A low-salt, low-bath-ratio, multi-purpose functional reactive brilliant blue dye and its preparation method

By optimizing the structure and synthesis route of reactive brilliant blue dye, the problems of low solubility and poor salt and alkali resistance in the existing technology are solved, and efficient dyeing on a variety of fiber materials is achieved, especially the dip dyeing, pad dyeing and inkjet printing applications of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber.

CN119119763BActive Publication Date: 2025-09-19HENAN LONGSHENG NEW MATERIALS CO LTD
View PDF 2 Cites 0 Cited by

Patent Information

Application Number
CN202411178605.X
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-08-27
Publication Date
2025-09-19
Estimated Expiration
2044-08-27

AI Technical Summary

Technical Problem

Existing reactive brilliant blue dyes have problems such as low solubility, poor salt and alkali resistance, low fixation rate, and easy color flakes in low-salt, small bath ratio dyeing and low-urea printing, making them difficult to be widely used in various fiber materials.

Method used

A low-salt, low-bath-ratio, multi-purpose functional reactive brilliant blue dye has been developed. By optimizing the structural design and synthesis route, its solubility, salt-alkali stability and fixation rate have been improved. It is suitable for exhaust dyeing, pad dyeing and inkjet printing of cotton, linen, cellulose fibers, polyamide fibers, protein fibers or rayon fibers.

Benefits of technology

The invention realizes high solubility, good color fixation rate and salt-alkali resistance stability, has bright color after dyeing, is suitable for dyeing a variety of fiber fabrics, reduces production costs, and solves the use defects in the prior art.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN119119763B_ABST
    Figure CN119119763B_ABST
Patent Text Reader

Abstract

The invention provides a low-salt, low-bath-ratio, multi-purpose, functional, and environmentally friendly reactive brilliant blue dye and a preparation method thereof, which solve the common usage defects of existing reactive brilliant blue dyes, such as low solubility, poor salt and alkali resistance, poor levelness and reproducibility, and low fixation rate improvement, making them difficult to apply to low-salt, low-bath-ratio dyeing and low-urea printing, and easily causing color flakes, staining, and poor washing fastness and wet treatment fastness after dyeing. The reactive brilliant blue dye has high solubility, good fixation rate, salt and alkali resistance stability, and color fastness, high stability after dyeing, and bright color. It can be widely used in dip dyeing, pad dyeing, and inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber, or rayon fiber fabrics, and has low production cost and can be widely promoted and applied on a large scale.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The invention belongs to the field of fine chemicals, and specifically relates to a low-salt, small-bath-ratio, multi-purpose functional reactive brilliant blue dye and a preparation method thereof, and their application in fiber fabric printing and dyeing; in particular, their application in dip dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber. Background Art

[0002] Reactive Brilliant Blue (RBB) is a key anthraquinone-based reactive dye. It can be used for both single and mixed colors, boasting vibrant colors and excellent fastness properties. Its simple dyeing process allows for widespread application, making it a key chromatographic dye for dyeing and printing cellulose fibers. CI Reactive Blue 19, the mainstream reactive blue on the market, is primarily used for dyeing cotton and viscose fibers. Its fixation rate is generally around 70%, but it is sensitive to electrolytes and exhibits poor salt and alkali resistance, making it prone to color fringing. This makes it difficult to use in low-salt, low-bath-ratio dyeing, and low-urea printing processes. It is particularly well-suited for cold pad-batch dyeing and the preparation of digital inkjet prints.

[0003] In view of the excellent performance and defects of Reactive Brilliant Blue, it is necessary to develop more varieties of Reactive Brilliant Blue, and fundamentally solve the problems of color spots, difficulty in applying to low-salt, small bath ratio dyeing, low urea printing, and high-performance functional applications such as multi-fiber and polyamide fibers by improving or finding new structures, so that it can be used on more types of materials and provide a wider range of applications. Summary of the Invention

[0004] The object of the present invention is to provide a low-salt, small-bath-ratio, multi-purpose functional reactive brilliant blue dye based on the prior art. The dye has high solubility, good color fixation rate, salt-alkali stability, color fastness, high stability after dyeing, and bright color. The dye can be widely used in dip dyeing, pad dyeing and inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber fabrics, and has low production cost and can be widely promoted and applied.

[0005] Another object of the present invention is to provide a method for preparing the reactive brilliant blue dye.

[0006] A third object of the present invention is to provide an application of the reactive brilliant blue dye in textile printing and dyeing, particularly in exhaust dyeing, pad dyeing or ink-jet printing of cotton, flax, cellulose fiber, polyamide fiber, protein fiber or rayon fiber.

[0007] The technical solutions of the present invention are as follows:

[0008] The reactive brilliant blue dye shown in formula I,

[0009]

[0010] in,

[0011] Ring A represents a phenyl group or a naphthyl group;

[0012] R1 represents H or C1-C4 alkyl;

[0013] R2 represents SO2CH2CH2OSO3M or SO2CH2CH2;

[0014] R3 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy;

[0015] M represents H, Na or K.

[0016] For the present invention, in a preferred embodiment, R1 represents H, methyl or ethyl.

[0017] In a more preferred embodiment, R1 represents H or ethyl.

[0018] For the present invention, in a preferred embodiment, R3 represents H, SO3Na, methyl, ethylmethoxy or ethoxy.

[0019] In a more preferred embodiment, R3 represents H, SO3Na or methoxy.

[0020] In a preferred embodiment, M represents Na or K.

[0021] In a more preferred embodiment, M represents Na.

[0022] In the present invention, the reactive brilliant blue dye shown in Formula I can be selected from the following compounds, but is not limited to one of the following compounds:

[0023]

[0024]

[0025]

[0026]

[0027] The present invention also provides a method for preparing the reactive brilliant blue dye shown in Formula I, and the synthetic route is as follows: a) When R2 represents SO2CH2CH2OSO3M, the synthetic route is as follows:

[0028]

[0029]

[0030]

[0031] B) when R2 represents SO2CH2CH2, its synthetic route is as follows:

[0032]

[0033] Wherein, M represents Na or K.

[0034] In a preferred embodiment, the preparation method of the reactive brilliant blue dye shown in the above formula I comprises the following steps:

[0035] b) When R2 represents SO2CH2CH2OSO3M, it comprises the following steps:

[0036] 1) Dissolving bromoamic acid in water, then adding compound M, copper powder, and cuprous chloride in an alkaline solution and mixing uniformly, adjusting the pH to 8.0-8.5, and conducting a primary condensation reaction at 65-75° C. to prepare compound II-1, thereby obtaining a primary condensation solution I;

[0037] 2) adding cyanuric chloride to the primary condensation solution obtained in step (1), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-1a, thereby obtaining a secondary condensation solution I;

[0038] 3) Dissolving bromoamic acid in water, adding compound N, copper powder, and cuprous chloride in an alkaline solution and mixing uniformly, adjusting the pH to 8.0-8.5, and conducting a primary condensation reaction at 65-75° C. to prepare compound II-2, thereby obtaining a primary condensation solution II;

[0039] 4) adding cyanuric chloride to the primary condensation solution obtained in step (3), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-2a, thereby obtaining a secondary condensation solution II;

[0040] 5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) were mixed uniformly, hydroxyethylethylenediamine was added, the pH value was adjusted to 6.5-7.5, and a tertiary condensation reaction was carried out at a temperature of 40-50° C. to prepare compound II-3, thereby obtaining a tertiary condensation liquid;

[0041] 6) adding compound II-4 to the three condensation solutions obtained in step 5), adjusting the pH to 6.5-7.5, and simultaneously raising the temperature to 80-85° C. to carry out four condensation reactions to obtain a finished dye solution, which was then dried to obtain the reactive brilliant blue dye of formula I;

[0042] b) When R2 represents SO2CH2CH2, it comprises the following steps: adding an alkaline solution to the finished dye solution obtained in step 6) to adjust its pH value to 8.5-9.5, carrying out a hydrolysis reaction at a temperature of 20-30°C, and drying the resulting reaction solution to obtain the reactive brilliant blue dye represented by formula I.

[0043] The present invention can use appropriate acid, base or salt (such as hydrochloric acid, soda ash) to adjust the pH value of the solution as needed.

[0044] In step a):

[0045] In a preferred embodiment, in step 1), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0046] In a preferred embodiment, in step 1), the reaction temperature is 70-72°C.

[0047] In a preferred embodiment, in step 1), the molar ratio of bromoamic acid to compound M is 1:1.1-1.5, more preferably 1:1.2.

[0048] In step 2), the molar ratio of bromoamic acid to cyanuric chloride in step 1) is 1:1.1-1.5, preferably 1:1.2.

[0049] In a preferred embodiment, in step 3), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0050] In a preferred embodiment, in step 3), the reaction temperature is 70-72°C.

[0051] In a preferred embodiment, in step 3), the molar ratio of bromoamic acid to compound N is 1:1.1-1.5, more preferably 1:1.2.

[0052] In step 4), the molar ratio of bromoamic acid in step 3) to cyanuric chloride in step 4) is 1:1.1-1.5, preferably 1:1.2.

[0053] In a preferred embodiment, in step 5), the molar ratio of bromoamic acid to hydroxyethylethanolamine in step 1) is 1:1.1-1.5, preferably 1:1.2.

[0054] In step 6), the molar ratio of bromoamic acid to compound II-4 in step 1) is 1:2.0-3.0, preferably 1:2.5.

[0055] In step b): the reaction temperature is 25°C.

[0056] In step b), the pH value is adjusted to 8.8-9.2, preferably 9.0.

[0057] A dye composition comprising the above-mentioned reactive red brilliant blue as the active component and supplemented with auxiliary agents in the field of dyes. The finished dye product made from the reactive brilliant blue dye of the present invention can be in the form of solid particles, powder or solution. The active component can include only one of the above-mentioned reactive brilliant blue dyes, or can include two or more reactive brilliant blue dyes. Auxiliary agents in the field of dyes include, but are not limited to, common cosolvents in commercial dyes, alkali-resistant agent FSN, dust-proof agents (e.g., polyoxyethylene ether oleate mixtures), fillers, sodium sulfate, stabilizers or electrolyte salts, among which electrolyte salts include sodium chloride, potassium chloride, sodium sulfate or potassium sulfate.

[0058] The reactive brilliant blue dye disclosed in the present invention can be applied to the printing and dyeing of fiber fabrics, in particular to the exhaust dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber.

[0059] Adopt the technical scheme of the present invention, the advantages are as follows:

[0060] The invention provides a low-salt, low-bath-ratio, multi-purpose, functional, and environmentally friendly reactive brilliant blue dye. The invention solves the common usage defects of existing reactive brilliant blue dyes, such as low solubility, poor salt and alkali resistance, poor level dyeing and reproducibility, and low fixation rate improvement, difficulty in applying to low-salt, low-bath-ratio dyeing and low-urea printing, and easy occurrence of color flakes, staining, poor water fastness and wet treatment fastness after dyeing. The invention has high solubility, good fixation rate, salt and alkali resistance stability, and color fastness, high stability after dyeing, and bright color. The invention can be widely used in dip dyeing, pad dyeing and inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber fabrics, has low production cost, and can be widely promoted and applied on a large scale. BRIEF DESCRIPTION OF THE DRAWINGS

[0061] Figure 1 This is the liquid chromatogram of the alkali-resistant agent FSN. DETAILED DESCRIPTION

[0062] The present invention can be better understood according to the following examples. However, it is easy for those skilled in the art to understand that the contents described in the examples are only used to illustrate the present invention, and should not and will not limit the present invention described in detail in the claims.

[0063] The reactive brilliant blue dye of the present invention is further described by the following examples, but these examples do not constitute any limitation to the present invention.

[0064] Example 1

[0065] 1) Add 0.1 mol of bromoamic acid and water to a reaction flask, heat to 80-90°C, stir until fully dissolved, then add 0.12 mol of compound M, copper powder and sodium bicarbonate solution, stir evenly, adjust the pH to 8.0-8.5, add cuprous chloride aqueous solution dropwise, and carry out a primary condensation reaction at 70-72°C to prepare compound II-1, obtaining a primary condensation solution I;

[0066] 2) adding an aqueous solution containing 0.12 mol of cyanuric chloride to the primary condensation solution obtained in step (1), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-1a, thereby obtaining a secondary condensation solution I;

[0067] 3) Add 0.1 mol of bromoamic acid and water to a reaction flask, heat to 80-90°C, stir until fully dissolved, then add 0.12 mol of compound N, copper powder and sodium bicarbonate solution, stir evenly, adjust the pH to 8.0-8.5, add cuprous chloride aqueous solution dropwise, and carry out a primary condensation reaction at 70-72°C to prepare compound II-2, obtaining a primary condensation solution II;

[0068] 4) adding an aqueous solution containing 0.12 mol of cyanuric chloride to the primary condensation solution obtained in step (1), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-2a, thereby obtaining a secondary condensation solution II;

[0069] 5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) were mixed uniformly, 0.12 mol of hydroxyethylethanolamine was added, the pH value was adjusted to 6.5-7.5, and a tertiary condensation reaction was carried out at a temperature of 40-50° C. to prepare compound II-3, thereby obtaining a tertiary condensation liquid;

[0070] 6) Add 2.5 mol of compound II-4 to the three condensation solutions obtained in step 5), adjust the pH to 6.5-7.5, and simultaneously raise the temperature to 80-85° C. to carry out four condensation reactions to obtain a finished dye solution, which is then dried to obtain the reactive brilliant blue dye of formula I. The synthetic route is as follows:

[0071]

[0072]

[0073]

[0074] The mass spectrum data of compound 1 are as follows: MS (EI, m / z): 1967.03 [MH] -.

[0075] Example 2

[0076] Referring to the preparation method in Example 1, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain the reactive brilliant blue dye shown in Formula 8. The synthetic route thereof is as follows:

[0077]

[0078] The mass spectrum data of compound 8 are as follows: MS (EI, m / z): 1729.16 [MH] - .

[0079] Example 3

[0080] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 2. The structural formula of the related compound is as follows:

[0081]

[0082] The mass spectrum data of compound 3 are as follows: MS (EI, m / z): 1967.05 [MH] - .

[0083] Example 4

[0084] Referring to the preparation method in Example 3, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain the reactive brilliant blue dye shown in Formula 9. The structural formula of the related compound is as follows:

[0085]

[0086] The mass spectrum data of compound 9 are as follows: MS (EI, m / z): 1729.13 [MH] - .

[0087] Example 5

[0088] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 3. The structural formula of the related compound is as follows:

[0089]

[0090] Among them, the mass spectrum data of compound 3 are as follows: MS (EI, m / z): 2023.15 [MH] - .

[0091] Example 6

[0092] Referring to the preparation method in Example 5, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain the reactive brilliant blue dye shown in Formula 10. The structural formula of the related compound is as follows:

[0093]

[0094] The mass spectrum data of compound 10 are as follows: MS (EI, m / z): 1785.24 [MH] - .

[0095] Example 7

[0096] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 4. The structural formula of the related compound is as follows:

[0097]

[0098] Among them, the mass spectrum data of compound 3 are as follows: MS (EI, m / z): 2023.13 [MH] - .

[0099] Example 8

[0100] Referring to the preparation method in Example 7, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye represented by Formula 11. The structural formula of the related compound is as follows:

[0101]

[0102] The mass spectrum data of compound 11 are as follows: MS (EI, m / z): 1785.22 [MH] - .

[0103] Example 9

[0104] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 5. The structural formula of the related compound is as follows:

[0105]

[0106] The mass spectrum data of compound 5 are as follows: MS (EI, m / z): 2170.94 [MH] - .

[0107] Example 10

[0108] Referring to the preparation method in Example 9, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye represented by Formula 12. The structural formula of the related compound is as follows:

[0109]

[0110] The mass spectrum data of compound 12 are as follows: MS (EI, m / z): 1933.05 [MH] - .

[0111] Example 11

[0112] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 6. The structural formula of the related compound is as follows:

[0113]

[0114] Among them, the mass spectrum data of compound 6 are as follows: MS (EI, m / z): 2027.06 [MH] - .

[0115] Example 12

[0116] Referring to the preparation method in Example 11, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye represented by Formula 13. The structural formula of the related compound is as follows:

[0117]

[0118] The mass spectrum data of compound 13 are as follows: MS (EI, m / z): 1790.19 [MH] - .

[0119] Example 13

[0120] Referring to the preparation method in Example 1, compound II-4 was replaced to obtain the reactive brilliant blue dye shown in formula 7. The structural formula of the related compound is as follows:

[0121]

[0122] The mass spectrum data of compound 7 are as follows: MS (EI, m / z): 2270.95 [MH] - .

[0123] Example 14

[0124] Referring to the preparation method in Example 13, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH to 9.0. A hydrolysis reaction was carried out at 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye represented by Formula 14. The structural formula of the related compound is as follows:

[0125]

[0126] The mass spectrum data of compound 14 are as follows: MS (EI, m / z): 2033.07 [MH] - .

[0127] The structural formula of dye C of Comparative Example 1 is as follows:

[0128]

[0129] The structural formula of the dye D of Comparative Example 2 is as follows:

[0130]

[0131] Printing and dyeing experiment instructions

[0132] According to the test standards for solubility of water-soluble dyes in GB / T 3671.1-1996, salt and alkali stability in GB / T 29597-2013, color fastness in GB / T 2391, washing fastness in GB / T3921-2008, and light fastness in GB / T8427-2008, the reactive blue dyes 1-14 prepared in Examples 1-14, as well as dyes 1-14 with 10% alkali resistance agent FSN added thereto, and the dyes in Comparative Examples 1-2 were tested for dyeing performance. The results are shown in Table 1.

[0133] Table 1 Printing and dyeing test results

[0134]

[0135]

[0136] The printing and dyeing test results in Table 1 show that the inkjet printing reactive brilliant blue dyes 1-10 disclosed in Examples 1-14 of the present invention exhibit excellent light fastness, washing fastness, solubility, salt-alkali stability, and color fixation rate. In particular, their solubility is significantly superior to that of dyes C and D in the comparative examples. These dyes can be used in the printing and dyeing of fiber fabrics, particularly in exhaust dyeing, pad dyeing, or inkjet printing of cotton, linen, cellulose fibers, protein fibers, polyamide fibers, or rayon fibers. The addition of 10% of the alkali-resistant agent FSN significantly improves the solubility, salt-alkali stability, and color fixation rate of the inkjet printing reactive brilliant blue dyes 1-14 disclosed in the present invention.

[0137] The synthetic route of the alkali-resistant agent FSN mentioned in the present invention is as follows:

[0138]

[0139] The preparation method of alkali-resistant agent FSN comprises the following steps:

[0140] (1) Sulfonation reaction: Add 0.1 mol of methylnaphthalene and 0.1 mol of naphthalene to a reaction flask, mix well, and heat to 110°C to dissolve the mixture completely. Then heat to 130°C and dropwise add a sulfuric acid solution containing 0.28 mol of sulfuric acid. After the addition is complete, heat to 160°C and keep warm for 3 hours. Sample the sulfonated product and measure the acidity at the endpoint, which is 29-32%. Then cool to 110°C.

[0141] (2) Hydrolysis reaction: After the sulfonation is completed, water is added dropwise. After the addition is completed, the temperature is raised to 120°C and the reaction is carried out for 30 minutes. The acid value of the sample is measured to be 25-28%, and the temperature is lowered by 100°C.

[0142] (3) Condensation reaction: 0.12 mol of 37% formaldehyde solution was added dropwise to the reaction solution obtained in step (2), and the condensation reaction was carried out at a temperature of 105-110°C for 6 hours. After the reaction was completed, water was added and the temperature was lowered by 60°C.

[0143] (4) Neutralization reaction: add 0.18 mol of 30% sodium hydroxide solution to the reaction solution obtained in step (3), adjust the pH to 6.0-6.5 with calcium hydroxide solution, filter to remove impurities, and dry to obtain the alkali-resistant agent FSN. Its liquid chromatogram is as follows: Figure 1 As shown, the main peaks are located at 4.755 min and 6.023 min.

[0144] The above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit the same. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that it is still possible to modify the technical solutions described in the aforementioned embodiments, or to make equivalent replacements for some of the technical features therein. However, these modifications or replacements do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A reactive brilliant blue dye having formula I, characterized in that: in, Ring A represents a phenyl group or a naphthyl group; R1 represents H or C1-C4 alkyl; R2 represents SO2CH2CH2OSO3M; R3 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy; M represents H, Na or K.

2. Reactive brilliant blue dye according to claim 1, is characterized in that, R1 represents H, methyl or ethyl.

3. Reactive brilliant blue dye according to claim 2, is characterized in that, R1 represents H or ethyl.

4. Reactive brilliant blue dye according to claim 1, is characterized in that, R3 represents H, SO3Na, methyl, ethylmethoxy or ethoxy.

5. Reactive brilliant blue dye according to claim 1, is characterized in that, R3 represents H, SO3Na or methoxy.

6. Reactive brilliant blue dye according to claim 1, is characterized in that, M stands for Na.

7. The reactive brilliant blue dye according to claim 1, wherein The dye is selected from the following compounds:

8. A method for preparing the reactive brilliant blue dye according to claim 1, characterized in that: The synthetic route is as follows: Wherein, M represents Na or K.

9. The preparation method of reactive brilliant blue dye according to claim 8, wherein It includes the following steps: (1) Dissolve bromoamic acid in water, add compound M, copper powder and cuprous chloride in an alkaline solution and mix well, adjust the pH value to 8.0-8.5, and carry out a primary condensation reaction at a temperature of 65-75°C to prepare compound II-1, thereby obtaining a primary condensation solution I; (2) adding cyanuric chloride to the primary condensation solution obtained in step (1), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-1a, thereby obtaining a secondary condensation solution I; (3) Dissolve bromoamic acid in water, add compound N, copper powder and cuprous chloride in an alkaline solution and mix well, adjust the pH value to 8.0-8.5, and carry out a primary condensation reaction at a temperature of 65-75°C to prepare compound II-2, thereby obtaining a primary condensation solution II; (4) adding cyanuric chloride to the primary condensation solution obtained in step (3), adjusting the pH thereof to 6.5-7.5, and conducting a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-2a, thereby obtaining a secondary condensation solution II; (5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) are mixed uniformly, hydroxyethylethylenediamine is added, the pH value thereof is adjusted to 6.5-7.5, and a tertiary condensation reaction is carried out at a temperature of 40-50° C. to prepare compound II-3, thereby obtaining a tertiary condensation liquid; (6) Compound II-4 is added to the three condensation solutions obtained in step 5), and the pH thereof is adjusted to 6.5-7.

5. The temperature is raised to 80-85° C., and the four condensation reactions are performed to obtain a finished dye solution, which is then dried to obtain the reactive brilliant blue dye of formula I.

10. The method for preparing a reactive brilliant blue dye according to claim 9, wherein In step (1), the reaction temperature is 70-72° C., the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution; the molar ratio of bromoamic acid to compound M is 1:1.1-1.5; in step (2), the molar ratio of bromoamic acid in step (1) to cyanuric chloride in step (2) is 1:1.1-1.5; in step (3), the reaction temperature is 70-72° C., the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, Potassium hydroxide solution or potassium bicarbonate solution; the molar ratio of bromoamic acid to compound N is 1:1.1-1.5; in step (4), the molar ratio of bromoamic acid in step (3) to cyanuric chloride in step (4) is 1:1.1-1.5; in step (5), the molar ratio of bromoamic acid to hydroxyethylethanolamine in step (1) is 1:1.1-1.5; in step (6), the molar ratio of bromoamic acid to compound II-4 in step (1) is 1:2.0-3.

0.

11. The method for preparing a reactive brilliant blue dye according to claim 10, wherein In step (1), the molar ratio of bromoamic acid to compound M is 1:1.2; in step (2), the molar ratio of bromoamic acid in step (1) to cyanuric chloride in step (2) is 1:1.2; in step (3), the molar ratio of bromoamic acid to compound N is 1:1.2; in step (4), the molar ratio of bromoamic acid in step (3) to cyanuric chloride in step (4) is 1:1.2; in step (5), the molar ratio of bromoamic acid in step (1) to hydroxyethylethanolamine is 1:1.2; in step (6), the molar ratio of bromoamic acid in step (1) to compound II-4 is 1:2.

5.

12. A dye composition comprising the reactive brilliant blue dye according to any one of claims 1 to 7 as an active component and supplemented with an auxiliary agent in the field of dyes, wherein the auxiliary agent is one or more of an alkali-resistant agent FSN, a dust-proof agent, a filler, and sodium sulfate; wherein: The structural formula of alkali-resistant agent FSN is as follows:

13. Use of the reactive brilliant blue dye according to any one of claims 1 to 7 in dyeing and printing fiber fabrics.

14. The use according to claim 13, wherein the reactive brilliant blue dye is used in exhaust dyeing, pad dyeing or inkjet printing of cotton, linen, polyamide fiber, protein fiber or rayon fiber.

Citation Information

Patent Citations

  • Reactive dye compound and preparation method thereof, and reactive dye product

    CN102101845A

  • High-performance anthraquinone cobalt blue mixed reactive printing dye

    CN103242681A