CN105602286A - Black active dye composition and preparation method and application thereof - Google Patents

Black active dye composition and preparation method and application thereof Download PDF

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Publication number
CN105602286A
CN105602286A CN201610153288.5A CN201610153288A CN105602286A CN 105602286 A CN105602286 A CN 105602286A CN 201610153288 A CN201610153288 A CN 201610153288A CN 105602286 A CN105602286 A CN 105602286A
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China
Prior art keywords
black
weight portion
component
active dye
dye composition
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CN201610153288.5A
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Chinese (zh)
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CN105602286B (en
Inventor
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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Publication of CN105602286A publication Critical patent/CN105602286A/en
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Classifications

    • 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

Abstract

The invention provides a black active dye composition and a preparation method and application thereof. The black active dye composition comprises a component A as shown in a formula (I), a component B as shown in a formula (II), a component C as shown in a formula (III), a component D as shown in a formula (IV) and an optional assistant. The black active dye composition is suitable for dyeing of various fiber materials, is high in fixation degree and excellent in color fastness performance, and has excellent overall performance.

Description

A kind of black and active dye composition and method of making the same and purposes
Technical field
The present invention relates to reactive dye field, particularly, relate to a kind of black and active dye composition andPreparation method and purposes.
Background technology
Along with the development of fiber species and staining technique, the dyeability requirement of Dyestuff Market to reactive dyeAlso more and more higher, this is also impelling reactive dye to improving the development of application performance aspect. Black and active dyeExploitation is the focus of dye industry always, and this is because the output of black and active dye accounts for whole reactive dyeOutput is over half. Black and active dye, as the larger look kind of market share amount, not only requires to have goodFastness to rubbing, washing fastness and fastness to perspiration, and require to there is higher degree of fixation. SoAnd after existing black and active dye kind is printed and dyed to fiber, various performance indications are difficult to reach people'sRequirement. Therefore, develop a kind of performance and better can meet simultaneously the black and active dye of above-mentioned characteristic requirementsKind has caused people's concern and attention.
Summary of the invention
The present invention exists various performance indications after fiber printing and dyeing in order to overcome existing black and active dyeBe difficult to reach the problem that people require, provide a kind of degree of fixation high, rub resistance, water-fastness and sweat proof are damp etc.The black and active dye composition of every color fastness excellence, and the preparation method of said composition and purposes.
A first aspect of the present invention, provides a kind of black and active dye composition, and wherein, described black is livedProperty dye composite contains the B component shown in the component A shown in formula (I), formula (II), formula (III)Component D shown in shown component C, formula (IV) and optional auxiliary agent;
Wherein, M1、M2、M3Be hydrogen, potassium, sodium, lithium or ammonium independently of one another; R1For-CH=CH2Or-C2H4OSO3M1;R2、R3Be independently of one another-CH=CH2Or-C2H4OSO3M2;R4For-CH=CH2Or-C2H4OSO3M3;X1、X2Be chlorine or fluorine independently of one another.
Preferably, in described black and active dye composition, component A is selected from formula (I-1)~(I-8) chemical combinationOne or more in thing;
Preferably, described B component is selected from one or more in formula (II-1)~(II-6) compound;
Preferably, in described black and active dye composition, component C is selected from formula (III-1)~(III-12)One or more in compound;
Preferably, in described black and active dye composition, component D is selected from formula (IV-1)~(IV-7)One or more in compound;
In the present invention, to the selection of described auxiliary agent, there is no particular limitation, can be conventional auxiliary agent, bagDraw together dispersant, filler and other performance improvement auxiliary agents. Described dispersant be preferably selected from Dispersant MF,One or more in dispersant NNO, described filler is glauber salt, described other performance improvements helpAgent is selected from least one in dust-proofing agent, solubility improver.
In described black and active dye composition, the content of component A is preferably 30-83 weight portion, moreBe preferably 31-82 weight portion, more preferably 32-81 weight portion, more preferably 33-80 weight portion;The content of B component is 1-30 weight portion, is preferably 1-28 weight portion, more preferably 1-26 weight portion,More preferably 1-24 weight portion; The content of component C is preferably 1-68 weight portion, more preferably 1-67Weight portion, more preferably 1-66 weight portion, more preferably 1-65 weight portion; The content of component DBe preferably 1-20 weight portion, more preferably 1-18 weight portion, more preferably 1-16 weight portion, furtherBe preferably 1-14 weight portion; The content of auxiliary agent is preferably 0-50 weight portion, more preferably 0-45 weight portion,More preferably 0-40 weight portion, more preferably 0-35 weight portion.
A second aspect of the present invention, provides the preparation method of above-mentioned black and active dye composition, comprising:Get the dry powder of said components A, B component, component C, component D and optional auxiliary agent, enter in proportionRow mixes, and obtains solid black reactive dye compound; Or get said components A, B component, componentThe slurry of C, component D and optional auxiliary agent, mix system material in proportion, obtains liquid black and liveProperty dye composite, or adopt optional dry run to be dried described black dye composition,Obtain solid black reactive dye compound.
In the present invention, there is no particular limitation for the equipment that described dry powder is mixed, and preferably, adoptsMix with the blender of taper, drum-type or pears cutter formula, mix that rear test analysis is qualified to be wrapped againDress. In addition, to the mixed method of described slurry, there is no particular limitation, preferably, in container, carries outBe uniformly mixed. In addition, to carrying out described dry equipment, there is no particular limitation equally in the present invention, preferablyAdopt spray tower, drying room or flash distillation dryer to be dried and obtain granular or powdery black and active dye combinationThing.
A third aspect of the present invention, provides above-mentioned black and active dye composition as black and active dyePurposes.
Preferably, described black and active dye is for dyeing or the stamp of fiber or yarn fabric; More preferably,Described black and active dye is for cotton fiber, wool fiber, regenerated fiber, Fypro, celluloseDyeing or the stamp of fiber, protein fibre or their yarn fabric.
Black and active dye composition of the present invention, has the following advantages: degree of fixation is high, dye stabilityGood, every color fastness excellences such as rub resistance, water-fastness and perspiration resistance. Black and active dye group of the present inventionCompound is suitable for dyeing or the stamp of cellulosic fibre material, as cotton, fiber crops, viscose rayon and weaving thereofThe printing and dyeing of thing, are also applicable to dyeing or the stamp of Fypro, protein fibre and yarn fabric thereof in addition.
Detailed description of the invention
In black and active dye composition of the present invention, the component A, B component and the component that useC can be synthetic by mode well known to those skilled in the art easily, as the diazotising according to conventional, couplingMethod preparation, also can adopt commercially available prod.
Embodiment 1
By the component A of 60 weight portion formulas (I-1), the B component of 15 weight portion formulas (II-1), 20 weightsThe component C of amount part formula (III-6) and the component D cone blender of 5 weight portion formulas (IV-1) are donePowder mixes, and obtains composition J1, using described composition as black and active dye, and can be by cotton dyeingBecome black.
Embodiment 2
To give money as a gift containing the component A of 52 weight portion formulas (I-1), give money as a gift containing 20 weight portion formulas (II-1)The slurry of B component, give money as a gift containing the slurry of the component C of 20 weight portion formulas (III-6) and give money as a gift containing 8 weightsAfter the slurry of the component D of amount part formula (IV-5) stirs, in drying room, dry, obtain composition J2,Using described composition as black and active dye, cotton dyeing can be become to black.
Embodiment 3
By the component A of 45 weight portion formulas (I-1), the B component of 5 weight portion formulas (II-1), 17 weightsComponent C, the 3 component D of weight portion formula (IV-1) and the unit of 30 weight portions of amount part formula (III-6) are brightPowder carries out dry powder blend by cone blender, obtains composition J3, lives described composition as blackProperty dyestuff, can become black by cotton dyeing.
Comparative example 1
The B component of the component A of 80 weight portion formulas (I-1), 20 weight portion formulas (II-9) is passed through to coneShape blender carries out dry powder blend, obtains composition D1, using described composition as black and active dye,Cotton dyeing can be become to black.
Comparative example 2
The 65 component C of weight portion formula (III-6) and the glauber salt of 35 weight portions are passed through to cone blenderCarry out dry powder blend, obtain composition D2, using described composition as black and active dye, can be by cottonFabric printing becomes black.
Dye test
What obtain to the black and active dye composition J1-J3 being obtained by embodiment 1-3 and comparative example is blackIn the each 1000g of dye liquor that the each 2g of look reactive dye compound D1-D2 makes with 45g sodium chloride respectively,Add respectively 100g bafta, be warmed up to after 60 DEG C with 1 DEG C/point, denseer to adding 100g in each dye liquorDegree is the sodium carbonate liquor of 20g/L, and at this temperature, dyes 1 hour, then dyeing and weaving thing is rushedWash rinsing dry again after soaping 15 minutes with nonionic detergent. Respectively according to GB/T2391-2014,The method of GB/T3920-2008, GB/T3921-2008 and GB/T3922-2013 test its degree of fixation,Rub resistance, water-fastness and colour fastness to perspiration, test result is as shown in table 1:
Table 1
Can according to the coloration result of above-described embodiment and the prepared black and active dye composition of comparative exampleTo find out, black and active dye composition provided by the invention is applied to dyeing as black and active dyeTime, degree of fixation is high, every fastness properties excellence, thereby there is comparatively excellent combination property.

Claims (10)

1. a black and active dye composition, is characterized in that, described black and active dye compositionContain the component shown in the B component shown in the component A shown in formula (I), formula (II), formula (III)Component D shown in C, formula (IV) and optional auxiliary agent;
Wherein, M1、M2、M3Be hydrogen, potassium, sodium, lithium or ammonium independently of one another; R1For-CH=CH2Or-C2H4OSO3M1;R2、R3Be independently of one another-CH=CH2Or-C2H4OSO3M2;R4For-CH=CH2Or-C2H4OSO3M3;X1、X2Be chlorine or fluorine independently of one another.
2. black and active dye composition according to claim 1, is characterized in that, described componentA is selected from one or more in the compound of formula (I-1)~(I-8);
3. black and active dye composition according to claim 1 and 2, is characterized in that, instituteState B component and be selected from one or more in the compound of formula (II-1)~(II-6);
4. according to the black and active dye composition described in claim 1-3 any one, it is characterized in that,Described component C is selected from one or more in the compound of formula (III-1)~(III-12);
5. according to the black and active dye composition described in claim 1-4 any one, its feature existsBe selected from one or more in the compound of formula (IV-1)~(IV-7) in, described component D;
6. according to the black and active dye composition described in claim 1-5 any one, it is characterized in that,Described auxiliary agent is selected from dispersant, filler and other performance improvement auxiliary agents;
Preferably, described dispersant is selected from one or more in Dispersant MF, dispersant NNO, instituteStating filler is glauber salt, and described other performance improvement auxiliary agents are selected from dust-proofing agent, solubility improverAt least one.
7. according to the black and active dye composition described in claim 1-6 any one, it is characterized in that,In described black and active dye composition, the content of component A is 30-83 weight portion, is preferably 31-82Weight portion, more preferably 32-81 weight portion, more preferably 33-80 weight portion; Containing of B componentAmount, for 1-30 weight portion, is preferably 1-28 weight portion, and more preferably 1-26 weight portion is further preferredFor 1-24 weight portion; The content of component C is 1-68 weight portion, is preferably 1-67 weight portion, more preferablyFor 1-66 weight portion, more preferably 1-65 weight portion; The content of component D is 1-20 weight portion,Be preferably 1-18 weight portion, more preferably 1-16 weight portion, more preferably 1-14 weight portion; HelpThe content of agent is 0-50 weight portion, is preferably 0-45 weight portion, and more preferably 0-40 weight portion, enters oneStep is preferably 0-35 weight portion.
8. a preparation method for the black and active dye composition described in claim 1-7 any one,Comprise: get the dry powder of said components A, B component, component C, component D and optional auxiliary agent, pressRatio is mixed, and obtains solid black reactive dye compound;
Or get the slurry of said components A, B component, component C, component D and optional auxiliary agent,Mix in proportion system material, obtain liquid black and active dye composition, or by described black dyesComposition adopts optional dry run to be dried, and obtains solid black reactive dye compound.
9. the black and active dye composition described in claim 1~8 any one is as black and active dyePurposes.
10. purposes according to claim 9, is characterized in that, described black and active dye is usedIn dyeing or the stamp of fiber or its yarn fabric; Preferably, described black and active dye for cotton fiber,Wool fiber, regenerated fiber, Fypro, cellulose fibre, protein fibre or their weavingThe dyeing of thing or stamp.
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 (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106634044A (en) * 2016-12-30 2017-05-10 江苏安诺其化工有限公司 Gray dye, dye composition and application of gray dye
CN106752082A (en) * 2016-12-30 2017-05-31 江苏安诺其化工有限公司 A kind of preparation method of gray dyes

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 Bi-azo active dye, its production and composition
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 Bi-azo active dye, its production and composition
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

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106634044A (en) * 2016-12-30 2017-05-10 江苏安诺其化工有限公司 Gray dye, dye composition and application of gray dye
CN106752082A (en) * 2016-12-30 2017-05-31 江苏安诺其化工有限公司 A kind of preparation method of gray dyes
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

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