Polyvinylpyrridinium derivatives as anti-dye transfer agents

Abstract

A water-soluble polyvinylpyrridinium derivative containing a quaternary nitrogen and an anionic moiety selected from a sulfonate and/or a carboxylate functionality, said polyvinylpyrridinium derivative having the structure wherein a is a repeating unit of 1 to 100; b is a repeating unit of 0 to 99; c is a repeating unit of 0 to 99; d is a repeating unit of 0 1 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1 , benzene, and substituted benzene; Y is selected from the group consisting of (CR 3 R 4 ) m2 , benzene, and substituted benzene; substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino moeity moiety, nitro moiety, halogen moiety, and combinations thereof; Z is derived from an ethylenically unsaturated monomer; m 1 and m 2 are independently 0 to 10; M + is independently a cation wherein M is selected from the group consisting of hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C 1 to C 6 , aryl having C 6 to C 18 , and alkaryl having C 7 to C 18 ; and X − is independently a halide, with the proviso that if Y is benzene or substituted benzene then a is 0 to 99 and b is 1 to 100. The polyvinylpyrridinium derivatives inhibit dye transfer in detergent compositions having a high level of anionic surfactants without adversely affecting stain or soil removal or soil redeposition.

1. A water-soluble polyvinylpyrridinium derivative copolymer comprising a quaternary nitrogen and an anionic moiety selected from a sulfonate or a carboxylate functionality, said polyvinylpyrridinium derivative copolymer having the structure 
                 
 
       wherein a is a repeating unit of 1 to 100; b is a repeating unit of 0 to 99; c is a repeating unit of 0 to 99; d is a repeating unit of from 1 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1 , benzene, and substituted benzene; Y is selected from the group consisting of (CR 3 R 4 ) m2 , benzene, and substituted benzene; substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino moeity  moiety, nitro moiety, halogen moiety, and combinations thereof; Z is derived from an ethylenically unsaturated monomer, m 1  and m 2  are independently 0 to 10; M +  is independently a cation wherein M is selected from the group consisting of hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R 1 , R 2 , R 3 , and R 4  are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C 1  to C 6 , aryl having C 6  to C 18 , and alkaryl having C 7  to C 18 ; R 5 , R 6 , and R 7  are hydrogen; and X −  is independently a halide,
 with the proviso that if Y is benzene or substituted benzene then a is 0 to 99 and b is 1 to 100;  
 and wherein the ethylenically unsaturated monomer is selected from the group consisting of dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate, diethylaminoethyl methacrylate, dimethylaminopropyl acrylate, dimethylaminopropyl methacrylate, diethylaminopropyl arcylate, diethylaminopropyl methacrylate, dimethylaminobutyl acrylate, dimethylaminobutyl methacrylate, dimethylaminoneopentyl acrylate, dimethylaminoneopentyl methacrylate, dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, diethylaminoethylacrylamide, diethylaminoethylmethacrylamide, dipropylaminoethylacrylamide, dipropylaminoethylmethacrylamide dimethylaminopropylacrylamide, dimethylaminopropylmethacrylamide, diethylaminopropylacrylamide, diethylaminopropylmethacrylamide, dimethylaminoneopentylacrylamide, dimethylaminoneopentylmethacrylamide, dialkylaminobutylacrylamide, vinyl pyrrolidone  pyridine, vinyl imidazolidone, dimethylaminoethylmethacrylate, and dimethylaminoethylacrylate,  and combinations thereof.  
 
     
     
       2. A laundry detergent composition comprising:
 a) 0.01 to 90 weight percent, based on the total weight of the detergent composition, of a water-soluble polyvinylpyrridinium derivative copolymer comprising a quaternary nitrogen and an anionic moiety selected from a sulfonate or a carboxylate functionality, said polyvinylpyrridinium derivative copolymer having the structure 
                 
 
  wherein a is a repeating unit of 1 to 100; b is a repeating unit of 0 to 99; c is a repeating unit of 0 to 99; d is a repeating unit of from 1 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1 , benzene, and substituted benzene; Y is selected from the group consisting of (CR 3 R 4 ) m2 , benzene, and substituted benzene; substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino moeity  moiety, nitro moiety, halogen moiety, and combinations thereof; Z is derived from an ethylenically unsaturated monomer, m 1  and m 2  are independently 0 to 10; M +  is independently a cation wherein M is selected from the group consisting of hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R 1 , R 2 , R 3 , and R 4  are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C 1  to C 6 , aryl having C 6  to C 18 , and alkaryl having C 7  to C 18 ; R 5 , R 6 , and R 7  are hydrogen; and X −  is independently a halide,  
 with the proviso that if Y is benzene or substituted benzene then a is 0 to 99 and b is 1 to 100; and  
 b) at least one ingredient selected from the group consisting of builders, enzymes, enzyme stablizers  stabilizers, optical brighteners, bleaches, bleach boosters, bleach activators, dye transfer agents, dispersents  dispersants, enzyme activators, suds suppressers, dyes, perfumes, colorants, filler salts, hydrotropes, and mixtures thereof.  
 
     
     
       3. The laundry detergent composition according to  claim 2  wherein a is a repeating unit of 50 to 100; b is a repeating unit of 0 to 10; c is a repeating unit of 0 to 10; d is a repeating unit of 50 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1  and benzene: Y is selected from the group consisting of (CR 3 R 4 ) m2  and benzene; Z is derived from a nitrogen-containing ethylenically unsaturated monomer; m 1  and m 2  are independently 0 to 6; M +  is independently a cation wherein M is sodium or potassium; R 1 , R 2 , R 3 , and R 4  are independently selected from hydrogen or hydroxyl; and X −  is independently a halide selected from the group consisting of fluoride, chloride, iodide, and bromide. 
     
     
       4. The laundry detergent composition according to  claim 2  wherein the enzyme is a protease enzyme. 
     
     
       5. The laundry detergent composition according to  claim 2  wherein the polyvinylpyrridinium derivative copolymers is present in an amount of from 0.05 to 20 weight percent. 
     
     
       6. The laundry detergent composition according to  claim 5  wherein the polyvinylpyrridinium derivative copolymer is present in an amount of from 0.1 to 10 weight percent. 
     
     
       7. A process for inhibiting dye transfer from one fabric to another during fabric laundering operations involving colored fabrics, said process comprises contacting fabrics with a laundering solution comprising:
 a) a water-soluble polyvinylpyrridinium derivative copolymer comprising a quaternary nitrogen and an anionic moiety selected from a sulfonate or a carboxylate functionality, said polyvinylpyrridinium derivative copolymer having the structure 
                 
 
  wherein a is a repeating unit of 1 to 100; b is a repeating unit of 0 to 99; c is a repeating unit of 0 to 99; d is a repeating unit of from 1 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1 , benzene, and substituted benzene; Y is selected from the group consisting of (CR 3 R 4 ) m2 , benzene, and substituted benzene; substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino moeity  moiety, nitro moiety, halogen moiety, and combinations thereof; Z is derived from an ethylenically unsaturated monomer, m 1  and m 2  are independently 0 to 10; M +  is independently a cation wherein M is selected from the group consisting of hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R 1 , R 2 , R 3 , and R 4  are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C 1  to C 6 , aryl having C 6  to C 18 , and alkaryl having C 7  to C 18 ; R 5 , R 6 , and R 7  are hydrogen; and X −  is independently a halide,  
 with the proviso that if Y is benzene or substituted benzene then a is 0 to 99 and b is 1 to 100; and  
 b) at least one ingredient selected from the group consisting of builders, enzymes, enzyme stablizers  stabilizers, optical brighteners, bleaches, bleach boosters, bleach activators, dye transfer agents, dispersents  dispersants, enzyme activators, suds suppressers, dyes, perfumes, colorants, filler salts, hydrotropes, and mixtures thereof.  
 
     
     
       8. A fabric softening composition comprising
 a) 0.01 to 90 weight percent, based on the total weight of the fabric softening composition, of a water-soluble polyvinylpyrridinium derivative copolymer comprising a quaternary nitrogen and an anionic moiety selected from a sulfonate or a carboxylate functionality, said polyvinylpyrridinium derivative copolymer having the structure 
                 
 
  wherein a is a repeating unit of 1 to 100; b is a repeating unit of 0 to 99; c is a repeating unit of 0 to 99; d is a repeating unit of from 1 to 99; R is selected from the group consisting of (CR 1 R 2 ) m1 , benzene, and substituted benzene; Y is selected from the group consisting of (CR 3 R 4 ) m2 , benzene, and substituted benzene; substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino moeity  moiety, nitro moiety, halogen moiety, and combinations thereof; Z is derived from an ethylenically unsaturated monomer, m 1  and m 2  are independently 0 to 10; M +  is independently a cation wherein M is selected from the group consisting of hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R 1 , R 2 , R 3 , and R 4  are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C 1  to C 6 , aryl having C 6  to C 18 , and alkaryl having C 7  to C 18 ; R 5 , R 6 , and R 7  are hydrogen; and X −  is independently a halide,  
 with the proviso that if Y is benzene or substituted benzene then a is 0 to 99 and b is 1 to 100; and  
 b) at least one ingredient selected from the group consisting of builders, enzymes, enzyme stablizers  stabilizers, optical brighteners, bleaches, bleach boosters, bleach activators, dye transfer agents, dispersents  dispersants, enzyme activators, suds suppressers, dyes, perfumes, colorants, filler salts, hydrotropes, and mixtures thereof.  
 
     
     
       9. The fabric softening composition according to  claim 8  wherein the polyvinylpyrridinium derivative copolymer is present in an amount of from 0.05 to 20 weight percent.