GB364107A - Manufacture of agents for emulsifying, cleansing and wetting - Google Patents

Manufacture of agents for emulsifying, cleansing and wetting

Info

Publication number
GB364107A
GB364107A GB2546930A GB2546930A GB364107A GB 364107 A GB364107 A GB 364107A GB 2546930 A GB2546930 A GB 2546930A GB 2546930 A GB2546930 A GB 2546930A GB 364107 A GB364107 A GB 364107A
Authority
GB
United Kingdom
Prior art keywords
sulphonated
acid
ester
esters
hydroxy group
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
GB2546930A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB2546930A priority Critical patent/GB364107A/en
Publication of GB364107A publication Critical patent/GB364107A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom

Landscapes

  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Sulphonated products which are stated to be emulsifying agents are obtained by sulphonating an ester derived from a higher aliphatic or cycloaliphatic carboxylic acid containing at least seven carbon atoms in the molecule and having at least one free hydroxy group in the alcoholic residue, or mixtures of such esters. The esters may be derived from derivatives of the carboxylic acids, e.g. halogen, oxy and thio derivatives, the acid halides and esters thereof not containing a hydroxy group in the alcoholic residue, and from derivatives of polyhydric alcohols, e.g. ethers, halogen derivatives or oxides, such as glycerinemonoethylether, glycide, glycerinemonochlorhydrin, ethylene oxide or propylene oxide. In a modification of the invention, the products may be prepared by sulphonating a mixture of the higher carboxylic acid with one or more polyhydric alcohols in such proportion that the resulting ester contains at least one free hydroxy group. Aromatic hydrocarbons may be present in either of the processes, and in a further modification a sulphonated aromatic hydrocarbon is simply condensed with an aliphatic or cycloaliphatic carboxylic ester which contains at least seven carbon atoms, and at least one hydroxy group in the alcoholic residue. In examples:--(1) Glycolmonoricinoleic ester is sulphonated with sulphuric acid. (2) Glycerine mono-oleic ester is treated with sulphuric acid. (3) Glycerinemonolauricester is similarly sulphonated alone, and also when mixed with naphthalene. (4) Mixtures of glycerine with cocinic acid, colophony, olive oil, earthnut oil or coco nut oil are treated with sulphuric acid. (5) Palmitichydroxybutylester is sulphonated in ether with chlorsulphonic acid. (6) Palmitichydroxyethylester or hydroxypropylester is sulphonated with sulphuric acid. The esters obtained from potassium palmitate and the chlorhydrins derived from cracked mineral oils or tars are similarly sulphonated. (7) Naphthenic acid is esterified in vacuo with glycerine and treated with sulphuric acid. (8) A mixture of sorbite and coco nut oil is sulphonated. (9) A mixture of glycerinemonostearic ester and naphthalene is sulphonated with oleum. (10) The glycerine mono esters of coco nut fatty acids are dissolved in xylene and sulphonated with oleum. (11) Naphthalene is sulphonated and condensed with glycerinemonolauric ester. The products, after being poured on ice, may be extracted with a solvent, e.g. ether, butylalcohol, ethylacetate or butylacetate and neutralized with an organic or inorganic base, or they may be directly neutralized and evaporated to obtain a solid product. Specifications 324,031, [Class 2 (iii), Dyes &c.], 340,272, 348,040, and 351,911, [Group IV], are referred to.ALSO:Sulphonated products which are wetting, cleansing and emulsifying agents are obtained by sulphonating an ester derived from a higher aliphatic or cycloaliphatic carboxylic acid containing at least seven carbon atoms in the molecule and having at least one free hydroxy group in the alcoholic residue, or mixtures of such esters. The esters may be derived from derivatives of the carboxylic acids, e.g. halogen, oxy and thio derivatives, the acid halides and esters thereof not containing a hydroxy group in the alcoholic residue, and from derivatives of polyhydric alcohols, e.g. ethers, halogen derivatives or oxides, such as glycerinemonoethylether, glycide, glycerinemonochlorhydrin, ethylene oxide or propylene oxide. The products may be used in the textile and leather industries, e.g. in dyeing, washing, fulling, and oiling. In a modification of the invention, the products may be prepared by sulphonating a mixture of the higher carboxylic acid with one or more polyhydric alcohols in such proportion that the resulting ester contains at least one free hydroxy group. Aromatic hydrocarbons may be present in either of the processes and in a further modification, a sulphonated aromatic hydrocarbon is simply condensed with an aliphatic or cycloaliphatic carboxylic ester which contains at least seven carbon atoms, and at least one hydroxy group in the alcoholic residue. In examples: (1) glycolmonoricinoleic ester, obtained by heating a mixture of the acid and glycol, and passing in carbon dioxide, is sulphonated with sulphuric acid: (2) glycerine monooleicester is treated with sulphuric acid: (3) glycerinemonolauricester is similarly sulphonated alone, and also when mixed with naphthalene: (4) mixtures of glycerine with cocinic acid, colophony, olive oil, earthnut oil or coco nut oil are treated with sulphuric acid: (5) palmitichydroxybutylester, obtained from the acid and 1 : 3-butyleneglycol is sulphonated in ether with chlorsulphonic acid: (6) palmitichydroxyethylester or hydroxypropylester, prepared from potassium or other palmitate and the corresponding chlorhydrin is sulphonated with sulphuric acid. The esters obtained from potassium palmitate and the chlorhydrins derived from cracked mineral oils or tars are similarly sulphonated: (7) naphthenic acid is esterified in vacuo with glycerine and treated with sulphuric acid: (8) a mixture of sorbite and coco nut oil is sulphonated: (9) a mixture of glycerinemonostearicester and naphthalene is sulphonated with oleum: (10) the glycerine mono esters of coco nut fatty acids are dissolved in xylene and sulphonated with oleum: (11) naphthalene is sulphonated and condensed with glycerinemonolauricester. The products, after being poured on ice, may be extracted with a solvent, e.g. ether, butyl alcohol, ethylacetate or butyl acetate and neutralized with an organic or inorganic base or they may be directly neutralized and evaporated to obtain a solid product. Specifications 324,031, [Class 2 (iii), Dyes &c.], 340,272, 348,040, and 351,911 are referred to.
GB2546930A 1930-08-26 1930-08-26 Manufacture of agents for emulsifying, cleansing and wetting Expired GB364107A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2546930A GB364107A (en) 1930-08-26 1930-08-26 Manufacture of agents for emulsifying, cleansing and wetting

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2546930A GB364107A (en) 1930-08-26 1930-08-26 Manufacture of agents for emulsifying, cleansing and wetting

Publications (1)

Publication Number Publication Date
GB364107A true GB364107A (en) 1931-12-28

Family

ID=10228195

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2546930A Expired GB364107A (en) 1930-08-26 1930-08-26 Manufacture of agents for emulsifying, cleansing and wetting

Country Status (1)

Country Link
GB (1) GB364107A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2821535A (en) * 1956-02-29 1958-01-28 Dow Chemical Co Method of making 2-sulfoethyl esters of fatty acids
US2921083A (en) * 1957-03-05 1960-01-12 Monsanto Chemicals Organic thiosulfates
US4948535A (en) * 1986-11-13 1990-08-14 Hoechst Aktiengesellschaft Process for the sulfation of partial esters of aliphatic polyhydric alcohols

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2821535A (en) * 1956-02-29 1958-01-28 Dow Chemical Co Method of making 2-sulfoethyl esters of fatty acids
US2921083A (en) * 1957-03-05 1960-01-12 Monsanto Chemicals Organic thiosulfates
US4948535A (en) * 1986-11-13 1990-08-14 Hoechst Aktiengesellschaft Process for the sulfation of partial esters of aliphatic polyhydric alcohols

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