GB607204A - Improved process of obtaining aliphatic sulphonic acids - Google Patents
Improved process of obtaining aliphatic sulphonic acidsInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation 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
- C07C303/04—Preparation 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
- C07C303/08—Preparation 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
Landscapes
- 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.
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)
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 |
-
1945
- 1945-04-20 GB GB10027/45A patent/GB607204A/en not_active Expired
Cited By (3)
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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