Reactive dyeing system using phosphorus acid dyes with a cyanamide compound
AssigneeBurlington Industries, Inc.
InventorsRonald Swidler, William A. Sanderson
Life of this patent
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Abstract
Phosphorus acid substituted chromophores are reactively linked to cellulose fibers by means of a phosphorus ester link produced in the presence of a carbodiimide such as cyanamide.
Claims34
A method of forming a reactively dyed polymeric substrate, said method comprising
- (a) contacting a polymeric substrate containing active hydrogen atoms present in the form of alcoholic hydroxyl, amino or thiol groups, with a cyanamide compound selected from the group consisting of cyanamide, alkyl-substituted cyanamide, dicyandiamide, and alkyl-substituted dicyandiamide, wherein the alkyl groups each contain 1-6 carbon atoms, and with a coloring amount of a chromophore-substituted phosphorus acid of the formula:
- ##STR37## wherein R is a chromophore, m is 0, 1 or 2, n is 0 or 1, p is 1 or 2, q is 0 or 1, and m + p + q = 3, at least one of m and q being other than 0, at a pH of from about 1.5 to about 9, wherein the molar equivalent ratio of said cyanamide compound to each phosphorus acid function of said chromophore-substituted phosphorus acid is at least about 2:1, and
- (b) heating the thus contacted substrate to a temperature of at least 200.degree. F. for a time sufficient to fix said chromophore to said substrate by condensation reaction between said active hydrogen and the phosphorus acid function of said chromophore-substituted phosphorus acid so as to join the chromophore to the substrate through the P atom.
A method of forming a reactively dyed cellulose textile substrate comprising the steps of:
- (a) contacting a cellulose textile substrate of the formula R.sup.1 OH, where R.sup.1 is the chain of the cellulose polymer and OH is any hydroxyl group on the chain, in the presence of a cyanamide compound selected from the group consisting of cyanamide and dicyandiamide and at a pH of from about 1.5 to about 9, with a chromophore-substituted phosphorus acid of the formula:
- ##STR38## where R is the chromophore linked chemically to the P atom, m is 0, 1 or 2, n is 0 or 1, p is 1 or 2, and q is 0 or 1, at least one of m and q being other than 0, the molar equivalent ratio of cyanamide compound to each phosphorus acid function of said chromophore-substituted acid being at least about 2:1;
- and
- (b) heating the thus contacted substrate to a temperature of at least 200.degree. F. for a time sufficient to react said acid with said hydroxyl to form a dyed substrate having a phosphorus ester linkage between said chromophore and chain and having the formula:
- ##STR39## where z is p-1.
A reactively dyed hydroxy-substituted cellulose textile substrate of the formula:
- ##STR42## where R is a chromophore group linked chemically to the P atom, R.sup.1 is the chain of the cellulose polymer, m is 0, 1 or 2, n is 0 or 1, q is 0 or 1 and z is 0 or 1, at least one of m and q being other than 0.
A composition for reactively dyeing hydroxysubstituted cellulose textile substrates comprising an aqueous solution having a pH of from about 1.5 to about 9 and containing at least 0.1% by weight of a substance selected from chromophore substituted phosphorus acids and amine or ammonium salts thereof and a water soluble cyanamide compound selected from the group consisting of cyanamide and dicyandiamide in which the molar equivalent of cyanamide compound to acid is at least about 2:1.
A composition for reactively dyeing a polymeric substrate having active hydrogen atoms present in the form of alcoholic hydroxyl, amino or thiol groups which comprises a cyanamide compound selected from the group consisting of cyanamide, alkyl-substituted cyanamide, dicyandiamide, and alkyl-substituted dicyandiamide, wherein the alkyl groups each contain 1-6 carbon atoms, and a coloring amount of a chromophore substituted phosphorus acid of the formula:
- ##STR46## wherein R is a chromophore, m is 0, 1 or 2, n is 0 or 1, p is 1 or 2, q is 0 or 1, and m + p + q = 3, at least one of m and q being other than 0, at pH of from, about 1.5 to about 9, wherein the equivalent ratio of said cyanamide compound to each phosphorus acid function of said chromophore-substituted phosphorus acid is at least about 2:1.
A method of forming a reactively dyed cellulose textile substrate comprising
- (a) contacting a cellulose textile substrate of the formula R.sup.1 OH, wherein R.sup.1 is the chain of the cellulose polymer and OH is any hydroxyl group on the chain, with a cyanamide compound selected from the group consisting of cyanamide, alkyl-substituted cyanamide, dicyandiamide, and alkyl-substituted dicyandiamide, wherein the alkyl groups each contain 1-6 carbon atoms, and with a coloring amount of a chromophore-substituted phosphorus acid of the formula:
- ##STR47## wherein R is a chromophore, m is 0, 1 or 2, n is 0 or 1, p is 1 or 2, and q is 0 or 1, and m + p + q = 2, at least one of m and q being other than 0, at a pH of from about 1.5 to about 9, wherein the equivalent ratio of said cyanamide compound to each phosphorus acid function of said chromophore-substituted phosphorus acid is at least about 2:1, and
- (b) heating the contacted substrate to a temperature of at least 200.degree. F. for a time sufficient to react said acid with the hydroxyl group in the chain of said cellulose substrate to form a dyed substrate having a phosphorus ester linkage between said chromophore and chain and having the formula:
- ##STR48## where z is p-1.
Dependencies are inferred from the claim text.