CN105602286B - 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 PDF

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Publication number
CN105602286B
CN105602286B CN201610153288.5A CN201610153288A CN105602286B CN 105602286 B CN105602286 B CN 105602286B CN 201610153288 A CN201610153288 A CN 201610153288A CN 105602286 B CN105602286 B CN 105602286B
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black
component
dye composition
reactive dye
parts
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CN105602286A (en
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杨国旗
柳长江
陆军
陶莉莉
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Zhejiang Ruihua Chemical Coltd
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Zhejiang Ruihua Chemical Coltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/004Mixtures of two or more reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/38General 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
    • D06P1/382General 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 directly attached to heterocyclic group
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/38General 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
    • D06P1/384General 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/10Material containing basic nitrogen containing amide groups using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • D06P3/148Wool using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/248Polyamides; Polyurethanes using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • D06P3/663Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • D06P3/666Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

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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 Black reactive dye composition and its production and use, the Black reactive dye composition contain the component A shown in formula (I), the component B shown in formula (II), the component C shown in formula (III), the component D shown in formula (IV) 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, have more excellent combination property.

Description

A kind of Black reactive dye composition and its production and use
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
With the development of fiber species and staining technique, Dyestuff Market is required also increasingly the dyeability of reactive dye Height, this also promotes reactive dye to develop in terms of application performance is improved.Black and active dye exploitation is always dye industry Focus because the yield of black and active dye account for whole reactive dye yield more than half.Black and active dye is as city The field larger color kind of occupancy volume, good fastness to rubbing, washing fastness and fastness to perspiration are not only required, and required With higher degree of fixation.However, after existing black and active dye kind is printed and dyed to fiber, various performance indications are difficult to reach The requirement of people.Therefore, developing a kind of performance can more preferably meet that the black and active dye kind of above-mentioned characteristic requirements is drawn simultaneously The concern and attention of people are played.
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 problem of people require, there is provided a kind of degree of fixation is high, and the excellent black of every color fastness such as rub resistance, water-fastness and sweat proof are damp is lived Property dye composite, and the preparation method and purposes of said composition.
The first aspect of the present invention, there is provided a kind of Black reactive dye composition, wherein, the black and active dye combination Thing contains the component A shown in formula (I), the component B shown in formula (II), the component C shown in formula (III), the component D shown in formula (IV) And optional auxiliary agent;
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;R1For-CH=CH2Or-C2H4OSO3M1;R2、R3 It is each independently-CH=CH2Or-C2H4OSO3M2;R4For-CH=CH2Or-C2H4OSO3M3;X1、X2Be each independently chlorine or Fluorine.
Preferably, in described Black reactive dye composition component A be selected from formula (I-1)~(I-8) compound in one Kind is a variety of;
Preferably, the component B is selected from the one or more in formula (II -1)~(II -6) compound;
Preferably, component C is selected from formula (III -1)~(III -12) compound in described Black reactive dye composition It is one or more;
Preferably, component D is selected from formula (IV -1)~(IV -7) compound in described Black reactive dye composition It is one or more;
In the present invention, there is no particular limitation for the selection to the auxiliary agent, can be conven-tional adjuvants, including dispersant, Filler and other performance improvement auxiliary agents.The dispersant is preferably selected from Dispersant MF, one kind in dispersant NNO or more Kind, the filler is glauber salt, other described performance improvement auxiliary agents in dust-proofing agent, solubility improver at least one Kind.
In the Black reactive dye composition, component A content is preferably 30-83 parts by weight, more preferably 31-82 Parts by weight, more preferably 32-81 parts by weight, more preferably 33-80 parts by weight;Component B content is 1-30 parts by weight, excellent Elect 1-28 parts by weight, more preferably 1-26 parts by weight, more preferably 1-24 parts by weight as;Component C content is preferably 1- 68 parts by weight, more preferably 1-67 parts by weight, more preferably 1-66 parts by weight, more preferably 1-65 parts by weight;Component D's Content is preferably 1-20 parts by weight, more preferably 1-18 parts by weight, more preferably 1-16 parts by weight, more preferably 1-14 weights Measure part;The content of auxiliary agent is preferably 0-50 parts by weight, more preferably 0-45 parts by weight, more preferably 0-40 parts by weight, further Preferably 0-35 parts by weight.
The second aspect of the present invention, there is provided the preparation method of above-mentioned Black reactive dye composition, including:Take said components A, component B, component C, component D dry powder and optional auxiliary agent, are mixed in proportion, obtain solid black and active dye group Compound;Or said components A, component B, component C, component D slurry and optional auxiliary agent are taken, mixing system is carried out in proportion Material, liquid black reactive dye compound is obtained, or the black dye composition is carried out using optional drying process Dry, obtain solid Black reactive dye composition.
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, the slurry is mixed 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 limits also without special, it is preferred to use spray tower, drying room or flash distillation dryer are dried to obtain granular or powdery black Color reactive dye compound.
The third aspect of the present invention, there is provided purposes of the above-mentioned Black reactive dye composition as black and active dye.
Preferably, the black and active dye is used for dyeing or the stamp of fiber or yarn fabric;It is highly preferred that the black Reactive dye be used for cotton fiber, wool fiber, regenerated fiber, Fypro, cellulose fibre, protein fibre or they The dyeing of yarn fabric or stamp.
The Black reactive dye composition of the present invention, has advantages below:Degree of fixation is high, and dye stability is good, rub resistance, Every color fastness such as water-fastness and perspiration resistance are excellent.The Black reactive dye composition of the present invention is suitable for cellulose fibre material The dyeing of material or stamp, such as the printing and dyeing of cotton, fiber crops, viscose rayon and its yarn fabric, Fypro, protein are also applied in addition The dyeing of fiber and its yarn fabric or stamp.
Embodiment
In Black reactive dye composition 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 synthesizes, and is such as prepared according to the diazotising of routine, couling process, can also use commercially available production Product.
Embodiment 1
By the component A of 60 parts by weight formulas (I-1), the component B of 15 parts by weight formulas (II -1), 20 parts by weight formulas (III -6) group Divide C and the component D cone blenders of 5 parts by weight formulas (IV -1) to carry out dry powder blend, produce composition J1, the composition is made , can be by cotton dyeing into black for black and active dye.
Embodiment 2
By the component A containing 52 parts by weight formulas (I-1) that gives money as a gift, the slurry for the component B containing 20 parts by weight formulas (II -1) that gives money as a gift, folding The dry component C containing 20 parts by weight formulas (III -6) slurry and the slurry agitation for the component D containing 8 parts by weight formulas (IV -5) that gives money as a gift are uniform Afterwards, dried in drying room, produce composition J2, can be by cotton dyeing into black using the composition as black and active dye Color.
Embodiment 3
By the component A of 45 parts by weight formulas (I-1), the component B of 5 parts by weight formulas (II -1), 17 parts by weight formulas (III -6) group Divide C, the component D of 3 parts by weight formulas (IV -1) and 30 parts by weight glauber salt to carry out dry powder blend by cone blender, produce group Compound J3, can be by cotton dyeing into black using the composition as black and active dye.
Comparative example 1
The component A of 80 parts by weight formulas (I-1), 20 parts by weight formulas (II -9) component B are done by cone blender Powder mixes, and produces composition D1, can be by cotton dyeing into black using the composition as black and active dye.
Comparative example 2
The component C of 65 parts by weight formulas (III -6) and the glauber salt of 35 parts by weight are carried out into dry powder by cone blender to mix Close, produce composition D2, can be by cotton dyeing into black using the composition as black and active dye.
Dye test
The black activity dye obtained to the Black reactive dye composition J1-J3 and comparative example that are obtained by embodiment 1-3 Each 2g of feed composition D1-D2 respectively with 45g sodium chloride made of in each 1000g of dye liquor, be separately added into 100g baftas, with 1 DEG C/ Divide after being warming up to 60 DEG C, then add 100g concentration into each dye liquor and be 20g/L sodium carbonate liquor, and dye 1 at this temperature Hour, 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 test its degree of fixation, resistance to Friction, water-fastness and colour fastness to perspiration, test result are as shown in table 1:
Table 1
The coloration result of Black reactive dye composition according to obtained by above-described embodiment and comparative example can be seen that this When the Black reactive dye composition that invention provides is applied to dyeing as black and active dye, degree of fixation is high, every color fastness Excellent performance, thus there is more excellent combination property.

Claims (34)

1. a kind of Black reactive dye composition, it is characterised in that the Black reactive dye composition contains shown in formula (I) The component C shown in component B, formula (III), the component D shown in formula (IV) and optional auxiliary agent shown in component A, formula (II);
Wherein, M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;R1For-CH=CH2Or-C2H4OSO3M1;R2、R3Each It independently is-CH=CH2Or-C2H4OSO3M2;R4For-CH=CH2Or-C2H4OSO3M3;X1、X2It is each independently chlorine or fluorine.
2. Black reactive dye composition according to claim 1, it is characterised in that the component A be selected from formula (I-1)~ (I-8) one or more in compound;
3. Black reactive dye composition according to claim 1, it is characterised in that the component B is selected from formula (II -1) One or more in the compound of~(II -6);
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 the compound of~(III -12);
5. Black reactive dye composition according to claim 1, it is characterised in that the component D is selected from formula (IV -1) One or more in the compound of~(IV -7);
6. according to the Black reactive dye composition described in claim any one of 1-5, it is characterised in that the auxiliary agent, which is selected from, to be divided Powder, filler and other performance improvement auxiliary agents.
7. Black reactive dye composition according to claim 6, it is characterised in that the dispersant is selected from dispersant One or more in MF, dispersant NNO, the filler are glauber salt, other described performance improvement auxiliary agents be selected from dust-proofing agent, At least one of solubility improver.
8. Black reactive dye composition according to claim 7, it is characterised in that combined in the black and active dye In thing, component A content is 30-83 parts by weight.
9. Black reactive dye composition according to claim 8, it is characterised in that combined in the black and active dye In thing, component A content is 31-82 parts by weight.
10. Black reactive dye composition according to claim 9, it is characterised in that in the black and active dye group In compound, component A content is 32-81 parts by weight.
11. Black reactive dye composition according to claim 10, it is characterised in that in the black and active dye group In compound, component A content is 33-80 parts by weight.
12. Black reactive dye composition according to claim 7, it is characterised in that in the black and active dye group In compound, component B content is 1-30 parts by weight.
13. Black reactive dye composition according to claim 12, it is characterised in that in the black and active dye group In compound, component B content is 1-28 parts by weight.
14. Black reactive dye composition according to claim 13, it is characterised in that in the black and active dye group In compound, component B content is 1-26 parts by weight.
15. Black reactive dye composition according to claim 14, it is characterised in that in the black and active dye group In compound, component B content is 1-24 parts by weight.
16. Black reactive dye composition according to claim 7, it is characterised in that in the black and active dye group In compound, component C content is 1-68 parts by weight.
17. Black reactive dye composition according to claim 16, it is characterised in that in the black and active dye group In compound, component C content is 1-67 parts by weight.
18. Black reactive dye composition according to claim 17, it is characterised in that in the black and active dye group In compound, component C content is 1-66 parts by weight.
19. Black reactive dye composition according to claim 18, it is characterised in that in the black and active dye group In compound, component C content is 1-65 parts by weight.
20. the Black reactive dye composition according to right wants 7, it is characterised in that combined in the black and active dye In thing, component D content is 1-20 parts by weight.
21. Black reactive dye composition according to claim 20, it is characterised in that in the black and active dye group In compound, component D content is 1-18 parts by weight.
22. Black reactive dye composition according to claim 21, it is characterised in that in the black and active dye group In compound, component D content is 1-16 parts by weight.
23. Black reactive dye composition according to claim 22, it is characterised in that in the black and active dye group In compound, component D content is 1-14 parts by weight.
24. Black reactive dye composition according to claim 7, it is characterised in that in the black and active dye group In compound, the content of auxiliary agent is 0-50 parts by weight.
25. Black reactive dye composition according to claim 24, it is characterised in that in the black and active dye group In compound, the content of auxiliary agent is 0-45 parts by weight.
26. Black reactive dye composition according to claim 25, it is characterised in that in the black and active dye In composition, the content of auxiliary agent is 0-40 parts by weight.
27. Black reactive dye composition according to claim 26, it is characterised in that in the black and active dye group In compound, the content of auxiliary agent is 0-35 parts by weight.
28. a kind of preparation method of the Black reactive dye composition described in any one of claim 1-27, including:Take above-mentioned group Divide A, component B, component C, component D dry powder and optional auxiliary agent, mixed in proportion, obtain solid black and active dye Composition;
Or said components A, component B, component C, component D slurry and optional auxiliary agent are taken, mixing system material is carried out in proportion, Liquid black reactive dye compound is obtained, or the black dye composition is done using optional drying process It is dry, obtain solid Black reactive dye composition.
29. purposes of the Black reactive dye composition described in claim any one of 1-27 as black and active dye.
30. purposes according to claim 29, it is characterised in that the black and active dye is used for fiber or its yarn fabric Dyeing or stamp.
31. purposes according to claim 30, it is characterised in that described black and active dye be used for Fypro, The dyeing of cellulose fibre or their yarn fabric or stamp.
32. purposes according to claim 31, it is characterised in that the cellulose fibre includes cotton fiber and regeneration is fine Dimension.
33. purposes according to claim 30, it is characterised in that the black and active dye be used for protein fibre or it Yarn fabric dyeing or stamp.
34. purposes according to claim 33, it is characterised in that the protein fibre includes wool fiber.
CN201610153288.5A 2016-03-17 2016-03-17 A kind of Black reactive dye composition and its production and use Active CN105602286B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3501452A (en) * 1966-08-29 1970-03-17 Acna Reactive monochlorotriazine azo dyestuffs containing a sodium salt of an aniline-n-omega-methane sulfonic acid group
CN101029184A (en) * 2006-02-28 2007-09-05 浙江龙盛集团股份有限公司 Disazo reactive dye, preparation method and composition thereof
CN101044211A (en) * 2004-10-19 2007-09-26 亨斯迈先进材料(瑞士)有限公司 Reactive dyers, their preparation and their use
CN102257074A (en) * 2009-01-21 2011-11-23 亨斯迈先进材料(瑞士)有限公司 Reactive dyes, their preparation and their use
CN102757667A (en) * 2011-04-26 2012-10-31 上海雅运纺织化工股份有限公司 Red reactive dye composition and dyeing application thereof on fiber

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3501452A (en) * 1966-08-29 1970-03-17 Acna Reactive monochlorotriazine azo dyestuffs containing a sodium salt of an aniline-n-omega-methane sulfonic acid group
CN101044211A (en) * 2004-10-19 2007-09-26 亨斯迈先进材料(瑞士)有限公司 Reactive dyers, their preparation and their use
CN101029184A (en) * 2006-02-28 2007-09-05 浙江龙盛集团股份有限公司 Disazo reactive dye, preparation method and composition thereof
CN102257074A (en) * 2009-01-21 2011-11-23 亨斯迈先进材料(瑞士)有限公司 Reactive dyes, their preparation and their use
CN102757667A (en) * 2011-04-26 2012-10-31 上海雅运纺织化工股份有限公司 Red reactive dye composition and dyeing application thereof on fiber

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