Reactive black dye composition and method for dying fibers using the same

Abstract

A reactive black dye composition is disclosed, which comprises: (A) a reactive blue dye represented by the following formula (I) or a salt thereof; and (B) a reactive red dye or a salt thereof, a reactive yellow dye or a salt thereof, or a combination thereof.

##STR00001##

Herein, R.sub.11, X.sub.1, X.sub.2, X.sub.31, X.sub.41 and n are defined in the specification. In addition, a method for dying fibers using the aforesaid reactive black dye composition is also disclosed.

Claims

1. A reactive black dye composition, comprising the following components: (A) a reactive blue dye represented by the following formula (I) or a salt thereof: ##STR00029## wherein X.sub.1 is OH or NH.sub.2; X.sub.2 is OH or NH.sub.2, and X.sub.1 and X.sub.2 are different; R.sub.11 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00030## X.sub.31 and X.sub.41 are respectively a halogen; and n is 1 or 2; and (B) a reactive red dye or a salt thereof, a reactive yellow dye or a salt thereof, or a combination thereof.

2. The reactive black dye composition of claim 1, wherein X.sub.31 and X.sub.41 are respectively Cl, Br or I.

3. The reactive black dye composition of claim 1, wherein the reactive blue dye is represented by the following formula (I-1): ##STR00031## wherein R.sub.11 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00032##

4. The reactive black dye composition of claim 3, wherein the reactive blue dye is a compound represented by anyone of the following formulas (I-2) to (I-4): ##STR00033##

5. The reactive black dye composition of claim 1, wherein the reactive red dye is represented by the following formula (II): ##STR00034## wherein R.sub.12 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00035## X.sub.32 and X.sub.42 are respectively a halogen; and D.sub.1 is a red chromophore.

6. The reactive black dye composition of claim 5, wherein X.sub.32 and X.sub.42 are respectively Cl, Br or I.

7. The reactive black dye composition of claim 5, wherein the reactive red dye is represented by the following formula (II-1): ##STR00036## wherein R.sub.12 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00037## X.sub.32 and X.sub.42 are respectively a halogen; and m is 1 or 2.

8. The reactive black dye composition of claim 5, wherein the reactive red dye is represented by the following formula (II-2): ##STR00038## wherein R.sub.12 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00039##

9. The reactive black dye composition of claim 8, wherein the reactive red dye is a compound represented by anyone of the following formulas (II-3) to (II-6): ##STR00040##

10. The reactive black dye composition of claim 1, wherein the reactive yellow dye is represented by the following formula (III): ##STR00041## wherein R.sub.13 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00042## X.sub.33 and X.sub.43 are respectively a halogen; and D.sub.2 is a yellow chromophore.

11. The reactive black dye composition of claim 10, wherein X.sub.33 and X.sub.43 are respectively Cl, Br or I.

12. The reactive black dye composition of claim 10, wherein the reactive yellow dye is represented by the following formula (III-1): ##STR00043## wherein R.sub.13 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00044## X.sub.33 and X.sub.43 are respectively a halogen; R.sub.2 is CONH.sub.2 or COCH.sub.3; and p is 1, 2 or 3.

13. The reactive black dye composition of claim 12, wherein the reactive yellow dye is represented by the following formula (III-2): ##STR00045## wherein R.sub.13 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00046## X.sub.33 and X.sub.43 are respectively a halogen; and p is 1, 2 or 3.

14. The reactive black dye composition of claim 13, wherein the reactive yellow dye is represented by the following formula (III-3): ##STR00047## wherein R.sub.13 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00048## and X.sub.33 and X.sub.43 are respectively a halogen.

15. The reactive black dye composition of claim 14, wherein the reactive yellow dye is represented by the following formula (III-4): ##STR00049## wherein R.sub.13 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00050##

16. The reactive black dye composition of claim 15, wherein he reactive yellow dye is represented by the following formulas (III-5) or (III-6): ##STR00051##

17. The reactive black dye composition of claim 1, wherein the component (B) comprises the reactive red dye or a salt thereof, and the reactive yellow dye or a salt.

18. The reactive black dye composition of claim 17, wherein a content of the reactive blue dye is between 40 parts by weight and 90 parts by weight, a content of the reactive red dye is between 5 parts by weight and 30 parts by weight, and a content of the reactive yellow dye is between 5 parts by weight and 50 parts by weight.

19. A method for dying fibers, comprising: dying fibers with a reactive black dye composition by digital printing, wherein the reactive black dye composition comprises the following components: (A) a reactive blue dye represented by the following formula (I) or a salt thereof: ##STR00052## wherein X.sub.1 is OH or NH.sub.2; X.sub.2 is OH or NH.sub.2, and X.sub.1 and X.sub.2 are different; R.sub.11 is H, C.sub.2H.sub.4SO.sub.3H, CH.sub.4OC.sub.2H.sub.4OH or ##STR00053## X.sub.31 and X.sub.41 are respectively a halogen; and n is 1 or 2; and (B) a reactive red dye or a salt thereof, a reactive yellow dye or a salt thereof, or a combination thereof.

20. A method for dying fibers, comprising: dying fibers with a reactive black dye composition by textile printing, wherein the reactive black dye composition comprises the following components: (A) a reactive blue dye represented by the following formula (1) or a salt thereof: ##STR00054## wherein X.sub.1 is OH or NH.sub.2; X.sub.2 is OH or NH.sub.2, and X.sub.1 and X.sub.2 are different; R.sub.11 is H, C.sub.2H.sub.4SO.sub.3H, C.sub.2H.sub.4OC.sub.2H.sub.4OH or ##STR00055## X.sub.31 and X.sub.41 are respectively a halogen; and n is 1 or 2; and (B) a reactive red dye or a salt thereof, a reactive yellow dye or a salt thereof, or a combination thereof.

Description

DETAILED DESCRIPTION OF EMBODIMENT

[0042] The following embodiments when read with the accompanying drawings are made to clearly exhibit the above-mentioned and other technical contents, features and/or effects of the present disclosure. Through the exposition by means of the specific embodiments, people would further understand the technical means and effects the present disclosure adopts to achieve the above-indicated objectives. Moreover, as the contents disclosed herein should be readily understood and can be implemented by a person skilled in the art, all equivalent changes or modifications which do not depart from the concept of the present disclosure should be encompassed by the appended claims.

[0043] Unless specified otherwise, singular words a and the used in the present specification and claims include one or plural objects.

[0044] Unless specified otherwise, term or used in the present specification and claims include meaning of and/or.

[0045] The present disclosure is explained by the following embodiments, which are not used to limit the scope of the present disclosure. Unless specified otherwise, in the following preparation examples, examples and comparative examples, the unit of the temperature is Celsius ( C.), parts and % used herein are respectively referred to parts by weight and weight percentage. The relation between parts by weight and volumes by weight is similar to that between kilogram (kg) and liter (L).

PREPARATION EXAMPLE 1

Preparation of the Reactive Blue Dye of the Formula (I-2)

[0046] 9.8 parts by weight of 2,4-diaminobenzenesulfonic acid was added into 80 parts by weight of water, and 45 wt % of alkali solution was added therein to dissolve the compounds. The obtained solution was maned A solution. In addition, 9.8 parts by weight of cyanuric chloride was dispersed in iced water by stirring. The A solution was added into the disparsion solution dropwise, sodium carbonate was used to adjust the pH of the mixing solution between 6 and 6.5, and the mixing solution was kept stirring until the condensation reaction was completed. Then, 3.7 parts by weight of NaNO.sub.2 was added therein and stirred, followed by adding 12 parts by weight of HCl aqueous solution (32 wt %). The mixing solution was kept stirring at 10 C. or less until the diazotization reaction was completed. The obtained solution was named B solution.

[0047] On the other hand, 13.9 parts by weight of aniline-2,5-disulfonic acid was added into 40 parts by weight of water, and 45 wt % of alkali solution was added therein to dissolve the compounds. Then, 3.9 parts by weight of NaNO.sub.2 was added therein and stirred, and the obtained solution was added to 15 parts by weight of iced HCl aqueous solution (32 wt %) dropwise. The mixing solution was kept stirring at 10 C. or less until the diazotization reaction was completed. Then, 15.95 parts by weight of an aqueous solution of H acid (1-amino-8-naphthol-3,6-disulfonic acid) was added into the above mixing solution obtained after the diazotization reaction to perform a coupling reaction. The solution obtained after the coupling reaction was added into the B solution, and 15 wt % of alkali aqueous solution was added therein to adjust the pH of the obtained solution to 6 or more. The obtained solution was kept stirring at 15 C. or less until the reaction was completed. Then, 9.4 parts by weight of 2,4-diaminobenzenesulfonic acid powders was added therein, and 15 wt % of alkali aqueous solution was added therein to adjust the pH of the obtained solution to 6 or more. The obtained solution was kept stirring until the condensation reaction was completed. After the obtained solution was cooled down, 9.7 parts by weight of cyanuric chloride was added therein, and 15 wt % of alkali aqueous solution was added therein to adjust the pH of the obtained solution to 6 or more. The obtained solution was kept stirring until the condensation reaction was completed, and a product (a) is obtained. Then, 7 parts by weight of ammonia was added therein, and the temperature of the solution was increased to 35 C. or more. 45 wt % of alkali solution was used to control the pH of the solution, and the solution was kept stirring to obtain the product of the formula (I-2).

##STR00020##

PREPARATION EXAMPLE 2

Preparation of the Reactive Red Dye of the Formula (II-3)

[0048] 15.2 parts by weight of 2-naphthylamine-1,5-disulfonic acid was added into 150 parts by weight of iced water, followed by adding 14 parts by weight of HCl aqueous solution (32 wt %) and stirring. Then, an aqueous solution containing 3.5 parts by weight of NaNO.sub.2 was added into the mixing solution, and the obtained solution was kept stirring at 0 C. to 5 C. until the diazotization reaction was completed. The obtained solution was named diazotization solution.

[0049] 15.95 parts by weigh of 1-naphthol-8-amino-3,6-disulfonic acid was added into 40 parts by weight of water, and 45 wt % of alkali solution was added therein to dissolve the compounds. The obtained solution was named C solution. 9.8 parts by weight of cyanuric chloride was dispersed in iced water by stirring. The C solution was added into the disparsion solution dropwise, sodium carbonate aqueous solution (15 wt %) was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed. The above diazotization solution was added into the mixing solution obtained after the condensation solution, and an alkali solution was used to adjust the pH of the mixing solution to 6 or more. Next, 9.4 parts by weight of 2,4-diaminobenzenesulfonic acid powders were added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed. After the mixing solution was cooled down, 9.7 parts by weight of cyanuric chloride was added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed and a produce (b) was obtained. Then, 8.7 parts by weight of m-aminobenzenesulfonic acid was added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring to obtain the product of the formula (II-3).

##STR00021##

PREPARATION EXAMPLE 3

Preparation of the Reactive Yellow Dye of the Formula (III-5)

[0050] 19.15 parts by weight of 2-naphthylamine-3,6,8-trisulfonic acid was uniformly dispersed in 75 parts by weight of iced water, and 45% of an alkali solution was used to dissolve the compound. Then 3.55 parts by weight of NaNO.sub.2 was was added therein, and the obtained solution was added into 13 parts by weight of iced HCl aqueous solution (32 wt %). The mixing solution was stirred at 8 C. to 15 C. until the diazotization reaction was completed. Next, the obtained solution was added into a solution containing 7.6 parts by weight of 1-(3-aminophenyl)urea, and 15 wt % of sodium carbonate aqueous solution was used to keep the pH of the mixing solution between 4.5 and 5.5. The mixing solution was stirred at 20 C. or less until the coupling reaction was completed. Ice was added to cool down the mixing solution. 9.7 parts by weight of cyanuric chloride was added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 4.5 or more. After the reaction was completed and the mixing solution was filtered, 9.4 parts by weight of 2,4-diaminobenzenesulfonic acid powders was added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the obtained solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed. After the mixing solution was cooled down, 9.7 parts by weight of cyanuric chloride was added therein, and 15 wt % of alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed, and a product (c) was obtained. Then, 8.7 parts by weight of m-aminobenzenesulfonic acid was added therein, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring and the product of the formula (III-5) can be obtained.

##STR00022##

PREPARATION EXAMPLE 4

Preparation of the Reactive Blue Dye of the Formula (I-3)

[0051] 8.7 parts by weight of m-aminobenzenesulfonic acid was added into the product (a) of Preparation example 1, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring to obtain the product of the formula (I-3).

##STR00023##

PREPARATION EXAMPLE 5

Preparation of the Reactive Blue Dye of the Formula (I-4)

[0052] 5.8 parts by weight of 2-(2-aminoethoxy)ethanol was added into the product (a) of Preparation example 1, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 8 or more. The mixing solution was kept stirring to obtain the product of the formula (I-4).

##STR00024##

PREPARATION EXAMPLE 6

Preparation of the Reactive Red Dye of the Formula (II-4)

[0053] 5.8 parts by weight of 2-(2-aminoethoxy)ethanol was added into the product (b) of Preparation example 2, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring to obtain the product of the formula (II-4).

##STR00025##

PREPARATION EXAMPLE 7

Preparation of the Reactive Yellow Dye of the Formula (III-6)

[0054] 5.8 parts by weight of 2-(2-aminoethoxy)ethanol was added into the product (c) of Preparation example 3, and 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring to obtain the product of the formula (III-6).

##STR00026##

PREPARATION EXAMPLE 8

Preparation of the Reactive Red Dye of the Formula (II-5)

[0055] 11 parts by weight of ammonia was added into the product (b) of Preparation example 2, followed by heating to 35 C. or more. 45 w % of an alkali solution as used to control the pH of the mixing solution. The mixing solution was kept stirring to obtain the product of the formula (II-5).

##STR00027##

PREPARATION EXAMPLE 9

Preparation of the Reactive Red Dye of the Formula (II-6)

[0056] 15.2 parts by weight of 2-naphthylamine-1,5-disulfonic acid was dispersed in 150 parts by weight of iced water, followed by adding 14 parts by weight of HCl aqueous solution (32 wt %) and stirring. Then, 3.5 parts by weight of NaNO.sub.2 aqueous solution was added therein, and the mixing solution was kept stirring at 0 C. to 5 C. until the diazotization reaction was completed.

[0057] 15.95 parts by weight of 1-naphthol-8-amino-3,6-disulfonic acid was added into 40 parts by weight of water, and 45 wt % of alkali solution was added therein to dissolve the compounds. The obtained solution was maned C solution. In addition, 9.8 parts by weight of cyanuric chloride was dispersed in iced water by stirring. The C solution was added into the disparsion solution dropwise, 15 wt % of an alkali aqueous solution was used to adjust the pH of the mixing solution to 6 or more. The mixing solution was kept stirring until the condensation reaction was completed. The above product obtained after the diazotization reaction was added into the mixing solution obtained after the condensation solution. The mixing solution was kept stirring until the condensation reaction was completed, and an alkali was used to adjust the pH of the mixing solution to 6 or more. The obtained mixing solution was named D solution. Next, 13.8 parts by weight of cyanuric chloride was dispersed in iced water by stirring, followed by adding 7 parts by weight of ammonia (24 wt %). 45 wt % of an alkali solution was used to adjust the pH of the mixing solution to 9 or more. The mixing solution was kept stirring until the condensation reaction was completed to obtain a product (d). Then, 18.8 parts by weight of 2,4-diaminobenzenesulfonic acid powders were added into 150 parts by weight of water, and 15 wt % of an alkali solution was used to adjust the pH of the mixing solution to 6 or more. The obtained solution was named E solution. The product (d) was added into the E solution, followed by heating to 35 C. or more. 15 wt % of an alkali aqueous solution was used to control the pH of the mixing solution to obtain F solution. The F solution was added into the D solution, and 15 wt % of an alkali aqueous solution was used to control the pH of the mixing solution to natural. The mixing solution was heated to 50 C. and kept stirring to obtain the product of the formula (II-6).

##STR00028##

EXAMPLE 1

[0058] 75 parts by weight of the reactive blue dye of the formula (I-2), 17 parts by weight of a reactive brown dye 11 and 8 parts by weight of a reactive orange dye 12 was mixed well to obtain a dye composition.

EXAMPLE 2

[0059] 71 parts by weight of the reactive blue dye of the formula (I-2), 15 parts by weight of the reactive red dye of the formula (II-3) and 14 parts by weight of the reactive orange dye 12 was mixed well to obtain a dye composition.

EXAMPLE 3

[0060] 67 parts by weight of the reactive blue dye of the formula (I-2), 17 parts by weight of the reactive red dye of the formula (II-3), 1 parts by weight of a reactive brown dye 11 and 15 parts by weight of a reactive orange dye 12 was mixed well to obtain a dye composition.

EXAMPLE 4

[0061] 65 parts by weight of the reactive blue dye of the formula (I-2), 14 parts by weight of the reactive red dye of the formula (II-3) and 21 parts by weight of the reactive yellow dye of the formula (III-5) was mixed well to obtain a dye composition.

EXAMPLE 5

[0062] 65 parts by weight of the reactive blue dye of the formula (I-3), 15 parts by weight of the reactive red dye of the formula (II-3) and 20 parts by weight of the reactive yellow dye of the formula (III-6) was mixed well to obtain a dye composition.

EXAMPLE 6

[0063] 62.5 parts by weight of the reactive blue dye of the formula (I-2), 12.5 parts by weight of the reactive red dye of the formula (II-5) and 25 parts by weight of the reactive yellow dye of the formula (III-6) was mixed well to obtain a dye composition.

EXAMPLE 7

[0064] 63.5 parts by weight of the reactive blue dye of the formula (I-2), 13.5 parts by weight of the reactive red dye of the formula (II-6) and 23 parts by weight of the reactive yellow dye of the formula (III-6) was mixed well to obtain a dye composition.

COMPARATIVE EXAMPLE 1

[0065] Commercial available reactive black dye P-GR was used.

COMPARATIVE EXAMPLE 2

[0066] 63 parts by weight of reactive blue dye 171, 11 parts by weight of reactive red dye 141 and 26 parts by weight of reactive yellow dye 84 was mixed well to obtain a dye composition.

TABLE-US-00001 TABLE 1 Components in the reactive black dye composition and contents thereof Compar- Evercion Black P-GR ative example 1 Compar- C.I. Reactive Blue 171 (63%) + C.I. Reactive Red 141 ative (11%) + C.I. Reactive Yellow 84 (26%) example 2 Example 1 Reactive blue dye of the formula (I-2) (75%) + C.I. Reactive Brown 11 (17%) + C.I. Reactive Orange 12 (8%) Example 2 Reactive blue dye of the formula (I-2) (71%) + Reactive red dye of the formula (II-3) (15%) + C.I. Reactive Orange 12 (14%) Example 3 Reactive blue dye of the formula (I-2) (67%) + Reactive red dye of the formula (II-3) (17%) + C.I. Reactive Brown 11 (1%) + C.I. Reactive Orange 12 (15%) Example 4 Reactive blue dye of the formula (I-2) (65%) + Reactive red dye of the formula (II-3) (14%) + Reactive yellow dye of the formula (III-5) (21%) Example 5 Reactive blue dye of the formula (I-3) (65%) + Reactive red dye of the formula (II-3) (15%) + Reactive yellow dye of the formula (III-6) (20%) Example 6 Reactive blue dye of the formula (I-2) (62.5%) + Reactive red dye of the formula (II-5) (12.5%) + Reactive yellow dye of the formula (III-6) (25%) Example 7 Reactive blue dye of the formula (I-2) (63.5%) + Reactive red dye of the formula (II-6) (13.5%) + Reactive yellow dye of the formula (III-6) (23%)

TEST EXAMPLE 1

Textile Printing

[0067] The dye paste was prepared according to the textile printing. In brief, 3 parts by weight of the reactive black dye composition shown in Table 1 was added into 50 parts by weight of a thickener, which comprises 2.8 parts by weight of sodium alginate, 38 parts by weight of water, 7 parts by weight of urea and 1.5 parts by weight of NaHCO.sub.3. The obtained dye paste was used to dye cotton fabrics. After a drying process, the dyed cotton fabrics was steamed with saturated steam at 102 C. for 10 min. After washing, soaping, rinsing and drying, the dying strength was examined by DATACOLOR 400.

[0068] The results of the present testing example are listed in the following Table 2.

TABLE-US-00002 TABLE 2 10 g/Kg 30 g/Kg 60 g/Kg Example 4 119.72 106.15 102.7 Comparative example 2 123.14 97.25 85.62

[0069] In addition, cotton fabrics were dyed through a pad dying process. After steaming, a fixed amount (500 ml) of water was used to wash the dyed cotton fabrics, and the waste water before and after the washing process was compared. The results are listed in the following Table 3.

Fixing rate(%)=(ABS value before washingABS value after washing)/ABS value before wasing100%

TABLE-US-00003 TABLE 3 100 g/L Comparative example 1 Example 4 ABS value before washing 0.4240 0.4840 ABS value after washing 0.1280 0.0470 Fixing rate 70% 90%

[0070] The results indicate that the color of the waste water obtained by washing the cotton fabrics dyed with the reactive black dye composition of Example 4 is much lighter than the color of the waste water obtained by washing the cotton fabrics dyed with the reactive black dye composition of Comparative example 1. In addition, according to the results shown in Table 3, the fixing rate of the reactive black dye composition of Example 4 is much better than the fixing rate of the reactive black dye composition of Comparative example 1.

TEST EXAMPLE 2

Digital Printing

[0071] Herein, a printer Epson XP-202 was used to perform the digital printing test. The method used herein is briefly illustrated as follows. A dye solution was prepared according to the following Table 4 and printed onto cotton fabrics. After drying for 10 min and then steaming for 10 min, the cotton fabrics were placed in 500 g of water and heated to boil to perform a washing process for 10 min. Then, the dye concentration in the waste water (b) was measured. The fixing rate was calculated by the following equations.

Dye concentration used in the printing process(a)dye concentration in the waste water=dye concentration on the cotton fabrics(a-b)

Fixing rate(%)=dye concentration on the cotton fabrics(a-b)/dye concentration used in the printing process(a)100%

TABLE-US-00004 TABLE 4 Comparative example 1 Example 2 Example 3 Example 4 Black dye 20% 17% 17% 17% composition EG 10% 10% 10% 10% S-465 1.5% 1.5% 1.5% 1.5% Buffer 1% 1% 1% 1% solution Antibiotics 0.5% 0.5% 0.5% 0.5% Water 67% 70% 70% 74% ABS value 360/609 nm 357/612 nm 357/612 nm 360/611 nm

[0072] After the digital printing process, a fixed amount (500 ml) of water was used to wash the dyed cotton fabrics, and the waste water before and after the washing process was compared. The results are listed in the following Table 5.

Fixing rate(%)=(ABS value before washingABS value after washing)/ABS value before washing100%

TABLE-US-00005 TABLE 5 Comparative example 1 Example 2 Example 3 Example 4 ABS value 1.6/609 nm 1.568/612 nm 1.616/612 nm 1.882/612 nm before washing ABS value 0.606/603 nm 0.196/589 nm 0.216/585 nm 0.267/592 nm after washing Fixing rate 61.11% 87.5% 86.63% 90.19%

[0073] According to the results shown above, when the cotton fabrics were dyed through either the pad printing process or the digital printing process, after the washing process with the fixed amount of water, the dye contained in the waste water when the black dye composition containing two MCT reactive groups is used is much less than the dye contained in the waste water when the dye composition of Comparative example 1 is used. The fixing rate of the traditional P-type Black P-GR (Comparative example 1) is only about 61%, and the fixing rate of the reactive black dye composition of the present disclosure can be increased to 85% or more. in particular, the fixing rate of the reactive black dye composition of Example 4 can be increased to 90% or more. The reactive black dye composition of the present disclosure has high fixing rate, and the problem of the waste water generated by the dying process can be relieved. Hence, for the environmental protection issue, the usage rate of the dye can be improved when using the reactive black dye composition of the present disclosure, and therefore the chemical oxygen demand (COD) of the waste water can be reduced.

[0074] Although the present disclosure has been explained in relation to its embodiment, it is to be understood that many other possible modifications and variations can be made without departing from the spirit and scope of the disclosure as hereinafter claimed.