CN106833018A - A kind of dispersed black dye mixture and its dye preparations - Google Patents
A kind of dispersed black dye mixture and its dye preparations Download PDFInfo
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- CN106833018A CN106833018A CN201611197746.1A CN201611197746A CN106833018A CN 106833018 A CN106833018 A CN 106833018A CN 201611197746 A CN201611197746 A CN 201611197746A CN 106833018 A CN106833018 A CN 106833018A
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- component
- alkyl
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- black dye
- dispersed black
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing 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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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 dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/26—Polyamides; Polyurethanes using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/40—Cellulose acetate
- D06P3/42—Cellulose acetate using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Abstract
The present invention relates to technical field of dye, to meet dyestuff while environmental protection, meet various aspects of performance requirement, the invention provides a kind of dispersed black dye mixture, in parts by weight, described mixture contains 5~50 parts of structural formulas component A, 10~40 parts of structural formula component B that such as (II) is represented that such as (I) is represented, 1~30 part of structural formula component C, 1~15 part of structural formula component D that such as (IV) is represented that such as (III) is represented.The dyestuff is a kind of environmental protection type dye, water-fastness (wet process) fastness, fastness to perspiration, fastness to rubbing, fastness to sublimation can reach more than 4 grades, wherein sunlight fastness is up to more than 5~6 grades, depth is good, not only there is lifting force higher on common dacron fabric, also there is lifting force higher on superfine Denier fibre.
Description
Technical field
The present invention relates to technical field of dye, and in particular to a kind of dispersed black dye mixture and its dye preparations and should
The application of dye preparations.
Background technology
As dyeing is to environmental requirement more and more higher, the feature of environmental protection of the dyestuff in production and use is also competing into dyestuff
One of key performance striven, while people also increasingly pay attention to textile security, health, therefore some both require dyestuff
Environmental protection need to possess high humidity treatment fastness, light fastness high again, the textile that fastness to rubbing is good, fastness to sublimation is good is increasingly received
To attention.Patent CN105566947A, the patented product is a kind of feature of environmental protection dyestuff, but this product can not meet property in all directions
Can require.
To meet requirement of the high-grade hydrophobic fibre garment material to every fastness, disperse dyes need to be devoted to solving height
Exposure to Sunlight, wet fastness, shifting dye level-dyeing property, depth etc..Such as patent CN102443280A, though the patent obtained in properties of product compared with
Big lifting, but it is to be improved in terms of the organochlorine feature of environmental protection.
To adapt to the situation of piece market keen competition, enhance product performance, optimize technique expands products application scope
The core direction of research is turned into.
The content of the invention
To meet dyestuff while environmental protection, various aspects of performance requirement is met, the invention provides a kind of dispersed black dye
Mixture, the dyestuff is a kind of environmental protection type dye, water-fastness (wet process) fastness, fastness to perspiration, fastness to rubbing, resistance to distillation
Fastness can reach more than 4 grades, and wherein sunlight fastness is up to more than 5~6 grades, and depth is good, not only fine in common polyester
There is lifting force higher on dimensional fabric, also there is lifting force higher on superfine Denier fibre.
The present invention is achieved by the following technical solutions：A kind of dispersed black dye mixture, it is in parts by weight, described
Mixture contains 5~50 parts of structural formulas component A that such as (I) is represented, 10~40 parts of structural formulas such as (II) is represented component B, and 1~30
Part structural formula component C, 1~15 part of structural formula component D that such as (IV) is represented that such as (III) is represented.
Preferably, in described dispersed black dye mixture, in parts by weight, containing 15~40 parts of component A, 15~30
Part component B, 3~20 parts of component C, 2~10 parts of component D.
The structural formula of component A is such as shown in (I)：
In structure formula (I)：R1It is a kind of in-Br selected from-Cl；R2Selected from-H, C1~C4- alkyl, C1~C4One in-alkoxy
Kind；R3、R4It is respectively and independently selected from C1~C4- alkyl, optionally substituted C1~C4- alkyl or C2~C4It is a kind of in-alkenyl, wherein
The substitution base of the alkyl is selected from one kind in-OR ,-OC0R ,-COOR, and R is selected from C1~C4It is a kind of in-alkyl；
Preferably, component A is made up of following one or more structural formulas：
The structural formula of component B is such as shown in (II)：
In structure formula (II)：R5、R6It is separate selected from C respectively1~C4- alkyl, optionally substituted C1~C4One in-alkyl
Kind, the substitution base wherein on alkyl is-CN；
Preferably, component B is made up of following one or more structural formulas：
The structural formula of component C is such as shown in (III)：
In structure formula (III)：R7Selected from-H, C1~C4- alkyl, C1~C4It is a kind of in-alkoxy, R8Selected from-H ,-
NHCOCH3Middle one kind, R9、R10It is respectively and independently selected from C1~C4- alkyl, optionally substituted C1~C4One kind, wherein alkyl in-alkyl
On substitution base be selected from-OR ,-OC0R ,-COOR in one kind, R be selected from C1~C4It is a kind of in-alkyl；
Preferably, component C is made up of following one or more structural formulas：
The structural formula of component D is such as shown in (IV)：
In structure formula (IV)：R11It is-H ,-NO2,C1~C4- alkyl, C1~C4It is a kind of in-alkoxy；
R12Selected from-H ,-NO2Middle one kind；R13、R14It is respectively and independently selected from-H, C1~C4- alkyl, C1~C4It is a kind of in-alkoxy.
Preferably, component D is made up of following one or more structural formulas：
It is 0~10 part of structural formula component E that such as (V) is represented that described mixture contains weight portion,
Preferably, in described dispersed black dye mixture, in parts by weight, containing 15~40 parts of component A, 15~30
Part component B, 3~20 parts of component C, 2~10 component parts D, 1~8 part of component E.
C in structure above1~C4Alkyl can be methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, tertiary fourth
Base, C1~C4Alkoxy can be methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, isobutoxy, tertiary fourth oxygen
Base.
Component A, B component are in diazo ortho position introducing electron-withdrawing group-Br, and the stronger dyestuff of electron-withdrawing power in the present invention
Dye depth effect it is stronger.
Contain heterocycle in the present invention in component C structure, also there is electron withdraw group-NO on heterocycle2, heterocycle and its nitro
There are beneficial to the overall coloring intensity for improving the dye mixture so that the final black mixture of dispersion has good lifting
Property, depth.And electron-withdrawing substituent can prevent the photooxidation reaction of dyestuff, the fastness to light of dyestuff is improved.
Breakthrough lifting, such as diazo-moieties in component A, component C, D components are have also been made in the present invention to dye sublimation fastness
Electron-withdrawing substituent is introduced, electron donating group, whole molecular polarity increase, so as to improve resistance to are introduced on the amino of coupling group
Sublimation reliability.
The dispersed black dye product that a kind of above-mentioned dispersed black dye mixture is made, containing dispersed black dye mixture,
The percentage by weight of auxiliary agent, wherein auxiliary agent is 15~85%, preferably 25~65%.
The auxiliary agent is selected from one or more in dispersant, diffusant, surfactant.Preferably, being selected from naphthalene sulfonic acids
Formaldehyde condensation products (such as dispersing agent NNO), condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), alkyl naphthalene sulfonic acid formaldehyde condensation products,
One or more in benzyl naphthalene sulfonic acid-formaldehyde condensation product (such as CNF), lignosulfonates (such as lignin S-29,85A).
The preparation method of described dye preparations：1) component A, component B, component C, component D, the group of dry form, are weighed
Divide E and auxiliary agent by the proportioning mixing of optimization, the dispersed black dye product finished product that dry spelling is made the invention is carried out by blending machine.
2), weigh component A, component B, component C, component D, component E and the auxiliary agent of dry product or wet product form respectively, add water or other
Wetting agent carries out corpusculed with pulverizers such as sand mill or grinders, or by each one-component and auxiliary agent elder generation corpusculed
Blending in proportion, then dries in drying room or spray drying is powdery, graininess again.
A kind of application of the described dispersed black dye product on dying hydrophobic fiber.A kind of black dye of dispersion of the invention
Material products are applied widely, and hydrophobic fibrous web or the blended fabric dyeings such as polyester, polyamide and its vinegar fibre can be lifted
Property it is excellent, not only depth is good on conventional polyester fiber, is dyeed on superfine Denier fibre bright in colour, obtains color depth dense.
Compared with prior art, the beneficial effects of the invention are as follows：
(1) dyestuff of the invention meets every ecological, environmental protective requirement；
(2) dyestuff washing fastness of the invention, fastness to perspiration, fastness to rubbing, sunlight fastness, sublimation reliability are equal
Up to more than 3 grades, wherein sunlight fastness is up to more than 5 grades.
Specific embodiment
By the following specific examples further illustrate the invention, but embodiment is merely to illustrate, and can not limit this
Invention scope.
Component A, component B, component C, component D, component E and auxiliary agent are mixed in proportion, to be added water and carry out particulate with sand mill
Sonization, then dries, that is, obtain the dispersed black dye product 1~20.As shown in table 1：Table 1：(the unit of embodiment 1~20：Weight
Part)
Example is tested
1st, enhancing
Dye sample obtained in 1~5 example is matched somebody with somebody by 0.5%, 1%, 2%, 3%, 4%, 6%, 8% (o.w.f) concentration
Dye liquor is put, dye liquor pH is adjusted to 4.5 routinely high-temperature and high pressure dyeing processes dyeing (130 DEG C × 45min), and reduce clear
Wash, thermal finalization (180 DEG C × 1min).Dyeing cloth specimen Integ values are tested with computer colour photometer.The results are shown in Table 2：
The different textile fabric lifting test results of table 2
Not only on conventional polyester fiber, enhancing is similarly excellent on superfine fibre for the invention as can be seen from Table 2
It is different.
2nd, every fastness index
By dye sample obtained in 1~20 example by 4% (o.w.f.) concentration under conditions of dye liquor pH=4.5 routinely
High-temperature and high pressure dyeing process dyes (130 DEG C × 45min), and carries out reduction cleaning, and thermal finalization (180 DEG C × 1min) (does resistance to distillation
Fastness without sizing).The every fastness of test, the results are shown in Table 3.
Detection method：
Washing fastness：GB/T 3921.3-1997, eqv ISO 105-C03：1989；
Fastness to perspiration：GB/T 3922-1995, eqv ISO 105/E04-1994；
Fastness to rubbing：GB/T 3920-1997, eqv ISO 105-X12：1993；
Fastness to sublimation：GB/T 5718-1997, eqv ISO 105-901：1993；
Sunlight fastness：GB/T 8427-2008, eqv ISO 105-B02：1994.
The every fastness test result of table 3
By visible a kind of dispersed black dye mixture of the invention in table 3, every fastness ability is excellent, meets high-grade polyester
And its high performance requirements of blend fabric.
3rd, organochlorine and polystream phenol content measuring
By dye sample obtained in 1~20 example by 4% (o.w.f.) concentration in dye liquor pH=4.5
Under conditions of routinely high-temperature and high pressure dyeing process dyeing (130 DEG C × 45min), and carry out reduction cleaning, thermal finalization
(180℃×1min).Test cloth cover organochlorine and polystream phenol content.The results are shown in Table 4 and table 5.
Detection method：
The measure of content of organic chloride：GB/T 20384-2006；
The measure of polystream phenol content：GB/T 18414.2-2006.
Content of organic chloride test result (the unit of table 4：ppm)
Note：0.1ppm is detection limit, and ＜ 0.1 is expressed as detection, and summation ＞ 1.0 is represented not environmentally.
The polystream phenol content measuring result (unit of table 5：ppm)
From table 4, understood in 5, a kind of dispersed black dye mixture of the invention reaches the requirement of Oeko-tex 100I classes, is one
Plant environmental protection type dye.
Claims (9)
1. a kind of dispersed black dye mixture, it is characterised in that in parts by weight, described mixture contains 5~50 parts of structures
The formula component A that such as (I) is represented, 10~40 parts of structural formula component B that such as (II) is represented, 1~30 part of structural formula such as (III) is represented
Component C, 1~15 part of structural formula component D that such as (IV) is represented.
2. a kind of dispersed black dye mixture according to claim 1, it is characterised in that
The structural formula of component A is such as shown in (I)：
In structure formula (I)：R1It is a kind of in-Br selected from-Cl；R2Selected from-H, C1~C4- alkyl, C1~C4It is a kind of in-alkoxy；R3、
R4It is respectively and independently selected from C1~C4- alkyl, optionally substituted C1~C4- alkyl or C2~C4It is a kind of in-alkenyl, wherein the alkane
The substitution base of base is selected from one kind in-OR ,-OC0R ,-COOR, and R is selected from C1~C4It is a kind of in-alkyl；
The structural formula of component B is such as shown in (II)：
In structure formula (II)：R5、R6It is separate selected from C respectively1~C4- alkyl, optionally substituted C1~C4It is a kind of in-alkyl,
Substitution base wherein on alkyl is-CN；
The structural formula of component C is such as shown in (III)：
In structure formula (III)：R7Selected from-H, C1~C4- alkyl, C1~C4It is a kind of in-alkoxy, R8Selected from-H ,-NHCOCH3In one
Kind, R9、R10It is respectively and independently selected from C1~C4- alkyl, optionally substituted C1~C4It is a kind of in-alkyl, the substitution base wherein on alkyl
Selected from the one kind in-OR ,-OC0R ,-COOR, R is selected from C1~C4It is a kind of in-alkyl；
The structural formula of component D is such as shown in (IV)：
In structure formula (IV)：R11It is-H ,-NO2,C1~C4- alkyl, C1~C4It is a kind of in-alkoxy；R12Choosing
From-H ,-NO2Middle one kind；R13、R14Selected from-H, C1~C4- alkyl, C1~C4It is a kind of in-alkoxy.
3. a kind of dispersed black dye mixture according to claim 1 and 2, its feature is, described dispersed black dye
In mixture, in parts by weight, contain 15~40 parts of component A, 15~30 parts of component B, 3~20 parts of component C, 2~10 parts of components
D。
4. a kind of dispersed black dye mixture according to claim 1, its feature is that described mixture contains weight
Part is 0~10 part of structural formula component E that such as (V) is represented,
5. a kind of dispersed black dye mixture according to claim 1 or 4, its feature is, described dispersed black dye
In mixture, in parts by weight, contain 15~40 parts of component A, 15~30 parts of component B, 3~20 parts of component C, 2~10 component parts
D, 1~8 part of component E.
6. a kind of dispersed black dye product that a kind of dispersed black dye mixture as claimed in claim 4 is made, its feature exists
In, described dispersed black dye product, containing dispersed black dye mixture, auxiliary agent, wherein the percentage by weight of auxiliary agent be 15~
85%.
7. a kind of dispersed black dye dye preparations according to claim 6, its feature is that the auxiliary agent is selected from dispersion
In agent, diffusant, surfactant one or more.
8. a kind of dispersed black dye mixture according to claim 6 or 7, its feature is that described auxiliary agent is selected from naphthalene
Sulfonic formaldehyde condensation compound, condensation compound of methyl naphthalene sulfonic acid and formaldehyde, alkyl naphthalene sulfonic acid formaldehyde condensation products, the condensation of benzyl naphthalenesulfonateformaldehyde formaldehyde
One or more in thing, lignosulfonates.
9. a kind of application of a kind of dispersed black dye product on dying hydrophobic fiber as claimed in claim 6.
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| CN108004803A (en) * | 2017-12-29 | 2018-05-08 | 东营安诺其纺织材料有限公司 | A kind of dye composite and dye material composition and its application |
| CN108276800A (en) * | 2018-02-01 | 2018-07-13 | 苏州科法曼化学有限公司 | A kind of disperse dye composition and its application |
| CN109504126A (en) * | 2018-12-06 | 2019-03-22 | 杭州吉华江东化工有限公司 | A kind of high fastness of environment-friendly type disperses black blue dye mixture, the product comprising it and application |
| JPWO2020184156A1 (en) * | 2019-03-08 | 2020-09-17 | ||
| CN112574595A (en) * | 2020-12-31 | 2021-03-30 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
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| Publication number | Publication date |
|---|---|
| CN106833018B (en) | 2019-09-10 |
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