Yellow reactive dye and application thereof

Abstract

The invention provides a yellow reactive dye and application thereof. The structural formula of the yellow reactive dye is as shown in the formula (I). In the formula (I), R1 is selected from any one of C1-6 alkyl,-COR3 or-CO (CH2) n NH2, R3 is C1-6 alkyl, and n is an integer from 0 to 6; r2 is selected from any one of H,-CH3,-CH2CH3 or-SO3M, M is alkali metal, and X is independently halogen. The yellow reactive dye provided by the invention can be compounded with other dyes for use, is used for printing and dyeing nitrogen-containing or hydroxyl-containing fiber materials, has excellent dyeing performance, bright colored light, high fixation rate, good lifting power and high color fastness, and particularly has higher dyeing rate and fixation rate for cellulose fiber materials.

Description

Technical Field

[0001] This invention relates to the field of reactive dye technology, specifically to a yellow reactive dye and its applications. Background Technology

[0002] Reactive dyes are characterized by bright colors, excellent application performance, and strong practicality. The active groups in the dye molecules form stable chemical bonds with the fiber, resulting in excellent fastness.

[0003] Currently, the yellow dyeing products used in the printing and dyeing industry have high unit costs, serious material waste, and generate wastewater through salt precipitation. This makes it difficult for dyeing wastewater to meet neutral discharge standards, which is detrimental to environmental protection.

[0004] Therefore, there is an urgent need for a reactive dye that has good dyeing performance, high color fastness, solubility and refrigeration properties, and is also environmentally friendly. Summary of the Invention

[0005] To address the shortcomings of existing technologies, this invention provides a yellow reactive dye and its applications, thus solving the problems mentioned in the background section.

[0006] To achieve the above objectives, the present invention provides the following technical solution: According to a first aspect of the present invention, a yellow reactive dye is provided, the structural formula of which is shown in formula (I); ; In equation (I), R1 is selected from C 1-6 Alkyl group, any one of -COR3 or -CO(CH2)nNH2, wherein R3 is C 1-6 Alkyl group, where n is an integer from 0 to 6; R2 is selected from any one of H, -CH3, -CH2CH3 or -SO3M, where M is an alkali metal and X is an independent halogen.

[0007] Preferably, the alkali metal is selected from potassium or sodium, and more preferably, sodium is selected as the alkali metal.

[0008] Preferably, the halogen is selected from at least one of fluorine, chlorine, and bromine; more preferably, the halogen is selected from chlorine.

[0009] Preferably, R1 is C 1-6 alkyl.

[0010] Preferably, R1 is -COR3 and R3 is C 1-6 alkyl.

[0011] Preferably, R1 is -CO(CH2)nNH2, where n is 0.

[0012] Preferably, R1 is selected from any one of methyl, ethyl, acetyl, propionyl or carbamoyl.

[0013] According to a second aspect of the present invention, a dye composition comprising the above-described yellow reactive dye is provided.

[0014] According to a third aspect of the present invention, there is provided an application of a dye composition in the printing and dyeing of nitrogen-containing or hydroxyl-containing fiber materials.

[0015] Specifically, the nitrogen-containing or hydroxyl-containing fiber material is selected from cellulose fibers, protein fibers, or polyamide fibers. The cellulose fibers are selected from cotton fibers, linen fibers, and regenerated fibers, while the protein fibers are selected from wool, silk, and wool fabrics.

[0016] This invention provides a yellow reactive dye and its applications. It has the following beneficial effects: (1) The yellow reactive dye provided in this solution can be used in combination with other dyes to improve the dyeing performance of the compound pigments.

[0017] (2) The application of a dye composition provided in this solution in the printing and dyeing of nitrogen-containing or hydroxyl-containing fiber materials. The dye composition of this application is used to print and dye nitrogen-containing or hydroxyl-containing fiber materials. It has excellent dyeing performance, bright color, high fixation rate, good lifting power and high color fastness. Especially for cellulose fiber materials, the dyeing rate and fixation rate are even higher. Detailed Implementation

[0018] To better illustrate the content of this invention, the following description is provided in conjunction with specific embodiments.

[0019] Example 1 This embodiment provides a yellow reactive dipping agent, the structural formula of which is shown in formula (I-1); .

[0020] The specific preparation method is as follows: 1,2-Naphthylamine-3,6,8-trisulfonic acid diazotization Add 400 kg of water and 900 kg of crushed ice to a diazo reactor. Add 466.8 kg of 2-naphthylamine-3,6,8-trisulfonic acid (converted to 100%) and stir until homogeneous. Then quickly add 301 kg of 30% sodium nitrite solution. After the addition is complete, the temperature is 10°C. Continue stirring and react for 1 hour. Remove excess nitrite with industrial aminosulfonic acid and wait for coupling.

[0021] 2. Coupling: Add 300 kg of water and 500 kg of ice to the coupling reactor, then add 185 kg of dimethyl urethane aminoaniline (dimethyl urethane), stir well, adjust the pH to 7.0 with industrial-grade alkali solution, add 1350 kg of industrial-grade sodium bicarbonate, and then quickly add the diazonium salt solution prepared in step 1 above for coupling. After the addition is complete, the temperature is 10-15℃. The diazonium salt has disappeared as detected by the permeation method, and the next step of condensation is to be carried out.

[0022] 3. One-time condensation: Add 700 kg of crushed ice to the condensation reactor, then add 300 kg of water and 225 kg of 99% cyanuric chloride. Grind for 1 hour. Add the coupling solution prepared in step 2 within 1 hour. The temperature after addition is 8°C. Then adjust and maintain the pH to 3.0-4.0 with baking soda. Stir for 3 hours within this pH range. The temperature is 5-12°C. The endpoint is when the coupling solution disappears as detected by liquid phase. Then proceed with the second condensation.

[0023] 4. Secondary condensation: 134.4 g of a compound of formula (II-1) with a purity of 99% was added to the primary condensation solution:

[0024] Then, adjust the pH to 7.0 with sodium carbonate powder, raise the temperature to 30°C, maintain the temperature at 25-30°C and the pH at 7.0-7.5 for 3 hours. After the purity is found to be up to standard by liquid chromatography, wait for spray drying.

[0025] 5. After filtering the dye solution prepared in step 4 through a 40-mesh sieve, the solution was sent to a spray tower for drying to obtain 1380 kg of dry product.

[0026] The yellow reactive dye prepared in this embodiment was tested for color fastness in printing and dyeing according to the national standard GB / 2387-2003 "Determination of color and intensity of reactive dyes". The fabric samples were tested for color fastness in terms of fixation rate, rubbing resistance, washing resistance and perspiration resistance according to GB / T 2391-2014, GB / T 3920-2008, GB / T 3921-2008 and GB / T 3922-2013. The results are shown in Table 1 below.

[0027] As shown in Table 1, the yellow reactive dye prepared in this embodiment exhibits excellent fixation rate, colorfastness, and superior fastness in terms of lightfastness, wash fastness, chlorine bleach fastness, and perspiration fastness. Furthermore, the preparation process of the yellow reactive dye in this embodiment ensures that the neutral zeolite used for dyeing easily meets emission standards, making it more environmentally friendly.

[0028] Based on the above embodiments, it is readily apparent in the art that other compounds in formula (I) can be prepared by replacing o-methylaniline with appropriate amounts of the substance, so the preparation methods of other compounds will not be described here.

[0029] Although embodiments of the invention have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the invention, the scope of which is defined by the appended claims and their equivalents.

Claims

1. A yellow reactive dye, characterized in that: having the formula (I) ； In formula (I), R1 is selected from any one of C 1-6 alkyl, -COR3 or -CO(CH2)nNH2, wherein R3 is C 1-6 alkyl, n is an integer from 0 to 6; R2 is selected from any one of H, -CH3, -CH2CH3 or -SO3M, wherein M is an alkali metal, X is independently a halogen.

2. A yellow reactive dye according to claim 1 characterised in that: The alkali metal is selected from potassium or sodium.

3. A yellow reactive dye according to claim 1 characterised in that: R1is C 1-6 alkyl.

4. A yellow reactive dye according to claim 1 characterised in that: R1is -COR3, R3is C 1-6 alkyl.

5. A yellow reactive dye according to claim 1 characterised in that: The R1 is -CO(CH2)nNH2, wherein n is 0.

6. A yellow reactive dye according to claim 1 characterized in that: The R1 is selected from any one of methyl, ethyl, acetyl, propionyl or carbamoyl.

7. A dye composition characterized by comprising: A yellow reactive dye comprising any one of claims 1 to 6.

8. Use of a dye composition according to claim 7 for dyeing or printing nitrogen- or hydroxyl-containing fibre materials.

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