CN103194094A - Composition of blue to black disperse dyes - Google Patents
Composition of blue to black disperse dyes Download PDFInfo
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- CN103194094A CN103194094A CN2013101094393A CN201310109439A CN103194094A CN 103194094 A CN103194094 A CN 103194094A CN 2013101094393 A CN2013101094393 A CN 2013101094393A CN 201310109439 A CN201310109439 A CN 201310109439A CN 103194094 A CN103194094 A CN 103194094A
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- 0 CCN(CC)C(C=C1)=CC(*)[C@@]1N=Nc(c([N+]([O-])=O)cc([N+]([O-])=O)c1)c1Br Chemical compound CCN(CC)C(C=C1)=CC(*)[C@@]1N=Nc(c([N+]([O-])=O)cc([N+]([O-])=O)c1)c1Br 0.000 description 1
- ATHCQDVPTWOQAM-QZQOTICOSA-N [O-][N+](c(cc1)cc([N+]([O-])=O)c1Nc(cc1)ccc1/N=N/c(cc1)ccc1O)=O Chemical compound [O-][N+](c(cc1)cc([N+]([O-])=O)c1Nc(cc1)ccc1/N=N/c(cc1)ccc1O)=O ATHCQDVPTWOQAM-QZQOTICOSA-N 0.000 description 1
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Abstract
The invention provides a composition of blue to black disperse dyes. The dyes mainly comprise the ingredients in parts by mass of 1-55 parts of at least one component A of which the structure is shown in the formula (I), 25-85 parts of at least one component B of which the structure is shown in the formula (II), and 5-45 parts of at least one component C of which the structure is shown in the formula (III). The composition of the disperse dyes disclosed by the invention can supply and dye in a micro-pelletized liquid state, a paste state or a powder and particle state which is dried by a spray drying process and the like, and a granular state after being commercialized. When the composition of the disperse dyes disclosed by the invention dyes the hydrophobic fiber materials, each dye performance and the color fastness are excellent and accord with the demands of Oeko-Tex Standard 100; and the blue to black fabrics can be obtained by adjusting the ratio of different components.
Description
(1) technical field
The present invention relates to a kind of blueness to black disperse dye composition, especially a kind of blueness of suitable printing and dyeing hydrophobic fiber material is to black disperse dye composition.
(2) background technology
Blue-black series dyes usage quantity is bigger in the dispersed dye, but this series dyes is difficult to possess simultaneously that good dyeing behavior and fastness ability are arranged at present, and as the dyeing colour fastness excellence among the publication CN1085924A, but lifting force is poor; Dyestuff lifting force among the CN101768376A is good, but light fastness is unsatisfactory; Dyestuff lifting force and light fastness among the CN102344694A are all very good, but product Benzene Chloride and chlorination toluene (Chlorinated benzenes and toluenes) content does not meet the requirement of Oeko-Tex Standard 100.Benzene Chloride and chlorination toluene are difficult for decomposing, and not only the human central nervous system are had and suppress and anesthetic action, and skin and mucous membrane are had pungency, belong to the second class carcinogenic substance; And environment had serious harm, and can pollute water body, soil and atmosphere, be a kind of have persistence and highly toxic compound, their regulations on textiles only 1.0ppm that limits the quantity of.
(3) summary of the invention
For addressing the above problem, the invention provides a kind of blueness to the disperse dye composition of black, be applied to hydrophobic fiber material when dyeing, every dyeing behavior and colour fastness excellence, and meet the requirement of Oeko-Tex Standard 100.
The technical solution used in the present invention is:
A kind of blueness is to black disperse dye composition, add the auxiliary agent commonly used during except preparation, its dyestuff composition mainly comprises the component A of at least a structure shown in formula I, the B component of at least a structure shown in formula II and the component C of at least a structure shown in formula III of 5～45 mass parts of 25～85 mass parts of 1～55 mass parts;
In the formula II:
X
1Be Cl, Br or cyano group;
R
1, R
2Independent separately is C
1～C
4Alkyl, be preferably methyl;
R
3, R
4Independent separately is C
1～C
4Alkyl ,-CH
2CH=CH
2, cyanoethyl is by C
1～C
4Alkoxyl group or-COOR
13The C that replaces
1～C
4Alkyl, wherein R
13Be C
1～C
4Alkyl;
And, work as X
1=Br, R
1, R
2Be methyl, R
3, R
4For-CH
2CH=CH
2The time, formula II is two or more composition.
In the formula III:
X
2Be Cl, Br or cyano group;
R
5, R
6Independent separately is C
1～C
4Alkyl, or by cyano group, C
1～C
4Alkoxyl group or-COOR
14The C that replaces
1～C
4Alkyl, wherein R
14Be C
1～C
4Alkyl;
R
7Be C
1～C
4Alkyl, be preferably methyl.
Preferably, based on described component A, B component and component C, the quality percentage composition of component A is 1～55%, and the quality percentage composition of B component is 25～85%, and the quality percentage composition of component C is 5～45%.
More preferred, described composition dye composition is made up of component A, B component and component C, and based on described component A, B component and component C, the quality percentage composition of component A is 1～50%, the quality percentage composition of B component is 25～80%, and the quality percentage composition of component C is 10～45%.
Further, described composition dye composition also can comprise the component D shown at least a formula IV～formula VI;
In the formula IV:
X
3Be halogen, be preferably chlorine or bromine;
R
8Be C
1～C
4Alkyl, be preferably methyl;
R
9Be hydrogen or C
1～C
4Alkoxyl group;
R
10Be C
1～C
4Alkyl or allyl group.
In the formula (V):
R
11Be hydrogen, cyano group or C
1～C
4Alkyl.
In the formula VI:
X
4, X
5Independent separately is hydrogen, halogen, nitro, cyano group, C
1～C
4Alkyl, C
1～C
4Alkoxyl group ,-COOC
2H
4OC
2H
4OCH
3Or-OSO
2-Ph, wherein Ph represents phenyl;
R
12Be hydrogen or C
1～C
4Alkyl.
Preferably, described composition dye composition is made up of component A, B component, component C and component D, based on described component A, B component, component C and component D, the quality percentage composition of component A is 1～55%, the quality percentage composition of B component is 25～80%, the quality percentage composition of component C is 5～45%, and the quality percentage composition of component D is 1～25%.
Described B component is preferably one of following or two or more mixture wherein:
And during B component selecting type (II-2) compound, must be two or more mixtures (being that B component can not be formula (II-2) compound separately).
Described component C is preferably one of following or two or more mixture wherein:
Described component D is preferably one of following or two or more mixture wherein:
Preferably, described composition is made up of dyestuff composition (A+B+C or A+B+C+D) and auxiliary agent, and auxiliary agent is 0.3～5:1 with the ratio of the quality of dyestuff composition.
Because the singularity of dye industry is difficult to also there is no need to make pure product, can have the impurity in some preparation process usually, also allows to contain the physics impurity of a spot of moisture and trace when dye composite of the present invention is made finished product.
Disperse dye composition of the present invention, except conventional auxiliary agent, described dyestuff composition is preferably composed as follows:
Component A: formula I
B component: formula (II-1), or the combination of formula (II-1) and formula (II-2)
Component C: formula (III-1) or formula (III-2) or its combination;
Perhaps disperse dye composition of the present invention, except conventional auxiliary agent, described dyestuff composition is preferably composed as follows:
Component A: formula I
B component: formula (II-1), or the combination of formula (II-1) and formula (II-2)
Component C: formula (III-1) or formula (III-2) or its combination
Component D: at least a in formula (IV-1)～formula (IV-4);
Perhaps disperse dye composition of the present invention, except conventional auxiliary agent, described dyestuff composition is preferably composed as follows:
Component A: formula I
B component: formula (II-1), or the combination of formula (II-1) and formula (II-2)
Component C: formula (III-1) or formula (III-2) or its combination
Component D: at least a in formula (V-1), formula (VI-the 1)～formula (VI-6);
Disperse dye composition of the present invention, employed component A～component D, can be synthetic by mode well known to those skilled in the art easily, as diazotization, the couling process preparation according to routine, or according to the method for describing among publication US4980459A, EP0038527A, GB2123845A, JP58-109561A, CN 1491992 A and the GB1326124A or similarly method preparation, also can adopt the commercially available prod.
Disperse dye composition of the present invention, during as commodity selling or use, generally include dyestuff composition and auxiliary agent two portions, its compound method can be undertaken by known way, after for example each dye monomer being mixed by above-mentioned proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; Also each dye monomer can be carried out mixing with above-mentioned ratio after corpusculed is handled with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other wetting agent in addition.
Commonly used dispersion agent, diffusant and tensio-active agent etc. when described auxiliary agent is the dispersed dye commercialization, one of preferred following or its several mixture arbitrarily: anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly, naphthalene sulfonic acidformaldehyde condensation product such as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound such as dispersing agent CNF etc., sulfonated lignin such as sodium lignosulfonate (as commercial dispersants Reax83A, Reax85A) etc.
According to the disperse dye composition of making of the present invention, can adopt common dip method, pad dyeing method to dye, also can be used for direct printing.Wherein, common dip method is put into dye vat and is contaminated as polyester textile is carried out pre-treatment, dyes completely, and cold water cleans to neutral, and strand is done, and carries out reduction clearing again, oven dry; Direct printing is as dying pre-treatment with fabric, oven dry, and setting at printing machine seal dispersed dye mill base, is evaporated again, utilizes the decatize mode to make dye fixing on the fabric, washing at last, stentering forming.
Disperse dye composition of the present invention, after commercialization is handled, the liquid state after can corpusculed, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.When dying hydrophobic fiber material on the disperse dye composition of the present invention, every dyeing behavior and colour fastness excellence, and meet the requirement of Oeko-Tex Standard 100; By adjusting proportion among different, can obtain blue to black dyeing and weaving thing.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment, but protection scope of the present invention is not limited in this:
Embodiment 1:
With the component A of 40 gram formula I, the B component that 25 gram formulas (II-1) and 12 restrain (II-2), the component C of 23 gram formulas (III-1), the Dispersant MFs of 150 grams, the sodium lignosulfonates (Reax85A) of 30 grams, adding water 750 grams stirs, grind and disperse and drying, get product, this dyestuff can offer the good black of the every fastness ability of fabric.
Embodiment 2:
With the component A of 40 gram formula I, component C, the component D of 5 gram formulas (V-1), the Dispersant MFs of 150 grams, 30 sodium lignosulfonates (Reax85A) that restrain that 20 gram formulas (II-1) and 15 restrain B component, 10 gram formulas (III-1) and the 10 gram formulas (III-2) of (II-2), adding water 750 grams stirs, grind and disperse and drying, get product, this dyestuff can offer the good black of the every fastness ability of fabric.
Embodiment 3:
With the component A of 10 gram formula I, B component, component C, the component D of 5 gram formulas (VI-1) of 35 gram formulas (III-1), the Dispersant MFs of 150 grams, 50 sodium lignosulfonates (Reax85A) that restrain that 25 gram formulas (II-1) and 25 restrain (II-2), adding water 750 grams stirs, grind and disperse and drying, get product, this dyestuff can offer the good blueness of the every fastness ability of fabric.
Embodiment 4～43:
According to embodiment 2 described methods, structure and the weight of the weight of different is component A in the employing table 1 and B component, component C, component D, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), add water 750 grams piece together mix after, stir, make slurries, grind and disperse, drying, make finished product, this dyestuff can offer the good blueness of the every fastness ability of fabric to black.
Table 1
Comparative Examples 1:
Embodiment 6 among the patent CN102344694A: with the compound of 40 gram formulas (I-1), the compound of 22.4 gram formulas (II-1), the compound of 9.6 grams (II-2), the compound of 28 gram formulas (III-1), the Dispersant MF of 200 grams, adding water mixes, grind, spraying drying obtains composite disperse dye.
Take by weighing the embodiment of the invention 1 respectively, the dispersed dye that Comparative Examples 1 obtains, the method described in the US EPA8081 B:2007 of pressing is measured Benzene Chloride and chlorination toluene (Chlorinated benzenes and toluenes) content, record in the embodiment of the invention 1 dispersed dye and behind 5% this dyeing the content in the polyester fabric be and do not detect, and the content in Comparative Examples 1 dispersed dye reaches 52ppm, content behind 5% this dyeing in the polyester fabric reaches 1.8ppm, has surpassed the 1.0ppm index that 100 pairs of Benzene Chloride of Oeko-Tex Standard and chlorination toluene (Chlorinated benzenes and toluenes) limit.
Comparative Examples 2:
Embodiment 8 among the patent CN1085924A: with the compound of 55 gram formulas (I-2), the compound of 25 gram formulas (II-2), the compound of 20 gram formulas (III-2), the lignosulfonic acid dipersant of 250 grams, adding water mixes, grind, spraying drying obtains composite disperse dye.
Take by weighing the dispersed dye that the embodiment of the invention 1～43, Comparative Examples 2 obtain respectively, by the test of the method described in GB GB/T2397 lifting force, result such as following table 2:
Table 2
| Embodiment | Lifting force |
| Embodiment 1～43 | A |
| Comparative Examples 2 | A-B |
As seen from the above table, the dispersed dye lifting force excellence that obtains of the present invention.
Claims (9)
1. a blueness is to black disperse dye composition, and its dyestuff composition mainly comprises the component A of at least a structure shown in formula I, the B component of at least a structure shown in formula II and the component C of at least a structure shown in formula III of 5～45 mass parts of 25～85 mass parts of 1～55 mass parts;
In the formula II:
X
1Be Cl, Br or cyano group;
R
1, R
2Independent separately is C
1～C
4Alkyl;
R
3, R
4Independent separately is C
1～C
4Alkyl ,-CH
2CH=CH
2, cyanoethyl is by C
1～C
4Alkoxyl group or-COOR
13The C that replaces
1～C
4Alkyl, wherein R
13Be C
1～C
4Alkyl;
And, work as X
1=Br, R
1, R
2Be methyl, R
3, R
4For-CH
2CH=CH
2The time, formula II is two or more mixture;
In the formula III:
X
2Be Cl, Br or cyano group;
R
5, R
6Independent separately is C
1～C
4Alkyl, or by cyano group, C
1～C
4Alkoxyl group or-COOR
14The C that replaces
1～C
4Alkyl, wherein R
14Be C
1～C
4Alkyl; R
7Be C
1～C
4Alkyl.
2. composition as claimed in claim 1, it is characterized in that: based on described component A, B component and component C, the quality percentage composition of component A is 1～55%, and the quality percentage composition of B component is 25～85%, and the quality percentage composition of component C is 5～45%.
3. composition as claimed in claim 1, it is characterized in that described composition dye composition is made up of component A, B component and component C, based on described component A, B component and component C, based on described component A, B component and component C, the quality percentage composition of component A is 1～50%, the quality percentage composition of B component is 25～80%, and the quality percentage composition of component C is 10～45%.
4. composition as claimed in claim 1, it is characterized in that: described composition dye composition also comprises the component D shown at least a formula IV～formula VI;
In the formula IV:
X
3Be halogen;
R
8Be C
1～C
4Alkyl;
R
9Be hydrogen or C
1～C
4Alkoxyl group;
R
10Be C
1～C
4Alkyl or allyl group;
In the formula (V):
R
11Be hydrogen, cyano group or C
1～C
4Alkyl;
In the formula VI:
X
4, X
5Independent separately is hydrogen, halogen, nitro, cyano group, C
1～C
4Alkyl, C
1～C
4Alkoxyl group ,-COOC
2H
4OC
2H
4OCH
3Or-OSO
2-Ph, wherein Ph represents phenyl;
R
12Be hydrogen or C
1～C
4Alkyl.
5. composition as claimed in claim 4, it is characterized in that described composition dye composition is made up of component A, B component, component C and component D, based on described component A, B component, component C and component D, the quality percentage composition of component A is 1～55%, the quality percentage composition of B component is 25～80%, the quality percentage composition of component C is 5～45%, and the quality percentage composition of component D is 1～25%.
6. as the described composition of one of claim 1～5, it is characterized in that described B component is one of following or two or more mixture wherein:
And during B component selecting type (II-2) compound, must be two or more mixtures.
7. as the described composition of one of claim 1～5, it is characterized in that described component C is one of following or two or more mixture wherein:
8. as claim 4 or 5 described compositions, it is characterized in that described component D is one of following or two or more mixture wherein:
9. as the described composition of one of claim 1～5, it is characterized in that described composition is made up of dyestuff composition and auxiliary agent, auxiliary agent is 0.3～5:1 with the ratio of the quality of dyestuff composition.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310109439.3A CN103194094B (en) | 2013-03-29 | 2013-03-29 | A kind of blue to black disperse dye composition |
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|---|---|---|---|
| CN201310109439.3A CN103194094B (en) | 2013-03-29 | 2013-03-29 | A kind of blue to black disperse dye composition |
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|---|---|
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| CN103194094B CN103194094B (en) | 2015-09-02 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709789A (en) * | 2013-12-30 | 2014-04-09 | 浙江闰土股份有限公司 | Disperse dye as well as preparation method and application thereof and disperse black dye composition |
| CN106147291A (en) * | 2015-04-08 | 2016-11-23 | 上海汇友精密化学品有限公司 | A kind of disperse dye composition |
| CN109504127A (en) * | 2018-12-10 | 2019-03-22 | 杭州申航新材料有限公司 | A kind of high fastness disperse black dye composition and preparation method |
| 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 |
| CN114316628A (en) * | 2022-01-13 | 2022-04-12 | 上海青石化学有限公司 | High-lifting-force monoazo disperse dye, and preparation and application methods thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709789A (en) * | 2013-12-30 | 2014-04-09 | 浙江闰土股份有限公司 | Disperse dye as well as preparation method and application thereof and disperse black dye composition |
| CN103709789B (en) * | 2013-12-30 | 2015-12-30 | 浙江闰土股份有限公司 | Disperse black dye composition, dispersed dye and preparation method and purposes |
| CN106147291A (en) * | 2015-04-08 | 2016-11-23 | 上海汇友精密化学品有限公司 | A kind of disperse dye composition |
| CN109504127A (en) * | 2018-12-10 | 2019-03-22 | 杭州申航新材料有限公司 | A kind of high fastness disperse black dye composition and preparation method |
| 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 |
| CN112574595B (en) * | 2020-12-31 | 2023-05-23 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
| CN114316628A (en) * | 2022-01-13 | 2022-04-12 | 上海青石化学有限公司 | High-lifting-force monoazo disperse dye, and preparation and application methods thereof |
| CN114316628B (en) * | 2022-01-13 | 2024-02-02 | 上海青石化学有限公司 | Monoazo disperse dye with high lifting force, preparation and application methods |
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| Publication number | Publication date |
|---|---|
| CN103194094B (en) | 2015-09-02 |
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