HIGH WET FAST BRILLIANT BLUE DISPERSE DYE MIXTURES

Abstract

The present invention is directed to high wet fast brilliant blue disperse dye mixtures comprising dye(s) of formula (I)

##STR00001##

and of formula (II)

##STR00002##

their production and their use for textile dyeing and printing.

Claims

1. A Dye mixture comprising one or more dye(s) of formula (I) ##STR00025## and one or more dye(s) of formula (II) ##STR00026## and optionally one or more dye(s) of formula (III) and/or one or more dye(s) of formula (IV) ##STR00027## wherein independently from each other R.sup.1 is hydrogen, (C.sub.1-C.sub.4)-alkyl or (C.sub.1-C.sub.4)-alkoxy, R.sup.2 is (C.sub.1-C.sub.4)-alkyl, R3 and R4 is (C2-C8)-alkyl, R5 is phenyl or methyl, R6 is (C4-C10)-alkyl, R7 is methyl, ethyl or phenyl, R8 is methyl or COR2, X is NO2 or CN, Y is NO2 or CN, Z is halogen, n is 0, 1 or 2 and m is 1 or 2.

2. The dye mixture according to claim 1, comprising one or more dye(s) of formula (I) ##STR00028## and one or more dye(s) of formula (II) ##STR00029## and optionally one or more dye(s) of formula (III) and/or one or more dye(s) of formula (IV) ##STR00030## wherein independently from each other R.sup.1 is hydrogen, (C.sub.1-C.sub.2)-alkyl or (C.sub.1-C.sub.2)-alkoxy, R.sup.2 is (C.sub.1-C.sub.2)-alkyl, R.sup.3 and R.sup.4 is (C.sub.3-C.sub.5) alkyl, R.sup.5 is phenyl, R.sup.6 is (C.sub.6-C.sub.8)-alkyl, R.sup.7 is methyl or phenyl, R.sup.8 is hydrogen, methyl or COR.sup.2, X is NO.sub.2 or CN, Y is NO.sub.2, z is Cl or Br, n is 0 or 1 and m is 1 or 2.

3. The dye mixture according to claim 1, wherein the one or more dye(s) of formula (I) is/are selected from the group consisting of: ##STR00031## ##STR00032##

4. The dye mixture according to claim 1, wherein the one or more dye(s) of formula (II) is/are selected from the group consisting of: ##STR00033##

5. The dye mixture according to claim 1, wherein at least one dye of formula (III) is present and wherein the one or more dye(s) of formula (III) is/are selected from the group consisting of: ##STR00034##

6. The dye mixture according to claim 1, wherein at least one dye of formula (IV) is present and wherein the one or more dye(s) of formula (IV) is/are selected from the group consisting of: ##STR00035## ##STR00036##

7. The dye mixture according to claim 1, comprising one dye of formula (I-1) ##STR00037## and one dye of formula (II-1) ##STR00038## and optionally one dye of formula (III-1) and/or one dye of formula (IV-1) ##STR00039##

8. The dye mixture according to claim 1, comprising one dye of formula (I-2) ##STR00040## and one dye of formula (II-1) ##STR00041## and optionally one dye of formula (III-1) and/or one dye of formula (IV-1) ##STR00042##

9. The dye mixture according to claim 1, comprising one or more dye(s) of formula (I-a) ##STR00043## and one dye of formula (II-1) ##STR00044## and one or more dye(s) of formula (IV) ##STR00045## and optionally one or more dye(s) of formula (III) ##STR00046## wherein independently of each other R.sup.1 is hydrogen or (C.sub.1-C.sub.2)-alkoxy, R.sup.2 is (C.sub.1-C.sub.2)-alkyl, X is NO.sub.2 or CN, Y is NO.sub.2 or CN, z is Cl or Br, n is 0 or 1 and m is 1 or 2.

10. The dye mixture according to claim 1, wherein the ranges (in weight % of the total amount of dyes in the dye mixture) of the components are: (I): 1 to 99 (II): 1 to 99 (III): 0 to 30 (IV): 0 to 75.

11. The dye mixture according to claim 10, comprising at least one dye of structure (III) and having the ranges: (I): 7 to 60 (II): 2 to 40 (III): 5 to 30 (IV): 0 to 75.

12. The dye mixture according to claim 10, comprising at least one dye of structure (IV) and having the ranges: (I): 7 to 50 (II): 2 to 30 (III): 0 to 30 (IV): 20 to 75.

13. A process for the production of the dye mixture according to, comprising a) mixing the components of the dye mixture, b) homegenizing the mixture obtained in step a).

14. An aqueous solution for dying, comprising the dye mixture according to claim 1.

15. A process for dyeing or printing carboxamido- and/or hydroxyl-containing material, comprising contacting the carboxamido- and/or hydroxyl-containing material with the dye mixture according to claim 1.

16. An ink for digital textile printing, comprising a dye mixture according to.

17. (canceled)

18. Fibre and blends containing fibre selected from the group consisting of: synthetic fibre materials, nylon materials, nylon-6, nylon-6.6 and aramid fibres, vegetable fibres, seed fibres, cotton, organic cotton, kapok, coir from coconut husk; bast fibres, flax, hemp, jute, kenaf, ramie, rattan; leaf fibres, sisal, henequen, banana; stalk fibres, bamboo; fibres from animals, wool, organic wool, silk, cashmere wool, alpaca fibre, mohair, Angora fibre as well as fur and leather materials; manufactured, regenerated and recycled fibres, cellulosic fibres; paper fibres, cellulosic regenerated fibres, viscose rayon fibres, acetate and triacetate fibres, and Lyocell fibres comprising a dye mixture according to claim 1 in physically bound form.

19. A process for dyeing or printing carboxamido- and/or hydroxyl-containing material, comprising contacting the carboxamido- and/or hydroxyl-containing material with the aqueous solution according to claim 14.

Description

EXAMPLE 1

[0052] Synthesis of dyes of formula I-1 and II-1 were carried out using methods similar to those described in DE4403083 and EP07821369,

[0053] To facilitate application, dye powders were prepared by glass bead milling of 47.4 parts of the isolated dye after synthesis with 47.4 parts of Reax 85A (a lignin sulphonate dispersing agent) and 0.5 parts sulphuric acid (to pH 6). After milling to a suitable particle size range, 0.5 parts of Mobile Anti Dust Concentrate (a mineral based oil dedusting agent) were added and the dispersions were spray dried to produce powders with 4.2 parts residual moisture.

[0054] A dyeing liquor was prepared by adding 1.19 g. of a powder containing dye of formula I-1 and 0.51 g. of a powder containing dye of formula II-1 to 1000 ml of deionized water followed by mechanical mixing. A 5 g piece of 100% polyester material was dyed in 50 ml of the dye liquor after adjusting to pH 4.5 with Sodium Acetate and Acetic acid. After dyeing at 130? C. for 60 minutes, followed by rinsing, reduction clearing and drying, a bright blue shade was achieved.

EXAMPLE 2

[0055] Synthesis of dyes of formula I-2, II-1 and IV-2 was carried out using methods similar to those described in DE4403083, EP07821369, JP58038754, JP51150530

[0056] To facilitate application, dye powders were prepared as described in Example 1.

[0057] A dyeing liquor was prepared by adding 0.68 g of a powder containing dye of formula I-2 and 0.17 g of a powder containing dye of formula II-1 and 0.85 g of a powder containing dye of formula IV-2 to 1000 ml of deionized water followed by mechanical mixing. A 5 g piece of 100% polyester material was dyed in 50 ml of the dye liquor after adjusting to pH 4.5 with Sodium. Acetate and Acetic acid. After dyeing at 130? C. for 60 minutes, followed by rinsing, reduction clearing and drying, a bright Navy blue shade was achieved.

[0058] All examples of the following table are prepared as formulations as explained above, using dispersing- and dedusting agents.

TABLE-US-00001 Example Dye (a) % Dye (b) % Dye (c) % Dye (d) % 3 I-1 80 II-1 20 4 I-1 60 II-1 40 5 I-1 50 II-1 50 6 I-1 30 II-1 70 7 I-2 80 II-1 20 8 I-11 75 II-1 25 9 I-2 70 II-1 30 10 I-2 60 II-1 40 11 I-2 50 II-1 50 12 I-2 30 II-1 70 13 I-2 70 II-1 15 IIA-1 15 14 I-2 60 II-1 20 IIA-1 20 15 I-1 40 II-1 30 III-1 30 16 I-1 70 II-1 10 III-1 20 17 I-1 40 II-1 10 IV-1 50 18 I-1 20 II-1 5 IV-1 75 19 I-1 15 II-1 5 IV-1 80 20 I-1 40 II-1 10 IV-2 50 21 I-1 20 II-1 5 IV-2 75 22 I-1 15 II-1 5 IV-2 80 23 I-1 20 II-1 10 III-1 20 IV-1 50 24 I-1 10 II-1 3 III-1 17 IV-1 70 25 I-1 15 II-1 5 III-1 20 IV-1 60 26 I-1 10 II-1 3 III-1 17 IV-2 70 27 I-2 40 II-1 30 III-1 30 28 I-2 70 II-1 10 III-1 20 29 I-2 40 II-1 10 IV-1 50 30 I-2 20 II-1 5 IV-1 75 31 I-2 15 II-1 5 IV-1 80 32 I-2 40 II-1 10 IV-2 50 33 I-2 20 II-1 5 IV-2 75 34 I-2 15 II-1 5 IV-2 80 35 I-2 20 II-1 10 III-1 20 IV-1 50 36 I-2 10 II-1 3 III-1 17 IV-1 70 37 I-2 15 II-1 5 III-1 20 IV-1 60 38 I-2 10 II-1 3 III-1 17 IV-2 70