Patent GB-446912-A (GB)
Title: The manufacture of new products for use in the textile and like industries
IPC: C11D1/00
Filed: 1934-11-08
Abstract: High molecular aminoacids are manufactured by condensing a primary or secondary amide of a high molecular carboxylic or sulphonic acid containing an aliphatic or cycloaliphatic radicle of at least 8 carbon atoms, with formaldehyde or a substance yielding it and a primary or secondary amino carboxylic or sulphonic acid containing up to 7 carbon atoms directly connected together, or a reactive derivative thereof.  The components may either be condensed at the same time, or one of the components may be condensed with the formaldehyde and the resulting methylol compound condensed with the second component.  The reaction may be carried out in the presence of non-aqueous solvents or in aqueous solution or emulsion.  As aminoacids or their derivatives there may be used glycocoll or its esters, b -aminopropionic acid, sarcosine or its esters, butylglycocoll, taurine, methyltaurine, butyltaurine or 2-toluidine-5-sulphonic acid.  Suitable acid amides are the amides, monoalkylamides, cycloalkylamides or arylamides of lauric acid, oleic acid, stearic acid, mixtures of fatty acids obtainable by saponification of fats and oils, acids obtained by oxidizing paraffin, naphthenic acids, resin acids, laurylglycocoll, heptadecyloxaminic acid and octadecylsulphonic acid, and also substitution products thereof e.g. halogen p  derivatives.  The products, especially in the form of their water-soluble (e.g. alkali or ammonium) salts may be employed as cleansing, dispersing, equalizing, emulsifying and softening agents and as auxiliary agents for treating textiles, alone, in mixtures, or in combination with other substances, e.g. soaps, soap-like substances, Turkey red oils, glue, starch, mucilages, or solvents such as alcohols, ketones or hydrocarbons.  In examples: (1) oleic acid amide is condensed with sarcosine ethyl ester and formaldehyde; (2) a solution of sarcosine in caustic soda solution is reacted with formaldehyde and the product is condensed with oleylamide; (3) the sodium salt of methyltaurine is condensed with formaldehyde and the product is reacted with oleylamide; (4) 2-toluidine-5-sulphonic acid is dissolved in caustic soda solution and condensed with formaldehyde and then with oleylamide; (5) lauric acid amide is reacted with formaldehyde to produce the methylol compound, which is then condensed with methyl taurine; (6) viscose yarn is treated with a solution of the product of (2); (7) a cleansing bath for soiled cotton contains the product of (3) and sodium carbonate.  Specification 418,247 is referred to. Butylglycocoll is obtainable by heating chloracetic acid with more than three molecular proportions of n-butylamine, adding more than two molecular proportions of sodium hydroxide and distilling off the unreacted butylamine.  The amide of laurylglycocoll is obtainable by condensing lauric acid chloride with glycocoll and converting the product into the amide.  The amide of heptadecyloxaminic acid is obtainable by the action of ammonia on heptadecyloxaminic acid, obtainable from oxalic diethyl ester and heptadecylamine. Octadecylsulphonic acid amide is obtained by reacting octadecyl bromide with sodium thiosulphate, oxidizing the product to the sodium salt of octadecylsulphonic acid, transforming this into the chloride by means of phosphorus pentachloride and treating this with ammonia.ALSO:As emulsifying agents may be employed high molecular aminoacids obtainable by condensing a primary or secondary amide of a high molecular carboxylic or sulphonic acid containing an aliphatic or cycloaliphatic radicle of at least 8 carbon atoms, with formaldehyde or a substance yielding it and a primary or secondary amino carboxylic or sulphonic acid containing up to 7 carbon atoms directly connected together, or a reactive derivative thereof. Specification 418,247 is referred to.