Cobalt blue disperse dye compound and composition, and preparation method therefor and use thereof

Abstract

A cobalt blue disperse dye compound. The cobalt blue disperse dye compound contains an ether bond, and has good affinity with polyester fibers, good dyeing evenness and high build up, and the ether bond is relatively stable, is not prone to hydrolyzing, and particularly is stable under alkaline conditions, such that the compound can be used for dyeing under alkaline conditions and is a rare cobalt blue disperse dye compound having good performance. A cobalt blue disperse dye composition of the present invention solves the problem of poor alkali resistance of a disperse blue 284 product, maintains the obvious advantages of having bright color, good dyeing evenness and high build up, and has a low price; and a cobalt blue disperse dye of the present invention has a simple production technology and an economical and environmentally friendly production process.

Description

A brilliant blue disperse dye compound, composition, preparation method and application thereof Technical Field

[0001] The invention relates to a blue disperse dye, in particular to a brilliant blue disperse dye compound, a composition, a preparation method and an application thereof. Background Art

[0002] Disperse Brilliant Blue 284 is a disperse dye with a vibrant color, a high absorption coefficient, high dyeing strength, and a high build-up rate. It is primarily used for dyeing and printing polyester and blended fabrics, and has a wide range of applications. While Disperse Brilliant Blue 284 exhibits excellent performance, its ester tail group results in extremely poor alkali resistance, preventing dyeing under alkaline conditions. This significantly limits its application. Therefore, developing a disperse blue dye with a vibrant color, excellent performance, and a color shade similar to Disperse Brilliant Blue 284 is an urgent challenge for the dye industry. Summary of the invention:

[0003] The present invention provides a brilliant blue disperse dye compound, a composition, a preparation method and an application thereof, which solve the defect of poor alkali resistance of the existing disperse brilliant blue 284 product. The dye maintains the obvious advantages of bright color, good levelness and high lifting power, and is low in price and has an economical and environmentally friendly production process.

[0004] To achieve the above object, the technical solution of the present invention is: a brilliant blue disperse dye compound having a structure as shown in formula (I),

[0005] in:

[0006] R is selected from any one of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, 2-methoxyethyl, 2-ethoxyethyl and 3-methoxypropyl;

[0007] The preparation method of the aforementioned brilliant blue disperse dye compound comprises the following steps:

[0008] a. Dissolve the compound of formula (II) in sulfuric acid, add nitrosylsulfuric acid dropwise at 0-10°C, and keep warm for 2-4 hours to obtain a diazo solution;

[0009] b. Dissolve the compound of formula (III) in water, add sulfuric acid and sulfamic acid under stirring, cool to 0-5°C, add diazo solution, and react at 0-5°C to obtain a compound of formula (I).

[0010] A brilliant blue disperse dye composition comprises a dye component of a compound having a structure represented by formula (I) in claim 1 and an auxiliary component.

[0011] A brilliant blue disperse dye composition, wherein the auxiliary component comprises a dispersant and a surfactant.

[0012] A brilliant blue disperse dye composition, wherein the weight ratio of the dye component to the auxiliary component is 1:0.5-6.

[0013] The invention discloses a preparation method of a brilliant blue disperse dye composition, comprising the steps of taking a dye component, adding an auxiliary component and water, adding a grinding medium for sand grinding, and drying to obtain a finished product.

[0014] The invention relates to the application of a brilliant blue disperse dye compound in the dyeing and printing of polyester and polyester blended fabrics.

[0015] The design concept and beneficial effects of the present invention are as follows: the brilliant blue disperse dye compound of the present invention contains ether bonds, has good affinity with polyester fibers, good dyeing levelness, high lifting power, and the ether bonds are relatively stable and not easily hydrolyzed, especially very stable under alkaline conditions, and can be dyed under alkaline conditions. It is a rare disperse blue dye compound with good performance. The brilliant blue disperse dye composition of the present invention solves the problem of poor alkali resistance of the disperse blue 284 product and maintains the obvious advantages of bright color, good levelness, and high lifting power. In addition, it is low-priced, the production process of the brilliant blue disperse dye of the present invention is simple, and the production process is economical and environmentally friendly. Specific embodiments:

[0016] The present invention will be further described below with reference to specific embodiments, but the protection scope of the present invention is not limited thereto.

[0017] Example 1:

[0018] The R group of formula (III) is methyl, which is formula (IV). The structure of formula (IV) is:

[0019] In a 250 mL glass four-necked flask, 9.8 g (0.050 mol) of the compound 3-amino-5-nitro-2,1-benzisothiazole (II) was dissolved in 60.0 g of 98% concentrated sulfuric acid. 41% nitrosyl sulfuric acid was slowly added dropwise at 0-10 °C.

[0020] 16.3g (0.0526mol), heat for 3 hours to give a diazo liquid; in a 1000mL glass four-necked flask, 12.3g (0.055mol) of the compound N,N-bis(2-methoxyethyl)-m-methylaniline of the structure shown in formula (IV) was added with 250mL of water, 3.0g of 98% concentrated sulfuric acid was added and dissolved under stirring, 0.5g of aminosulfonic acid was added, the temperature was lowered to 0-5°C, the diazo liquid was added, and the reaction was carried out at 0-5°C. After the reaction was complete, the mixture was filtered, washed with water to neutrality, and dried to give 20.3g (0.0473mol) of the disperse dye compound N,N-bis(2-methoxyethyl)-3-methyl-4-(5-nitro-2,1-benzisothiazol-3-yl)azoaniline of formula (I-1), with a yield of 94.7%.

[0021] The disperse dye compound has the following structure:

[0022] Since the compound is a diether group, the coloring rate is high in an alkaline environment.

[0023] Example 2-10. The method described in Example 1 was followed, except that the R group in formula (III) was replaced with a desired group to obtain brilliant blue disperse dye compounds corresponding to (I-2) to (I-10).

[0024] Example 11, take 40g of the brilliant blue disperse dye compound in Example 1-10 and 160 grams of dispersant MF, add 300 grams of water and mix, add water and mix to make a slurry, control the solid content of the slurry to be 35-45% for appropriate, grind and disperse, spray dry, respectively obtain the brilliant blue disperse dye composition obtained by the brilliant blue disperse dye compound of Example 1-10, the composition can provide a uniform and good blue tone for the fabric. Auxiliary agents are methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF), naphthalene sulfonic acid formaldehyde condensate (diffuser NNO), sodium lignin sulfonate (lignin NA, 83A), etc., and the weight ratio of dye component and auxiliary component is 1:0.5-6.

[0025] Since it is impossible to remove 100% of the water during the spray drying process, a certain amount of water is still allowed to exist even in powdered or granular dye products.

[0026] Due to the particularity of the dye industry, it is difficult and unnecessary to produce pure products, and they usually contain some impurities from the preparation process. The dye products of the present invention also allow for the presence of trace impurities.

[0027] Comparative Example 1: The commercially available Disperse Blue 284 product was used as a comparative example, and the depth of the dyed cloth sample was consistent with the depth of the dyed cloth sample of Example 1-10.

[0028] Table 1: Dye ratio

[0029] Performance testing:

[0030] The disperse dyes prepared in Examples 1-10 and the disperse blue 284 disperse dye from Comparative Example 1 were used to treat polyester fabric using a conventional high-temperature, high-pressure dyeing method. During the treatment, the dye depth (owf) was controlled at 1.2%, the bath ratio was 1:40, and the pH of the dye bath was adjusted to 4-5. Dyeing was performed at room temperature, the temperature was raised to 130°C at a rate of 1°C / min, and the dye bath was held at that temperature for 45 minutes. The fabric was then reduced, washed, and dried according to conventional methods, and cooled to 70°C before removal. Based on this dyeing method, the dye bath pH was adjusted to 7, 9, and 10, respectively. Using fabric samples dyed at a pH of 4-5 as a standard, the dye uptake at different pH values ​​was tested to determine the pH value for normal dyeing. See Table 2 for details:

[0031] Table 2 Dye uptake rate at different pH values

[0032] From the coloring rates at different pH values ​​in Table 2, it can be seen that the coloring rate of Comparative Example 1 at pH = 7 is 67.7%, the coloring rate at pH = 9 is 67.0%, and the coloring rate at pH = 10 is only 3.2%. However, the coloring rates of the dyes of Examples 1 to 10 after dyeing at pH = 7 and pH = 9 all reach 99.5% or more, and the coloring rate of the dyes of Examples 1 to 10 after dyeing at pH = 10 can also reach 96.2% or more. Therefore, the pH range of the dyeing of the embodiment dyes is much higher than that of Comparative Example 1, the pH requirement for dyeing is wider, and the dyeing is more stable during use.

[0033] The above embodiments are intended only to illustrate the technical concepts and features of the present invention. Their purpose is to enable those skilled in the art to understand the contents of the present invention and implement them accordingly. They are not intended to limit the scope of protection of the present invention. Any equivalent changes or modifications made in accordance with the spirit of the present invention are intended to be covered by the scope of protection of the present invention.

Claims

1. A brilliant blue disperse dye compound, characterized in that: it is a compound having the structure shown in formula (I), wherein: R is selected from any one of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, 2-methoxyethyl, 2-ethoxyethyl, and 3-methoxypropyl.

2. The brilliant blue disperse dye compound according to claim 1, characterized in that: the disperse dye having the structure shown in formula (I) is any one of the following structures:

3. The preparation method of the brilliant blue disperse dye compound according to claim 1, characterized in that: it includes the following steps. a. Dissolve the compound having the structure shown in formula (II) in sulfuric acid, drop in nitrosylsulfuric acid at 0-10°C, and keep the temperature for 2-4 h to obtain a diazo solution. b. Dissolve the compound having the structure shown in formula (III) in water, add sulfuric acid under stirring, add amidosulfonic acid, cool down to 0-5°C, add the diazo solution, and react at 0-5°C to obtain the compound having the structure shown in formula (I).

3. A brilliant blue disperse dye composition, characterized in that: it includes a dye component and an auxiliary component, wherein the dye component is the compound having the structure shown in formula (I) according to claim 1.

4. The brilliant blue disperse dye composition according to claim 4, characterized in that: the auxiliary component includes a dispersant and a surfactant.

5. The brilliant blue disperse dye composition according to claim 4, characterized in that: the weight ratio of the dye component to the auxiliary component is 1:0.5-6.

6. The preparation method of the brilliant blue disperse dye composition according to any one of claims 5-6, characterized in that: take the dye component, add the auxiliary component and water, add a grinding medium and grind, and then dry to obtain the finished product.

7. The application of the brilliant blue disperse dye compound according to claim 1 in the dyeing and printing of polyester and polyester blended fabrics.