Patent GB-361357-A (GB)
Title: The manufacture of conversion products of higher paraffin hydrocarbons, containing sulphur
Filed: 1930-08-19
Abstract: The disulphides, sulphonic acids and mixed sulphide-sulphonic acids which are obtained by oxidizing the sulphurized products of higher aliphatic hydrocarbons or their derivatives containing hydroxy or basic nitrogenous groups prepared according to the parent Specifications are useful as emulsifying and dispersing agents.  The partially oxidized products, i.e. disulphides and mixed sulphide-sulphonic acids, have good emulsifying power whereas the completely oxidized products, i.e. the sulphonic acids, show a protective power towards water-insoluble metal salts and metal soaps.ALSO:Disulphides and sulphonic acids are obtained by oxidizing the sulphide products of the parent Specifications.  Water-insoluble disulphides are obtained as intermediate products which yield sulphonic acids on further oxidation.  Starting materials containing more than one sulphide group may be converted into mixed sulphide-sulphonic compounds.  The products are useful in the textile and pharmaceutical industries.  The partially oxidized products have a good emulsifying power; the completely oxidized products show a protective power towards water-insoluble metal salts and metal soaps. In examples (1) the product obtained by heating tetrachlorinated paraffin with alcoholic potassium sulphide is dissolved in carbon tetrachloride trichlorethylene or petrol ether and oxidized with nitric acid; the solvent may be omitted; by treating the product obtained from hexachlorinated hard paraffin and alcoholic potassium hydrosulphide with nitric acid in quantity insufficient to oxidize all the sulphide groups a mixed sulphide-sulphonic acid is obtained; by starting from sulphurized products containing hydroxy or nitrogenous groups similar sulphonic acids are obtained; (2) the product from heptachlorinated soft paraffin and methyl alcoholic sodium hydrosulphide is oxidized with alkaline hydrogen peroxide to form a disulphide which may be further oxidized to a trisulphonic acid or to a compound containing two sulphonic groups and one disulphide group; (3) the product from pentachlorinated paraffin oil and aqueous alcoholic sodium tetrasulphide is oxidized with sodium hypochlorite to a sulphonic acid containing chlorine; (4) the product obtained by heating heptachlorinated hard paraffin with aqueous potassium carbonate and then with alcoholic sodium sulphide is oxidized with alkaline potassium permanganate to a hydroxy sulphonic acid; (5) the product from hexachlorinated hard paraffin and methyl alcoholic ammonia is heated with alcoholic potassium sulphide and then oxidized with nitric acid in carbon tetrachloride to a product (probably an internal salt) containing basic nitrogenous groups and a sulphonic group; a similar product is obtained by starting from the compound obtained by sulphurizing the initial product of this example with sodium tetrasulphide in cyclohexanol; (6) trichlorinated hard paraffin is heated with caustic soda and then with alcoholic sodium sulphide and the product oxidized with sulphuric acid and hydrogen peroxide. Sulphurized products of unsaturated and hydroxylated conversion products of chlorinated paraffins may be similarly oxidized.