Patent GB-824168-A (GB)
Title: A process for imparting antistatic and other properties to fibres or other articles containing acrylonitrile polymers
IPC: D06M15/53
Filed: 1955-09-28
Abstract: A compound of the formula <FORM:0824168/IV (b)/1> is obtained by reacting the condensate of a saturated acid, acid ester or acid halide and an aliphatic polyamine with a carbamyl compound and converting the product to its corresponding acid addition salt or quaternary derivative.  In the formula, R1 and R6 are saturated alkyl radicals of at least 6C atoms; R2, R3, R4 and R5 are alkyl or hydroxyalky containing less than 5C atoms, R3 and R4 may also represent the residue from an acid amide derived from an acid and a polyamine; D1 and D2 are O, S or an imide group; g is 0 to 3; A is O, S, an imino group or a nitrogen atom substituted with an alkyl or alkylol group of less than 5 carbons; f and j are from 1 to 6; e and k are from 0 to 6; m and t are from 1 to 6; R7 and R8 are either H or methyl; B is an alkyl, benzyl or hydroxyethyl group or the cation H of an acid and X is halogen or the anion corresponding to the cation hydrogen. The starting materials specified includeacids-lauric, stearic, palm oil acids; amines-ethylene diamine, triethylene tetramine, hexamethylene diamine, tetraethylene pentamine, N-ethyl-ethylenediamine, N-hydroxy-ethyl ethylene diamine, 2,2-dimethyl-1,3-diaminopropane, beta, beta1-diaminodiethyl ether or thioether; carbamyl compounds-urea, thiourea, guanidine, biurets, guanyl ureas and diguanidines; acids-formic, lactic, oxalic, benzoic, phthalic, acetic, boric, salicyclic, furoic, citric, succinic, tartaric, alkyl naphthalene sulphonic and halogen acids; alkylating reagents-ethyl chloride, benzyl chloride, ethylene chlorhydrin and dimethyl sulphate. Specification 702,089 is referred to.ALSO:A composition for treating textiles and films comprises, in parts by weight, (a) 20 to 50% of a non-ionic surface-active partial ester of a polyhydric alcohol, or anhydride thereof containing 2-6 carbon atoms, with an aliphatic carboxylic acid containing 10 to 20 carbon atoms; (b) 15 to 35% of a non-ionic surface-active polyether prepared by condensing from 150 to 250 mols. of ethylene oxide with one mol. of a water-insoluble hydroxy fatty acid or ester of such or mixture of such acids and esters; (c) 10 to 40% of a cationic surface-active quaternary ammonium compound having the formula <FORM:0824168/IV(c)/1> wherein R and R1 are alkyl radicals having less than 5 carbon atoms and R11 is an alkyl radical having more than 10 carbon atoms and (d) 5 to 25% of a compound having the formula <FORM:0824168/IV(c)/2> wherein R1 and R6 are saturated alkyl radicals of at least 6 C atoms; R2, R3, R4 and R5 are H, alkyl or hydroxyalkyl containing less than 5 carbons and R3 and R4 may also represent the residue from an acid amide derived from an acid and a polyamine; D1 and D2 are oxygen, sulphur or an amido group, g is an integer from 0 to 3; A is oxygen, sulphur, an imino group, or a nitrogen atom substituted with an alkyl or alkylol group of less than 5 carbons; f and j are integers from 1 to 6; e and k are integers from 0 to 6; m and t are integers from 1 to 6; R7 and R8 are either H or methyl; B is an alkyl group or the reaction H of an acid and X is halogen or the corresponding anion when B is hydrogen.  The partial esters for (a) may be made from mannitol, sorbitol, glucose, erythritol, pentaerythritol, ethylene glycol, di, tri- or tetraethylene glycol, or propylene glycol and 7-hexadecanoic acid, 10-undecenoic acid, 13-docosenoic acid, 9-octadecenoic acid, 16-hydroxy-7-hexadecenoic acid, 12-hydroxy-9-octadecenoic acid, a halogenated-dehydrated castor oil acid, decanoic and various other saturated acids having straight or branched chains and which may be chlorine substituted. Various hydroxy acids, which may be saturated or unsaturated, including 12 - hydroxy - dodecanoic acid and 9,10,15-hydroxy-hexadeconic acid, are specified for use as such or as partial esters of the above specified alcohols as products to condense with ethylene oxide to provide constituent (b). Constituent (d) is obtained by reacting the condensate of a saturated acid, acid ester or acid halide and an aliphatic polyamine with a carbamyl compound and converting the product to its corresponding acid salt or alkylated product. Starting materials specified include: acids: lauric, stearic, palm oil acids; amines: ethylene diamine, tetraethylene pentamine, N-hydroxyethyl ethylene diamine, 2,2-dimethyl-1,3 - diamino - propane, beta1 - diamino - diethyl ether and beta-beta1-diamino-diethyl thio ether; carbamyl compounds: urea, thiourea, guanidines, biurets, guanylureas and diguanidines.  Salts of the reaction product may be obtained with various acids, including acetic, boric, salicylic, furoic, citric, alkyl naphthalene sulphonic acids or halogen acids.  alkylated products may be obtained by after-treating the reaction products with ethyl chloride, benzyl chloride, ethylene chlorhydrin or dimethyl sulphate.  In examples, a compound specified has the formula <FORM:0824168/IV(c)/3> and a compound specified for the constituent (c) is N-cetyl-N-ethyl-morpholinium ethosulphate.  The compositions may be applied in aqueous dispersion and may be applied to fibres of acrylonitrile or copolymers or blends thereof with various unsaturated compounds, a large number of which are specified, and may be applied to the fibres during the course of production after steam-setting and washing or to staple fibre.  Specification 702,089 is referred to.