The United States of America As Represented by the Secretary of

Donald J Daigle

Armand B Pepperman, Jr

Sidney L Vail

Russell M Kullman

Arlen W Frank

Robert M Reinhardt

Darrell J Donaldson

Wilson A Reeves

John V Beninate

George L Drake

Gordon J Boudreaux

George L Drake, Jr

Zwitterions are employed as catalysts in a chemical finishing process to treat cellulosic textiles with crosslinking agents and produce easy-care properties in the finished materials. The process comprises treatment of the textile material, such as cotton fabric, by impregnating it with a solution containing a cellulose-crosslinking agent and, as catalyst a zwitterion, alone or in combination with a magnesium salt, drying and curing the fabric. Said finished fabrics are characterized by an unusual combination of useful, desirable properties--smooth-drying appearance, wrinkle resistance, serviceable strength, and inoffensive formaldehyde release.

Zwitterion compounds as catalysts in easy-care finishing

Tris(aminomethyl)phosphine oxide and its ternary salts, useful as catalysts for the chemical finishing of cotton, are prepared by the hydrolysis of tris(N-carbalkoxylaminomethyl)-phosphine oxides having the formula (RO.sub.2 CNHCH.sub.2).sub.3 PO with an alkali or alkaline earth in the presence of water, followed optionally by acidification.

Process for the preparation of tris(aminomethyl)phosphine oxide and its

Novel ternary salts of tris(aminomethyl) phosphines and their oxides having the formula (R.sub.2 NH.sup.+ CH.sub.2).sub.3 P(0).sub.n 3X.sup.-, wherein R is hydrogen, an alkylradical having from 1 to 6 carbon atoms, or an aryl radical n is an integer from 0 to 1, and X is a halogen, are prepared by the reaction of a hydrohalic acid, HX, with various nitrogen- and phosphorus-containing compounds including tris(aminomethyl)phosphines and their oxides, tris(N-carbalkoxylaminomethyl)phosphines oxides, and 1,3,5-triaza-7-phosphaadamantane and its 7-oxide.

Ternary salts of tris(aminomethyl)phosphines and their oxides

Novel ternary salts of tris(aminomethyl)phosphines and their oxides having the formula (R.sub.2 NH.sup.+ CH.sub.2).sub.3 P(O).sub.n 3X.sup.-, wherein R is hydrogen, an alkyl radical having from 1 to 6 carbon atoms or an aryl radical, n is an integer from 0 to 1, and X is a halogen, are prepared by the reaction of a hydrohalic acid, HX, with various nitrogen- and phosphorus-containing compounds including tris(aminomethyl)phosphines and their oxides, tris(N-carbalkoxylaminomethyl)phosphines oxides, and 1,3,5-triaza-7-phosphaadamantane and its 7-oxide.

Ternary salts of tris(aminomethyl)phosphines and their oxides prepared

Novel ternary salts of tris(aminomethyl)phosphines and their oxides having the formula (R.sub.2 NH.sup.+ CH.sub.2).sub.3 P(0).sub.n 3X.sup.-, wherein R is hydrogen, an alkyl radical having from 1 to 6 carbon atoms or an aryl radical, n is an integer from 0 to 1, and X is a halogen, are prepared by the reaction of a hydrohalic acid, HX, with various nitrogen- and phosphorus-containing compounds including tris(aminomethyl)phosphines and their oxides, tris(N-carbalkoxylaminomethyl)phosphines oxides, and 1,3,5-triaza-7-phposphaadamantane and its 7-oxide.

Tris(4-substitutedureidomethyl)phosphine oxides were prepared by the reaction of tris(hydroxymethyl)phosphine with substituted ureas. The phosphine oxides were used to impart flame retardancy to cellulosic materials. They were effective as flame retardants either alone or in combination with hydroxymethylphosphorus compounds or hydroxymethylnitrogen compounds.

Tris(ureidomethyl)phosphine oxides

Alkyl and aryl phosphonic acids and certain salts thereof have been found useful as catalysts for the chemical reactions involved in finishing cotton and other cellulosic textiles. These versatile catalysts can be employed in a variety of finishing treatments including dimensional stability, durable press, and flame resistance and are operative under a diverse range of processing conditions.

Catalyzing cellulosic textile finishing processes with phosphonic acid

Soluble adduct polymers were allowed to react with phenol, alkyl substituted phenols or halogen substituted phenols which contain one or more hydrogens ortho or para to the phenolic hydroxyl group to (a) prepare flame resistant polymers and (b) prepare flame-, glow-, wrinkle- and shrink-resistant woven and knit textiles which contain 25% or more cellulosic fibers.

Water soluble adduct of hydroxymethyl phosphorous compound and ammonia

Textile treating compositions containing the elements phosphorus, nitrogen, and bromine and the processes for imparting flame resistance to organic fibrous materials have been prepared. This is accomplished by impregnating the textile treating compositions consisting of (1) tris(hydroxymethyl)phosphine mixed with nitrogenous compounds containing at least two members of the group hydrogen and methylol radicals (--CH.sub.2 OH) attached to trivalent nitrogen atoms, or (2) soluble methylol phosphine adducts which contain one or more methylol phosphine radicals (P--CH.sub.2 OH) prepared by reacting tris(hydroxymethyl)phosphine with an amide or amine which contains one or more hydrogens attached to a trivalent nitrogen with an organic bromine containing material with at least 10% bromine in the form of bromine atoms attached to carbon atoms, in proportions selected so that generally the phosphorus contained in structures of the group (--CH.sub.2).sub.3 P amount to a small portion of the total weight of the mixture, and heating to cause insolubilization in or on the fibrous structure.

Phosphorus, nitrogen, bromine containing polymers and process for

Salts of 1,3,5-triaza-7-phosphaadamantane can be utilized as catalysts for finishing cellulose-containing textile materials with methylol amide crosslinking agents to give products with improved wrinkle resistance and durable press properties. Inorganic, organic, and sulfonic acid salts, and mixed salt complexes of this new tricyclic phosphorus-containing compound provide effective catalysis in the chemical reactions needed for these finishing treatments. Salts of the corresponding phosphorus oxide, 1,3,5-triaza-7-phosphaadamantane-7-oxide, provided even stronger catalysis in similar treatments.

Durable press finishing with catalysis by triazaphosphaadamantane

Phosphorus- and nitrogen-containing polymers, solubilized by hydroxymethylphosphonium salts and formaldehyde, were allowed to react with phenol, alkyl substituted phenols, or halogen substituted phenols which contain one or more hydrogens ortho or para to the phenolic hydroxyl group to (a) prepare flame-resistant polymers and (b) prepare flame-, glow-, wrinkle-, and shrink-resistant woven and knit textiles which contain 25% or more cellulosic fibers.

Treatment of organic textiles with adduct polymers and phenols

Methylol phosphines, methylol phosphines in combination with amine or amido compounds or water soluble adducts of these methylol phosphines and amides or amines when mixed and reacted with mono, di or polyisocyanates wherein the isocyanate groups are attached to carbon atoms are particularly valuable for the preparation of thermosetting flame resistant polymers. The polymers which are produced are crosslinked phosphorus and nitrogen containing polymers in which the reoccurring structure units each contain a phosphorus atom, that is a component of a radical of the group tris(methylene)-phosphine (--CH.sub.2).sub.3 P and is linkd to at least one isocyanate radical by connecting urethane structure. The polymer forming solutions are also valuable for the preparation of flame-, glow-, wrinkle- and shrink-resistant textiles by impregnating fabrics with these solutions and causing reaction and polymer formation by application of heat.

Fire resistant organic products and method for production

Soluble adduct polymers were allowed to react with nitrogenous compounds such as urea, trimethylolmelamine, and ammonia to (a) prepare flame resistant polymers and (b) prepare flame-, glow-, wrinkle-, and shrink-resistant woven and knit textiles which contain 25% or more cellulosic fibers.

Phosphorus and nitrogen containing resins for flameproofing organic

Textile treating compositions containing the elements phosphorus, nitrogen, and bromine and the processes for imparting flame resistance to organic fibrous materials have been prepared. This is accomplished by impregnating the textile treating compositions consisting of (1) tris(hydroxymethyl)phosphine mixed with nitrogenous compounds containing at least two members of the group hydrogen and methylol radicals (--CH.sub.2 OH) attached to trivalent nitrogen atoms, or (2) soluble methylol phosphine adducts which contain one or more methylol phosphine radicals (P--CH.sub.2 OH) prepared by reacting tris(hydroxymethyl)phosphine with an amide or amine which contains one or more hydrogens attached to a trivalent nitrogen with an organic bromine containing material with at least 10% bromine in the form of bromine atoms attached to carbon atoms, in proportions selected so that generally the phosphorus contained in structures of the group (--CH.sub.2).sub.3 P amounts to a small portion of the total weight of the mixture, and heating to cause insolubilization in or on the fibrous structure.

Growing community of inventors

New Orleans, LA, United States of America

Donald J Daigle