Patent GB-818334-A (GB)
Title: Process for the preparation of surface-active polyesters
IPC: C08G69/44
Filed: 1957-03-08
Abstract: A surface-active polyesterification product of a polyethylene glycol and a dicarboxylic acid containing at least 15 carbon atoms and at least one carbonamide group, the acid being of one of the following general types:-(a) HOOC-F1-(COHN-F2-NHOC-F3)m-COOH (b) HOOC-F4-NHOC-F5-CONH-F6-COOH (c) HOOC-F7-(CONH-F8)n-COOH, or (d) the amidation product of 1 mol. of (a) with 1 or 2 mols. of an aminocarboxylic acid, wherein F1-F8 are lipophilic organic residues and m and n are integers having values of at least 1, is mixed with (1) other surface-active agents, which may be anionic, e.g. soaps, organic sulphates and sulphonates, amino-acid derivatives and protein hydrolysates, cationic, e.g. quaternary ammonium compounds, or nonionic, e.g. polyglycol ether derivatives; (2) carboxylic acid alkylolamides or water-soluble high-molecular weight substances, e.g. glue, gelatine, cellulose glycolates, cellulose sulphates, cellulose oxyalkyl sulphonates, the corresponding derivatives of starch, alginates, pectinates, and other polyuronates; (3) neutral or alkaline-reacting organic or inorganic salts, e.g. sodium carbonate, bicarbonate, phosphates or polyphosphates, salts of guanidine bases, or salts of nitrilotriacetic acid, ethylene-diamine-tetra-acetic acid or of other aminopolycarboxylic acids; (4) inorganic or organic per-compounds such as perphosphates, perborates, percarbonates, addition compounds of urea and hydrogen per-oxide also hydroperoxides of hydrocarbons and fatty acids, which may be used together with stabilizers, e.g. metastannic acid or the oxides, hydroxides, silicates, phosphates, or soaps of the alkaline-earth metals, tin or aluminium; and (5) dyestuffs and optical brightening agents, for example aminostilbene derivatives.ALSO:A surface-active polyester is made by reacting a polyethylene glycol having at least five glycol ether residues with a dicarboxylic acid containing at least 15 carbon atoms and at least one carbonamide group or with an esterpriming derivative of such a dicarboxylic acid (e.g. the acid chloride).  The dicarboxylic acid may have one of the following formul , where F1-F8 are lipophilic organic residues: (a) HOOC-F1-(COHN-F2-NHOC-F3-)m-COOH obtained by reacting (m+1) mols. of a dicarboxylic acid with m mols. of a diamine; (b) HOOC-F4-NHOC-F5-CONH-F6-COOH obtained by reading 2 mols. of an aminocarboxylic acid with 1 mol. of a dicarboxylic acid (c) HOOC-F7-(CONH-F8-)n-COOH obtained by reacting n mols. of an aminocarboxylic acid with 1 mol. of a dicarboxylic acid or (d) An amidation product of 1 mol. of a dicarboxylic acid of formula (a) and 1 or 2 mols. of an aminocarboxylic acid.  The F1-F8 residues may be aliphatic, cycloaliphatic or aromatic and the residues may be those of straight chain a ,o -dicarboxylic acids or branched chain dicarboxylic acid, e.g. those obtained by catalytic addition of carbon monoxide-hydrogen mixtures to diolefins, unsaturated fatty acids or fatty alcohols followed by oxidation or by reacting these unsaturated materials with carbon monoxide and water.  At least one of the F1-F8 residues should preferably contain 6-18 carbon atoms. The polyesters are useful as washing agents and to this end may be mixed with (i) other surface-active agents which may be anionic (e.g. soaps, sulphates and sulphonates), cationic (e.g. quaternary ammonium compounds) or non-ionic (e.g. polyglycol ethers), (ii) carboxylic acid alkylolamides or water-soluble high molecular weight substances, e.g. glue, gelatine, cellulose glycolates, cellulose sulphates, cellulose oxalkyl sulphonates or the corresponding derivatives of starch, also alginates and pectinates; (iii) neutral or alkaline reacting organic or inorganic salts, e.g. sodium carbonate, bicarbonate or phosphates, salts of guanidine bases, or salts of nitrilotriacetic acid, ethylene - diamine - tetraacetic acid or aminopolycarboxylic acids; (iv) inorganic or organic per-compounds which may be used together with stabilizers, e.g. metastannic acid or the oxides, hydroxides, silicates, phosphates or soaps of the alkaline earth metals, tin or aluminium.  In examples: (1) the condensation product of 2 mols. of adipic acid ethyl ester chloride and 1 mol. of hexamethylene diamine was polyesterified with polyethylene glycol (M.W. 4000); (2) the salt of 2 mols. of brassylic acid and 1 mol. of hexamethylene diamine was reacted with polyethylene glycol (M.W. 12,000).