CN105062139A - Disperse black dye mixture - Google Patents
Disperse black dye mixture Download PDFInfo
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- CN105062139A CN105062139A CN201510467449.3A CN201510467449A CN105062139A CN 105062139 A CN105062139 A CN 105062139A CN 201510467449 A CN201510467449 A CN 201510467449A CN 105062139 A CN105062139 A CN 105062139A
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- China
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- component
- massfraction
- formula
- dye mixture
- structural formula
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- 0 Cc(c(C)c(c(*)c1)[N+]*)c1/N=N/c(c(*)c1)c(*)cc1[N+]([O-])=O Chemical compound Cc(c(C)c(c(*)c1)[N+]*)c1/N=N/c(c(*)c1)c(*)cc1[N+]([O-])=O 0.000 description 2
Abstract
The invention discloses a disperse black dye mixture. The mixture comprises, by mass, 1-10% of a component A represented by structural formula (I), 1-10% of a component B represented by structural formula (II), 1-10% of a component C represented by structural formula (III), 1-10% of a component D represented by structural formula (IV), 15-40% of a component E represented by structural formula (V), 0-5% of a component F represented by structural formula (VI), and the balance of an assistant. The dye mixture obtained the invention allows a sample cloth dyed by using the mixture to have brilliant color, and has the advantages of excellent color fastness and dyeing degree, and low production cost.
Description
Technical field
The present invention relates to a kind of dispersed dye, be specifically related to a kind of dispersed black dye mixture.
Background technology
After entering 21 century, the competition in world textile market is more and more fierce, and the economy in South East Asia has become the synonym of low cost, high growth, and the textile industry business of Europe, the U.S. etc. is also accelerated to shift to Asia.In order to adapt to the situation of piece market cut-throat competition, making that the production cost of textiles constantly reduces, quality product improves constantly, carrying capacity of environment constantly alleviates, having become the target that textile enterprise is common.
Dispersed dye solubleness in water is very low, and particle is very thin, and in dispersion in dye liquor, belong to nonionic dye, be mainly used in the dyeing of terylene, its dyefastness is higher.The Chinese patent being CN101760046B as publication number discloses a kind of dispersed black dye mixture, and this dye mixture comprises the component A of one or more structures as shown in formula I, the B component of one or more structures as shown in formula II, the component C of one or more structures as shown in formula III form the component D of one or more structures as shown in formula IV; Wherein, the massfraction of component A is 20% ~ 85%, the massfraction of B component be 5 ~ 45%, component C massfraction be 5 ~ 40%, component D massfraction be 1 ~ 35%:
wherein, X
1for cyano group or halogen; R
1, R
2respective is independently C
1~ C
4alkyl ,-CH
2cOOR
11,-C
2h
4cOOR
12or-C
2h
4oCOCH
3, wherein R
11, R
12respective is independently C
1~ C
4alkyl; R
3, R
4respective is independently C
1~ C
4alkyl;
wherein, X
2for nitro or hydrogen, X
3for methoxyl group ,-OSO
2-Ph ,-O
so
2-CH
3or-CO-Ph, wherein, Ph represents phenyl, R
5for C1 ~ C
4alkyl;
wherein, X
4for O or NH; R
6for by cyano group, hydroxyl, C
1~ C
4alkoxyl group or phenyl replace C
1~ C
4alkyl;
wherein, X
5for-NO
2or-CN; R
7for C
1~ C
4alkyl ,-CH
2cOOR
13,-C
2h
4cOOR
14, Acetoxyethyl, allyl group or methoxyethyl; R
8for-CH
2cOOR
15,-C
2h
4cOOR
16, hydroxyethyl, cyanoethyl, Acetoxyethyl or allyl group, wherein R
13~ R
16for C
1~ C
4alkyl; R
9for H or C
1~ C
4alkoxyl group; R
10for C
1~ C
4alkyl or kharophen.
But the dyefastness of this dye composite still has much room for improvement.
Summary of the invention
The invention provides a kind of dispersed black dye mixture, this dye mixture has preferably dyefastness.
A kind of dispersed black dye mixture, is made up of the component D shown in the B component shown in the component A shown in structure formula I, structure formula II, the component C shown in structure formula III, structure formula IV, the component E shown in structural formula (V), the component F shown in structure formula VI and auxiliary agent:
In formula I, R
1for
or
wherein Ph represents phenyl;
In formula II, R
2expression-CH
2cH
3or
In formula IV, R
3represent nitro or cyano group;
In formula (V), R
4represent chlorine or bromine;
In formula VI, R
5represent OCH
3or H;
By massfraction, the massfraction of described component A is 1 ~ 10%, the massfraction of described B component is 1 ~ 10%, the massfraction of described component C is 1 ~ 10%, the massfraction of described component D is 1 ~ 10%, the massfraction of described component E is 15 ~ 40%, and the massfraction of described component F is 0 ~ 5%, and all the other are auxiliary agent.
As do not made specified otherwise, in the present invention, Bu is defaulted as normal-butyl.
Each component in the present invention all can adopt existing commercial goods, also can synthesize according to method well-known to those skilled in the art.
Not containing anthraquinone dyes in dispersed black dye mixture of the present invention, all adopt azo dyes, not only produce easy, cheap, and dyefastness is better.
Containing heterocycle in component C of the present invention, and heterocycle also has electron-withdrawing group-NO
2, heterocycle and replace having to be beneficial to and improving the coloring intensity of component C of nitro, makes component C have good hyperchromic effect.And component F introduces cyano group and non-Br at the diazo ortho position of diazo component, this is because the electron-withdrawing power of cyano group than-Br more by force, and electron-withdrawing power is stronger, and hyperchromic effect is more remarkable.The existence of component C and component F makes dispersed black dye mixture of the present invention can obtain excellent dye uptake and dyestuff fastness, and dye uptake reaches as high as 94%.
When not increasing component C and component F consumption, the consumption of component A, B, D and E reduces all to some extent, greatly reduces the production cost of dye mixture.
Preferably, the structural formula of described component A is such as formula shown in (I-2):
Preferably, described B component is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (II-1) and structural formula (II-2):
Preferably, the structural formula of described component D is such as formula shown in (IV-1):
Preferably, the structural formula of described component E is such as formula shown in (V-1):
Preferably, the structural formula of described component F is such as formula shown in (VI-1):
When methoxyl group is connected with phenyl ring, methoxyl group becomes electron-donating group, and therefore when methoxyl group is introduced at the amino ortho position of component F coupling component, the hyperchromic effect of component F strengthens.
Preferably, by massfraction, the massfraction of described component A is 4%, the massfraction of described B component is 3%, and the massfraction of described component C is 4%, and the massfraction of described component D is 4%, the massfraction of component E is 30%, and the massfraction of described component F is 1%, and all the other are auxiliary agent.
It should be noted that; due to the singularity of dye industry; described component A ~ F is difficult to also there is no need to make sterling, and usually can contain the physical impurity of a small amount of moisture content and trace, the existence of this part moisture content and physical impurity is within tolerance range of the present invention.
Dye mixture of the present invention can be obtained by preparation method conventional in the industry, such as, after component A ~ F being mixed by the proportioning preset, under the existence of auxiliary agent (comprising dispersion agent, water or other wetting agents), carry out corpusculed with the shredding unit such as sand mill or shredder, namely obtain described dye mixture; Also first component A ~ F can be carried out corpusculed with the shredding unit such as sand mill or shredder respectively under the existence of auxiliary agent (comprising dispersion agent, water or other wetting agents), then mix according to the proportioning preset, namely obtain described dye mixture.
Compared with prior art, beneficial effect of the present invention is:
(1) do not contain anthraquinone dyes in dispersed black dye mixture of the present invention, all adopt azo dyes, not only produce easy, cheap, and dyefastness is better;
(2) contain heterocycle in component C of the present invention, and heterocycle also has electron-withdrawing group-NO
2, heterocycle and replace having to be beneficial to and improving the coloring intensity of component C of nitro, makes component C have good hyperchromic effect.And component F introduces cyano group and non-Br at the diazo ortho position of diazo component, this is because the electron-withdrawing power of cyano group than-Br more by force, and electron-withdrawing power is stronger, and hyperchromic effect is more remarkable; The existence of component C and component F makes dispersed black dye mixture of the present invention can obtain excellent dye uptake and dyestuff fastness, and dye uptake reaches as high as 94%;
(3) when not increasing component C and component F consumption, the consumption of component A, B, D and E reduces all to some extent, greatly reduces the production cost of dye mixture.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail.
Embodiment 1
A kind of dispersed black dye mixture, is made up of component D, the component E shown in structural formula (V-1) and the dispersion agent shown in the B component shown in the component A shown in structural formula (I-1), structural formula (II-1), the component C shown in structure formula III, structural formula (IV-1) and moisture content:
By massfraction, the massfraction of component A is 4%, the massfraction of B component be 3%, component C massfraction be 4%, component D massfraction be 4%, component E massfraction be 30%, component F massfraction be 1%, other are auxiliary agent.
The preparation method of this dispersed black dye mixture is: by component A ~ F by after the proportioning mixing preset, at the auxiliary agent (Dispersant MF of 46%, the moisture content of 8%) existence under carry out corpusculed with the shredding unit such as sand mill or shredder, namely obtain this dye mixture.
Embodiment 2
Adopt the method identical with embodiment 1 prepare dispersed black dye mixture, but choose there is following structural formula dyestuff as component A:
The consumption of each component is constant.
Test example 1
Respectively get the dye mixture that 1.0g embodiment 1 ~ 2 is obtained, be scattered in 500mL water, obtain dispersion liquid, draw 20mL dispersion liquid again to mix with 60mL water, obtain dye liquor, regulate dye bath pH to be 5 with acetic acid, put into 4g trevira when being warming up to 70 DEG C to dye, and with 30min in dye bath temperature is warming up to 130 DEG C from 70 DEG C, be cooled to 90 DEG C be incubated 30min at 130 DEG C after, sampling.Observe sample cloth coloured light, and adopt GB GB/T3921-1997, the washing fastness of GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 test specimens cloth, fastness to rubbing, fastness to perspiration and sunlight fastness respectively, adopt GB/T9337-2009 method to measure dyestuff dye uptake (with publication number for dispersed dye disclosed in the Chinese patent of CN101760046B as a comparison case), test result is in table 1.
Table 1
From table 1, every fastness ability of dye mixture prepared by embodiment 1 ~ 2 is all comparatively excellent, and equal tool improves a lot compared with comparative example; Wherein, when select structural formula be the dyestuff of (I-2) as component A time, the dyefastness of prepared dye mixture and dye uptake best.
Embodiment 3
Adopt the method identical with embodiment 2 prepare dispersed black dye mixture, but choose respectively there is following structural formula dyestuff as B component:
The consumption of each component is constant.
Embodiment 4
Adopt the method identical with embodiment 2 to prepare dispersed black dye mixture, but B component is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (II-1) and structural formula (II-2):
Total consumption of B component is constant, and the consumption of all the other components is constant.
Embodiment 5
Adopt the method identical with embodiment 2 to prepare dispersed black dye mixture, but B component is mixed with the ratio of mass ratio 3:1 by the compound shown in structural formula (II-1) and structural formula (II-2):
Total consumption of B component is constant, and the consumption of all the other components is constant.
Embodiment 6
Adopt the method identical with embodiment 2 to prepare dispersed black dye mixture, but B component is mixed with the ratio of mass ratio 1:2 by the compound shown in structural formula (II-1) and structural formula (II-2):
Total consumption of B component is constant, and the consumption of all the other components is constant.
Test example 2
Get the dye mixture that 1.0g embodiment 3 ~ 6 is obtained, adopt the method identical with test example 1, above-mentioned dye mixture is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration, sunlight fastness and dye uptake, test result is in table 2.
Table 2
From table 2, when B component by (II-1) and (II-2) with mass ratio be 2:1 mix time, obtained dye mixture has better dyefastness and dye uptake.
Embodiment 7
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but component D adopts structural formula to be the dyestuff shown in (IV-2):
The consumption of each component is constant.
Test example 3
Get the dye mixture that 1.0g embodiment 7 is obtained, adopt the method identical with test example 1, above-mentioned dye mixture is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration, sunlight fastness and dye uptake, test result is in table 3.
Table 3
From table 3, when in component D, cyano group is introduced at the diazo ortho position of diazo component, the washing fastness of dye mixture, fastness to rubbing and dye uptake all weaken than embodiment 4.This is because nitro more can strengthen hyperchromic effect than cyano group.
Embodiment 8
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but component E adopts structural formula to be the dyestuff shown in (V-2):
The consumption of each component is constant.
Test example 4
Get the dye mixture that 1.0g embodiment 8 is obtained, adopt the method identical with test example 1, above-mentioned dye mixture is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration, sunlight fastness and dye uptake, test result is in table 4.
Table 4
From table 4, after-the Br in component E is transformed to-Cl, the washing fastness of dye mixture, fastness to perspiration, sunlight fastness and dye uptake decline all to some extent.Simultaneously in view of when component E is chloride, its manufacturing cost is higher and need in manufacturing processed to use poisonous polystream phenol, and therefore component E is preferably the dyestuff shown in formula (V-1).
Embodiment 9
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but component F adopts structural formula to be the dyestuff shown in (VI-2):
The consumption of each component is constant.
Test example 5
Get the dye mixture that 1.0g embodiment 9 is obtained, adopt the method identical with test example 1, above-mentioned dye mixture is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration, sunlight fastness and dye uptake, test result is in table 5.
Table 5
From table 5, when component F introduces methoxyl group (embodiment 4) that be in amino ortho position on coupling component phenyl ring, the washing fastness of dye mixture, fastness to rubbing and dye uptake are all better than embodiment 7.
Embodiment 10
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but the consumption of each component is:
By massfraction, the massfraction of component A is 3%, and the massfraction of B component is 5%, the massfraction of component C be 2%, component D massfraction be 2%, component E massfraction be 32%, the massfraction of dispersion agent sodium lignosulfonate is 48%, and the massfraction of moisture content is 8%; Not containing component F.
Embodiment 11
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but the consumption of each component is:
By massfraction, the massfraction of component A is 1%, the massfraction of B component is 10%, the massfraction of component C is 1%, the massfraction of component D be 1%, component E massfraction be 40%, component F massfraction be 5%, the massfraction of dispersion agent WS is 34%, and the massfraction of moisture content is 8%.
Embodiment 12
Adopt the method identical with embodiment 4 to prepare dispersed black dye mixture, but the consumption of each component is:
By massfraction, the massfraction of component A be 13%, component D massfraction be 12%, component E massfraction be 13%, component F massfraction be 8%, the massfraction of Dispersant MF is 46%, and the massfraction of moisture content is 8%; Not containing B component and component C.
Test example 6
Respectively get the dye mixture that 1.0g embodiment 10 ~ 12 is obtained, adopt the method identical with test example 1, above-mentioned dye mixture is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration, sunlight fastness and dye uptake, test result is in table 6.
Table 6
From table 6, the massfraction of each component is controlled in certain scope obtaining dyefastness and the better dye mixture of dye uptake is necessary.
Claims (7)
1. a dispersed black dye mixture, it is characterized in that, be made up of the component D shown in the B component shown in the component A shown in structure formula I, structure formula II, the component C shown in structure formula III, structure formula IV, the component E shown in structural formula (V), the component F shown in structure formula VI and auxiliary agent:
In formula I, R
1for
wherein Ph represents phenyl;
In formula II, R
2expression-CH
2cH
3or
In formula IV, R
3represent nitro or cyano group;
In formula (V), R
4represent chlorine or bromine;
In formula VI, R
5expression-OCH
3or-H;
By massfraction, the massfraction of described component A is 1 ~ 10%, the massfraction of described B component is 1 ~ 10%, the massfraction of described component C is 1 ~ 10%, the massfraction of described component D is 1 ~ 10%, the massfraction of described component E is 15 ~ 40%, and the massfraction of described component F is 0 ~ 5%, and all the other are auxiliary agent.
2. dispersed black dye mixture as claimed in claim 1, it is characterized in that, the structural formula of described component A is such as formula shown in (I-2):
3. dispersed black dye mixture as claimed in claim 1, it is characterized in that, described B component is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (II-1) and structural formula (II-2):
4. dispersed black dye mixture as claimed in claim 1, it is characterized in that, the structural formula of described component D is such as formula shown in (IV-1):
5. dispersed black dye mixture as claimed in claim 1, it is characterized in that, the structural formula of described component E is such as formula shown in (V-1):
6. dispersed black dye mixture as claimed in claim 1, it is characterized in that, the structural formula of described component F is such as formula shown in (VI-1):
7. the dispersed black dye mixture as described in as arbitrary in claim 1 ~ 6, it is characterized in that, by massfraction, the massfraction of described component A is 4%, and the massfraction of described B component is 3%, and the massfraction of described component C is 4%, the massfraction of described component D is 4%, the massfraction of component E is 30%, and the massfraction of described component F is 1%, and all the other are auxiliary agent.
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|---|---|---|---|
| CN201510467449.3A CN105062139A (en) | 2015-07-31 | 2015-07-31 | Disperse black dye mixture |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510467449.3A CN105062139A (en) | 2015-07-31 | 2015-07-31 | Disperse black dye mixture |
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|---|---|
| CN105062139A true CN105062139A (en) | 2015-11-18 |
Family
ID=54491675
Family Applications (1)
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|---|---|---|---|
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106317953A (en) * | 2016-08-29 | 2017-01-11 | 浙江昱泰染化科技有限公司 | Black disperse dye composition |
| CN109971213A (en) * | 2018-12-21 | 2019-07-05 | 浙江龙盛集团股份有限公司 | A kind of disperse blue is to black dye composition, dye preparations and its application |
| CN110204922A (en) * | 2019-07-12 | 2019-09-06 | 约克夏(浙江)染化有限公司 | Black disperse dye composition, disperse dyes and its preparation method and purposes |
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| JPS57115461A (en) * | 1981-01-07 | 1982-07-17 | Mitsui Toatsu Chem Inc | Water-insoluble black disperse dye composition and dyeing of polyester type fiber using it |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106317953A (en) * | 2016-08-29 | 2017-01-11 | 浙江昱泰染化科技有限公司 | Black disperse dye composition |
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| CN110204922A (en) * | 2019-07-12 | 2019-09-06 | 约克夏(浙江)染化有限公司 | Black disperse dye composition, disperse dyes and its preparation method and purposes |
| CN110204922B (en) * | 2019-07-12 | 2021-04-13 | 约克夏(浙江)染化有限公司 | Black disperse dye composition, disperse dye, preparation method and application thereof |
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