CN105038315A - Compound scattered black dye high in color fastness - Google Patents
Compound scattered black dye high in color fastness Download PDFInfo
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- CN105038315A CN105038315A CN201510465700.2A CN201510465700A CN105038315A CN 105038315 A CN105038315 A CN 105038315A CN 201510465700 A CN201510465700 A CN 201510465700A CN 105038315 A CN105038315 A CN 105038315A
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- component
- massfraction
- fastness
- composite black
- disperse dye
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Abstract
The invention discloses a composite scattered black dye high in color fastness. The composition is composed of a component A represented in structural formula (I), a component B represented in structural formula (II), a component C represented in structural formula (III), a component D represented in structural formula (IV) and auxiliaries. According to the mass percentage, the mass fraction of the component A is 1-10%, the mass fraction of the component B is 5-25%, the mass fraction of the component C is 5-25%, the mass fraction of the component D is 10-40%, and the remainder is the auxiliaries. Sample cloth dyed through the composite scattered black dye is bright in color light and has excellent wash fastness, rub fastness, perspiration fastness, sun-proof fastness and degree of dyeing, and the production cost of the composite scattered black dye is low.
Description
Technical field
The present invention relates to a kind of dispersed dye, be specifically related to a kind of composite black disperse dye of high dyefastness.
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.As the publication number Chinese patent that is CN101760046B discloses a kind of composite black disperse dye of high washing fastness, this composite black disperse dye 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 every fastness ability of this dye composite still has much room for improvement.
Summary of the invention
The invention provides a kind of composite black disperse dye of high dyefastness, this composite black disperse dye has good washing fastness.
A composite black disperse dye for high dyefastness, 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 and auxiliary agent:
In formula I, R
1for
wherein Ph represents phenyl;
In formula III, R
2for-CH
2cH
3or
In formula IV, R
3for-OCH
3or H;
By massfraction, the massfraction of described component A is 1 ~ 10%, and the massfraction of described B component is 5 ~ 25%, and the massfraction of described component C is 5 ~ 25%, and the massfraction of described component D is 10 ~ 40%, and all the other are auxiliary agent.
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 composite black disperse dye of the present invention, all adopt azo dyes, not only produce easy, cheap, and dyefastness is better.Wherein, B component introduces cyano group but not nitro at the diazo ortho position of diazo component, this is because cyano group is less than the volume of nitro, thus reduces sterically hindered, make the lone-pair electron cloud of amino nitrogen atom more easily overlapping with the π-electron cloud of phenyl ring, the hyperchromic effect of enhancement component B; Component D is the non-Br at diazo component diazo ortho position introducing cyano group then, this is because the electron-withdrawing power of cyano group is stronger than-Br, and electron-withdrawing power is stronger, and hyperchromic effect is more remarkable; Component D introduces thiazolinyl again on coupling component amino simultaneously, this is because the electron-withdrawing power of thiazolinyl is more weak than methoxyl group, reduces the hypsochromic effect of component D.B component and adding of component D make composite black disperse dye of the present invention can obtain excellent dye uptake and dyestuff fastness, and dye uptake reaches as high as 95%.
In addition, when B component and component D consumption less, the consumption of component A, C reduces all to some extent, greatly reduces the production cost of composite black disperse dye of the present invention.
Preferably, the structural formula of described component A is such as formula shown in (I-1):
Preferably, described component C is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (III-1) and structural formula (III-2):
Preferably, the structural formula of described component D is such as formula shown in (IV-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 D coupling component, the hyperchromic effect of component D strengthens.
Preferably, by massfraction, the massfraction of described component A is 4%, the massfraction of B component be 14%, component C massfraction be 12%, component D massfraction be 23%, all the other are auxiliary agent.
It should be noted that; due to the singularity of dye industry; described component A ~ D 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.
Composite black disperse dye of the present invention can be obtained by preparation method conventional in the industry, such as, after component A ~ D being mixed by the proportioning preset, under the existence of auxiliary agent, water or other wetting agents, carry out corpusculed with the shredding unit such as sand mill or shredder, namely obtain described composite black disperse dye; Also first component A ~ D can be carried out corpusculed with the shredding unit such as sand mill or shredder respectively under the existence of auxiliary agent, water or other wetting agents, then mix according to the proportioning preset, namely obtain described composite black disperse dye.
Compared with prior art, beneficial effect of the present invention is:
(1) do not contain anthraquinone dyes in composite black disperse dye of the present invention, all adopt azo dyes, not only produce easy, cheap, and dyefastness is better.
(2) B component of the present invention introduces cyano group but not nitro at the diazo ortho position of diazo component, this is because cyano group is less than the volume of nitro, thus reduce sterically hindered, make the lone-pair electron cloud of amino nitrogen atom more easily overlapping with the π-electron cloud of phenyl ring, the hyperchromic effect of enhancement component B;
(3) the component D of the present invention then non-Br at diazo component diazo ortho position introducing cyano group, this is because the electron-withdrawing power of cyano group is stronger than-Br, and electron-withdrawing power is stronger, and hyperchromic effect is more remarkable; Component D introduces thiazolinyl again on coupling component amino simultaneously, this is because the electron-withdrawing power of thiazolinyl is more weak than methoxyl group, reduces the hypsochromic effect of component D;
(4) B component and adding of component D make composite black disperse dye of the present invention can obtain excellent dye uptake and dyestuff fastness, dye uptake reaches as high as 95%; And when B component and component D consumption less, the consumption of component A, C reduces all to some extent, greatly reduces the production cost of composite black disperse dye.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail.
Embodiment 1
A composite black disperse dye for high dyefastness, is made up of the component D shown in the B component shown in the component A shown in structure formula I, structural formula (II-1), the component C shown in structure formula III, structure formula IV and auxiliary agent:
By massfraction, the massfraction of component A is 4%, the massfraction of B component be 14%, component C massfraction be 12%, component D massfraction be 23%, all the other are auxiliary agent.
The preparation method of this composite black disperse dye is: by component A ~ D by after the proportioning mixing preset, at the auxiliary agent (Dispersant MF of 39%, the moisture content of 8%) existence under carry out corpusculed with the shredding unit such as sand mill or shredder, namely obtain this composite black disperse dye.
Embodiment 2
Adopt the method identical with embodiment 1 prepare composite black disperse dye, but choose there is following structural formula dyestuff as component A:
The consumption of each component is constant.
Test example 1
Respectively get the composite black disperse dye 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 composite black disperse dye 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-1) as component A time, the dyefastness of prepared composite black disperse dye and dye uptake best.
Embodiment 3
Adopt the method identical with embodiment 1 prepare composite black disperse dye, but choose respectively there is following structural formula dyestuff as component C:
The consumption of each component is constant.
Embodiment 4
Adopt the method identical with embodiment 1 to prepare composite black disperse dye, but component C is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (III-1) and structural formula (III-2):
Total consumption of component C is constant, and the consumption of all the other components is constant.
Embodiment 5
Adopt the method identical with embodiment 1 to prepare composite black disperse dye, but component C is mixed with the ratio of mass ratio 3:1 by the compound shown in structural formula (III-1) and structural formula (III-2):
Total consumption of component C is constant, and the consumption of all the other components is constant.
Embodiment 6
Adopt the method identical with embodiment 1 to prepare composite black disperse dye, but component C is mixed with the ratio of mass ratio 1:2 by the compound shown in structural formula (III-1) and structural formula (III-2):
Total consumption of component C is constant, and the consumption of all the other components is constant.
Test example 2
Get the composite black disperse dye that 1.0g embodiment 3 ~ 6 is obtained, adopt the method identical with test example 1, above-mentioned composite black disperse dye is utilized to dye to trevira cloth, and the fastness to washing of test specimens cloth, fastness to rubbing, fastness to perspiration and sunlight fastness, test result is in table 2.
Table 2
From table 2, when component C by (III-1) and (III-2) with mass ratio be 2:1 mix time, obtained composite black disperse dye has better dyefastness and dye uptake.
Embodiment 7
Adopt the method identical with embodiment 4 to prepare composite black disperse dye, 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 composite black disperse dye that 1.0g embodiment 7 is obtained, adopt the method identical with test example 1, above-mentioned composite black disperse dye 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, from table 3, when component D introduces methoxyl group (embodiment 4) that be in amino ortho position on coupling component phenyl ring, the washing fastness of composite black disperse dye, fastness to rubbing and dye uptake are all better than embodiment 7.
Embodiment 8
Adopt the method identical with embodiment 4 to prepare composite black disperse dye, but the consumption of each component is:
By massfraction, the massfraction of component A is 3%, the massfraction of B component be 13%, component C massfraction be 15%, component D massfraction be 22%, the massfraction of dispersion agent sodium lignosulfonate is 41%, and the massfraction of moisture content is 8%.
Embodiment 9
Adopt the method identical with embodiment 4 to prepare composite black disperse dye, but the consumption of each component is:
By massfraction, the massfraction of component A is 1%, the massfraction of B component be 5%, component C massfraction be 5%, component D massfraction be 40%, the massfraction of dispersion agent WS is 42%, and the massfraction of moisture content is 8%.
Embodiment 10
Adopt the method identical with embodiment 4 to prepare composite black disperse dye, but the consumption of each component is:
By massfraction, the massfraction of component A is 11%, the massfraction of B component be 2%, component C massfraction be 27%, component D massfraction be 8%, the massfraction of Dispersant MF is 44%, and the massfraction of moisture content is 8%.
Test example 4
Respectively get the composite black disperse dye that 1.0g embodiment 8 ~ 10 is obtained, adopt the method identical with test example 1, above-mentioned composite black disperse dye 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, the massfraction of each component is controlled in certain scope obtaining dyefastness and the better composite black disperse dye of dye uptake is necessary.
Claims (5)
1. the composite black disperse dye of a high dyefastness, 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 and auxiliary agent:
In formula I, R
1for
wherein Ph represents phenyl;
In formula III, R
2for-CH
2cH
3or
In formula IV, R
3for-OCH
3or H;
In formula III, (IV), Ac represents ethanoyl;
By massfraction, the massfraction of described component A is 1 ~ 10%, and the massfraction of described B component is 5 ~ 25%, and the massfraction of described component C is 5 ~ 25%, and the massfraction of described component D is 10 ~ 40%, and all the other are auxiliary agent.
2. composite black disperse dye as claimed in claim 1, it is characterized in that, the structural formula of described component A is such as formula shown in (I-1):
3. composite black disperse dye as claimed in claim 1, it is characterized in that, described component C is mixed with the ratio of mass ratio 2:1 by the compound shown in structural formula (III-1) and structural formula (III-2):
4. composite black disperse dye 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. the composite black disperse dye as described in as arbitrary in Claims 1 to 4, is characterized in that, by massfraction, the massfraction of described component A is 4%, the massfraction of B component be 14%, component C massfraction be 12%, the massfraction of component D is 23%, and all the other are auxiliary agent.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510465700.2A CN105038315A (en) | 2015-07-31 | 2015-07-31 | Compound scattered black dye high in color fastness |
| TW105103618A TWI596163B (en) | 2015-07-31 | 2016-02-03 | A complex disperse black dye with high fastness of dyeing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510465700.2A CN105038315A (en) | 2015-07-31 | 2015-07-31 | Compound scattered black dye high in color fastness |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105038315A true CN105038315A (en) | 2015-11-11 |
Family
ID=54445304
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510465700.2A Pending CN105038315A (en) | 2015-07-31 | 2015-07-31 | Compound scattered black dye high in color fastness |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN105038315A (en) |
| TW (1) | TWI596163B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106700648A (en) * | 2016-12-07 | 2017-05-24 | 浙江昱泰染化科技有限公司 | Black disperse dye composition |
| CN113136114A (en) * | 2021-03-23 | 2021-07-20 | 王羽蘅 | High-fastness disperse dye composition and dye product |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103788704B (en) * | 2014-01-28 | 2016-03-09 | 杭州福莱蒽特精细化工有限公司 | A kind of ultra-fine fibre disperse black dye composition |
-
2015
- 2015-07-31 CN CN201510465700.2A patent/CN105038315A/en active Pending
-
2016
- 2016-02-03 TW TW105103618A patent/TWI596163B/en active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106700648A (en) * | 2016-12-07 | 2017-05-24 | 浙江昱泰染化科技有限公司 | Black disperse dye composition |
| CN113136114A (en) * | 2021-03-23 | 2021-07-20 | 王羽蘅 | High-fastness disperse dye composition and dye product |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI596163B (en) | 2017-08-21 |
| TW201704359A (en) | 2017-02-01 |
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