE967585C (en) * 1952-10-14 1957-11-28 Henkel & Cie Gmbh Process for the production of sulfonated fatty acid nitriles
US2951809A (en) * 1955-03-01 1960-09-06 Sinclair Refining Co Lubricating oil thickened with a metal soap of an alpha sulfo-fatty acid
US2895987A (en) * 1956-12-20 1959-07-21 Goodrich Co B F Method of preparing alpha-sulfo acrylic acid

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