CN105647238B - A kind of grey reactive dye compound and its production and use - Google Patents
A kind of grey reactive dye compound and its production and use Download PDFInfo
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- CN105647238B CN105647238B CN201610152921.9A CN201610152921A CN105647238B CN 105647238 B CN105647238 B CN 105647238B CN 201610152921 A CN201610152921 A CN 201610152921A CN 105647238 B CN105647238 B CN 105647238B
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- Prior art keywords
- reactive dye
- grey
- component
- grey reactive
- weight
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Classifications
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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
- 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
- C09B67/0047—Mixtures of two or more reactive azo dyes
- C09B67/005—Mixtures of two or more reactive azo dyes all the reactive groups being not 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
-
- 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
- D06P3/14—Wool
- D06P3/148—Wool 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
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
A kind of grey reactive dye compound and its production and use, the grey reactive dye compound contains the component A shown in formula (I), the component B shown in formula (II), component C and optional auxiliary agent shown in formula (III).The grey reactive dye compound is applied to the dyeing of various fibrous materials, and degree of fixation is high, and every fastness properties are excellent, with more excellent combination property.
Description
Technical field
The present invention relates to reactive dyestuff field, in particular it relates to a kind of grey reactive dye compound and preparation method thereof
And purposes.
Background technology
With the improvement of living standards, people spin to sense comfortable and easy to wear and the requirement also more and more higher of healthy living theory
Product is knitted more and more to concentrate to bafta, therefore the demand of reactive dye is consequently increased, as current application prospect
One of widest synthetic dyestuffs.How to make dyestuff have stronger degree of fixation turn into instantly reactive dye developing way it
One, because dyestuff usage amount can be reduced by improving degree of fixation, and make the time shortening of soaping in dyeing, so as to reduce dyeing
Cost；In addition, on the premise of ensureing that reactive dye have relatively strong color rate, further improve its rub resistance, it is water-fastness and
The color fastness of perspiration resistance turns into the most important thing that reactive dye are studied.However, existing grey reactive dye kind prints to fiber
After dye, various performance indications are difficult to the requirement for reaching people.Therefore, above-mentioned characteristic can more preferably be met simultaneously by developing a kind of performance
It is required that grey reactive dye kind attract attention and pay attention to.
The content of the invention
The present invention is difficult to reach to overcome existing grey reactive dye to exist to various performance indications after fiber printing and dyeing
The defect that people require is high there is provided a kind of degree of fixation, the excellent grey activity of every color fastness such as rub resistance, water-fast and perspiration resistance
Dye composite, and said composition preparation method and purposes.
The first aspect of the present invention there is provided a kind of grey reactive dye compound, wherein, grey reactive dye combination
Thing contains the component A shown in formula (I), the component B shown in formula (II), component C and optional auxiliary agent shown in formula (III)；
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；R1、R2It is each independently-CH=CH2Or-
C2H4OSO3M1；R3、R4It is each independently-CH=CH2Or-C2H4OSO3M2, R5For-CH=CH2Or-C2H4OSO3M3；X1、X2Respectively
From independently being chlorine or fluorine.
Preferably, in described grey reactive dye compound component A be selected from formula (I-1)~(I-10) compound in one
Plant or a variety of；
Preferably, component B is selected from formula (II-1)~(II-12) compound in described grey reactive dye compound
It is one or more；
Preferably, component C is selected from formula (III-1)~(III-5) compound in the grey reactive dye compound
It is one or more；
In the present invention, the selection to the auxiliary agent is not particularly limited, and can be conven-tional adjuvants, including disperse
Agent, filler and other property modification auxiliary agents.The dispersant be preferably selected from Dispersant MF, one kind in dispersant NNO or
It is a variety of, the filler be glauber salt, other described performance improvement auxiliary agents in dust-proofing agent, solubility improver at least one
Kind.
In the grey reactive dye compound, component A content is preferably 40~80 parts by weight, more preferably 45~
80 parts by weight, more preferably 50~80 parts by weight, more preferably 55~80 parts by weight；Component B content is preferably 1~30
Parts by weight, more preferably 2~25 parts by weight, more preferably 3~20 parts by weight, more preferably 4~15 parts by weight；Component C
Content be preferably 1~20 parts by weight, more preferably 1~17 parts by weight, more preferably 1~14 parts by weight, more preferably 1
~11 parts by weight；The content of auxiliary agent is preferably 0~55 parts by weight, more preferably 0~45 parts by weight, more preferably 0~40
Parts by weight.
The second aspect of the present invention there is provided the preparation method of above-mentioned grey reactive dye compound, including：Take said components
A, component B, component C dry powder and optional auxiliary agent, carry out mixing system material, obtain the combination of solid grey reactive dye in proportion
Thing；Or said components A, component B, component C slurry and optional auxiliary agent are taken, mixing system material is carried out in proportion, obtains liquid
Body grey reactive dye compound, or the liquid grey reactive dye compound is done using optional drying process
It is dry, obtain solid grey reactive dye compound.
In the present invention, there is no particular limitation for the equipment mixed to the dry powder, it is preferable that using taper, rolling
The blender of cartridge type or pears blade is mixed, and test analysis is qualified after being well mixed packs again.In addition, being mixed to the slurry
There is no particular limitation for conjunction method, it is preferable that is stirred mixing in a reservoir.In addition, the present invention is to carrying out the drying
Equipment is also without special restriction, it is preferred to use spray tower, drying room or flash dryer are dried and obtain granular or powdery
Grey reactive dye compound.
There is provided purposes of the above-mentioned grey reactive dye compound as grey reactive dye for the third aspect of the present invention.
Preferably, the grey reactive dye are used for fiber or dyeing or the stamp of its yarn fabric；It is highly preferred that the ash
Color reactive dye be used for cotton fiber, wool fiber, regenerated fiber, Fypro, cellulose fibre, protein fibre or they
Yarn fabric dyeing or stamp.
The grey reactive dye compound of the present invention, with advantages below：Lifting force and degree of fixation are high, dye stability
Good, the items color fastness such as rub resistance, water-fastness and perspiration resistance is excellent.The grey reactive dye compound of the present invention is suitable for fibre
The dyeing of cellulose fiber material or stamp, such as cotton, fiber crops, dyeing or the stamp of viscose rayon and its yarn fabric, are also applied in addition
Fypro, the dyeing of protein fibre and its yarn fabric or stamp.
The present invention is described in detail by the following examples.It should be appreciated that embodiments herein is given for example only
The present invention will be described for property, is not used to limit the invention.
Embodiment
In grey reactive dye compound of the present invention, used component A, component B and component C can be pressed easily
Mode well known to those skilled in the art is synthesized, and is such as prepared according to conventional diazotising, couling process, can also be used commercially available production
Product.
Embodiment 1
By the component A of 80 parts by weight formulas (I-1), the component B of 13 parts by weight formulas (II-1) and 7 parts by weight formulas (III-1)
Component C carries out dry powder blend by cone blender, produces composition J1, regard the composition as grey reactive dye, energy
By cotton dyeing grey.
Embodiment 2
By the component A of 80 parts by weight formulas (I-1), the component B of 15 parts by weight formulas (II-1) and 5 parts by weight formulas (III-3)
Component C carries out dry powder blend by cone blender, produces composition J2, regard the composition as grey reactive dye, energy
By cotton dyeing grey.
Embodiment 3
By the component A of 72 parts by weight formulas (I-5), the component B of 8 parts by weight formulas (II-6), 2 parts by weight formulas (III-5) group
Point C and the glauber salt of 18 parts by weight carry out dry powder blend by cone blender, produce composition J3, using the composition as
Grey reactive dye, can be by cotton dyeing grey.
Embodiment 4
By the component A of 75 parts by weight formulas (I-7), the component B of 10 parts by weight formulas (II-1), 5 parts by weight formulas (III-1) group
Point C and the glauber salt of 10 parts by weight carry out dry powder blend by cone blender, produce composition J4, using the composition as
Grey reactive dye, can be by cotton dyeing grey.
Embodiment 5
By the component A of 70 parts by weight formulas (I-7), the component B of 12 parts by weight formulas (II-1), 3 parts by weight formulas (III-3) group
Point C and the glauber salt of 15 parts by weight carry out dry powder blend by cone blender, produce composition J5, using the composition as
Grey reactive dye, can be by cotton dyeing grey.
Comparative example 1
The component A of 100 parts by weight formulas (I-1) is subjected to dry powder blend by cone blender, composition D1 is produced, by institute
Composition is stated as grey reactive dye, can be by cotton dyeing grey.
Comparative example 2
The component B of 100 parts by weight formulas (II-1) is subjected to dry powder blend by cone blender, composition D2 is produced, will
The composition, can be by cotton dyeing grey as grey reactive dye.
Dye test
The grey activity obtained to the grey reactive dye compound J1-J5 and comparative example 1-2 that are obtained by embodiment 1-5
In each 1000g of dye liquor that each 2g of dye composite D1-D2 are made with 45g sodium chloride respectively, 100g baftas are separately added into, with 1
DEG C/minute it is warming up to after 60 DEG C, then 100g concentration is added into each dye liquor and be 20g/L sodium carbonate liquor, and contaminates at this temperature
Dyeing and weaving thing, is then rinsed by color 1 hour, rinses and dries 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 method test its fixation
Rate, rub resistance, water-fastness and colour fastness to perspiration, test result are as shown in table 1：
Table 1
The coloration result of grey reactive dye compound according to obtained by above-described embodiment and comparative example can be seen that this
When the grey reactive dye compound for inventing offer is applied to dyeing as grey reactive dye, degree of fixation is high, every color fastness
Excellent performance, thus with more excellent combination property.
Claims (25)
1. a kind of grey reactive dye compound, it is characterised in that the grey reactive dye compound contains shown in formula (I)
The component C and optional auxiliary agent shown in component B, formula (III) shown in component A, formula (II)；
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium；R1、R2It is each independently-CH=CH2Or-
C2H4OSO3M1；R3、R4It is each independently-CH=CH2Or-C2H4OSO3M2, R5For-CH=CH2Or-C2H4OSO3M3；X1、X2Respectively
From independently being chlorine or fluorine.
2. grey reactive dye compound according to claim 1, it is characterised in that the component A be selected from formula (I-1)~
(I-10) one or more in compound；
3. grey reactive dye compound according to claim 1, it is characterised in that the component B is selected from formula (II-1)
One or more in~(II-12) compounds；
4. grey reactive dye compound according to claim 1, it is characterised in that the component C is selected from formula (III-1)
One or more in~(III-5) compounds；
5. the grey reactive dye compound according to claim any one of 1-4, it is characterised in that the auxiliary agent, which is selected from, to be divided
Powder, filler and other performance improvement auxiliary agents.
6. grey reactive dye compound according to claim 5, it is characterised in that the dispersant is selected from dispersant
One or more in MF, dispersant NNO, the filler be glauber salt, other described performance improvement auxiliary agents be selected from dust-proofing agent,
At least one of solubility improver.
7. grey reactive dye compound according to claim 6, it is characterised in that in grey reactive dye combination
In thing, component A content is 40~80 parts by weight, and component B content is 1~30 parts by weight, and component C content is 1~20 weight
Part is measured, the content of auxiliary agent is 0~55 parts by weight.
8. grey reactive dye compound according to claim 7, it is characterised in that in grey reactive dye combination
In thing, component A content is 45~80 parts by weight.
9. grey reactive dye compound according to claim 8, it is characterised in that in grey reactive dye combination
In thing, component A content is 50~80 parts by weight.
10. grey reactive dye compound according to claim 9, it is characterised in that in the grey reactive dye group
In compound, component A content is 55~80 parts by weight.
11. grey reactive dye compound according to claim 7, it is characterised in that in the grey reactive dye group
In compound, component B content is 2~25 parts by weight.
12. grey reactive dye compound according to claim 11, it is characterised in that in the grey reactive dye group
In compound, component B content is 3~20 parts by weight.
13. grey reactive dye compound according to claim 12, it is characterised in that in the grey reactive dye group
In compound, component B content is 4~15 parts by weight.
14. grey reactive dye compound according to claim 7, it is characterised in that in the grey reactive dye group
In compound, component C content is 1~17 parts by weight.
15. grey reactive dye compound according to claim 14, it is characterised in that in the grey reactive dye group
In compound, component C content is 1~14 parts by weight.
16. grey reactive dye compound according to claim 15, it is characterised in that in the grey reactive dye group
In compound, component C content is 1~11 parts by weight.
17. grey reactive dye compound according to claim 7, it is characterised in that in the grey reactive dye group
In compound, the content of auxiliary agent is 0~45 parts by weight.
18. grey reactive dye compound according to claim 17, it is characterised in that in the grey reactive dye group
In compound, the content of auxiliary agent is 0~40 parts by weight.
19. a kind of preparation method of the grey reactive dye compound described in any one of claim 1-18, including take above-mentioned group
Divide A, component B, component C dry powder and optional auxiliary agent, mixing system material is carried out in proportion, solid grey reactive dye group is obtained
Compound；
Or said components A, component B, component C slurry and optional auxiliary agent are taken, mixing system material is carried out in proportion, obtains liquid
Body grey reactive dye compound, or the liquid grey reactive dye compound is done using optional drying process
It is dry, obtain solid grey reactive dye compound.
20. grey reactive dye compound described in claim any one of 1-18 is used as the purposes of grey reactive dye.
21. purposes according to claim 20, it is characterised in that the grey reactive dye are used for fiber or its yarn fabric
Dyeing or stamp.
22. purposes according to claim 21, it is characterised in that the grey reactive dye are used for Fypro, fibre
The dyeing of cellulose fiber or their yarn fabric or stamp.
23. the purposes according to right wants 22, it is characterised in that the cellulose fibre includes cotton fiber and regenerated fiber.
24. purposes according to claim 20, it is characterised in that the grey reactive dye be used for protein fibre or it
Yarn fabric dyeing or stamp.
25. the purposes according to right wants 24, it is characterised in that the protein fibre includes wool fiber.
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| CN201610152921.9A CN105647238B (en) | 2016-03-17 | 2016-03-17 | A kind of grey reactive dye compound and its production and use |
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| CN105647238B true CN105647238B (en) | 2017-08-08 |
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| CN106248375B (en) * | 2016-10-11 | 2018-07-06 | 湘潭大学 | Lotus benevolence Roll centering testing stand |
| CN106752082B (en) * | 2016-12-30 | 2019-09-13 | 上海安诺其集团股份有限公司 | A kind of preparation method of gray dyes |
| CN106634044B (en) * | 2016-12-30 | 2019-09-27 | 上海安诺其集团股份有限公司 | A kind of gray dyes, dye composite and its application |
| CN108084732B (en) * | 2017-12-12 | 2019-09-17 | 江苏德美科化工有限公司 | A kind of heavy metal free ion high antioxidant activity gray dyes and preparation method thereof |
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| DE19511689A1 (en) * | 1995-03-30 | 1996-10-02 | Hoechst Ag | Mixture of blue-coloring fiber-reactive dyes and their use for dyeing fiber material containing hydroxyl and / or carbonamide groups |
| DE19640203A1 (en) * | 1996-09-30 | 1998-04-02 | Dystar Textilfarben Gmbh & Co | Mixtures of blue-dyeing fiber-reactive dyes and their use for dyeing fiber material containing hydroxyl and / or carbonamide groups |
| RU2402582C2 (en) * | 2004-10-19 | 2010-10-27 | Хантсман Эдвансд Мэтириалз (Свитзерланд) Гмбх | Reactive dyes, production method and application thereof |
| TWI500707B (en) * | 2009-01-21 | 2015-09-21 | Huntsman Adv Mat Switzerland | Reactive dyes, their preparation and their use |
| CN101565561B (en) * | 2009-04-14 | 2012-10-17 | 丽源(湖北)科技有限公司 | Black reactive dye mixture and preparation and application thereof |
| TWI425055B (en) * | 2009-08-21 | 2014-02-01 | Everlight Chem Ind Corp | Reactive printing dye and its aqueoues composition application |
| CN102031018B (en) * | 2010-11-19 | 2013-05-15 | 无锡润新染料有限公司 | Composite reactive grey for printing and dyeing and clean production process thereof |
| CN102391677B (en) * | 2011-07-07 | 2015-10-21 | 天津德凯化工股份有限公司 | The preparation method of black and active dye |
| US9346958B2 (en) * | 2012-06-05 | 2016-05-24 | Huntsman International Llc | Reactive dyes, their preparation and their use |
| CN102911525A (en) * | 2012-09-25 | 2013-02-06 | 天津德凯化工股份有限公司 | Black reactive dye for dyeing nylon and preparation method thereof |
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