阅读说明：本技术 一种活性染料红玉及其应用 (Reactive dye red jade and application thereof ) 是由 陆海英 王高峰 庄磊 陆再宏 于 2020-10-26 设计创作，主要内容包括：本发明涉及一种活性染料红玉及其应用,该活性染料红玉的化合物结构如通式(I)所示：本发明的活性染料具有较高的反应性、良好的固色能力以及良好的染色能力,且本发明活性染料在染色时,也不需加入纯碱进行固色,避免纯碱的使用。同时本发明活性染料还具有耐高温性,能与分散染料配合使用,在高于温度100℃下同时对T/R或T/C混纺面料制品进行染色,实现一浴染色工艺,不仅简化染色工艺、缩短染色时间,还大大降低排污量,降低人工成本及能耗。(The invention relates to a reactive dye ruby and application thereof, wherein the structure of the compound of the reactive dye ruby is shown as a general formula (I):)

1. The red jade with the active dye is characterized in that: the structure of the compound of the reactive dye ruby is shown as a general formula (I):

in the formula:

R₁、R₂、R₃、R₄、R₅、R₆each independently selected from H or an alkali metal cation;

F₁、F₂each independently selected from Y₁、SO₃Y₁、Said Y is₁Is H or alkali metal cation, m and n are respectively and independently selected from integers between 1 and 5;

M₁、M₂、M₃、M₄each independently selected from Y₂、SO₃Y₂An alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, Y₂Is H or an alkali metal cation;

j is selected fromP is selected from an integer between 0 and 3;

A₁、A₂each independently selected from H or an alkali metal cation.

2. The reactive dye nephrite jade of claim 1, wherein: the alkali metal cation is Na, K or Li.

3. The reactive dye nephrite jade of claim 1, wherein: said F₁、F₂Each independently selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、SO₂C₂H₅、SO₂C₂H₄Na、SO₂C₂H₄K、SO₂C₂H₄Li、SO₂C₂H₄OSO₃H、SO₂C₂H₄OSO₃Na、SO₂C₂H₄OSO₃K or SO₂C₂H₄OSO₃Li。

4. The reactive dye nephrite jade of claim 3, wherein: said F₁、F₂Each independently selected from H, SO₃Na、SO₂C₂H₄Na or SO₂C₂H₄OSO₃Na。

5. The reactive dye nephrite jade of claim 1, wherein: the M is₁、M₂、M₃、M₄Each independently selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、CH₃O or CH₃。

6. The reactive dye nephrite jade of claim 5, wherein: the M is₁、M₂、M₃、M₄Each independently selected from H, SO₃Na。

7. The reactive dye nephrite jade of claim 1, wherein: in the general formula I, the COOA₁、COOA₂Respectively at ortho, meta or para positions of the N group on the ring.

8. The reactive dye nephrite jade of claim 1, wherein: and p is 0 or 1.

9. The reactive dye nephrite jade of claim 1, wherein: the compound shown in the general formula I is one of the compounds shown in the following structural formula:

10. use of the reactive dye ruby of any one of claims 1 to 9 in pure cotton, rayon, T/R or T/C blended fabrics.

Technical Field

The invention belongs to the technical field of dyes, and particularly relates to a reactive dye ruby and application thereof.

Background

When the polyester-cotton blended fabric on the market is dyed, a common dyeing method is a two-bath method, namely, the fabric is dyed and washed by disperse dye, and then dyed and washed by reactive dye. Although the homochromatism is good and the fastness is high, the working procedure is long, the energy consumption is excessive, the energy conservation and emission reduction and the clean production of printing and dyeing enterprises are not facilitated, and the problems of color spots and cylinder difference can be generated in the production along with the prolonging of the processing time, so that the product quality and the efficiency are influenced.

In order to solve the problems, many factories search for one-bath one-step dyeing of polyester cotton, but the existing reactive dye ruby still has poor high-temperature resistance, can only dye at about 50 ℃, and is not suitable for one-bath one-step dyeing by matching with disperse dyes.

Disclosure of Invention

The invention aims to overcome the defects of the prior art and provide an improved reactive dye ruby and application thereof.

In order to achieve the purpose, the technical scheme adopted by the invention is as follows:

a reactive dye red jade has a compound structure shown in a general formula (I):

in the formula:

R₁、R₂、R₃、R₄、R₅、R₆each independently selected from H or an alkali metal cation;

F₁、F₂each independently selected from Y₁、SO₃Y₁、Said Y is₁Is H or alkali metal cation, m and n are respectively and independently selected from integers between 1 and 5;

M₁、M₂、M₃、M₄each independently selected from Y₂、SO₃Y₂Alkyl group having 1 to 5 carbon atoms or C1Alkoxy of about 5, Y₂Is H or an alkali metal cation;

j is selected fromP is selected from an integer between 0 and 3;

A₁、A₂each independently selected from H or an alkali metal cation.

According to some embodiments of the invention, the alkali metal cation is Na, K or Li.

According to some embodiments of the invention, F₁、F₂Each independently selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、SO₂C₂H₅、SO₂C₂H₄Na、SO₂C₂H₄K、SO₂C₂H₄Li、SO₂C₂H₄OSO₃H、SO₂C₂H₄OSO₃Na、SO₂C₂H₄OSO₃K or SO₂C₂H₄OSO₃And Li. Preferably, said F₁、F₂Each independently selected from H, SO₃Na、SO₂C₂H₄Na or SO₂C₂H₄OSO₃Na。

According to some embodiment aspects of the invention, the M₁、M₂、M₃、M₄Each independently selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、CH₃O or CH₃. Preferably, said M₁、M₂、M₃、M₄Each independently selected from H or SO₃Na。

According to some embodiments of aspects of the invention, in the general formula I, the COOA₁、COOA₂Respectively at ortho, meta or para positions of the N group on the ring. Preferably, the COOA₁、COOA₂Respectively, in meta or para position relative to the N group on the ring.

According to some embodiment aspects of the invention, p is 0 or 1. When p is 0, the two benzene rings to which the J group is bonded are directly connected.

According to some embodiments of the invention, the compound of formula I is one of the compounds represented by the following structural formulae:

according to another technical scheme adopted by the invention, the reactive dye red jade is applied to pure cotton, rayon, T/R or T/C blended fabric.

When the reactive dye red jade is used for dyeing pure cotton (or rayon), the reactive dye red jade and anhydrous sodium sulphate are dissolved in water, the temperature is increased to 100-130 ℃, and the pure cotton (or rayon) is subjected to heat preservation dyeing, cooling, water washing and soaping.

The addition amount of the reactive dye red jade and the anhydrous sodium sulphate can be added according to the addition amount of the existing reactive dye and anhydrous sodium sulphate, and the heat preservation is usually 20-60 min. Such as about 40 min.

Due to the application of the technical scheme, compared with the prior art, the invention has the following advantages:

the reactive dye has higher reactivity, good color fixing capability and good dyeing capability, and the reactive dye does not need to be added with soda for color fixing during dyeing, so that the use of the soda is avoided. Meanwhile, the reactive dye also has high temperature resistance, can be used in cooperation with a disperse dye, can be used for simultaneously dyeing a T/R or T/C blended fabric product at the temperature of more than 100 ℃, realizes a one-bath dyeing process, simplifies the dyeing process, shortens the dyeing time, greatly reduces the discharge capacity, and reduces the labor cost and the energy consumption.

Detailed Description

The reactive dye red jade can be prepared by a preparation method comprising the following steps:

(1) carrying out primary condensation reaction on a compound shown as a formula II and a compound shown as a formula III to obtain a condensate;

(2) carrying out secondary condensation reaction on the first condensate and a compound shown as a formula IV to obtain a second condensate;

(3) carrying out diazo reaction on the secondary condensate under the action of nitrous acid to obtain a first intermediate;

(4) carrying out acid coupling reaction on the first intermediate and a compound shown as a formula V to obtain a second intermediate;

(5) carrying out diazo reaction on the compound shown in the formula VI under the action of nitrous acid to obtain a third intermediate;

(6) carrying out a base coupling reaction on the second intermediate and the third intermediate to obtain a fourth intermediate;

(7) carrying out tertiary condensation reaction on the fourth intermediate and a compound shown as a formula VII to obtain a compound shown as a formula I, namely a reactive dye ruby;

f is selected from Y¹、SO₃Y¹、Said Y is¹Is H or alkali metal cation, m and n are respectively and independently selected from integers between 1 and 5;

M¹、M²each independently selected from Y²、SO₃Y²An alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, Y²Is H or an alkali metal cation;

j is selected fromP is selected from an integer between 0 and 3;

R¹、R²、R³、R⁴are independently selected from H or alkali metal cation;

a is selected from H or an alkali metal cation.

According to some embodiment aspects of the invention, F is selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、SO₂C₂H₅、SO₂C₂H₄Na、SO₂C₂H₄K、SO₂C₂H₄Li、SO₂C₂H₄OSO₃H、SO₂C₂H₄OSO₃Na、SO₂C₂H₄OSO₃K or SO₂C₂H₄OSO₃Li。

According to some embodiment aspects of the invention, the alkali metal cation is Na, K or Li.

According to some embodiment aspects of the invention, the M¹、M²Each independently selected from H, SO₃H、SO₃Na、SO₃K、SO₃Li、CH₃O or CH₃。

According to some embodiment aspects of the invention, the R is¹、R²Each independently selected from H, Na, K or Li. Preferably, said R is¹、R²Each independently selected from H.

According to some embodiment aspects of the invention, a is selected from H, Na, K or Li.

According to some embodiment aspects of the invention, in formula VII, COOA is ortho, meta, or para to the N group on the ring. Preferably, in said formula VII, COOA is located meta or para to the N group on the ring.

According to some embodiments of the invention, step (1) is performed by: and mixing the compound shown in the formula II and the compound shown in the formula III with water, and stirring at the pH of 2.5-4.0 and the temperature of 0-15 ℃ for reaction to prepare the first condensate, wherein the feeding molar ratio of the compound shown in the formula II to the compound shown in the formula III is 1: 0.45-0.60.

According to some embodiment aspects of the invention, in the step (2), the feeding molar ratio of the compound represented by the formula II to the compound represented by the formula IV is 1: 0.95-1.01, and the secondary condensation reaction is performed at a pH value of 4.5-6.0 and a temperature of 15-25 ℃.

According to some example aspects of the invention, step (3) is embodied as: and mixing the secondary condensate, hydrochloric acid, nitrite and water, and reacting at 0-15 ℃ to obtain the first intermediate, wherein the feeding molar ratio of the compound shown in the formula IV, HCl and nitrite ions is 1 (1.5-2.5) to 1.0-1.1.

According to some embodiment aspects of the invention, in the step (4), the feeding molar ratio of the compound represented by the formula IV to the compound represented by the formula V is 1: 0.95-1.0, and the acid coupling reaction is carried out at a pH value of 2.5-5.5 and a temperature of 10-20 ℃.

According to some example aspects of this invention, step (5) is embodied as: and mixing the compound shown as the formula VI, hydrochloric acid, nitrite and water, and stirring at 0-10 ℃ for reaction to prepare the third intermediate, wherein the feeding molar ratio of the compound shown as the formula VI, HCl and nitrite ions is 1 (1.0-1.5) to 1.0-1.1.

According to some embodiment aspects of the invention, in the step (6), the feeding of the second intermediate and the third intermediate is carried out according to the feeding molar ratio of the compound shown in the formula V to the compound shown in the formula VI of 1: 0.98-1.05, and the alkali coupling reaction is carried out at a pH value of 5.0-6.5 and a temperature of 10-20 ℃.

According to some embodiment aspects of the invention, in the step (7), the feeding molar ratio of the compound represented by the formula II to the compound represented by the formula VII is 1: 1.5-2.5, and the three-time condensation reaction is carried out at a pH value of 5.0-7.0 and a temperature of 75-90 ℃.

According to some example aspects of the invention, the method of making is embodied by the steps of:

(1) mixing the compound shown in the formula II and the compound shown in the formula III with ice water, adding weak base to adjust the pH value to 2.5-4.0, and then stirring and reacting for 2-4 h at 0-15 ℃ to obtain a first reaction liquid, wherein the weak base is one or more of sodium bicarbonate, potassium bicarbonate and lithium bicarbonate;

(2) adding the compound shown in the formula IV into the first reaction liquid, adding weak base to adjust the pH value to be 4.5-6.0, and reacting for 4-6 h at 15-25 ℃ to obtain a second reaction liquid, wherein the weak base is one or more of sodium bicarbonate, potassium bicarbonate and lithium bicarbonate;

(3) adding hydrochloric acid and sodium nitrite into the second reaction solution, and reacting for 1-3 hours at 0-15 ℃ to obtain a third reaction solution;

(4) adding the compound shown in the formula V into the third reaction liquid, adding weak base to adjust the pH value to 2.5-5.5, and reacting for 5-7 h at 10-20 ℃, wherein the weak base is one or more of sodium bicarbonate, potassium bicarbonate and lithium bicarbonate;

(5) mixing the compound shown in the formula VI, hydrochloric acid, sodium nitrite and ice water, and reacting for 1-3 hours at 0-10 ℃ to obtain a fifth reaction solution;

(6) mixing the fourth reaction solution and the fifth reaction solution, adding weak base to adjust the pH value to 5.0-6.5, and reacting for 3-5 hours at 10-20 ℃ to obtain a sixth reaction solution, wherein the weak base is one or more of sodium bicarbonate, potassium bicarbonate and lithium bicarbonate;

(7) adding a compound shown as a formula VII into the sixth reaction liquid, adding a strong base to adjust the pH value to be 5.0-7.0, and reacting for 6-9 hours at 75-90 ℃ to obtain a seventh reaction liquid, wherein the strong base is one or more of sodium carbonate, potassium carbonate and lithium carbonate;

(8) and drying the seventh reaction liquid to obtain the reactive dye ruby.

In the step (6), feeding the fourth reaction liquid and the fifth reaction liquid according to the feeding molar ratio of the compound shown in the formula V to the compound shown in the formula VI of 1: 0.98-1.05.

In order to make the objects, technical solutions and effects of the present invention clearer and clearer, the present invention is described in further detail below. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.

The raw materials in the following examples are commercially available. The hydrochloric acid is 30% hydrochloric acid.

Example 1

The reactive dye ruby provided by the embodiment is prepared by the following method:

(1) will be provided withAdding into crushed ice and water, stirringAdding the mixture, adding sodium bicarbonate to adjust the pH value to 2.5-3.0, and reacting for 2.5 hours at the temperature of 0-5 ℃ to obtain a first mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (A) to (B) is 1: 0.5;

(2) will be provided withAnd adding the mixture into the first mixed solution, adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting at 25-30 ℃ for 5.5h to obtain a second mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(3) adding hydrochloric acid and sodium nitrite into the second mixed solution, reacting for 1h at 0-5 ℃ to obtain a third mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:2.0: 1.0;

(4) will be provided withAdding the mixture into the third mixed solution, adding sodium bicarbonate to adjust the pH value to 3.5-4.0, and reacting for 5.5 hours at the temperature of 10-15 ℃ to obtain a fourth mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(5) will be provided withAdding crushed ice and water, adding hydrochloric acid and sodium nitrite, reacting for 1h at 5-8 ℃ to obtain a fifth mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:1.0: 1.01;

(6) and adding the fifth mixed solution into the fourth mixed solution, adding sodium bicarbonate to adjust the pH value to 6.0-6.3, and reacting at 15-20 ℃ for 3-4 h to obtain a sixth mixed solution. Wherein the feeding of the fourth mixed solution and the fifth mixed solution is as followsAndthe feeding molar ratio of (1: 0.99);

(7) will be provided withAdding the mixture into the sixth mixed solution, adding sodium carbonate to adjust the pH value to 5.5-6.0, and reacting for 6.5h at 75-80 ℃ to obtain a seventh mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 2.5);

(8) and drying the seventh mixed solution.

The structural formula of the product is as follows:

example 2

The reactive dye ruby provided by the embodiment is prepared by the following method:

(1) will be provided withAdding into crushed ice and water, stirringAdding the mixture, adding sodium bicarbonate to adjust the pH value to 2.5-3.0, and reacting for 2 hours at the temperature of 0-5 ℃ to obtain a first mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (A) to (B) is 1: 0.5;

(2) will be provided withAnd adding the mixture into the first mixed solution, adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting for 5 hours at the temperature of 25-30 ℃ to obtain a second mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(3) adding hydrochloric acid and sodium nitrite into the second mixed solution, reacting for 1h at 0-5 ℃ to obtain a third mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:2.0: 1.0;

(4) will be provided withAdding the mixture into the third mixed solution, adding sodium bicarbonate to adjust the pH value to 3.5-4.0, and reacting for 6 hours at the temperature of 10-15 ℃ to obtain a fourth mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(5) will be provided withAdding crushed ice and water, adding hydrochloric acid and sodium nitrite, reacting at 10-15 deg.C for 1.5h to obtain a fifth mixed solution,the feeding molar ratio of HCl to sodium nitrite is 1:1.0: 1.01;

(6) and adding the fifth mixed solution into the fourth mixed solution, adding sodium bicarbonate to adjust the pH value to 6.0-6.3, and reacting at 15-20 ℃ for 3 hours to obtain a sixth mixed solution. Wherein the feeding of the fourth mixed solution and the fifth mixed solution is as followsAndthe feeding molar ratio of (1: 0.99);

(7) will be provided withAdding the mixture into the sixth mixed solution, adding sodium carbonate to adjust the pH value to 5.5-6.0, and reacting at 75-80 ℃ for 7h, obtaining a seventh mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 2.5);

(8) and drying the seventh mixed solution.

The structural formula of the product is as follows:

example 3

The reactive dye ruby provided by the embodiment is prepared by the following method:

(1) will be provided withAdding into crushed ice and water, stirringAdding the mixture, adding sodium bicarbonate to adjust the pH value to 2.5-3.0, and reacting for 3 hours at the temperature of 0-5 ℃ to obtain a first mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (A) to (B) is 1: 0.5;

(2) will be provided withAnd adding the mixture into the first mixed solution, adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting at 25-30 ℃ for 6 hours to obtain a second mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(3) adding hydrochloric acid and sodium nitrite into the second mixed solution, reacting for 1h at 0-5 ℃ to obtain a third mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:2.0: 1.1;

(4) will be provided withAdding the mixture into the third mixed solution, adding sodium bicarbonate to adjust the pH value to 3.5-4.0, and reacting for 6 hours at the temperature of 10-15 ℃ to obtain a fourth mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(5) will be provided withAdding crushed ice and water, adding hydrochloric acid and sodium nitrite, reacting at 10-15 deg.C for 1.5h to obtain a fifth mixed solution,the feeding molar ratio of HCl to sodium nitrite is 1:1.0: 1.01;

(6) and adding the fifth mixed solution into the fourth mixed solution, adding sodium bicarbonate to adjust the pH value to 6.0-6.3, and reacting at 15-20 ℃ for 4 hours to obtain a sixth mixed solution. Wherein the feeding of the fourth mixed solution and the fifth mixed solution is as followsAndthe feeding molar ratio of (1: 0.99);

(7) will be provided withAdding the mixture into the sixth mixed solution, adding sodium carbonate to adjust the pH value to 5.5-6.0, and reacting for 6 hours at 75-80 ℃ to obtain a seventh mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 2.5);

(8) and drying the seventh mixed solution.

The structural formula of the product is as follows:

example 4

The reactive dye ruby provided by the embodiment is prepared by the following method:

(1) will be provided withAdding into crushed ice and water, stirringAdding the mixture, adding sodium bicarbonate to adjust the pH value to 2.5-3.0, and reacting for 2 hours at the temperature of 0-5 ℃ to obtain a first mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (A) to (B) is 1: 0.5;

(2) will be provided withAnd adding the mixture into the first mixed solution, adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting for 5 hours at the temperature of 25-30 ℃ to obtain a second mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(3) adding hydrochloric acid and sodium nitrite into the second mixed solution, reacting for 1h at 0-5 ℃ to obtain a third mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:2.0: 1.0;

(4) will be provided withAdding the mixture into the third mixed solution, adding sodium bicarbonate to adjust the pH value to 3.5-4.0, and reacting for 6 hours at the temperature of 10-15 ℃ to obtain a fourth mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 0.96);

(5) will be provided withAdding crushed ice and water, adding hydrochloric acid and sodium nitrite, reacting for 1h at 10-15 ℃ to obtain a fifth mixed solution, wherein,the feeding molar ratio of HCl to sodium nitrite is 1:2.5: 1.01;

(6) and adding the fifth mixed solution into the fourth mixed solution, adding sodium bicarbonate to adjust the pH value to 6.0-6.3, and reacting at 15-20 ℃ for 3 hours to obtain a sixth mixed solution. Wherein the fourth is mixedThe feeding of the liquid and the fifth mixed liquid is as followsAndthe feeding molar ratio of (1: 0.99);

(7) will be provided withAdding the mixture into the sixth mixed solution, adding sodium carbonate to adjust the pH value to 5.5-6.0, and reacting for 6 hours at 75-80 ℃ to obtain a seventh mixed solution. Wherein the content of the first and second substances,andthe feeding molar ratio of (1: 2.5);

(8) and drying the seventh mixed solution.

The structural formula of the product is as follows:

comparative example 1

The commercially available reactive dye ruby has the following structural formula:

performance testing

1. Preparation of dyeing liquor

The reactive dyes of examples 1-4 and comparative example 1 were mixed according to the dyeing depth of 2% o.w.f, the anhydrous sodium sulphate dosage of 60g/l, the bath ratio of 1: 10, preparing each dyeing solution for later use.

2. Dyeing process (pure cotton)

The dyeing process using the dyeing solutions of examples 1 to 4 comprises: the dyeing liquid prepared by the reactive dyes of the embodiments 1 to 4 is heated, and pure cotton is dyed, washed and soaped, so that dyeing is completed.

Dyeing process using the dyeing liquor of comparative example 1: the dyeing liquid prepared by the reactive dye of the comparative example 1 is heated, and the sodium carbonate (the dosage is 20g/l) is added to dye, wash and soap the pure cotton, thus completing the dyeing.

3. Optimal coloring temperature determination

The dyeing solutions prepared by using the reactive dyes of example 1 and comparative example 1 were used to dye 12 cotton pieces of the same color at 60 ℃, 80 ℃, 100 ℃, 110 ℃, 120 ℃ and 130 ℃ respectively according to the above dyeing process, the color yields of the 12 dyed cotton pieces were measured respectively, and the relative color yields of the cotton pieces at 60 ℃, 80 ℃, 100 ℃, 110 ℃ and 120 ℃ were calculated respectively using the color yields at 130 ℃ as a reference standard, and the results are shown in table 1.

Table 1 shows the comparison of the optimum coloring temperatures of the reactive dye of example 1 with the reactive dye of comparative example 1

As can be seen from Table 1, the optimum coloring temperature of the reactive dye of example 1 is 100-130 ℃.

The dyeing liquid prepared by the active dyes of the embodiments 2 to 4 is used for dyeing different pure cotton with the same color at the temperature of 60 ℃, 80 ℃, 100 ℃, 110 ℃, 120 ℃ and 130 ℃, and the finally obtained optimal coloring temperature is also 100 to 130 ℃.

As can be seen from the above, the reactive dyes of examples 1 to 4 of the present invention have an optimum dyeing temperature of 100 to 130 ℃ which is the same as the dyeing temperature (110 to 130 ℃) of the disperse dye, and can be mixed with the disperse dye to perform one-bath dyeing. In addition, the reactive dyes of the embodiments 1 to 4 of the invention do not need to be added with soda ash for color fixation when being dyed.

The best coloring temperature of the existing common reactive dye is about 60 ℃, the dye cannot be simultaneously dyed with the disperse dye in one bath, and sodium carbonate is added for fixation during dyeing, so that the dyeing cost is increased, and the sewage and sludge treatment cost is also increased.

4. Testing of light resistance, wash resistance, perspiration resistance, friction resistance, hot press resistance, solubility

1) Respectively heating the dyeing solution prepared by the reactive dyes in the embodiments 1-4 to 100 ℃, carrying out heat preservation on pure cotton for 40min for dyeing, cooling, washing and soaping, and finishing dyeing.

2) The dyeing liquid prepared by the reactive dye of the comparative example 1 is heated to 60 ℃, pure cotton is dyed, sodium carbonate (20g/l) is added for fixation, the temperature is kept for 40min, and the dyeing is finished after cooling, washing and soaping.

The dyed pure cotton cloth was subjected to performance test, and the results are shown in table 2.

Table 2 shows the performance test of the reactive dye rubs of examples 1 to 4 and comparative example 1

As can be seen from Table 2, the reactive dyes of examples 1 to 4 of the present invention have the same or better fastness than the conventional reactive dyes at 60 ℃ when dyed at a high temperature of 100 ℃. As is clear from the above Table 1, the dyeing properties of the conventional reactive dyes are poor when the dyes are dyed at a high temperature of 100 ℃.

The above performance tests were performed using the following criteria:

1) color fastness to rubbing: GB/T3920-

2) Color fastness to perspiration: GB/T3922-

3) Color fastness to light: GB/T8427. 2008. method 3

4) Color fastness to washing: GB/T3921-

5) Heat resistance at 200 ℃: GB/T6152-1997.

6) Solubility: GB/T21879-2015.

5. Polyester cotton one-bath dyeing

At room temperature, the reactive dye of example 1 was dyed at a depth of 2% o.w.f, a commercially available disperse dye, ruby T-DR (wujiang peach-derived dye), at a depth of 0.96o.w.f, anhydrous sodium sulphate 60g/l, bath ratio 1: 10 preparing a staining solution. Heating the dyeing solution to 110-.

The result shows that the fabric surface has full color when the disperse dye is used for dyeing ruby T-DR in one bath in the embodiment 1, and the polyester and cotton are dyed without color difference, so that the effect of dyeing by a two-bath method can be achieved.

The above embodiments are merely illustrative of the technical ideas and features of the present invention, and the purpose thereof is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.

The endpoints of the ranges and any values disclosed herein are not limited to the precise range or value, and such ranges or values should be understood to encompass values close to those ranges or values. For ranges of values, between the endpoints of each of the ranges and the individual points, and between the individual points may be combined with each other to give one or more new ranges of values, and these ranges of values should be considered as specifically disclosed herein.