CN111548648A

CN111548648A - Reactive black dye composition, application thereof and printing ink

Info

Publication number: CN111548648A
Application number: CN202010337283.4A
Authority: CN
Inventors: 易元龙; 梁日军; 姚静涛; 郝继尧; 吴骥腾; 李德仲
Original assignee: Shenzhen Inkbank Digital Consumable Co ltd
Current assignee: Shenzhen Inkbank Digital Consumable Co ltd
Priority date: 2020-04-26
Filing date: 2020-04-26
Publication date: 2020-08-18

Abstract

The invention discloses a reactive black dye composition, and application and printing ink thereof, wherein the reactive black dye composition comprises the following components in parts by weight: 40-90 parts of reactive black dye, 5-50 parts of reactive brown dye, 1-30 parts of reactive yellow dye and 1-30 parts of reactive red dye; or, the dye composition comprises 40-90 parts of active black dye, 5-50 parts of active orange dye and 1-30 parts of active yellow dye. The reactive black dye composition can be suitable for preparing ink-jet textile printing and dyeing ink, and the formed ink has good color rendering property and light resistance, is suitable for printing and dyeing of different fabrics, and has good printing and dyeing consistency.

Description

Reactive black dye composition, application thereof and printing ink

Technical Field

The invention relates to a dye composition, in particular to a reactive black dye composition, application thereof and ink.

Background

Inkjet printing is a method of forming an image directly on a recording medium such as fabric by an inkjet method, and is not required to be formed into a plate, and is applied to an industrial field in a simple process. There are many types of coloring materials contained in inks used in ink jet printing, including acid dyes, disperse dyes, reactive dyes, and the like, and reactive dyes are generally used for forming images on fabrics mainly composed of cellulose.

The active black dye for digital ink-jet textile printing and dyeing generally adopts active black 5, but because the active black 5 is vinyl sulfone type active dye, acid can be generated in the process of changing sulfate ethyl sulfone (SES body) into vinyl sulfone (VS body) in the preservation process, as shown in formula (1), the problem of low pH stability exists, the pH needs to be maintained in the range of 3-5.5, a spray head is easy to corrode, and the safety of the spray head cannot be ensured.

D-SO₂-CH₂CH₂-O-SO₃M (SES body) → D-SO₂CH＝CH₂(VS body) + HO-SO₃M (1)

Further, in the ink jet textile printing process, a dye ink set having four colors of YMCK (yellow, magenta, cyan, and black) is also often used, however, when such an ink set is used in the ink jet textile printing method, the hue range obtained by the screen textile printing method cannot be completely reproduced in some cases, and therefore, it is necessary to expand the color reproduction range of a printed matter in the ink jet textile printing process. Further, as a result of conducting a long-term outdoor exposure experiment on a printed matter of an ink obtained by mixing a plurality of conventional color dyes, and examining changes in color development, color tone, and the like, it has been found that a specific color tone generated by mixing a plurality of color inks such as YMCK and the like is likely to change in color tone with the lapse of time, and one of the reasons for this is that the light resistance of each dye contained in the plurality of color inks differs.

Therefore, in ink jet textile printing, by combining a plurality of dyes to expand the color gamut, if dyes of a plurality of colors are simply mixed without considering compatibility between the dyes, it is difficult to obtain a dye composition that satisfies characteristics such as hue, pH stability, light resistance, and the like and can be used for ink jet textile printing ink.

Disclosure of Invention

The present invention is directed to solving at least one of the problems of the prior art. Therefore, the invention provides a reactive black dye composition, application thereof and ink.

The technical scheme adopted by the invention is as follows:

in a first aspect of the present invention, a reactive black dye composition is provided, which comprises the following components in parts by weight: 40-90 parts of reactive black dye, 5-50 parts of reactive brown dye, 1-30 parts of reactive yellow dye and 1-30 parts of reactive red dye;

or the active black dye composition comprises the following components in parts by weight: 40-90 parts of reactive black dye, 5-50 parts of reactive orange dye and 1-30 parts of reactive yellow dye.

The reactive black dye may be the reactive black dye itself, a lithium salt of the reactive black dye, or a sodium salt of the reactive black dye. According to some embodiments of the invention, the reactive black dye is selected from at least one of c.i. reactive black 39 and salts thereof. The maximum absorption wavelength of c.i. reactive black 39 was 610 nm. Specifically, at least one of the following substances (I) to (III) can be used:

c.i. reactive black 39, CAS: 68259-02-9, the structural formula is as follows:

2, 7-naphthalenedisulfonic acid, 4-amino-6-5- (4-amino-6-chloro-1, 3, 5-triazin-2-yl) amino-2-sulfophenylazo-3- (2, 5-disulfophenyl) azo-5-hydroxylithium sodium salt, CAS: 155522-15-9, the structural formula is as follows:

the reactive brown dye may be the reactive brown dye itself, a lithium salt of the reactive brown dye or a sodium salt of the reactive brown dye. According to some embodiments of the invention, the reactive brown dye is selected from at least one of c.i. reactive brown 11 and salts thereof. For example, at least one of the following substances (IV) to (V) may be used:

the reactive yellow dye may be the reactive yellow dye itself, a lithium salt of the reactive yellow dye, or a sodium salt of the reactive yellow dye. According to some embodiments of the invention, the reactive yellow dye is selected from at least one of c.i. reactive yellow 95, c.i. reactive yellow 2 and salts thereof. The maximum absorption wavelength of c.i. reactive yellow 95 was 420nm, and the maximum absorption wavelength of c.i. reactive yellow 2 was 404 nm. Specifically, those represented by the following formulae (VI) to (VII) can be used:

the reactive red dye may be the reactive red dye itself, a lithium salt of the reactive red dye, or a sodium salt of the reactive red dye. According to some embodiments of the invention, the reactive red dye is selected from c.i. reactive red 24: 1. c.i. reactive red 3: 1. c.i. reactive red 218 and at least one of salts thereof. C.i. reactive red 24: 1, maximum absorption wavelength of 534nm, c.i. reactive red 3: the maximum absorption wavelength of 1 is 534nm, and the maximum absorption wavelength of c.i. reactive red 218 is 547 nm. Specifically, those represented by the following formulae (VIII) to (X) can be used:

the reactive orange dye may be the reactive orange dye itself, a lithium salt of the reactive orange dye or a sodium salt of the reactive orange dye. According to some embodiments of the invention, the reactive orange dye is selected from at least one of c.i. reactive orange 13 and salts thereof. The maximum absorption wavelength of c.i. reactive orange 13 is 488 nm. As the reactive orange dye, specifically, a compound represented by the following formula (XI):

in a second aspect of the present invention, there is provided a use of any one of the reactive black dye compositions provided in the first aspect of the present invention in textile printing and dyeing. The active black dye composition can be used for digital ink-jet textile printing and dyeing or traditional printing and dyeing, and is preferably used for digital ink-jet textile printing and dyeing.

In a third aspect of the present invention, an ink is provided, wherein the raw material of the ink comprises any one of the reactive black dye compositions provided by the first aspect of the present invention. The pH value of the ink is generally 6-8.5.

According to some embodiments of the invention, the ink comprises the following raw materials in parts by weight: 10-20 parts of active black dye composition, 18-24 parts of water-soluble solvent, 1-5 parts of water inducer, 0.1-0.5 part of pH regulator and 0.5-1.5 part of preservative.

The embodiment of the invention has the beneficial effects that:

the embodiment of the invention provides a reactive black dye composition, which can be used for preparing ink-jet textile printing and dyeing ink by combining specific reactive dyes with multiple colors, wherein the pH of the formed ink is between 6 and 8.5, the pH range is good and stable, the color development of a printed matter formed by textile printing and dyeing is good, no matter whether the printed cloth is fiber cotton, fiber viscose, local amide silk or wool, the color tone change caused by different production batches of the cloth is small, the consistency of cloth printing and dyeing is good, the color specified in the design can be well reproduced, and the corrosion of a recording head of an ink-jet recording device can be prevented. In addition, the active black dye composition has high light resistance, and printed matters with good light resistance can be obtained by textile printing and dyeing.

Detailed Description

The concept and technical effects of the present invention will be clearly and completely described below in conjunction with the embodiments to fully understand the objects, features and effects of the present invention. It is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments, and those skilled in the art can obtain other embodiments without inventive effort based on the embodiments of the present invention, and all embodiments are within the protection scope of the present invention.

Example 1

Taking 55 parts of C.I. reactive black 39 dye, 38 parts of C.I. reactive brown 11 dye, 4.5 parts of C.I. reactive yellow 95 dye and 24 parts of C.I. reactive red: 1, 2.5 parts of dye, and uniformly mixing to obtain the active black dye composition.

Example 2

60 parts of C.I. reactive black 39 dye, 35 parts of C.I. reactive brown 11 dye, 3.5 parts of C.I. reactive yellow 2 dye and 1.5 parts of C.I. reactive red 218 dye are uniformly mixed to prepare the reactive black dye composition.

Example 3

Taking 50 parts of C.I. reactive black 39 dye, 41 parts of C.I. reactive brown 11 dye, 5.5 parts of C.I. reactive yellow 2 dye and 3 parts of C.I. reactive red: 1, 3.5 parts of dye, and uniformly mixing to obtain the active black dye composition.

Example 4

Taking 45 parts of C.I. reactive black 39 dye, 44 parts of C.I. reactive brown 11 dye, 6.5 parts of C.I. reactive yellow 2 dye and 3 parts of C.I. reactive red: 1, 4.5 parts of dye, and uniformly mixing to obtain the active black dye composition.

Example 5

And uniformly mixing 75 parts of C.I. reactive black 39 dye, 21 parts of C.I. reactive orange 13 dye and 4 parts of C.I. reactive yellow 95 dye to prepare the reactive black dye composition.

Example 6

And uniformly mixing 80 parts of C.I. reactive black 39 dye, 18 parts of C.I. reactive orange 13 dye and 2 parts of C.I. reactive yellow 2 dye to prepare the reactive black dye composition.

Example 7

And uniformly mixing 70 parts of C.I. reactive black 39 dye, 24 parts of C.I. reactive orange 13 dye and 6 parts of C.I. reactive yellow 95 dye to prepare the reactive black dye composition.

Comparative example 1

This comparative example is commercial product c.i. reactive black 5.

Comparative example 2

51 parts of C.I. reactive black 39 dye, 26 parts of C.I. reactive brown 11 dye, 7.4 parts of C.I. reactive yellow 95 dye, 14 parts of C.I. reactive orange 12 dye and 1.6 parts of C.I. reactive orange 13 dye are uniformly mixed to prepare the dye composition.

Comparative example 3

And uniformly mixing 52 parts of C.I. reactive black 39 dye, 30 parts of C.I. reactive brown 11 dye, 18 parts of C.I. reactive orange 12 dye and 1.6 parts of C.I. reactive orange 13 dye to prepare the dye composition.

Comparative example 4

Taking 67 parts of C.I. reactive black 39 dye, 13 parts of C.I. reactive orange 12 dye and 20 parts of C.I. reactive orange 13 dye to prepare the dye composition.

Jet printing test

The test was jet printed with the printer Epson R1390. The test was performed in the following manner: the inks were prepared by taking the materials according to the ink ratios in Table 1, mixing and stirring, and then filtering with a membrane filter (pore size 1 μm). And then the storage stability, dyeing and printing color development, dyeing and printing tone consistency and light fastness of the prepared ink are detected and evaluated. The specific detection method comprises the following steps:

1. evaluation of storage stability

The ink thus prepared was filled in a sample bottle, left at 60 ℃ for 7 days, and the pH before (immediately after preparation) and after the left standing was measured and evaluated according to the following criteria, and the results are shown in table 1. In the following standards, a and B are allowable ranges.

A: the pH variation is less than 1;

b: the pH variation is 1 or more and less than 2;

c: the pH change amount is 2 or more.

2. Evaluation of color rendering

Respectively spray-printing the prepared ink on cotton cloth, drying for 10 minutes, and steaming for 10 minutes; the ink-printed fabric was then steamed at 102 ℃ for 10 minutes, then washed with an aqueous solution containing 0.2% of a surfactant Surfynol 465 at 90 ℃ for 10 minutes, and dried to obtain an evaluation sample.

The values of L, a, b of the printed images were measured using a spectral density meter (trade name "Spectrolino", manufactured by X-RITE corporation), the color developability (C) of each sample was calculated based on the following formula (2), and the maximum value (C max) of each fabric was evaluated based on the following evaluation criteria.

C*＝[(a*)²+(b*)²]^1/2(2)

A: c max is 60 or more;

b: c max is between 55 and 60;

c: c max is between 50 and 55.

3. Evaluation of hue difference

The evaluation samples obtained in the above "evaluation of color developability" were measured by the same spectral densitometer (trade name "Spectrolino", manufactured by X-RITE), and the hue difference was judged according to the following criteria.

A: Δ E is less than 3;

b: Δ E is 3 or more and less than 5;

c: Δ E is 5 or more.

4. Evaluation of light resistance

The evaluation sample was exposed to light using a xenon light resistance tester at 23 ℃ under conditions of relative humidity 50% r.h and illumination of 75000 lux for 10 days. The hue difference (Δ E) at the initial stage and day 10 was calculated in the same manner as in "hue difference evaluation", and the light fastness was evaluated based on the following criteria.

A: Δ E is less than 10;

b: Δ E is greater than 10 and less than 12.5;

c: Δ E is 12.5 or more.

5. Gamut Range evaluation

5.1 ink set

The preparation method of the ink K1-K1-4 is adopted to respectively prepare the ink Y1, the ink M1 and the ink C1, and the mixture ratio of the raw materials of the ink Y1, the ink M1 and the ink C1 is as follows:

ink Y1: 10% of C.I active yellow 95(RY95), 20% of water-soluble solvent, 3% of moisture inducer, 0.2% of surfactant, 0.3% of pH regulator, 1% of preservative and the balance of water.

Ink M1: 13% c.i active red 24: 1(RR 24: 1), 20% of water-soluble solvent, 3% of moisture inducer, 0.2% of surfactant, 0.3% of pH regulator, 1% of preservative and the balance of water.

Ink C1: 10% of C.I active blue 72(RB72), 20% of water-soluble solvent, 3% of moisture inducer, 0.2% of surfactant, 0.3% of pH regulator, 1% of preservative and the balance of water.

The specific types of the raw material water-soluble solvents, moisture inducers, surfactants, pH adjusters, and preservatives used in ink Y1, ink M1, and ink C1 are the same as those in inks K1 to K1-4.

5.2 calculating the gamut Range

Ink Y1, ink M1 and ink C1 were filled in Epson R1390 of a printer, respectively, and inks K1, K2, K3, K4, K5, K6, K7, K1-1, K1-2, K1-3 and K1-4 in Table 1 were changed in BK, and the ink was applied to cloth 1 (100% cotton; weight per unit area 130 g/M)²) The color gamut ranges of the samples evaluated under the same conditions as in the "hue difference evaluation" described above were measured, and color gamut ranges in which all of the L value, a value, and b value specified by CIE were 1 were used as 1, and color gamut ranges of the ink sets (Y1, M1, C1, K1), (Y1, M1, C1, K2), (Y1, M1, C1, K3), (Y3, M3, C3, K3), (Y3, Y3. The gamut range of each ink set (Y1, M1, C1, K1) was calculated for 100% of the gamut range, and the gamut range was evaluated according to the following criteria.

A: the color gamut range exceeds 100%;

b: the gamut range exceeds 90% and does not exceed 100%;

c: the color gamut is less than 90%.

The performance of each ink was evaluated by the above-described evaluation method, and the results are shown in table 1. As is clear from the evaluation results shown in Table 1, the inks obtained from the reactive black dye compositions of examples 1 to 7 had a pH of 6 to 8.5, and were storage-stable, and exhibited good color development of prints, good fabric uniformity, good light fastness, and a wide color gamut.

TABLE 1

Claims

1. The active black dye composition is characterized by comprising the following components in parts by weight: 40-90 parts of reactive black dye, 5-50 parts of reactive brown dye, 1-30 parts of reactive yellow dye and 1-30 parts of reactive red dye;

or, the composition comprises the following components in parts by weight: 40-90 parts of reactive black dye, 5-50 parts of reactive orange dye and 1-30 parts of reactive yellow dye.

2. The reactive black dye composition according to claim 1, wherein the reactive black dye is at least one selected from the group consisting of c.i. reactive black 39 and salts thereof.

3. The reactive black dye composition according to claim 1, wherein the reactive brown dye is at least one selected from the group consisting of c.i. reactive brown 11 and salts thereof.

4. The reactive black dye composition according to claim 1, wherein the reactive yellow dye is at least one selected from the group consisting of c.i. reactive yellow 95, c.i. reactive yellow 2 and salts thereof.

5. The reactive black dye composition according to claim 1, wherein the reactive red dye is selected from the group consisting of c.i. reactive red 24: 1. c.i. reactive red 3: 1. c.i. reactive red 218 and at least one of salts thereof.

6. The reactive black dye composition according to any one of claims 1 to 5, wherein the reactive orange dye is selected from at least one of C.I. reactive orange 13 and salts thereof.

7. Use of a reactive black dye composition according to any of claims 1 to 6 in textile printing.

8. Use according to claim 7, wherein the reactive black dye composition is used in digital ink jet textile printing.

9. An ink characterized in that a raw material of the ink comprises the reactive black dye composition according to any one of claims 1 to 6.

10. The ink according to claim 9, comprising the following raw materials in parts by weight: 10-20 parts of active black dye composition, 18-24 parts of water-soluble solvent, 1-5 parts of water inducer, 0.1-0.5 part of pH regulator and 0.5-1.5 part of preservative.