Patent GB-596153-A (GB)
Title: Chemical substances for textile processing
IPC: C08G12/34
Filed: 1945-07-23
Abstract: New quaternary compounds, useful in textile processing, are prepared from condensation products of primary fatty acid amides, the corresponding mono-acyl ureas and analogous esters of carbamic and allophanic acids with fatty alcohols, or of the methylol derivatives thereof, with lower alkyl ethers of methylol derivatives of compounds containing primary or secondary amino groups and which are capable of resin-forming condensation with formaldehyde as hereinafter defined, by a process comprising heating said condensation products with a salt of a tertiary amine and preferably also simultaneously with formaldehyde until a water-soluble product is obtained.  The compounds containing primary or secondary amino groups and capable of resin-forming condensation with formaldehyde are amino-substituted heterocyclic nitrogen compounds other than melamine, amides of polybasic carboxylic acids, urea and thiourea and substituted ureas and thioureas; the term "lower alkyl ether" is defined as being a methyl, ethyl, propyl or butyl ether.  The process may be effected at a temperature between 40 DEG  and 80 DEG  C. and in the presence of an organic solvent such as benzene, pyridine, triethylamine and dioxane; the tertiary amine whose salt is used in the process may serve as the solvent.  The water-soluble products decompose on heating.  They may be applied to textile fabrics, especially those containing cellulosic fibres, by impregnating the fabrics with a solution or suspension of one or more of the substances in water or a volatile organic liquid and subsequently submitting the impregnated fabric to a short heat treatment at an elevated temperature whereby the quaternary compound is decomposed. Water-repellent and crease-resistant finishers are thereby obtained which are resistant to alkaline soap washing and dry cleaning.  The presence of an acid-binding agent such as sodium acetate, cyanate or thiocyanate in the impregnating liquid prevents tendering.  The quaternary compounds may also be used in conjunction with other crease resistant agents such as dimethylol-urea- or thiourea and their lower alkyl ethers or with the condensation products of formaldehyde with amino diazines or triazines or their lower alkyl ethers; or with solutions of polyvalent metal salts, such as aluminium acetate, or with other water-repellent agents (see Group VIII).  In examples: (1) the condensation product of methylol stearamide and N : N1-bis-methoxy methyl uron is heated with paraformaldehyde, pyridine and pyridine hydrochloride and the product isolated by precipitation with acetone; it gives a foaming solution with water; (2) the condensation products of methylol stearamide or stearamide itself and dimethylolurea dimethyl ether are similarly heated with paraformaldehyde, pyridine and pyridine hydrochloride and the products used in the crease resistance and water-repellence treatment of cotton gaberdine in the manner described above; (3) the condensation product of methylol stearyl urea and dimethylol di-ethyl urea is employed as in (1); (4) the condensation products of methylol stearamide and dimethylol urea dimethyl ether and of the amide of coconut fatty acid and N : N1-bis-methoxymethyl uron, respectively, are heated in like manner with paraformaldehyde and the reaction product of pyridine and sodium pyrosulphate; (5) the condensation product of methylol stearamide and dimethylol urea dimethyl ether is similarly heated with formaldehyde, and pyridine and its hydrochloride or pyridine, glacial acetic acid and ethyl acetate.  Other condensation products which may be used are those derived from the methyl and ethyl ethers of dimethylol thiourea and dimethylol ethylene di-urea; additional amine salts mentioned are those of trimethylamine, triethylamine, triethanolamine and a - and g -picolines.  The condensation products used as starting materials are prepared as described in Specification 593,717.  The Provisional Specifications include the use of condensation products derived from the lower alkyl ethers of any compounds containing primary or secondary amino groups and which are capable of undergoing resin-forming condensation with formaldehyde.