CN108329717A - A kind of composite active black dye mixture and its application - Google Patents

A kind of composite active black dye mixture and its application Download PDF

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Publication number
CN108329717A
CN108329717A CN201810147375.9A CN201810147375A CN108329717A CN 108329717 A CN108329717 A CN 108329717A CN 201810147375 A CN201810147375 A CN 201810147375A CN 108329717 A CN108329717 A CN 108329717A
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China
Prior art keywords
formula
parts
black dye
independently
compound
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CN201810147375.9A
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Chinese (zh)
Inventor
周沈勇
鞠苏华
王兵
张卫平
苏金奇
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TAIXING JINYUN DYESTUFF CO Ltd
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TAIXING JINYUN DYESTUFF CO Ltd
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Priority to CN201810147375.9A priority Critical patent/CN108329717A/en
Publication of CN108329717A publication Critical patent/CN108329717A/en
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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
    • C09B67/0055Mixtures of two or more disazo dyes
    • C09B67/0057Mixtures of two or more reactive disazo dyes
    • C09B67/0059Mixtures of two or more reactive disazo dyes all the reactive groups are not directly attached to a heterocyclic system
    • 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0072Preparations with anionic dyes or reactive dyes
    • 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0079Azoic dyestuff preparations
    • 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
    • D06P3/58Material 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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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

The present invention provides a kind of composite active black dye mixture, it is characterised in that:The composite active black dye includes at least dye composition shown in following formula (1), formula (2) and formula (3),Wherein, M1、M2、M3It is H, Na, K independently of one another;D1、D2、D3、D4、D5、D6It is fibrous active radical independently of one another.Composite active black dye mixture prepared by the present invention has the characteristics that high reaction activity, high colour-fast rate, high-dissolvability, high lifting force, is suitable for dyeing and the stamp of fibrous material.

Description

A kind of composite active black dye mixture and its application
Technical field
The present invention relates to a kind of composite active dye, more particularly to a kind of composite active black dye mixture and its application.
Background technology
In recent years, the purposes of composite active dye is more and more wider, and different reactive dye mix, and can play collaboration and increase The effect of effect.Instantly to the requirement of dyestuff in addition to have good dyeing capacity, while good high reaction should also be shown Property.For KN-B reactive black dyes due to cheap, fastness is good, higher degree of fixation and uncomplicated laundering, therefore using extensive.But KN-B reactive black dyes there is promote force difference, pitch black degree is inadequate the defects of, limit further using for it.The present invention carries For a kind of composite active black dye mixture, which has higher reactivity, good degree of fixation and height Fastness, while the inadequate defect of the existing promotion force difference of KN-B reactive black dyes, pitch black degree is also compensated for, it is fine to be suitable for cotton Dimension dyeing and printing, are a kind of good reactive black dyes of comprehensive performance.
Invention content
The present invention provides mixture and its application of a kind of composite active black dye, composite reactive black dye provided by the invention Material mixture be suitable for fibrous material is dyed or is printed, and with high reaction activity, high colour-fast rate, high fastness and The low superperformance of high lifting force, cost of material.
The purpose of the present invention is what is realized by the following technical solution.The present invention is a kind of composite active black dye mixture And its application, the present invention includes a kind of dye mixture, it is characterised in that:Include by constant weight number than formula (1), formula (2) and formula (3) compound represented,
In the dye composition shown in formula (1), (2) and (3), M1、M2、M3It is independently from each other H, Na, K, preferably Na atoms;D1、D2、D3、D4、D5、D6It is fibrous active radical, the preferably azo-compound containing phenyl ring or naphthalene nucleus independently of one another Substituent group.
In reactive dye mixture provided by the invention, D1、D2、D3、D4、D5、D6It is fibrous active radical independently of one another, The preferably azo-compound substituent group containing phenyl ring or naphthalene nucleus, including but not limited to group shown in following formula (4):
In formula (4), R is 0 to 3 selected from halogen, C1-C4Alkyl, C1-C4Alkoxy, carboxyl and sulfo group identical or not phase Same substituent group, Y are the fibrous active radical selected from following formula:
-SO2-Z (4a)
-NK-CH2CH2SO3M4 (4b)
-NH-(CH2)nO-(CH2)m-SO2-Z (4c)
-NK-(CH2)n-SO2-Z (4d)
-NH-CO-NH2 (4e)
-NHCH2CH2OCH2CH2OH (4f)
-NH-O-CO-CH2-CH3 (4g)
-SO2NHCH2CH2SO2CH=CH2 (4h)
-SO2NHCH2CH2SO2CH2CH2OSO3M4 (4i)
Wherein, Z is selected from vinyl or group-CH2-CH2- U, U are a kind of groups eliminable under alkaline condition;K is selected from C1-C3Alkyl, H;M4Selected from H, Na, K;M is 2,3, n 1,2,3.
Shown in a kind of preferred embodiment such as following formula (1a) of dye composition shown in formula (1),
Wherein, fibrous active radical Y1And Y2Be independently from each other formula (4a), (4b), (4c), (4d), (4e), (4f), (4g)、(4h)、(4i);R1、R2It is independently from each other halogen, C1-C4Alkyl, C1-C4Alkoxy, carboxyl and sulfo group, preferably Sulfo group;P and q is 0 or 1 independently of one another.
Shown in a kind of preferred embodiment such as following formula (2a) of dye composition shown in formula (2),
Wherein, R3、R4It is independently from each other halogen, C1-C4Alkyl, C1-C4Alkoxy, carboxyl and sulfo group, preferably sulphur Base;Fibrous active radical Y3And Y4Be independently from each other formula (4a), (4b), (4c), (4d), (4e), (4f), (4g), (4h), (4i);S and t is 0 or 1 independently of one another.
Shown in a kind of preferred embodiment such as following formula (3a) of dye composition shown in formula (3),
Wherein, R5、R6It is independently from each other halogen, C1-C4Alkyl, C1-C4Alkoxy, carboxyl and sulfo group, preferably sulphur Base;Fibrous active radical Y5And Y6Be independently from each other formula (4a), (4b), (4c), (4d), (4e), (4f), (4g), (4h), (4i);U and v is 0 or 1 independently of one another.
Composite active black dye mixture provided by the invention preferably at least includes a kind of formula (1-1), (1-2), (1- 3) dye composition shown in
With dye composition shown at least one formula (2-1), (2-2), (2-3)
With dye composition shown at least one formula (3-1), (3-2), (3-3)
In the black dye mixture, auxiliary agent can be added, the auxiliary agent includes dust-proofing agent (polyoxyethylene ether oleic acid Ester admixture), filler, anhydrous sodium sulphate (Na2SO4) etc..
Above-mentioned preferred combination is counted in parts by weight, chemical combination shown in compound, 5-25 parts of formulas (2) shown in 50-70 parts of formulas (1) The dye mixture of the present invention is made in compound shown in object, 1-15 part formula (3) and/or 10-30 parts of addition additive compounds.
Formula (1), (2), (3) dye structure compound structure general formula are as follows:
Wherein, M1、M2、M3It is H, Na, K independently of one another;D1、D2、D3、D4、D5、D6It is fiber-reactive base independently of one another Group.
Above-mentioned dye structure compound can be made according to following synthetic method:Dye composition shown in formula (1) is most preferably Structure is C.I. reactive black 5s, can be prepared by the patent or document having disclosed.
The specific synthetic method of formula (2) structural compounds is:D4Structural compounds carry out under sodium nitrite and hydrochloric acid effect Diazo reaction obtains a diazol;Diazol and 2,4- diamino benzene sulfonic acids are once coupled, and obtain a conjugates; D3Structural compounds carry out diazo reaction under sodium nitrite and hydrochloric acid effect, obtain secondary diazol;Secondary diazol and one is occasionally Object carries out secondary coupling, finally obtains formula (2) structure dye composition.
The specific synthetic method of formula (3) structural compounds is:D6Structural compounds carry out under sodium nitrite and hydrochloric acid effect Diazo reaction obtains a diazol;Diazol and 2,4- diamino benzene sulfonic acids carry out acid coupling, obtain acidic coupling object;D5Knot Structure compound carries out diazo reaction under sodium nitrite and hydrochloric acid effect, obtains secondary diazol;Secondary diazol and acidic coupling object into Row alkaline coupling finally obtains formula (3) structure dye composition.
Invention effect
Compared with the prior art, the advantages of the present invention are as follows:Dye mixture prepared by the present invention is suitable for fibrous material Dyeing and printing, the combination of currently preferred dye composition is made one kind and is suitable for after optimum ratio in parts by weight The dyestuff of non-fading performance for various purposes, and with high reaction activity, high colour-fast rate, high-dissolvability, high lifting force, low original The characteristics of expecting cost especially has washable, wear-resisting, moisture-proof and fast light property when to the stock-dyes such as hair, brocade, cotton and stamp Can, while also there is higher staining efficiency, the difference very little between degree of exhaustion and degree of fixation.
Specific implementation mode
With reference to embodiment, the invention will be further described, but these embodiments do not constitute the protection model to the present invention The limitation enclosed.
Embodiment 1:
By dye composition, 5 parts of formula (3-1a) institutes shown in dye composition, 25 parts of formulas (2-1a) shown in 50 parts of formulas (1-1a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 1 of the present invention through fully mechanical mixing.
Embodiment 2:
By dye composition, 15 parts of formulas (3-1a) shown in dye composition, 15 parts of formulas (2-2a) shown in 50 parts of formulas (1-1a) Shown dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 2 of the present invention through fully mechanical mixing.
Embodiment 3:
By dye composition, 5 parts of formula (3-1a) institutes shown in dye composition, 15 parts of formulas (2-3a) shown in 60 parts of formulas (1-1a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 3 of the present invention through fully mechanical mixing.
Embodiment 4:
By dye composition, 10 parts of formulas (3-2a) shown in dye composition, 30 parts of formulas (2-1a) shown in 50 parts of formulas (1-1a) Shown dye composition and 10 parts of anhydrous sodium sulphate obtain the Composite activity black dye 4 of the present invention through fully mechanical mixing.
Embodiment 5:
By dye composition, 20 parts of formulas (3-2a) shown in dye composition, 20 parts of formulas (2-2a) shown in 50 parts of formulas (1-1a) Shown dye composition and 10 parts of anhydrous sodium sulphate obtain the Composite activity black dye 5 of the present invention through fully mechanical mixing.
Embodiment 6:
By dye composition, 10 parts of formulas (3-2a) shown in dye composition, 20 parts of formulas (2-3a) shown in 60 parts of formulas (1-1a) Shown dye composition and 10 parts of anhydrous sodium sulphate obtain the Composite activity black dye 6 of the present invention through fully mechanical mixing.
Embodiment 7:
By dye composition, 15 parts of formulas (3-3a) shown in dye composition, 20 parts of formulas (2-1a) shown in 60 parts of formulas (1-1a) Shown dye composition and 5 parts of anhydrous sodium sulphate obtain the Composite activity black dye 7 of the present invention through fully mechanical mixing.
Embodiment 8:
By dye composition, 10 parts of formulas (3-3a) shown in dye composition, 20 parts of formulas (2-2a) shown in 65 parts of formulas (1-1a) Shown dye composition and 5 parts of anhydrous sodium sulphate obtain the Composite activity black dye 8 of the present invention through fully mechanical mixing.
Embodiment 9:
By dye composition, 5 parts of formula (3-3a) institutes shown in dye composition, 20 parts of formulas (2-3a) shown in 70 parts of formulas (1-1a) Show that dye composition and 5 parts of anhydrous sodium sulphate obtain the Composite activity black dye 9 of the present invention through fully mechanical mixing.
Embodiment 10:
By dye composition, 5 parts of formula (3-1a) institutes shown in dye composition, 25 parts of formulas (2-1a) shown in 50 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 10 of the present invention through fully mechanical mixing.
Embodiment 11:
By dye composition, 5 parts of formula (3-1a) institutes shown in dye composition, 25 parts of formulas (2-2a) shown in 50 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 11 of the present invention through fully mechanical mixing.
Embodiment 12:
By dye composition, 15 parts of formulas (3-1a) shown in dye composition, 15 parts of formulas (2-3a) shown in 50 parts of formulas (1-2a) Shown dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 12 of the present invention through fully mechanical mixing.
Embodiment 13:
By dye composition, 5 parts of formula (3-2a) institutes shown in dye composition, 15 parts of formulas (2-1a) shown in 60 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 2 of the present invention through fully mechanical mixing.
Embodiment 14:
By dye composition, 5 parts of formula (3-2a) institutes shown in dye composition, 25 parts of formulas (2-2a) shown in 50 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 14 of the present invention through fully mechanical mixing.
Embodiment 15:
By dye composition, 15 parts of formulas (3-2a) shown in dye composition, 15 parts of formulas (2-3a) shown in 50 parts of formulas (1-2a) Shown dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 15 of the present invention through fully mechanical mixing.
Embodiment 16:
By dye composition, 5 parts of formula (3-3a) institutes shown in dye composition, 15 parts of formulas (2-1a) shown in 60 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 16 of the present invention through fully mechanical mixing.
Embodiment 17:
By dye composition, 5 parts of formula (3-3a) institutes shown in dye composition, 15 parts of formulas (2-2a) shown in 60 parts of formulas (1-2a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 17 of the present invention through fully mechanical mixing.
Embodiment 18:
By dye composition, 5 parts of formula (3-3a) institutes shown in dye composition, 15 parts of formulas (2-3a) shown in 60 parts of formulas (1-3a) Show that dye composition and 20 parts of anhydrous sodium sulphate obtain the Composite activity black dye 18 of the present invention through fully mechanical mixing.
Dye explanation:
By 1g by dyestuff made from embodiment 1-18, first fully dissolved with suitable water, then constant volume is in 250m1 volumetric flasks In, it draws 50ml dye liquors and is mixed with 50m1 water, 5g cottons, 6g sodium sulphate is then added, then with the heating rate of 10 DEG C/min To 60 DEG C, 2g sodium carbonate is added after being kept for 30 minutes, then keeps 60 DEG C of dyeing 30min, then takes out by dye cotton nonionic Type detergent boiling soap boiling 15min, is washed with water and is dried at 70 DEG C or so.
The Examples and Comparative Examples properties of sample method of inspection executes national dyestuff and unifies test stone.
1 Dyeing Example performance of table compares
From table 1 record from the point of view of, Composite activity black dye mixture of the invention compared to C.I. reactive black 5s (KN-B is black) with And its with WNN is red, the yellow black dyes compounded respectively of WNN is in crock fastness, light fastness, washing fastness, solubility, promotion There is better performance in terms of power, degree of fixation.
Exhaustive presentation has been carried out to a kind of composite active black dye mixture provided by the present invention and its application above, this Specific case is applied in text, and principle and implementation of the present invention are described, and the explanation of the above implementation is only intended to help Assistant solves the method and its core concept of the present invention;Meanwhile for those of ordinary skill in the art, think of according to the present invention Think, there will be changes in the specific implementation manner and application range, and the change and improvement to the present invention will be possible, and Without departing from the conception and scope of accessory claim defined, in conclusion the content of the present specification should not be construed as to this hair Bright limitation.

Claims (9)

1. a kind of composite active black dye mixture, it is characterised in that:It includes at least following formula (1), formula (2) and formula (3) institute The dye composition shown,
Wherein, M1、M2、M3It is independently from each other H, Na, K;D1、D2、D3、D4、D5、D6It is independently from each other fiber-reactive base Group.
2. composite active black dye mixture according to claim 1, it is characterised in that:The D1、D2、D3、D4、D5、D6 It is group shown in following formula (4) independently of one another:
Wherein, R is 0 to 3 selected from halogen, C1-C4Alkyl, C1-C4The identical or different substitution of alkoxy, carboxyl and sulfo group Base, Y are the fibrous active radical selected from following formula (4a), (4b), (4c), (4d), (4e), (4f), (4g), (4h), (4i):
-SO2-Z (4a)
-NK-CH2CH2SO3M4 (4b)
-NH-(CH2)nO-(CH2)m-SO2-Z (4c)
-NK-(CH2)n-SO2-Z (4d)
-NH-CO-NH2 (4e)
-NHCH2CH2OCH2CH2OH (4f)
-NH-O-CO-CH2-CH3 (4g)
-SO2NHCH2CH2SO2CH=CH2 (4h)
-SO2NHCH2CH2SO2CH2CH2OSO3M4 (4i)
Wherein, Z is selected from vinyl or group-CH2-CH2- U, U are a kind of groups eliminable under alkaline condition;K is selected from C1-C3 Alkyl, H;M4Selected from H, Na, K;The integer that m is 2,3, the integer that n is 1~3.
3. composite active black dye mixture according to claim 1 or 2, it is characterised in that:Dyestuff shown in the formula (1) Compound is selected from compound shown in following formula (1a),
Wherein, R1、R2For sulfo group;Fibrous active radical Y1And Y2Be independently from each other the formula (4a), (4b), (4c), (4d), A kind of substituent group in (4e), (4f), (4g), (4h), (4i);P and q is 0 or 1 independently of one another.
4. composite active black dye mixture according to claim 1 or 2, it is characterised in that:Dyestuff shown in the formula (2) Compound is selected from compound shown in following formula (2a),
Wherein, R3、R4For sulfo group;Fibrous active radical Y3And Y4Be independently from each other the formula (4a), (4b), (4c), (4d), A kind of substituent group in (4e), (4f), (4g), (4h), (4i);S and t is 0 or 1 independently of one another.
5. composite active black dye mixture according to claim 1 or 2, it is characterised in that:Dyestuff shown in the formula (3) Compound is selected from compound shown in following formula (3a),
Wherein, R5、R6For sulfo group;Fibrous active radical Y5And Y6Be independently from each other the formula (4a), (4b), (4c), (4d), A kind of substituent group in (4e), (4f), (4g), (4h), (4i);U and v is 0 or 1 independently of one another.
6. according to claim 1-5 any one of them composite active black dye mixtures, it is characterised in that:The composite reactive Black dye mixture includes at least a kind of one kind or one kind in dye composition shown in formula (1-1), (1-2), (1-3) More than,
With at least one one or more in dye composition shown in formula (2-1), (2-2), (2-3),
With at least one one or more in dye composition shown in formula (3-1), (3-2), (3-3),
7. according to claim 1-6 any one of them composite active black dye mixtures, it is characterised in that:In the compound work Property black dye mixture in added with auxiliary agent, the auxiliary agent includes at least the polyoxyethylene oleic acid ester mixing as dust-proofing agent At least one of object, filler, anhydrous sodium sulphate.
8. according to claim 1-7 any one of them composite active black dye mixtures, it is characterised in that:In parts by weight Meter, compound shown in compound, 1-15 parts of formulas (3) shown in compound, 5-25 parts of formulas (2) shown in 50-70 parts of formulas (1) and/or The composite active black dye mixture is made in the 10-30 parts of additive compounds.
9. according to the purposes of claim 1-8 any one of them composite active black dye mixtures, it is characterised in that:It is described multiple Close dyeing and printing that reactive black dye mixture is suitable for fibrous material.
CN201810147375.9A 2018-02-12 2018-02-12 A kind of composite active black dye mixture and its application Withdrawn CN108329717A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110079123A (en) * 2019-04-08 2019-08-02 泰兴锦云染料有限公司 A kind of compound active black dye composition
CN110423491A (en) * 2019-08-14 2019-11-08 华新珍 A kind of Compositional type reactive dye
CN111073341A (en) * 2019-12-23 2020-04-28 湖北丽源科技股份有限公司 Black reactive composite dye and preparation process and application thereof
CN114149694A (en) * 2021-12-10 2022-03-08 上海雅运新材料有限公司 Black dye composition and application and dyeing method thereof
CN114316627A (en) * 2022-01-06 2022-04-12 上海雅运新材料有限公司 Black dye composition and application thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110079123A (en) * 2019-04-08 2019-08-02 泰兴锦云染料有限公司 A kind of compound active black dye composition
CN110423491A (en) * 2019-08-14 2019-11-08 华新珍 A kind of Compositional type reactive dye
CN111073341A (en) * 2019-12-23 2020-04-28 湖北丽源科技股份有限公司 Black reactive composite dye and preparation process and application thereof
CN114149694A (en) * 2021-12-10 2022-03-08 上海雅运新材料有限公司 Black dye composition and application and dyeing method thereof
CN114149694B (en) * 2021-12-10 2023-10-20 上海雅运新材料有限公司 Black dye composition and application and dyeing method thereof
CN114316627A (en) * 2022-01-06 2022-04-12 上海雅运新材料有限公司 Black dye composition and application thereof

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Application publication date: 20180727