Non-photosensitive yellow dye composition and dyeing method
By combining compounds A and B and utilizing the specific group design of compound B, the problems of uneven dyeing and poor lightfastness are solved, achieving efficient dyeing uniformity and low-energy dyeing effect, which is suitable for viscose/linen blended fabrics.
Patent Information
- Application Number
- CN202610047700.9
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2026-01-14
- Publication Date
- 2026-04-17
AI Technical Summary
Existing yellow reactive dyes are prone to uneven dyeing during the dyeing process due to differences in yarn affinity, and have poor lightfastness, making it difficult to meet the dyeing requirements of high-comfort blended fabrics.
The compound A and compound B are combined. Compound B introduces sulfonic acid groups, tertiary amines, secondary amines and hydroxyl groups, etc., to stabilize the dye structure through hydrogen bonding, reduce photosensitivity, and improve dyeing uniformity and lightfastness through staggered dyeing.
It improves the color fastness of dyes and the color uniformity of viscose/linen blended fabrics, reduces dyeing temperature, saves production costs, and enhances the evenness and lightfastness of fabrics.
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Abstract
Description
Technical Field
[0001] This application relates to the technical field of dyes, and in particular to a non-photosensitive yellow dye composition and dyeing method. Background Technology
[0002] With the development of dyeing technology, the quality and rich color expression of textiles have been greatly improved. Consumers' increasingly demanding requirements for textile colors have further spurred improvements in dyes and dyeing processes. In recent years, the research and development of yellow reactive dyes has focused more on the refinement and functionalization of molecular structure design. By introducing multiple sulfonic acid groups into highly soluble pyrazolone derivatives, or by simultaneously introducing complementary reactive groups such as vinyl sulfone groups and monochlorotriazine groups into the dye molecule, the overall performance of dyes has been significantly improved. These technological advancements make modern yellow reactive dyes more suitable for various demanding dyeing process conditions and diverse application scenarios.
[0003] However, with societal development, blended fabrics made from different yarns are becoming increasingly popular due to their superior comfort. But dealing with different yarns within the same fabric presents a significant challenge for dyes, as variations in affinity with the yarns can easily lead to uneven dyeing and poor lightfastness after dyeing. Therefore, further improvements to dyes are still needed. Summary of the Invention
[0004] To improve the lightfastness and dyeing uniformity of dyes, this application provides a non-photosensitive yellow dye composition and a dyeing method.
[0005] In a first aspect, this application provides a non-photosensitive yellow dye composition, employing the following technical solution: A non-photosensitive yellow dye composition comprising compound A and compound B, wherein the molecular structural formula of compound A is as follows:
[0006] The general molecular structural formula of compound B is as follows:
[0007] Wherein, Y is one of the following five structures: .
[0008] By employing the above-mentioned technical solution, this application combines compound A and compound B, and through their synergistic effect, reduces the photosensitivity of the dye, improves color fastness, and enhances the color uniformity of viscose / linen blended fabrics. Specifically, the introduction of sulfonic acid groups, tertiary amines, secondary amines, and hydroxyl groups into the molecular structure of compound B improves its water solubility. Its hydrophilic groups can form hydrogen bonds with the amino groups in the dye groups both intramolecularly and intermolecularly, stabilizing the dye structure and improving its lightfastness. Furthermore, the presence of dual reactive groups in compound B overcomes the low accessibility and high diffusion resistance of linen, improving the level dyeing properties of linen and linen-containing blended fabrics. Simultaneously, the difference in reactive groups between compounds A and B allows for staggered dyeing, and this dynamic supplementary fixation helps improve the overall color fastness of the fabric, thereby enhancing its level dyeing properties.
[0009] Preferably, the mass ratio of compound A to compound B is (10-90):(10-90).
[0010] By adopting the above technical solution, at this ratio, the lightfastness and leveling properties are significantly better than those achieved by using compound A or compound B alone, or in other ratios of the two.
[0011] Preferably, the mass ratio of compound A to compound B is (40-60):(40-60).
[0012] By adopting the above technical solution and further limiting the mass ratio of the two, the photosensitivity index can be below 0.15 at 30 min, and the color difference can be below 0.35, showing excellent overall performance.
[0013] Preferably, compound B is prepared by reacting compound A with diethanolamine.
[0014] By adopting the above technical solution, after compound A reacts with diethanolamine, the Y structure of compound B contains both a secondary amine group and two hydroxyl groups. The content of active groups is high, and more intermolecular and intramolecular hydrogen bonds can be formed, resulting in better leveling and lightfastness properties.
[0015] Preferably, the preparation method of compound B is as follows: Dissolve 75-85 parts by weight of compound A in water, add 9-13 parts by weight of diethanolamine, stir thoroughly, heat the reaction solution to 85-95°C, add alkali during stirring to adjust the pH of the reaction solution to be stable at 6-7, react until the pH no longer changes, concentrate the reaction solution under vacuum or spray dry after salting out, to obtain compound B.
[0016] By adopting the above technical solution, the preparation method of compound B is highly operable and reproducible, the reaction is stable and efficient, and it can produce compound B with high yield and high purity. The combination of compound A and compound B is more controllable and accurate.
[0017] Preferably, in the preparation method of compound B, the alkali used to adjust the pH of the reaction solution is one or more of sodium bicarbonate, potassium bicarbonate, sodium carbonate, and potassium bicarbonate.
[0018] By adopting the above technical solutions, these bases can all be used to make the reaction efficient and stable, and can be removed by salting out.
[0019] Secondly, this application provides a staining method, which adopts the following technical solution: A staining method comprising the following steps: S1. Immerse the fabric to be dyed in a dye bath containing a non-photosensitive yellow dye composition at 30-45℃. The dyeing concentration is 0.5-2% owf. The dye bath also contains sodium sulfate at a concentration of 20-40 g / L. After keeping it warm for 20-40 min, add soda ash at a concentration of 3 g / L and continue to keep it warm for 10-20 min. S2. Increase the dye bath temperature to 55-65℃ at a rate of 1-3℃ / min, hold for 30-50 minutes, and then cool. S3. Soap the obtained fabric at 80-95℃ for 10-30 minutes; The non-photosensitive yellow dye composition is a non-photosensitive yellow dye composition as described in any one of claims 1-6.
[0020] By adopting the above technical solution, this application designs the molecular structure of compound B, introduces active groups into its molecular structure, and then combines it with compound A. In dyeing, it can reduce the temperature of traditional dyeing, which generally requires heating to 80-90℃, while this application can reduce it to 55-65℃, and still achieve excellent dyeing effect. This can reduce production costs, reduce heat loss, and save production costs.
[0021] Preferably, the fabric to be dyed is a viscose fabric or a viscose / linen blend fabric.
[0022] In summary, this application includes at least one of the following beneficial technical effects: 1. This application utilizes a compound A and compound B to reduce the photosensitivity of dyes through synergistic effects, thereby improving color fastness and color uniformity in viscose / linen blended fabrics. Specifically, the introduction of sulfonic acid groups, tertiary amines, secondary amines, and hydroxyl groups into the molecular structure of compound B enhances its water solubility. Its hydrophilic groups can form hydrogen bonds with the amino groups in the dye groups both intramolecularly and intermolecularly, stabilizing the dye structure and improving its lightfastness. Furthermore, the presence of dual reactive groups in compound B overcomes the low accessibility and high diffusion resistance of linen, improving the level dyeing properties of linen and linen-containing blended fabrics. Simultaneously, the difference in reactive groups between compounds A and B allows for staggered dyeing, and this dynamic supplementary fixation helps improve the overall color fastness of the fabric, thus enhancing its level dyeing properties.
[0023] 2. This application designs the molecular structure of compound B, introduces active groups into its molecular structure, and then combines it with compound A. In dyeing, it can reduce the temperature of traditional dyeing, which generally requires heating to 80-90℃, while this application can reduce it to 55-65℃, while still achieving excellent dyeing results. This can reduce production costs, reduce heat loss, and save production costs. Detailed Implementation
[0024] The following provides a more detailed description of this application in conjunction with specific details.
[0025] raw material The raw materials used in the preparation examples and embodiments of this application are all commercially available products. Preparation Example 1
[0026] A compound A has the molecular structure shown in Formula I. The preparation method is based on a published patent. The product obtained by analysis has the molecular structure of Formula I.
[0027]
[0028] (I) Preparation Example 2 A compound B has the general molecular structure shown in Formula II. In this preparation example, the Y-group is the first type, and its preparation method is as follows: Dissolve 80.8g of compound A in 500mL of water, add 6.1g of monoethanolamine, stir thoroughly, heat the reaction solution to 90℃, add sodium bicarbonate during stirring to adjust the pH of the reaction solution to be stable at 6-7, and the reaction is complete when the pH no longer changes. After salting out, concentrate the reaction solution under vacuum to obtain compound B, denoted as compound B1. Its structure was analyzed and found to be the target product, and its yield was calculated to be 86.8%.
[0029]
[0030] (II) Wherein, Y is one of the following five structures:
[0031] Preparation Example 3 A compound B has the general molecular structure shown in Formula II. In this preparation example, Y is the fourth compound, and its preparation method is as follows: Dissolve 80.8g of compound A in 500mL of water, add 10.5g of diethanolamine, stir thoroughly, heat the reaction solution to 90℃, add sodium bicarbonate during stirring to adjust the pH of the reaction solution to be stable at 6-7, and the reaction is complete when the pH no longer changes. After salting out, the reaction solution is concentrated under vacuum to obtain compound B, denoted as compound B2. Its structure is analyzed to be the target product, and its yield is calculated to be 85.0%. Example
[0032] Examples 1-9 A non-photosensitive yellow dye composition comprising compound A and compound B, wherein compound A was prepared by preparation example 1 and compound B was prepared by preparation example 2, and the mass percentages of compounds A and B are shown in Table 1. The preparation method is as follows: Compound A and compound B are mixed in a certain mass ratio to obtain a non-photosensitive yellow dye composition.
[0033] Table 1. Percentage of each raw material in Examples 1-9
[0034] Example 10 A non-photosensitive yellow dye composition differs from Example 6 in that its compound B is prepared by Preparation Example 3, while the remaining steps are the same as in Example 6; the resulting yellow dye composition is designated as Yellow Dye Composition 10.
[0035] Comparative Examples 1-4 A non-photosensitive yellow dye composition comprising compound A and compound B, wherein compound B is prepared by preparation example 2, and the mass percentages of compounds A and B are shown in Table 2. The preparation method is as follows: Compound A and compound B are mixed in a certain mass ratio to obtain a non-photosensitive yellow dye composition.
[0036] Table 2. Percentage content of each raw material in Comparative Examples 1-4
[0037] Performance testing Detection methods / test methods Yellow dye compositions were prepared according to the preparation methods of Examples 1-10 and Comparative Examples 1-4, and then tested according to the following detection methods. The test results are shown in Tables 3-5.
[0038] 1. Photosensitivity test: The color difference (CIE DE) of each yellow dye composition was tested at a concentration of 0.5% owf using the Datacolor 1000 colorimeter's photosensitive testing software.
[0039] Table 3. Results of photosensitivity detection
[0040] As can be seen from the test data in Table 3, the yellow dye composition prepared in this application, when dyeing at a concentration of 0.5% owf, showed small color difference changes in the CIE DE value obtained by photosensitivity test. The CIE DE value for 30 min was all below 0.31, which was better than that of the comparative dyes 1-4, and far superior to that of commercially available Reactive Yellow 145.
[0041] 2. Colorfastness Test Laboratory viscose fabric and viscose / linen blends (80 / 20) were used for dyeing. The color similarity of the yellow dye composition and the contrast dye was tested. The dyeing method is as follows: S1. Immerse the fabric to be dyed in a dye bath containing a yellow dye composition or reference dye at 40℃. The dyeing concentration is 1.0% owf. The dye bath also contains sodium sulfate at a concentration of 30 g / L. After keeping it warm for 30 min, add soda ash (concentration of 3 g / L) and continue to keep it warm for 10 min. S2. Increase the dye bath temperature to 60℃ at a rate of 2℃ / min, hold for 30 minutes, and then cool. S3. Soap the resulting fabric at 90°C for 15 minutes.
[0042] Table 4 Results of the same color test
[0043] As can be seen from Table 4, compared with the comparative dyes, the color difference of the yellow dye compositions prepared in the embodiments of this application is all 1.3 or less, and the lowest can reach 0.25, indicating that it has good color uniformity and can obtain a color with consistent hue and depth on the whole fabric, which is suitable for mass application.
[0044] 3. Color fastness to washing The staining concentration was determined according to the method in the international standard ISO 105C10-2006B; the staining concentration was 1.0% owf, and the solution was washed with water at 60°C.
[0045] Table 5 Results of color fastness test for washing
[0046] As can be seen from the test data in Table 5, the yellow dye compositions 1-10 prepared in this application all have excellent water wash fastness, and all can reach level 4.
[0047] This specific embodiment is merely an explanation of the present invention and is not intended to limit the invention. After reading this specification, those skilled in the art can make modifications to this embodiment without contributing any inventive step, but such modifications are protected by patent law as long as they are within the scope of the claims of the present invention.
Claims
1. A non-photosensitive yellow dye composition characterized in that: It includes compound A and compound B, wherein the molecular structure of compound A is as follows:
2. The general molecular structural formula of compound B is as follows:
3. Wherein, Y can be one of the following five structures: 。 4. The non-photosensitive yellow dye composition according to claim 1, characterized by: The mass ratio of compound A to compound B is (10-90):(10-90).
5. The non-photosensitive yellow dye composition according to claim 1, wherein: The mass ratio of compound A to compound B is (40-60):(40-60).
6. The non-photosensitive yellow dye composition according to claim 1, wherein: Compound B is prepared by reacting compound A with diethanolamine.
7. The non-photosensitive yellow dye composition according to claim 4, characterized in that: The preparation method of compound B is as follows: Dissolve 75-85 parts by weight of compound A in water, add 9-13 parts by weight of diethanolamine, stir thoroughly, heat the reaction solution to 85-95°C, add alkali during stirring to adjust the pH of the reaction solution to be stable at 6-7, react until the pH no longer changes, concentrate the reaction solution under vacuum or spray dry after salting out, to obtain compound B.
8. The non-photosensitive yellow dye composition according to claim 5, characterized in that: In the preparation method of compound B, the alkali used to adjust the pH of the reaction solution is one or more of sodium bicarbonate, potassium bicarbonate, sodium carbonate, and potassium bicarbonate.
9. A staining method, characterized in that: It includes the following steps: S1. Immerse the fabric to be dyed in a dye bath containing a non-photosensitive yellow dye composition at 30-45℃. The dyeing concentration is 0.5-2% owf. The dye bath also contains sodium sulfate at a concentration of 20-40 g / L. After keeping it warm for 20-40 minutes, add soda ash at a concentration of 3 g / L and continue to keep it warm for 10-20 minutes. S2. Increase the dye bath temperature to 55-65℃ at a rate of 1-3℃ / min, hold for 30-50 minutes, and then cool. S3. Soap the obtained fabric at 80-95℃ for 10-30 minutes; The non-photosensitive yellow dye composition is a non-photosensitive yellow dye composition as described in any one of claims 1-6.
10. A staining method according to claim 7, characterized in that: The fabric to be dyed is a viscose fabric or a viscose / linen blend.