CN108102422A - A kind of yellow disperse dye composition and dye preparations - Google Patents

A kind of yellow disperse dye composition and dye preparations Download PDF

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Publication number
CN108102422A
CN108102422A CN201711309007.1A CN201711309007A CN108102422A CN 108102422 A CN108102422 A CN 108102422A CN 201711309007 A CN201711309007 A CN 201711309007A CN 108102422 A CN108102422 A CN 108102422A
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China
Prior art keywords
component
disperse dye
formula
dye composition
yellow disperse
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Granted
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CN201711309007.1A
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Chinese (zh)
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CN108102422B (en
Inventor
张桂香
高怀庆
邱雯
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ZHEJIANG LONGSHENG CHEMICALS CO Ltd
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ZHEJIANG LONGSHENG CHEMICALS CO Ltd
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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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent 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
    • C09B67/0033Blends 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

Abstract

The present invention provides a kind of yellow disperse dye compositions, it is made of component A and component B, the component A is selected from least one of compound shown in formula (I), the component B is selected from least one of compound shown in formula (II), based on the component A and component B, the mass percent of component A is 5~95%, and the mass percent of component B is 5~95%;The present invention also provides a kind of Yellow disperse dye products, are made of the yellow disperse dye composition and auxiliary agent, and the weight ratio of auxiliary agent and disperse dye composition is 0.2~5:1.Yellow disperse dye composition and dye preparations provided by the invention, when being dyed applied to hydrophobic fiber material, have many advantages, such as that dye uptake is good, lifting force is high, fastness to sublimation, fastness to rubbing and washing fastness are excellent, and the yellow dyed is fuller, more bright-coloured.

Description

A kind of yellow disperse dye composition and dye preparations
(1) technical field
The present invention relates to a kind of yellow dye composition and dye preparations, especially a kind of suitable printing hydrophobic undulation degree The yellow disperse dye composition and dye preparations of material.
(2) background technology
With the continuous improvement of living standards, people require quality of textile products also higher and higher, correspondingly, to dyes Color fastness after color also proposed higher requirement, and existing color fastness on the market is excellent and has both the Yellow disperse dye of economy And it is few, and trichromatic yellow cultivars can be used as then even more rare.Since tricolor dye can easily obtain various chromatographies, The dyestuff storage level of application unit can be reduced, convenient for dyestuff management and reduces production cost, therefore, develops more suitable three The yellow cultivars of primary colors dyeing, have larger industrial value.
(3) content of the invention
The present invention provides a kind of yellow disperse dye composition and dye preparations, are dyed applied to hydrophobic fiber material When, color is full, compatibility is good, every color fastness is excellent.
The technical solution adopted by the present invention is:
A kind of yellow disperse dye composition is made of component A and component B, and the component A is selected from formula (I) shownization At least one of object is closed, the component B is selected from least one of compound shown in formula (II), based on the component A With component B, the mass percent of component A is 5~95%, and the mass percent of component B is 5~95%:
In formula (I):
R1For C1~C4Alkyl ,-C2H4CN or-CH2COOK1, wherein K1For C1~C4Alkyl;
R2ForWherein m is 1 or 2, K2For C1~C4Alkane Base, C1~C4Alkoxy or halogen;
In formula (II):
R3For C1~C4Alkyl;
R4、R5Each stand alone as hydrogen, C1~C4Alkoxy, nitro or-OSO2- Ph, and R4、R5It is asynchronously hydrogen, wherein Ph For phenyl;
In the present invention, the C1~C4Alkyl can be methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, Sec-butyl, tertiary butyl.
Further, the component A preferably is selected from mixture more than one of following formula or two of which:
Further, component A is selected from least one of formula (I -1)~(I -4).
Further, the component B preferably is selected from mixture more than one of following formula or two of which:
Again further, component B is selected from least one of formula (II -1)~(II -4).
Preferably, the yellow disperse dye composition is made of component A and component B, based on the component A and group Divide B, the mass percentage of the component A is 5~50%, and the mass percentage of component B is 50~95%.
It is more highly preferred to, the yellow disperse dye composition is made of component A and component B, based on the component A With component B, the mass percentage of the component A is 5~30%, and the mass percentage of component B is 70~95%.
Yellow disperse dye composition of the present invention is preferably made of component A and component B, wherein:
Component A is selected from least one of formula (I -1)~(I -4);
Component B is selected from least one of formula (II -1)~(II -4);
The mass percentage for being based on more than component A and component B, the component A is 5~95%, the quality percentage of component B Content is 5~95%.
Yellow disperse dye composition of the present invention, particularly preferably by the component A of formula (I -1) and/or (I -2), The component B of (II -1) and (II -2) is formed, be based on the mass percentage of more than component A and component B, the component A for 5~ The mass percentage of 95%, component B are 5~95%.
It is emphasized that disperse yellow dye compound of the present invention, in the dyestuff of pyridone hydroxyl ortho position coupling Exist usually in the form of quinone hydrazone body, that is, quinone of the dyestuff of general formula (I), general formula (II) shown in substantially with following formula (I a), (II a) Hydrazone body structure, it is contemplated that the writing style of those skilled in the art still employs azo body in the content of the invention and embodiment part Written form, this have no effect on the present invention essence:
Wherein R1~R5It is identical with the definition in above-mentioned formula (I), formula (II) compound.
Yellow disperse dye composition of the present invention when being coloured as commodity selling or applied to textile material, leads to Addition auxiliary agent is often also needed to be post-processed.Therefore, the present invention also provides a kind of Yellow disperse dye product, by the Huang The weight ratio of color disperse dye composition and auxiliary agent composition, auxiliary agent and disperse dye composition is 0.2~5:1.Described helps Common dispersant, diffusant and other surfactants etc. when agent compounds for disperse dyes preferably are selected from one of following or wherein Two or more mixtures:Naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products (such as methyl naphthalene Sulfonic formaldehyde condensation compound (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic acid-formaldehyde condensation product (expand Powder CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), anhydrous sodium sulphate (sodium sulphate) etc..
The preparation method of Yellow disperse dye product of the present invention is as follows:
After the dye monomer compound (former dyestuff) for forming the yellow disperse dye composition is mixed by proportioning, helping In the presence of agent, water corpusculed is carried out with pulverizers such as sand mill or grinders;It in addition also can be by dye monomer compound point It is mixed in proportion after not carrying out corpusculed processing with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water. Disperse yellow dye product of the present invention, with can be for liquid, after spray drying after sand mill or grinder grinding powdery, Granular, this is well known to those skilled in the art preparation method.
In the present invention, the dye composition shown in formula (I), (II) can easily press mode well known to those skilled in the art Synthesis can also be prepared with reference to the method introduced in patent US3957749A, GB1326124A or similar method, can also adopted Use commercial goods.
It, can be by ways customary in industry to hydrophobicity using disperse yellow dye product made of the dye composite of the present invention Fibrous material (such as polyester and its blended fabric) is dyed, and is such as contaminated using common dip method or high-temperature and high pressure dyeing process Color, it can also be used to direct printing.Wherein, common dip method such as pre-processes hydrophobic fiber material, be put into dye vat into Row dip dyeing, dye finish, and cold water wash to neutrality squeezes out, and restores again cleaning, drying;Before direct printing is such as contaminated fabric Processing is dried, and setting prints disperse dyes mill base on printing machine, then evaporated, and the dyestuff on fabric is made using decatize mode Fixation is finally washed, stentering forming.
Yellow disperse dye composition and dye preparations provided by the invention, when being dyed applied to hydrophobic fiber material, Have many advantages, such as that dye uptake is good, lifting force is high, fastness to sublimation, fastness to rubbing and washing fastness are excellent, the yellow dyed It is fuller, more bright-coloured.
(4) specific embodiment
With reference to specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in This:
Embodiment 1:
By 10 grams of formulas (I -1) compound, 90 grams of formula (II -1) compounds and 200 grams of Dispersant MF, add 650 grams of blendings of water Afterwards, grinding distribution and dry to get finished product, which can be supplied to the excellent yellow of fabric items fastness ability.
Embodiment 2:
By 15 grams of formulas (I -1) compound, 85 grams of formula (II -2) compounds and 200 grams of Dispersant MF, add 650 grams of blendings of water Afterwards, grinding distribution and dry to get finished product, which can be supplied to the excellent yellow of fabric items fastness ability.
Embodiment 3~40:
According to the method described in embodiment 1 or 2, the difference is that using component A, the structure and weight of component B in table 1, add Enter 250 grams of auxiliary agent (Dispersant MF is 200 grams, and sodium lignin sulfonate is 50 grams), slurries are made after adding 800 grams of blendings of water, grind Scattered, dry, finished product, the dyestuff can be supplied to the excellent yellow of fabric items fastness ability.
Table 1
Comparative example:
Using embodiment in CN101880476A 1, embodiment 3 as comparative example 1 and 2;
By the embodiment 12 in CN105102547A as a comparison case 3.
Dyeing Example:
Disperse dyes, the dyestuff of comparative example 1~3 made from 2 grams of Examples 1 to 40 are weighed respectively, using conventional high temperature height Color method and thermal finalization processing dacron are padded, in processing procedure, control dye level (o.w.f) 4.0%, bath raio 1: 25 is adjusted Value in Dyeing Process 4~5, room temperature enter dye, are warming up to 125 DEG C with 1 DEG C/min, keep the temperature 45min, by well-established law reduction washing, washing, do Dry, 180 DEG C of thermal finalization 60 seconds obtains yellow dyeing and weaving object.According to ISO 105-P01, ISO 105-X12, AATCC 61-2A difference Resistance to distillation, rub resistance and washing color fastness are tested, the result is shown in the following table 2:
Table 2
It can be seen that scattered yellow dye composition provided by the present invention, during applied to dyeing terylene, compared to existing Disperse yellow dye, dyeability is more excellent, can further be compounded with pinkish red, dark blue disperse dyes, enrich dye species.

Claims (10)

1. a kind of yellow disperse dye composition is made of component A and component B, the component A is selected from chemical combination shown in formula (I) At least one of object, the component B are selected from least one of compound shown in formula (II), based on the component A and The mass percent of component B, component A are 5~95%, and the mass percent of component B is 5~95%:
In formula (I):
R1For C1~C4Alkyl ,-C2H4CN or-CH2COOK1, wherein K1For C1~C4Alkyl;
R2ForWherein m is 1 or 2, K2For C1~C4Alkyl, C1~ C4Alkoxy or halogen;
In formula (II):
R3For C1~C4Alkyl;
R4、R5Each stand alone as hydrogen, C1~C4Alkoxy, nitro or-OSO2- Ph, and R4、R5It is asynchronously hydrogen, wherein Ph is benzene Base.
2. a kind of yellow disperse dye composition as described in claim 1, which is characterized in that the component A be selected from following formula it One or two of which more than mixture:
3. a kind of yellow disperse dye composition as claimed in claim 2, which is characterized in that the component A is selected from formula (I -1) At least one of~(I -4).
4. a kind of yellow disperse dye composition as described in one of claims 1 to 3, which is characterized in that the component B is selected from Mixture more than one of following formula or two of which:
5. a kind of yellow disperse dye composition as claimed in claim 4, which is characterized in that the component B be selected from formula (II- 1) at least one of~(II -4).
6. a kind of yellow disperse dye composition as described in one of Claims 1 to 5, it is characterised in that:Based on the group It is 5~50% to divide the mass percentage of A and component B, the component A, and the mass percentage of component B is 50~95%.
7. a kind of yellow disperse dye composition as described in claim 1, it is characterised in that:
Component A is selected from least one of formula (I -1)~(I -4);
Component B is selected from least one of formula (II -1)~(II -4);
The mass percentage for being based on more than component A and component B, the component A is 5~95%, the mass percentage of component B For 5~95%.
8. a kind of yellow disperse dye composition as described in claim 1, it is characterised in that:By formula (I -1) and/or (I -2) Component A, the component B compositions of (II -1) and (II -2), be based on more than component A and component B, the quality percentage of the component A contains It measures as 5~95%, the mass percentage of component B is 5~95%.
9. a kind of Yellow disperse dye product, is made of yellow disperse dye composition described in claim 1 and auxiliary agent, In, the weight ratio of auxiliary agent and yellow disperse dye composition is 0.2~5:1.
10. Yellow disperse dye product as claimed in claim 9, which is characterized in that the auxiliary agent be selected from it is one of following or Mixture more than two of which:Naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products (such as first Base naphthalene sulfonic acid-formaldehyde condensation product (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalenesulfonateformaldehyde formaldehyde condensation Object (dispersing agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), anhydrous sodium sulphate (sodium sulphate).
CN201711309007.1A 2017-12-12 2017-12-12 A kind of yellow disperse dye composition and dye preparations Active CN108102422B (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109735136A (en) * 2018-12-21 2019-05-10 浙江闰土股份有限公司 A kind of yellow disperse dye composition, disperse dyes and its preparation method and purposes
CN109957259A (en) * 2019-03-02 2019-07-02 浙江龙盛集团股份有限公司 It is a kind of yellow to orange disperse dye composition and dye preparations
CN110669356A (en) * 2019-10-23 2020-01-10 约克夏(浙江)染化有限公司 Yellow dye composition, yellow dye and preparation method and application thereof
CN113563737A (en) * 2021-06-30 2021-10-29 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product

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JPS6119664A (en) * 1984-07-05 1986-01-28 Mitsubishi Chem Ind Ltd Pyridone monoazo dye
GB2307479A (en) * 1995-11-22 1997-05-28 Ciba Geigy Ag Monoazo dye mixtures based on 5-(4'-substituted-3'-nitrophenylazo)-N-substituted-3-cyano-4-methyl-6-hydroxypyrid-2-ones
CN101880476A (en) * 2010-06-29 2010-11-10 浙江龙盛染料化工有限公司 Yellow-to-orange disperse dye composition
CN104559316A (en) * 2014-12-18 2015-04-29 浙江龙盛集团股份有限公司 High-fastness blue-to-black disperse dye composition and dye product
CN105102547A (en) * 2013-01-14 2015-11-25 德司达染料分销有限公司 High wet fast disperse dye mixtures
CN105838109A (en) * 2016-04-29 2016-08-10 浙江龙盛集团股份有限公司 High-fastness blue to black disperse dye composition and dye product
CN106497140A (en) * 2016-09-14 2017-03-15 浙江龙盛集团股份有限公司 A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
CN106893358A (en) * 2017-01-26 2017-06-27 浙江龙盛化工研究有限公司 It is a kind of blue to black disperse dye composition, dye preparations and application

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6119664A (en) * 1984-07-05 1986-01-28 Mitsubishi Chem Ind Ltd Pyridone monoazo dye
GB2307479A (en) * 1995-11-22 1997-05-28 Ciba Geigy Ag Monoazo dye mixtures based on 5-(4'-substituted-3'-nitrophenylazo)-N-substituted-3-cyano-4-methyl-6-hydroxypyrid-2-ones
CN101880476A (en) * 2010-06-29 2010-11-10 浙江龙盛染料化工有限公司 Yellow-to-orange disperse dye composition
CN105102547A (en) * 2013-01-14 2015-11-25 德司达染料分销有限公司 High wet fast disperse dye mixtures
CN104559316A (en) * 2014-12-18 2015-04-29 浙江龙盛集团股份有限公司 High-fastness blue-to-black disperse dye composition and dye product
CN105838109A (en) * 2016-04-29 2016-08-10 浙江龙盛集团股份有限公司 High-fastness blue to black disperse dye composition and dye product
CN106497140A (en) * 2016-09-14 2017-03-15 浙江龙盛集团股份有限公司 A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
CN106893358A (en) * 2017-01-26 2017-06-27 浙江龙盛化工研究有限公司 It is a kind of blue to black disperse dye composition, dye preparations and application

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109735136A (en) * 2018-12-21 2019-05-10 浙江闰土股份有限公司 A kind of yellow disperse dye composition, disperse dyes and its preparation method and purposes
CN109735136B (en) * 2018-12-21 2020-08-28 浙江闰土股份有限公司 Yellow disperse dye composition, disperse dye, and preparation method and application thereof
CN109957259A (en) * 2019-03-02 2019-07-02 浙江龙盛集团股份有限公司 It is a kind of yellow to orange disperse dye composition and dye preparations
CN109957259B (en) * 2019-03-02 2020-07-17 浙江龙盛集团股份有限公司 Yellow-orange disperse dye composition and dye product
CN110669356A (en) * 2019-10-23 2020-01-10 约克夏(浙江)染化有限公司 Yellow dye composition, yellow dye and preparation method and application thereof
CN113563737A (en) * 2021-06-30 2021-10-29 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product
CN113563737B (en) * 2021-06-30 2023-11-21 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product

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