Low-salt small-bath-ratio multipurpose functional reactive brilliant blue dye and preparation method thereof

A low-salt, small-bath ratio reactive brilliant blue dye with enhanced solubility and stability addresses the limitations of existing dyes, offering improved dyeing performance on diverse fibers through a novel synthesis process.

CN119119763AActive Publication Date: 2024-12-13HENAN LONGSHENG NEW MATERIALS CO LTD
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Patent Information

Application Number
CN202411178605.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-08-27
Publication Date
2024-12-13
Estimated Expiration
2044-08-27

AI Technical Summary

Technical Problem

Reactive brilliant blue dyes face challenges in low-salt, small-bath ratio dyeing, low urea printing, and application on materials like polyamide fibers due to poor solubility, salt and alkali resistance, and color fringing, limiting their versatility and effectiveness.

Method used

Development of a low-salt, small-bath ratio multi-purpose functional reactive brilliant blue dye with improved solubility, salt-alkali stability, and color fastness, suitable for dip dyeing, pad dyeing, and inkjet printing on various fibers, achieved through a specific synthesis process involving condensation and hydrolysis reactions.

Benefits of technology

The new dye exhibits high solubility, good color fixation, and enhanced stability, enabling wide application on cotton, linen, cellulose, polyamide, and protein fibers with reduced production costs and improved dyeing performance.

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Abstract

The invention provides a low-salt small-bath-ratio multi-purpose functional environment-friendly reactive brilliant blue dye and a preparation method thereof, and solves the common use defects of low solubility, poor saline-alkaline resistance, poor leveling property and reproducibility and low fixation rate improvement of the existing reactive brilliant blue dye, and the existing reactive brilliant blue dye is difficult to be suitable for low-salt small-bath-ratio dyeing and low-urea printing. The dye has the advantages of higher solubility, favorable fixation rate, favorable saline-alkaline tolerance stability, favorable color fastness, high stability after dyeing, bright colored light, favorable color fastness, favorable color fastness, favorable color fastness, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance, favorable water resistance and the like. The dye can be widely applied to dip dyeing, pad dyeing and ink-jet printing of cotton, hemp, cellulosic fiber, polyamide fiber, protein fiber or artificial cotton fiber fabrics, is low in production cost, and can be popularized and applied on a large scale.
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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, in dip dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or artificial cotton fiber. Background Art

[0002] Reactive brilliant blue is one of the important chromatographic dyes of anthraquinone-type reactive dyes. It can be used for single color and color matching. It has bright colors, excellent fastness, simple dyeing process, and wide application. It is an important chromatographic dye for cellulose fiber dyeing and printing. The mainstream reactive brilliant blue variety on the current market is CI reactive blue 19, which is mainly used for dyeing cotton and viscose fibers. The fixation rate is generally around 70%. The dyeing is sensitive to electrolytes, has poor salt and alkali resistance, and is prone to color fringing. It is difficult to apply to low-salt, small bath ratio dyeing, low urea printing, and is particularly suitable for cold padding and preparation of digital inkjet printing.

[0003] In view of the excellent properties 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 fiber 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 purpose of the present invention is to provide a low-salt, small-bath ratio multi-purpose functional reactive brilliant blue dye on the basis of the prior art. The dye has high solubility, good color fixation rate, salt-alkali stability, color fastness, high stability after dyeing, bright color, can be widely used in dip dyeing, pad dyeing and inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or artificial cotton fiber fabrics, and has low production cost and can be widely promoted and applied on a large scale.

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

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

[0007] The technical solution of the present invention is as follows:

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

[0009]

[0010] in,

[0011] Ring A represents phenyl or naphthyl;

[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] For 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: 11.

[0024]

[0025]

[0026]

[0027]

[0028] The present invention also provides a method for preparing the reactive brilliant blue dye shown in formula I, and the synthesis route is as follows: a) when R2 represents SO2CH2CH2OSO3M, the synthesis route is as follows:

[0029]

[0030]

[0031]

[0032] B) When R2 represents SO2CH2CH2, its synthetic route is as follows:

[0033]

[0034] Here, M represents Na or K.

[0035] In a preferred embodiment, the method for preparing the reactive brilliant blue dye shown in the above formula I comprises the following steps:

[0036] b) When R2 represents SO2CH2CH2OSO3M, it comprises the following steps:

[0037] 1) dissolving bromoamic acid in water, adding compound M, copper powder and cuprous chloride in an alkaline solution and mixing evenly, adjusting the pH value to 8.0-8.5, and carrying out a primary condensation reaction at a temperature of 65-75° C. to prepare compound II-1, and obtaining a primary condensation solution I;

[0038] 2) adding cyanuric chloride to the primary condensation liquid obtained in step (1), adjusting the pH value thereof to 6.5-7.5, and carrying out a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-1a, thereby obtaining a secondary condensation liquid I;

[0039] 3) dissolving bromoamic acid in water, adding compound N, copper powder and cuprous chloride in an alkaline solution and mixing evenly, adjusting the pH value to 8.0-8.5, and carrying out a primary condensation reaction at a temperature of 65-75° C. to prepare compound II-2, and obtaining a primary condensation solution II;

[0040] 4) adding cyanuric chloride to the primary condensation liquid obtained in step (3), adjusting the pH value 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 liquid II;

[0041] 5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) are mixed evenly, 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;

[0042] 6) adding compound II-4 to the three condensation solutions obtained in step 5), adjusting the pH to 6.5-7.5, and heating to 80-85° C. to perform four condensation reactions to obtain a dye product solution, which is dried to obtain a reactive brilliant blue dye of formula I;

[0043] 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 obtained reaction solution to obtain a reactive brilliant blue dye shown in formula I.

[0044] The present invention can use appropriate acid, alkali or salt (such as hydrochloric acid, soda ash) to adjust the pH value of the solution as needed.

[0045] In step a):

[0046] In a preferred embodiment, in step 1), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0047] In a preferred embodiment, in step 1), the reaction temperature is 70-72°C.

[0048] 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.

[0049] 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.

[0050] In a preferred embodiment, in step 3), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0051] In a preferred embodiment, in step 3), the reaction temperature is 70-72°C.

[0052] 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.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] In step b): the reaction temperature is 25°C.

[0057] In step b), the pH value is adjusted to 8.8-9.2, preferably 9.0.

[0058] A dye composition, which uses the above-mentioned active red brilliant blue as an active component and is supplemented with auxiliary agents in the field of dyes. The finished dye product made of the active brilliant blue dye of the present invention can exist in the form of solid particles, powder or solution. The active component can include only one of the above-mentioned active brilliant blue dyes, or can include two or more active brilliant blue dyes. The 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 (such as polyoxyethylene ether oleate mixtures), fillers, sodium sulfate, stabilizers or electrolyte salts, etc., wherein the electrolyte salts are such as sodium chloride, potassium chloride, sodium sulfate or potassium sulfate.

[0059] The reactive brilliant blue dye disclosed by the invention can be applied to the printing and dyeing of fiber fabrics, especially to the dip dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or artificial cotton fiber.

[0060] Adopt the technical scheme of the present invention, the advantages are as follows:

[0061] The invention provides a low-salt, small-bath-ratio multi-purpose functional and environment-friendly reactive brilliant blue dye, which solves the common use defects of the existing reactive brilliant blue dye, namely, low solubility, poor salt and alkali resistance, poor level dyeing and reproducibility, low fixation rate improvement, difficulty in being applicable to low-salt, small-bath-ratio dyeing and low-urea printing, easy occurrence of color flakes, staining, poor water washing fastness and wet treatment fastness after dyeing, etc. The reactive brilliant blue dye has high solubility, good color fixation rate, salt and alkali resistance stability, color fastness, high stability after dyeing, bright color, can be widely used in dip dyeing, pad dyeing and inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or artificial cotton fiber fabrics, has low production cost, and can be widely promoted and applied on a large scale. BRIEF DESCRIPTION OF THE DRAWINGS

[0062] Figure 1 It is the liquid chromatogram of the alkali-resistant agent FSN. DETAILED DESCRIPTION

[0063] 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.

[0064] 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.

[0065] Example 1

[0066] 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 value to 8.0-8.5, dropwise add cuprous chloride aqueous solution, and carry out a condensation reaction at a temperature of 70-72°C to prepare compound II-1, to obtain a primary condensation solution I;

[0067] 2) adding an aqueous solution containing 0.12 mol of cyanuric chloride to the primary condensation liquid obtained in step (1), adjusting the pH value 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 liquid I;

[0068] 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 value to 8.0-8.5, add cuprous chloride aqueous solution dropwise, and carry out a condensation reaction at a temperature of 70-72°C to prepare compound II-2, to obtain a primary condensation solution II;

[0069] 4) adding an aqueous solution containing 0.12 mol of cyanuric chloride to the primary condensation liquid obtained in step (1), adjusting the pH value 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 liquid II;

[0070] 5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) are mixed evenly, 0.12 mol of hydroxyethylethanolamine is added, the pH value 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;

[0071] 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 heat to 80-85° C. to perform four condensation reactions to obtain a dye product solution, which is dried to obtain a reactive brilliant blue dye of formula I. The synthetic route is as follows:

[0072]

[0073]

[0074]

[0075] Among them, the mass spectrum data of compound 1 is as follows: MS (EI, m / z): 1967.03 [MH] -.

[0076] Example 2

[0077] Referring to the preparation method in Example 1, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 8. The synthesis route thereof is as follows:

[0078]

[0079] Among them, the mass spectrum data of compound 8 is as follows: MS (EI, m / z): 1729.16 [MH] - .

[0080] Example 3

[0081] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain the reactive brilliant blue dye shown in formula 2. The structural formula of the related compound is as follows:

[0082]

[0083] Among them, the mass spectrum data of compound 3 is as follows: MS (EI, m / z): 1967.05 [MH] - .

[0084] Example 4

[0085] Referring to the preparation method in Example 3, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 9. The structural formula of the related compound is as follows:

[0086]

[0087] Among them, the mass spectrum data of compound 9 is as follows: MS (EI, m / z): 1729.13 [MH] - .

[0088] Example 5

[0089] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain the reactive brilliant blue dye shown in formula 3. The structural formula of the related compound is as follows:

[0090]

[0091] Among them, the mass spectrum data of compound 3 is as follows: MS (EI, m / z): 2023.15 [MH] - .

[0092] Example 6

[0093] Referring to the preparation method in Example 5, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 10. The structural formula of the related compound is as follows:

[0094]

[0095] Among them, the mass spectrum data of compound 10 is as follows: MS (EI, m / z): 1785.24 [MH] - .

[0096] Example 7

[0097] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain a reactive brilliant blue dye shown in formula 4. The structural formula of the related compound is as follows:

[0098]

[0099] Among them, the mass spectrum data of compound 3 is as follows: MS (EI, m / z): 2023.13 [MH] - .

[0100] Example 8

[0101] Referring to the preparation method in Example 7, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 11. The structural formula of the related compound is as follows:

[0102]

[0103] Among them, the mass spectrum data of compound 11 is as follows: MS (EI, m / z): 1785.22 [MH] - .

[0104] Example 9

[0105] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain the reactive brilliant blue dye shown in formula 5. The structural formula of the related compound is as follows:

[0106]

[0107] Among them, the mass spectrum data of compound 5 is as follows: MS (EI, m / z): 2170.94 [MH] - .

[0108] Example 10

[0109] Referring to the preparation method in Example 9, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 12. The structural formula of the related compound is as follows:

[0110]

[0111] Among them, the mass spectrum data of compound 12 is as follows: MS (EI, m / z): 1933.05 [MH] - .

[0112] Embodiment 11

[0113] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain a reactive brilliant blue dye shown in formula 6. The structural formula of the related compound is as follows:

[0114]

[0115] Among them, the mass spectrum data of compound 6 is as follows: MS (EI, m / z): 2027.06 [MH] - .

[0116] Example 12

[0117] Referring to the preparation method in Example 11, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 13. The structural formula of the related compound is as follows:

[0118]

[0119] Among them, the mass spectrum data of compound 13 is as follows: MS (EI, m / z): 1790.19 [MH] - .

[0120] Embodiment 13

[0121] Referring to the preparation method in Example 1, compound II-4 is replaced to obtain a reactive brilliant blue dye shown in formula 7. The structural formula of the related compound is as follows:

[0122]

[0123] Among them, the mass spectrum data of compound 7 is as follows: MS (EI, m / z): 2270.95 [MH] - .

[0124] Embodiment 14

[0125] Referring to the preparation method in Example 13, sodium hydroxide solution was added to the obtained dye product solution to adjust its pH value to 9.0, and a hydrolysis reaction was carried out at a temperature of 25° C. The obtained reaction solution was dried to obtain a reactive brilliant blue dye shown in Formula 14. The structural formula of the related compound is as follows:

[0126]

[0127] Among them, the mass spectrum data of compound 14 is as follows: MS (EI, m / z): 2033.07 [MH] - .

[0128] The structural formula of dye C in Comparative Example 1 is as follows:

[0129]

[0130] The structural formula of dye D in Comparative Example 2 is as follows:

[0131]

[0132] Printing and dyeing experiment description

[0133] According to GB / T 3671.1-1996 water-soluble dye solubility, GB / T 29597-2013 Determination of alkali stability of reactive dyes, salt and alkali stability, GB / T 2391 fixation rate, GB / T3921-2008 Textiles - Tests for color fastness to washing with soap - washing fastness, GB / T8427-2008 Textiles - Tests for color fastness to artificial light: xenon arc shading - light fastness, the reactive brilliant blue dyes 1-14 prepared in Examples 1-14, and dyes 1-14 added with 10% alkali resistance agent FSN and the dyes in Comparative Example 1-2 were tested for dyeing performance, and the results are shown in Table 1.

[0134] Table 1 Printing and dyeing test results

[0135]

[0136]

[0137] It can be seen from the printing and dyeing test results in Table 1 that the inkjet printing reactive brilliant blue dyes 1-10 disclosed in Examples 1 to 14 of the present invention have good performance in terms of light fastness, water fastness, solubility, salt-alkali stability, and color fixation rate, especially in terms of solubility, which is significantly better than dyes C and D in the comparative examples, and can be used in fiber fabric printing and dyeing, especially in dip dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, protein fiber, polyamide fiber, or rayon fiber. The inkjet printing reactive brilliant blue dyes 1-14 disclosed in the present invention can significantly improve solubility, salt-alkali stability and color fixation rate when 10% of the alkali resistance agent FSN is added.

[0138] The synthetic route of the alkali-resistant agent FSN mentioned in the present invention is as follows:

[0139]

[0140] The preparation method of alkali-resistant agent FSN comprises the following steps:

[0141] (1) Sulfonation reaction: Add 0.1 mol of methylnaphthalene and 0.1 mol of naphthalene to a reaction flask, mix well, heat to 110°C, dissolve the mixture completely, then heat to 130°C, dropwise add a sulfuric acid solution containing 0.28 mol of sulfuric acid, and after the addition is complete, heat to 160°C and keep warm for 3 hours. Sample the sulfonated product to measure the acidity of the end point to be 29-32%, then cool to 110°C.

[0142] (2) Hydrolysis reaction: After the sulfonation end point, water was added dropwise, and the temperature was raised to 120°C for reaction for 30 minutes. The acid value of the sample was 25-28%, and the temperature was lowered by 100°C.

[0143] (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.

[0144] (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.

[0145] The above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the aforementioned embodiments, a person skilled in the art should understand that it is still possible to modify the technical solutions described in the aforementioned embodiments, or to perform equivalent replacements on 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 phenyl or naphthyl; R1 represents H or C1-C4 alkyl; R2 represents SO2CH2CH2OSO3M or SO2CH2CH2; R3 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy; M represents H, Na or K.

2. The reactive brilliant blue dye according to claim 1, characterized in that R1 represents H, methyl or ethyl; preferably, R1 represents H or ethyl.

3. Reactive brilliant blue dye according to claim 1, characterized in that, R3 represents H, SO3Na, methyl, ethylmethoxy or ethoxy; preferably, R3 represents H, SO3Na or methoxy.

4. The reactive brilliant blue dye according to claim 1, characterized in that M stands for Na.

5. The reactive brilliant blue dye according to claim 1, characterized in that The dye is selected from the following compounds:

6. A method for preparing the reactive brilliant blue dye according to claim 1, characterized in that: The synthetic route is as follows: a) When R2 represents SO2CH2CH2OSO3M, its synthesis route is as follows: B) When R2 represents SO2CH2CH2, its synthetic route is as follows: Here, M represents Na or K.

7. The method for preparing a reactive brilliant blue dye according to claim 6, wherein It includes the following steps: a) When R2 represents SO2CH2CH2OSO3M, it comprises the following steps: 1) dissolving bromoamic acid in water, adding compound M, copper powder and cuprous chloride in an alkaline solution and mixing evenly, adjusting the pH value to 8.0-8.5, and carrying out a primary condensation reaction at a temperature of 65-75° C. to prepare compound II-1, and obtaining a primary condensation solution I; 2) adding cyanuric chloride to the primary condensation liquid obtained in step (1), adjusting the pH value thereof to 6.5-7.5, and carrying out a secondary condensation reaction at a temperature of 5-10° C. to prepare compound II-1a, thereby obtaining a secondary condensation liquid I; 3) dissolving bromoamic acid in water, adding compound N, copper powder and cuprous chloride in an alkaline solution and mixing evenly, adjusting the pH value to 8.0-8.5, and carrying out a primary condensation reaction at a temperature of 65-75° C. to prepare compound II-2, and obtaining a primary condensation solution II; 4) adding cyanuric chloride to the primary condensation liquid obtained in step (3), adjusting the pH value 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 liquid II; 5) The secondary condensation liquid I obtained in step (2) and the secondary condensation liquid II obtained in step (4) are mixed evenly, 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) adding compound II-4 to the three condensation solutions obtained in step 5), adjusting the pH to 6.5-7.5, and heating to 80-85° C. to perform four condensation reactions to obtain a dye product solution, which is dried to obtain a reactive brilliant blue dye of formula I; 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 obtained reaction solution to obtain a reactive brilliant blue dye shown in formula I.

8. The method for preparing a reactive brilliant blue dye according to claim 6, wherein In step a): 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, preferably 1:1.2; in step 2), the molar ratio of bromoamic acid in step 1) to cyanuric chloride in step 2) is 1:1.1-1.5, preferably 1:1.2; 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 bromoamic acid and compound N 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; in step 5), the molar ratio of bromoamic acid to hydroxyethylethanolamine in step 1) is 1:1.1-1.5, preferably 1:1.2; 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; in step b): the reaction temperature is 25°C; the pH value is adjusted to 8.8-9.2, preferably 9.

0.

9. A dye composition, which uses the active brilliant blue dye described in any one of claims 1 to 5 as an active component and is supplemented with auxiliary agents in the field of dyes, wherein the auxiliary agents are one or more of alkali-resistant agent FSN, dust-proof agent, filler, and sodium sulfate.

10. Use of the reactive brilliant blue dye according to any one of claims 1 to 5 in dyeing and printing of fiber fabrics, in particular in exhaust dyeing, pad dyeing or inkjet printing of cotton, linen, cellulose fiber, polyamide fiber, protein fiber or rayon fiber.

Citation Information

Patent Citations

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