MIXTURES OF FIBRE-REACTIVE DYES
20190002701 · 2019-01-03
Inventors
- Adrian Murgatroyd (Frankfurt am Main, DE)
- Ulrich Hanxleden (Kelkheim, DE)
- Manfred HOPPE (Kürten, DE)
- Clemens Grund (Hattersheim, DE)
- Michael STING-ROSEN (Hürth, DE)
Cpc classification
D06P1/384
TEXTILES; PAPER
C09B67/0059
CHEMISTRY; METALLURGY
International classification
D06P1/384
TEXTILES; PAPER
Abstract
Mixtures of fibre reactive dyes and their use of for the dyeing of hydroxyl- and carboxamide-containing material in blue and navy shades.
Claims
1. A mixture of fibre-reactive dyes comprising: a dye of formula (I) ##STR00018## a dye of formula (II) ##STR00019## and optionally a dye of formula (III) ##STR00020## wherein independently of each other R.sup.2 is hydrogen, (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-alkoxy, hydroxyl, sulfo, carboxyl, amido, ureido or halogen, R.sup.3 is (C.sub.1-C.sub.4)-alkyl; (C.sub.1-C.sub.4)-alkyl substituted by sulfo, carboxyl, halogen, hydroxyl, amino or acetamido; phenyl; or phenyl substituted by (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-alkoxy, sulfo, halogen, carboxyl, acetamido or ureido; R.sup.5 is (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-alkoxy, hydroxyl, sulfo, carboxyl, amido, ureido or halogen, R.sup.6 is hydrogen, (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-alkoxy, hydroxyl, sulfo, carboxyl, amido, ureido or halogen, R.sup.101 and R.sup.103 are C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy, sulfo or carboxyl, R.sup.102 and R.sup.104 are hydrogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy, sulfo, carboxyl, Z and Z.sup.1 are CHCH.sub.2, CH.sub.2CH.sub.2G or hydroxyl, G is hydroxyl or an alkali-detachable group, Y is SO.sub.2Z or a group of the formula (100) ##STR00021## wherein X is halogen, R.sup.201 is hydrogen (C.sub.1-C.sub.4)-alkyl or phenyl, n is 2 or 3, m is 0 or 1, k is 0 to 3 and M is hydrogen, an alkali metal or one equivalent of an alkaline earth metal.
2. The mixture of fibre-reactive dyes according to claim 1, wherein independent of each other R.sup.2 is hydrogen, (C.sub.1-C.sub.2)-alkyl, (C.sub.1-C.sub.2)-alkoxy or sulfo, R.sup.3 is (C.sub.1-C.sub.2)-alkyl or (C.sub.1-C.sub.2)-alkyl substituted by sulfo, R.sup.5 is (C.sub.1-C.sub.2)-alkyl, (C.sub.1-C.sub.2)-alkoxy or sulfo, R.sup.6 is hydrogen, (C.sub.1-C.sub.2)-alkyl, (C.sub.1-C.sub.2)-alkoxy or sulfo, R.sup.101 and R.sup.103 are C.sub.1-C.sub.2-alkyl, C.sub.1-C.sub.2-alkoxy, sulfo or carboxyl, R.sup.102 and R.sup.104 are hydrogen, C.sub.1-C.sub.2-alkyl, C.sub.1-C.sub.2-alkoxy, sulfo or carboxyl, Z and Z.sup.1 are CHCH.sub.2, CH.sub.2CH.sub.2G or hydroxyl, G is hydroxyl or an alkali-detachable group, Y is SO.sub.2Z or a group of formula (100) ##STR00022## wherein X is Cl or F, R.sup.201 is hydrogen, (C.sub.1-C.sub.2)-alkyl or phenyl, n is 2 or 3, m is 0 or 1, k is 0 to 3 and M is hydrogen, Na, K or Li.
3. The mixture of fibre-reactive dyes according to claim 1, wherein independent of each other R.sup.2 is hydrogen, methy, methoxy or sulfo, R.sup.3 is methyl or (C.sub.1-C.sub.2)-alkyl substituted by sulfo, R.sup.5 is methy, methoxy or sulfo, R.sup.6 is hydrogen, methy, methoxy or sulfo, R.sup.101 and R.sup.103 are, methy, methox or sulfo, R.sup.102 and R.sup.104 are hydrogen, methy, methoxy or sulfo, Z and Z.sup.1 are CHCH.sub.2, CH.sub.2CH.sub.2G or hydroxyl, G is hydroxyl or an alkali-detachable group, Y is SO.sub.2Z or a group of formula (100) ##STR00023## wherein X is Cl or F, R.sup.201 is hydrogen, methyl or phenyl, n is 2 or 3, m is 0 or 1, k is 0 to 3, and M is hydrogen, Na, K or Li.
4. The mixture according to claim 1, wherein the dye of general structure (I) is selected from the group consisting of: ##STR00024## ##STR00025## ##STR00026## ##STR00027## ##STR00028## ##STR00029##
5. The mixture according to claim 4, wherein the dye of general structure (I) is selected from the group consisting of: I-1, I-2, I-3, I-4, I-5, I-6, I-12, I-13, I-17, I-18, I-20 and I-21.
6. The mixture according to claim 4, wherein the dye of general structure (I) is selected from the group consisting of: I-1, I-2 and I-4.
7. The mixture according to claim 1, wherein the dye of general structure (II) is selected from the group consisting of: ##STR00030## ##STR00031## ##STR00032##
8. The mixture according to claim 7, wherein the dye of general structure (II) is selected from the group consisting of: II-1, II-2, II-3, II-4, II-5, II-6, II-7, II-8, II-10, II-11, II-12 and II-13.
9. The mixture according to claim 7, wherein the dye of general structure (II) is selected from the group consisting of: II-1, II-2, II-6, II-7, II-12 and II-13.
10. The mixture according to claim 1, wherein a dye of general structure (III) is present and said dye is selected from the group consisting of: ##STR00033## ##STR00034## ##STR00035##
11. The mixture according to claim 10, wherein the dye of general structure (III) is selected from the group consisting of: III-1, III-2, III-4, III-6, III-7 and III-8.
12. The mixture according to claim 10, wherein the dye of general structure (III) is selected from the group consisting of: III-1, III-2, III-6, III-7 and III-8.
13. The mixture according to claim 4, wherein the dye of the formula (I) is selected from the list consisting of I-1, I-2, I-3, I-4, I-5, I-6, I-12, I-13, I-17, I-18, I-20 and I-21 and the dye of formula (II) is selected from the list consisting of II-1, II-2, II-3, II-4, II-5, II-6, II-7, II-8, II-10, II-11, II-12 and II-13 ##STR00036## ##STR00037## ##STR00038##
14. The mixture according to claim 13, wherein the dye of the formula (I) is selected from the list consisting of I-1, I-2 and I-4 and the dye of formula (II) is selected from the list consisting of II-1, II-2, II-6, II-7, II-12 and II-13.
15. The mixture according to claim 4, a dye of structure (III) is present and wherein the dye of formula (I) is selected from the list consisting of I-1, I-2, I-3, I-4, I-5, I-6, I-12, I-13, I-17, I-18, I-20 and I-21 and the dye of formula (III) is selected from the list consisting of III-1, III-2, III-4, III-6, III-7 and III-8: ##STR00039## ##STR00040## ##STR00041##
16. The mixture according to claim 15, a dye of structure (III) is present and wherein the dye of formula (I) is selected from the list consisting of I-1, I-2 and I-4 and the dye of formula (III) is selected from the list consisting of III-1, III-2, III-6, III-7 and III-8.
17. The mixture according to claim 4, wherein a dye of structure (III) is present and wherein the dye of formula (II) is selected from the list consisting of II-1, II-2, II-3, II-4, II-5, II-6, II-7, II-8, II-10, II-11, II-12 and II-13 and the dye of formula (III) is selected from the list consisting of III-1, III-2, III-4, III-6, III-7 and III-8 ##STR00042## ##STR00043## ##STR00044##
18. The mixture according to claim 17, wherein a dye of structure (III) is present and wherein the dye of formula (II) is selected from the list consisting of II-1, II-2, II-6, II-7, II-12 and II-13 and the dye of formula (III) is selected from the list consisting of III-1, III-2, III-6, III-7 and III-8.
19. The mixture according to claim 4, wherein a dye of structure (III) is present and wherein the dye of formula (I) is selected from the list consisting of I-1, I-2, I-3, I-4, I-5, I-6, I-12, I-13, I-17, I-18, I-20 and I-21, the dye of structure (II) is selected from the list consisting of II-1, II-2, II-3, II-4, II-5, II-6, II-7, II-8, II-10, II-11, II-12 and II-13 ##STR00045## ##STR00046## ##STR00047## and the dye of structure (III) is selected from the group consisting of III-1, III-2, III-4, III-6, III-7 and III-8 ##STR00048## ##STR00049## ##STR00050##
20. The mixture according to claim 19, wherein a dye of structure (III) is present and wherein the dye of formula (I) is selected from the list consisting of I-1, I-2 and I-4, the dye of structure (II) is selected from the list consisting of II-1, II-2, II-6, II-7, II-12 and II-13 and the dye of structure (III) is selected from the group consisting of III-1, III-2, III-6, III-7 and III-8.
Description
EXAMPLE 1
[0103] 70 parts of an electrolyte-containing dye powder containing the reddish blue azo dye of the formula (I-1), and 30 parts of an electrolyte-containing dye powder containing the greenish navy azo dye of the formula (II-1), were mixed mechanically with one another.
[0104] The resultant dye mixture of the invention provides neutral navy dyeings and prints, on cotton for example, under the dyeing conditions customary for reactive dyes.
EXAMPLE 2
[0105] 50 parts of an electrolyte-containing dye powder containing the reddish blue azo dye of the formula (I-1), 30 parts of an electrolyte-containing dye powder containing the greenish navy azo dye of the formula (II-1), and 20 parts of an electrolyte-containing dye powder containing the blue azo dye of the formula (III-7) were mixed mechanically with one another.
[0106] The resultant dye mixture of the invention provides neutral navy dyeings and prints, on cotton for example, under the dyeing conditions customary for reactive dyes.
EXAMPLE 3
[0107] 50 parts of an electrolyte-containing dye powder containing the reddish blue azo dye of the formula (I-4), 30 parts of an electrolyte-containing dye powder containing the navy azo dye of the formula (II-6), and 20 parts of an electrolyte-containing dye powder containing the blue azo dye of the formula (III-1) were mixed mechanically with one another.
[0108] The resultant dye mixture of the invention provides neutral navy dyeings and prints, on cotton for example, under the dyeing conditions customary for reactive dyes.
TABLE-US-00001 Example No Component I % Component II % Component II % 4 I.1 60 II.1 40 5 I.1 50 II.1 50 6 I.1 50 II.1 30 III.1 20 7 I.1 20 II.1 30 III.1 50 8 I.1 50 II.1 30 III.2 20 9 I.1 50 II.1 30 III.3 20 10 I.1 50 II.1 30 III.4 20 11 I.1 50 II.1 30 III.5 20 12 I.1 50 II.1 30 III.6 20 13 I.2 70 II.2 30 14 I.2 60 II.2 40 15 I.2 50 II.2 50 16 I.2 50 II.2 30 III.1 20 17 I.2 50 II.2 30 III.7 20 18 I.3 70 II.1 30 19 I.3 60 II.1 40 20 I.3 50 II.1 50 21 I.4 70 II.1 30 22 I.4 60 II.1 40 23 I.4 50 II.1 50 24 I.4 50 II.1 30 III.1 20 25 I.4 50 II.1 30 III.7 20 26 I.5 70 II.1 30 27 I.5 60 II.1 40 28 I.5 50 II.1 50 29 I.6 70 II.1 30 30 I.6 60 II.1 40 31 I.6 50 II.1 50 32 I.12 70 II.1 30 33 I.12 60 II.1 40 34 I.12 50 II.1 50 35 I.13 70 II.1 30 36 I.13 60 II.1 40 37 I.13 50 II.1 50 38 I.17 70 II.1 30 39 I.17 60 II.1 40 40 I.17 50 II.1 50 41 I.18 70 II.1 30 42 I.18 60 II.1 40 43 I.18 50 II.1 50 44 I.20 70 II.1 30 45 I.20 60 II.1 40 46 I.20 50 II.1 50 47 I.21 70 II.1 30 48 I.21 60 II.1 40 49 I.21 50 II.1 50 50 I.1 70 II.4 30 51 I.1 60 II.4 40 52 I.1 50 II.4 50 53 I.1 70 II.5 30 54 I.1 60 II.5 40 55 I.1 50 II.5 50 56 I.1 70 II.6 30 57 I.1 60 II.6 40 58 I.1 50 II.6 50 59 I.1 50 II.6 30 III.1 20 60 I.1 50 II.6 30 III.7 20 61 I.1 70 II.8 30 62 I.1 60 II.8 40 63 I.1 50 II.8 50 64 I.1 70 II.10 30 65 I.1 60 II.10 40 66 I.1 50 II.10 50 67 I.1 70 II.11 30 68 I.1 60 II.11 40 69 I.1 50 II.11 50 70 I.1 70 II.12 30 71 I.1 60 II.12 40 72 I.1 50 II.12 50 73 I.1 50 II.12 30 III.1 20 74 I.1 50 II.12 30 III.7 20 75 I.1 70 II.13 30 76 I.1 60 II.13 40 77 I.1 50 II.13 50 78 I.1 50 II.13 30 III.1 20 79 I.1 50 II.13 30 III.7 20 80 I.1 70 II.14 30 81 I.1 60 II.14 40 82 I.1 50 II.14 50 83 I.1 50 II.14 30 III.1 20 84 I.1 50 II.14 30 III.7 20
APPLICATION EXAMPLE 1
[0109] 5 parts of the dye obtained in example 1 and 50 parts of sodium chloride were dissolved in 999 parts of water, and 5 parts of sodium carbonate, 0.7 parts of sodium hydroxide (in the form of a 32.5% strength aqueous solution) and, if necessary, 1 part of a wetting agent are added. This dyebath was entered with 100 g of a woven cotton fabric. The temperature of the dyebath was maintained at 25 C. for 10 minutes to start with, then raised over 30 minutes to the final temperature 60 C. and held at that temperature for a further 60 to 90 minutes. Thereafter the dyed goods were rinsed first for 2 minutes with water and subsequently for 5 minutes with water. The dyed goods were neutralized at 40 C. in 1000 parts of an aqueous solution containing 1 part of 50% strength acetic acid for 10 minutes. This was followed by rinsing with deionized water at 70 C. and then by soaping off at the boil for 15 minutes with a laundry detergent, rinsing again, and drying. This gives a strongly colored navy dyeing having very good fastness properties.