Multipurpose high-performance functional environment-friendly reactive red dye and preparation method thereof

Abstract

The invention provides a multipurpose high-performance functional environment-friendly reactive red 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 red dye, and the existing reactive red dye is difficult to be suitable for low-salt and small-bath-ratio dyeing and low-urea printing. The dye composition has the advantages that the dye composition can be widely applied to dip dyeing, pad dyeing and ink-jet printing of cotton, hemp, cellulosic fiber, protein fiber or artificial cotton fiber fabrics, the problems of poor color defect, staining, washing fastness and wet treatment fastness and the like after dyeing are easily caused, and the dye composition has higher solubility, good fixation rate, saline-alkaline resistance stability and color fastness, high stability after dyeing and bright color and light, and can be widely applied to the dip dyeing, pad dyeing and ink-jet printing of the cotton, hemp, cellulosic fiber, protein fiber or artificial cotton fiber fabrics; the production cost is low, and large-scale popularization and application can be realized.

Description

Technical Field

[0001] The invention belongs to the field of fine chemicals, and specifically relates to a multi-purpose high-performance functional environmentally friendly reactive red 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 rayon fiber. Background Art

[0002] Reactive dyes are new water-soluble dyes that appeared in the 1950s. They have the remarkable characteristics of bright color, excellent application performance, easy use and strong applicability. The dye molecules contain active groups that react with hydroxyl groups in cellulose and amino groups in protein fibers. When dyeing, they form "dye-fiber" compounds with fibers. They are widely used in the dyeing and printing of cellulose fibers, silk and viscose fibers.

[0003] As one of the three primary colors, red reactive dye is one of the important reactive dyes. Currently, the red commercial dyes on the market, such as CI Reactive Red 195, can obtain bright red color when dyeing on cellulose fibers, but this type of dye has low solubility, poor salt and alkali resistance, poor leveling and reproducibility, low lifting performance, and a fixation rate of only about 85%. It is difficult to apply to low-salt, small bath ratio dyeing, low urea printing of various fabrics such as cotton, linen, and polyamide blended fibers, and is particularly suitable for cold pad-batch pad dyeing and preparation of digital inkjet printing.

[0004] Entering the 21st century, due to environmental and ecological constraints and economic factors, the requirements for the production and preparation of reactive dyes, color uptake, fixation rate, color fastness, especially for low-salt and small bath ratio dyeing of textiles, low urea printing, cold pad-batch dyeing, preparation of digital inkjet printing, and dyeing wastewater are becoming increasingly higher.

[0005] Red reactive dyes are an important color tone of reactive dyes. How to improve their solubility, salt and alkali resistance, level dyeing reproducibility, and enhancement, so that they can be suitable for low-salt and small bath ratio dyeing and low urea printing of various fabrics such as cotton, linen, and polyamide blended fibers, and especially for cold pad-batch dyeing and digital inkjet printing; and be applicable to a wider range of functional textile materials, is a problem that needs to be solved. Summary of the invention

[0006] The purpose of the present invention is to provide a multi-purpose high-performance functional environmentally friendly reactive red dye on the basis of the prior art. The dye has high solubility, good color fixation rate, salt and 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.

[0007] Another object of the present invention is to provide a method for preparing the above reactive red dye.

[0008] A third object of the present invention is to provide the application of the above-mentioned reactive red 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.

[0009] The technical solution of the present invention is as follows:

[0010] The reactive red dye shown in formula I,

[0011]

[0012] in,

[0013] R1 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy;

[0014] R2 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy;

[0015] Ring A represents phenyl or naphthyl;

[0016] R3 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy;

[0017] R4 represents SO2CH2CH2OSO3M or SO2CH2CH2;

[0018] M represents H, Na or K.

[0019] For the present invention, in a preferred embodiment, R1 represents H, SO3Na, methyl, ethylmethoxy or ethoxy.

[0020] In a more preferred embodiment, R1 represents H or SO3Na.

[0021] For the present invention, in a preferred embodiment, R2 represents H, SO3Na, methyl, ethylmethoxy or ethoxy.

[0022] In a more preferred embodiment, R2 represents H or SO3Na.

[0023] For the present invention, in a preferred embodiment, R3 represents H, SO3Na, methyl, ethylmethoxy or ethoxy.

[0024] In a more preferred embodiment, R3 represents H, SO3Na or methoxy.

[0025] In a preferred embodiment, M represents Na or K.

[0026] In a more preferred embodiment, M represents Na.

[0027] For the present invention, the reactive red dye shown in Formula I can be selected from the following compounds, but is not limited to one of the following compounds:

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036] The present invention also provides a method for preparing the reactive red dye shown in formula I, and the synthetic route is as follows:

[0037] a) When R4 represents SO2CH2CH2OSO3M, its synthesis route is as follows:

[0038]

[0039]

[0040] B) When R2 represents SO2CH2CH2, its synthetic route is as follows:

[0041]

[0042] Here, M represents Na or K.

[0043] In a preferred embodiment, the method for preparing the reactive red dye shown in the above formula I comprises the following steps:

[0044] a) When R4 represents SO2CH2CH2OSO3M, its synthesis route is as follows:

[0045] (1) Compound 1 is dissolved in an alkaline solution, the pH value of which is adjusted to 5.5-6.8, and then added to an aqueous solution of compound 4 to carry out a primary condensation reaction at a temperature of 0-5° C. to prepare compound II-1, thereby obtaining a primary condensation solution I;

[0046] (2) dispersing compound 3 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and performing a diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid I;

[0047] (3) mixing the diazo solution I obtained in step (2) and the primary condensation solution I obtained in step (1) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-1a, thereby obtaining a coupling reaction solution I;

[0048] (4) Compound 4 is dissolved in an alkaline solution, the pH value of which is adjusted to 5.5-6.8, and then added to an aqueous solution of compound 2 to carry out a primary condensation reaction at a temperature of 0-5° C. to prepare compound II-2, thereby obtaining a primary condensation solution II;

[0049] (5) Dispersing compound 5 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and performing a diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid II;

[0050] (6) mixing the diazo solution II obtained in step (5) and the primary condensation solution II obtained in step (4) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-2a, thereby obtaining a coupling reaction solution II;

[0051] (7) mixing the coupling reaction solution I obtained in step (3) and the coupling reaction solution II obtained in step (6) uniformly, adding hydroxyethylethylenediamine, adjusting the pH value to 6.5-7.5, and performing a secondary condensation reaction at a temperature of 40-50° C. to obtain a dye product solution, and drying to obtain a reactive red dye represented by formula I;

[0052] b) When R2 represents SO2CH2CH2, it comprises the following steps: adding an alkaline solution to the finished dye solution obtained in step 7) 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 red dye shown in formula I.

[0053] 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.

[0054] In step a):

[0055] In a preferred embodiment, in step 1), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0056] In a preferred embodiment, in step 1), the molar ratio of compound 1 to compound 2 is 1:1.1-1.5, preferably 1:1.2.

[0057] In a preferred embodiment, in step 4), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution.

[0058] In a preferred embodiment, in step 4), the molar ratio of compound 4 to compound 2 is 1:1.1-1.5, preferably 1:1.2.

[0059] A dye composition, which uses the above-mentioned reactive red dye as an active component and is supplemented with an auxiliary agent in the field of dyes. The finished dye product made of the reactive red 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 reactive red dyes, or can include two or more reactive red dyes. The auxiliary agent in the field of dyes includes but is not limited to common cosolvents, alkali-resistant agent FSN, dust-proof agent (such as polyoxyethylene ether oleate mixture), filler, sodium sulfate, stabilizer or electrolyte salts in commercial dyes, wherein the electrolyte salts are such as sodium chloride, potassium chloride, sodium sulfate or potassium sulfate.

[0060] The reactive red 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.

[0061] Adopt the technical scheme of the present invention, the advantages are as follows:

[0062] The invention provides a multi-purpose high-performance functional environmentally friendly reactive red dye, which solves the common use defects of the existing reactive red dyes, 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 multi-purpose high-performance functional environmentally friendly reactive red dye has high solubility, good 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, 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

[0063] Figure 1 It is the liquid chromatogram of the alkali-resistant agent FSN. DETAILED DESCRIPTION

[0064] 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.

[0065] 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.

[0066] Example 1

[0067] (1) 0.1 mol of compound 1 is dissolved in a sodium bicarbonate solution, the pH value of which is adjusted to 5.5-6.8, and the solution is added to an aqueous solution containing 0.12 mol of compound 2, and a primary condensation reaction is carried out at a temperature of 0-5° C. to prepare compound II-1, thereby obtaining a primary condensation solution I;

[0068] (2) Dispersing 0.12 mol of compound 3 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and carrying out diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid I;

[0069] (3) mixing the diazo solution I obtained in step (2) and the primary condensation solution I obtained in step (1) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-1a, thereby obtaining a coupling reaction solution I;

[0070] (4) 0.1 mol of compound 4 is dissolved in an alkaline solution, the pH value of which is adjusted to 5.5-6.8, and then added to an aqueous solution containing 0.12 mol of compound 2, and a primary condensation reaction is carried out at a temperature of 0-5° C. to prepare compound II-2, thereby obtaining a primary condensation solution II;

[0071] (5) Dispersing 0.12 mol of compound 5 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and carrying out diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid II;

[0072] (6) mixing the diazo solution II obtained in step (5) and the primary condensation solution II obtained in step (4) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-2a, thereby obtaining a coupling reaction solution II;

[0073] (7) The coupling reaction solution I obtained in step (3) and the coupling reaction solution II obtained in step (6) are mixed uniformly, 0.12 mol of hydroxyethylethylenediamine is added, the pH value thereof is adjusted to 6.5-7.5, and a secondary condensation reaction is carried out at a temperature of 40-50° C. to obtain a dye product solution, which is dried to obtain a reactive red dye as shown in formula I, and dried to obtain a reactive red dye as shown in formula I. The synthetic route thereof is as follows:

[0074]

[0075]

[0076] Among them, the mass spectrum data of compound 1 is as follows: MS (EI, m / z): 1471.01 [MH] - .

[0077] Example 2

[0078] 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:

[0079]

[0080] Among them, the mass spectrum data of compound 19 is as follows: MS (EI, m / z): 1351.94 [MH] - .

[0081] Compounds 2-18 and 20-36 were prepared by referring to the methods in Examples 1 and 2. Due to limited space, the detailed preparation methods are not disclosed in detail, and only the structures of the compounds and the corresponding mass spectrometry data are disclosed.

[0082] Example 3

[0083]

[0084] Among them, the mass spectrum data of compound 2 is as follows: MS (EI, m / z): 1471.02 [MH] - .

[0085] Example 4

[0086]

[0087] Among them, the mass spectrum data of compound 20 is as follows: MS (EI, m / z): 1351.92 [MH] - .

[0088] Example 5

[0089]

[0090] Among them, the mass spectrum data of compound 3 is as follows: MS (EI, m / z): 1573.05 [MH] - .

[0091] Example 6

[0092]

[0093] Among them, the mass spectrum data of compound 21 are as follows: MS (EI, m / z): 1454.01 [MH] - .

[0094] Example 7

[0095]

[0096] Among them, the mass spectrum data of compound 4 is as follows: MS (EI, m / z): 1573.08 [MH] - .

[0097] Example 8

[0098]

[0099] Among them, the mass spectrum data of compound 22 is as follows: MS (EI, m / z): 1454.04 [MH] - .

[0100] Example 9

[0101]

[0102] Among them, the mass spectrum data of compound 5 is as follows: MS (EI, m / z): 1573.06 [MH] - .

[0103] Example 10

[0104]

[0105] Among them, the mass spectrum data of compound 23 is as follows: MS (EI, m / z): 1454.02 [MH] - .

[0106] Embodiment 11

[0107]

[0108] Among them, the mass spectrum data of compound 6 is as follows: MS (EI, m / z): 1675.09 [MH] - .

[0109] Example 12

[0110]

[0111] Among them, the mass spectrum data of compound 24 is as follows: MS (EI, m / z): 1556.03 [MH] - .

[0112] Embodiment 13

[0113]

[0114] Among them, the mass spectrum data of compound 7 is as follows: MS (EI, m / z): 1501.03 [MH] - .

[0115] Embodiment 14

[0116]

[0117] Among them, the mass spectrum data of compound 25 are as follows: MS (EI, m / z): 1381.99 [MH] - .

[0118] Embodiment 15

[0119]

[0120] Among them, the mass spectrum data of compound 8 is as follows: MS (EI, m / z): 1501.05 [MH] - .

[0121] Example 16

[0122]

[0123] Among them, the mass spectrum data of compound 26 are as follows: MS (EI, m / z): 1382.03 [MH] - .

[0124] Embodiment 17

[0125]

[0126] Among them, the mass spectrum data of compound 9 is as follows: MS (EI, m / z): 1603.08 [MH] - .

[0127] Embodiment 18

[0128]

[0129] Among them, the mass spectrum data of compound 27 is as follows: MS (EI, m / z): 1484.04 [MH] - .

[0130] Embodiment 19

[0131]

[0132] Among them, the mass spectrum data of compound 10 is as follows: MS (EI, m / z): 1471.03 [MH] - .

[0133] Embodiment 20

[0134]

[0135] Among them, the mass spectrum data of compound 28 is as follows: MS (EI, m / z): 1351.97 [MH] - .

[0136] Embodiment 21

[0137]

[0138] Among them, the mass spectrum data of compound 21 is as follows: MS (EI, m / z): 1471.04 [MH] - .

[0139] Embodiment 22

[0140]

[0141] Among them, the mass spectrum data of compound 29 is as follows: MS (EI, m / z): 1351.96 [MH] - .

[0142] Embodiment 23

[0143]

[0144] Among them, the mass spectrum data of compound 12 is as follows: MS (EI, m / z): 1573.05 [MH] - .

[0145] Embodiment 24

[0146]

[0147] Among them, the mass spectrum data of compound 30 is as follows: MS (EI, m / z): 1454.06 [MH] - .

[0148] Embodiment 25

[0149]

[0150] Among them, the mass spectrum data of compound 13 are as follows: MS (EI, m / z): 1521.07 [MH] - .

[0151] Embodiment 26

[0152]

[0153] Among them, the mass spectrum data of compound 31 are as follows: MS (EI, m / z): 1402.03 [MH] - .

[0154] Embodiment 27

[0155]

[0156] Among them, the mass spectrum data of compound 14 is as follows: MS (EI, m / z): 1521.05 [MH] - .

[0157] Embodiment 28

[0158]

[0159] Among them, the mass spectrum data of compound 32 is as follows: MS (EI, m / z): 1402.05 [MH] - .

[0160] Embodiment 29

[0161]

[0162] Among them, the mass spectrum data of compound 15 are as follows: MS (EI, m / z): 1623.09 [MH] - .

[0163] Embodiment 30

[0164]

[0165] Among them, the mass spectrum data of compound 33 are as follows: MS (EI, m / z): 1504.06 [MH] - .

[0166] Embodiment 31

[0167]

[0168] Among them, the mass spectrum data of compound 16 are as follows: MS (EI, m / z): 1623.08 [MH] - .

[0169] Embodiment 32

[0170]

[0171] Among them, the mass spectrum data of compound 34 is as follows: MS (EI, m / z): 1504.08 [MH] - .

[0172] Embodiment 33

[0173]

[0174] Among them, the mass spectrum data of compound 17 is as follows: MS (EI, m / z): 1623.10 [MH] - .

[0175] Embodiment 34

[0176]

[0177] Among them, the mass spectrum data of compound 35 are as follows: MS (EI, m / z): 1504.06 [MH] - .

[0178] Embodiment 35

[0179]

[0180] Among them, the mass spectrum data of compound 18 is as follows: MS (EI, m / z): 1725.13 [MH] - .

[0181] Embodiment 36

[0182]

[0183] Among them, the mass spectrum data of compound 18 is as follows: MS (EI, m / z): 1606.09 [MH] - .

[0184] The structural formula of dye A in Comparative Example 1 is as follows:

[0185]

[0186] The structural formula of dye B of Comparative Example 2 is as follows:

[0187]

[0188] Printing and dyeing experiment description

[0189] 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 soaping - washing fastness, GB / T8427-2008 Textiles - Tests for color fastness to artificial light: xenon arc irradiation fastness, the reactive red dyes 1-18 prepared in Examples 1-36, and dyes 1-18 respectively added with 10% alkali resistance agent FSN and the dyes in Comparative Examples 1-2 were tested for dyeing performance, and the results are shown in Table 1.

[0190] Table 1 Printing and dyeing test results

[0191]

[0192]

[0193]

[0194] It can be seen from the printing and dyeing test results in Table 1 that the inkjet printing reactive red dyes 1-36 disclosed in Examples 1 to 36 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 A and B in the comparative example, 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 1-36 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.

[0195] The synthetic route of the alkali-resistant agent FSN mentioned in the present invention is as follows:

[0196]

[0197] The preparation method of alkali-resistant agent FSN comprises the following steps:

[0198] (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.

[0199] (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.

[0200] (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.

[0201] (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.

[0202] 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 red dye having formula (I), characterized in that: in, R1 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy; R2 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy; Ring A represents phenyl or naphthyl; R3 represents H, SO3M, C1-C4 alkyl or C1-C4 alkoxy; R4 represents SO2CH2CH2OSO3M or SO2CH2CH2; M represents H, Na or K.

2. The reactive red dye according to claim 1, characterized in that R1 represents H, SO3Na, methyl, ethylmethoxy or ethoxy; preferably, R1 represents H or SO3Na.

3. The reactive red dye according to claim 1, characterized in that R2 represents H, SO3Na, methyl, ethylmethoxy or ethoxy; preferably, R2 represents H or SO3Na.

4. The reactive red dye according to claim 1, characterized in that R3 represents H, SO3Na, methyl, ethylmethoxy or ethoxy; preferably, R3 represents H, SO3Na or methoxy.

5. The reactive red dye according to claim 1, characterized in that M stands for Na.

6. The reactive red dye according to claim 1, characterized in that The dye is selected from the following compounds:

7. A method for preparing the reactive brilliant blue dye according to claim 1, characterized in that: The synthetic route is as follows: a) When R4 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.

8. The preparation method of reactive red dye according to claim 7, characterized in that, It includes the following steps: a) When R4 represents SO2CH2CH2OSO3M, its synthesis route is as follows: (1) Compound 1 is dissolved in an alkaline solution, the pH value of which is adjusted to 5.5-6.8, and then added to an aqueous solution of compound 4 to carry out a primary condensation reaction at a temperature of 0-5° C. to prepare compound II-1, thereby obtaining a primary condensation solution I; (2) dispersing compound 3 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and performing a diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid I; (3) mixing the diazo solution I obtained in step (2) and the primary condensation solution I obtained in step (1) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-1a, thereby obtaining a coupling reaction solution I; (4) Compound 4 is dissolved in an alkaline solution, the pH value of which is adjusted to 5.5-6.8, and then added to an aqueous solution of compound 2 to carry out a primary condensation reaction at a temperature of 0-5° C. to prepare compound II-2, thereby obtaining a primary condensation solution II; (5) Dispersing compound 5 in water, adding hydrochloric acid, and after mixing evenly, adjusting the temperature of the obtained mixed solution to 0-5°C, and then adding sodium nitrite, and performing a diazotization reaction while maintaining the temperature at 0-5°C to obtain diazo liquid II; (6) mixing the diazo solution II obtained in step (5) and the primary condensation solution II obtained in step (4) uniformly, adjusting the pH value to 6.0-6.5, and performing a coupling reaction at a temperature of 10-15° C. to prepare compound II-2a, thereby obtaining a coupling reaction solution II; (7) mixing the coupling reaction solution I obtained in step (3) and the coupling reaction solution II obtained in step (6) uniformly, adding hydroxyethylethylenediamine, adjusting the pH value to 6.5-7.5, and performing a secondary condensation reaction at a temperature of 40-50° C. to obtain a dye product solution, and drying to obtain a reactive red dye represented by formula I; b) When R2 represents SO2CH2CH2, it comprises the following steps: adding an alkaline solution to the finished dye solution obtained in step 7) 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 red dye shown in formula I.

9. The method for preparing a reactive red dye according to claim 7, wherein In step a): In step 1), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution; the molar ratio of compound 1 to compound 2 is 1:1.1-1.5, preferably 1:1.2; in step 4), the alkaline solution is sodium hydroxide solution, sodium bicarbonate solution, potassium hydroxide solution or potassium bicarbonate solution; the molar ratio of compound 4 to compound 2 is 1:1.1-1.5, preferably 1:1.

2.

10. Use of the reactive red dye according to any one of claims 1 to 6 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.

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