Patent ES-255001-A1 (ES)
Title: Process for the production of hardenable synthetic resinous products containing halohydrin groups
Inventor: FROTSCHER H
IPC: C08G59/10
Filed: 1960-01-15
Abstract: Hardenable water-soluble epoxide resins are made by reacting a water-soluble polyamine containing polyalkylene oxide residues and having more than one reactive hydrogen atoms attached to nitrogen with a bifunctional compound containing one or more epoxide and/or a -halo-b -hydroxyalkyl groups in the molecule, the resulting polycondensation product being stabilized by acidification. The polyamines containing polyalkylene oxide residues may be made by reacting polyamines with polyalkylene oxide derivatives containing chlorhydrin residues, glycidyl residues, halogen atoms, sulphuric acid ester residues and alkyl sulphonic acid residues, e.g. mono- and bis-chlorhydrin ethers of polyalkylene oxides, bis-sulphuric acid esters of polyalkylene oxides, alkoxylation products of ethylene chlorhydrin, mono-, di- and tri-halides of ethoxylated glycerine, monodi-, tri- and tetrahalides of ethoxylated pentaerythritol, monochlorhydrin ethers of alkoxylated alcohols, monoglycidyl ethers of alkoxylated alcohols, reaction products from ethoxylated ethylene chlorhydrin and a dicarboxylic acid or its anhydride, reaction products from ethoxylated ethylene chlorhydrin and an isocyanate. Specified amines are ethylene diamine, diethylene triamine, dipropylene triamine, triethylene tetramine, 1, 4-phenylene diamine and 1, 4-diaminocyclohexane. Specified bifunctional compounds are epichlorhydrin, dichlorhydrin and reaction products thereof with glycols, diglycols, polyalkylene oxides, glycerine, dicarboxylic acids, polycarboxylic acids and polyhydric phenols. The reaction may be effected in a single process without isolation of the modified polyamine. The products may be employed for fixing pigments e.g. titanium dioxide, zinc sulphide, lithophone and organic dyes and carriers. In the examples: (1) a polyglycol-epichlorhydrin reaction product is reacted consecutively with dipropylene triamine and epichlorhydrin (2) as in (1), the product being reacted with hydrochloric acid (3) as in (2) (4) an ethylene chlorhydrin-ethylene oxide reaction product is reacted consecutively with diethylene triamine, epichlorhydrin and hydrochloric acid (5) a polyglycol-epichlorhydrin reaction product is reacted consecutively with sodium aluminate, ethylene diamine, a triethylene glycol-epichlorhydrin reaction product and hydrochloric acid (6) a polyglycol-epichlorhydrin reaction product is reacted consecutively with dipropylene triamine, a sodium phthalateepichlorhydrin reaction product and hydrochloric acid (7) a glycerine-epichlorhydrin reaction product is reacted consecutively with dipropylene triamine, epichlorhydrin and hydrochloric acid (8) a polyglycol-epichlorhydrin reaction product is reacted consecutively with triethylene tetramine, a polyglycol-epichlorhydrin reaction product and hydrochloric acid, (9) a polyglycol-eipchlorhydrin reaction product is reacted consecutively with dipropylene triamine, a p polyglycol-epichlorhydrin reaction product and hydrochloric acid (10) a polyglycol-epichlorhydrin reaction product is reacted consecutively with dipropylene triamine, epichlorhydrin and glacial acetic acid (11) an ethylene chlorhydrinethylene oxide reaction product is reacted consecutively with dipropylene triamine and a polyglycol-epichlorhydrin reaction product (12) a polyglycol-epichlorhydrin reaction product is reacted consecutively with dipropylene triamine and hydrochloric acid and (18) a polyglycolepichlorhydrin reaction product is reacted consecutively with dipropylene triamine and an epichlorhydrin-potassium phthalate reaction product. The products of the examples are hardened by the addition of aqueous alkali. The remaining examples describe the treatment of fabrics with the reaction products of the above examples, specified additives being wetting agents, caustic soda, polyvinyl acetate, sodium carbonate, yellow dyestuffs, zinc sulphide and sodium bicarbonate.ALSO:Textile surfaces are finished by treating them with an aqueous alkaline solution of an acidified product made by reacting a water-soluble polyamine containing polyalkylene oxide residues and having more than one reactive hydrogen atom attached to nitrogen with a bifunctional compound containing one or more epoxide and/or a -halo-b -hydroxy alkyl groups in the molecule (see Group IV(a)), and drying at normal or elevated temperatures. In the Examples:-(13) a polyester fabric is impregnated with a solution in aqueous caustic soda of a reaction product from a polyglycol, epichlorhydrin, dipropylene triamine and additional epichlorhydrin (14) a polyamide fabric is padded with a solution in aqueous caustic soda of a reaction product from an ethylene oxide-ethylene chorhydrin condensate, diethylene triamine, epichlorhydrin and hydrochloric acid (15) a polyamide fabric is padded with a solution in aqueous caustic soda of polyvinyl acetate, and a reaction product from a glycerine-epichlorhydrin condensate, dipropylene triamine, epichlorhydrin and hydrochloric acid (16) a polyester fabric is padded with a solution in aqueous sodium carbonate of a pigment dyestuff, zinc sulphide, a non-ionic wetting agent and a reaction product from a polyglycol-epichlorhydrin condensate, dipropylenetriamine, a polyglycol-epichlorhydrin reaction product and hydrochloric acid (17) a mixed wool-polyacrylonitrile fabric is padded with a solution in aqueous sodium bicarbonate containing a wetting agent, a plasticiser and a reaction product from a polyglycol-epichlorhydrin condensate, dipropylene triamine and hydrochloric acid (18) a polyester fabric is immersion padded with a solution in aqueous caustic soda of a reaction product from a polyglycol-epichlorhydrin condensate, dipropylene triamine and an epichlorhydrin-potassium phthalate condensate (19) a polyacrylonitrile fabric is treated as in Example 17.