CN108395733B

CN108395733B - Environment-friendly high-strength disperse dye composition and preparation method thereof

Info

Publication number: CN108395733B
Application number: CN201810316163.9A
Authority: CN
Inventors: 段玉辉; 李水明
Original assignee: Dalian Pride Chemistry Co Ltd
Current assignee: Dalian Pride Chemistry Co Ltd
Priority date: 2018-04-10
Filing date: 2018-04-10
Publication date: 2020-02-18
Anticipated expiration: 2038-04-10
Also published as: CN108395733A

Abstract

The invention relates to an environment-friendly high-strength disperse dye composition and a preparation method thereof, belonging to the field of chemical industry. The invention adopts a new compound as the main component of the disperse dye, replaces halogenated aromatic hydrocarbon in the traditional product, avoids the problem of continuous pollution of the halogenated aromatic hydrocarbon to the environment and the defects of high COD, high salt waste water and large amount of printing and dyeing waste water in the use process of the disperse dye, and achieves the effect of environmental protection. Meanwhile, the product of the invention has the advantages of high strength, good friction resistance, soaping resistance, sunlight resistance and the like, and more importantly, the dye has the advantages of high dyeing strength, good dyeing fastness performance and the like, and has good application prospect.

Description

Environment-friendly high-strength disperse dye composition and preparation method thereof

Technical Field

The invention relates to an environment-friendly high-strength disperse dye composition, and belongs to the field of chemical industry.

Background

Among disperse dyes, disperse black dyes are produced in tens of thousands of tons every year, the main components of the disperse black dyes comprise disperse blue 291 series, disperse violet 93 series, disperse orange 288 and other dye monomers, and the disperse orange 76 is decomposed into aromatic amine harmful to human bodies due to cracking, and is banned by European countries such as Germany. In the existing disperse black dye components, a disperse blue 291 series and a disperse violet 93 structure contain a halogenated aromatic hydrocarbon structure, most of the halogenated aromatic hydrocarbons have strong toxicity and are difficult to degrade, and have biological accumulation in a certain environment, so that the water environment is directly damaged; meanwhile, the strength of the dye is difficult to improve, particularly the maximum strength of the disperse black is 300 percent (300 percent of disperse black ECT), and a large amount of high-COD and high-salinity wastewater is generated in the using process. The Chinese patent application CN1230575 mentions a disperse azo dye, which has a serious pollution problem in the process of producing and using the dye, and the patent application CN1696205 provides a compound environment-friendly disperse dye, and the blended dye has the problems of poor dyeing fastness and the like. Therefore, there is a need in the art for environmentally friendly disperse dyes having good color fastness properties.

Disclosure of Invention

The invention aims to solve the problems of continuous pollution of halogenated aromatic hydrocarbon and high COD (chemical oxygen demand) and high salt wastewater amount in the using process of disperse dyes, particularly disperse black dyes, and improve the color fastness performance of the disperse dyes, and provides a novel environment-friendly disperse dye and a preparation method thereof.

The invention adopts the following technical scheme: an environment-friendly high-strength disperse dye composition comprises one or more than two of compounds with structures shown in a formula (I), a formula (II) and a formula (III);

wherein,

R₁and R₂Are respectively C₁～C₄Alkyl chain or-CH₂COOR₃or-C₂H₄CN or-CH₂CH₂CH₃or-C₂H₄OCOR₄；R₃And R₄Are respectively C₁～C₄An alkyl chain;

a is H OR-OR₅，R₅Is C₁～C₄An alkyl chain;

b is H or-NHCOR₆，R₆Is C₁～C₄An alkyl chain;

c is-COCH₃or-COOR₇；R₇Is C₁～C₄An alkyl chain;

d is-OR₉，R₉Is C₁～C₄An alkyl chain;

e is-CH₃or-OH or-NHSO₂CH₃or-NHCOR₈，R₈Is C₁～C₄An alkyl chain.

Some of the compounds of the present invention are shown in table 1.

TABLE 1 list of compounds

An orange, yellow or red disperse dye is prepared from 1-99 wt% of compound shown in formula (I) and assistant. Further, the content of the compound represented by the formula (I) is 1 to 85% by weight.

A violet disperse dye is prepared from 1-99 wt% of compound shown in formula (II) and assistant. Further, the content of the compound represented by the formula (II) is 1 to 85 wt%.

A blue disperse dye consists of 1-99 wt% of a compound shown as a formula (III) and the balance of auxiliaries. Further, the content of the compound represented by the formula (III) is 1 to 85 wt%.

A blue or black disperse dye is prepared from compound (I) 30-50wt%, compound (II) 10-30wt%, compound (III) 20-40wt% and assistant (rest).

The invention can also improve the strength of the disperse dye by adjusting the content of the auxiliary agent, and the preferable addition amount of the auxiliary agent is 40-80 wt%.

The preparation method of the disperse dye comprises the following steps: mixing one or more than two of the formula (I), the formula (II) and the formula (III), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and drying to obtain the disperse dye.

More specifically, the disperse dyes are prepared by the following methods respectively:

mixing one or more than two compounds shown in formula (I), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and drying to obtain the orange or yellow or red disperse dye.

Mixing one or more than two compounds shown in the formula (II), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and drying to obtain the purple disperse dye.

And (3) mixing one or more than two compounds shown in the formula (III), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and drying to obtain the blue disperse dye.

Blue or black disperse dyes can be prepared by two methods, one method is as follows: mixing the compounds shown in the formula (I), the formula (II) and the formula (III), adding an auxiliary agent and water, sanding in a sand mill, filtering after the diffusion is qualified, and drying to obtain the blue or black disperse dye.

The second method comprises the following steps:

s1, mixing one or more than two compounds shown in the formula (I), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and preparing orange or yellow or red dispersion suspension;

s2, mixing one or more than two compounds shown in the formula (II), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and preparing a purple dispersed suspension;

s3, mixing one or more than two compounds shown in the formula (III), adding an auxiliary agent and water, sanding in a sand mill, filtering after the dispersion is qualified, and preparing blue dispersion suspension;

and S4, mixing the suspension obtained in the steps S1, S2 and S3, and spray-drying to obtain the disperse dye.

The auxiliary agent in the composition and the method is one or more than two of a dispersant MF (methyl naphthalene sulfonic acid formaldehyde condensate), a diffusant NNO, CNF (benzyl naphthalene sulfonic acid formaldehyde condensate) and a dispersant Reax83A 85A (sodium lignosulfonate).

Compared with the prior art, the invention has the beneficial effects that: the invention adopts a new compound as the main component of the disperse dye, replaces halogenated aromatic hydrocarbon in the traditional product, avoids the problem of continuous pollution of the halogenated aromatic hydrocarbon to the environment and the defects of high COD, high salt waste water and large amount of printing and dyeing waste water in the use process of the disperse dye, and achieves the effect of environmental protection. Meanwhile, the product of the invention has the advantages of high strength, good friction resistance, soaping resistance, sunlight resistance and the like, and more importantly, the dye has the advantages of high dyeing strength, good dyeing fastness performance and the like, and has good application prospect.

Detailed Description

The invention is described in more detail below with reference to specific examples, without limiting the scope of the invention. Unless otherwise specified, the experimental methods adopted by the invention are all conventional methods, and experimental equipment, materials, reagents and the like used in the experimental method can be obtained from commercial sources.

Example 1:

adding 200g of the compound (with the structure I-2) into a sand mill, adding 840g of water, 500g g of dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and spray-drying to obtain a yellow disperse dye product.

Comparative example 1:

adding 200g (dispersing orange 288) of the disperse dye into a sand mill, adding 840g of water, 500g g of dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and carrying out spray drying to obtain a yellow disperse dye product.

Example 2:

adding 200g of (structure II-2) compound, 840g of water, 500g g of dispersant and 2000g of glass beads into a sand mill, sanding, filtering after the diffusivity is qualified, and spray-drying to obtain the purple disperse dye product.

Comparative example 2:

and (3) adding 200g (disperse purple 93) of the purple dye into a sand mill, adding 840g of water, 500g of a dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and performing spray drying to obtain a purple disperse dye product.

Example 3:

adding 200g of the compound (structure III-2) into a sand mill, adding 840g of water, 500g g of dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and spray-drying to obtain a blue disperse dye product.

Comparative example 3:

200g of disperse blue 291, 840g of water, 500g g of dispersant and 2000g of glass beads are added into a sand mill, sanding is carried out, after the diffusivity is qualified, filtration is carried out, and spray drying is carried out, thus obtaining the blue disperse dye product.

The dyes were subjected to sampling analysis according to the national standards GB/T3921-1997, GB/T3920-1997 and GB/T5718-1997. The results of the experiment are shown in table 2.

Table 2 relative intensity test data

Example 4:

adding 16.8g (structure I-1) compound, 7.6g (structure II-1) compound and 9.6g (structure III-1) compound into a sand mill, adding 102g of water, 51g of lignin and 200g of glass beads, sanding, filtering after the diffusivity is qualified, and carrying out spray drying to obtain a black disperse dye product.

Example 5:

adding 16.8g (structure I-1) of compound, 30 g of water, MF17g of dispersant and 50g of glass beads into a sand mill, sanding, and filtering to obtain a disperse yellow suspension after the dispersion is qualified; adding 7.6g (structure II-1) of compound, 30 g of water, 17g of lignin and 50g of glass beads into a sand mill, sanding, and filtering to obtain a disperse violet suspension after the disperse is qualified; adding 9.6g (structure III-1) of compound, 30 g of water, MF17g of dispersing agent and 50g of glass beads into a sand mill, sanding, and filtering to obtain a disperse blue suspension after the dispersion is qualified; and premixing the disperse yellow, the disperse purple and the disperse blue, and performing spray drying to obtain a disperse black product.

Example 6:

adding 103g (structure I-2) of compound, 47g (structure II-4) of compound and 61g (structure III-1) of compound into a sand mill, adding 840g of water, 317g of dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and spray-drying to obtain a black disperse dye product.

Example 7:

adding 110g (structure I-1) of compound, 48g (structure II-5) of compound and 63g (structure III-3) of compound into a sand mill, adding 840g of water, MF331g of dispersing agent and 2000g of glass beads, sanding, filtering after the diffusivity is qualified, and spray-drying to obtain a black disperse dye product.

The dyes were subjected to sample drawing analysis according to the national standards GB/T3921-1997, GB/T3920-1997 and GB/T5718-1997, the comparative example being disperse black EX-SF (composition disperse blue 291:1, disperse violet 93, disperse orange 288). The results of the experiment are shown in table 3.

Table 3 product Performance test data

Compared with experimental data of examples and comparative examples, the high-strength and high-color-fastness disperse dye prepared by the compound has the advantages of high strength, friction resistance, soaping resistance, sunlight resistance and the like, and has remarkable improvement compared with the existing products.

The above description is only for the purpose of creating a preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art can substitute or change the technical solution and the inventive concept of the present invention within the technical scope of the present invention.

Claims

1. The environment-friendly high-strength disperse dye composition is characterized by comprising structural compounds shown in a formula (I-1), a formula (II-1) and a formula (III-1);

。

2. the environment-friendly high-strength disperse dye composition is characterized by comprising structural compounds shown as a formula (I-2), a formula (II-4) and a formula (III-1);

。

3. the disperse dye composition according to claim 1 or 2, wherein a black disperse dye is composed of 30 to 50wt% of the compound of formula (I-1), 10 to 30wt% of the compound of formula (II-1), 20 to 40wt% of the compound of formula (III-1) and the balance of auxiliaries, and the sum of the components is 100%; or consists of 30 to 50 weight percent of compound shown in formula (I-2), 10 to 30 weight percent of compound shown in formula (II-4), 20 to 40 weight percent of compound shown in formula (III-1) and the balance of auxiliary agent, wherein the sum of the components is 100 percent.

4. The disperse dye composition according to claim 3, wherein the auxiliary agent is one or more of a dispersant MF, a dispersant NNO, a dispersant CNF, a dispersant Reax83A and a dispersant Reax 85A.

5. The disperse dye composition according to claim 3, wherein the addition amount of the auxiliary agent is 40 to 80 wt%.

6. A process for preparing a disperse dye composition according to any one of claims 1 or 2, wherein the compound of formula (I-1), the compound of formula (II-1) and the compound of formula (III-1) are mixed, and the mixture is subjected to sand milling in a sand mill with the addition of an auxiliary and water, and after the dispersion is passed, the mixture is filtered and dried to obtain a disperse dye, or the compound of formula (I-2), the compound of formula (II-4) and the compound of formula (III-1) are mixed with the addition of an auxiliary and water, and the mixture is subjected to sand milling in a sand mill with the addition of an auxiliary and water, and after the dispersion is passed, the mixture is filtered and dried.