Quaternary polyvinylpyrridinium derivatives as anti-dye...

Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – Specific organic component

Reexamination Certificate

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Reexamination Certificate

active

06306815

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to water-soluble quaternary polyvinylpyrridinium derivatives containing a quaternary nitrogen. The quaternary polyvinylpyrridinium derivatives are useful as anti-dye transfer and color protection agents in detergent compositions, especially detergent compositions containing a high level of anionic surfactants.
BACKGROUND OF THE INVENTION
One of the most persistent and troublesome problems arising during modern fabric laundering operations is the tendency of some colored fabrics to release dye into the laundering solutions. The dye is then transferred onto other fabrics being washed therewith.
One way of overcoming this problem would be to complex or adsorb the fugitive dyes washed out of dyed fabrics before they have the opportunity to become attached to other articles in the wash. Polyvinylpyrrolidone, by virtue of its dye complexation ability, has been used to inhibit dye deposition during washing of colored fabrics under laundry conditions. The performance of polyvinylpyrrolidone as a dye transfer inhibitor, however, is adversely affected by the presence of high levels of anionic surfactants in the washing process.
Other polymers which have been used in detergent compositions to inhibit dye transfer include polyvinylimidazole, polyvinylpyridine N-oxide, polyvinylimidazole and copolymers of polyvinylpyridine and polyvinylimidazole. DE 2 814 287-A describes detergent compositions containing N-vinyl imidazole homo- or copolymer in combination with anionic and/or nonionic surfactants and other detergent ingredients. WO 95/03390 describes dye inhibiting polymers of polyvinylpyrrolidone, polyamine N-oxide, and vinylimidazole. U.S. Pat. No. 5,460,752 describes polyamine N-oxide polymers.
U.S. Pat. No. 5,627,151 describes copolymers of vinylpyrrolidone or vinylimidazole, vinylpyridine or dimethylaminoethyl methacrylate or dimethylaminopropylmethacrylamide, including up to 20% vinylacetate, for use in laundry detergents. U.S. Pat. No. 5,466,802 describes poly(4-vinylpyridine-N-oxide) and copolymers of vinylpyrrolidone and vinylimidazole. EP 754748 describes vinylpyridine copolymers and formic acid. U.S. Pat. No. 5,458,809 describes poly(4-vinylpyridine-N-oxide). WO 95/27038 describes poly(4-vinylpyridine-N-oxide), polyvinylpyrrolidone, polyvinylpyrrolidone-vinylimidazole and copolymers of vinylpyrrolidone and vinylimidazole.
EP 372 291 describes a process for washing discoloration-sensitive textiles. The wash liquor contains anionic
onionic surfactants and water-soluble polymers, for example, copolymers N-vinylimidazole, N-vinyloxazolidone or N-vinylpyrrolidone. EP 327 927 describes a granular detergent additive comprising water-soluble polymeric compounds based on N-vinylpyrrolidone and/or N-vinylimidazole and/or N-vinyloxazolidone and cationic compounds. DE 4027832 describes electrolyte-free liquid detergent compositions comprising zeolite A, nonionic surfactants and homo- and copolymers selected from N-vinylpyrrolidone and/or N-vinylimidazole and/or N-vinyloxazolidone. U.S. Pat. No. 5,776,879 describes water-soluble poly(vinylpyridine betaines) containing a quaternary nitrogen and a carboxylate salt, which have effective dye transfer inhibitor properties. U.S. patent application Ser. No. 09/300,913, filed Apr. 28, 1999, describes polyvinylpyrridinium derivatives containing a quaternary nitrogen and an anionic moiety selected from a sulfonate or a carboxylate functionality, for use in detergent compositions.
It would be advantageous to develop a polymer which provides anti-dye transfer and color protection properties to detergent compositions having a high level of anionic surfactants. The polymer should also provide anti-dye transfer and color protection properties without adversely affecting stain or soil removal or soil redeposition. In addition, the polymer should be effective on a broad range of dyes present in the wash water.
SUMMARY OF THE INVENTION
The invention provides a water-soluble quaternary polyvinylpyrridinium derivative comprising a quaternary nitrogen. The quaternary polyvinylpyrridinium derivative has the structure:
wherein a, b, c, d, e, and f represent the mole percent of the respective repeating unit, a is 1 to 100, b is 0 to 99, c is 0 to 99, d is 0 to 99, e is 0 to 99; f is 0 to 99; R is selected from the group consisting of substituted or unsubstituted C
1
-C
18
alkyl, C
1
-C
18
alkenyl, C
1
-C
18
, alkoxy, C
1
-C
18
aryl, and benzyl; R
1
, R
2
, and R
3
, are independently selected from the group consisting of hydrogen, hydroxyl, alkyl having C
1
to C
18
, aryl having C
6
to C
18
, and alkaryl having C
7
to C
18
; Y is independently selected from the group consisting of (CR
4
R
5
)
m1
, benzene, and substituted benzene, wherein substituted benzene is independently a benzene substituted with a group selected from the group consisting of amino, nitro, halogen, and combinations thereof; R
4
and R
5
are independently H or OH; m
1
is 0 to 10; Z is the residue of an ethylenically unsaturated monomer; 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; X

is independently a halide; and A

is independently a halide, provided that A

is present when M
+
is present.
The quaternary polyvinylpyrridinium derivatives of the invention inhibit dye transfer in detergent compositions having a high level of anionic surfactants. The polymer also provides anti-dye transfer and color protection properties without adversely affecting stain or soil removal or soil redeposition. In addition, the polymer is effective on a broad range of dyes present in the wash water.
The present inventors believe that the quaternary polyvinylpyrridinium derivative of the invention inhibits dye transfer in laundering or washing processes containing the detergent composition by hydrogen bonding with dyes or through dipole-dipole interaction or electrostatic interaction with dyes which are present in wash water.


REFERENCES:
patent: 5458809 (1995-10-01), Fredj et al.
patent: 5460752 (1995-10-01), Fredj et al.
patent: 5466802 (1995-11-01), Panandiker et al.
patent: 5627151 (1997-05-01), Detering et al.
patent: 5776879 (1998-07-01), Shih et al.
patent: 2814287 (1979-10-01), None
patent: 4027832 (1992-03-01), None
patent: 209337 (1987-01-01), None
patent: 0327927 (1989-08-01), None
patent: 0372291 (1990-06-01), None
patent: 0754748 (1997-01-01), None
patent: 58-13700 (1983-01-01), None
patent: 61-47800 (1986-03-01), None
patent: 2-80664 (1990-03-01), None
patent: WO 95/03390 (1995-02-01), None
patent: WO 95/27038 (1995-10-01), None

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