CN105778561B - A kind of Black reactive dye composition and its production and use - Google Patents
A kind of Black reactive dye composition and its production and use Download PDFInfo
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- CN105778561B CN105778561B CN201610153397.7A CN201610153397A CN105778561B CN 105778561 B CN105778561 B CN 105778561B CN 201610153397 A CN201610153397 A CN 201610153397A CN 105778561 B CN105778561 B CN 105778561B
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- 0 *C(C=C(C=C)N)=C Chemical compound *C(C=C(C=C)N)=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
- C09B67/004—Mixtures of two or more reactive dyes
-
- 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
- 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
- D06P3/14—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
- D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group
Abstract
A kind of Black reactive dye composition and its production and use, institute's Black reactive dye composition include one or more of compound groups in formula (I) compound into component A, in formula (II) compound one or more of compound groups into component B, in optional formula (III) compound one or more of compound groups into component C and optional auxiliary agent.The Black reactive dye composition 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 Black reactive dye composition and preparation method thereof
And purposes.
Background technology
In cotton fiber dyeing, black almost accounts for 40~50%, more direct dyes and sulfur dye due to
Environmental issue and disabled and limitation is used.Currently, the yield of black and active dye accounts for the half of whole reactive dye yield
More than, therefore black and active dye exploitation is always the focus of dye industry.Prior art such as CN 1730566A, CN
1687244A Black reactive dye composition, it is difficult to have strong degree of fixation, good rub resistance, water-fastness and colour fastness to perspiration concurrently
Etc. combination property, extremely lack the black and active dye of high comprehensive performance, therefore, be badly in need of a kind of performance of exploitation more preferably, can
The black and active dye kind of above-mentioned characteristic requirements is met simultaneously.
The content of the invention
The present invention is difficult to reach to overcome existing black and active 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 black activity of every color fastness such as rub resistance, water-fast and perspiration resistance
Dye composite, and said composition preparation method and purposes.
There is provided a kind of Black reactive dye composition for the first aspect of the present invention, it is characterised in that including formula (I) chemical combination
In thing one or more of compound groups into component A, in formula (II) compound one or more of compound groups into component B, appoint
In formula (III) compound of choosing one or more of compound groups into component C and optionally auxiliary agent:
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;R1、R2It is each independently-CH=CH2Or-
C2H4OSO3M1, R3、R6It is each independently (C1~C4) alkyl or (C1~C4) alkoxy, R4、R5It is-CH wherein to have one
=CH2, another is-C2H4OSO3M2, R7For-CH=CH2Or-C2H4OSO3M3。
Preferably, above-mentioned Black reactive dye composition, wherein, the component A is selected from formula (I-1)~(I-10) chemical combination
One or more in thing.
Preferably, above-mentioned Black reactive dye composition, it is characterised in that the component B be selected from formula (II-1)~
(II-6) one or more in compound.
Preferably, above-mentioned Black reactive dye composition, it is characterised in that the component C be selected from formula (III-1)~
(III-9) one or more in compound.
In the present invention, the selection to the auxiliary agent is not particularly limited, and can be conven-tional adjuvants.Preferably, on
The Black reactive dye composition stated, it is characterised in that the auxiliary agent is helped selected from dispersant, filler and other performance improvements
At least one of agent.
Preferably, the dispersant is selected from least one of Dispersant MF, dispersant NNO.
Preferably, the filler is glauber salt.
Preferably, other described performance improvement auxiliary agents are selected from least one of dust-proofing agent, solubility improver.
Preferably, in above-mentioned Black reactive dye composition, component A content is 10~90 parts by weight, preferably 20~
90 parts by weight, are further preferably 30~90 parts by weight, more preferably 40~90 parts by weight;Component B content is 1~50 parts by weight,
Preferably 2~48 parts by weight, are further preferably 3~46 parts by weight, more preferably 4~44 parts by weight;Component C content is 0~50
Parts by weight, preferably 2~48 parts by weight, are further preferably 3~46 parts by weight, more preferably 4~44 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 second aspect of the invention is there is provided the preparation method of above-mentioned Black reactive dye composition, including by component
A, component B, optional component C and optional auxiliary agent are mixed to prepare in proportion.
Preferably, described preparation method include in proportion by component A dry powder or slurry, component B dry powder or slurry,
Optional component C dry powder or slurry and optional auxiliary agent mixing, are made by optional drying process.
It is highly preferred that the preparation method is included in proportion by component A dry powder, component B dry powder, optional component C
Dry powder and optional auxiliary agent be mixed to prepare, or it is highly preferred that the preparation method include in proportion by component A slurry, group
Point B slurry, optional component C slurry and optional auxiliary agent mixing, are made by optional drying process.
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 etc., which are dried, obtains granular or powdery
Black reactive dye composition.
There is provided purposes of the above-mentioned Black reactive dye composition as reactive black dye for the third aspect of the invention.
Preferably, in above-mentioned purposes, the reactive black dye is used for fiber or the printing and dyeing of its yarn fabric.
Preferably, in above-mentioned purposes, it is fine that the reactive black dye is used for Fypro, cellulose fibre, protein
The printing and dyeing of dimension or their yarn fabric;It is highly preferred that the cellulose fibre includes cotton fiber, flaxen fiber, wool fiber and again
Raw fiber;Still more preferably, the printing and dyeing include dyeing and/or stamp, and the cotton fiber includes synthetic cotton, the activity
Black dyestuff is used for synthetic cotton stamp.
The Black reactive dye composition of the present invention, with advantages below:Degree of fixation is high, and dye-uptake is high, people's cotton good hand touch,
The items color fastness such as rub resistance, water-fastness and perspiration resistance is excellent.The Black reactive dye composition of the present invention is suitable for fiber
The stamp of cellulose fiber material or dyeing, such as cotton, fiber crops, stamp or the dyeing of regenerated fiber and its yarn fabric, are also applied for gathering in addition
Nylon, the stamp of protein fibre and its yarn fabric or dyeing.
Embodiment
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.
Formula (II-1) compound used in following embodiments can be prepared by the following method:
(1) percentage amount is beaten for 18.7 grams of 4B sour (formula (a-1)) with appropriate water and ice, after ice is ground about 1 hour, added
Hydrochloric acid (percentage amount containing HCl be 3.8 grams) and appropriate ice, are stirred 5-10 minute, and addition percentage amount is 7.0 grams completely molten
The natrium nitrosum solved, maintains 0 DEG C~15 DEG C of temperature, keeps Congored test paper vivid blue, the micro- indigo plant of potassium iodide starch paper, stirring reaction 1
Hour, excessive nitrite is eliminated with sulfamic acid, the sour diazols of 4B are obtained;
(2) percentage amount is added dropwise to for 15.2 grams of 3,5- diaminobenzoic acids (formula (b-1)) solution being completely dissolved upper
State in the sour diazols of 4B, drip off within 2 hours, stir 4~6 hours, temperature is kept for 0 DEG C~10 DEG C, and reaction to the sour diazols of 4B disappears,
Obtain acid coupling thing;
(3) percentage amount is beaten for 56.2 grams of para-ester (formula (c-1)) with appropriate water and ice, ice is ground 2 hours, adds salt
Acid (percentage amount containing HCl be 7.6 grams) and appropriate ice, are stirred 20-40 minutes, and addition percentage amount is 13.8 grams completely molten
The natrium nitrosum solved, maintains 0 DEG C~15 DEG C of temperature, keeps Congored test paper vivid blue, the micro- indigo plant of potassium iodide starch paper, stirring reaction 1
~2 hours, excessive nitrite is eliminated with sulfamic acid, para-ester diazol is obtained, it is quickly put into step (2) described acidity
In conjugates, 0 DEG C~10 DEG C of keeping temperature maintains pH 4~7 with sodium bicarbonate (sodium acid carbonate), and reaction to diazol disappears, entered
Row spray drying, then cools to 0 DEG C -10 DEG C, is slowly added into liquid caustic soda, maintains 0 DEG C -10 DEG C of temperature, maintains pH 10~13, instead
1~2 hour is answered to pH stabilizations, pH to 4~7 is adjusted back with hydrochloric acid, formula (II-1) compound is made after spray drying.
In addition, the compound shown in formula (I-1), (III-1), (III-7), (IV), (V) used in following embodiments
It can easily be synthesized by mode well known to those skilled in the art, such as prepare, can also adopt according to conventional diazotising, couling process
Use commercially available prod.
Embodiment 1
By the component A of 60 parts by weight formulas (I-1), the component B of 20 parts by weight formulas (II-1) and 20 parts by weight formulas (III-1)
Component C carries out dry powder blend by blender, produces composition 1, can be by bafta using the composition as reactive black dye
It is dyeing into black.
Embodiment 2
By the component A of 60 parts by weight formulas (I-1), the component B of 20 parts by weight formulas (II-1) and 20 parts by weight formulas (III-7)
Component C carries out dry powder blend by blender, produces composition 2, can be by bafta using the composition as reactive black dye
It is dyeing into black.
Embodiment 3
By the component A of 40 parts by weight formulas (I-1), the component B of 20 parts by weight formulas (II-1) and 20 parts by weight formulas (III-1) with
And 20 parts by weight formula (III-7) component C by blender carry out dry powder blend, produce composition 3, using the composition as
Reactive black dye, can be by cotton dyeing into black.
Embodiment 4
The component A of 56 parts by weight formulas (I-1), 44 parts by weight formulas (II-1) component B are carried out into dry powder by blender to mix
Close, produce composition 4, can be by cotton dyeing into black using the composition as reactive black dye.
Comparative example 1
The component A of 79.5 parts by weight formulas (I-1) and 20.5 parts by weight formulas (III-1) component C are carried out by blending machine
Dry powder blend, produces composition 5, using the composition as reactive black dye, can be by cotton dyeing into black.
Comparative example 2
By the component A of 76.9 parts by weight formulas (I-1), the compound and 1.5 parts by weight as shown in formula (IV) of 21.6 weight
Glauber salt by blender carry out dry powder blend, produce composition 6, can be by cotton using the composition as reactive black dye
Fabric printing is into black.
Comparative example 3
By the component A of 72.5 parts by weight formulas (I-1), the component C of 18 parts by weight formulas (III-1) and 9.5 parts by weight formula (V) institutes
The compound shown carries out dry powder blend by blending machine, produces composition 7, using the composition as reactive black dye, can be by
Cotton dyeing is into black.
Comparative example 4
By the component A of 60.9 parts by weight formulas (I-6), 13 parts by weight formulas (III-1), the component of 8.7 parts by weight formulas (III-7)
The glauber salt of compound and 13 parts by weight shown in C, 4.4 parts by weight formulas (V) carries out dry powder blend by blender, produces black
Reactive dye compound 6, using the composition as reactive black dye, by cotton dyeing into black.
Dye test
The black activity dye obtained to the Black reactive dye composition 1-4 and comparative example 1-4 that are obtained by embodiment 1-4
In each 1000g of dye liquor that each 2g of feed composition 5-8 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 the sodium carbonate liquor that addition 100g concentration is 20g/L into each dye liquor, and dyeing 1 is small at this temperature
When, then dyeing and weaving thing is rinsed, 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 carry out testing its fixation
Rate, rub resistance, water-fastness and colour fastness to perspiration, as a result such as table one:
Table one
Cost performance compares
The reactive black dye of the embodiment of the present invention 4 (component I-1+ component II-1) and comparative example 2 (component I-1+ component IV)
Cost be shown in Table two and table three respectively, data are one ton of dyestuff (intensity under standard control is 100%) each component institute of production
Need cost (member).
Table two
Table three
As shown in Table 1, composition of the invention, when being applied to dyeing as reactive black dye, degree of fixation is high, Ge Xiangse
Fastness ability is excellent, hence it is evident that better than the similar competing product in market;From table two, table three, the intensity under standard control is equal
For 100% when, composition of the invention, when being applied to dyeing as reactive black dye, cost performance is compared to higher, from data above
It can obtain, the present invention, which often produces 1 ton of dyestuff, can save 462.8 yuan of cost of material, and batch production will significantly improve economic benefit, hence it is evident that
Better than with the reactive black dye that component (IV) is colorant match component, thus with more excellent combination property.
The preferred embodiment of the present invention described in detail above, still, the present invention are not limited in above-mentioned embodiment
Detail, in the range of the technology design of the present invention, a variety of simple variants can be carried out to technical scheme, this
A little simple variants belong to protection scope of the present invention.
Claims (32)
1. a kind of Black reactive dye composition, it is characterised in that including one or more of compound groups in formula (I) compound into
Component A, in formula (II) compound one or more of compound groups into component B, in optional formula (III) compound it is a kind of or
Above compound group into component C and optionally auxiliary agent:
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;R1、R2It is each independently-CH=CH2Or-
C2H4OSO3M1, R3、R6It is each independently (C1~C4) alkyl or (C1~C4) alkoxy, R4、R5It is-CH wherein to have one
=CH2, another is-C2H4OSO3M2, R7For-CH=CH2Or-C2H4OSO3M3。
2. Black reactive dye composition 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. Black reactive dye composition according to claim 1, it is characterised in that the component B
One or more in formula (II-1)~(II-6) compound,
4. Black reactive dye composition according to claim 1, it is characterised in that the component C is selected from formula (III-1)
One or more in~(III-9) compounds,
5. the Black reactive dye composition according to any one of claim 1-4, it is characterised in that the auxiliary agent is selected from
At least one of dispersant, filler and other performance improvement auxiliary agents.
6. Black reactive dye composition according to claim 5, it is characterised in that the dispersant is selected from dispersant
At least one of MF, dispersant NNO.
7. Black reactive dye composition according to claim 5, it is characterised in that the filler is glauber salt.
8. Black reactive dye composition according to claim 5, it is characterised in that other performance improvement auxiliary agents choosing
From at least one of dust-proofing agent, solubility improver.
9. the Black reactive dye composition according to any one of claim 1-4, it is characterised in that lived in the black
Property dye composite in, component A content is 10~90 parts by weight, and component B content is 1~50 parts by weight, component C content
For 0~50 parts by weight, the content of auxiliary agent is 0~80 parts by weight.
10. Black reactive dye composition according to claim 9, it is characterised in that component A content is 20~90 weights
Measure part.
11. Black reactive dye composition according to claim 10, it is characterised in that component A content is 30~90
Parts by weight.
12. Black reactive dye composition according to claim 11, it is characterised in that component A content is 40~90
Parts by weight.
13. Black reactive dye composition according to claim 9, it is characterised in that component B content is 2~48 weights
Measure part.
14. Black reactive dye composition according to claim 13, it is characterised in that component B content is 3~46 weights
Measure part.
15. Black reactive dye composition according to claim 14, it is characterised in that component B content is 4~44 weights
Measure part.
16. Black reactive dye composition according to claim 9, it is characterised in that component C content is 2~48 weights
Measure part.
17. Black reactive dye composition according to claim 16, it is characterised in that component C content is 3~46 weights
Measure part.
18. Black reactive dye composition according to claim 17, it is characterised in that component C content is 4~44 weights
Measure part.
19. Black reactive dye composition according to claim 9, it is characterised in that the content of auxiliary agent is 0~75 weight
Part.
20. Black reactive dye composition according to claim 19, it is characterised in that the content of auxiliary agent is 0~70 weight
Measure part.
21. Black reactive dye composition according to claim 20, it is characterised in that the content of auxiliary agent is 0~65 weight
Measure part.
22. the preparation method of the Black reactive dye composition according to any one of claim 1-21, including by component
A, component B, optional component C and optional auxiliary agent are mixed to prepare in proportion.
23. preparation method according to claim 22, it is characterised in that described preparation method is included in proportion by component
A dry powder or slurry, component B dry powder or slurry, optional component C dry powder or slurry and optional auxiliary agent mixing, pass through
Optional drying process is made.
24. preparation method according to claim 23, it is characterised in that the preparation method is included in proportion by component A
Dry powder, component B dry powder, optional component C dry powder and optional auxiliary agent be mixed to prepare.
25. preparation method according to claim 22, it is characterised in that the preparation method is included in proportion by component A
Slurry, component B slurry, optional component C slurry and the mixing of optional auxiliary agent, be made by optional drying process.
26. according to any one of claim 1-21 composition as reactive black dye purposes.
27. purposes according to claim 26, it is characterised in that the reactive black dye is used for fiber or its yarn fabric
Printing and dyeing.
28. purposes according to claim 27, it is characterised in that the reactive black dye is used for Fypro, fiber
The printing and dyeing of cellulose fiber or their yarn fabric.
29. purposes according to claim 27, it is characterised in that the reactive black dye be used for protein fibre or they
Yarn fabric printing and dyeing.
30. purposes according to claim 28, it is characterised in that the cellulose fibre include cotton fiber, flaxen fiber and
Regenerated fiber.
31. purposes according to claim 29, it is characterised in that the protein fibre includes wool fiber.
32. purposes according to claim 30, it is characterised in that the printing and dyeing include dyeing and/or stamp, the cotton is fine
Dimension includes synthetic cotton, and the reactive black dye is used for synthetic cotton stamp.
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CN106566281A (en) * | 2016-09-14 | 2017-04-19 | 浙江科永化工有限公司 | Reactive navy blue-to-black dye composition and dye product |
CN106948191B (en) * | 2017-03-30 | 2019-04-30 | 绍兴市天基印刷材料厂 | The black printed slurry of SM |
CN112574592B (en) * | 2020-12-26 | 2022-07-19 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
CN112679987B (en) * | 2020-12-26 | 2022-11-04 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
CN112679984B (en) * | 2020-12-26 | 2022-06-21 | 浙江科永化工有限公司 | Reactive dye compound and preparation method and application thereof |
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