CN106833017B - A kind of blue active dye composition and its preparation method and application - Google Patents
A kind of blue active dye composition and its preparation method and application Download PDFInfo
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- CN106833017B CN106833017B CN201611064510.0A CN201611064510A CN106833017B CN 106833017 B CN106833017 B CN 106833017B CN 201611064510 A CN201611064510 A CN 201611064510A CN 106833017 B CN106833017 B CN 106833017B
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- 0 CCc1ccccc1Nc1nc(*c2cc(*)cc3cc(*)c4[N-][N+]5c6cc(*)c(cccc7*)c7c6N*5Cc4c23)nc(Cl)n1 Chemical compound CCc1ccccc1Nc1nc(*c2cc(*)cc3cc(*)c4[N-][N+]5c6cc(*)c(cccc7*)c7c6N*5Cc4c23)nc(Cl)n1 0.000 description 1
Classifications
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
- C09B67/0052—Mixtures of two or more reactive monoazo dyes
- C09B67/0054—Mixtures of two or more reactive monoazo dyes all the reactive groups not being directly attached to a heterocyclic system
-
- 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
- D06P1/384—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 not directly attached to heterocyclic group
-
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/10—Material containing basic nitrogen containing amide groups using reactive dyes
-
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
-
- 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
- D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group
Abstract
A kind of blue active dye composition and its preparation method and application, the composition include the component C of one or more of compounds compositions and optional auxiliary agent in the component B of one or more of compounds compositions, formula (III) compound in the component A of one or more of compounds compositions, formula (II) compound in formula (I) compound.The blue active dye composition is suitable for cotton, fiber crops, regenerated fiber or the printing and dyeing of their textile fabric or the printing and dyeing of Fypro, protein fibre or their textile fabric.The blue active dye composition has the characteristics of degree of fixation is high, every good color fastness.
Description
Technical field
The present invention relates to a kind of blue active dye compositions and its preparation method and application.
Background technology
With the continuous development of cellulose fibre kind continually developed with staining technique, in utilization reactive dye to fiber
Cellulose fiber colour when, increasingly higher demands are proposed to the application performance of reactive dye, this all promote reactive blue dye to
Develop in terms of improving application performance.The reactive blue dye color kind larger as market occupancy volume, it is desirable that there is higher cost performance
And excellent performance.Because occurring the patent of many research reactive blue compositions in the industry, as disclosed in CN 104448927A
Anthraquinone type composite reactive blue dye shown in formula (1), (2), shown in formula (3), (4), (5), (6) disclosed in CN 103952014A
Azo-type composite reactive blue dye, but many blue active dye compositions developed at present be difficult have both degree of fixation it is high,
Comprehensive performances, the resultant effects such as fastness properties are excellent are difficult to reach the desired value of people, therefore, research and develop a kind of synthesis
The reactive blue dye that performance is more preferable, can meet above-mentioned characteristic requirements simultaneously is significant.But it will be understood by those skilled in the art that
It is very more to influence blue active dye degree of fixation, solubility, the factor of every color fastness, is related to selection, the auxiliary agent of dye monomer
Selection, multiple links in complex process flow, multiple steps in dyeing etc., the wherein selection of dye monomer needs
How the problems such as considering coloured light, cost, compatibility improves degree of fixation, solubility, the every color fastness of dye composite
It not usually can simply be foreseen, rather than simply select the dye monomer of corresponding coloured light can according to color theory
With.
Invention content
The present invention provides a kind of blue active dye composition, and the composition has degree of fixation height, every color fastness
Can be excellent the advantages that.In addition, the present invention also provides the Preparation method and uses of the composition.
The present invention provides a kind of blue active dye composition, which is characterized in that including it is a kind of in formula (I) compound or with
In the component A of upper compound composition, formula (II) compound in the component B of one or more of compounds compositions, formula (III) compound
The component C and optional auxiliary agent of one or more of compound compositions：
Wherein：M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；X1、X2、X3It is each independently halogen；
R1、R2、R3It is each independently C1~C4Alkoxy, amino ,-NHR7OH、-NHR7SO3M、
R4、R5It is each independently H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy, amino ,-SO2CH=
CH2、-SO2C2H4OSO3M or R6-X4, R6For C1~C4Alkylidene, X4For H, halogen or amino, R7For C1~C4Alkyl；
Each M is each independently M1、M2Or M3；Optionally, the halogen is selected from chlorine, fluorine or bromine.
Optionally, in above-mentioned blue active dye composition, the component A is selected from formula (I-1)~(I-20) compound
In it is one or more：
Optionally, component B described in above-mentioned blue active dye composition is selected from formula (II-1)~(II-26) compound
In it is one or more：
Optionally, in above-mentioned blue active dye composition, the component C is selected from formula (III-1)~(III-23) chemical combination
It is one or more in object：
In the present invention, the selection of the auxiliary agent is not particularly limited, can is conven-tional adjuvants.
Optionally, above-mentioned auxiliary agent is selected from least one of dispersant, filler, other performance improvement auxiliary agents.
Optionally, above-mentioned dispersant is selected from least one of Dispersant MF, dispersant NNO.
Optionally, above-mentioned filler is anhydrous sodium sulphate.
Optionally, other above-mentioned performance improvement auxiliary agents are selected from least one of dust-proofing agent, solubility improver.
Optionally, in above-mentioned blue active dye composition, the content of the component A is 10~90 parts by weight, is chosen as
12~85 parts by weight are chosen as 14~80 parts by weight, are chosen as 16~75 parts by weight.
Optionally, in above-mentioned blue active dye composition, the content of the component B is 8~80 parts by weight, is chosen as 10
~75 parts by weight are chosen as 12~70 parts by weight, are chosen as 14~65 parts by weight.
Optionally, in above-mentioned blue active dye composition, the content of the component C is 8~80 parts by weight, is chosen as 10
~75 parts by weight are chosen as 12~70 parts by weight, are chosen as 14~65 parts by weight.
Optionally, in above-mentioned blue active dye composition, the content of the auxiliary agent is 0~80 parts by weight, it is chosen as 0~
75 parts by weight are chosen as 0~70 parts by weight, are chosen as 0~65 parts by weight.
The present invention also provides a kind of preparation methods of above-mentioned blue active dye composition, which is characterized in that including press than
Component A, component B, component C and optional auxiliary agent are mixed to prepare by example.
Optionally, the preparation method includes in proportion by the dry powder of component A or slurry, the dry powder of component B or slurry, group
The dry powder or slurry of point C and the mixing of optional auxiliary agent, by directly mixing or optional drying process is made.
In the present invention, there is no particular limitation for the equipment mixed to the dry powder, optionally, using taper, rolling
The mixer of cartridge type or pears blade is mixed, and test analysis qualification is packed again after mixing.In addition, being mixed to the slurry
There is no particular limitation for conjunction method, optionally, is stirred mixing in a reservoir.The present invention is to used by the drying process
Equipment is limited also without special, optional to be dried to obtain granular or powdery using spray tower, drying chamber or flash distillation dryer etc.
Product.
Purposes the present invention also provides above-mentioned blue active dye active compound as reactive blue dye.
Optionally, printing and dyeing of the above-mentioned reactive blue dye for fiber or its textile fabric.
Optionally, above-mentioned reactive blue dye is used for cellulose fibre, Fypro, protein fibre or their weaving
The printing and dyeing of object.
Optionally, above-mentioned cellulose fibre includes cotton fiber, flaxen fiber, regenerated fiber.
Optionally, above-mentioned printing and dyeing include dyeing and/or stamp.
Optionally, printing and dyeing of the above-mentioned reactive blue dye for cotton fiber or regenerated fiber.
The blue active dye composition of the present invention, has the following advantages：Degree of fixation is high, and compatibility is good, cost-effective, each
Item fastness properties are excellent, and also there is at low cost, cost-effective advantage, batch production will significantly improve economic benefit.This hair
Bright blue active dye composition is suitable for the printing and dyeing of cellulosic fibre material, such as cotton, fiber crops, regenerated fiber and its textile fabric
Printing and dyeing, be also applied for the printing and dyeing of Fypro, protein fibre and its textile fabric in addition.
Specific implementation mode
With reference to specific embodiment, the present invention is described in detail.It should be understood that described herein specific
Illustrate to being given for example only property of embodiment, but protection scope of the present invention is not limited to this.
Compound employed in following embodiments can be synthesized by existing method, and commercial product can also be used.
Embodiment 1
By the component A of 39.5 parts by weight formulas (I-3) and the component B of 20.5 parts by weight formulas (II-18), 20 parts by weight formulas
(III-10) anhydrous sodium sulphate of component C and 20 parts by weight carry out dry powder blend by mixer and are combined to get blue active dye
Object 1, using the composition as reactive blue dye, by cotton dyeing au bleu.
Embodiment 2
By the component A of 40 parts by weight formulas (I-16), the component B of 20 parts by weight formulas (II-1), 20 parts by weight formulas (III-1)
Component C and 20 parts by weight anhydrous sodium sulphate by mixer carry out dry powder blend to get blue active dye composition 2, by institute
Composition is stated as reactive blue dye, by cotton dyeing au bleu.
Embodiment 3
By the component A of 37.5 parts by weight formulas (I-3), the component B of 22.5 parts by weight formulas (II-1), 22.5 parts by weight formulas
(III-1) anhydrous sodium sulphate of component C and 17.5 parts by weight carry out dry powder blend by mixer and are combined to get blue active dye
Object 3, using the composition as reactive blue dye, by cotton dyeing au bleu.
Embodiment 4
By the component B and 26 parts by weight formulas of the component A of 49.5 parts by weight formulas (I-5) and 24.5 parts by weight formulas (II-3)
(III-1) component C carries out dry powder blend to get blue active dye composition 4 by mixer, using the composition as
Reactive blue dye, by cotton dyeing au bleu.
Comparative example 1
By the anhydrous sodium sulphate of the component A of 43.4 parts by weight formulas (IV), the component B and 19.9 parts by weight of 36.7 parts by weight formulas (V)
Carrying out dry powder blend by mixer will using the composition as reactive blue dye to get blue active dye composition 5
Cotton dyeing au bleu.
Dye test：
The blue active dye group obtained to the blue active dye composition 1-4, the comparative example 1 that are obtained by embodiment 1-4
5 each 2g of object is closed respectively with each 1000g of dye liquor made of 45g sodium chloride, 100g cotton fabrics is separately added into, is warming up to 1 DEG C/minute
After 60 DEG C, the sodium carbonate liquor of a concentration of 20g/L of 100g is added into each dye liquor, and is dyed at this temperature 1 hour, then will
Dyeing and weaving object is rinsed, and is rinsed and is dried again after being soaped 15 minutes with nonionic detergent.Respectively according to GB/T 2391-2014,
GB/T 3920-2008, GB/T 3921-2008 and GB/T 3922-2013 test its degree of fixation, rub resistance, it is water-fastness and
Colour fastness to perspiration the results are shown in Table 1：
Table 1
Cost performance compares：
The cost of the reactive blue dye of the embodiment of the present invention 3 and comparative example 1 is shown in Table 2, and data are one ton of dyestuff (standard of production
Intensity under product control is cost (member) needed for 100%) each component.
Table 2
As shown in Table 1, blue active dye composition of the invention, when being applied to dyeing as reactive blue dye, three kinds
The synergistic effect of component makes it have higher degree of fixation and superior every fastness properties.In addition, as shown in Table 2,
When intensity under standard control is 100%, blue active dye composition of the invention is applied to as reactive blue dye
When dyeing, cost performance is compared to higher, and 5006.8 yuan of cost of material can be saved by often producing 1 ton of dyestuff, and batch production will significantly improve
Economic benefit, hence it is evident that better than reactive blue dye shown in comparative example 1, thus there is more excellent comprehensive performance.
Claims (26)
1. a kind of blue active dye composition, which is characterized in that including one or more of compound compositions in formula (I) compound
Component A, one or more ofization in the component B of one or more of compounds compositions, formula (III) compound in formula (II) compound
Close the component C of object composition and optional auxiliary agent：
Wherein：M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；X1、X2、X3It is each independently halogen；
R1、R2、R3It is each independently C1~C4Alkoxy, amino ,-NHR7OH、-NHR7SO3M、
R4、R5It is each independently H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy, amino ,-SO2CH=CH2、-
SO2C2H4OSO3M or R6-X4, R6For C1~C4Alkylidene, X4For H, halogen or amino, R7For C1~C4Alkyl；
Each M is each independently M1、M2Or M3；
The halogen is selected from chlorine, fluorine or bromine.
2. blue active dye composition according to claim 1, which is characterized in that the component A be selected from formula (I-1)~
(I-20) one or more in compound：
3. blue active dye composition according to claim 1, which is characterized in that the component B is selected from formula (II-1)
It is one or more in~(II-26) compounds：
4. blue active dye composition according to claim 1, which is characterized in that the component C is selected from formula (III-1)
It is one or more in~(III-23) compounds：
5. blue active dye composition according to any one of claims 1 to 4, which is characterized in that the auxiliary agent choosing
At least one of self-dispersing agent, filler, dust-proofing agent, solubility improver；The dispersant is selected from Dispersant MF, dispersant
At least one of NNO, the filler are anhydrous sodium sulphate.
6. blue active dye composition according to claim 5, which is characterized in that combined in the blue active dye
In object, the content of component A is 10~90 parts by weight；The content of component B is 8~80 parts by weight；The content of component C is 8~80 weights
Measure part；The content of auxiliary agent is 0~80 parts by weight.
7. blue active dye composition according to claim 6, which is characterized in that combined in the blue active dye
In object, the content of component A is 12~85 parts by weight.
8. blue active dye composition according to claim 7, which is characterized in that combined in the blue active dye
In object, the content of component A is 14~80 parts by weight.
9. blue active dye composition according to claim 8, which is characterized in that combined in the blue active dye
In object, the content of component A is 16~75 parts by weight.
10. blue active dye composition according to claim 6, which is characterized in that in the blue active dye group
It closes in object, the content of component B is 10~75 parts by weight.
11. blue active dye composition according to claim 10, which is characterized in that in the blue active dye group
It closes in object, the content of component B is 12~70 parts by weight.
12. blue active dye composition according to claim 11, which is characterized in that in the blue active dye group
It closes in object, the content of component B is 14~65 parts by weight.
13. blue active dye composition according to claim 6, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 10~75 parts by weight.
14. blue active dye composition according to claim 13, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 12~70 parts by weight.
15. blue active dye composition according to claim 14, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 14~65 parts by weight.
16. blue active dye composition according to claim 6, which is characterized in that in the blue active dye group
It closes in object, the content of auxiliary agent is 0~75 parts by weight.
17. blue active dye composition according to claim 16, which is characterized in that in the blue active dye group
It closes in object, the content of auxiliary agent is 0~70 parts by weight.
18. blue active dye composition according to claim 17, which is characterized in that in the blue active dye group
It closes in object, the content of auxiliary agent is 0~65 parts by weight.
19. the preparation method of the blue active dye composition described in any one of claim 1~18, which is characterized in that packet
It includes and is in proportion mixed to prepare component A, component B, component C and optional auxiliary agent.
20. preparation method according to claim 19, which is characterized in that the preparation method includes in proportion by component A
Dry powder or slurry, the dry powder of component B or slurry, the dry powder of component C or slurry and optional auxiliary agent mixing, by directly mixing
Or optional drying process is made.
21. purposes of the blue active dye composition as reactive blue dye described in any one of claim 1~18.
22. purposes according to claim 21, which is characterized in that the reactive blue dye is for fiber or its textile fabric
Printing and dyeing.
23. purposes according to claim 22, which is characterized in that the reactive blue dye is for cellulose fibre, polyamides
The printing and dyeing of amine fiber, protein fibre or their textile fabric.
24. purposes according to claim 23, which is characterized in that the cellulose fibre include cotton fiber, flaxen fiber and
Regenerated fiber.
25. purposes according to claim 22, which is characterized in that the reactive blue dye is for cotton fiber, regenerated fiber
Printing and dyeing.
26. according to 22,23,25 any one of them purposes of claim, which is characterized in that it is described printing and dyeing include dye and/or
Stamp.
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| CN108467607A (en) * | 2018-04-11 | 2018-08-31 | 江苏安诺其化工有限公司 | A kind of dye composite, preparation method and application |
| CN108640883A (en) * | 2018-04-11 | 2018-10-12 | 江苏安诺其化工有限公司 | A kind of azo compound, preparation method and application |
| CN111349348B (en) * | 2018-12-21 | 2021-11-23 | 湖北丽源科技股份有限公司 | Reactive dark blue dye and synthetic method thereof |
| WO2020246342A1 (en) * | 2019-06-06 | 2020-12-10 | 日本化薬株式会社 | Ink composition and ink-jet recording method including using same |
| CN112662199B (en) * | 2020-12-10 | 2022-12-27 | 上海雅运新材料有限公司 | Black dye compound and preparation method and dyeing application thereof |
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| CN1056636C (en) * | 1993-10-15 | 2000-09-20 | 双星日本株式会社 | Dye composition and dyeing method using same |
| GB9723924D0 (en) * | 1997-11-12 | 1998-01-07 | Basf Ag | Reactive dyes containing a halobenzene nucleus |
| US6171349B1 (en) * | 1999-01-20 | 2001-01-09 | Everlight Usa, Inc. | Reactive dye composition |
| CN101643590A (en) * | 2008-08-08 | 2010-02-10 | 上海雅运纺织化工有限公司 | Blue active dye composition and application thereof |
| CN103266507A (en) * | 2013-05-22 | 2013-08-28 | 东华大学 | Reactive dye cosolvent staining method for cellulose fabric |
| CN104164097B (en) * | 2014-07-29 | 2016-02-03 | 浙江瑞华化工有限公司 | Reactive dark blue dye composite, high-dissolvability reactive dark blue dyestuff and its preparation method and application |
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