A composite high-sunlight fastness reactive red dye composition and its use

By adopting a composite high-sun fastness active red dye composition, the combination of copper complex structure and additives, the problem of the sun fastness of the active red dye not meeting the standards is solved, and the high sun fastness of the dye and excellent application performance are achieved.

CN117327406BActive Publication Date: 2025-06-17ZHEJIANG YIDE CHEM
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Patent Information

Application Number
CN202311266622.4
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-09-27
Publication Date
2025-06-17
Estimated Expiration
2043-09-27

AI Technical Summary

Technical Problem

The sun fastness index of existing active red dyes does not meet the standards and cannot meet the requirements of school uniforms or brand clothing for sun fastness, especially the sun fastness of red dyes is particularly prominent.

Method used

Compound high sun-fast active red dye compositions are employed, which include mixtures of specific compounds, and the sun-fastness and other application properties of the dye are enhanced by the combination of copper complex structures and additives.

Benefits of technology

The dye has achieved excellent sun fastness, good directness and good compatibility, meets the red color of high sun drying requirements, and has excellent friction fastness, washing fastness and sweat fastness.

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Abstract

The present invention discloses a composite high sunlight fastness reactive red dye composition and its use, belonging to the technical field of dyes. The composite high sunlight fastness reactive red dye composition is a mixture mainly composed of any two or more compounds among formula (1), formula (2), and formula (3) compounded in any proportion. The dye of the present invention has excellent application performance of sunlight fastness, can meet the dyeing of fabrics with various high sunlight fastness requirements, and at the same time has excellent compatibility, build-up property, and alkali resistance. When dyeing, it avoids the situations of easy color blooming and instability during dyeing, and other fastness indexes are also better than those of traditional reactive dyes.
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Description

Technical Field

[0001] The present invention relates to the technical field of dyes, and more specifically, to a composite high sunlight fastness reactive red dye composition and its use. Background Art

[0002] With the continuous development of cellulose fiber varieties and the continuous development of dyeing technologies, when using reactive dyes to color cellulose fibers, higher and higher requirements are put forward for the application performance of reactive dyes. In recent years, many review articles on reactive dyes have been published, covering not only the development of reactive dyes themselves, but also their application performance and processes, with the focus on improving their application performance and environmental friendliness. Among them, particular attention is paid to sunlight fastness in terms of application performance. Many product standards in the textile industries of China and the world take the comprehensive performance of dyes as an important assessment indicator. China has specifically formulated the standard requirements of "GB / T 31888-2015 for School Uniforms of Primary and Middle School Students", putting forward new requirements for indicators such as the sunlight fastness of textiles. Under this background, there is an urgent need to develop a high sunlight fastness dye with comprehensive application performance and excellent performance in various aspects to be used in textiles.

[0003] The sunlight fastness index is a shortcoming for reactive dyes. Most of the sunlight fastness indexes of reactive dyes do not meet the standards and do not meet the requirements of school uniforms or brand clothing. School uniforms or brand clothing specifications require a sunlight fastness of level 4 or above. Moreover, the red series in reactive dyes is particularly prominent in terms of the defect of sunlight fastness. Most reactive red dyes have a sunlight fastness of only level 2-3. To solve the problem of the sunlight fastness of reactive red dyes, various studies have been carried out in many patent literatures, but satisfactory results have not been obtained. Therefore, there is an urgent need to develop a reactive red dye with high sunlight fastness and stable application performance in all aspects to meet the market demand. Summary of the Invention

[0004] 1. Technical Problems to be Solved

[0005] Aiming at the problems existing in the prior art, the purpose of the present invention is to provide a composite high sunlight fastness reactive red dye composition and its use, which is used for dyeing cellulose fibers or fibers containing cellulose and makes the dyed fibers have stable application performance in all aspects, and at the same time has excellent sunlight fastness indexes, good directness and good compatibility, filling the defect of the sunlight fastness of reactive red dyes in the existing market.

[0006] 2. Technical Solutions

[0007] To solve the above problems, the present invention adopts the following technical solutions.

[0008] A composite high-sunlight fastness reactive red dye composition, comprising a mixture prepared by mixing any two or more compounds selected from the compounds of formula (1), formula (2) and formula (3) in any proportion;

[0009]

[0010] wherein, M1, M2, and M3 each independently represent -H, -Na, -K or -Li;

[0011] R1 represents -H or -SO3M; M represents -H, -Na, -K or -Li; R2 represents -H or -C2H5; X represents -Cl or -F;

[0012] The ortho position of the azo group has a hydroxyl group with coordination ability, forming a stable chelate ring with copper ions.

[0013] Furthermore, M1, M2, and M3 each independently represent -H, -K or -Li; R1 represents -SO3M, M represents -Na, -K or -Li; X represents -F.

[0014] Furthermore, the compound represented by formula (1) is formula (1-1), formula (1-2), formula (1-3), formula (1-4) or formula (1-5);

[0015]

[0016]

[0017] The compound represented by formula (2) is formula (2-1) or formula (2-2);

[0018]

[0019] The compound represented by formula (3) is formula (3-1) or formula (3-2);

[0020]

[0021] The composite high-sunlight fastness reactive red dye comprises a mixture prepared by mixing any two or more compounds selected from the three groups of formula (1-1), formula (1-2), formula (1-3), formula (1-4) or formula (1-5), formula (2-1) or formula (2-2), and formula (3-1) or formula (3-2) in any proportion.

[0022] Furthermore, the composite high-sunlight fastness reactive red dye is compounded and added with an auxiliary agent, and the auxiliary agent is selected from any one or more mixtures of sodium sulfate, sodium hexametaphosphate, methylnaphthalenesulfonic acid formaldehyde condensate and naphthalenesulfonic acid formaldehyde condensate.

[0023] Furthermore, the auxiliary agent is selected as sodium sulfate.

[0024] Furthermore, the compounded mixture contains the compound of formula (1-4).

[0025] Furthermore, the compounded mixture contains the compound of formula (1-1).

[0026] Furthermore, the compounded mixture contains three compounds of (1-1), formula (1-3) and formula (2-2).

[0027] Furthermore, the compounded mixture contains three compounds of formula (1-4), formula (2-1) and formula (3-2).

[0028] The present invention also provides the use of the composite high sunlight fastness reactive red dye in dyeing cellulose fiber materials or cellulose-containing fibers.

[0029] 3. Beneficial effects

[0030] Compared with the prior art, the advantages of the present invention are as follows:

[0031] (1) The product obtained in the present invention is a copper complex structure dye, while most of the reactive red dyes in the market (reactive red 195, reactive red 194, reactive red 111, reactive red 198, reactive red 250, reactive red RGB, reactive red S-B) are azo type structure dyes. For example, the dye provided in the patent CN104927396B "A Composite Reactive Deep Red Dye and Its Preparation Method and Application" is also an azo type structure dye. When dyeing light to medium colors, especially light colors, due to the poor sunlight fastness of azo type red dyes, the actual use requirements cannot be met. In contrast, the product obtained in the present invention has a copper complex structure. Since the two adjacent positions of the azo group contain hydroxyl groups with coordination ability, a stable chelate ring can be formed with copper, thereby improving the sunlight fastness.

[0032] (2) The composite high sunlight fastness reactive red dye provided by the present invention can be medium-temperature colored on cellulose fibers or cellulose-containing fibers. During dyeing, it has excellent performance parameters in terms of directness, levelness, synchronism, and hue reproducibility, and is not easy to dye unevenly. The dyed fibers can not only meet the high sunlight fastness red color requirements, but also have excellent application properties such as rubbing fastness, washing fastness, and perspiration fastness.

[0033] (3) The composite high sunlight fastness reactive red dye provided by the present invention is compounded with reactive dyes having different application properties. The various indicators of the dyed finished product obtained by using the dye of the present invention are superior to those of traditional single red reactive dyes, and it is particularly suitable for the dyeing requirements of primary and secondary school student school uniform fabrics. Specific embodiments

[0034] Each of the dyes contained in the present invention, namely, those of formula (1), formula (2) and formula (3), can be prepared by those skilled in the art by known methods respectively.

[0035] In the composite high-sunlight fastness reactive red dye composition provided by the present invention, there is no particular limitation on the compounding method of each reactive dye. The following methods can be adopted: the method of separately manufacturing each reactive dye first and then compounding them; for example, the method of mixing the reaction solutions containing each reactive dye generated during manufacturing and then drying to obtain the composition; or the method of dissolving each reactive dye in a dyeing bath to obtain the same composition as each composition in the dyeing bath, etc. At this time, the mixing ratio of the dyes of formula (1), formula (2) and formula (3) in the composite high-sunlight fastness reactive red dye composition can be appropriately compounded according to the required hue, and can be compounded according to the fastness index in the application performance. Among them, the auxiliaries in the composite reactive red dye can be mixed with the reactive dyes in the composite high-sunlight fastness reactive red dye in any weight ratio according to needs.

[0036] When preparing a dyeing bath by adding each dye of the composite high-sunlight fastness reactive red dye composition of the present invention and additives used as needed to a dyeing bath or a padding dyeing bath and then carrying out dyeing. The dissolution order of each dye, additive and some required substances can be in any order, and the usage amounts of each component can also be determined with reference to known methods.

[0037] The composite high-sunlight fastness reactive red dye composition is useful for cellulose fibers and fibers containing cellulose fibers, such as cotton, linen, rayon and wool. In its dyeing method, the usage amount of the composite high-sunlight fastness reactive red dye composition is usually 0.005%-15% of the fiber weight. Preferably, the usage amount of the composite high-sunlight fastness reactive red dye composition is usually 2% of the fiber weight.

[0038] The dyeing usage method of the composite high-sunlight fastness reactive red dye composition can be carried out according to methods well-known in the art, but is not limited thereto. For example, in the dyeing of cellulose fibers such as cotton, the reactive dye composition of the present invention that meets the required hue and concentration is added to the dyeing bath, and an inorganic neutral salt and a base binder are used separately or in combination. At this time, there is no particular limitation on the usage amount of the inorganic neutral salt or base binder used. In addition, the addition of the inorganic neutral salt or base binder to the dyeing bath can be carried out at one time or in batches. In addition to this, dyeing aids well-known in the art can also be used in combination, but the dyeing aids are not limited thereto. The dyeing temperature is 40°C - 90°C, and the preferred dyeing temperature is 50°C - 70°C.

[0039] The use of the composite high sunlight fastness reactive red dye composition can adopt a continuous dyeing method. The alkali binder can be added to the dye padding liquor alone or in combination with the composite high sunlight fastness reactive red dye composition. After padding according to a known method, it is dried, and then dyed by dry heat or steam heat according to a known method by a single-bath padding method, or it can be padded with the dye and then dried, and then padded in a known inorganic neutral salt, and dyed by dry heat or steam heat according to a known method by a two-bath padding method. However, the continuous dyeing method is not limited to this.

[0040] Each reactive dye composition in the compounding process of the present invention is uniformly mixed according to the conventional methods in the art, including but not limited to, dry powder mixing in a mixing barrel, or co-dissolving and then spray drying, etc.

[0041] The present invention will be further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto.

[0042] Example 1:

[0043] 40 g of the dye conforming to formula (1-1), 40 g of the dye conforming to formula (1-2), 10 g of the dye conforming to formula (2-1) and 10 g of sodium sulfate were fully mixed by dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with the color serial number of yellowish red 1.

[0044] Example 2:

[0045] 40 g of the dye conforming to formula (1-1), 10 g of the dye conforming to formula (1-3), 20 g of the dye conforming to formula (1-4), 20 g of the dye conforming to formula (2-2) and 10 g of sodium sulfate were fully mixed by dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with the color serial number of yellowish red 2.

[0046] Example 3:

[0047] 30 g of the dye conforming to formula (1-2), 10 g of the dye conforming to formula (1-3), 30 g of the dye conforming to formula (2-1), 10 g of the dye conforming to formula (2-2) and 20 g of sodium sulfate were fully mixed by dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with the color serial number of yellowish red 3.

[0048] Example 4:

[0049] 20 g of the dye conforming to formula (1-3), 20 g of the dye conforming to formula (1-4), 20 g of the dye conforming to formula (1-5), 20 g of the dye conforming to formula (2-1) and 20 g of sodium sulfate were fully mixed by dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with the color serial number of yellowish red 4.

[0050] Example 5:

[0051] 10 g of the dye conforming to formula (1-1), 40 g of the dye conforming to formula (1-3), 10 g of the dye conforming to formula (1-5), 30 g of the dye conforming to formula (2-2) and 10 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of yellowish red 5.

[0052] Example 6:

[0053] 10 g of the dye conforming to formula (1-1), 40 g of the dye conforming to formula (1-2), 30 g of the dye conforming to formula (1-3), 10 g of the dye conforming to formula (3-1) and 10 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of bluish red 6.

[0054] Example 7:

[0055] 20 g of the dye conforming to formula (1-1), 30 g of the dye conforming to formula (1-3), 20 g of the dye conforming to formula (1-4), 20 g of the dye conforming to formula (3-2) and 10 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of bluish red 7.

[0056] Example 8:

[0057] 30 g of the dye conforming to formula (1-2), 10 g of the dye conforming to formula (1-3), 30 g of the dye conforming to formula (2-1), 10 g of the dye conforming to formula (3-2) and 20 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of bluish red 8.

[0058] Example 9:

[0059] 20 g of the dye conforming to formula (1-3), 20 g of the dye conforming to formula (1-4), 20 g of the dye conforming to formula (1-5), 20 g of the dye conforming to formula (3-1) and 20 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of bluish red 9.

[0060] Example 10:

[0061] 10 g of the dye conforming to formula (1-1), 40 g of the dye conforming to formula (1-3), 10 g of the dye conforming to formula (1-5), 30 g of the dye conforming to formula (3-2) and 10 g of sodium sulfate are fully mixed in dry powder in a mixing barrel to obtain a composite high sunlight fastness reactive red dye composition with a color number of bluish red 10.

[0062] Example 11:

[0063] Mix 30 g of the dye conforming to formula (1-1), 30 g of the dye conforming to formula (2-2), 30 g of the dye conforming to formula (3-1), and 10 g of sodium sulfate thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition with a color number of jujube red 11.

[0064] Example 12:

[0065] Mix 30 g of the dye conforming to formula (1-2), 30 g of the dye conforming to formula (2-1), 30 g of the dye conforming to formula (3-2), and 10 g of sodium sulfate thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition with a color number of jujube red 12.

[0066] Example 13:

[0067] Mix 30 g of the dye conforming to formula (1-3), 30 g of the dye conforming to formula (2-2), 30 g of the dye conforming to formula (3-1), and 10 g of sodium sulfate thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition with a color number of jujube red 13.

[0068] Example 14:

[0069] Mix 30 g of the dye conforming to formula (1-4), 30 g of the dye conforming to formula (2-1), 30 g of the dye conforming to formula (3-2), and 10 g of sodium sulfate thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition with a color number of jujube red 14.

[0070] Example 15:

[0071] Mix 30 g of the dye conforming to formula (1-5), 30 g of the dye conforming to formula (2-1), 30 g of the dye conforming to formula (3-1), and 20 g of sodium sulfate thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition with a color number of jujube red 15.

[0072] Tabulate the formulation ratios of Examples 1 to 15 and arrange them in the order of color numbers to obtain Table 1:

[0073] Color Serial Number Formulation Ratio Yellowish Red 1 Formula (1-1) 40g + Formula (1-2) 40g + Formula (2-1) 10g + Sodium Sulfate 10g Yellowish Red 2 Formula (1-1) 40g + Formula (1-3) 10g + Formula (1-4) 20g + Formula (2-2) 20g + Sodium Sulfate 1og Yellowish Red 3 Formula (1-2) 30g + Formula (1-3) 10g + Formula (2-1) 30g + Formula (2-2) 10g + Sodium Sulfate 20g Yellowish Red 4 Formula (1-3) 20g + Formula (1-4) 20g + Formula (1-5) 20g + Formula (2-1) 20g + Sodium Sulfate 20g Yellowish Red 5 Formula (1-1) 10g + Formula (1-3) 40g + Formula (1-5) 10g + Formula (2-2) 30g + Sodium Sulfate 10g Bluish Red 6 Formula (1-1) 10g + Formula (1-2) 40g + Formula (1-3) 30g + Formula (3-1) 10g + Sodium Sulfate 10g Bluish Red 7 Formula (1-1) 20g + Formula (1-3) 30g + Formula (1-4) 20g + Formula (3-2) 20g + Sodium Sulfate 10g Bluish Red 8 Formula (1-2) 30g + Formula (1-3) 10g + Formula (21) 30g + Formula (32) 10g + Sodium Sulfate 20g Bluish Red 9 Formula (1-3) 20g + Formula (1-4) 20g + Formula (1-5) 20g + Formula (3-1) 20g + Sodium Sulfate 20g Bluish Red 10 Formula (1-1) 10g + Formula (1-3) 40g + Formula (1-5) 10g + Formula (3-2) 30g + Sodium Sulfate 10g Jujube Red 11 Formula (1-1) 30g + Formula (2-2) 30g + Formula (3-1) 30g + Sodium Sulfate 10g Jujube Red 12 Formula (1-2) 30g + Formula (2-1) 30g + Formula (3-2) 30g + Sodium Sulfate 10g Jujube Red 13 Formula (1-3) 30g + Formula (2-2) 30g + Formula (3-1) 30g + Sodium Sulfate 10g Jujube Red 14 Formula (1-4) 30g + Formula (2-1) 30g + Formula (3-2) 30g + Sodium Sulfate 10g Jujube Red 15 Formula (1-5) 30g + Formula (2-1) 20g + Formula (3-1) 30g + Sodium Sulfate 20g

[0074] Examples 16 to 30:

[0075] 100 g of cotton cloth was dyed with the composite high-sunlight fastness reactive red dye composition obtained in Examples 1 to 15 at 2% of the fabric weight in a dye bath containing 60 g / L of sodium sulfate and a bath ratio of 1:20. It was adsorbed at 60 °C for 30 min, and then fixed with soda ash for 45 min. The amount of soda ash used was 15 - 20 g / L. After washing, soaping, and drying, the dyed cotton cloth obtained had a uniform color and excellent fastness to sunlight and wet rubbing treatment.

[0076] The dyed cotton cloths prepared in Examples 16 to 30 were subjected to performance tests and arranged according to the color numbers. The specific application performance parameter table 2 is as follows:

[0077]

[0078]

[0079] According to this table, it can be seen that the application performance of yellowish red 2 and yellowish red 5 is more superior in the sunlight fastness index of yellowish red. That is, the compounding of formula (1-1), formula (1-3), and formula (2-2) can achieve a higher sunlight fastness, and formula (1-4) can make the dye have a higher light and perspiration fastness effect compared with formula (1-5);

[0080] Blueish red 8 has a higher application performance of water and soaping fastness. That is, the compounding of formula (1-2), formula (1-3), formula (2-1), and formula (3-2) can achieve a higher water and soaping fastness effect;

[0081] Comparing blueish red 7 and blueish red 10, the light and perspiration composite index of blueish red 7 is higher than that of blueish red 10. Blueish red 7 is compounded from formula (1-1), formula (1-3), formula (1-4), and formula (3-2), and blueish red 10 is compounded from formula (1-1), formula (1-3), formula (1-5), and formula (3-2). That is, formula (1-4) can make the dye have a higher light and perspiration composite effect;

[0082] Bordeaux 11 has a higher application performance of water and soaping fastness. That is, the compounding of formula (1-1), formula (2-2), and formula (3-1) can achieve a higher water and soaping fastness effect;

[0083] Bordeaux 14 has a higher application performance of light and soaping fastness. That is, the compounding of formula (1-4), formula (2-1), and formula (3-2) can achieve a higher light and soaping fastness effect;

[0084] Comparing Bordeaux 11 with Bordeaux 13, the comprehensive performance index of Bordeaux 11 is higher than that of Bordeaux 13. Bordeaux 11 is compounded from Formula (1-1), Formula (2-2) and Formula (3-1), while Bordeaux 13 is compounded from Formula (1-3), Formula (2-2) and Formula (3-1). That is, Formula (1-1) can endow the dye with higher light fastness to perspiration, water fastness and soaping fastness;

[0085] Comparing Bordeaux 12 with Bordeaux 14, the comprehensive performance index of Bordeaux 14 is higher than that of Bordeaux 12. Bordeaux 12 is compounded from Formula (1-2), Formula (2-1) and Formula (3-2), while Bordeaux 14 is compounded from Formula (1-4), Formula (2-1) and Formula (3-2). That is, Formula (1-4) can endow the dye with higher light fastness, light fastness to perspiration and soaping fastness.

[0086] Example 31:

[0087] Mix 30 g of the dye conforming to Formula (1-1), 20 g of the dye conforming to Formula (1-3), 30 g of the dye conforming to Formula (2-2) and 20 g of the dye conforming to Formula (3-2) thoroughly in a mixing barrel to obtain a composite high-sunlight fastness reactive red dye composition.

[0088] Example 32:

[0089] For 100 g of cotton fabric, use the composite high-sunlight fastness reactive red dye composition obtained in Example 31 at 2% of the fabric weight. In a dye bath containing 60 g / L of sodium sulfate and with a liquor ratio of 1:20, adsorb at 60 °C for 30 min, add soda ash for fixation for 45 min, with the soda ash dosage being 15 - 20 g / L. After washing, soaping and drying, the obtained dyed cotton fabric has a uniform color, excellent sunlight fastness and wet rubbing fastness. The specific application performance parameters are shown in Table 3 as follows:

[0090]

[0091] Example 33:

[0092] For 100 g of hemp, use the composite high-sunlight fastness reactive red dye composition obtained in Example 31 at 2% of the fabric weight. In a dye bath containing 60 g / L of sodium sulfate and with a liquor ratio of 1:20, adsorb at 60 °C for 30 min, add soda ash for fixation for 45 min, with the soda ash dosage being 15 - 20 g / L. After washing, soaping and drying, the obtained dyed fiber fabric has the following specific application performance parameters shown in Table 4:

[0093]

[0094] The application performance parameters of traditional reactive red dyes are shown in Table 5 as follows:

[0095]

[0096]

[0097] Comparing the composite high sunlight fastness reactive red dye composition described in this case with traditional reactive red dyes, it can be clearly seen that the sunlight fastness application performance of the composite high sunlight fastness reactive red dye provided by the present invention is superior to that of traditional reactive red dyes. The excellent sunlight fastness index can meet all dyeing requirements for a sunlight fastness of level 4 or above.

Claims

1. A composite high sunlight fastness reactive red dye composition, characterized in that: The composite high sunlight fastness reactive red dye composition is a mixture composed of the compound of formula (1) and any one or two of the compounds of formula (2) and formula (3) in any proportion; ; wherein, M1, M2, and M3 each independently represent -H, -Na, -K or -Li; R1 represents -H or -SO3M; M represents -H, -Na, -K or -Li; R2 represents -H or -C2H5; X represents -Cl or -F; The ortho position of the azo group has a hydroxyl group with coordination ability, forming a stable chelate ring with copper ions.

2. The composite high sunlight fastness reactive red dye composition according to claim 1, characterized in that: M1, M2, and M3 each independently represent -H, -K or -Li; R1 represents -SO3M, M represents -Na, -K or -Li; X represents -F.

3. The composite high sunlight fastness reactive red dye composition according to claim 1, characterized in that: The compound represented by formula (1) is formula (1-1), formula (1-2), formula (1-3), formula (1-4) or formula (1-5); The compound represented by formula (2) is formula (2-1) or formula (2-2); The compound represented by formula (3) is formula (3-1) or formula (3-2); 。 4. The composite high sunlight fastness reactive red dye composition according to claim 1, characterized in that: A coagent is added during compounding. The coagent is selected from any one or a mixture of two or more of sodium sulfate, sodium hexametaphosphate, methylnaphthalenesulfonic acid formaldehyde condensate and naphthalenesulfonic acid formaldehyde condensate.

5. The composite high sunlight fastness reactive red dye composition according to claim 4, characterized in that: Sodium sulfate is selected as the coagent.

6. The composite high sunlight fastness reactive red dye composition according to claim 3, characterized in that: The compound of formula (1-4) is contained in the compounded mixture.

7. The composite high sunlight fastness reactive red dye composition according to claim 3, characterized in that: The compound of formula (1-1) is contained in the compounded mixture.

8. The composite high sunlight fastness reactive red dye composition according to claim 3, characterized in that: The compounded mixture contains three compounds: (1-1), formula (1-3) and formula (2-2).

9. The composite high sunlight fastness reactive red dye composition according to claim 3, characterized in that: The compounded mixture contains three compounds: formula (1-4), formula (2-1) and formula (3-2).

10. Use of the composite high sunlight fastness reactive red dye according to any one of claims 1-9 in printing and dyeing of cellulose fiber materials or fibers containing cellulose.

Citation Information

Patent Citations

  • A composite reactive deep red dye, its preparation method and application

    CN104927396B

  • Intramolecular copper complex bisazo dye and preparation method thereof

    CN102643559A

  • High-solarization red reactive dye and preparation method thereof

    CN111925666A