CN112251046B - Dark blue of reactive dye and application thereof - Google Patents
Dark blue of reactive dye and application thereof Download PDFInfo
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- CN112251046B CN112251046B CN202011029532.XA CN202011029532A CN112251046B CN 112251046 B CN112251046 B CN 112251046B CN 202011029532 A CN202011029532 A CN 202011029532A CN 112251046 B CN112251046 B CN 112251046B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/08—Azo dyes
- C09B62/085—Monoazo dyes
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
- D06P1/382—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group directly attached to heterocyclic group
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
- D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
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Abstract
The invention relates to a reactive dye navy blue and application thereof, wherein the structure of the reactive dye navy blue compound is shown as a general formula (I):
Description
Technical Field
The invention belongs to the technical field of dyes, and particularly relates to a reactive dye dark blue 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, however, the existing reactive dye dark blue still has poor high temperature resistance, can only be used for dyeing at about 50 ℃, and cannot be used 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 dark blue reactive dye.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a reactive dye navy blue is disclosed, the structure of the compound of the reactive dye navy blue is shown as the general formula (I):
in the formula:
R1、R2、R3、R4、R5、R6、R7、R8each independently selected from H or an alkali metal cation;
M1、M2each independently selected from Y, SO3Y、
Y is H or alkali metal cation, and m and n are respectively and independently selected from integers between 1 and 5;
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 preferred embodiment aspects of the invention, the R is1、R2、R3、R4、R5、R6、R7、R8Each independently selected from Na, K or Li.
According to some embodiments of the invention, the M is1、M2Each independently selected from H, SO3H、SO3Na、SO3K、SO3Li、SO2C2H5、SO2C2H4Na、SO2C2H4K、SO2C2H4Li、SO2C2H4OSO3H、SO2C2H4OSO3Na、SO2C2H4OSO3K or SO2C2H4OSO3And Li. Preferably, said M1、M2Are each independently selected from SO3Na、SO3K、SO3Li、SO2C2H4Na、SO2C2H4K、SO2C2H4Li、SO2C2H4OSO3Na、SO2C2H4OSO3K or SO2C2H4OSO3Li。
According to some embodiment aspects of the invention, the M1、M2Ortho, para or meta, respectively, to the-N ═ N-group on the phenyl ring.
According to some embodiment aspects of the invention, the COOA1、COOA2Respectively at ortho, para or meta positions relative to the ring N group. Preferably, the COOA1、COOA2In the meta or para position, respectively, of the N group on the ring.
According to some preferred embodiment aspects of the invention, said a1、A2Each independently selected from H.
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 dark blue is applied to cotton and polyester-cotton blended fabrics.
When the active dye dark blue is used for dyeing cotton, the active dye dark blue and anhydrous sodium sulphate are dissolved in water, the temperature is raised to 100-130 ℃, the cotton is subjected to heat preservation dyeing, cooling, water washing and soaping, and the cotton dyeing method is finished.
The addition amount of the reactive dye dark blue 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, and can simultaneously dye polyester-cotton products at a temperature higher than 100 ℃, so that a one-bath dyeing process is realized, the dyeing process is simplified, the dyeing time is shortened, the discharge capacity is greatly reduced, and the labor cost and the energy consumption are reduced.
Detailed Description
The dark blue reactive dye can be prepared by a method comprising the following steps:
(1) carrying out diazo reaction on the compound shown in the formula II under the action of nitrous acid to obtain a first intermediate;
(2) carrying out acid coupling reaction on the first intermediate and a compound shown as a formula III to obtain a second intermediate;
(3) carrying out primary condensation reaction on a compound shown in a formula IV and a compound shown in a formula V to obtain a condensate;
(4) carrying out diazo reaction on the first condensate under the action of nitrous acid to obtain a third intermediate;
(5) carrying out a base coupling reaction on the second intermediate and the third intermediate to obtain a fourth intermediate;
(6) carrying out secondary condensation reaction on the fourth intermediate and a compound shown as a formula VI to obtain a secondary condensate;
(7) carrying out tertiary condensation reaction on the secondary condensate and a compound shown as a formula VII to obtain a reactive dye navy blue of the compound shown as the formula I;
m 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;
R1、R2、R3、R4、R5are 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, M is selected from H, SO3H、SO3Na、SO3K、SO3Li、SO2C2H5、SO2C2H4Na、SO2C2H4K、SO2C2H4Li、SO2C2H4OSO3H、SO2C2H4OSO3Na、SO2C2H4OSO3K or SO2C2H4OSO3Li。
According to some embodiments of an aspect of the invention, in the formula II, M is NH located on benzene ring2Ortho, meta or para to the group.
According to some embodiment aspects of the invention, the R is1、R2Each independently selected from H, Na, K or Li. Preferably, said R is1、R2Are respectively and independently selected from H or Na, and are not simultaneously Na.
According to some embodiment aspects of the invention, the R is3Selected from H, Na, K or Li. Preferably, said R is3Selected from H or Na.
According to some embodiment aspects of the invention, the R is4、R5Each independently selected from H, Na, K or Li. Preferably, said R is4、R5Each 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 the compound of formula VII, the COOA is ortho, meta, or para to the N group on the ring. Preferably, the COOA is meta or para to the N group on the ring.
According to some embodiments of the present invention, step (1) is performed by: mixing the compound shown in the formula II, hydrochloric acid, nitrite and water, and stirring for reaction at 0-15 ℃ to obtain the first intermediate, wherein the feeding molar ratio of the compound shown in the formula II, HCl and nitrite ions is 1 (1-2.5) to 1-1.1.
According to some embodiments 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 III is 1: 0.93-0.99, and the acid coupling reaction is performed at a pH value of 2.5-4.5 and a temperature of 0-20 ℃.
According to some embodiments of the present invention, step (3) is performed by: and mixing the compound shown in the formula IV and the compound shown in the formula V with water, and stirring for reaction at 0-10 ℃ to obtain the polycondensate, wherein the feeding molar ratio of the compound shown in the formula IV to the compound shown in the formula V is 1: 0.95-0.99.
According to some embodiments of the invention, in the step (4), the first condensate, the hydrochloric acid, the nitrite and the water are mixed and stirred for reaction at 0-15 ℃ to obtain a third intermediate, wherein the feeding molar ratio of the compound shown in the formula V, the HCl and the nitrite ions is 1 (1.5-3.5) to (0.95-1.0).
According to some embodiments of the invention, in the step (5), the feeding of the second intermediate and the third intermediate is performed according to a feeding molar ratio of the compound represented by the formula III to the compound represented by the formula V of 1: 0.98-1.05, and the alkali coupling reaction is performed at a pH value of 5.0-7.0 and a temperature of 10-20 ℃.
According to some embodiments of the invention, in the step (6), the feeding molar ratio of the compound shown in the formula IV to the compound shown in the formula VI is 1: 0.45-0.70, and the secondary condensation reaction is carried out at a pH value of 5.5-8.0 and a temperature of 45-60 ℃.
According to some embodiments of the invention, in the step (7), the feeding molar ratio of the compound represented by the formula IV to the compound represented by the formula VII is 1: 2.0-3.5, 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, hydrochloric acid, sodium nitrite and ice water, and stirring and reacting for 1-3 hours at 0-15 ℃ to obtain a first reaction solution;
(2) adding the compound shown in the formula III into the first reaction liquid, adjusting the pH value of the system to be 2.5-4.5, and stirring and reacting at 0-20 ℃ for 5-8 h to obtain a second reaction liquid;
(3) mixing the compound shown in the formula IV and the compound shown in the formula V with ice water, and stirring and reacting for 2-5 hours at 0-10 ℃ to obtain a third reaction solution;
(4) adding hydrochloric acid and sodium nitrite into the third reaction solution, and reacting for 1-3 hours at 0-15 ℃ to obtain a fourth reaction solution;
(5) mixing the second reaction solution and the fourth reaction solution, adding weak base to adjust the pH value to 5.0-7.0, and stirring and reacting at 10-20 ℃ for 3-5 h to obtain a fifth reaction solution, wherein the weak base is one or more of sodium bicarbonate, lithium bicarbonate and potassium bicarbonate;
(6) adding a compound shown as a formula VI into the fifth reaction liquid, then adding a strong base to adjust the pH value to be 5.5-8.0, and stirring and reacting at 45-60 ℃ for 3-6 h to obtain a sixth reaction liquid, wherein the strong base is one or a combination of more of sodium carbonate, lithium carbonate and potassium carbonate;
(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 stirring and reacting at 75-90 ℃ for 6-9 hours to obtain a seventh reaction liquid, wherein the strong base is one or a combination of more of sodium carbonate, lithium carbonate and potassium carbonate;
(8) and drying the seventh reaction liquid to obtain the dark blue reactive dye.
According to some example aspects of the present invention, in the step (5), the second reaction solution and the fourth reaction solution are fed according to a feeding molar ratio of the compound represented by the formula III to the compound represented by the formula V 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.
Example 1
The reactive dye navy blue provided by the embodiment is prepared by the following method:
(1) will be provided with
Adding the mixture into water and crushed ice, stirring, keeping the temperature at 5-8 ℃, adding hydrochloric acid, adding sodium nitrite, reacting for 1 hour to obtain a first mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.0:1.01, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(2) adding the first mixed solution obtained in the step (1)
Adding sodium bicarbonate to adjust the pH value to 3.0-3.5, reacting for 5.5 hours at the temperature of 5-8 ℃ to obtain a second mixed solution, wherein,
and
the feeding molar ratio of (1: 0.96);
(3) will be provided with
Adding into crushed ice and water, stirring, and adding
Keeping the temperatureThe temperature is 0-3 ℃, the mixture is stirred and reacts for 2.5 hours to obtain a third mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(4) adding hydrochloric acid and sodium nitrite into the third mixed solution obtained in the step (3), reacting for 1.5 hours at 0-5 ℃ to obtain a fourth mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.5:0.97, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(5) adding the second mixed solution obtained in the step (2) into the fourth mixed solution obtained in the step (4), adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting for 3 hours at the temperature of 10-13 ℃ to obtain a fifth mixed solution, wherein the second mixed solution and the fourth mixed solution are fed according to the proportion
And
the feeding molar ratio of (1: 1.02) is carried out;
(6) will be provided with
Adding the mixture into the fifth mixed solution obtained in the step (5), adding sodium carbonate to adjust the pH value to 6.0-6.5, reacting for 3.5 hours at 50 ℃ to obtain a sixth mixed solution, wherein,
and
the feeding molar ratio of (1: 0.52);
(7) will be provided with
Adding the mixture into the sixth mixed solution obtained in the step (6), adding sodium carbonate to adjust the pH value to 5.5-6.0, reacting for 6.5 hours at the temperature of 75-80 ℃ to obtain a seventh mixed solution, wherein,
and
the feeding molar ratio of (1: 2.5);
(8) and (4) drying the seventh mixed solution obtained in the step (7) to obtain the product, namely the reactive dye dark blue.
The structural formula of the product is as follows:
example 2
The reactive dye navy blue provided by the embodiment is prepared by the following method:
(1) will be provided with
Adding the mixture into water and crushed ice, stirring, keeping the temperature at 0-5 ℃, adding hydrochloric acid, adding sodium nitrite, reacting for 1 hour to obtain a first mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.0:1.01, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(2) adding the first mixed solution obtained in the step (1)
Adding sodium bicarbonate to adjust the pH value to 3.0-3.5, stirring and reacting for 5 hours at the temperature of 5-8 ℃ to obtain a second mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(3) will be provided with
Adding into crushed ice and water, stirring, and adding
Keeping the temperature at 0-3 ℃, stirring and reacting for 2 hours to obtain a third mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(4) adding hydrochloric acid and sodium nitrite into the third mixed solution obtained in the step (3), reacting for 1.5 hours at 0-5 ℃ to obtain a fourth mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.5: 0.97;
(5) adding the second mixed solution obtained in the step (2) into the fourth mixed solution obtained in the step (4), adding sodium bicarbonate to adjust the pH value to 5.5-6.0, reacting for 3 hours at the temperature of 10-13 ℃ to obtain a fifth mixed solution, and feeding the second mixed solution and the fourth mixed solution according to the proportion
And
the feeding molar ratio of (1: 1.01) is carried out;
(6) will be provided with
Adding the fifth product obtained in step (5)Adding sodium carbonate into the mixed solution to adjust the pH value to 6.0-6.5, reacting for 3 hours at 50 ℃ to obtain a sixth mixed solution, wherein,
and
the feeding molar ratio of (1: 0.51);
(7) will be provided with
Adding the mixture into the sixth mixed solution obtained in the step (6), adding sodium carbonate to adjust the pH value to 5.5-6.0, reacting for 6 hours at 75-80 ℃ to obtain a seventh mixed solution,
and
the feeding molar ratio of (1: 2.5);
(8) and (4) drying the seventh mixed solution obtained in the step (7) to obtain the product, namely the reactive dye dark blue.
The structural formula of the product is as follows:
example 3
The reactive dye navy blue provided by the embodiment is prepared by the following method:
(1) will be provided with
Adding the mixture into water and crushed ice, stirring, keeping the temperature at 0-5 ℃, adding hydrochloric acid, adding sodium nitrite, reacting for 1 hour to obtain a first mixed solution, wherein,
feeding mill for HCl and sodium nitriteThe molar ratio is 1:1.0:1.01, and the hydrochloric acid with the concentration of 30% is selected;
(2) adding the first mixed solution obtained in the step (1)
Adding sodium bicarbonate to adjust the pH value to 3.0-3.5, stirring and reacting for 6 hours at the temperature of 5-8 ℃ to obtain a second mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(3) will be provided with
Adding into crushed ice and water, stirring, and adding
Keeping the temperature at 0-3 ℃, stirring and reacting for 3 hours to obtain a third mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(4) adding hydrochloric acid and sodium nitrite into the third mixed solution obtained in the step (3), reacting for 1.5 hours at 0-5 ℃ to obtain a fourth mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.5:0.97, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(5) adding the second mixed solution obtained in the step (2) into the fourth mixed solution obtained in the step (4), adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting at the temperature of 10-13 ℃ for 3 hours to obtain a fifth mixed solution, wherein the second mixed solutionIs fed with the fourth mixed solution according to
And
the feeding molar ratio of (1: 1.01) is carried out;
(6) will be provided with
Adding the mixture into the fifth mixed solution obtained in the step (5), adding sodium carbonate to adjust the pH value to 6.0-6.5, reacting for 4 hours at 50 ℃ to obtain a sixth mixed solution, wherein,
and
the feeding molar ratio of (1: 0.51);
(7) will be provided with
Adding the mixture into the sixth mixed solution obtained in the step (6), adding sodium carbonate to adjust the pH value to 5.5-6.0, reacting for 7 hours at the temperature of 75-80 ℃ to obtain a seventh mixed solution, wherein,
and
the feeding molar ratio of (A) to (B) is 1: 2.8;
(8) and (4) drying the seventh mixed solution obtained in the step (7) to obtain the product, namely the reactive dye dark blue.
The structural formula of the product is as follows:
example 4
The reactive dye navy blue provided by the embodiment is prepared by the following method:
(1) will be provided with
Adding the mixture into water and crushed ice, stirring, keeping the temperature at 5-8 ℃, adding hydrochloric acid, adding sodium nitrite, reacting for 1 hour to obtain a first mixed solution, wherein,
the molar ratio of HCl to sodium nitrite is 1:1.0:1.01, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(2) adding the first mixed solution obtained in the step (1)
Adding sodium bicarbonate to adjust the pH value to 3.0-3.5, stirring and reacting for 5 hours at the temperature of 5-18 ℃ to obtain a second mixed solution, wherein,
and
the feeding molar ratio of (1: 0.96);
(3) will be provided with
Adding into crushed ice and water, stirring, and adding
Keeping the temperature at 0-3 ℃, stirring and reacting for 3 hours to obtain a third mixed solution, wherein,
and
the feeding molar ratio of (1: 0.98);
(4) adding hydrochloric acid and sodium nitrite into the second solution obtained in the step (3)Reacting the third mixed solution for 1.5 hours at the temperature of 0-5 ℃ to obtain a fourth mixed solution, wherein,
the feeding molar ratio of HCl to sodium nitrite is 1:1.5:0.97, and hydrochloric acid with the concentration of 30% is selected as the hydrochloric acid;
(5) adding the second mixed solution obtained in the step (2) into the fourth mixed solution obtained in the step (4), adding sodium bicarbonate to adjust the pH value to 5.5-6.0, and reacting for 3 hours at the temperature of 10-13 ℃ to obtain a fifth mixed solution, wherein the second mixed solution and the fourth mixed solution are fed according to the proportion
And
the feeding molar ratio of (1: 1.02) is carried out;
(6) will be provided with
Adding the mixture into the fifth mixed solution obtained in the step (5), adding sodium carbonate to adjust the pH value to 6.0-6.5, reacting for 4 hours at 50 ℃ to obtain a sixth mixed solution, wherein,
and
the feeding molar ratio of (1: 0.52);
(7) will be provided with
Adding the mixture into the sixth mixed solution obtained in the step (6), adding sodium carbonate to adjust the pH value to 5.5-6.0, reacting for 6 hours at the temperature of 75-80 ℃ to obtain a seventh mixed solution, wherein,
and
the feeding molar ratio of (1: 2.5);
(8) and (4) drying the seventh mixed solution obtained in the step (7) to obtain the product, namely the reactive dye dark blue.
The structural formula of the product is as follows:
comparative example 1
The reactive dye navy blue is sold in the market, and the structural formula is as follows:
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 dyes navy blue 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, the commercially available disperse dye navy T-DN (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 color is full when the example 1 and the disperse dye dark blue T-DN are dyed in one bath, and the polyester and cotton dyeing has no color difference, thereby achieving the effect of dyeing by a two-bath method.
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.
Claims (10)
1. The dark blue reactive dye is characterized in that: the structure of the reactive dye navy blue compound is shown as a general formula I:
in the formula:
R1、R2、R3、R4、R5、R6、R7、R8each independently selected from H or an alkali metal cation;
M1、M2each independently selected from Y, SO3Y is or
Y is H or alkali metal cation, and n is an integer between 1 and 5;
A1、A2each independently selected from H or an alkali metal cation.
2. The reactive dye navy blue as claimed in claim 1, characterized in that: the alkali metal cation is Na, K or Li.
3. The reactive dye navy blue as claimed in claim 1, characterized in that: the R is1、R2、R3、R4、R5、R6、R7、R8Each independently selected from Na, K or Li.
4. The reactive dye navy blue as claimed in claim 1, characterized in that: the M is1、M2Each independently selected from H, SO3H、SO3Na、SO3K、SO3Li、SO2C2H5。
5. The reactive dye navy blue of claim 4, characterized in that: the M is1、M2Are each independently selected from SO3Na、SO3K、SO3Li。
6. The reactive dye navy blue as claimed in claim 1, characterized in that: the M is1、M2Ortho, para or meta, respectively, to the-N ═ N-group on the phenyl ring.
7. The reactive dye navy blue as claimed in claim 1, characterized in that: a is described1、A2Each independently selected from H.
8. The reactive dye navy blue as claimed in claim 1, characterized in that: the COOA1、COOA2Respectively at ortho, para or meta positions relative to the ring N group.
9. The reactive dye navy blue as claimed in claim 1, characterized in that: the compound shown in the general formula I is one of the compounds shown in the following structural formula:
10. the application of the reactive dye dark blue as claimed in any one of claims 1 to 9 to cotton and polyester-cotton blended fabrics.
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