Yellow reactive dyes, process for their preparation and use

CN122978742APending Publication Date: 2026-10-27VERTEXYN (NANJING) BIOWORKS CO LTD
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Patent Information

Application Number
CN202611106634.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2026-07-24
Publication Date
2026-10-27

AI Technical Summary

Technical Problem

然而,该物质在合成过程中易发生氧化二聚反应,迅速转化为蓝色系的观蓝素,黄色结构难以稳定获得,成为制约其进一步开发与工业应用的关键技术瓶颈

Benefits of technology

本发明以一氯均三嗪基团作为活性桥基,将不稳定的5-氨基吡啶-2,3,6-三酮发色体转化为稳定的黄色活性染料,所述黄色活性染料色光稳定,染色牢度优异,染色织物的耐干摩擦牢度为5-6级,耐湿摩擦牢度为5级,耐光牢度为7级。

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Abstract

The present application provides a kind of yellow reactive dye and its preparation method and application, the yellow reactive dye is with amino pyridine triketone as chromophore group, is connected with aromatic sulfonic acid by triazine group, and active chlorine atom is reserved on triazine ring, the present application is designed by molecular structure, makes yellow reactive dye color light stable, solubility is good, the color fastness of fabric after dyeing is excellent, is suitable for cotton, hemp, silk, wool and its blended fabric dyeing, with green environmental protection, low carbon sustainable characteristics;Preparation method is with water as reaction medium, avoids the use of organic solvent, reduces the emission of volatile gas, post-processing process is simple, meets the concept of green chemistry and clean environment protection.
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Description

Technical Field

[0001] This invention belongs to the field of dye chemistry technology, and particularly relates to a yellow reactive dye, its preparation method, and its application. Background Technology

[0002] In the textile printing and dyeing industry, yellow dyes are a crucial component in achieving the three primary colors of a dyeing system. Currently, commercially available reactive yellow dyes mainly rely on petroleum-based chemical raw materials, with azo dyes being the dominant structure. Although these synthetic dyes possess good dyeing performance and process stability, their production process has a high carbon footprint, and some azo dyes may release carcinogenic aromatic amines under certain conditions, posing ecological and safety risks and contradicting the trends of green production and sustainable development.

[0003] In recent years, with the rise of sustainable fashion concepts, research on bio-based dyes has received widespread attention. However, the development of existing bio-based reactive dyes is mostly focused on blue (such as indigo and its derivatives) and red, while bio-based yellow reactive dyes with practical application value are still severely lacking, limiting the construction of a fully bio-based three-primary-color system.

[0004] CN119980727A discloses a reactive yellow dye suitable for dyeing composite cellulose fibers, a blending method, and its application. The method includes blending 50-70 wt% of dye A, 30-50 wt% of dye B, and 0-50 wt% of auxiliary agent C according to the three primary colors. This patent involves blending at least two dyes with different color yields for the two fibers, each possessing its own advantages. After co-bath dyeing of cotton and Tencel blended or interwoven fabrics, the color difference between the cotton and Tencel is small, and the fabric saturation and fullness are good.

[0005] CN117567874A discloses a light yellow reactive dye and its preparation method. The light yellow reactive dye is a diazo dye with a high fixation rate, resulting in full color of dyed fabrics. The addition of sulfonic acid groups improves the dye's solubility. This dye has high solubility and enhancement rate, good leveling properties, bright green color, excellent light fastness and wet rubbing fastness, a fixation rate of up to 65%, and good washing efficiency. It is an environmentally friendly and energy-saving dye, suitable for dyeing various cellulose fibers. The production process is simple, clean, and environmentally friendly. Spray drying is used after synthesis to reduce wastewater discharge.

[0006] CN116178985A discloses a yellow fluorinated reactive dye, its preparation method, and its application. The dye contains bis(fluorotriazine) and incorporates the intermediate 3,3'-disulfonic acid-4-amino-4'-nitrodiphenylurea as a bridging group. This yellow fluorinated reactive dye exhibits higher fixation and superior dyeing performance, primarily due to the introduction of the 3,3'-disulfonic acid-4-amino-4'-nitrodiphenylurea intermediate into its structure. This makes the dye more stable during storage, increases its solubility, and significantly improves various fastness properties after dyeing.

[0007] However, the raw materials for preparing the aforementioned patented dyes heavily rely on petrochemical feedstocks. In contrast, 5-aminopyridine-2,3,6-trione is a bio-based chromophore with excellent dyeing properties. Its UV-Vis absorption peak is located at approximately 396 nm, exhibiting a bright yellow color, showing potential as a precursor for bio-based yellow dyes. However, this substance is prone to oxidative dimerization during synthesis, rapidly transforming into blue-based chlorophyll, making it difficult to obtain a stable yellow structure. This has become a key technological bottleneck restricting its further development and industrial application.

[0008] Therefore, developing a yellow reactive dye that is stable in color, has excellent color fastness, and has a high bio-based carbon content is a technical problem that urgently needs to be solved in this field. Summary of the Invention

[0009] To address the shortcomings of existing technologies, the present invention aims to provide a yellow reactive dye, its preparation method, and its application. The yellow reactive dye uses aminopyridinyl trione as the chromophore, which is linked to an aromatic sulfonic acid via a triazine group. The triazine ring retains an active chlorine atom. Through molecular structure design, the present invention enables the yellow reactive dye to have stable color, good solubility, and excellent color fastness. It is suitable for dyeing cotton, linen, silk, wool, and their blended fabrics, and has the characteristics of being green, environmentally friendly, low-carbon, and sustainable.

[0010] To achieve this objective, the present invention adopts the following technical solution: In a first aspect, the present invention provides a yellow reactive dye having the following structural formula: .

[0011] This invention uses aminopyridinium trione as the chromophore group, and connects it to an aromatic sulfonic acid via a triazine group to convert the unstable 5-aminopyridinium-2,3,6-trione chromophore into a stable yellow reactive dye. The sulfonic acid group improves the dye's solubility in water. The triazine ring retains an active chlorine atom, which can covalently bond with the matrix surface containing hydroxyl, amino, or thiol groups. The yellow reactive dye has stable color, high bio-based carbon content, and is suitable for dyeing cotton, linen, silk, wool, and their blended fabrics, with excellent color fastness.

[0012] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. The purpose and beneficial effects of the present invention can be better achieved and realized through the following preferred technical solutions.

[0013] In a second aspect, the present invention provides a method for preparing a yellow reactive dye as described in the first aspect, the method comprising the following steps: (1) The reaction of cyanuric chloride and p-aminobenzenesulfonic acid yields intermediate I: ; (2) Intermediate I reacts with 5-aminopyridine-2,3,6-trione to obtain the yellow reactive dye: .

[0014] Preferably, in step (1), the reaction temperature is 0-10℃, such as 0℃, 2℃, 4℃, 6℃, 8℃ or 10℃.

[0015] Preferably, in step (1), the reaction time is 4-5 hours, for example, 4 hours, 4.5 hours or 5 hours.

[0016] Preferably, in step (1), the pH of the reaction is 3.5-4.5, such as 3.5, 3.7, 3.9, 4.1, 4.3 or 4.5.

[0017] Preferably, in step (1), the molar ratio of cyanuric chloride and p-aminobenzenesulfonic acid is 1:(0.95-1.05), such as 1:0.95, 1:1 or 1:1.05.

[0018] Preferably, the cyanuric chloride is added to the reaction system in the form of an ice-water suspension.

[0019] Preferably, in step (2), the reaction temperature is 35-45℃, such as 35℃, 37℃, 39℃, 41℃, 43℃ or 45℃.

[0020] Preferably, in step (2), the reaction time is 5-8 hours, such as 5 hours, 6 hours, 7 hours or 8 hours.

[0021] Preferably, in step (2), the pH of the reaction is 7.5-8.5, such as 7.5, 7.7, 7.9, 8.1, 8.3 or 8.5.

[0022] Preferably, in step (2), the molar ratio of intermediate I to 5-aminopyridine-2,3,6-trione is 1:(0.95-1.10), such as 1:0.95, 1:1, 1:1.05 or 1:1.10.

[0023] Preferably, in step (2), the reaction is carried out in the presence of an acid-binding agent.

[0024] Preferably, the acid-binding agent comprises an inorganic base.

[0025] Preferably, the inorganic base includes any one or a combination of at least two of sodium carbonate, sodium bicarbonate, sodium hydroxide, or potassium carbonate.

[0026] Preferably, the reaction is carried out in a solvent in steps (1)-(2).

[0027] Preferably, the solvent includes water.

[0028] Preferably, in step (2), the reaction is carried out in a protective atmosphere.

[0029] Preferably, in step (2), post-processing is further included after the reaction is completed.

[0030] Preferably, the post-processing includes salting out, separation, and drying.

[0031] Preferably, the drying temperature is 80-120℃, such as 80℃, 85℃, 90℃, 95℃, 100℃, 105℃, 110℃, 115℃ or 120℃.

[0032] Preferably, the drying process includes any one of vacuum drying, spray drying, or forced-air drying.

[0033] Thirdly, the present invention provides the application of the yellow reactive dye as described in the first aspect or the yellow reactive dye prepared according to the preparation method described in the second aspect in textile dyeing or digital printing.

[0034] Preferably, the textiles include cotton, linen, silk, wool, and blends thereof.

[0035] Preferably, the application includes dip dyeing and / or pad dyeing processes.

[0036] Compared with the prior art, the present invention has the following beneficial effects: This invention uses a monochlorotriazine group as an active bridging group to convert the unstable 5-aminopyridine-2,3,6-trione chromophore into a stable yellow reactive dye. The yellow reactive dye has stable color and excellent color fastness. The dyed fabric has a dry rubbing fastness of grade 5-6, a wet rubbing fastness of grade 5, and a light fastness of grade 7.

[0037] The yellow reactive dye prepared by this invention has high purity (≥96.8%) and high yield (≥75%). Water is used as the reaction medium in both steps of the reaction, avoiding the use of organic solvents and reducing the emission of volatile organic compounds from the source. The wastewater after treatment has good biodegradability. The preparation process is simple and conforms to the concepts of green chemistry and clean production. Attached Figure Description

[0038] Figure 1 This is the liquid chromatogram of intermediate I prepared in this invention; Figure 2 This is a liquid chromatogram of the yellow reactive dye prepared according to the present invention; Figure 3 This is the ultraviolet-visible absorption spectrum of the yellow reactive dye prepared by this invention; Figure 4 The mass spectrum of intermediate I prepared in this invention; Figure 5 This is the mass spectrum of the yellow reactive dye prepared according to the present invention; Figure 6 The image shows the dyeing effect of the cotton fabric used in Example 1-3. Detailed Implementation

[0039] The technical solution of the present invention will be further illustrated below through specific embodiments. Those skilled in the art should understand that the embodiments described are merely illustrative of the present invention and should not be construed as limiting the invention.

[0040] Unless otherwise stated, the raw materials and reagents used in the embodiments of the present invention are conventionally purchased raw materials and reagents. Among them, 5-aminopyridine-2,3,6-trione is provided by Nanjing Hegu Life Biotechnology Co., Ltd., and this raw material is derived from the pyridone compounds of patent CN120383558A.

[0041] In the following examples, the purity of the product was determined by high-performance liquid chromatography (HPLC), as follows: Chromatographic conditions: Mobile phase: Gradient elution of methanol and pure water, the gradients are shown in Table 1: Table 1 Wavelength 400 nm, flow rate 1.0 mL / min, sample solution: DMSO, injection volume: 10 μL, column temperature 35 ℃, run time 20 min, column: Galasil EF-C18M 4.6 mmid × 250 mmL (SN B06211801).

[0042] Example 1 This embodiment provides a yellow reactive dye and its preparation method, the preparation method comprising the following steps: (1) Add cyanuric chloride (18.4 g, 0.1 mol) to ice water (200 mL) and stir vigorously to form a fine dispersion suspension. Suspend p-aminobenzenesulfonic acid (17.3 g, 0.1 mol) in water (100 mL) and add 10 wt% sodium carbonate solution to adjust the pH to 7.0 to completely dissolve it. At 0-5℃, slowly add sodium p-aminobenzenesulfonate solution to the cyanuric chloride suspension, maintain the pH of the system at 4.0-4.5, and react for 4 h to obtain intermediate I solution. (2) Add 14.0 g, 0.1 mol of 5-aminopyridine-2,3,6-trione to deionized water (200 mL), heat to 40 °C under nitrogen protection, use 10 wt% sodium carbonate solution as acid-binding agent to maintain the pH of the reaction system at 7.8-8.2, and slowly add intermediate I solution obtained in step (1) (the molar ratio of 5-aminopyridine-2,3,6-trione to intermediate I is 1:1) while stirring, and react for 6 h; (3) Adjust the pH value to 7.0 with dilute sulfuric acid, add sodium chloride solution (15% w / v) for salting out, filter, and vacuum dry the filter cake at 80℃ to obtain 33.38g of yellow powder product with a total yield of 76.79% and a purity of 97.5%.

[0043] The present invention tested the liquid chromatogram of intermediate I, as shown in the figure. Figure 1 As shown, the elution time was 4.2 min; the liquid chromatogram of the yellow reactive dye is shown below. Figure 2 As shown, the elution time is 7.2 min, and the UV-Vis absorption spectrum is as follows. Figure 3 As shown, the maximum absorption wavelength is 483 nm.

[0044] This invention tested the mass spectrometry of intermediate I, such as... Figure 4 As shown, [MH] - The measured value of the ion peak m / z is 320.00 m / z, which is consistent with the theoretical value of 319.95 for the molecular formula C9H6O3Cl2N4S.

[0045] This invention tested the mass spectrum of a yellow reactive dye, such as... Figure 5 As shown, MS(ESI+) [M+Na] + The measured value of the ion peak is 447.20, which is consistent with C. 14 This matches the theoretical value of H9O6ClN6SNa, which is 446.99. [M] + The measured value of the ion peak is 424.20, which is consistent with C. 14 This is consistent with the theoretical value of 424.00 for H9O6ClN6S.

[0046] Example 2 This embodiment provides a yellow reactive dye and its preparation method, the preparation method comprising the following steps: (1) Add cyanuric chloride (18.4 g, 0.1 mol) to ice water (200 mL) and stir vigorously to form a fine dispersion suspension. Suspend p-aminobenzenesulfonic acid (17.3 g, 0.1 mol) in water (100 mL) and add 10 wt% sodium carbonate solution to adjust the pH to 7.0 to completely dissolve it. At 5-10℃, slowly add sodium p-aminobenzenesulfonate solution to the cyanuric chloride suspension, maintain the pH of the system at 3.5-4.0, and react for 4.5 h to obtain intermediate I solution. (2) Add 15.4 g, 0.11 mol of 5-aminopyridine-2,3,6-trione to deionized water (200 mL), heat to 45 °C under nitrogen protection, use 10 wt% sodium carbonate solution as an acid-binding agent to maintain the pH of the reaction system at 7.5-8.0, and slowly add the intermediate I solution obtained in step (1) (the molar ratio of 5-aminopyridine-2,3,6-trione to intermediate I is 1.1:1) while stirring, and react for 5 h; (3) Adjust the pH value to 7.0 with dilute sulfuric acid, add sodium chloride solution (15% w / v) for salting out, filter, and vacuum dry the filter cake at 80℃ to obtain 32.76g of yellow powder product with a total yield of 75.91% and a purity of 98.2%.

[0047] Example 3 This embodiment provides a yellow reactive dye and its preparation method, the preparation method comprising the following steps: (1) Add cyanuric chloride (18.4 g, 0.1 mol) to ice water (200 mL) and stir vigorously to form a fine dispersion suspension. Suspend p-aminobenzenesulfonic acid (17.3 g, 0.1 mol) in water (100 mL) and add 10 wt% sodium carbonate solution to adjust the pH to 7.0 to completely dissolve it. At 0-5℃, slowly add sodium p-aminobenzenesulfonate solution to the cyanuric chloride suspension, maintain the pH of the system at 3.5-4.0, and react for 5 h to obtain intermediate I solution. (2) Add 14.0 g, 0.1 mol of 5-aminopyridine-2,3,6-trione to deionized water (200 mL), heat to 35 °C under nitrogen protection, use 10 wt% sodium hydroxide solution as an acid-binding agent to maintain the pH of the reaction system at 8.0-8.5, and slowly add the intermediate I solution obtained in step (1) (the molar ratio of 5-aminopyridine-2,3,6-trione to intermediate I is 1:1) while stirring, and react for 8 h; (3) Adjust the pH value to 7.0 with dilute sulfuric acid, add sodium chloride solution (15% w / v) for salting out, filter, and vacuum dry the filter cake at 80℃ to obtain 33.14g of yellow powder product with a total yield of 76.01% and a purity of 97.2%.

[0048] Example 4 The only difference from Example 1 is that in step (2), 10% sodium bicarbonate solution is used as an acid-binding agent, and the amount of other components and the preparation method are the same as in Example 1. 33.45g of yellow powder product is obtained, with a total yield of 76.40% and a purity of 96.8%.

[0049] Example 5 The only difference from Example 1 is that in step (1), the amount of p-aminobenzenesulfonic acid used is 18.2g (0.105mol) (the molar ratio of cyanuric chloride to p-aminobenzenesulfonic acid is 1:1.05). The amount of other components and the preparation method are the same as in Example 1. 32.59g of yellow powder product was obtained, with a total yield of 75.21% and a purity of 97.8%.

[0050] Example 6 The only difference from Example 1 is that in step (1), the reaction temperature is increased to 15°C, and the amount of other components and the preparation method are the same as in Example 1. 28.56g of yellow powder product is obtained, with a total yield of 60.99% and a purity of 90.5%.

[0051] Example 7 The only difference from Example 1 is that in step (2), the reaction temperature is increased to 50°C, and the amount of other components and the preparation method are the same as in Example 1. 29.73g of yellow powder product was obtained, with a total yield of 64.61% and a purity of 92.1%.

[0052] Example 8 The only difference from Example 1 is that in step (1), the reaction time is 6 hours, and the amount of other components and the preparation method are the same as in Example 1. 31.58 g of yellow powder product was obtained, with a total yield of 69.46% and a purity of 95.2%.

[0053] Example 9 The only difference from Example 1 is that in step (2), the reaction time is 9 hours, and the amount of other components and the preparation method are the same as in Example 1. 31.05 g of yellow powder product was obtained, with a total yield of 70.94% and a purity of 94.8%.

[0054] Example 10 The only difference from Example 1 is that in step (1), the pH value of the reaction is controlled at 2.5-3.0, and the amount of other components and the preparation method are the same as in Example 1. 3.48g of yellow powder product is obtained, with a total yield of 2.92% and a purity of 35.6%.

[0055] Example 11 The only difference from Example 1 is that in step (2), the pH value of the reaction is controlled at 9.0-9.5, and the amount of other components and the preparation method are the same as in Example 1. 22.18g of yellow powder product is obtained, with a total yield of 40.98% and a purity of 78.3%.

[0056] The purity and yield of the yellow reactive dye in the embodiments of the present invention are shown in Table 2. The purity and yield of the obtained yellow reactive dye were tested by high performance liquid chromatography.

[0057] Table 2 This invention precisely controls the reaction conditions and prepares a yellow reactive dye through a two-step condensation reaction. The yellow reactive dyes prepared in Examples 1-5 have high purity (≥96.8%) and high yield (≥75%). The preparation method is simple and efficient, has good process versatility, and can stably achieve the goals of high purity and high yield.

[0058] In Example 6, the reaction temperature in step (1) was too high, resulting in extremely high activity of cyanuric chloride, which was prone to hydrolysis or di-substitution side reaction with p-aminobenzenesulfonic acid, leading to an increase in by-products and affecting the subsequent reaction. In Example 7, the reaction temperature in step (2) was too high, resulting in rapid hydrolysis of the remaining active chlorine on the cyanuric chloride. At the same time, the high temperature intensified the side reaction, leading to a decrease in yield and purity.

[0059] In Example 8, the reaction time in step (1) was too long, and the poor stability of cyanuric chloride caused it to hydrolyze and generate hydroxyl groups, which affected the subsequent reaction. In Example 9, the reaction time in step (2) was too long. The reaction was carried out for a long time in an alkaline environment at 40°C, and the target dye underwent partial hydrolysis, impurities accumulated, and the yield and purity decreased.

[0060] In Example 10, step (1) was carried out under strongly acidic conditions. The amino protonation degree of p-aminobenzenesulfonic acid was high, and the nucleophilicity decreased sharply, making it difficult to attack cyanuric chloride. As a result, the condensation reaction in step (1) hardly occurred, proving that the condensation in step (1) can only proceed smoothly under weakly acidic conditions (pH value between 3.5 and 4.5). In Example 11, step (2) was too alkaline. A large amount of active chlorine on cyanuric chloride was generated as hydrolysis byproducts. 5-aminopyridine-2,3,6-trione may also decompose under strong alkaline conditions. The yield was only about 50%, and the purity was less than 80%.

[0061] Application Example 1 This application example demonstrates the use of a yellow reactive dye in cotton dyeing, as follows: (1) Place 10g of cotton cloth (Shaoxing Quanying Textile Co., Ltd.) in water to remove air bubbles, absorb excess water, and keep it moist for dyeing. (2) Composition of the dyeing solution: Take 0.2g of the yellow reactive dye prepared in Example 1, add water to make up to a total volume of 200mL (liquor ratio 1:20), and prepare the dyeing solution; (3) Dyeing: Heat the dye solution to 60°C, immerse the cotton cloth in the dye solution for 30 minutes, add 6g of sodium chloride when dyeing for 10 minutes, take out the cotton cloth when dyeing for 20 minutes, wash with water and dry.

[0062] Application Example 2-3 The only difference from Application Example 1 is that the yellow reactive dye prepared in Example 1 is replaced with the yellow reactive dye prepared in Examples 2-3, and the rest is the same as Application Example 1.

[0063] Figure 6 The dyeing effect diagrams for Application Examples 1-3 show that the dyed fabrics have a uniform yellow color and no color spots, stains, or blemishes, indicating that the yellow reactive dye of the present invention has excellent leveling properties and dyeing effect.

[0064] Comparative Application Example 1 The yellow reducing dyeing solution in Example 3 of patent CN121086547A was used for dyeing at 45°C. The dyeing process included immersion and oxidation, with the immersion time being 10 minutes and the oxidation time being 5 minutes by exposing the fabric to air. The dyeing process consisted of one pass. After dyeing, the cotton fabric was washed at a liquor ratio of 150:1 at 40°C for 10 minutes. The washing solution used was a 5 g / L soap flake solution. After washing, the fabric was dried to obtain the dyed fabric.

[0065] Comparative Application Example 2 The only difference from Application Example 1 is that the yellow reactive dye prepared in Example 1 is replaced with an equal amount of commercially available K-RN reactive yellow; otherwise, they are the same as in Application Example 1.

[0066] The dyeing effect of the dyed fabric was tested. The color fastness to dry and wet rubbing and the color fastness to light of the dyed fabric were tested according to the following method. The test results are shown in Table 3.

[0067] (1) Color fastness to dry / wet rubbing: determined according to GB / T 3920-2008 "Textiles - Tests for color fastness to rubbing"; (2) Color fastness to light: determined in accordance with GB / T 8427-2019 "Textiles - Tests for color fastness to artificial light: Xenon arc".

[0068] Table 3 The yellow reactive dye prepared using this invention exhibits good leveling properties, a dry rubbing color fastness grade of 5-6, a wet rubbing color fastness grade of 5, and a light fastness grade of 7.

[0069] Compared with the application example 1, which uses a yellow reducing dye for dyeing, the color fastness to dry rubbing is grade 4-5, the color fastness to wet rubbing is grade 4, and the color fastness to light is grade 7. The dyeing effect is not as good as the application examples 1-3 of this invention.

[0070] Compared with Application Example 2, which uses commercially available K-RN reactive yellow for dyeing, the color fastness to dry rubbing is grade 4-5, the color fastness to wet rubbing is grade 4, and the color fastness to light is grade 6. The dyeing effect is not as good as Application Examples 1-3 of this invention.

[0071] The above description is only a specific embodiment of the present invention, but the protection scope of the present invention is not limited thereto. Those skilled in the art should understand that any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope disclosed in the present invention fall within the protection and disclosure scope of the present invention.

Claims

1. A yellow reactive dye, characterized in that, The yellow reactive dye has the following structural formula: 。 2. A method for preparing a yellow reactive dye as described in claim 1, characterized in that, The preparation method includes the following steps: (1) The reaction of cyanuric chloride and p-aminobenzenesulfonic acid yields intermediate I: ; (2) Intermediate I reacts with 5-aminopyridine-2,3,6-trione to obtain the yellow reactive dye: 。 3. The preparation method according to claim 2, characterized in that, In step (1), the reaction temperature is 0-10℃; Preferably, in step (1), the reaction time is 4-5 hours; Preferably, in step (1), the pH of the reaction is 3.5-4.

5.

4. The preparation method according to claim 2 or 3, characterized in that, In step (1), the molar ratio of cyanuric chloride and p-aminobenzenesulfonic acid is 1:(0.95-1.05); Preferably, the cyanuric chloride is added to the reaction system in the form of an ice-water suspension.

5. The preparation method according to any one of claims 2-4, characterized in that, In step (2), the reaction temperature is 35-45℃; Preferably, in step (2), the reaction time is 5-8 hours; Preferably, in step (2), the pH of the reaction is 7.5-8.

5.

6. The preparation method according to any one of claims 2-5, characterized in that, In step (2), the molar ratio of intermediate I to 5-aminopyridine-2,3,6-trione is 1:(0.95-1.10); Preferably, in step (2), the reaction is carried out in the presence of an acid-binding agent; Preferably, the acid-binding agent comprises an inorganic base; Preferably, the inorganic base includes any one or a combination of at least two of sodium carbonate, sodium bicarbonate, sodium hydroxide, or potassium carbonate.

7. The preparation method according to any one of claims 2-6, characterized in that, In steps (1)-(2), the reaction is carried out in a solvent; Preferably, the solvent includes water; Preferably, in step (2), the reaction is carried out in a protective atmosphere.

8. The preparation method according to any one of claims 2-7, characterized in that, In step (2), post-processing is also included after the reaction is completed; Preferably, the post-processing includes salting out, separation, and drying; Preferably, the drying temperature is 80-120°C; Preferably, the drying process includes any one of vacuum drying, spray drying, or forced-air drying.

9. The application of a yellow reactive dye as described in claim 1 or a yellow reactive dye prepared by the preparation method according to any one of claims 2-8 in textile dyeing or digital printing.

10. The application according to claim 9, characterized in that, The textiles include cotton, linen, silk, wool, and blended fabrics; Preferably, the application includes dip dyeing and / or pad dyeing processes.

Citation Information

Patent Citations

  • Yellow reactive dye and preparation method thereof

    CN117567874A

  • Reactive dye yellow suitable for dyeing composite cellulose fibers, and compounding method and application thereof

    CN119980727A

  • Synthetic method of ornamental blue

    CN120383558A

  • Yellow reductive staining agent, staining solution as well as preparation method and application of yellow reductive staining agent and staining solution

    CN121086547A