Method of treating cellulosic material with N-methylol phosphazene compounds and product obtained

Claim 2

A PROCESS FOR THE TREATMENT OF CELLULOSIC MATERIAL TO IMPACT CREASE-RESISTANT AND/OR FLAME-RETARDANT PROPERTIES THERETO, WHICH PROCESS COMPRISES CONTACTING THE CELLULOSIC MATERIAL WITH AN N-METHYLOL PHOSPHAZENE COMPOUND AND AN ACID CATALYST AT A PH OF BETWEEN ABOUT 4.0 AND 6.5 AND AT A TEMPERATURE SUFFICIENT TO EFFECT A CONDENSATION REACTION BETWEEN THE HYDROXYL GROUPS OF THE CELLULOSIC MATERIAL AND THE N-METHYLOL GROUPS OF TE PHOSPHAZENE COMPOUND.

Claim 3

The process of claim 1 wherein the cellulosic material is treated with an aqueous solution comprising an N-methylol phosphazene compound and an acid catalyst, the solution having a pH of from about 4.5 to 6.0.

Claim 4

The process of claim 1 wherein the N-methylol phosphazene compound contains one or more polymerizable olefinic radicals and the process of treatment includes subjecting the phosphazene compound to free-radical initiation or irradation.

Claim 5

The process of claim 1 wherein the N-methylol phosphazene compound has the formula: Rn(P3N3)(R1NCH2OH)6 n wherein R represents a member of the group consisting of: halide radicals; alkyl radicals; alkoxy radicals; amino radicals; polymerizable olefinic radicals; phenyl radicals; aryloxy radicals; and divalent radicals consisting of two R radicals which together form a ring structure of 5 or more atoms or serves to connect two phosphazene rings; wherein R1 represents a member of the groups consisting of: hydrogen; an alkyl radical; a polymerizable olefinic radical; a methylol radical; and C2-C3 divalent polyalkylene polyamine radicals and their hydroxy-substituted derivatives wherein the terminal end of the radical contains a nitrogen atom bonded to the same phosphorus atom as the nitrogen atom of the methylol group to form a spiro ring or to a different phosphorus atom of the same phosphazene ring to form an ansa ring or to the phosphorus atom of an adjoining phosphazene to form a bridged dimer compound wherein the terminal nitrogen atom may contain a methylol group (CH2OH), hydrogen, or lower alkyl radical, and the integer n represents one of the integers 0, 1, 2, 3, 4, 5 or 6.

Claim 6

The process of claim 1 wherein the N-methylol phosphazene compound includes an N-methylol alkylamino cyclotriphosphazene.

Claim 7

The process of claim 1 wherein the N-methylol phosphazene compound includes an ansa N-methylol C2-C3 alkylene diamino cyclotriphosphazene compound.

Claim 8

The cellulosic materiAl treated by the process of claim 1.

Claim 9

The cellulosic material containing bonded thereto the N-methylol phosphazene condensation compound and produced by the process of claim 1.

Claim 10

The process of claim 1 wherein the cellulosic material contains from about 1 to 30% by weight of the N-methylol phosphazene compound.

Claim 11

The process of claim 1 wherein the cellulosic material is a fibrous textile or paper sheet material, and wherein the sheet material is impregnated with a solution containing the N-methylol phosphazene compound, and the impregnated sheet material is heated to a temperature of from about 20* to 160*C to effect the condensation reaction.

Claim 12

The process of claim 1 wherein the cellulosic material is first contacted with a solution containing the N-methylol phosphazene compound, and, thereafter, the cellulosic material is contacted with an acidic solution containing the acid catalyst prior to heating to 50* to 160*C to effect condensation.

Claim 13

The process of claim 1 wherein the cellulosic material is first contacted with a solution containing the acid catalyst, and, thereafter, the cellulosic material is contacted with a solution containing the N-methylol phosphazene compound prior to heating to 50* to 160*C to effect condensation.

Claim 14

The process of claim 1 wherein the cellulosic material is a fibrous textile fabric, and the N-methylol phosphazene compound contains polymerizable olefinic groups, wich process includes: a. impregnating the fabric with a solution of the phosphazene compound and the acid catalyst; b. drying the fabric; c. heating the fabric to effect the condensation reaction; d. fabricating the fabric into a garment or piece goods; and e. irradiating the garment or piece goods to effect polymerization and to impart crease-resistant properties to the garment or piece goods.

Claim 15

The process of claim 13 wherein the dried fabric is first irradiated and then heated.

Claim 16

The process of claim 1 wherein the N-methylol phosphazene compound is selected from the group consisting of: a. hexakis(N-methylol)(methylamino)cyclotriphosphazene; b. hexakis(N-methylol)(ethylamino)cyclotriphosphazene; c. tris(N-methylol)(amino)(methylamino) cyclotriphosphazene; d. tris(N-methylol)(methylamino)(dimethylamino)cyclotriphosphazene; e. bis(N-methylol)(amino)tetrakis(dimethylamino)cyclotriphosphazene; f. bis(N-methylol)(methylamino)tetrakis(dimethylamino)cyclotriphosphazen e; g. tetrakis(N-methylol)(methylamino)bis(methoxy)cyclotriphosphazene; h. tetrakis(N-methylol)(methylamino)bis(chloro)cyclotriphosphazene; i. bis(N-methylol)(amino)tetrakis(dipropylamino)cyclotriphosphazene; j. tris(N-methylol)(methylamino)(N-methyl-N-propylamino)-cyclotriphosphazene; k. tris(N-methylol)(methylamino)(phenyl)cyclotriphosphazene; l. tris(N-methylol)(amino)(methyl)cyclotriphosphazene; m. tetrakis(N-methylol)(methylamino)bis(phenoxy)cyclotriphosphazene; and n. mono(N-methylol)(methylamino)bis(chloro)tris(dimethylamino)cyclotripho sphazene.

Claim 17

The process of claim 13 wherein the N-methylol phosphazene compound is selected from the groups consisting of: a. hexakis(N-methylol)(allylamino)cyclotriphosphazene; b. tetrakis(N-methylol)(methylamino)bis(allyloxy)cyclotriphosphazene; c. bis(N-methylol)(allylamino)tetrakis(dimethylamino)cyclotriphosphazene ; d. tetrakis(N-methylol)(ethylamino)bis(allyloxyethoxy)cyclotriphosphazene; e. tris(N-methylol)(propylamino)(methallyloxy)cyclotriphosphazene; f. bis(N-methylol)tetrakis(methylamino)bis(acryloxyethoxy)-cyclotriphosphazene; g. tetrakis(N-methylol)(methylamino)bis(methallylamino)-cyclotriphosphazene; and h. bis(N-methylol)(methylamino)tetrakis(diallylamino)cyclotriphosphazene .

Claim 18

A process for the treatment of a fibrous cellulosic sheet material to imparT flame resistance thereto, which process comprises: a. impregnating the cellulosic sheet material with a solution of an N-methylol phosphazene compound containing 3, 4 or 5 N-methylol groups where a trimer compound is used, or 4, 5 or 6 N-methylol groups where a tetramer compound is used, the solution containing an acid cataylst at a pH of about 4.0 to 6.5; and b. heating the impregnated sheet material to a temperature of between about 40* and 200*C to effect a condensation reaction between the hydroxyl groups of the cellulosic sheet material and the N-methylol groups of the phosphazene compound, thereby providing a sheet materials with improved flame resistance.

Claim 19

A process for the treatment of a fibrous cellulosic sheet material to imparT flame resistance thereto, which process comprises: a. impregnating the cellulosic sheet material with a solution of an N-methylol phosphazene compound containing 3, 4 or 5 N-methylol groups where a trimer compound is used, or 4, 5 or 6 N-methylol groups where a tetramer compound is used, the solution containing an acid cataylst at a pH of about 4.0 to 6.5; and b. heating the impregnated sheet material to a temperature of between about 40* and 200*C to effect a condensation reaction between the hydroxyl groups of the cellulosic sheet material and the N-methylol groups of the phosphazene compound, thereby providing a sheet materials with improved flame resistance.

Claim 20

The cellulosic material produced by the process of claim 17 with the condensed phosphazene compound bonded thereto.