CN108276801B

CN108276801B - Disperse dye composition and application thereof

Info

Publication number: CN108276801B
Application number: CN201810102426.6A
Authority: CN
Inventors: 谢兵; 郑怡华; 曾建平
Original assignee: Shanghai Argus Textile Chemical Co ltd
Current assignee: Argus Shanghai Textile Auxiliary Co ltd
Priority date: 2018-02-01
Filing date: 2018-02-01
Publication date: 2021-01-08
Anticipated expiration: 2038-02-01
Also published as: CN108276801A

Abstract

A disperse dye composition and its application, it includes one or more disperse dye compound A expressed by general formula (I), one or more disperse dye compound B expressed by general formula (II), one or more disperse dye compound C expressed by general formula (III), one or more disperse dye compound D expressed by general formula (IV), one or more disperse dye compound E expressed by general formula (V) and one or more disperse dye compound F expressed by general formula (VI) which are mixed according to a certain proportion. The disperse dye composition can be used for dyeing terylene and terylene/spandex fabrics, has excellent dyeing fastness, especially washing fastness, good level dyeing property, good deep dyeing property, good permeability and permeability synchronism, excellent PH tolerance and small contamination to terylene-polyurethane cotton and blended fabrics thereof.

Description

Disperse dye composition and application thereof

Technical Field

The invention relates to a disperse dye composition and a dyeing application thereof on fiber materials. In particular, the invention relates to a dark disperse dye composition and a dyeing application thereof on fiber materials.

Background

With the recent requirement for environmental protection and the requirement of fabric suppliers on the rapid delivery of small batches in printing and dyeing factories, the requirement of the printing and dyeing factories on the one-time dyeing rate is higher, the market urgently needs dyeing materials with low process parameter dependence and large latitude, and for the disperse dye dyeing process, the pH value is an important process parameter, so that the development of the disperse dye with high pH latitude also becomes the market requirement.

In the disperse dyes commonly used in the market at present, dyes with higher pH tolerance often have poorer dyeing fastness, particularly poorer washing fastness, and dyes with better washing fastness often have harsher requirements on the pH range when being applied. The disperse dye which meets the high performance requirement through the dye compounding aims at blue or black dye and aims at obtaining the disperse dye which has pure color light, good dispersibility, excellent washing fastness, excellent light fastness, excellent perspiration fastness, excellent rubbing fastness, high PH tolerance and less staining on blended fabrics. At present, from the market situation, the existing products have some defects. Therefore, the development of a dye or a compound dye with excellent dyeing performance and high fixation rate is a main subject of the current dye industry.

Based on a large number of experiments, the inventor surprisingly discovers that a series of deep color disperse dye compositions can be obtained by compounding disperse dye compounds shown in general formulas I-VI according to a certain proportion, and the series of deep color disperse dye compositions have excellent various dyeing fastness, especially washing fastness, very high pH tolerance, extremely low staining of blended fabrics, excellent permeability and synchronous permeability, and can meet market demands to a certain extent.

And a large number of dyeing application test practices show that the deep color disperse dye compound has wide application prospects.

The inventor does not see the patents of the six-disperse dye compound composition.

Disclosure of Invention

The present inventors have surprisingly found, on the basis of extensive studies and experiments, that a disperse dye composition comprising one or more disperse dye compounds a represented by the general formula (i), one or more disperse dye compounds B represented by the general formula (ii), one or more disperse dye compounds C represented by the general formula (iii), one or more disperse dye compounds D represented by the general formula (iv), one or more disperse dye compounds E represented by the general formula (v), and one or more disperse dye compounds F represented by the general formula (vi), which are mixed in a certain ratio, has very excellent dyeing properties, particularly PH latitude and various fastnesses.

Wherein R in the general formula (I)₁、R₂Are each independently-H, -NO₂、-Cl、-Br、-CN、-CF₃、-SO₂CH₃or-SO₂A F group;

in the general formula (II) R₃is-H, -CN, -NO₂or-COOR₁₆，R₄is-H, -OSO₂Ph or-OSO₂CH₃，R₅Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈Alkyl radical, R₁₆Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈An alkyl group;

in the general formula (III), R₆、R₇Are each independently-NO₂-Cl, -Br or-CN, R₈、R₉Are each independently C₁-C₂An alkyl group;

in the general formula (IV), R₁₀is-NO₂-Cl, -Br or-CN, R₁₁Is C₁-C₂An alkyl group;

in the general formula (V), R₁₂is-NO₂-CN or-CF₃，R₁₃Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈An alkyl group;

r in the general formula (VI)₁₄、R₁₅Are each independently C₁-C₂An alkyl group;

in the general formulas (I) to (VI), m, n, o and p are respectively and independently 0, 1, 2 or 3.

In a preferred embodiment, the weight percentage of the dye compound A is 2-20%, the weight percentage of the dye compound B is 2-20%, the weight percentage of the dye compound C is 35-60%, the weight percentage of the dye compound D is 2-15%, the weight percentage of the dye compound E is 5-25%, and the weight percentage of the dye compound F is 5-20%, based on the total weight of the dye compounds A-F.

The invention also provides application of the disperse dye composition in dyeing and printing of hydrophobic fiber materials and mixed fiber materials containing the hydrophobic fiber materials.

In another aspect, the present invention provides an ink for printing by an inkjet process, the ink comprising the above-described disperse dye composition of the present invention.

It is noted that the disperse dye composition of the present invention has excellent dyeing properties such as deep dyeing property, level dyeing property, various fastnesses, and excellent permeability and synchronized permeability, and particularly has excellent pH tolerance while retaining high washing fastness.

A large number of dyeing application test practices show that the disperse dye composition has wide application prospects.

Drawings

Fig. 1A and 1B are schematic views of dyeing processes performed when a dyeing performance test, a pH latitude test, a polyester ammonia homochromy test, and an improvement test are performed, respectively.

FIG. 2 is a schematic view of a dyeing process performed when a polyester cotton one-bath dyeing test is performed.

Detailed description of the invention

In a preferred embodiment, the disperse dye composition comprises one or more disperse dye compounds A represented by a general formula (I), one or more disperse dye compounds B represented by a general formula (II), one or more disperse dye compounds C represented by a general formula (III), one or more disperse dye compounds D represented by a general formula (IV), one or more disperse dye compounds E represented by a general formula (V) and one or more disperse dye compounds F represented by a general formula (VI) which are mixed according to a certain proportion; the dye composition comprises, by weight, 5-15% of a dye compound A, 5-15% of a dye compound B, 40-55% of a dye compound C, 5-10% of a dye compound D, 10-20% of a dye compound E, and 10-15% of a dye compound F, wherein the total weight of the dye compounds A-F is used as a reference.

In a preferred embodiment, R in formula (I)₁、R₂Are each independently-H, -NO₂、-Cl、-Br、-CN、 -CF₃、-SO₂CH₃or-SO₂F radicalAnd (4) clustering.

In another preferred embodiment, in formula (II), R₃is-H, -CN, -NO₂or-COOR₁₆，R₄is-H, -OSO₂Ph or-OSO₂CH₃，R₅Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈Alkyl radical, R₁₆Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈An alkyl group.

In a preferred embodiment, in formula (III), R₆、R₇Are each independently-NO₂-Cl, -Br or-CN, R₈、R₉Are each independently C₁-C₂An alkyl group.

In another preferred embodiment, in formula (IV), R₁₀is-NO₂-Cl, -Br or-CN, R₁₁Is C₁-C₂An alkyl group.

In a preferred embodiment, in formula (V), R₁₂is-NO₂-CN or-CF₃，R₁₃Is C₁-C₄Alkyl, C interrupted by oxygen₂-C₈An alkyl group.

In another preferred embodiment, in formula (VI), R₁₄、R₁₅Are each independently C₁-C₂An alkyl group.

In another preferred embodiment, m, n, o, p in the formulae (I) to (VI) are each independently 0, 1, 2 or 3.

The dye compounds represented by the general formula (I) in the present invention include, for example, the following examples:

the dye compounds represented by the general formula (II) in the present invention include, for example, the following examples:

the dye compound represented by the general formula (III) in the invention includes, for example, the following examples:

the dye compound represented by the general formula (IV) in the invention includes, for example, the following examples:

the dye compound represented by the general formula (V) in the present invention includes, for example, the following examples:

the dye compound represented by the general formula (VI) in the present invention includes, for example, the following examples:

all raw materials used in the examples are known dye compounds. CN201710271093.5 published in my application discloses a dye structure represented by general formula (I) and a synthesis method thereof. The dye compounds of the other formulae can be conveniently synthesized in a manner known to those skilled in the art, and can be prepared by methods described in patent GB1313092 or by analogous methods, or by using commercially available products. It is noted that the general formula (II) represents a green yellow dye compound, and the general formula (V) represents a red yellow dye compound. The requirements for a jet-black disperse dye composition can only be met if the dye compounds A-F are present simultaneously.

When the disperse dye composition is applied to dyeing, in order to meet the application requirements, the disperse dye composition, a dispersing auxiliary agent, water or other wetting agents are subjected to microparticulation treatment by using a sand mill or a grinding machine, wherein the dispersing auxiliary agent is one or a mixture of two or more of the following components: alkyl naphthalene sulfonic acid formaldehyde condensates such as dispersant MF (methyl naphthalene sulfonic acid formaldehyde condensate), naphthalene sulfonic acid formaldehyde condensates such as diffuser NNO, benzyl naphthalene sulfonic acid formaldehyde condensates such as diffuser CNF, lignin-based dispersants such as lignin 83A, 85A; wherein the weight ratio of the dispersing assistant to the disperse dye composition is preferably 0.2-5: 1.

The hydrophobic fiber dyed by the disperse dye of the present invention is not particularly limited, and includes, but is not limited to, polyester, acetate fiber, polypropylene fiber, and blended or mixed fabrics containing the same, such as vernonian, polyester peach, suede, polyester microfiber, polyester cotton fabric, and polyester polyurethane fabric.

The invention also provides an ink which can be used in an ink jet printing process, and the ink comprises the disperse dye composition.

The disperse dye composition has excellent dyeing performance, such as deep dyeing property, level dyeing property, pH tolerance, various fastnesses and excellent permeability and synchronous permeability. The disperse dye product prepared by mixing the disperse dye composition and the disperse auxiliary agent has excellent low-temperature diffusivity and high-temperature dispersion stability, and has excellent dyeing application performance on vernonia, peach skin, suede, polyester superfine fiber, polyester cotton fabric and polyester-polyurethane fabric.

The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto. Test methods of the examples

The performance of this example was tested according to the following test methods:

1) and a promotion test: dyeing the polyester knitted fabric according to a dyeing process shown in a figure 1A (A in the figure 1A indicates that disperse dye is X% o.w.f., HAC + NaAC is used for adjusting pH to be 4, and Argalevel BAP (Shanghai Yayun textile chemical Co., Ltd.) is 0.5g/L), wherein the dyeing depth is 1%, 3%, 5% and 7% o.w.f (dye is heavy to the fabric), carrying out alkali washing according to an alkali washing process shown in a figure 1B (B is sodium hydrosulfite is 3g/L and caustic soda is 2g/L) after dyeing, and finally testing and recording the apparent depth K/S value of the dyed fabric by a Datacolor color meter under the conditions of constant temperature and constant humidity.

2) And pH tolerance test: on a polyester knitted fabric, according to the dyeing process shown in fig. 1A, dyeing is carried out at a dyeing depth of 2% o.w.f. (dye is heavy to the fabric), under the conditions that the pH values are 3.0, 3.5, 4.0, 4.5 and 5.0, then alkali washing is carried out according to the alkali washing process shown in fig. 1B, and finally, under the conditions of constant temperature and constant humidity, a Datacolor colorimeter is used for testing the color difference CIEDE and the force wgt of the polyester knitted fabric and recording the color difference CIEDE and the force wgt.

3) And soaping color fastness test: alkali washing the dyed polyester knitted fabric, shaping at 180 ℃ for 45S, and measuring according to international standard ISO105C 10-2006C.

4) And testing sublimation fastness: alkali washing the dyed polyester knitted fabric, then shaping for 45S at 180 ℃, and measuring according to international standard ISO 105-P01.

5) And permeability test: the polyester yarn is uniformly and tightly wound on a yarn winding drum, dyeing is carried out by using a Mathis CJ-R dyeing machine, the dyeing process is shown in figure 2, the dyeing depth is 4% o.w.f., and the cross section of a dyed yarn coil is observed after dyeing is finished.

6) Polyester-ammonia homochromatism: the method comprises the steps of dyeing the polyester knitted fabric and the spandex yarn according to the proportion of 92/8 and the dyeing process shown in the figure 1A, wherein the dyeing depth is 2% o.w.f. (the dye is heavy to the fabric), and comparing the color approaching degrees of the polyester knitted fabric and the spandex yarn in a standard lamp box under the conditions of constant temperature and constant humidity after dyeing.

7) And polyester-cotton one-bath dyeing: on polyester-cotton knitted fabric, dyeing is carried out according to a dyeing process (A in the figure 2 comprises disperse dye, reactive dye, Argabuffer 07 (Shanghai Yayun textile chemical Co., Ltd.) and anhydrous sodium sulphate) in a manner of shown in figure 2, the dyeing depth is 2% o.w.f. (dye is heavy to the fabric), and after dyeing is finished, the color obtaining uniformity of the polyester-cotton fabric is observed in a standard lamp box under the conditions of constant temperature and constant humidity.

Dye compositions used in the examples

The dye compositions used in the examples of the present invention are shown in Table 1.

Dispersing auxiliary MF, lignin 85A and water are respectively added into the dye composition shown in Table 1, grinding and dispersing are carried out by a grinding machine, and then a dye powder product is prepared by high-temperature spray drying, wherein the weight ratio of the dispersing auxiliary to the dye compound is 2:1, the weight ratio of the MF to the lignin 85A is 1:1, and the water amount is the sum of the weight of the dye compound and the dispersing auxiliary.

TABLE 1

Performance test example 1

Lift test (absorption wavelength 600nm K/S value)

The lift of each dye preparation was determined according to the methods described in the examples above and the results are reported in Table 2

TABLE 2

As can be seen from table 2:

the disperse dye product has good lifting performance.

Performance test example 2

The pH latitude of each dye preparation was determined by the measurement method of the above examples, and the results of color measurement are shown in Table 3.

TABLE 3

The disperse dye product can dye at a pH value of 3.0-7.0, and the pH range of the common disperse dye dyeing is 3.5-5.5.

Performance test example 3

Color fastness to soaping

The following dye preparations were tested for their fastness to soaping according to the test methods described in the examples above and the results are reported in Table 4.

TABLE 4

The disperse dye product has excellent soaping color fastness.

Performance test example 4

Fastness to sublimation

The dye preparations below were tested for sublimation fastness as determined in the examples above and the results are reported in Table 5.

TABLE 5

The disperse dye product has good sublimation fastness.

Performance test example 5

Permeability test

The cross section of the dyed yarn clew of the disperse dye product has consistent hue, good synchronous permeability, small color difference of the inner layer and the outer layer, good permeability and good level-dyeing property in practical production and application.

Performance test example 6

Isochromatic polyester-urethane

The disperse dye product has similar color phases on polyester knitted fabrics and spandex filaments and good homochromatism, and can achieve excellent level dyeing effect on polyester-polyurethane fabrics.

Performance test example 7

Polyester cotton one-bath dyeing

The disperse dye product of the invention dyes polyester cotton in one bath, the cloth cover has uniform color, the problem of polyester cotton dyeing can be solved in one bath, the dyeing time is reduced, and the production efficiency is improved.

Claims

1. A disperse dye composition comprising one or more dye compounds a, one or more dye compounds B, one or more dye compounds C, one or more dye compounds D, one or more dye compounds E, and one or more dye compounds F;

the dye compound A is selected from the following compounds:

the dye compound B is selected from the following compounds:

dye compound C is selected from the following compounds:

the dye compound D is selected from the following compounds:

the dye compound E is selected from the following compounds:

the dye compound F is selected from the following compounds:

the dye composition comprises, by weight, 2-20% of a dye compound A, 2-20% of a dye compound B, 35-60% of a dye compound C, 2-15% of a dye compound D, 5-25% of a dye compound E and 5-20% of a dye compound F, wherein the weight percentages are based on the total weight of the dye compounds.

2. The disperse dye composition according to claim 1, further comprising a dispersing aid, wherein the dispersing aid is one or a mixture of two or more of the following: alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate and lignin dispersant; wherein the weight ratio of the auxiliary agent to the total weight of the dye compound composed of the general formula (I) to the general formula (VI) is 0.2-5: 1.

3. Use of a disperse dye composition according to any one of claims 1 to 2 for dyeing and printing hydrophobic fibre materials and mixed fibre materials containing hydrophobic fibre materials.