Patent GB-390416-A (GB)
Title: Improvements in or relating to the manufacture of new products suitable for use as washing, wetting out, emulsifying, dispersing, peptising, foaming, cleansing and like agents
IPC: C07C381/04
Filed: 1932-09-19
Abstract: Alkylether-a -thiosulphonic acids and their salts, which are stated to be wetting, washing, emulsifying, dispersing, peptizing, levelling, and foaming agents, having the formula ROCHR<1>SSO3M in which R is an aliphatic, alicyclic or fatty-aromatic hydrocarbon radicle having at least eight carbon atoms, R<1> hydrogen or a lower alkyl group containing not more than four carbon atoms and M hydrogen or an alkali metal, ammonium or a divalent metal, are obtained by treating a -halogenated ethers having the formula ROCHR<1> halogen, in which R and R<1> are as above defined, with thiosulphates of the alkali metals, ammonium or of divalent metals.  The said a -halogenated ethers are obtained by condensing alcohols containing not less than eight carbon atoms of the aliphatic, alicyclic or fatty-aromatic series with aliphatic aldehydes in the presence of hydrogen halide.  Diluents, e.g. hydrocarbons, chlorinated hydrocarbons or ketones, may be used in either of the two reactions. In examples: (1) dry hydrogenchloride is passed into a mixture of trioxymethylene and lauryl alcohol, and the resulting chlorether treated with dry, powdered sodium thiosulphate; oily constituents are removed by means of an oxygen-free solvent and unchanged thiosulphate removed by treating the product with alcohol: (2) acetaldehyde or paraldehyde is used in place of the trioxymethylene: (3) the unsaturated alcohols derived from sperm oil are used in place of the lauryl alcohol employed in example (1): (4) hydrogenbromide is passed into a mixture of formalin and naphthene alcohol, obtained by reduction of a mixture of naphthenic acids with sodium in butyl alcohol, and the resulting bromether, after drying, treated with barium thiosulphate in benzene in an autoclave: (5) hydrogenchloride is passed into a solution in benzene of octadecylalcohol and trioxymethylene, and the resulting ether further treated as in example (1).  A waterproofing agent may be prepared by fusing wax with one of the products and mixing with water.  By using less water a salve base is obtained, and in place of wax, higher fatty alcohols or their monoglycolethers may be used.  A stable emulsion may be obtained by dissolving sodium lauroxymethylthiosulphonate in boiling water and adding tetrahydronaphthalene.  Fatty oils, mineral oils and other insoluble compounds may similarly be emulsified.  Being stable to 1 per cent boiling mineral acids, the products may be used in acid baths, e.g. wool dyeing baths.ALSO:Alkylether-a -thiosulphonic acids and their salts, which are stated to be emulsifying, dispersing and peptizing, agents, having the formula R O C H R<1>S S O3M in which R is an aliphatic, alicyclic or fatty-aromatic hydrocarbon radicle having at least eight carbon atoms, R<1> hydrogen or a lower alkyl group containing not more than four carbon atoms and M hydrogen or an alkali metal, ammonium or a divalent metal, are obtained by treating a -halogenated ethers having the formula R O C H R<1> halogen, in which R and R<1> are as above defined, with thiosulphates of alkali metals, ammonium or of divalent metals. In examples: (1) dry hydrogen chloride is passed into a mixture of trioxymethylene and lauryl alcohol, and the resulting chlorether treated with dry, powdered sodium thiosulphate; (2) the unsaturated alcohols derived from sperm oil are used in place of the lauryl alcohol employed in example 1 : (3) hydrogenbromide is passed into a mixture of formalin and naphthene alcohol, obtained by reduction of a mixture of naphthenic acids with sodium in butyl alcohol and the resulting bromether, after drying, treated with barium thiosulphate in benzene in an autoclave: (4) hydrogenchloride is passed into a solution in benzene of octadecylalcohol and trioxymethylene and the resulting ether further treated as in example (1).  A waterproofing agent may be prepared by fusing wax with one of the products and mixing with water.  In place of wax, higher fatty alcohols or their monoglycolethers may be used. A stable emulsion may also be obtained by dissolving sodium lauroxymethylthiosulphonate in boiling water and adding tetrahydronaphthalene.  Fatty oils, mineral oils and other insoluble compounds may similarly be emulsified.ALSO:Dispersions of wax or waxlike compounds, such as higher fatty alcohols or their mono glycol ethers, prepared by means of dispersing agents having the formula ROCHR1SSO3M (in which R is an aliphatic, alicyclic, or fatty-aromatic hydrocarbon radicle having at least eight carbon atoms, R1 hydrogen or a lower alkyl group containing not more than four carbon atoms and M hydrogen or an alkali metal, ammonium or a divalent metal) may be used as bases for salves.  Examples of the dispersing agents are sodium lauroxymethylthiosulphonate, sodium naphthenyloxymethylthiosulphonate, and sodium octadecyloxymethylthiosulphonate.