Patent GB-923086-A (GB)
Title: Perfluoroacidoguanamines
IPC: D06M13/35
Filed: 1959-12-21
Abstract: Textile treating agents comprise a compound of formula <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> where n is 0-13, m is 1-8, and R1-R8 are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl, or -CH2OR9, where R9 is hydrogen or C1-4 alkyl, together with conventional textile resins, such as urea p formaldehyde resins and cyclic urea formaldehyde resins, e.g. from 1,2-propylene-, 1,3-propylene- and ethylene urea, and their alkylated derivatives; phenol formaldehyde resins; ketone formaldehyde resins; epoxy resins, e.g. polyglycidy ethers of polyhydric alcohols; and polymethylol melamines.ALSO:The invention comprises compounds of the formula <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> wherein n is 0-13, m is 1-8, and R1-R8 are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl (e.g. p-chlorophenyl), or -CH2OR9, where R9 is hydrogen or C1-4 alkyl; their production (other than -CH2OR9 compounds) by reacting an ester of a perfluoroalkane carboxylic acid with a biguanide at 15-100 DEG C.; the production of N-CH2OH compounds by reacting an N-H compound with formaldehyde or a formaldehyde-producing substance at an alkaline pH at 30-100 DEG C.; and the alkylation of the N-methylol compounds by means of a C1-4 alkanol at an acid pH.  The compounds of the invention are used for treating textiles (see Group IV(c)).ALSO:Textile and other materials are treated with a compound <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> where n is 0-13, m is 1-8, and R1-R: are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl, or -CH2OR9, where R9 is hydrogen or C1-4 alkyl (see Group IV(b)) to impart properties such as insect repellency, grease and oil repellancy, germicidal activity, and, with cellulosic materials, crease resistance and shrinkage control.  The compounds may be applied from aqueous, aqueous alcohol, or solvent solutions or from aqueous dispersion by spraying, immersion, dipping or padding. Suitable materials are proteinaceous or cellulosic fibres and fabrics, including felted, wood, paper and cellulosic films, wool, furs, feathers, hair and hides; proteinaceous materials blended with other materials, such as cellulosics, nylons and acrylics; cotton, regenerated cellulose, viscose, rayon, linen, hemp and jute, alone or blended with, for example, nylon, acrylic, polyester or wool fibres or silk.  Specified solvents are dimethylformamide, methanol, water and dimethylformamide or an alcohol, e.g. methanol and ethanol, or mixtures thereof.  Curing catalysts may be present in the compositions, e.g. ammonium salts such as the floride and sulphate, amine salts such as triethylamine and isopropylamine hydrochloride, alkanolamine salts such as triethanolamine hydrochloride, metal salts such as Mg Cl2, Zn(NO3)2 and Al Cl3, and free acids such as oxalic and tartaric acid.  Drying and curing may be carried out together or in separate steps.  Other textile-treating agents may also be present, e.g. polymethylolated melamines; urea formaldehyde resins and cyclic urea formaldehyde resins and their alkylated derivatives; phenol formaldehyde resins; ketone formaldehyde resins; epoxy resins; acrylate and methacrylate polymers and copolymers with styrenes, acrylonitrile, polyvinyl chloride and polyvinyl acetate; and dicyandiamide.