Red reactive dye and preparation method thereof
A high-fixation-rate red reactive dye was prepared by acyl acyl chloride acyl chloride acylase preparation method, involving acyl acyl acylase acylation reaction, diazo reaction and coupling reaction, which solved the problem of low fixation rate of existing red reactive dyes and achieved a dyeing effect with bright color, high color fastness and good leveling properties.
Patent Information
- Application Number
- CN202511638512.5
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-11-10
- Publication Date
- 2026-01-13
AI Technical Summary
Existing red reactive dyes have low fixation rates, leading to extensive hydrolysis of the dyes during the dyeing process, resulting in environmental pollution and high environmental treatment costs.
A red reactive dye was prepared by acylation, diazo reaction and coupling reaction. Acylation was performed by sodium salt of H acid and 4-(2-chloroethylsulfonyl)-butyryl chloride, the reactive dye intermediate was subjected to diazo reaction, and finally the dye was filtered and spray-dried in the coupling reaction to obtain a red reactive dye with high fixation rate.
It improves the fixation rate of red reactive dyes, making the dyed materials bright in color, with high color fastness and good leveling properties, while reducing environmental pollution and environmental treatment costs.
Smart Images
Figure CN121319652A_ABST
Abstract
Description
Technical Field
[0001] This application relates to the technical field of dyes, and in particular to a red reactive dye and a method for preparing the same. Background Technology
[0002] Reactive dyes are mainly used for dyeing and printing cellulose fibers. They can covalently bond with cellulose fibers, thus exhibiting excellent fastness. Reactive dyes also offer advantages such as a complete color spectrum, vibrant colors, good leveling properties, and ease of use. However, the reactive groups in reactive dyes are prone to hydrolysis during the dyeing process, losing their dyeing activity and resulting in a fixation rate generally below 65%. Especially for red reactive dyes on the market, such as Reactive Red F3B and Reactive Red 5B, which possess a bright red hue, their structure contains only one reactive group, leading to low fixation rates. A large amount of dye undergoes hydrolysis during the dyeing process, failing to adhere to the fibers and being discharged with the dyeing wastewater, causing environmental pollution and significantly increasing environmental treatment costs. Summary of the Invention
[0003] In order to improve the fixation rate and color fastness of dyes, this application provides a red reactive dye and a method for preparing the same.
[0004] Firstly, this application provides a red reactive dye, which adopts the following technical solution: A red reactive dye, wherein the structural formula of the red reactive dye is:
[0005] By adopting the above technical solution and utilizing the red reactive dye in this application, a high fixation rate is achieved, resulting in bright colors, high color fastness, and good evenness of the dyed material.
[0006] In one specific embodiment, R1 is a substituted phenyl or a substituted naphthyl group; the substituents on the substituted phenyl or the substituted naphthyl group include one or more of -SO2Y, -CONHC2H4SO2Y, -SO3M, -NHCOC3H6SO2Y, C1-5 alkyl, C1-5 alkoxy, C1-5 carboxyl, sulfonic acid, and amide groups.
[0007] In one specific implementation, Y is one of -CH=CH2, -CH2CH2OSO3M, and -CH2CH2Cl.
[0008] In one specific implementation, the structure of R1 includes one of the following structures:
[0009] In one specific implementation, M is hydrogen or an alkali metal.
[0010] In one specific implementation, R2 is -NHCOC3H6SO2Y.
[0011] In one specific feasible embodiment, the red reactive dye has one of the following structural formulas:
[0012] Secondly, this application provides a method for preparing a red reactive dye, which adopts the following technical solution: A method for preparing a red reactive dye includes the following steps: acylation reaction: adding sodium salt of H acid to water and slurrying; using hydrogen peroxide with a mass concentration of 30%... Sodium oxide aqueous solution, adjust pH to 6-7; cool the reaction solution to 0-5℃, and slowly add 4-(2-chloroethylsulfonyl)-butyryl chloride while stirring vigorously, and add crushed ice at any time to control the temperature at 0-5℃, and adjust the pH with baking soda to maintain it at 4.5-5.5; use an amino reagent to detect the reaction endpoint to obtain the acylated solution. Diazo reaction: The reactive dye intermediate was added to ice water and pulped. The material temperature was lowered to 0-5℃, and concentrated hydrochloric acid was added for acidification. A 30% sodium nitrite solution was added within 1 hour, and the temperature was controlled at 0-5℃ during the addition process. After the addition was completed, the temperature was maintained at 0-5℃ for 2 hours. The reaction endpoint was detected with an amino reagent to obtain a diazo solution. Coupling reaction: Under the condition of 0-5℃, the diazo solution is added to the acylation solution, and the pH is adjusted to 5.0-6.0 by slowly adding soda. The reaction is carried out for 3 hours. After the reaction is completed, the reaction solution is filtered to remove insoluble matter. The filtrate is spray-dried to obtain red reactive dye.
[0013] By adopting the above technical solution, firstly, an acylation reaction is carried out using H-acid monosodium salt and 4-(2-chloroethylsulfonyl)-butyryl chloride to obtain an acylation solution; then, the reactive dye intermediate is subjected to a diazo reaction to obtain a diazo solution; finally, the diazo solution is added to the acylation solution for a coupling reaction, filtered, and the filtrate is spray-dried to obtain a red reactive dye with a high fixation rate.
[0014] In one specific implementation, the spray drying temperature in the coupling reaction step is 80-100°C.
[0015] Thirdly, the dye solution provided in this application adopts the following technical solution: A dye solution comprising the aforementioned red reactive dye.
[0016] By adopting the above technical solution, the dye solution prepared using the red reactive dye in this application has a better dyeing effect.
[0017] In summary, this application includes at least one of the following beneficial technical effects: 1. The red reactive dye in this application has a high fixation rate, which makes the dyed material bright in color, has high color fastness, and good leveling properties; 2. The method in this application first uses H-acid monosodium salt and 4-(2-chloroethylsulfonyl)-butyryl chloride to carry out an acylation reaction to obtain an acylation solution; then, the reactive dye intermediate is subjected to a diazo reaction to obtain a diazo solution; finally, the diazo solution is added to the acylation solution to carry out a coupling reaction, filtered, and the filtrate is spray-dried to obtain a red reactive dye with a high fixation rate; 3. The dye solution prepared using the red reactive dye in this application has a better dyeing effect. Detailed Implementation
[0018] The present application will be further described in detail below with reference to the embodiments.
[0019] All raw materials used in the examples are commercially available. Example
[0020] Example 1 Example 1 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; using... A 30% sodium hydroxide aqueous solution was prepared and the pH was adjusted to 7. The reaction solution was cooled to 2.5°C, and 63g of 4-(2-chloroethylsulfonyl)-butyryl chloride was slowly added while stirring vigorously. Crushed ice was added continuously to maintain the temperature at 2.5°C, and the pH was adjusted to 5 with baking soda. The reaction endpoint was detected using an amino reagent to obtain the acylated solution. The reaction equation is as follows: Diazo reaction: 41.98g of the reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. The reactive dye intermediate was 6-β-ethyl sulfonyl sulfate-2-naphthylamine-1-sulfonic acid. The reaction equation is as follows: Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The reaction equation is as follows: The structural formula of the red reactive dye is as follows:
[0021] Example 2 Example 2 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; the pH is adjusted to 7 using a 30% sodium hydroxide aqueous solution; the reaction solution is cooled to 2.5 °C, and 63 g of 4-(2-chloroethylsulfonyl)-butyryl chloride is slowly added to the reaction solution under vigorous stirring, while crushed ice is added continuously to maintain the temperature at 2.5 °C, and the pH is adjusted to 5 using baking soda; the reaction endpoint is detected using an amino reagent to obtain the acylated solution; Diazo reaction: 28.1g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. The reactive dye intermediate was 4-(β-sulfate-ethyl sulfone)aniline. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0022] Example 3 Example 3 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; using... A 30% sodium hydroxide aqueous solution was prepared and the pH was adjusted to 7. The reaction solution was cooled to 2.5°C, and 63g of 4-(2-chloroethylsulfonyl)-butyryl chloride was slowly added to the reaction solution while stirring vigorously. Crushed ice was added at the same time to maintain the temperature at 2.5°C, and the pH was adjusted with baking soda to maintain it at 5. The reaction endpoint was detected with an amino reagent to obtain the acylated solution. Diazo reaction: 28.1g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added within 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. The reactive dye intermediate was 3-(β-sulfate-ethyl sulfone)aniline. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0023] Example 4 Example 4 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; using... A 30% sodium hydroxide aqueous solution was prepared and the pH was adjusted to 7. The reaction solution was cooled to 2.5°C, and 63g of 4-(2-chloroethylsulfonyl)-butyryl chloride was slowly added to the reaction solution while stirring vigorously. Crushed ice was added at the same time to maintain the temperature at 2.5°C, and the pH was adjusted with baking soda to maintain it at 5. The reaction endpoint was detected with an amino reagent to obtain the acylated solution. Diazo reaction: 36.1g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. The reactive dye intermediate was 4-beta-hydroxysulfone sulfate aniline-2-sulfonic acid. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0024] Example 5 Example 5 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; using... A 30% sodium hydroxide aqueous solution was prepared and the pH was adjusted to 7. The reaction solution was cooled to 2.5°C, and 63g of 4-(2-chloroethylsulfonyl)-butyryl chloride was slowly added to the reaction solution while stirring vigorously. Crushed ice was added at the same time to maintain the temperature at 2.5°C, and the pH was adjusted with baking soda to maintain it at 5. The reaction endpoint was detected with an amino reagent to obtain the acylated solution. Diazo reaction: 34.1g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent to obtain a diazo solution. The reactive dye intermediate was 2,5-dimethoxy-4-(β-sulfate ethyl sulfone)aniline. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0025] Example 6 Example 6 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; the pH is adjusted to 7 using a 30% sodium hydroxide aqueous solution; the reaction solution is cooled to 2.5 °C, and 63 g of 4-(2-chloroethylsulfonyl)-butyryl chloride is slowly added to the reaction solution under vigorous stirring, while crushed ice is added continuously to maintain the temperature at 2.5 °C, and the pH is adjusted to 5 using baking soda; the reaction endpoint is detected using an amino reagent to obtain the acylated solution; Diazo reaction: 32.5g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added within 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was completed, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent to obtain a diazo solution. The reactive dye intermediate was 2-methoxy-4-(2-sulfate ethyl sulfone)-5-methylaniline. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0026] Example 7 Example 7 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; the pH is adjusted to 7 using a 30% sodium hydroxide aqueous solution; the reaction solution is cooled to 2.5 °C, and 63 g of 4-(2-chloroethylsulfonyl)-butyryl chloride is slowly added to the reaction solution under vigorous stirring, while crushed ice is added continuously to maintain the temperature at 2.5 °C, and the pH is adjusted to 5 using baking soda; the reaction endpoint is detected using an amino reagent to obtain an acylated solution; Diazo reaction: 31.1g of reactive dye intermediate was added to 200g of ice water and stirred for 30min. The material temperature was lowered to 2.5℃, and 13ml of 36% concentrated hydrochloric acid was added for acidification. 23.5g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5℃ during the addition process. After the addition was complete, the temperature was maintained at 2.5℃ for 2h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. The reactive dye intermediate was 2-methoxy-5-(β-sulfate ethyl sulfone)aniline. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0027] Example 8 Example 8 provides a method for preparing a red reactive dye, comprising the following steps: acylation reaction: 34.1 g of H-acid monosodium salt is added to 100 g of water and stirred for 30 min; the pH is adjusted to 7 using a 30% sodium hydroxide aqueous solution; the reaction solution is cooled to 2.5 °C, and 63 g of 4-(2-chloroethylsulfonyl)-butyryl chloride is slowly added to the reaction solution under vigorous stirring, while crushed ice is added continuously to maintain the temperature at 2.5 °C, and the pH is adjusted to 5 using baking soda; the reaction endpoint is detected using an amino reagent to obtain an acylated solution; Diazo reaction: 18.8 g of 2,4-diaminobenzenesulfonic acid was added to 100 g of water and stirred for 30 min. The pH was adjusted to 7 using a 30% sodium hydroxide aqueous solution. The reaction solution was cooled to 2.5 °C, and 63 g of 4-(2-chloroethylsulfonyl)-butyryl chloride was slowly added to the reaction solution under vigorous stirring, while crushed ice was added continuously to maintain the temperature at 2.5 °C. The pH was adjusted to 5 using baking soda. After the reaction was completed, the reaction solution was filtered to remove insoluble matter, yielding the filtrate as an active dye intermediate. The filtrate was kept at 2.5 °C, and 13 ml of 36% concentrated hydrochloric acid was added for acidification. 23.5 g of 30% sodium nitrite solution was added over 1 hour, with the temperature controlled at 2.5 °C during the addition process. After the addition was complete, the temperature was maintained at 2.5 °C for 2 h. The reaction endpoint was detected using an amino reagent, yielding a diazo solution. Coupling reaction: At 2.5℃, diazo solution was added to the acylation solution, and sodium bicarbonate was slowly added to adjust the pH to 6.0. The reaction was allowed to proceed for 3 hours. After the reaction was complete, the reaction solution was filtered to remove insoluble matter. The filtrate was spray-dried at 90℃ to obtain a red reactive dye. The structural formula of the red reactive dye is as follows:
[0028] Comparative Example Comparative Example 1 Comparative Example 1 is Reactive Red F3B.
[0029] Comparative Example 2 Comparative Example 2 is Reactive Red 5B.
[0030] Application examples Application Example 1 Application Example 1 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 1 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0031] Application Example 2 Application Example 2 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 2 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0032] Application Example 3 Application Example 3 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 3 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0033] Application Example 4 Application Example 4 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 4 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0034] Application Example 5 Application Example 5 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 5 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0035] Application Example 6 Application Example 6 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 6 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0036] Application Example 7 Application Example 7 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 7 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0037] Application Example 8 Application Example 8 provides a method for preparing a dye solution, comprising the following steps: The red reactive dye from Example 8 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0038] Comparative application examples Comparative Application Example 1 Comparative Application Example 1 provides a method for preparing a dye solution, including the following steps: Dissolve Reactive Red F3B from Comparative Example 1 in water, add sodium sulfate and soda ash, stir and mix evenly to obtain a 2.0% omf dye solution; wherein the sodium sulfate content is 60 g / L and the soda ash content is 14.7 g / L.
[0039] Comparative Application Example 2 Comparative application example 2 provides a method for preparing a dye solution, including the following steps: Reactive Red 5B from Comparative Example 2 was dissolved in water, and sodium sulfate and soda ash were added. The mixture was stirred and mixed evenly to obtain a dye solution with a concentration of 2.0% omf. The sodium sulfate content was 60 g / L and the soda ash content was 14.7 g / L.
[0040] Performance testing Cellulose fiber fabric samples were dyed using the dye solutions from the application examples and comparative application examples, respectively, with a liquor ratio of 1:15. The dyeing was carried out at 60°C for 60 minutes, followed by rinsing with cold water. 2 g / L of Kailuo Wash MPB nonionic soap was added at a liquor ratio of 1:20, and the samples were boiled at 98°C for 10 minutes to remove excess dye. The fabric samples were then rinsed with cold water and dried at 80°C. Finally, after standing at room temperature for 30 minutes, various fastness tests were conducted.
[0041] Fixation rate: Tested in accordance with GB / T2391-2014 "Determination of Fixation Rate of Reactive Dyes".
[0042] Color fastness to washing: Tested in accordance with GB / T3921-2008 "Color fastness to washing of textiles".
[0043] Color fastness to rubbing: Tested in accordance with GB / T3920-2008 "Textiles - Tests for color fastness to rubbing".
[0044] Color fastness to perspiration: Tested according to GB / T3922-2013 "Textiles - Test method for color fastness to perspiration".
[0045] Table 1 Performance testing of fabric samples Combining Application Example 1, Comparative Application Example 1, and Comparative Application Example 2, it can be seen that the dye fixation rate and color fastness of the dye in Example 1 are both high. It is evident that the dye solution obtained using the dye in this application has a good dyeing effect on cellulose fiber fabric samples.
[0046] As can be seen from Application Examples 1-8, dyes obtained by using different reactive dye intermediates also have good dyeing effects.
[0047] This specific embodiment is merely an explanation of this application and is not intended to limit it. After reading this specification, those skilled in the art can make modifications to this embodiment without contributing any inventive step, but such modifications are protected by patent law as long as they fall within the scope of the claims of this application.
Claims
1. A red reactive dye, characterized in that: The structural formula of the red reactive dye is:
2. The red reactive dye according to claim 1, characterized in that: R1 is a substituted phenyl or a substituted naphthyl group; the substituents on the substituted phenyl or the substituted naphthyl group include one or more of -SO2Y, -CONHC2H4SO2Y, -SO3M, -NHCOC3H6SO2Y, C1-5 alkyl, C1-5 alkoxy, C1-5 carboxyl, sulfonic acid, and amide groups.
3. The red reactive dye according to claim 2, characterized in that: The Y is one of -CH=CH2, -CH2CH2OSO3M, or -CH2CH2Cl.
4. A red reactive dye according to claim 3, characterized in that: The structural formula of R1 includes one of the following structural formulas:
5. A red reactive dye according to claim 4, characterized in that: M is hydrogen or an alkali metal.
6. A red reactive dye according to claim 3, characterized in that: R2 is -NHCOC3H6SO2Y.
7. A red reactive dye according to claim 6, characterized in that: The red reactive dye has one of the following structural formulas:
8. A method for preparing a red reactive dye as described in any one of claims 1-7, characterized in that: Includes the following steps: Acylation reaction: Sodium salt of H acid is added to water and slurryed; the pH is adjusted to 6-7 with a 30% sodium hydroxide aqueous solution; the reaction solution is cooled to 0-5℃, and 4-(2-chloroethylsulfonyl)-butyryl chloride is slowly added to the reaction solution under vigorous stirring, while crushed ice is added at any time to control the temperature at 0-5℃, and the pH is adjusted with baking soda to maintain it at 4.5-5.5; the reaction endpoint is detected with an amino reagent to obtain the acylated solution; Diazo reaction: The reactive dye intermediate was added to ice water and pulped. The material temperature was lowered to 0-5℃, and concentrated hydrochloric acid was added for acidification. A 30% sodium nitrite solution was added within 1 hour, and the temperature was controlled at 0-5℃ during the addition process. After the addition was completed, the temperature was maintained at 0-5℃ for 2 hours. The reaction endpoint was detected with an amino reagent to obtain a diazo solution. Coupling reaction: Under the condition of 0-5℃, the diazo solution is added to the acylation solution, and the pH is adjusted to 5.0-6.0 by slowly adding soda. The reaction is carried out for 3 hours. After the reaction is completed, the reaction solution is filtered to remove insoluble matter. The filtrate is spray-dried to obtain red reactive dye.
9. A dye solution, characterized in that: Includes the red reactive dye as described in any one of claims 1-7.
10. A dye solution according to claim 9, characterized in that: The dye solution is used for dyeing and printing cellulose fibers, as well as for dyeing and printing blended fibers containing cellulose fibers.