Patent GB-1073444-A (GB)
Title: Improvements in or relating to articles fo hydrophobic materials having antistatic properties and method of preparing same
IPC: D06M13/322
Filed: 1964-09-17
Abstract: A composition suitable for treating shaped articles made from a hydrophobic material comprises an aqueous solution comprising a cationic water-soluble thermosetting polyamideepichlorohydrin resin and a compound having a reactive hydrogen containing group and a functional group capable of imparting antistatic properties to the hydrophobic material, the resin being obtained by reacting a polyamide with epichlorohydrin in a mole ratio, expressed as the ratio of epichlorohydrin to the secondary amine groups of the polyamide, of from 0.5:1 to 1.8 to 1 and the polyamide being formed by reacting a polyalkylene polyamine with diglycollic acid or a saturated aliphatic dicarboxylic acid containing 3-8 carbon atoms in a mole ratio of from 0.8:1 to 1.4:1 respectively.  In the production of the polyamide up to 60% by weight of the polyalkylene polyamine may be replaced by a molecularly equivalent amount of a diamine, e.g. ethylene diamine, propylene diamine, hexamethylene diamine or piperazine.  The reactive hydrogen containing groups in the compound used with the resin may be -OH, <FORM:1073444/C3/1> -COOH or -SO3H and the groups imparting antistatic properties may be -CON(Me)2, -CON(Et)2, -CONHMe, COONa <FORM:1073444/C3/2> -(-OCH2CH2-)-, -P (Me)[N(Me)2]2, -CONHCH2NHCON(Me)2, -CONH2, -SO3H, -COOH, -N(CH3)2 <FORM:1073444/C3/3> or -COOCH2CH2N(CH3)2.  Suitable compounds are ethylene glycol, methyl diethyl hydroxy ethyl ammonium nitrate, stearamidopropyl dimethyl - b  - hydroxyethyl ammonium nitrate, diethanolamine, monoethanolamine, polyethylene oxide, N-2-hydroxyethyl acetamide, glycolic acid and glycine.ALSO:Hydrophobic textile materials, e.g. polypropylene, polyethylene terephthalate, polyamide, polyethylene, polytetrafluoroethylene, polyvinyl chloride, polyisobutylene, polystyrene, vinyl chloride-vinyl acetate copolymer polyvinylidene chloride, polyacrylonitrile, polyacrylic ester, cellulose acetate and cellulose acetobutyrate fibres, are rendered antistatic by applying thereto an aqueous solution of a cationic water-soluble thermo-setting polyamide-epichlorohydrin resin, and either in the solution or separately a compound having a reactive hydrogen containing group and a functional group capable of imparting antistatic properties to the hydrophobic material, the resin being obtained by reacting a polyamide with epichlorohydrin in the mole ratio, expressed as the ratio of epichlorohydrin to the secondary amine groups of the polyamide, of from 0.5:1.0 to 1.8:1.0 and the polyamide being formed by reacting a polyalkylene polyamine with diglycollic or a saturated aliphatic dicarboxylic acid containing 3-8 carbon atoms in a mole ratio of from 0.8:1.0 to 1.4:1.0 respectively, removing excess of the solution and excess of the compound from the textile material and treating the textile material to cure the applied resin to a water-insoluble state and simultaneously bind the compound in the cross-linked polymer network of the cured resin, the amount of resin and compound applied being such that the textile material has adhered thereto 1 - 10% by weight of the cured resin and 0.06-2% by weight of the compound.  The resin may be cured by heating to 90 DEG  - 112 DEG C for 5-10 minutes.  In the production of the polyamide up to 60% by weight of the polyalkylene polyamine may be replaced by a molecularly equivalent amount of a diamine.  The reactive hydrogen containing groups in the compound may be <FORM:1073444/D1-D2/1> , <FORM:1073444/D1-D2/2> -COOH or -SO3H and the groups imparting antistatic properties may be -CON(Me)2, -CON(Et)2, -CONH Me, COONa, <FORM:1073444/D1-D2/3> CONHCH2NHCON(Me)2, -CONH2, -SO3H, -COOH, N(CH3)2, <FORM:1073444/D1-D2/4> or -COOCH2 CH2 N(CH3)2.  Suitable compounds are ethyleneglycol, methyl diethyl hydroxyethyl ammonium nitrate, stearamidopropyl dimethyl -b -hydroxyethyl ammonium nitrate, diethanol-amine, monoethanolamine, polyethylene oxide, N-2-hydroxyethyl acetamide, glycolic acid and glycine.  The textile materials may be in the form of fibres, filaments, yarns, cords, fabrics or rugs.ALSO:Fabrics made from hydrophobic fibres, e.g. polypropylene, polyethylene terephthalate, polyamide, polyethylene, polytetrafluoroethylene, polyvinyl chloride, polyisobutylene, polystyrene, vinyl chloride-vinyl acetate copolymer polyvinylidene chloride, polyacrylonitrile, polyacrylic ester, cellulose acetate and cellulose acetobutyrate fibres, are rendered antistatic by applying thereto an aqueous solution of a cationic water-soluble thermo-setting polyamide-epichlorohydrin resin, and either in the solution or separately a compound having a reactive hydrogen containing group and a functional group capable of imparting antistatic properties to the hydrophobic material, the resin being obtained by reacting a polyamide with epichlorohydrin in the mole ratio, expressed as the ratio of epichlorohydrin to the secondary amine groups of the polyamide, of from 0.5:1 to 1.8:1 and the polyamides being formed by reacting a polyalkylene polyamine with diglycollic acid or a saturated aliphatic dicarboxylic acid containing 3-8 carbon atoms in a mole ratio of from 0.8:1 to 1.4:1 respectively, removing excess of the solution and excess of the compound from the fabric and treating the fabric to cure the applied resin to the water-insoluble state and simultaneously bind the compound in the cross-linked polymer network of the cured resin, the amount of resin and compound applied being such that the fabric has adhered thereto 1-10% by weight of the cured resin and 0.06-2% by weight of the compound. The resin may be cured by heating to 90 DEG - 112 DEG C for 5-10 minutes.  In the production of the polyamide up to 60% by weight of the polyalkylene polyamine may be replaced by a molecularly equivalent amount of a diamine.  The reactive hydrogen containing groups in the compound  <FORM:1073444/B1-B2/1> -COOH or -SO3H and the groups imparting antistatic properties may be -CON(Me)2, <FORM:1073444/B1-B2/2> <FORM:1073444/B1-B2/3> <FORM:1073444/B1-B2/4> or -COOCH2, CH2 N(CH3)2.  Suitable compounds are ethyleneglycol, methyl diethyl hydroxyethyl ammonium nitrate, stearamidopropyl, dimethyl -b -hydroxyethyl ammonium nitrate, diethanol-amine, monoethanolamine, polyethylene oxide, N-2-hydroxyethyl acetamide, glycolic acid and glycine.