CN110387143A - A kind of Yellow active dye composition and its preparation method and application - Google Patents
A kind of Yellow active dye composition and its preparation method and application Download PDFInfo
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- CN110387143A CN110387143A CN201910663237.0A CN201910663237A CN110387143A CN 110387143 A CN110387143 A CN 110387143A CN 201910663237 A CN201910663237 A CN 201910663237A CN 110387143 A CN110387143 A CN 110387143A
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- active dye
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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
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
- C09B67/0052—Mixtures of two or more reactive monoazo dyes
- C09B67/0053—Mixtures of two or more reactive monoazo dyes all the reactive groups being directly attached to a heterocyclic system
-
- 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
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/673—Inorganic compounds
- D06P1/67333—Salts or hydroxides
- D06P1/6735—Salts or hydroxides of alkaline or alkaline-earth metals with anions different from those provided for in D06P1/67341
-
- 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Coloring (AREA)
Abstract
The present invention provides a kind of Yellow active dye composition and its preparation method and application, and the Yellow active dye composition includes component X shown in formula (I), component Y and optional auxiliary agent shown in formula (II)；Its degree of fixation is high, and the items fastness properties such as rub resistance, water-fastness and perspiration resistance are excellent, and has refrigeration performance good, and solubility is high.
Description
Technical field
The present invention relates to reactive dyestuff fields, and in particular, to a kind of Yellow active dye composition, and preparation method thereof
And purposes.
Background technique
Reactive dye are a kind of important synthetic dyestuffs, it is by having the group and fiber of reactivity in chemical structure
Chemical reaction occurs for cellulose fiber and fixed, therefore also known as chemically-reactive dyes, and reactive dye are mainly selection novel active group
To improve application performance.With the increasingly raising that people require sense comfortable and easy to wear and environmental health, textile product is more and more
Ground is concentrated to cotton and cotton fabric, and the demand of reactive dye is also increased sharply year by year, referred to as current most widely used synthetic dyestuffs
One of.But the resultant effect for many Yellow active dyes developed at present is difficult to reach the desired value of people, and resultant effect is still
It is not able to satisfy ever-increasing market demand, such as commercial goods P-2R Huang:
The dyestuff belongs to the Monozao reactive dyes of a chloro-s-triazine activity class, has preferable coloured light, but solubility, refrigeration
Performance is poor, is not able to satisfy the demand of current high-grade stamp.For commercially available P-2R Huang structure there are the shortcomings that, have many close
In the report improved to its structure, but so far, ideal reactive dye there is no to report.Therefore, research and development performance is more preferable,
The Yellow reactive dyes kind of cost advantageously has more and more important meaning.
Summary of the invention
The present invention provides a kind of Yellow active dye composition and its preparation method and application, the Yellow active dye group
The degree of fixation for closing object is high, and the items fastness properties such as rub resistance, water-fastness and perspiration resistance are excellent, and has refrigeration performance good, molten
Solution degree is high.The present invention provides a kind of Yellow active dye composition comprising component X shown in formula (I), group shown in formula (II)
Divide Y and optional auxiliary agent；
Wherein,
A, B is each independently (C1-C4)-alkyl or amino；
Re1For
Re2For
X1、X3、X4、X5、X6、X7、X8It is each independently halogen；
X2For (C1~C4) alkoxy, amino ,-NHR3OH or-NHR3SO3M1；
Each R3It is each independently CnH2n(n is 1 or 2)；
R1、R2It is each independently H ,-SO3M2、-COOM2Or R4-X9,
R4For CnH2n(n is 1 or 2),
X9For H, halogen or amino；
Each M1, each M2It is each independently alkali metal, hydrogen or ammonium；
Optionally, the alkali metal is selected from lithium, sodium, potassium；
Optionally, the halogen is fluorine, bromine, chlorine.
Optionally, the Yellow active dye composition, which is characterized in that the component X is selected from formula (I-1)~(I-
7) one of compound or a variety of.
The Yellow active dye composition, which is characterized in that the component Y changes selected from formula (II-1)~(II-17)
Close one of object or a variety of.
Preferably, in above-mentioned yellow dye composition, the content of the component X is 5~80 parts by weight, preferably 5~75
Parts by weight are further preferably 5~70 parts by weight, more preferably 10~70 parts by weight.
Preferably, in above-mentioned yellow dye composition, the content of the component Y is 10~90 parts by weight, preferably 10~
85 parts by weight are further preferably 10~80 parts by weight, more preferably 20~80 parts by weight.
Preferably, in above-mentioned yellow dye composition, the content of the auxiliary agent is 0~80 parts by weight, preferably 0~75 weight
Part is measured, more preferably 0~70 parts by weight are further preferably 0~65 parts by weight.
In the present invention, the selection of the auxiliary agent is not particularly limited, can is conven-tional adjuvants.Preferably, on
It states auxiliary agent and is selected from one of dispersing agent, filler, other performance improvement auxiliary agents or a variety of.
Preferably, above-mentioned dispersing agent is selected from one of Dispersant MF, dispersing agent NNO or a variety of.
Preferably, above-mentioned filler is anhydrous sodium sulphate.
Preferably, other above-mentioned performance improvement auxiliary agents are selected from one of dust-proofing agent, solubility improver or a variety of.
The present invention also provides a kind of preparation methods of above-mentioned Yellow active dye composition, comprising: in proportion by component X's
Dry powder or slurry, the dry powder of component Y or slurry and optional auxiliary agent, by directly mix or optional drying process be made.
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 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, it is preferable that 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 Yellow active dye as Yellow active dye,
Optionally, the Yellow active dye is used for the printing and dyeing for fiber or its textile fabric, and the printing and dyeing include dyeing
And/or stamp.
Preferably, above-mentioned Yellow active dye is used for cellulose fibre, protein fibre, Fypro or their spinning
The printing and dyeing of fabric.
Preferably, above-mentioned cellulose fibre includes cotton fiber, flaxen fiber, regenerated fiber.Protein fibre includes wool, silkworm
Silk, azlon.
The synergistic effect of Yellow active dye composition of the invention, component X and component Y make it have following advantages: Gu
Color rate is high, and the items fastness properties such as rub resistance, water-fastness and perspiration resistance are excellent, and refrigeration performance is good, and solubility is high.The present invention
Yellow active dye composition be suitable for cellulosic fibre material printing and dyeing, such as cotton, fiber crops, regenerated fiber and its textile fabric
Printing and dyeing, are furthermore also applied for the printing and dyeing of protein fibre, Fypro and its textile fabric.
Specific embodiment
The present invention is further illustrated combined with specific embodiments below, but protection scope of the present invention is not limited to
This.
Yellow active dye composition of the present invention, used component X and component Y can easily press this field
Mode known to technical staff synthesizes, and such as prepares according to conventional diazotising, couling process, commercial product can also be used.
Embodiment 1
The anhydrous sodium sulphate of the component X of 36 parts by weight formulas (I-1), the component Y of 57 parts by weight formulas (II-1) and 7 parts by weight are passed through
Blending machine carries out dry powder blend to get composition 1, using the composition as Yellow active dye, can by cotton dyeing at
Yellow.
Embodiment 2
The anhydrous sodium sulphate of the component X of 40 parts by weight formulas (I-1), the component Y of 55 parts by weight formulas (II-15) and 5 parts by weight is logical
Wool fabric can be printed and dyed using the composition as Yellow active dye to get composition 2 by crossing blending machine progress dry powder blend
Yellowly.
Embodiment 3
The anhydrous sodium sulphate of the component X of 35 parts by weight formulas (I-1), the component Y of 55 parts by weight formulas (II-16) and 10 parts by weight is logical
Wool fabric can be printed and dyed using the composition as Yellow active dye to get composition 3 by crossing blending machine progress dry powder blend
Yellowly.
Embodiment 4
The anhydrous sodium sulphate of the component X of 42 parts by weight formulas (I-1), the component Y of 50 parts by weight formulas (II-17) and 8 parts by weight is logical
Crossing blending machine progress dry powder blend can be by cotton dyeing using the composition as Yellow active dye to get composition 4
Yellowly.
Embodiment 5
The anhydrous sodium sulphate of the component X of 45 parts by weight formulas (I-5), the component Y of 50 parts by weight formulas (II-1) and 5 parts by weight are passed through
Blending machine carries out dry powder blend to get composition 5, using the composition as Yellow active dye, can by cotton dyeing at
Yellow.
Embodiment 6
The anhydrous sodium sulphate of the component X of 45 parts by weight formulas (I-6), the component Y of 45 parts by weight formulas (II-1) and 10 parts by weight is logical
Crossing blending machine progress dry powder blend can be by cotton dyeing using the composition as Yellow active dye to get composition 6
Yellowly.
Embodiment 7
The anhydrous sodium sulphate of the component X of 42 parts by weight formulas (I-7), the component Y of 50 parts by weight formulas (II-1) and 8 parts by weight are passed through
Blending machine carries out dry powder blend to get composition 7, using the composition as Yellow active dye, can by cotton dyeing at
Yellow.
Comparative example 1
By the component X of 70 parts by weight formulas (I-1) and the anhydrous sodium sulphate of 30 parts by weight by blending machine carry out dry powder blend to get
Composition 8 can be by cotton dyeing yellowly using the composition as Yellow active dye.
Comparative example 2
The component Y of 75 parts by weight formulas (II-1) and the anhydrous sodium sulphate of 25 parts by weight are subjected to dry powder blend by blending machine, i.e.,
Obtaining composition 9 can be by cotton dyeing yellowly using the composition as Yellow active dye.
Comparative example 3
By the component X of 70 parts by weight formulas (I-1) and the anhydrous sodium sulphate of 30 parts by weight by blending machine carry out dry powder blend to get
Composition 10, using the composition as Yellow active dye, can print and dye wool fabric yellowly.
Comparative example 4
The component Y of 75 parts by weight formulas (II-1) and the anhydrous sodium sulphate of 25 parts by weight are subjected to dry powder blend by blending machine, i.e.,
Composition 11 is obtained, using the composition as Yellow active dye, can print and dye wool fabric yellowly.
Comparative example 5
The component Y of 75 parts by weight formulas (II-15) and the anhydrous sodium sulphate of 25 parts by weight are subjected to dry powder blend by blending machine, i.e.,
Composition 12 is obtained, using the composition as Yellow active dye, can print and dye wool fabric yellowly.
Stamp and Dyeing Example
Stamp test, cloth are carried out referring to national standard GB/2388-2003 " measuring method of printing with reactive dye coloured light and intensity "
Sample according to GB/T 2391-2014, GB/T 3920-2008, GB/T 3921-2008 and GB/T 3922-2013 carry out degree of fixation,
Rub resistance, water-fastness and colour fastness to perspiration performance test, as a result such as table 1:
Table 1
Carry out dyeing test referring to national standard GB/2374-2007 " dyeing measure general condition regulation ", cloth specimen according to
GB/T 2391-2014, GB/T 3920-2008, GB/T 3921-2008 and GB/T 3922-2013 carry out degree of fixation, antifriction
It wipes, water-fastness and colour fastness to perspiration performance test, as a result such as table 2:
Table 2
Solubility and refrigeration performance test:
The yellow for being obtained embodiment 1- embodiment 7, comparative example 1- comparative example 5 according to GB/T3671.1-1996 method is living
Property dye composite carry out solubility test.
Yellow active dye composition 1-7 and comparative example 1- comparative example 5 that embodiment 1- embodiment 7 obtains are obtained
Each 15g of Yellow active dye composition 8-12 is dissolved in 75 DEG C of hot water of 85ml respectively, is put into 5 DEG C after completely dissolution to dyestuff
Saved under low temperature, respectively 2h, 4h, 8h, for 24 hours, 48h observation solution whether have Precipitation.Test result is as shown in table 3:
Table 3
Table 1 to table 3 the result shows that, the properties of product of Yellow active dye composition of the present invention, degree of fixation is high, antifriction
The items fastness properties such as wiping, water-fastness and perspiration resistance are excellent, and compared with traditional product, refrigeration performance is good, and solubility is high.
Claims (9)
1. a kind of Yellow active dye composition, which is characterized in that including component shown in component X shown in formula (I), formula (II)
Y and optional auxiliary agent；
Wherein,
A, B is each independently (C1-C4)-alkyl or amino；
Re1For
Re2For
X1、X3、X4、X5、X6、X7、X8Halogen is each independently,
X2For (C1~C4) alkoxy, amino ,-NHR3OH or-NHR3SO3M1；
Each R3It is each independently CnH2n(n is 1 or 2)；
R1、R2It is each independently H ,-SO3M2、-COOM2Or-R4-X9,
R4For CnH2n(n is 1 or 2),
X9For H, halogen or amino；
Each M1, each M2It is each independently alkali metal, hydrogen or ammonium；
Optionally, the alkali metal is selected from lithium, sodium, potassium；
Optionally, the halogen is fluorine, bromine, chlorine.
2. Yellow active dye composition according to claim 1, which is characterized in that the component X be selected from formula (I-1)~
(I-7) one of compound or a variety of；
3. Yellow active dye composition according to claim 1 or 2, which is characterized in that the component Y is selected from formula (II-
1)~(II-17) one of compound or a variety of；
。
4. Yellow active dye composition according to claim 1-3, which is characterized in that the component X's contains
Amount is 5~80 parts by weight, and preferably 5~75 parts by weight are further preferably 5~70 parts by weight, more preferably 10~70 parts by weight；Group
The content for dividing Y is 10~90 parts by weight, and preferably 10~85 parts by weight are further preferably 10~80 parts by weight, more preferably 20~
80 parts by weight；The content of auxiliary agent be 0~80 parts by weight, preferably 0~75 parts by weight, more preferably 0~70 parts by weight, further preferably
For 0~65 parts by weight.
5. azo reactive dye according to claim 1-4, which is characterized in that the auxiliary agent is selected from dispersion
One of agent, filler and other performance improvement auxiliary agents are a variety of；
Preferably, the dispersing agent is selected from one of Dispersant MF, dispersing agent NNO or a variety of, and the filler is anhydrous sodium sulphate,
Other described performance improvement auxiliary agents are selected from least one of dust-proofing agent, solubility improver.
6. the preparation method of the described in any item Yellow active dye compositions of claim 1-5, including in proportion by component X's
Dry powder or slurry, the dry powder of component Y or slurry and optional auxiliary agent, by directly mix or optional drying process be made.
7. purposes of any one of Claims 1 to 5 Yellow active dye composition as Yellow active dye.
8. purposes according to claim 7, which is characterized in that the Yellow active dye is for fiber or its textile fabric
Printing and dyeing, the printing and dyeing include dyeing and/or stamp.
9. purposes according to claim 8, which is characterized in that the Yellow active dye is used for cellulose fibre, egg
The printing and dyeing of white matter fiber, Fypro or their textile fabric；
Preferably, the cellulose fibre includes cotton fiber, flaxen fiber and regenerated fiber；Protein fibre include wool, silk,
Azlon.
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| CN201910663237.0A CN110387143B (en) | 2019-07-22 | 2019-07-22 | Yellow reactive dye composition and preparation method and application thereof |
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| CN201910663237.0A CN110387143B (en) | 2019-07-22 | 2019-07-22 | Yellow reactive dye composition and preparation method and application thereof |
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-
2019
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| US4851011A (en) * | 1987-04-16 | 1989-07-25 | Ciba-Geigy Corporation | Process for the preparation of concentrated aqueous dye formulations of water-soluble organic dyes by membrane separation and with cross-flow micro-filtration to remove suspended or colloidal solids |
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