CN109535769B

CN109535769B - Disperse red dye composition and dye product

Info

Publication number: CN109535769B
Application number: CN201811547998.1A
Authority: CN
Inventors: 汪仁良; 宋瑜; 赵广明; 邱雯; 陈东; 沈建良
Original assignee: ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Current assignee: ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Priority date: 2018-12-19
Filing date: 2018-12-19
Publication date: 2020-08-07
Anticipated expiration: 2038-12-19
Also published as: CN109535769A

Abstract

The invention discloses a disperse red dye compositionThe composite material comprises a component A, a component B and a component C, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), and the component C is selected from at least one of the following formulas (III). The invention further provides a disperse red dye product which contains the disperse red dye composition and an auxiliary agent. The invention also provides the application of the disperse red dye product in dyeing of hydrophobic fiber materials, and the disperse red dye product has the characteristics of good dispersibility, high strength, less dye consumption, excellent color fastness and the like.

Description

Disperse red dye composition and dye product

(I) technical field

The invention relates to a disperse red dye composition and a dye product, in particular to a disperse red dye composition and a dye product suitable for printing and dyeing hydrophobic fiber materials.

(II) background of the invention

In recent years, in order to improve the additional performance of textiles in the export goods bill of Europe and America, special after-treatment such as heat setting operation is usually carried out on the textiles, and because the conventional disperse dyes have poor heat migration resistance, when polyester textiles are dyed, the dyes migrate to the surface layer of the fibers from the inside of the fibers through fiber capillaries during the after-treatment high-temperature tentering setting process, so that the dyes are accumulated on the surfaces of the fibers, other textiles are stained, and the color fastness to friction and washing is obviously reduced. Documents CN1640942A and CN1640943A, for example, provide a red disperse dye composition, which has significantly reduced color fastness to rubbing and washing after post-finishing and heat setting.

Disclosure of the invention

The invention provides a disperse red dye composition and a dye product, and the dye has good dispersibility, good stability and excellent color fastness.

The technical scheme adopted by the invention is as follows:

a disperse red dye composition comprises a component A, a component B and a component C, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), and the component C is selected from at least one of the following formulas (III). Based on the component A, the component B and the component C, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%:

in the above formulae (I) to (III):

X¹is cyano or nitro;

X²is halogen or-CF₃Preferably bromine, chlorine or-CF₃；

X³Is hydrogen, halogen or C₁～C₄Alkyl of (3), preferably hydrogen, chlorine or methyl;

R¹is hydrogen or halogen, preferably hydrogen or chlorine;

R²is C₁～C₄Alkyl of, -NHCOCH₃or-NHCOC₂H₅；

R³～R⁶Each independently is C₁～C₄Preferably methyl or ethyl;

R⁷is hydrogen or C₁～C₄Alkyl of (b), preferably hydrogen or methyl;

R⁸is-OC₃H₇、-OCH₂COOC₂H₄OCH₃Or

Further, the component a is preferably selected from one of the following formulae or a mixture of two or more thereof:

further, the component B is preferably selected from one of the following formulas or a mixture of two or more thereof:

further, the component C is preferably selected from one of the following formulae or a mixture of two or more thereof:

preferably, the disperse red dye composition comprises a component A, a component B and a component C, wherein based on the component A, the component B and the component C, the mass percentage of the component A is 10-70%, the mass percentage of the component B is 10-70%, and the mass percentage of the component C is 20-80%.

The disperse red dye composition preferably comprises a component A, a component B and a component C, wherein:

the component A is at least one selected from formulas (I-1) to (I-4);

the component B is at least one selected from formulas (II-1) to (II-4);

the component C is at least one selected from formulas (III-1) to (III-2);

based on the component A, the component B and the component C, the mass percentage of the component A is 10-70%, the mass percentage of the component B is 10-70%, and the mass percentage of the component C is 20-80%.

When the disperse red dye composition is sold as a commodity or applied to coloring textile materials, an auxiliary agent is usually added for post-treatment. Therefore, the invention also provides a disperse red dye product, which consists of the disperse red dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2-5: 1. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in the process of compounding disperse dyes, and is preferably selected from one or a mixture of more than two of the following components: naphthalenesulfonic acid-formaldehyde condensates, lignosulfonates, alkylnaphthalenesulfonic acid-formaldehyde condensates (e.g., methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF)), naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), sodium lignosulfonates (lignin 85A, lignin 83A), sodium sulfate, and the like.

The preparation method of the disperse red dye product comprises the following steps:

mixing the dye monomer compounds (crude dye, dye filter cake) of the component A, the component B and the component C according to a ratio, and then carrying out microparticulation by a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; the dye monomer compound may be further subjected to a pulverization treatment using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent or water, and then mixed in a certain proportion. The blue to black disperse dye product of the present invention is liquid after being ground by a sand mill or a grinder, and can be powdery or granular after being spray-dried, which is a preparation method well known to those skilled in the art.

In the present invention, the dye compounds of the formulae (I) to (III) can be conveniently synthesized by diazotization and coupling methods known to those skilled in the art, and can be prepared by the methods described in patents EP0555179A, US5194598A and EP0146269A or by analogous methods, and commercially available products can also be used.

The dye prepared by the dye composition can dye hydrophobic fiber materials (such as polyester and blended fabrics thereof) in a conventional mode in the industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be used for direct printing. Wherein, the common dip-dyeing method comprises the steps of pretreating the hydrophobic fiber material, putting the hydrophobic fiber material into a dye vat for dip-dyeing, washing the hydrophobic fiber material to be neutral by cold water after dyeing, wringing, reducing, washing and drying; the direct printing is to carry out dyeing pretreatment, drying and setting on the fabric, print disperse dye color paste on a printing machine, then carry out steaming, fix the color of the dye on the fabric by using a steaming mode, finally wash and tenter setting.

When the disperse red dye composition and the dye product provided by the invention are applied to dyeing of hydrophobic fiber materials, the disperse red dye composition has the advantages of good dispersibility, high strength, less dye consumption and excellent color fastness, and is an environment-friendly economical disperse red dye composition.

(IV) detailed description of the preferred embodiments

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

example 1:

20 g of component A of the compound of formula (I-1), 30 g of component B of the compound of formula (II-1), 50 g of component C of the compound of formula (III-1) and 180 g of dispersing agent MF are mixed with 650 g of water, and then the mixture is ground, dispersed and dried to obtain the finished product, and the dye can provide red with excellent fastness properties to fabrics.

Example 2:

the dye is prepared by mixing 25 g of component A of the compound shown in the formula (I-1), 25 g of component B of the compound shown in the formula (II-1), 50 g of component C of the compound shown in the formula (III-2) and 200 g of dispersant MF with 800 g of water, grinding, dispersing and drying.

Examples 3 to 30:

according to the method described in the embodiment 1 or 2, except that the structures and the weights of the components A to C in the table 1 are adopted, 200 g of the auxiliary agent (150 g of the dispersing agent MF and 50 g of the sodium lignosulfonate) is added, 800 g of water is added to be mixed to prepare slurry, and the slurry is ground, dispersed and dried to prepare the finished product, wherein the dye can provide red with excellent fastness performance for fabrics.

TABLE 1

Comparative examples 1,

Example 1 in patent CN1640942A was taken as comparative example 1.

Comparative example 2

Example 1 in patent CN1640943A was taken as comparative example 2.

Dyeing example:

respectively weighing 2 g of the disperse dye prepared in the examples 1-30 and the dye prepared in the comparative examples 1-2, treating the polyester fabric by adopting a conventional high-temperature high-pressure dyeing method and heat setting, controlling the dyeing depth (o.w.f) to be 3.0% and the bath ratio to be 1: 25, adjusting the pH value of a dyeing bath to be 4-5, dyeing at room temperature, heating to 125 ℃ at 1 ℃/min, keeping the temperature for 45min, reducing, cleaning, washing and drying according to a conventional method, and carrying out heat setting at 200 ℃ for 30 seconds to obtain the red dyed fabric. The results of testing the fastness to rubbing and to washing with water according to ISO 105-X12, AATCC 61-2A are given in Table 2 below:

TABLE 2

When the disperse red dye composition provided by the invention is applied to dyeing of polyester fabrics, various color fastness is excellent after finishing and heat setting.

Claims

1. A disperse red dye composition is characterized by comprising a component A, a component B and a component C, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), the component C is selected from at least one of the following formulas (III), based on the component A, the component B and the component C, the mass percent of the component A is 5-90%, the mass percent of the component B is 5-90%, and the mass percent of the component C is 5-90%:

in the above formulae (I) to (III):

X¹is cyano or nitro;

X²is halogen or-CF₃；

X³Is hydrogen, halogen or C₁～C₄Alkyl groups of (a);

R¹is hydrogen or halogen;

R²is C₁～C₄Alkyl of, -NHCOCH₃or-NHCOC₂H₅；

R³～R⁶Each independently is C₁～C₄Alkyl groups of (a);

R⁷is hydrogen or C₁～C₄Alkyl groups of (a);

R⁸is-OC₃H₇、-OCH₂COOC₂H₄OCH₃Or

2. A disperse red dye composition according to claim 1 wherein X is²Is bromine, chlorine or-CF₃，X³Is hydrogen, chlorine or methyl.

3. A disperse red dye composition according to claim 1 wherein R is¹Is hydrogen or chlorine, R²Is methyl or-NHCOCH₃，R³～R⁶Each independently being methyl or ethyl.

4. A disperse red dye composition according to claim 1 wherein R is⁷Is hydrogen or methyl, R⁸is-OC₃H₇Or

5. A disperse red dye composition according to claim 1 wherein component a is selected from one of the formulae or a mixture of two or more thereof:

6. a disperse red dye composition according to claim 1 wherein component B is selected from one of the formulae or a mixture of two or more thereof:

7. a disperse red dye composition according to claim 1 wherein component C is selected from one of the formulae or a mixture of two or more thereof:

。

8. a disperse red dye composition according to any one of claims 1 to 7, which comprises a component A, a component B and a component C, wherein the component A is selected from at least one of formulas (I-1) to (I-4), the component B is selected from at least one of formulas (II-1) to (II-4), the component C is selected from at least one of formulas (III-1) to (III-2), and based on the component A, the component B and the component C, the mass percent of the component A is 10 to 70%, the mass percent of the component B is 10 to 70%, and the mass percent of the component C is 20 to 80%.

9. The disperse red dye composition according to claim 8, which comprises a component A, a component B and a component C, wherein the component A is selected from at least one of formulas (I-1) to (I-4), the component B is selected from at least one of formulas (II-1) to (II-4), the component C is selected from at least one of formulas (III-1) to (III-2), and based on the component A, the component B and the component C, the mass percentage of the component A is 10-70%, the mass percentage of the component B is 10-70%, and the mass percentage of the component C is 20-80%.

10. A disperse red dye product, which comprises the disperse red dye composition as claimed in claim 1 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5: 1.