Dispersed dark blue to black dye composition and application thereof

Abstract

The invention discloses a disperse dark blue-to-black dye composition and application thereof. A compound shown in the formula (I) is synthesized and mixed with other dyes and auxiliaries to obtain the disperse dark blue to black dye composition. The dye composition comprises the following components in percentage by mass: 1-20% of a component A, 1-20% of a component B, 10-40% of a component C, 1-10% of a component D and the balance of auxiliaries. The disperse dark blue-to-black dye composition provided by the invention can stably dye in a dye solution with the pH value of 4-12, and does not need reduction cleaning. The method has the advantages that the method is simple and convenient, excellent adaptability to various fabrics is achieved, various fastness index requirements are met for polyester or polyester blended fabrics, the low-carbon and environment-friendly requirements of enterprise production are met, and the market competitiveness of enterprises is improved.

Description

Technical Field

[0001] This invention belongs to the field of disperse dye technology, and specifically relates to a disperse deep blue to black dye composition and its application. Background Technology

[0002] In the textile printing and dyeing industry, disperse dyes have become the core material for fabric coloring due to their adaptability to dyeing hydrophobic fibers such as polyester. Among them, dark disperse dyes, such as blue to black and navy blue, have been in high market demand, and their performance optimization has always been a key research focus in the industry. At present, dark disperse dyes mostly adopt a multi-component blending technology, which achieves color adjustment, fastness improvement and dyeing adaptability expansion by compounding dye monomers with different structures, so as to meet the requirements of fabrics for color diversity and environmental stability.

[0003] However, existing blended dyes suffer from poor component compatibility and high-temperature instability in practical applications, severely restricting the stability of dyeing quality. For example, dye monomers with different structures, such as azo and anthraquinone, exhibit significant differences in molecular polarity, spatial configuration, and interfacial interactions. For instance, some azo dye monomers containing cyanoethyl or phenethyl substituents are prone to agglomeration during commercial processing (such as sand milling and microparticle formation) or storage when mixed with other dye monomers containing alkoxy or amino substituents due to unbalanced intermolecular forces (such as differences in hydrogen bonding ability and hydrophobic group repulsion). This compatibility defect not only leads to uneven dye particle size distribution but also reduces dye dispersibility in the dye bath during dyeing, resulting in color spots and patches on the fabric surface. Furthermore, the color reproducibility of the same batch of dyes is poor, with large batch-to-batch color differences, failing to meet the dyeing consistency requirements of high-end fabrics. Existing blended dyes also exhibit poor tolerance to changes in processing conditions. For example, traditional disperse dyes are prone to hydrolysis or configurational changes under alkaline conditions, leading to significant variations in fabric hue and even dyeing failure. Similarly, if blended dyes have poor component compatibility, slight changes in processing conditions such as heating rate and holding time can result in excessive color differences in the fabric. Furthermore, with increasing industry demands for environmental protection and efficiency, the one-bath dyeing process is gradually being promoted. This process requires dyes to be stable under alkaline conditions, but existing blended dyes have limited alkali-resistant components, and blending them with conventional components can lead to reduced key fastness properties such as wash fastness and sublimation fastness.

[0004] Therefore, in order to meet the modern printing and dyeing industry's demands for process flexibility, dyeing stability, and environmental efficiency, developing dark-colored disperse dye compositions with excellent component compatibility and strong process tolerance has become an urgent technical challenge. Summary of the Invention

[0005] The purpose of this invention is to provide a dispersed deep blue to black dye composition and its application.

[0006] The present invention first provides a dispersed deep blue to black dye composition, comprising component A, component B, component C, and component D; The structural formula of component A is shown in equation (Ⅰ) below:

[0007] Wherein, R1 and R2 are each independently halogen, nitro or cyano, and R3 is halogen or halogen-substituted alkyl, wherein the alkyl is a C1-C4 straight-chain alkyl.

[0008] More specifically, component A is one of the following dyes: , , , .

[0009] The structure of component B is shown in formula (II) below:

[0010] In formula (II), R4 is hydrogen or C1-C4 alkoxy, and R5 is hydrogen or NHCOR. a R a It is a C1-C4 alkyl group.

[0011] More specifically, component B is one of the following dyes: , , .

[0012] The structure of component C is shown in equation (Ⅲ) below:

[0013] In formula (Ⅲ), X1 is a halogen, and R6 and R7 are each independently selected from hydrogen, alkoxy, or NHCOR. b R b It is a C1-C4 alkyl group; R8 and R9 are each independently selected from phenyl and C1-C4 alkyl groups.

[0014] More specifically, component C is one of the following dyes: , , , , , , .

[0015] The structure of component D is shown in formula (IV):

[0016] In equation (IV), R10 R 11 Each is independently selected from hydrogen, halogen, or cyano groups, R 12 R 13 Each is independently selected from C1-C4 alkyl, cyanoethyl, benzyl, or phenylethyl.

[0017] More specifically, component D is one of the following dyes: , , , .

[0018] Furthermore, the dispersed deep blue to black dye composition comprises, by mass percentage, component A 1-20%, preferably 5-10%; component B 1-20%, preferably 5-10%; component C 10-40%, preferably 15-20%; component D 1-10%, preferably 1-5%; the remainder being auxiliaries.

[0019] The auxiliaries described in this invention are dispersants, diffusion agents, and other surfactants commonly used in the compounding of disperse dyes, preferably selected from one or more of the following in any proportion: naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, specifically such as methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF), naphthalene sulfonic acid formaldehyde condensate (diffusion agent NNO), benzyl naphthalene sulfonic acid formaldehyde condensate (diffusion agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), etc.

[0020] The present invention also provides the application of the above-mentioned disperse dye composition in the dyeing of polyester or polyester blended fabrics, wherein the polyester or polyester blended fabrics are pure polyester, polyester-spandex or polyester-cotton blends.

[0021] The dispersed deep blue to black dye composition provided by the present invention can stably dye in dyeing solutions with pH 4-12 without the need for reduction washing.

[0022] The disperse deep blue to black dye composition provided by this invention exhibits excellent adaptability to various fabrics. For all-polyester fabrics, the dye deeply penetrates the fiber interior, forming a stable colorfastness structure. In polyester-cotton blends, it effectively balances the water-repellency of cotton fibers and the hydrophobicity of polyester, ensuring uniform dyeing and meeting colorfastness standards. When applied to polyester-spandex elastic fabrics, it can simultaneously dye the spandex filaments, achieving color matching between the polyester-spandex fabric and the spandex fibers, maintaining consistent color and no reduction in colorfastness. Compared to ordinary high-wash dyes, under the same testing conditions, its wash fastness, sublimation fastness, and perspiration fastness are all more than half a grade higher than ordinary dyes. Compared to commercially available alkali-resistant dyes, it has higher strength. Even under harsh conditions, it can still meet various fastness requirements. This superior colorfastness performance can help companies upgrade their product quality. Furthermore, the disperse dyes provided by this invention do not require reduction washing after dyeing, significantly reducing costs and enhancing the company's market competitiveness. Detailed Implementation

[0023] The present invention will be described in detail below with reference to the embodiments, but these should not be construed as limiting the scope of protection of the present invention.

[0024] The synthesis method of component A used in the following embodiments of the present invention includes the following steps: (1) Take benzyl chloride and soda ash in DMF solvent at 70-90℃ and stir. Add meta-halogen substituted aniline dropwise to obtain N,N-dibenzyl-3-halogenated aniline. (2) Add the N,N-dibenzyl-3-haloaniline from step (1) to acetic acid and emulsifier, and add sulfuric acid at 25~35℃ to prepare a dilute sulfuric acid solution of N,N-dibenzyl-3-haloaniline; (3) Add the following compound II dropwise to a mixture of sulfuric acid and nitrosyl sulfuric acid below 10°C, stir until the reaction is complete, and obtain the diazonium component; (4) Add the N,N-dibenzyl-3-haloaniline dilute sulfuric acid solution from step (2) and the diazo component and aminosulfonic acid from step (3) to a mixture of ice water and sulfuric acid, and react at 20°C until complete to obtain the dye monomer with the structure shown in Formula I.

[0025] The formulations of disperse deep blue to black dyes in Examples 1-13 and Comparative Examples 1-2 are as follows:

[0026] According to the formula, the dye and auxiliaries are mixed, 5-8 times the amount of water is added to make a slurry, which is then ground, dispersed, and dried to obtain the finished product.

[0027] Acid and alkali resistance test

[0028] Prepare a 2% owf dye liquor using the above-mentioned dispersed deep blue to black dye composition and Comparative Examples 1 and 2. Adjust the pH value to 4-12, add it to a 100% polyester knitted fabric, with a liquor ratio of 1:10, heat to 130℃ at a heating rate of 2℃ / min and hold for 30 min, drain the liquor, wash with water, perform reduction washing, and dry.

[0029] Table 1. Staining K / S values ​​under different pH conditions

[0030] The effect of non-reduction washing and dyeing process on color fastness

[0031] The above-mentioned disperse deep blue to black dye composition and the dyes of Comparative Examples 1 and 2 were used to dye polyester-spandex blended samples (92% polyester + 8% spandex) for dyeing tests. AATCC 61.2A, AATCC 117, and GBT3922 were used to test wash fastness, sublimation fastness, and perspiration fastness, respectively. The dye liquor concentration was 5% owf, pH 4.5, leveling agent dosage was 1 g / L, and liquor ratio was 1:10. The temperature was increased to 100℃ at a rate of 2.0℃ / min and held for 5 min, then increased to 130℃ at a rate of 1.5℃ / min and held for 45 min. The liquor was then drained at a rate of 1.5℃ / min to 80℃, followed by soaping, washing with water, and setting at 170℃ for 60 min. A reduction washing method after dyeing was used as a control, i.e., after draining the dye liquor, washing with water, reduction washing at 80℃, acid washing, washing with water, and then setting.

[0032] Table 2 Wash fastness

[0033] Table 3 Sublimation Fastness

[0034] Table 4 Acid sweat fastness

[0035] Table 5 Alkaline sweat fastness

[0036] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.

Claims

1. A disperse deep blue to black dye composition, characterized in that, Includes component A, component B, component C, and component D; The structure of component A is shown in equation (Ⅰ): The structure of component B is shown in formula (II) below: The structure of component C is shown in equation (Ⅲ) below: The structure of component D is shown in equation (IV) below: In formula (Ⅰ), R1 and R2 are each independently a halogen, nitro or cyano, and R3 is a halogen or a halogen-substituted alkyl group, wherein the alkyl group is a C1-C4 straight-chain alkyl group; In formula (II), R4 is hydrogen or C1-C4 alkoxy, and R5 is hydrogen or NHCOR. a R a It is a C1-C4 alkyl group; In formula (Ⅲ), X1 is a halogen, and R6 and R7 are each independently selected from hydrogen, alkoxy, or NHCOR. b R b It is a C1-C4 alkyl group; R8 and R9 are each independently selected from phenyl and C1-C4 alkyl groups; In equation (IV), R 10 R 11 Each is independently selected from hydrogen, halogen, or cyano groups, R 12 R 13 Each is independently selected from C1-C4 alkyl, cyanoethyl, benzyl, or phenylethyl.

2. The dispersed deep blue to black dye composition according to claim 1, characterized in that, Component A is one of the following dyes: 、 、 、 。 3. The dispersed deep blue to black dye composition according to claim 1, characterized in that, Component B is one of the following dyes: 、 、 。 4. The dispersed deep blue to black dye composition according to claim 1, characterized in that, Component C is one of the following dyes: 、 、 、 、 、 、 。 5. The dispersed deep blue to black dye composition according to claim 1, characterized in that, Component D is one of the following dyes: 、 、 、 。 6. The dispersed deep blue to black dye composition according to claim 1, characterized in that, It also includes auxiliaries, and the dispersed deep blue to black dye composition is composed of the following components by mass percentage: component A 1-20%, component B 1-20%, component C 10-40%, component D 1-10%, and the remainder being auxiliaries.

7. The disperse deep blue to black dye composition according to claim 6, characterized in that, The dispersed deep blue to black dye composition comprises, by mass percentage: component A 5-10%, component B 5-10%, component C 15-20%, component D 1-5%, and the remainder being auxiliaries.

8. The dispersed deep blue to black dye composition according to claim 6 or 7, characterized in that, The additives include one or more of naphthalene sulfonate formaldehyde condensate, lignin sulfonate, and alkyl naphthalene sulfonate formaldehyde condensate.

9. The use of the disperse deep blue to black dye composition according to any one of claims 1-8 in the dyeing of polyester or polyester blended fabrics.

10. The application according to claim 9, characterized in that, During the staining process, the pH of the dye solution is 4-12, and no reduction washing is required after staining.

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