Abstract: The acetals, 2,3-dihydroxy-1,1,4,4-tetramethoxybutane, 3,4-dihydroxy-2,5-dimethoxytetrahydrofuran, and glyceraldehyde dimethylacetal, when applied to cotton fabric by conventional pad-dry-cure procedures using special combined acid catalysts, were found to crosslink cellulose hydroxy groups at a very rapid rate (e.g., 20 seconds at 160.degree. C.), thereby imparting improved wrinkle recovery in the range of that required for durable press finishing. Cotton fabrics treated with these acetals have the advantage of no formaldehyde release.

Abstract: Acetals of glyceraldehyde, when applied to cotton fabric by conventional pad-dry-cure procedures using special combined acid catalysts, were found to crosslink the cellulose hydroxyl groups at a very rapid rate (e.g., 10 seconds at 170.degree. C.), thereby imparting improved wrinkle recovery. In particular, the aldehydes studied were the diethyl and dimethyl acetals of glyceraldehyde. The best results were obtained with glyceraldehyde dimethyl acetal.

Abstract: The following new compounds, useful in flame retardant compositions for cotton, are disclosed in the invention:2,4-diamino-6-carbamoylmethyl-1, 3,5-triazine (Ib),2,4-diamino-6-(dibromocyanomethyl)-1,3,5-triazine (IIa),2,4-diamino-6-(dibromocarbamoylmethyl)-1,3,5-triazine (IIb),2,4-diamino-6-(3,5-dibromo-4'-aminophenyl)-1,3,5-triazine (IIc),ethyl N-(2,4,6-tribromophenyl)glycinate (IV),N-(2,4,6-tribromophenyl)glycinamide (V),2,4-bis[di(hydroxymethyl)amino]-6-(3,5-dibromo-4'-aminophenyl)-1,3,5-triazi ne (III),2,4-diamino-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-triazine (Id), and2,4-bis[di(hydroxymethyl)amino]-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-tr iazine (VI).

Abstract: The following new compounds, useful in flame retardant compositions for cotton, are disclosed in the invention:2,4-diamino-6-carbamoylmethyl-1,3,5-triazine (Ib),2,4-diamino-6-(dibromocyanomethyl)-1,3,5-triazine (IIa),2,4-diamino-6-(dibromocarbamoylmethyl)-1,3,5-triazine (IIb),2,4-diamino-6-(3,5-dibromo-4'-aminophenyl)-1,3,5-triazine (IIc),ethyl N-(2,4,6-tribromophenyl)glycinate (IV),N-(2,4,6-tribromophenyl)glycinamide (V),2,4-bis[di(hydroxymethyl)amino]-6-(3,5-dibromo-4'-amino-phenyl)-1,3,5-triaz ine (III),2,4-diamino-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-triazine (Id), and2,4-bis[di(hydroxymethyl)amino]-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-tr iazine (VI).

Abstract: 2,4-Diamino-6(3,3,3-tribromo-1-propyl)-1,3,5-triazine and 2,4-diamino-6(3,3,3-trichloro-1-propyl)-1,3,5-triazine were prepared by the reaction of the corresponding methyl or ethyl .gamma.-tribromo-butyrate or methyl or ethyl .gamma.-trichlorobutyrate with biguanide. The N-methylol derivatives of the diaminotrihalopropyl triazines were prepared by the reaction of the triazines with aqueous formaldehyde. Two pure tetramethylol derivatives were prepared, namely: 2,4-bis[bis(hydroxymethyl)amino]-6-(3,3,3-tribromo-1-propyl)-1,3,5-triazin e and 2,4-bis[bis(hydroxymethyl)amino]-6-(3,3,3-trichloro-1-propyl)-1,3,5-triazi ne. The tetramethylol derivatives were used to impart durable flame retardancy and wrinkle recovery to cellulosic textiles, particularly to cotton. Flame-retardancy was also imparted to wool and to blends of cotton and polyester.

Abstract: The following new compounds were prepared from cyanoguanidine or guanylurea as potential flame retardants for cellulosic textiles -2-cyano-1-[bis-(dimethylamino)phosphinyl]guanidine, 2-cyano-1-(diethoxyphosphinyl)guanidine, and 2-carbamoyl-1-(diethoxyphosphinyl) guanidine. The successful phosphorylation of guanylurea required use of a dry, aprotic solvent.

Abstract: 2,4,6-Tris(carbamoylmethylamino)-1,3,5-s-triazine, abbreviated TCMT, is prepared by the reaction of 2,4,6-tris(carbethoxymethylamino)-1,3,5-s-triazine with ammonia. The methylol derivative of TCMT is prepared and applied to cotton textiles and blends of cotton and polyester to impart wrinkle recovery thereto.

Abstract: Derivatives of dicarboxylic acids containing a phosphono group in the alpha and alpha prime position have been made. These have a wide variety of uses as intermediates. Specifically, one of the new compounds is useful in imparting wrinkle resistance as well as flame retardance to cellulosic textiles.

Abstract: Perfluoroalkyl iodide monomer and telomer ester adducts of diethyl vinylphosphonate were prepared by free radical addition. Iodine of these adducts was replaced by hydrogen, and derivatives of the reduced phosphonate adducts were prepared, which include phosphonic acids, acid chlorides, and aziridinyl phosphine oxides. The aziridinyl phosphine oxides are used to impart oil and water repellency to cellulosic textiles. The other derivatives are useful as chemical intermediates as well as potential foaming agents.

Abstract: Perfluoroalkyl iodide monomer and telomer ester adducts of diethyl vinylphosphonate were prepared by free radical addition. Iodine of these adducts was replaced by hydrogen, and derivatives of the reduced phosphonate adducts were prepared, which include phosphonic acids, acid chlorides, and aziridinyl phosphine oxides. The aziridinyl phosphine oxides are used to impart oil and water repellency to cellulosic textiles. The other derivatives are useful as chemical intermediates as well as potential foaming agents.

Abstract: Derivatives of dicarboxylic acids containing a phosphono group in the alpha and alpha prime position have been made. These have a wide variety of uses as intermediates. Specifically, one of the new compounds is useful in imparting wrinkle resistance as well as flame retardance to cellulosic textiles.

Abstract: Hexamethyl phosphorous triamide is reacted with cotton cellulose, thereby imparting flame retardancy and cationexchange properties to the cellulose.

Abstract: The tetramethylol derivatives of 2,4-diamino-6(3,3,3-tribromo-1-propyl)-1,3,5-triazine and 2,4-diamino-6(3,3,3-trichloro-1-propyl)-1,3,5-triazine, namely: 2,4-bis[di(hydroxymethyl)amino]-6-(3,3,3-tribromo-1-propyl)-1,3,5-triazine and 2,4-bis[di(hydroxymethyl)amino]-6-(3,3,3-trichloro-1-propyl)-1,3,5-triazin e, respectively, were used in combination with colloidal antimony oxides and or water emulsifying agents and suitable solvent to impart durable flame-retardancy to cellulosic materials, protein fibers such as wool, and to blends of cellulosic materials and synthetic fibers, particularly to cotton textiles or textiles composed of blends of cotton and polyester. Afterglow was eliminated by the use of small amounts of reactive phosphorus compounds.