CN104194395B - Reactive red dye composition, reactive red dye as well as preparation method and application of active red dye - Google Patents

Reactive red dye composition, reactive red dye as well as preparation method and application of active red dye Download PDF

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Publication number
CN104194395B
CN104194395B CN201410384501.4A CN201410384501A CN104194395B CN 104194395 B CN104194395 B CN 104194395B CN 201410384501 A CN201410384501 A CN 201410384501A CN 104194395 B CN104194395 B CN 104194395B
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component
red dye
active red
dyeing
reactive red
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CN104194395A (en
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杨国旗
方岩波
田平
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Zhejiang Ruihua Chemical Coltd
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Zhejiang Ruihua Chemical Coltd
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Abstract

The invention discloses a reactive red dye composition, a reactive red dye as well as a preparation method and an application of the reactive red dye. The reactive red dye composition comprises at least one of a component B and a component C, and a component A. The compound reactive red dye formed by the composition and auxiliaries has the advantages that the reactive red dye is bright in color, high in lifting power and fixation rate, high in fastness to light, good in dye stability and excellent in washing fastness.

Description

Active red dye composition, active red dye and its preparation method and application
Technical field
The present invention relates to a kind of reactive dye, specifically a kind of composite active red dye, it is adaptable to which cotton, fiber crops, viscose glue are fine The dyeing such as dimension.
Background technology
With growth in the living standard, requirement of the people to textile product also more and more higher, so as to Dyestuff Market is to activity The dyeability of dyestuff and dyeing require also increasingly harshness, and this all promotes reactive dye in terms of application performance is improved Development.Active red dye is not required nothing more than with good washing fastness, fastness to light and dye as the larger color kind of market share amount Color reproduction, and require that bright in color light, lifting force and degree of fixation are high during dyeing.But many composite active red dye developed at present The resultant effect of material is difficult to reach the expected value of people, and repeatability, degree of fixation and lifting force are poor.Such as publication CN1807518A and CN101633795A.
The Chinese patent application of Publication No. CN1807518A discloses a kind of composite active red dye and its preparation, by weight Amount percent meter, be made up of the dyestuff B of 55~99% dyestuff A and 1~45%, the fastness to light of the composite active red dye and Fastness to rubbing preferably, disadvantage is however that degree of fixation is poor.
The structural formula of dyestuff A is as follows:
The structural formula of structure B is as follows:
The content of the invention
The invention provides a kind of composite active red dye, every fastness of the composite active red dye is higher, and has There is more excellent degree of fixation.
A kind of active red dye composition, including at least one and component A in component B and component C;
Wherein, the structure of component A is as shown in formula I:
The structure of component B is as shown in formula II:
The structure of component C is as shown in formula III:
The composite dye that the active red dye composition is formed, the cooperative effect between each component makes it have lifting force Height, favorable reproducibility, good level-dyeing property, washing fastness is good, especially has the advantages that higher degree of fixation.For cellulosic fibre material Dyeing, the such as printing and dyeing of cotton, fiber crops, viscose rayon and its yarn fabric, be also applied in addition Fypro, protein fibre and its The dyeing of yarn fabric.
Preferably, in terms of 100 weight portions, component A is 20~80 weight portions, and component B is 20~70 weight portions, component C For 0~60 weight portion.
Preferably, in terms of 100 weight portions, component A is 30~55 parts, component B is 30~55 parts, and component C is 5~40 Part.Under the conditions of component A, component B and component C are simultaneous, every fastness of dyestuff is all preferable, and degree of fixation is higher.
Present invention also offers a kind of active red dye, is made up of described active red dye composition and auxiliary agent.
Preferably, it is 5~45% that auxiliary agent accounts for the percetage by weight of active red dye.It is described as further preferred Dyestuff in terms of 100 weight portions, component A be 30~50 parts, component B be 30~55 parts, component C be 5~40 parts, auxiliary agent be 5~ 45 parts.
In the composite active red dye of the present invention, described auxiliary agent includes dispersant, diffusant, filler and other Performance improvement auxiliary agent, can be used alone one kind, it is also possible to using their mixture.Above auxiliary agent is commercially available conventional variety Routinely add kind with dyestuff manufacturing industry.
Present invention also offers a kind of preparation method of described active red dye, including by the dry powder or slurry of component A, The dry powder or slurry of component B, the dry powder of component C or slurry and described auxiliary agent, mixing obtains product after being dried.
Concrete operations are as follows:
(1) by the dry powder of component A, the dry powder of component B, the dry powder of component C and optionally auxiliary agent (such as anhydrous sodium sulfate), Carried out being mixed to get product with blender;
(2) by the slurry of component A, the slurry of component B, the slurry of component C and optionally auxiliary agent (such as anhydrous sodium sulfate), In adding container, it is subsequently agitated for uniformly, then Jing sprays tower, drying room or flash distillation is dried and obtains granular or powder product.
Preferably, the preparation method of above-mentioned composite active red dye is by component A, component B, the dry powder of component C and auxiliary agent (if necessary to add auxiliary agent), such as anhydrous sodium sulfate (Matrii Sulfas Exsiccatus) and dispersant after crushed first, are then entered with blender Row mixing, blender can be taper, drum-type or pears blade, and test analysis are qualified after mix homogeneously packs again.
Preferably, the preparation method of above-mentioned composite active red dye is component A that will have been produced, component B, the slurry of component C Material and auxiliary agent (if necessary to add auxiliary agent), such as Matrii Sulfas Exsiccatus, dispersant and diffusant, are proportionally added into the toning with stirring Storage tank, starts blender and stirs, and directly packaging makes liquiform product to test passes;Or Jing sprays tower, drying room, flash distillation etc. and carries out It is dried to obtain granular or powder product.
Present invention also offers a kind of application of described active red dye in dyeing and stamp.
Preferably, printing and dyeing of the described dyeing for cotton, fiber crops, regenerated fiber or their yarn fabric, or polyamide fibre The dyeing of dimension, protein fibre or their yarn fabric.
The composite active red dye of the present invention, with advantages below:Bright in color light, lifting force and degree of fixation are high, fast light jail Degree is high, dye stability is good, and washing fastness is excellent.The present composition is suitable for the dyeing of cellulosic fibre material, such as cotton, The printing and dyeing of fiber crops, viscose rayon and its yarn fabric, are also applied in addition the dye of Fypro, protein fibre and its yarn fabric Color.
Specific embodiment
With reference to specific embodiment, the present invention is further illustrated, but protection scope of the present invention is not limited to This.
Prepare embodiment
Formula (I) dyestuff, formula (II) dyestuff, formula (III) dyestuff can be prepared by the following method:
1st, the H-acid (1- amino-8-naphthol -3,6- disulfonate sodiums) that percentage amount is 34.1 grams is beaten with suitable quantity of water, With pure adjusting PH with base to 6~8, in being added to Cyanuric Chloride beating liquid (percentage amount containing Cyanuric Chloride is 18.45 grams), pH regulator to 2 ~4,0 DEG C~8 DEG C of keeping temperature is reacted to free H-acid and is disappeared, and obtains a contracting liquid.
2nd, 100 grams of orthanilic acids of folding are added in mixture of ice and water, add concentrated hydrochloric acid, addition is dissolved Sodium nitrite (6.9 grams of percentage amount containing sodium nitrite) solution, 0 DEG C~5 DEG C of keeping temperature, after adding, then 0 DEG C of keeping temperature~ 7 DEG C, react 2 hours, with sulfamic acid excessive nitrite sodium is eliminated, wait to be coupled.
3rd, after the completion of diazonium, orthanilic acid diazol is put in a contracting thing coupling reaction occurs, with soda by thing Material pH is adjusted to 4~8, maintains 0 DEG C~6 DEG C of temperature, stirring reaction to diazol to disappear.
4th, add para-ester to roll over 100 grams in conjugates, adjust pH to 5~7 with sodium bicarbonate, be warming up to 40 DEG C~45 DEG C maintenances PH to 5~7, disappears to a contracting thing.Jing pressure filter removes insoluble matter, carries out spray drying and obtains final product formula (I) dyestuff.
Formula (II) is as long as dyestuff can be prepared by the para-ester that the reaction raw materials meta ester of the 4th step is changed to equal percentage amount.
Formula (II) dyestuff only need under certain condition be sloughed sulfate group and be can be prepared by by formula (III) dyestuff.
Embodiment 1
Component B of component A of 50 weight portion formulas (I) and 50 weight portion formulas (II) is carried out into dry powder blend by blending machine, Compositionss 1 are obtained final product, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Embodiment 2
To give money as a gift the component A dyestuff oleo stock containing 40 weight portion formulas (I), the component B dyestuff containing 40 weight portion formulas (II) of giving money as a gift After oleo stock and the component C dyestuff oleo stock containing 20 weight portion formulas (III) of giving money as a gift stir, dry in drying room, obtain final product compositionss 2, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Embodiment 3
Component A of 40 weight portion formulas (I), component B of 40 weight portion formulas (II) and 20 weight portion Matrii Sulfas Exsiccatus are passed through into blending Machine carries out dry powder blend, obtains final product compositionss 3, using said composition as active red dye, can be cotton dyeing into deep red.
Embodiment 4
To give money as a gift the component A dyestuff oleo stock containing 50 weight portion formulas (I), the component B dyestuff containing 30 weight portion formulas (II) of giving money as a gift After oleo stock and the component C dyestuff oleo stock containing 20 weight portion formulas (III) of giving money as a gift stir, dry in drying room, obtain final product compositionss 4, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Embodiment 5
Component C of component A of 40 weight portion formulas (I) and 60 weight portion formulas (III) is carried out into dry powder blend by blending machine, Compositionss 5 are obtained final product, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Embodiment 6
To give money as a gift the component A dyestuff oleo stock containing 35 weight portion formulas (I), the component B dyestuff containing 35 weight portion formulas (II) of giving money as a gift After the Matrii Sulfas Exsiccatus of oleo stock, the component C dyestuff oleo stock containing 20 weight portion formulas (III) of giving money as a gift and 10 weight portions stir, in drying room Interior drying, obtains final product compositionss 6, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Comparative example 1
After the Matrii Sulfas Exsiccatus of give money as a gift the component A dyestuff oleo stock containing 70 weight portion formulas (I) and 30 weight portions are stirred, drying Dry in room, obtain final product compositionss 7, using the compositionss as active red dye, can be by cotton dyeing into deep red.
Comparative example 2
The component B dyestuff oleo stock containing 60 weight portion formulas (II) of giving money as a gift and the dye of component C containing 40 weight portion formulas (III) of giving money as a gift After material oleo stock stirs, dry in drying room, obtain final product compositionss 8, using the compositionss as active red dye, cotton can be knitted Thing is dyeing into deep red.
Comparative example 3
The compound as shown in formula IV that component A in embodiment 2 is substituted for identical weight is obtained into compositionss 9, by institute Compositionss are stated as active red dye, can be by cotton dyeing into deep red.
Dyeing Example
100g baftas are put into into 1000g 45g/L Sodium Chloride and 2g according to embodiment 1~6 and the gained of comparative example 1~3 To compositionss dye bath in, after being warmed up to 60 DEG C with 1 DEG C/minute, add the sodium carbonate liquor of 100g20g/L, and in this temperature Lower dyeing 1 hour, is then rinsed dyeing and weaving thing, post rinse and drying after being soaped 15 minutes with nonionic detergent.According to GB/T 2391-2006, GB/T3920-2008, GB/T 3921-2008 and GB/T 3922-1995 carry out test its degree of fixation, Rub resistance, water-fastness and colour fastness to perspiration, it is as a result as follows:
From the foregoing, it will be observed that the compositionss of the present invention, when being applied to dyeing as active red dye, degree of fixation is high, every color jail Degree excellent performance, can meet the red bright-coloured chromatograph of needs.

Claims (6)

1. a kind of active red dye composition, it is characterised in that be made up of component B, component C and component A;
Wherein, the structure of component A is as shown in formula I:
The structure of component B is as shown in formula II:
The structure of component C is as shown in formula III:
In terms of 100 weight portions, component A is 30~50 parts, and component B is 30~55 parts, and component C is 5~40 parts.
2. a kind of active red dye, it is characterised in that be made up of the active red dye composition and auxiliary agent described in claim 1.
3. active red dye according to claim 2, it is characterised in that auxiliary agent accounts for the percetage by weight of active red dye and is 5~45%.
4. a kind of preparation method of active red dye as claimed in claim 2 or claim 3, it is characterised in that include:By component A's Dry powder or slurry, the dry powder of component B or slurry, the dry powder of component C or slurry and described auxiliary agent mixing, obtain described after being dried Active red dye.
5. application of a kind of active red dye as claimed in claim 2 or claim 3 in dyeing and stamp.
6. application according to claim 5, it is characterised in that described active red dye be used for cotton, fiber crops, regenerated fiber or The printing and dyeing of their yarn fabric, or the dyeing of Fypro, protein fibre or their yarn fabric.
CN201410384501.4A 2014-08-06 2014-08-06 Reactive red dye composition, reactive red dye as well as preparation method and application of active red dye Active CN104194395B (en)

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CN108440993A (en) * 2018-05-14 2018-08-24 吴江桃源染料有限公司 A kind of active red dye and its preparation method and application
CN110983822B (en) * 2019-12-30 2022-06-07 张家港三得利染整科技有限公司 Coating composition for yarn pigment dyeing

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JP2762640B2 (en) * 1989-12-18 1998-06-04 住友化学工業株式会社 Reactive dye mixture and method for dyeing fiber material using the same
JP2000281922A (en) * 1999-03-31 2000-10-10 Sumitomo Chem Co Ltd Reactive dye mixture and its application
CN102146061B (en) * 2010-02-09 2013-04-03 上海安诺其纺织化工股份有限公司 Red reactive dye compound, preparation method of red reactive dye compound and dye containing red reactive dye compound
CN102031019B (en) * 2010-11-19 2013-05-15 无锡润新染料有限公司 Novel compound activity printing red dye and cleaning production process
CN102286219A (en) * 2011-06-17 2011-12-21 上海雅运纺织化工有限公司 Red active dye composition and dyeing application thereof in fibers
CN103214877B (en) * 2012-12-29 2015-10-14 上海科华染料工业有限公司 A kind of active red dye composition
CN103554993B (en) * 2013-11-19 2016-05-11 上海雅运纺织化工股份有限公司 Red reactive dye composition and the tint applications on fiber thereof

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