Patent GB-493513-A (GB)
Title: Production of new derivatives of starch
IPC: C08B31/06
Filed: 1937-04-06
Abstract: Products useful as protective colloids are amino derivatives of starch aryl sulphonates prepared by treating starch in the presence of a base with an aromatic sulphonyl chloride and further treating the products, which contain at least one aryl sulphonyl group per C6 unit of the starch, with an aliphatic primary or secondary amine until a substantial proportion of the aryl sulphonyl groups has been replaced by substituted amino groups. They are soluble in dilute aqueous organic acids, e.g. acetic and formic acids.  In an example, a starch p-toluene sulphonate which has been treated with monoethanolamine at 100 DEG  C. is dissolved in acetic acid and emulsified with liquid paraffin or molten paraffin wax to form a stable emulsion.ALSO:Starch aryl sulphonates and amino derivatives thereof.-Starch is treated in the presence of a base with an aromatic sulphonyl chloride and the products, which contain at least one aryl sulphonyl group per C6 unit of the starch, may be further treated with an aliphatic primary or secondary amine until a substantial proportion of the aryl sulphonyl groups has been replaced by substituted amino groups.  In examples: (1) a dispersion of starch in caustic soda solution is treated with 1 : 2-dichlorobenzene-4-sulphonyl chloride, the dried ester treated with ethylene diamine at 100 DEG  C. and the product purified in acetone; (2) the ester of (1), prepared at 0 DEG  C., is treated with monoethanolamine at 100 DEG  C.; a suspension of Titanox in a solution of the product in acetic acid is used as a delustring dope for textiles; (3) amylamine replaces the monoethanolamine of (2) and the product can be formed into a film; (4) a dispersion of starch in caustic soda solution is treated with p-toluene sulphonyl chloride dissolved in benzene and the dried ester treated with monoethanolamine at 100 DEG  C.; a solution of the product in acetic acid emulsified with liquid paraffin or molten paraffin wax forms a stable emulsion.  Organic bases may be used in the esterification process, e.g. pyridine, and benzene sulphonyl chloride is also specified as an esterifying agent, and diethanolamine as an aminating agent.  The products, which are soluble in dilute aqueous organic acids, e.g. acetic and formic acids, are useful for the production of textile finishes, adhesives and films or as protective colloids.  The Provisional Specification contains further examples in which amylamine and starch benzene-1.2-dichloro-4-sulphonate are heated at 100 DEG  C. for an hour and in which diethanolamine replaces amylamine in (3) above.ALSO:Starch is treated in the presence of a base with an aromatic sulphonyl chloride and the products, which contain at least one aryl sulphonyl group per C6 unit of the starch, may be further treated with an aliphatic primary or secondary amine until a substantial proportion of the aryl sulphonyl groups has been replaced by substituted amino groups.  In examples: (1) a dispersion of starch in caustic soda solution is treated with 1 : 2-dichlorobenzene-4-sulphonyl chloride, the dried ester treated with ethylene diamine at 100 DEG  C. and the product purified in acetone; (2) the ester of (1), prepared at 0 DEG  C., is treated with monoethanolamine at 100 DEG  C.; a suspension of Titanox in a solution of the product in acetic acid is used as a delustring dope for textiles; (3) amylamine replaces the monoethanolamine of (2) and the product can be formed into a film; (4) a dispersion of starch in caustic soda solution is treated with p-toluene sulphonyl chloride dissolved in benzene and the dried ester treated with monoethanolamine at 100 DEG  C.; a solution of the product in acetic acid emulsified with liquid paraffin or molten paraffin wax forms a stable emulsion.  Organic bases may be used in the esterification process, e.g. pyridine, and benzene sulphonyl chloride is also specified as an esterifying agent, and diethanolamine as an aminating agent.  The products, which are soluble in dilute aqueous organic acids, e.g. acetic and formic acids, are useful for the production of textile finishes, adhesives and films or as protective colloids.  The Provisional Specification contains further examples in which amylamine and starch benzene-1.2-dichloro-4-sulphonate are heated at 100 DEG  C. for an hour and in which diethanolamine replaces amylamine in (3) above.