Granted Patent B2

US 7,909,892 · App. 10/502,697 · Granted Mar 22, 2011

Abstract

Claims (54)

1. An aqueous dye solution, comprising

a) 5 to 30% by weight of a dye of formula (1)

in which

K is a residue of a coupling component of the acetoacetanilide, pyridone, pyrazolone or pyrimidine series and

M is hydrogen, an alkali metal or alkaline

earth metal, ammonium or alkylammonium,

b) 0.05 to 5% by weight of one or more compounds of formula (2)

in which

A represents —NR 1 R 2 , —NHCOR 1 , —CN, halogen, —NO 2 , —OH, —OR 1 , hydrogen, C 1 -C 4 alkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkinyl, —CO 2 M, —CO 2 R 1 R 2 , or —CONR 1 , R 2 , wherein

M is as previously defined, and R 1 and R 2 each, independently of one another, represent hydrogen or C 1 -C 4 alkyl

provided that A is not represented by —NH 2 ,

or A is a residue of formula (3)

X represents O, S or NR 1 , R 1 being as previously defined;

Y represents N or CR 1 , R 1 being as previously defined and

P, Q and R each, independently of one another, represent hydrogen, C 1 -C 4 alkyl, —SO 3 M, —PO 3 M, —CO 2 M, —OH, —NO 2 or —COR 1 , M and R 1 being as previously defined,

c) an organic or an inorganic base or mixtures thereof,

d) optionally, further additives and

e) water.

2. The aqueous dye solution according to claim 1 , wherein

A represents —OH, halogen or the residue of formula (3);

X represents oxygen or sulfur;

Y is a nitrogen atom; and

P, Q, and R independently of one another are each hydrogen, C 1 -C 4 alkyl, or SO 3 M, M being as defined in claim 1 .

3. The aqueous dye solution according to claim 1 , wherein the coupling component from which K is derived is a compound of formula (4)

wherein

Y 1 and Y 2 are independently of one another ═O, ═NH, or ═N—C 1 -C 4 alkyl;

Y 3 is =═O, ═S, ═NH, ═N—C 1 -C 4 alkyl, or ═N—CN; and

R 3 and R 4 , independently of one another, are each hydrogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted phenyl.

4. The aqueous dye solution of claim 1 , wherein the dye of formula (1) comprises 10 to 20% of the aqueous dye solution.

5. The aqueous dye solution of claim 1 , wherein, in the one or more compounds of formula (2)

A represents —OH, halogen, or the residue of formula (3);

X represents oxygen or sulfur;

Y is a nitrogen atom; and

P, Q, and R, independently of one another, are each hydrogen, C 1 -C 4 alkyl, or SO 3 M,

M being as defined in claim 1 .

6. The aqueous dye solution of claim 5 , wherein the one or more compounds of the formula (2) are one or more compounds of formula (5)

wherein

A′ represents —OH or Br;

P′ is hydrogen or SO 3 M; and

M is as defined in claim 5 .

7. The aqueous dye solution of claim 1 , wherein the one or more compounds of formula (2) comprise 0.1 to 2% by weight of the aqueous dye solution.

8. The aqueous dye solution of claim 1 , wherein the organic or inorganic base is selected from the group consisting of lithium hydroxide, potassium hydroxide, sodium hydroxide, ammonia, mono-, di-, or tri-C 1 -C 4 alkylamines, mono-, di-, or tri-C 2 -C 4 hydroxyalkylamines, mono-, di- or tri-C 2 -C 4 hydroxyalkyl-C 1 -C 4 alkylamines, and mixtures thereof.

9. The aqueous dye solution of claim 1 , wherein the further additives are urea, ε-caprolactam, or a polyhydric alcohol.

10. The aqueous dye solution of claim 1 , wherein

K is derived from a coupling component of formula

the one or more compounds of formula (2) are one or more compounds according to formula (5)

the organic or inorganic base is selected from the group consisting of lithium hydroxide, potassium hydroxide, sodium hydroxide, ammonia, mono-, di-, or tri-C 1 -C 4 alkylamines, mono-, di-, or tri-C 2 -C 4 hydroxyalkylamines, mono-, di- or tri-C 2 -C 4 hydroxyalkyl-C i -C 4 alkylamines, and mixtures thereof;

wherein

A′ represents —OH or Br;

P′ is hydrogen or SO 3 M; and

M is as defined in claim 1 .

11. A process for the preparation of the aqueous dye solution of claim 1 comprising stirring a dye of formula 1, as defined in claim 1 , with a mixture of water, one or more compounds of formula (2) as defined in claim 1 , an organic or inorganic base or mixtures thereof, and, optionally, further additives.

12. A method for dyeing paper, said method comprising coating or dipping paper into the aqueous dye solution of claim 1 .

13. A paper that has been dyed with the aqueous dye solution of claim 1 .

Assignments (14)