CN106752077B - 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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- CN106752077B CN106752077B CN201611072709.8A CN201611072709A CN106752077B CN 106752077 B CN106752077 B CN 106752077B CN 201611072709 A CN201611072709 A CN 201611072709A CN 106752077 B CN106752077 B CN 106752077B
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- active dye
- blue active
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- dye composition
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- 0 CCC(**c1ccc(*)cc1)*(C)C Chemical compound CCC(**c1ccc(*)cc1)*(C)C 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
- C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or 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
- 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
- D06P3/248—Polyamides; Polyurethanes 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
- D06P3/58—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 the printing and dyeing of various fibers and its textile fabric, cost-effective, and degree of fixation is high, rub resistance, the advantages that every fastness properties of water-fastness and perspiration resistance are excellent.
Description
Technical field
The present invention relates to a kind of blue active dye compositions and its preparation method and application.
Background technology
With making constant progress for textile fabric kind and printing technology, people are to the requirement of textile ecological, environmental protective performance
Also higher and higher, to the dyeabilities of reactive dye, more stringent requirements are proposed.Some can be with high dissolving with excellent dyeability
The dyestuff of degree is gradually developed, and such as the NEW TYPE OF COMPOSITE reactive blue dye of publication CN 102391681A, is possessed good
Dyeability, but the price of this kind of dyestuff is costly, and production cost is high.The synthesis of current existing many blue active dyes
Effect is difficult to reach the desired value of people, and therefore, a kind of existing excellent dyeability of research and development has higher cost performance again
Composite reactive blue dye, have great importance.
Invention content
The present invention provides a kind of blue active dye composition, and the composition has cost-effective, degree of fixation height, antifriction
It wipes, the advantages that every fastness properties of water-fastness and perspiration resistance are excellent.In addition, the present invention also provides the preparations of the composition
Method.
The present invention provides a kind of blue active dye composition comprising one or more of compounds in formula (I) compound
In the component A of composition, formula (II) compound it is a kind of in the component B of one or more of compounds compositions, formula (III) compound or with
The component C and optional auxiliary agent of upper compound composition,
Wherein：
M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；X1For halogen；
R1For H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy or R5-X2, R5For C1~C4Alkylidene, X2For H,
Halogen or amino；
R2、R3、R4It is each independently-SO2CH=CH2Or-SO2C2H4OSO3M
Each M is each independently M1、M2Or M3；
Optionally, the halogen is selected from：F、Cl.
Optionally, the component A is selected from one or more in formula (I-1)~(I-10) compound,
Optionally, the component B is selected from one or more in (II-1)~(II-5) compounds,
Optionally, the component C is selected from one or more in formula (III-1)~(III-4) compound,
Optionally, when the component A be selected from formula (I-1)~(I-10) compound in it is one or more when, the component B
One or more in (II-1)~(II-5) compounds, the component C is selected from formula (III-1)~(III-4) compound
In it is one or more.
In the present invention, the selection of the auxiliary agent is not particularly limited, can is conven-tional adjuvants.Optionally, institute
It states auxiliary agent and is selected from dispersant, filler and other performance improvement auxiliary agents.
Optionally, the dispersant is selected from least one of Dispersant MF, dispersant NNO, and the filler is that member is bright
Powder, other described performance improvement auxiliary agents are selected from least one of dust-proofing agent, solubility improver.
Optionally, in the blue active dye composition, the content of component A is 1~80 parts by weight, preferably 2~
75 parts by weight are further preferably 3~70 parts by weight, more preferably 4~65 parts by weight；The content of component B is 1~80 parts by weight, excellent
2~75 parts by weight are selected as, are further preferably 3~70 parts by weight, more preferably 4~65 parts by weight；The content of component C is 1~45 weight
Part is measured, preferably 1~40 parts by weight are further preferably 1~35 parts by weight, more preferably 1~30 parts by weight；The content of auxiliary agent is 0
~80 parts by weight, preferably 0~75 parts by weight, more preferably 0~70 parts by weight are further preferably 0~65 parts by weight.
The present invention also provides a kind of preparation methods of above-mentioned blue active dye composition comprising 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.
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.In addition, the present invention is to the drying process institute
The equipment of use is limited also without special, it is preferred to use spray tower, drying chamber or flash distillation dryer etc. are dried to obtain granular
Or powder product.
Purposes the present invention also provides above-mentioned composition as blue active dye.
Optionally, printing and dyeing of the blue active dye for fiber or its textile fabric.
Optionally, the blue active dye is used for cellulose fibre, Fypro, protein fibre or their spinning
The printing and dyeing of fabric.
Optionally, the cellulose fibre includes cotton fiber, flaxen fiber and regenerated fiber.
Optionally, the printing and dyeing include dyeing and/or stamp, and the reactive blue dye is fine for cellulose fiber peacekeeping regeneration
The stamp of dimension.
In the present invention, in order to obtain the composite active dye composition of excellent combination property, to each dyestuff list
When body is selected, aspect needed to be considered is numerous, relates generally between the cost of each dye monomer, each dye monomer
It can obtain that degree of fixation can be obtained after the reactive dye compound and compatibility of expected coloured light after compatibility, compatibility, solubility,
Reactive dye compounds of excellent combination properties such as every color fastness etc.；And those skilled in the art can not simply basis
Color theory selects the dye monomer of corresponding coloured light just to obtain existing above-mentioned excellent dyeability higher cost performance again
Compound blue reactive dye compound, i.e., to those skilled in the art, several dye monomers carry out compatibility and obtain this Shen
Blue active dye composition that please be described, needs make the creative labor, not can simply be foreseen.
The present inventor passes through in-depth study, obtains the above-mentioned blue active with specific compatibility of the present invention
Dye composite, the reactive dye compound have the following advantages：Cost-effective, degree of fixation is high, rub resistance, water-fastness and sweat proof
The advantages that stain color items fastness properties are excellent.The blue active dye composition of the present invention is suitable for cellulosic fibre material
Printing and dyeing, such as the printing and dyeing of cotton, fiber crops, regenerated fiber and its textile fabric, be also applied in addition Fypro, protein fibre and its
The printing and dyeing of textile fabric.
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 36.5 parts by weight formulas (I-3), the component B of 42.5 parts by weight formulas (II-2), 9.5 parts by weight formula (III-
2) anhydrous sodium sulphate of component C and 11.5 parts by weight carry out dry powder blend to get blue active dye composition 1 by mixer,
Using the composition as reactive blue dye, by cotton dyeing au bleu,
Embodiment 2
By the component A of 38.6 parts by weight formulas (I-5), the component B of 35.0 parts by weight formulas (II-2), 5 parts by weight formulas (III-2)
Component C and the anhydrous sodium sulphate of 21.4 parts by weight dry powder blend is carried out to get blue active dye composition 2 by mixer, will
The composition is as reactive blue dye, by cotton dyeing au bleu,
Comparative example 1
The anhydrous sodium sulphate of the component of 50.2 parts by weight formulas (IV), the component of 2.9 parts by weight formulas (V) and 46.9 parts by weight is passed through
Mixer carries out dry powder blend and knits cotton using the composition as reactive blue dye to get blue active dye composition 3
Object printing and dyeing au bleu,
Dye test：
The blue active dye obtained to the blue active dye composition 1-2 and comparative example 1 that are obtained by embodiment 1-2
3 each 2g of composition with each 1000g of dye liquor made of 45g sodium chloride, is separately added into 100g cotton fabrics respectively, is heated up with 1 DEG C/minute
To after 60 DEG C, the sodium carbonate liquor of a concentration of 20g/L of 100g, and dyeing 1 hour at this temperature are added into each dye liquor, then
Dyeing and weaving object is rinsed, rinses and dries again after being soaped 15 minutes with nonionic detergent.Respectively according to GB/T 2391-
2014, the method for GB/T 3920-2008, GB/T 3921-2008 and GB/T 3922-2013 test its degree of fixation, rub resistance,
Water-fastness and colour fastness to perspiration, test result is as follows shown in table 1：
Table 1
Cost performance compares：
The cost of the reactive blue dye of the embodiment of the present invention 1 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 blue active dye, Gu
Color rate is high, and washing fastness and fastness to perspiration are good, and every fastness properties are excellent, and comprehensive performance protrudes.In addition, can by table 2
Know, it is 19716.6 yuan that embodiment 1, which often produces cost of material needed for 1 ton of dyestuff,；Comparative example 1 often produce raw material needed for 1 ton of dyestuff at
This is 34170.0 yuan.When intensity under standard control is 100%, blue active dye composition of the invention, as
When reactive blue dye is applied to dyeing, 14453.4 yuan of cost of material can be saved by often producing 1 ton of dyestuff, and batch production will be carried obviously
High economic benefit, hence it is evident that better than reactive blue dye shown in comparative example 1.
Blue active dye composition of the invention in summary, cost performance compare higher, excellent combination property.
Claims (31)
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
The component C of object composition and optional auxiliary agent are closed,
Wherein：
M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；X1For halogen；
R1For H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy or R5-X2, R5For C1~C4Alkylidene, X2For H, halogen
Or amino；
R2、R3、R4It is each independently-SO2CH=CH2Or-SO2C2H4OSO3M；
Each M is each independently M1、M2Or M3。
2. blue active dye composition according to claim 1, which is characterized in that the halogen is selected from：F、Cl.
3. blue active dye composition according to claim 1, which is characterized in that the component A be selected from formula (I-1)~
It is (I-10) one or more in compound,
4. blue active dye composition according to claim 1, which is characterized in that the component B be selected from (II-1)~
It is (II-5) one or more in compound,
5. 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-4) compounds,
6. blue active dye composition according to claim 1, which is characterized in that when the component A is selected from formula (I-1)
When one or more in~(I-10) compounds, the component B be selected from one kind in (II-1)~(II-5) compounds or
A variety of, the component C is selected from one or more in formula (III-1)~(III-4) compound.
7. according to the blue active dye composition described in any one of claim 1-6, which is characterized in that the auxiliary agent is selected from
Dispersant, filler and other performance improvement auxiliary agents.
8. blue active dye composition according to claim 7, which is characterized in that the dispersant is selected from dispersant
At least one of MF, dispersant NNO, the filler are anhydrous sodium sulphate, other described performance improvement auxiliary agents are selected from dust-proofing agent, molten
At least one of solution degree improver.
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 1~80 parts by weight.
10. blue active dye composition according to claim 9, which is characterized in that in the blue active dye group
It closes in object, the content of component A is preferably 2~75 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 A is 3~70 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 A is 4~65 parts by weight.
13. blue active dye composition according to claim 8, which is characterized in that in the blue active dye group
It closes in object, the content of component B is 1~80 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 B is 2~75 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 B is 3~70 parts by weight.
16. blue active dye composition according to claim 15, which is characterized in that in the blue active dye group
It closes in object, the content of component B is 4~65 parts by weight.
17. blue active dye composition according to claim 8, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 1~45 parts by weight.
18. wanting the blue active dye composition described in 17 according to right, which is characterized in that combined in the blue active dye
In object, the content of component C is 1~40 parts by weight.
19. blue active dye composition according to claim 18, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 1~35 parts by weight.
20. blue active dye composition according to claim 19, which is characterized in that in the blue active dye group
It closes in object, the content of component C is 1~30 parts by weight.
21. blue active dye composition according to claim 8, which is characterized in that in the blue active dye group
It closes in object, the content of auxiliary agent is 0~80 parts by weight.
22. blue active dye composition according to claim 21, 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.
23. blue active dye composition according to claim 22, 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.
24. blue active dye composition according to claim 23, 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.
25. the preparation method of the blue active dye composition described in a kind of any one of claim 1-24, which is characterized in that
Including in proportion by the dry powder of component A 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 mix or optional drying process be made.
26. purposes of the composition as blue active dye described in any one of claim 1-24.
27. purposes according to claim 26, which is characterized in that the blue active dye is used for fiber or its textile fabric
Printing and dyeing.
28. purposes according to claim 27, which is characterized in that the blue active dye is used for cellulose fibre, gathers
The printing and dyeing of nylon, protein fibre or their textile fabric.
29. purposes according to claim 28, which is characterized in that the cellulose fibre include cotton fiber, flaxen fiber and
Regenerated fiber.
30. purposes according to claim 29, which is characterized in that the printing and dyeing include dyeing and/or stamp.
31. purposes according to claim 30, which is characterized in that the reactive blue dye is regenerated for cellulose fiber peacekeeping
The stamp of fiber.
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| CN110983822B (en) * | 2019-12-30 | 2022-06-07 | 张家港三得利染整科技有限公司 | Coating composition for yarn pigment dyeing |
| 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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| US5356444A (en) * | 1992-11-02 | 1994-10-18 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuff mixture |
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| CN1202550A (en) * | 1997-06-17 | 1998-12-23 | 希巴特殊化学控股公司 | Process for printing textile fibre materials in accordance with ink-jet printing process |
| CN1202549A (en) * | 1997-06-17 | 1998-12-23 | 希巴特殊化学控股公司 | Process for printing textile fibre materials in accordance with ink-jet printing process |
| CN1222542A (en) * | 1997-12-11 | 1999-07-14 | 西巴特殊化学品控股有限公司 | Process for dyeing or printing and novel reactive dyes |
| CN1646641A (en) * | 2002-04-12 | 2005-07-27 | 克莱里安特财务(Bvi)有限公司 | Composition for printing recording materials |
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2016
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| JPS6443568A (en) * | 1987-08-10 | 1989-02-15 | Sumitomo Chemical Co | Reactive dye composition and dyeing |
| US5356444A (en) * | 1992-11-02 | 1994-10-18 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuff mixture |
| US5709717A (en) * | 1995-05-12 | 1998-01-20 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuff mixture |
| CN1202550A (en) * | 1997-06-17 | 1998-12-23 | 希巴特殊化学控股公司 | Process for printing textile fibre materials in accordance with ink-jet printing process |
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