Washable ink compositions

Abstract

A washable aqueous ink composition having a viscosity of from about 1.0 to about 6.0 centipoises and containing from about 10 to about 50% by weight of one or more polymeric colorants of the formula: ##STR1## wherein: X is a polar group such as sulfonic acids, sulfonic acid salts, sulfonamides, sulfonates or the like;R is alkylene; Y is H, alkanoyl, carbamoyl, or the like;R.sub.1 is nitrogen, oxygen, sulfur, or a sulfur-containing divalent linking group;a is an integer of from six to about forty;b and c are each independently selected from one or two;d is an integer of from one to four; the product of (a) (b) (c) is an integer of from 6 to about 40;and CHROM is a chromophore such as nitro, nitroso, monoaxo, disazo and trisazo, diarylmethane, triarylmethane, xanthane, acridine, methine, thiazole, indamine, azine, oxazine, or anthraquinone, wherein the (RO).sub.a moiety is bonded to a carbocyclic aromatic ring of the (CHROM) through R.sub.1.

Description

Claims

1. A washable, aqueous ink composition for a color marking pen which comprises an ink composition having a viscosity of from about 1.0 to about 6.0 centipoises and from about 10% to about 50% by weight of one or more polymeric colorants of the formula:

[(X).sub.d --(CHROM)--{[R.sub.1 (RO).sub.a Y].sub.b }.sub.c ]X.sub.d --(CHROM)--{R.sub.1 [(RO).sub.a --Y].sub.b }.sub.c

wherein:

X is a polar group selected from sulfonic acids, sulfonic acid salts, sulfonamides, sulfonates, carboxylic acids, carboxylic acid salts, carboxylic acid amides, carboxylic aldehydes, ureas, thioureas, nitro groups, hydroxy groups, polyethers, and hydroxyalkylethers;

R is unsubstituted or substituted straight or branched alkylene of 2-4 carbons, or mixtures thereof;

Y is selected from H, alkanoyl, aroyl, alkoxycarbonyl, unsubstituted or substituted carbamoyl, diacetate, methyl or --CH.sub.2 CH(R.sub.2)--X;

R.sub.1 is selected from nitrogen, oxygen, sulfur, or a sulfurcontaining divalent linking group;

R.sub.2 is hydrogen or a lower alkyl group containing one to about five carbon atoms;

a is an integer of from 6 to about 40;

b and c are each independently selected from one or two;

d is an integer of from one to four; the product of (a) (b) (c) is an integer of from 6 to about 40;

and CHROM is a chromophore selected from nitro, nitroso, monoazo, disazo and trisazo, diarylmethane, triarylmethane, xanthane, acridine, methine, thiazole, indamine, azine, oxazine, or anthraquinone, wherein the (RO).sub.a moiety is bonded to a carbocyclic aromatic ring of the (CHROM) through R.sub.1.

2. The composition as defined in claim 1 of the formula: ##STR18## wherein R.sub.3, R.sub.4 or R.sub.5 are selected from hydrogen, lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, and CON(R.sub.6)R.sub.7 ; R.sub.6 and R.sub.7 are hydrogen, or alkyl; Z is hydrogen or a cation selected from sodium, potassium, or ammonium, and (a) is an integer of from about 5 to about 15.

3. The composition as defined in claim 1 of the formula: ##STR19## wherein R.sub.8 is selected from H, lower alkyl, lower alkoxy, halogen, or trifluoroalkyl; R.sub.9 is selected from alkyl, alkoxy, or halogen, and f is zero or one;

Z is H or a cation selected from Na, K, or ammonium; and

(a) is an integer of from about 3 to about 10.

4. The composition as defined in claim 1 of the formula: ##STR20## wherein R.sub.3, R.sub.4 and R.sub.5 are selected from H. lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, CON(R.sub.6 )R.sub.7 wherein R.sub.6 and R.sub.7 are H or alkyl, and Z is H or a cation selected from Na, K, or ammonium; R.sub.10 and R.sub.11 are selected from hydroxyalkoxy, hydroxypolyalkyleneoxy, alkoxyalkylene, alkoxypolyalkyleneoxy or alkyl; and (a) in an integer of from about 10 to about 20.

5. The composition as defined in claim 1 of the formula: ##STR21## wherein R.sub.3, R.sub.4 and R.sub.5 are selected from H, lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, CON(R.sub.6)R.sub.7 wherein R.sub.6 and R.sub.7 are H or alkyl, and Z is H or a cation selected from Na, K or ammonium; g is an integer equal to one or two, and (a) is an integer of from about 5 to about 10.

6. The composition as defined in claim 1 of the formula: ##STR22## wherein R.sub.3, R.sub.4 and R.sub.5 are selected from H, lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, CON(R.sub.6)R.sub.7 wherein R.sub.6 and R.sub.7 are H or alkyl, and Z is H or a cation selected from Na, K, or ammonium; R.sub.12 is an alkylene group containing from one to about five carbons, and (a) is an integer of from about 5 to about 10.

7. The composition as defined in claim 1 of the formula: ##STR23## wherein R.sub.3 is selected from H, lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, CON(R.sub.6)R.sub.7 wherein R.sub.6 and R.sub.7 are H or alkyl, and Z is H or a cation selected from Na, K, or ammonium; and R.sub.13 is cyano, R.sub.14 NHCO, or COOZ, and R.sub.14 is selected from hydrogen, lower alkyl containing one to five carbons, hydroxyalkylene, hydroxyl-polyalkyleneoxy, alkoxyalkylene, or alkoxypolyalkyleneoxy.

8. The composition as defined in claim 1 wherein CHROM is: ##STR24## wherein R.sub.15 is COOZ; R.sub.3 and R.sub.4 are selected from H, lower alkyl, lower alkoxy, halogen, trifluoroalkyl, SO.sub.3 Z, SO.sub.2 N(R.sub.6)R.sub.7, CON(R.sub.6)R.sub.7 wherein R.sub.6 and R.sub.7 are H or alkyl, and Z is H or a cation selected from Na, K, or ammonium; and (a) is an integer of from about 5 to about 10.

9. The composition as defined in claim 1 of the formula: ##STR25## wherein Z is H or a cation selected from Na, K, or ammonium; (a) is an integer of from about 5 to about 10. and R.sub.16 is H or OH.

10. The washable ink composition of claim 1 wherein the polymeric colorant containing a polar chromophore has incorporated therein from about 40 percent to about 85 percent by weight of poly(alkylene oxide).

11. The washable ink composition of claim 1 wherein the polymeric colorant in the ink composition has incorporated therein from about 5 percent by weight to about 40 percent by weight of poly(alkylene oxide) units.

12. The washable ink composition of claim 1 wherein the poly(alkylene oxide) is derived from ethylene oxide.

13. The washable, aqueous ink composition for a color pen of claim 1 which comprises nib, felt, wick, and recording type markers.

14. The washable ink composition of claim 1 containing from about 5 percent to about 20 percent by weight of humectant.

15. The washable ink composition of claim 1 containing from about 0.02 percent to about 0.5 percent by weight of biocide.

16. The washable ink composition of claim 1 containing from about 0.1 percent to about 0.5 percent by weight of chelating agent.

17. The washable ink composition of claim 1 wherein the pH is maintained from 6.0 to about 7.5.

18. The washable ink composition of claim 1 wherein the residual colorant fabric staining is rated at a numerical value of zero to ten delta E*ab units.

19. The washable ink composition of claim 1 wherein the residual colorant skin staining is rated at zero to about 1.5 units.

20. The washable ink composition of claim 1 wherein Y is selected from H, diacetate and methyl.