CN102585549B - Reactive red dye composition - Google Patents

Reactive red dye composition Download PDF

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CN102585549B
CN102585549B CN201110454989.XA CN201110454989A CN102585549B CN 102585549 B CN102585549 B CN 102585549B CN 201110454989 A CN201110454989 A CN 201110454989A CN 102585549 B CN102585549 B CN 102585549B
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component
red dye
dye composition
formula
dyeing
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CN102585549A (en
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王晓红
刘妮萍
钱金娣
陈佳蕾
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Zhejiang Keyong Chemical Engineering Co ltd
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Zhejiang Keyong Chemical Engineering Co ltd
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Abstract

The invention provides a reactive red dye composition. The composition mainly comprises 10 to 90 mass percent of one or more of components A with a structure shown as a formula (I) and 10 to 90 mass percent of one or more of components B with a structure shown as a formula (II). The reactive red dye composition has high compatibility, lifting property, solubility and color fixing rate, is easy to clean, and can achieve a deep and dark tone when applied to the printing and dyeing of materials such as cellulose fibers and the like.

Description

A kind of active red dye composition
(1) technical field
The present invention relates to a kind of reactive dye compositions, particularly a kind of applicable to active red dye composition nitrogenous or hydroxyl dyeing keratin-fiber.
(2) background technology
Along with making constant progress of textile fibres kind and printing technology, dyeing behavior to TEXTILE CHEMICALS dyestuff is also had higher requirement, but existing monochromatic active red dye, when it is applied to separately textile fibres dyeing, often because lifting force is inadequate, cause obtaining dark rich and gaudy color and luster, further apply thereby limited it.Therefore, the dyeing behavior of improving single component by compound synergic technology becomes the emphasis that industry is researched and developed, although patent CN1254735, CN1160421 etc. disclose a kind of composite active red dye, but still having much room for improvement aspect enhancing and depth, and existing composite orchil kind is still abundant not, also need further diversified.
(3) summary of the invention
The object of the invention is to provide a kind of active red dye composition, utilize the active red dye that the present invention makes to have colour fastness excellence, salt tolerant, alkali stability are good, and level-dyeing property, through-dyeing are good, the features such as circulation ratio and enhancing are good, applicable textile fibres is the dark dense dyeing of cellulosic fibre particularly.
The technical solution used in the present invention is:
A kind of active red dye composition, mainly comprise one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula the B component shown in (II), component A based on described and B component, component A mass content is 10%～90%, and B component mass content is 10%～90%;
Figure BDA00001272559500021
In formula (I):
R 1for-H or-SO 3m 1, X 1for Cl or F, Y 1for-COOH ,-SO 2cH=CH 2,-SO 2c 2h 4oSO 3m 1, M 1for-H or alkali metal atom (be preferably-H or-Na);
In formula (II):
R 2for C 1～C 4alkyl or C 1～C 4alkoxyl group, X 2for Cl or F, Y 2for-CH=CH 2,-C 2h 4oSO 3m 2; M 2for-H or alkali metal atom (be preferably-H or-Na).-SO 2y 2be preferably placed at imino-(NH-) contraposition or a position, more select contraposition.
Preferably, the component A based on described and B component, component A mass content is 30%～70%, B component mass content is 30%～70%.
In described active red dye composition, also can comprise one or more structures suc as formula the component C shown in (III) and/or one or more structures suc as formula the component D shown in (IV), described component C and/or component D quality are not more than 50% (being preferably 5%～30%) of component A and B component quality sum;
Figure BDA00001272559500031
In formula (III), X 3for Cl or F; R 3for H, C 1～C 4alkyl, C 1～C 4alkoxyl group or SO 3m 3; M 3for H or alkali metal atom;
In formula (IV), R 3for H or-CH 2sO 3m 4, X 4for Cl or F, Y 4for-CH=CH 2or-C 2h 4oSO 3m 4; M 4for-H or alkali metal atom.-SO 2y 4be preferably contraposition or a position replacement, more preferably para-orientation.
Described component A is preferably one of following or two or more mixture wherein:
Figure BDA00001272559500032
Figure BDA00001272559500041
Described B component is preferably one of following or two or more mixture wherein:
Figure BDA00001272559500051
Figure BDA00001272559500061
Described component C is preferably one of following or two or more mixture wherein:
Figure BDA00001272559500062
Figure BDA00001272559500071
Described component D is preferably one of following or two or more mixture wherein:
Figure BDA00001272559500072
As best technical scheme, described active red dye composition is made up of component A and B component, and component A quality percentage composition is 20%～80%, and B component quality percentage composition is that quality percentage composition is 20%～80%; Described component A be compound (I-1), (I-3) and (I-7) in one or more, described B component is compound (II-1).
Or, described active red dye composition is by component A, B component, and component C and/or component D composition, component A based on described and B component, component A quality percentage composition is 20%～80%, and B component quality percentage composition is that quality percentage composition is 20%～80%, and component C and/or component D quality are not more than 40% (being preferably 5%～30%) of component A and B component quality sum; Described component A be compound (I-1), (I-3) and (I-7) in one or more, described B component is compound (II-1), described component C is compound (III-1), and described component D is compound (IV-2).
The dye composition of formula of the present invention (I)～formula (IV), can free acid (M 1～M 4for-H) or salt (M 1～M 4for alkali metal atom) form exist, preferably exist with the form of salt, described salt is preferably sodium salt (M 1～M 4for-Na).
Active red dye composition of the present invention, component A, B component, component C and the component D using can be synthetic by mode well known to those skilled in the art easily, as prepared according to the method described in patent US5359040, US4341699, JP60023453 and CN1447840 or similar method.
Red reactive dye composition of the present invention, its preparation method comprises formula (I)～formula (IV) dyestuff is mixed according to aforementioned proportioning, mixing can adopt conventional mechanical system to carry out, as at shredder, in kneader or clarifixator, carry out, in mixing process, single dyestuff (I), (II), (III) and (IV) can powdery, granular, the aqueous solution or resulting solution form exist, as single dyestuff (I), (II), (III) during and (IV) with the form blending of resulting solution, separating red reactive dyes mixture of the present invention from resulting solution can be undertaken by general known method, for example use ionogen (as sodium-chlor or Repone K) from reaction medium, dyestuff to be saltoutd and leached, or mixing solutions is evaporated, spraying is dry.
Active red dye composition of the present invention also can contain the coloration additive of various conventional uses in dyeing and dye formulations, its consumption can be selected according to actual needs, and additive and dyestuff weight ratio are (10～90) conventionally: (10～90).Described additive is electrolyte salt sodium sulfate, pH adjusting agent SODIUM PHOSPHATE, MONOBASIC, dust-proofing agent, solubility promoter, dispersion agent etc. such as.
Active red dye composition of the present invention, is specially adapted to the dyeing of cellulosic fibre material, as the printing and dyeing of cotton, fiber crops, regenerated fibre and yarn fabric thereof, in addition, is also applicable to the dyeing of tynex, protein fibre and yarn fabric thereof.Dyeing process can carry out according to known, usual dip-dye, pad dyeing and printing method.
Dip method is to adopt the electrolytic salt (as sodium sulfate, sodium-chlor) of knowing and the acid binding agent (as sodium carbonate, sodium hydroxide) of knowing to be used alone or as a mixture.Can once or in batches add in dye bath according to ordinary method.Also can further add dyeing auxiliaries (as levelling agent, retarding agent) etc., dyeing temperature is generally 40～90 ℃, and preferably dyeing temperature is 50～70 ℃, and dye bath ratio is generally 1: 5～50 (pollutants: staining fluid).
Pad dyeing rule, as cold-rolling heap staining method, makes the material of wish dyeing, utilizes neutral salt and acid binding agent (as water glass, sodium hydroxide) pad dyeing, then at room temperature banks up and dyes for 6～20 hours.Continuous one bathes pad dyeing method, is to mix with the acid binding agent of knowing and padding liquor, makes fabric carry out pad dyeing, then dry or vapour steaming colour fixing according to ordinary method; Two bathe pad dyeing methods be first with dyestuff to fabric pad dyeing, then with inorganic neutral salt and the acid binding agent known, dyeing and weaving thing is processed, dye fabric drying or vapour steaming colour fixing according to ordinary method by what processed.
Textile printing method, as single-phase Decal, to stick with paste containing the stamp of knowing acid binding agent, is imprinted on fabric, and with being dried or vapour steaming colour fixing; Two-phase stamp comprises stamp stick with paste and be imprinted on fabric after, immerse high temperature (90 ℃ or more than) containing fixation in the solution of inorganic neutral salt and acid binding agent.
Active red dye composition of the present invention, compatibleness is good, and enhancing is good, and solubleness and degree of fixation are high, and easily washing property is good, can obtain dark heavy colour and adjust while being applied to the printing and dyeing of the materials such as cellulosic fibre.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in this:
Be generally prepare and separate with the form of its salt according to the compound described in structural formula in an embodiment, preferred form is sodium salt, and is used for dyeing with the form of its salt.Compound described in embodiment, can adopt known method, is similarly synthesized with the form of free acid or the form of its salt, and except as otherwise noted, following " part " is folding hundred weight parts.
Embodiment 1:
The B component of the component A of 70 parts of formulas (I-1), 30 parts of formulas (II-1), 20 parts of Sodium sulfate anhydrous.min(99) (sodium sulfate), 5 parts of Dispersant MFs are carried out to dry powder blend at tempering tank, or dry after common dissolving, the dyes cotton obtaining is scarlet.
Figure BDA00001272559500111
Embodiment 2:
By the component A of 60 parts of formulas (I-1), 15 parts of formulas (I-3),, the B component of 25 parts of formulas (II-1), 20 parts of Sodium sulfate anhydrous.min(99) carry out dry powder blend at tempering tank, or dry after common dissolving, the dyes that obtains is cotton is scarlet.
Figure BDA00001272559500112
Figure BDA00001272559500121
Embodiment 3:
According to the method described in embodiment 1, different is structure and the weight proportion of component A, B component, component C, component D in employing table 1, then adds 20 parts of Sodium sulfate anhydrous.min(99) to carry out Mixed Pinyin, and the dyes cotton obtaining is scarlet.
Table 1
Figure BDA00001272559500122
Application Example:
Get the active red dye that embodiment 1～12 obtains, be dissolved in water, add Sodium sulfate anhydrous.min(99) 50g/L to be mixed with dye liquor.Dyeing concentration 2% (dyestuff is to cloth weight); bath raio 1: 15 (the heavy grams of cloth is to dye liquor volume milliliter number); insert at 60 ℃, cotton and adsorb 30 minutes; add alkali (sodium hydroxide 15g/L, sodium carbonate 10g/L) fixation 45 minutes; DYED FABRICS, through washing, soap boiling, dry, obtains the gorgeous scarlet dyeing and weaving thing of coloured light.Carry out washing fastness, fastness to rubbing and sunlight fastness test, its washing fastness >=4～5 grade according to ISO 105-C03, ISO 105X12, ISOZ80105-B103-B02; Dry fastness >=4～5 grade, fastness to wet rubbing >=3～4 grade; Sunlight fastness >=5 grade.

Claims (6)

1. an active red dye composition, mainly comprises the component A of one or more structures as shown in formula I and the B component of one or more structures as shown in formula II, and component C and/or the component D of one or more structures as shown in formula IV; Component A based on described and B component, component A mass content is 10%～90%, B component mass content is 10%～90%; Described component C and/or component D quality are not more than 50% of component A and B component quality sum;
Figure FDA0000434865030000011
Described component C is one of following or two or more mixture wherein:
Figure FDA0000434865030000021
In formula I:
R 1for-H or-SO 3m 1, X 1for Cl or F, Y 1for-COOH ,-SO 2cH=CH 2,
-SO 2c 2h 4oSO 3m 1, M 1for-H or alkali metal atom;
In formula II:
R 2for C 1～C 4alkyl or C 1～C 4alkoxyl group, X 2for Cl or F, Y 2for-CH=CH 2,-C 2h 4oSO 3m 2; M 2for-H or alkali metal atom;
In formula IV:
R 4for H or-CH 2sO 3m 4, X 4for Cl or F, Y 4for-CH=CH 2,-C 2h 4oSO 3m 4;
M 4for-H or alkali metal atom.
2. active red dye composition as claimed in claim 1, is characterized in that: the component A based on described and B component, and component A mass content is 30%～70%, B component mass content is 30%～70%.
3. active red dye composition as claimed in claim 1 or 2, is characterized in that described component A is one of following or two or more mixture wherein:
Figure FDA0000434865030000031
Figure FDA0000434865030000041
4. active red dye composition as claimed in claim 1 or 2, is characterized in that described B component
For one of following or two or more mixture wherein:
Figure FDA0000434865030000051
Figure FDA0000434865030000061
5. active red dye composition as claimed in claim 1, is characterized in that described component D is one of following or two or more mixture wherein:
Figure FDA0000434865030000062
6. active red dye composition as claimed in claim 1, it is characterized in that described active red dye composition is by component A, B component, and component C and/or component D composition, component A based on described and B component, component A quality percentage composition is 20%～80%, and B component quality percentage composition is that quality percentage composition is 20%～80%, and component C and/or component D quality are not more than 40% of component A and B component quality sum; Described component A be compound (I-1), (I-3) and (I-7) in one or more, described B component is compound (II-1), described component C is compound (III-1), described component D is compound (IV-2):
Figure FDA0000434865030000081
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Publication number Priority date Publication date Assignee Title
CN104774484B (en) * 2014-12-29 2017-02-22 浙江科永化工有限公司 Reactive red dye composition
CN111303660A (en) * 2018-12-12 2020-06-19 台湾永光化学工业股份有限公司 Red reactive dye composition and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5980590A (en) * 1995-12-28 1999-11-09 Dystar Texilfarben Gmbh & Co. Deutschland Kg Dyestuff mixtures of water-soluble fiber-reactive azo dyestuffs, processes for their preparation and their use
US6136045A (en) * 1998-08-13 2000-10-24 Dystar Textilfarben Gmbh & Co. Deutschland Kg Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof
CN1861696A (en) * 2006-06-19 2006-11-15 湖北华丽染料工业有限公司 Ozo dye mixture
CN101935466A (en) * 2010-08-26 2011-01-05 浙江科永化工有限公司 Active red dye composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5980590A (en) * 1995-12-28 1999-11-09 Dystar Texilfarben Gmbh & Co. Deutschland Kg Dyestuff mixtures of water-soluble fiber-reactive azo dyestuffs, processes for their preparation and their use
US6136045A (en) * 1998-08-13 2000-10-24 Dystar Textilfarben Gmbh & Co. Deutschland Kg Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof
TW564255B (en) * 1998-08-13 2003-12-01 Dystar Textilfarben Gmbh & Co Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof
CN1861696A (en) * 2006-06-19 2006-11-15 湖北华丽染料工业有限公司 Ozo dye mixture
CN101935466A (en) * 2010-08-26 2011-01-05 浙江科永化工有限公司 Active red dye composition

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