CN101538805B - Novel active black dye and manufacture method thereof for printing and dyeing - Google Patents
Novel active black dye and manufacture method thereof for printing and dyeing Download PDFInfo
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- CN101538805B CN101538805B CN2009100296936A CN200910029693A CN101538805B CN 101538805 B CN101538805 B CN 101538805B CN 2009100296936 A CN2009100296936 A CN 2009100296936A CN 200910029693 A CN200910029693 A CN 200910029693A CN 101538805 B CN101538805 B CN 101538805B
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Abstract
The invention relates to a novel active black dye for printing and dyeing, belonging to the technical field of dyeing. The novel active black dye comprises active red, active deep yellow and active dark blue in a composite way, wherein the percentage ratio of the active red, the active deep yellow and the active dark blue is 5 to 25 : 5 to 35 : 60 to 85; the active red and the active deep yellow are mixtures which use para-ester and sulfonated para-ester to carry out diazotization and coupling reaction. The active red comprises active red A and active red B, and the active deep yellow comprises active deep yellow C and active deep yellow D. The invention changes one of the method usually adopted in the para-ester and the sulfonated para-ester in synthesis of the active red and the active deep yellow, and adopts mixtures of the para-ester and the sulfonated para-ester as diazonium components, thereby red dyes and yellow dyes with better lifting force and wet fastness can be obtained, and the composite active black dyes overcomes the disadvantages of the prior active black dyes that the fastness, the lifting force and the applicability are poor, deep colors cannot be dyed, and the unilateral requirements of the dyeing and the printing can only be satisfied.
Description
Technical field
The invention belongs to technical field of dye, refer in particular to a kind of composite black and active dye, this manufacture method that can be used for the active black dye of stamp and dyeing is provided simultaneously.
Background technology
Traditional active black dye, by synthetic composite the forming of reactive red, reactive yellow and reactive navy blue, the diazo component in the synthesis material of reactive red, reactive yellow and reactive navy blue is mainly a kind of in para-ester (or its substituent) and the sulfonation para-ester (or with its similar compounds).The synthetic dyestuff shortcoming of this technology is: the solubility of dyestuff is low, the fixation rate variance.Dyestuff shows as in application process that lifting force is not enough, and level-dyeing property is poor, and tarnishing is heavy, can not dye dark color, and easily dyeing flower can not be satisfied all kinds of technological requirements such as dyeing, stamp simultaneously, and product yield is also lower.
Summary of the invention
The present invention is just in order to overcome above-mentioned deficiency, a kind of improved active black dye that can be used for stamp and dyeing is provided, it is at the high strength of present dyeing to REACTIVE DYES, high-dissolvability, the composite kind that can dye dark color and cleaner production and research and develop, it is good to have pitch black degree, the solubility height, direct low, compatibility is good, favorable reproducibility, good level-dyeing property, the enhancing rate height, the degree of fixation height, easily washing property is good, tarnishing is few, advantages such as COLOR FASTNESS is good, employing cleans production technology, and the assembly that has solved product with the wet assembly technology of mixing mixes irregular, solubility is low, can not dye dark color, there is the deficiency of sewage in production process.
Specifically implement like this: a kind of active black dye that can be used for stamp and dyeing, by reactive red, active special deep yellow and reactive navy blue is composite forms, it is characterized in that reactive red, active special weight percent proportioning deep yellow and reactive navy blue are 5-25: 5-35: 60-85, wherein reactive red and active spy are deep yellow all is the mixtures that carry out diazotization, coupling reaction with para-ester and sulfonation para-ester, reactive red is made up of reactive red A, reactive red B, active spy is deep yellow to be made up of reactive yellow C, reactive yellow D, and structural formula or general structure are respectively:
Reactive red A:
Reactive red B:
Reactive yellow C:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive yellow D:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive navy blue:
The weight content of the weight content of reactive red A, reactive red B, active special deep yellow middle reactive yellow C, active D in the reactive red, can and actually require required adjusting according to the user, all can realize purpose of the present invention, wherein outstanding following column weight amount proportioning is good: the weight percent proportioning of reactive red A, reactive red B, reactive yellow C, reactive yellow D and reactive navy blue is 1.5-12.5: 3.5-12.5: 1.5-17.5: 3.5-17.5: 60-85.
Active black dye of the present invention is to make like this:
1. red, active special deep yellow, the reactive navy blue solution of synthesizing activity:
Reactive red is with the mixture of para-ester and sulfonation para-ester, carries out carrying out coupling with naphthalidine-4-sulfonic acid after the diazotization with natrium nitrosum and hydrochloric acid, and pH is 4.5-7.5, and its product is the mixed solution of reactive red A, B;
Reactive yellow is the mixture with para-ester and sulfonation para-ester, carry out after the diazotization with 2 with natrium nitrosum and hydrochloric acid, the 4-diamino sulfonic acid carries out a coupling, pH is 1.5-3.0, diazol and an above-mentioned coupling solution after diazotization carries out the secondary coupling again with para-ester or para-ester derivative, natrium nitrosum and hydrochloric acid, pH is 5.5-7.5, and its product is the mixed solution of reactive yellow C, D; Wherein para-ester or para-ester derivant structure general formula are:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive navy blue is after carrying out diazotization with para-ester and natrium nitrosum, hydrochloric acid, sour earlier at pH=0.5-3.0 with H, temperature is to carry out a coupling under the 5-15 ℃ of condition, again at pH=4.5-7.5, temperature is to carry out the secondary coupling under the 5-10 ℃ of condition, and its product is a reactive navy blue solution.
2. reactive red solution, active special deep yellow solution and reactive navy blue solution are pressed the proportioning wet mixing, then mixed liquor is carried out spray drying.
The present invention has changed reactive red and the common a kind of way that adopts in para-ester and the sulfonation para-ester in active special deep yellow synthesizing, the mixture that adopts para-ester and sulfonation para-ester is as diazo component, the power that can get a promotion and better redness of wet fastness and weld.
This wet assembly mixes and does not directly produce the sewage of saltouing in the art production process, no dry product mixes the sample operation, reduced the generation of pollutant, reduced the water consumption of printing and dyeing enterprise, alleviate labor strength, improved the yield of product, can reach the quality requirement that mixes behind the dry materials, and the uniformity of dyestuff and solubility all is higher than dry product and mixes, and back solubility 〉=150 grams per liters are done in spray.Built reactive black dyes 1/1 degree of depth of the present invention: light fastness reaches 4 grades, 4 grades of soaping fastnesses, crock fastness 3-4 level, ironing fastness 4-5 level, anti-chlorine water is soaked fastness 3-4 level, advantages such as this dyestuff pitch black degree is good, substantivity is low, compatibility good, favorable reproducibility, good level-dyeing property, enhancing rate height, degree of fixation height, easily washing property is good, tarnishing is few, and COLOR FASTNESS is good can be used for dip-dye, pad dyeing, stamp and resisting printing and DISCHARGE PRINTING.It is poor to solve present active black dye COLOR FASTNESS, and lifting force is poor, can not dye dark color and poor for applicability, only satisfies the shortcoming of the one-sided requirement of dyeing or stamp.
Specific implementation method
Embodiment 1, and a kind of active black dye that can be used for stamp and dyeing is by 5 parts of reactive reds (1.5 parts of reactive red A, 3.5 parts of reactive red B), 10 parts active special deep yellow (5 parts of reactive yellow C, 5 parts of reactive yellow D) and 85 parts of reactive navy blue composite by weight ratio compositions.
Reactive red is with the mixture of para-ester and sulfonation para-ester, carries out carrying out coupling with naphthalidine-4-sulfonic acid after the diazotization with natrium nitrosum and hydrochloric acid, and pH is 4.5-7.5, and its product is the mixed solution of reactive red A, B;
Reactive yellow is the mixture with para-ester and sulfonation para-ester, carry out after the diazotization with 2 with natrium nitrosum and hydrochloric acid, the 4-diamino sulfonic acid carries out a coupling, pH is 1.5-3.0, diazol and an above-mentioned coupling solution after diazotization carries out the secondary coupling again with para-ester or para-ester derivative, natrium nitrosum and hydrochloric acid, pH is 5.5-7.5, and its product is the mixed solution of reactive yellow C, D; Wherein para-ester or para-ester derivant structure general formula are:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive navy blue is after carrying out diazotization with para-ester and natrium nitrosum, hydrochloric acid, with H acid at pH=0.5-3.0, temperature is to carry out a coupling under the 5-15 ℃ of condition, again at pH=4.5-7.5, temperature is to carry out the secondary coupling under the 5-10 ℃ of condition, and its product is a reactive navy blue solution.During reactive navy blue is synthetic, reaction with same mole is arranged all usually, but if the sour mole proportioning that feeds intake with diazol of H is adjusted into 0.45-0.55: 1, can make this dye shade purer.
Reactive red, active special deep yellow and reactive navy blue wet according to the weight percent proportioning piece together mixedly, then mixed liquor is carried out spray drying, obtain the former powder of composite reactive black.
Annotate: the amount of reactive red, the para-ester of using in active special deep yellow synthesizing and sulfonation para-ester is calculated by the weight proportion of the former powder of reactive black.
Embodiment 2, and a kind of active black dye that can be used for stamp and dyeing is by 10 parts of reactive reds (4 parts of reactive red A, 6 parts of reactive red B), 20 parts active special deep yellow (5 parts of reactive yellow C, 15 parts of reactive yellow D) and 70 parts of reactive navy blue composite by weight ratio compositions.
Embodiment 3, a kind of active black dye that can be used for stamp and dyeing is by 25 parts of reactive reds (12.5 parts of reactive red A, 12.5 parts of reactive red B), 15 parts active special deep yellow (10 parts of reactive yellow C, 5 parts of reactive yellow D) and 60 parts of reactive navy blue composite by weight ratio compositions.
Embodiment 4, a kind of active black dye that can be used for stamp and dyeing is by 14 parts of reactive reds (8.5 parts of reactive red A, 3.5 parts of reactive red B), 19 parts active special deep yellow (1.5 parts of reactive yellow C, 17.5 parts of reactive yellow D) and 68 parts of reactive navy blue composite by weight ratio compositions.
Embodiment 5, and a kind of active black dye that can be used for stamp and dyeing is by 15 parts of reactive reds (10 parts of reactive red A, 5 parts of reactive red B), 5 parts active special deep yellow (1.5 parts of reactive yellow C, 3.5 parts of reactive yellow D) and 80 parts of reactive navy blue composite by weight ratio compositions.
Embodiment 6, a kind of active black dye that can be used for stamp and dyeing is by 5 parts of reactive reds (3 parts of reactive red A, 2 parts of reactive red B), 35 parts active special deep yellow (17.5 parts of reactive yellow C, 17.5 parts of reactive yellow D) and 60 parts of reactive navy blue composite by weight ratio compositions.
Claims (5)
1. active black dye that can be used for stamp and dyeing, by reactive red, active special deep yellow and reactive navy blue is composite forms, it is characterized in that reactive red, active special weight percent proportioning deep yellow and reactive navy blue are 5-25: 5-35: 60-85, wherein reactive red and active spy are deep yellow all is the mixtures that carry out diazotization, coupling reaction with para-ester and sulfonation para-ester, reactive red is made up of reactive red A, reactive red B, active spy is deep yellow to be made up of reactive yellow C, reactive yellow D, and structural formula or general structure are respectively:
Reactive red A:
Reactive red B:
Reactive yellow C:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive yellow D:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive navy blue:
2. a kind of active black dye that can be used for stamp and dyeing according to claim 1, the weight percent proportioning that it is characterized in that reactive red A, reactive red B, reactive yellow C, reactive yellow D and reactive navy blue is 1.5-12.5: 3.5-12.5: 1.5-17.5: 3.5-17.5: 60-85.
3. a kind of manufacture method that can be used for the active black dye of stamp and dyeing according to claim 1 and 2 is characterized in that:
(1) red, active special deep yellow, the reactive navy blue solution of synthesizing activity:
Reactive red is with the mixture of para-ester and sulfonation para-ester, carries out carrying out coupling with naphthalidine-4-sulfonic acid after the diazotization with natrium nitrosum and hydrochloric acid, and pH is 4.5-7.5, and its product is the mixed solution of reactive red A, B;
Reactive yellow is the mixture with para-ester and sulfonation para-ester, carry out after the diazotization with 2 with natrium nitrosum and hydrochloric acid, the 4-diamino sulfonic acid carries out a coupling, pH is 1.5-3.0, diazol and an above-mentioned coupling solution after diazotization carries out the secondary coupling again with para-ester or para-ester derivative, natrium nitrosum and hydrochloric acid, pH is 5.5-7.5, and its product is the mixed solution of reactive yellow C, D; Wherein para-ester or para-ester derivant structure general formula are:
Wherein, R
1, R
2=hydrogen, methyl, methoxyl group, ethyoxyl
Reactive navy blue is after carrying out diazotization with para-ester and natrium nitrosum, hydrochloric acid, and sour earlier at pH=0.5-3.0 with H, temperature is to carry out a coupling under the 5-15 ℃ of condition, again at pH=4.5-7.5, temperature is to carry out the secondary coupling under the 5-10 ℃ of condition, and its product is a reactive navy blue solution
(2) reactive red solution, active special deep yellow solution and reactive navy blue solution are pressed the proportioning wet mixing, then mixed liquor is carried out spray drying.
4. manufacture method according to claim 3 is characterized in that reactive navy blue is synthetic, and H acid is 0.45-0.55 with mole proportioning that feeds intake of diazol: 1.
5. manufacture method according to claim 3 is characterized in that reactive red, the para-ester of using in active special deep yellow synthesizing and the amount of sulfonation para-ester are calculated by claim 1 or 2 described active black dye weight proportions.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2009100296936A CN101538805B (en) | 2009-04-02 | 2009-04-02 | Novel active black dye and manufacture method thereof for printing and dyeing |
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| CN2009100296936A CN101538805B (en) | 2009-04-02 | 2009-04-02 | Novel active black dye and manufacture method thereof for printing and dyeing |
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| CN101538805A CN101538805A (en) | 2009-09-23 |
| CN101538805B true CN101538805B (en) | 2011-07-27 |
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| CN104292883A (en) * | 2014-10-10 | 2015-01-21 | 天津德凯化工股份有限公司 | Black liquid dye composition |
| CN104371367A (en) * | 2014-10-10 | 2015-02-25 | 天津德凯化工股份有限公司 | Preparation method of dye composition for dyeing of fiber material |
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