CN106833017A - A kind of blue active dye composition and its production and use - Google Patents

A kind of blue active dye composition and its production and use Download PDF

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Publication number
CN106833017A
CN106833017A CN201611064510.0A CN201611064510A CN106833017A CN 106833017 A CN106833017 A CN 106833017A CN 201611064510 A CN201611064510 A CN 201611064510A CN 106833017 A CN106833017 A CN 106833017A
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component
compound
chosen
weight portions
dye composition
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CN106833017B (en
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杨国旗
柳长江
陶莉莉
王伟
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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
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • C09B67/0052Mixtures of two or more reactive monoazo dyes
    • C09B67/0054Mixtures of two or more reactive monoazo dyes all the reactive groups not being directly attached to a heterocyclic system
    • 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
    • D06P3/24Polyamides; Polyurethanes
    • 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 blue active dye composition and its production and use, the composition include formula (I) compound in one or more compound groups into component A, formula (II) compound in one or more compound groups into component B, formula (III) compound in one or more compound groups into component C and optional auxiliary agent.The blue active dye composition be applied to cotton, fiber crops, regenerated fiber or their yarn fabric printing and dyeing, or Fypro, protein fibre or their yarn fabric printing and dyeing.The blue active dye composition has degree of fixation high, the characteristics of every good color fastness.

Description

A kind of blue active dye composition and its production and use
Technical field
The present invention relates to a kind of blue active dye composition and its production and use.
Background technology
With continually developing for cellulose fibre kind and continuing to develop for staining technique, reactive dye are being used to fiber Cellulose fiber colour when, the application performance to reactive dye proposes higher and higher requirement, this all promote reactive blue dye to Improve application performance aspect development.Reactive blue dye is used as the larger color kind of market share amount, it is desirable to cost performance higher And excellent performance.Therefore the patent of many research reactive blue compositions is occurred in that in industry, as disclosed in CN 104448927A Anthraquinone type composite reactive blue dye shown in formula (1), (2), formula (3), (4), (5), (6) are shown disclosed in CN 103952014A Azo-type composite reactive blue dye, but at present many blue active dye compositions of exploitation be difficult to have concurrently degree of fixation it is high, The combination property such as fastness properties are excellent, its resultant effect is difficult to reach the desired value of people, therefore, research and development are a kind of comprehensive Performance more preferably, the reactive blue dye that can simultaneously meet above-mentioned characteristic requirements it is significant.But it will be understood by those skilled in the art that Influence blue active dye degree of fixation, solubility, the factor of every color fastness are very more, are related to selection, the auxiliary agent of dye monomer Selection, complex process flow in multiple links, dyeing in multiple steps etc., the wherein selection of dye monomer needs How the problems such as considering coloured light, cost, compatibility, improve degree of fixation, solubility, every color fastness of dye composite Not usually can simply be foreseen, can rather than the dye monomer for simply selecting corresponding coloured light according to color theory With.
The content of the invention
The present invention provides a kind of blue active dye composition, and the composition has degree of fixation high, every color fastness Can be excellent the advantages of.In addition, present invention also offers the Preparation method and use of the composition.
The present invention provides a kind of blue active dye composition, it is characterised in that including it is a kind of in formula (I) compound or with Upper compound group into component A, formula (II) compound in one or more compound groups into component B, formula (III) compound in One or more compound groups into component C and optional auxiliary agent:
Wherein:M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;X1、X2、X3It is each independently halogen;
R1、R2、R3It is each independently C1~C4Alkoxy, amino ,-NHR7OH、-NHR7SO3M、
R4、R5It is each independently H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy, amino ,-SO2CH= CH2、-SO2C2H4OSO3M or R6-X4, R6It is C1~C4Alkylidene, X4It is H, halogen or amino, R7It is C1~C4Alkyl;
Each M is each independently M1、M2Or M3;Alternatively, the halogen is selected from chlorine, fluorine or bromine.
Alternatively, in above-mentioned blue active dye composition, the component A is selected from formula (I-1)~(I-20) compound In one or more:
Alternatively, component B described in above-mentioned blue active dye composition is selected from formula (II-1)~(II-26) compound In one or more:
Alternatively, in above-mentioned blue active dye composition, the component C is selected from formula (III-1)~(III-23) chemical combination One or more in thing:
In the present invention, the selection to the auxiliary agent is not particularly limited, and can be conven-tional adjuvants.
Alternatively, above-mentioned auxiliary agent is selected from least one in dispersant, filler, other performance improvement auxiliary agents.
Alternatively, above-mentioned dispersant is selected from least one in Dispersant MF, dispersant NNO.
Alternatively, above-mentioned filler is glauber salt.
Alternatively, above-mentioned other performance improvement auxiliary agents are selected from least one in dust-proofing agent, solubility improver.
Alternatively, in above-mentioned blue active dye composition, the content of the component A is 10~90 weight portions, is chosen as 12~85 weight portions, are chosen as 14~80 weight portions, are chosen as 16~75 weight portions.
Alternatively, in above-mentioned blue active dye composition, the content of the component B is 8~80 weight portions, is chosen as 10 ~75 weight portions, are chosen as 12~70 weight portions, are chosen as 14~65 weight portions.
Alternatively, in above-mentioned blue active dye composition, the content of the component C is 8~80 weight portions, is chosen as 10 ~75 weight portions, are chosen as 12~70 weight portions, are chosen as 14~65 weight portions.
Alternatively, in above-mentioned blue active dye composition, the content of the auxiliary agent is 0~80 weight portion, it is chosen as 0~ 75 weight portions, are chosen as 0~70 weight portion, are chosen as 0~65 weight portion.
The present invention a kind of preparation method of above-mentioned blue active dye composition is also provided, it is characterised in that including by than Be mixed to prepare for component A, component B, component C and optional auxiliary agent by example.
Alternatively, the preparation method is included in proportion by the dry powder or slurry of component A, the dry powder of component B or slurry, group Divide the dry powder or slurry of C and optional auxiliary agent mixing, be obtained by directly mixing or optional drying process.
In the present invention, there is no particular limitation for the equipment for being mixed to the dry powder, alternatively, using taper, rolling The blender of cartridge type or pears blade is mixed, and test analysis are qualified after being well mixed packs again.In addition, being mixed to the slurry There is no particular limitation for conjunction method, alternatively, mixing is stirred in a reservoir.What the present invention was used to the drying process Also without special restriction, optional being dried using spray tower, drying room or flash distillation dryer etc. obtains granular or powdery to equipment Product.
The present invention also provides purposes of the above-mentioned blue active dye active compound as reactive blue dye.
Alternatively, above-mentioned reactive blue dye is used for fiber or the printing and dyeing of its yarn fabric.
Alternatively, above-mentioned reactive blue dye is used for cellulose fibre, Fypro, protein fibre or their weaving The printing and dyeing of thing.
Alternatively, above-mentioned cellulose fibre includes cotton fiber, flaxen fiber, regenerated fiber.
Alternatively, above-mentioned printing and dyeing include dyeing and/or stamp.
Alternatively, above-mentioned reactive blue dye is used for the printing and dyeing of cotton fiber or regenerated fiber.
Blue active dye composition of the invention, with advantages below:Degree of fixation is high, and compatibility is good, and cost performance is high, each Item fastness properties are excellent, and also with the advantage that low cost, cost performance are high, batch production will significantly improve economic benefit.This hair Bright blue active dye composition is suitable for the printing and dyeing of cellulosic fibre material, such as cotton, fiber crops, regenerated fiber and its yarn fabric Printing and dyeing, the printing and dyeing of Fypro, protein fibre and its yarn fabric are also applied in addition.
Specific embodiment
With reference to specific embodiment, the present invention is described in detail.It should be appreciated that described herein specific Illustrate to being for illustration only property of implementation method, but protection scope of the present invention is not limited to this.
Compound employed in following embodiments can be synthesized by existing method, can also use commercially available prod.
Embodiment 1
By the component B of the component A of 39.5 weight portion formulas (I-3) and 20.5 weight portion formulas (II-18), 20 weight portion formulas (III-10) component C and the glauber salt of 20 weight portions carries out dry powder blend by blender, obtains final product blue active dye combination Thing 1, using the composition as reactive blue dye, by cotton dyeing au bleu.
Embodiment 2
By the component A of 40 weight portion formulas (I-16), the component B of 20 weight portion formulas (II-1), 20 weight portion formulas (III-1) Component C and the glauber salt of 20 weight portions dry powder blend is carried out by blender, blue active dye composition 2 is obtained final product, by institute Composition is stated as reactive blue dye, by cotton dyeing au bleu.
Embodiment 3
By the component A of 37.5 weight portion formulas (I-3), the component B of 22.5 weight portion formulas (II-1), 22.5 weight portion formulas (III-1) component C and the glauber salt of 17.5 weight portions carries out dry powder blend by blender, obtains final product blue active dye combination Thing 3, using the composition as reactive blue dye, by cotton dyeing au bleu.
Embodiment 4
By the component A of 49.5 weight portion formulas (I-5) and the component B and 26 weight portion formulas of 24.5 weight portion formulas (II-3) (III-1) component C carries out dry powder blend by blender, obtains final product blue active dye composition 4, using the composition as Reactive blue dye, by cotton dyeing au bleu.
Comparative example 1
By the glauber salt of the component A of 43.4 weight portion formulas (IV), the component B of 36.7 weight portion formulas (V) and 19.9 weight portions Dry powder blend is carried out by blender, blue active dye composition 5 is obtained final product, using the composition as reactive blue dye, will Cotton dyeing au bleu.
Dye test:
To the blue active dye group that the blue active dye composition 1-4, comparative example 1 that are obtained by embodiment 1-4 are obtained Each 2g of compound 5 respectively with each 1000g of dye liquor that 45g sodium chloride is made in, be separately added into 100g baftas, be warmed up to 1 DEG C/minute It is the sodium carbonate liquor of 20g/L to 100g concentration is added in each dye liquor after 60 DEG C, and dyes at this temperature 1 hour, then will Dyeing and weaving thing is rinsed, and is rinsed again after being soaped 15 minutes with nonionic detergent and dried.Respectively according to GB/T 2391-2014, GB/T 3920-2008, GB/T 3921-2008 and GB/T 3922-2013 carry out test its degree of fixation, rub resistance, it is water-fastness and Colour fastness to perspiration, the results are shown in Table 1:
Table 1
Cost performance compares:
The cost of the reactive blue dye of the embodiment of the present invention 3 and comparative example 1 is shown in Table 2, and data are one ton of dyestuff (standard of production Product control under intensity for needed for 100%) each component cost (unit).
Table 2
As shown in Table 1, blue active dye composition of the invention, when being applied to dyeing as reactive blue dye, three kinds The cooperative effect of component makes it have degree of fixation and more excellent every fastness properties higher.Additionally, as shown in Table 2, When intensity under standard control is 100%, blue active dye composition of the invention is applied to as reactive blue dye During dyeing, cost performance produces 1 ton of dyestuff compared to higher, often and can economize in raw materials 5006.8 yuan of cost, and batch production will be significantly improved Economic benefit, hence it is evident that better than the reactive blue dye shown in comparative example 1, thus with more excellent combination property.

Claims (10)

1. a kind of blue active dye composition, it is characterised in that including one or more compound groups in formula (I) compound into Component A, formula (II) compound in one or more compound groups into component B, formula (III) compound in one or more change The component C and optional auxiliary agent of compound composition:
Wherein:M1、M2、M3It is each independently hydrogen, potassium, sodium, lithium or ammonium;X1、X2、X3It is each independently halogen;
R1、R2、R3It is each independently C1~C4Alkoxy, amino ,-NHR7OH、-NHR7SO3M、R4、R5Each solely It is on the spot H ,-SO3M、-COOM、C1~C4Alkyl, C1~C4Alkoxy, amino ,-SO2CH=CH2、-SO2C2H4OSO3M or R6- X4, R6It is C1~C4Alkylidene, X4It is H, halogen or amino, R7It is C1~C4Alkyl;
Each M is each independently M1、M2Or M3;Alternatively, the halogen is selected from chlorine, fluorine or bromine.
2. blue active dye composition according to claim 1, it is characterised in that the component A be selected from formula (I-1)~ (I-20) one or more in compound:
3. blue active dye composition according to claim 1 and 2, it is characterised in that the component B is selected from formula (II- 1)~(II-26) one or more in compound:
4. the blue active dye composition according to any one of claims 1 to 3, it is characterised in that the component C choosings One or more from formula (III-1)~(III-23) compound:
5. the blue active dye composition according to any one of Claims 1 to 4, it is characterised in that the auxiliary agent choosing At least one in self-dispersing agent, filler, other performance improvement auxiliary agents;Alternatively, the dispersant is selected from Dispersant MF, divides At least one in powder NNO;Alternatively, the filler is glauber salt;Alternatively, described other performance improvement auxiliary agents are selected from At least one in dust-proofing agent, solubility improver.
6. the blue active dye composition according to any one of Claims 1 to 5, it is characterised in that in the blueness In reactive dye compound, the content of component A is 10~90 weight portions, is chosen as 12~85 weight portions, is chosen as 14~80 weights Amount part, is chosen as 16~75 weight portions;The content of component B is 8~80 weight portions, is chosen as 10~75 weight portions, is chosen as 12 ~70 weight portions, are chosen as 14~65 weight portions;The content of component C is 8~80 weight portions, is chosen as 10~75 weight portions, can Elect 12~70 weight portions as, be chosen as 14~65 weight portions;The content of auxiliary agent is 0~80 weight portion, is chosen as 0~75 weight Part, 0~70 weight portion is chosen as, it is chosen as 0~65 weight portion.
7. the preparation method of the blue active dye composition according to any one of claim 1~6, it is characterised in that Including component A, component B, component C and optional auxiliary agent are mixed to prepare in proportion;Alternatively, the preparation method include press than Example mixes the dry powder or slurry of component A, the dry powder of component B or slurry, the dry powder of component C or slurry and optional auxiliary agent, leads to Cross directly mixing or optional drying process is obtained.
8. the blue active dye composition according to any one of claim 1~6 as reactive blue dye purposes.
9. purposes according to claim 8, it is characterised in that the reactive blue dye is used for fiber or the print of its yarn fabric Dye.
10. purposes according to claim 8 or claim 9, it is characterised in that the reactive blue dye is used for cellulose fibre, poly- The printing and dyeing of nylon, protein fibre or their yarn fabric;Alternatively, the cellulose fibre includes that cotton fiber, fiber crops are fine Peacekeeping regenerated fiber;Optionally, the printing and dyeing include dyeing and/or stamp;Alternatively, the reactive blue dye is used for cotton fibre Dimension, the printing and dyeing of regenerated fiber.
CN201611064510.0A 2016-11-28 2016-11-28 A kind of blue active dye composition and its preparation method and application Active CN106833017B (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108467607A (en) * 2018-04-11 2018-08-31 江苏安诺其化工有限公司 A kind of dye composite, preparation method and application
CN108640883A (en) * 2018-04-11 2018-10-12 江苏安诺其化工有限公司 A kind of azo compound, preparation method and application
CN111349348A (en) * 2018-12-21 2020-06-30 湖北丽源科技股份有限公司 Reactive dark blue dye and synthetic method thereof
WO2020246342A1 (en) * 2019-06-06 2020-12-10 日本化薬株式会社 Ink composition and ink-jet recording method including using same
CN112662199A (en) * 2020-12-10 2021-04-16 上海雅运新材料有限公司 Black dye compound and preparation method and dyeing application thereof

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WO1999027019A2 (en) * 1997-11-12 1999-06-03 Basf Aktiengesellschaft Reactive dyes containing a halobenzene nucleus
CN1354771A (en) * 1999-01-20 2002-06-19 美国永光公司 Reactive dye composition
CN101643590A (en) * 2008-08-08 2010-02-10 上海雅运纺织化工有限公司 Blue active dye composition and application thereof
CN103266507A (en) * 2013-05-22 2013-08-28 东华大学 Reactive dye cosolvent staining method for cellulose fabric
CN104164097A (en) * 2014-07-29 2014-11-26 浙江瑞华化工有限公司 Active deep blue dye composition and high-solubility active deep blue dye, and preparation method and applications of high-solubility active deep blue dye

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CN1103877A (en) * 1993-10-15 1995-06-21 三菱化成赫希斯特株式会社 Dye composition and dyeing method using the same
WO1999027019A2 (en) * 1997-11-12 1999-06-03 Basf Aktiengesellschaft Reactive dyes containing a halobenzene nucleus
CN1354771A (en) * 1999-01-20 2002-06-19 美国永光公司 Reactive dye composition
CN101643590A (en) * 2008-08-08 2010-02-10 上海雅运纺织化工有限公司 Blue active dye composition and application thereof
CN103266507A (en) * 2013-05-22 2013-08-28 东华大学 Reactive dye cosolvent staining method for cellulose fabric
CN104164097A (en) * 2014-07-29 2014-11-26 浙江瑞华化工有限公司 Active deep blue dye composition and high-solubility active deep blue dye, and preparation method and applications of high-solubility active deep blue dye

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108467607A (en) * 2018-04-11 2018-08-31 江苏安诺其化工有限公司 A kind of dye composite, preparation method and application
CN108640883A (en) * 2018-04-11 2018-10-12 江苏安诺其化工有限公司 A kind of azo compound, preparation method and application
CN111349348A (en) * 2018-12-21 2020-06-30 湖北丽源科技股份有限公司 Reactive dark blue dye and synthetic method thereof
CN111349348B (en) * 2018-12-21 2021-11-23 湖北丽源科技股份有限公司 Reactive dark blue dye and synthetic method thereof
WO2020246342A1 (en) * 2019-06-06 2020-12-10 日本化薬株式会社 Ink composition and ink-jet recording method including using same
CN112662199A (en) * 2020-12-10 2021-04-16 上海雅运新材料有限公司 Black dye compound and preparation method and dyeing application thereof

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