CN101054477B - Dispersion dyes composition - Google Patents

Dispersion dyes composition Download PDF

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CN101054477B
CN101054477B CN 200710068737 CN200710068737A CN101054477B CN 101054477 B CN101054477 B CN 101054477B CN 200710068737 CN200710068737 CN 200710068737 CN 200710068737 A CN200710068737 A CN 200710068737A CN 101054477 B CN101054477 B CN 101054477B
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component
iii
formula
dye composition
weight fraction
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CN101054477A (en
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阮伟祥
章建新
阮华森
欧其
高怀庆
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SHANGYU JINGUAN CHEMICAL CO Ltd
Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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SHANGYU JINGUAN CHEMICAL CO Ltd
Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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Abstract

The invention provides a dispersive dye composition, mainly comprising one or a plurality of component A with the formula (I), one or a plurality of component B with the formula (II) and one or a plurality of component C with the formula (III), wherein the component A has the mass percentage of 30-95%, the component B has the mass percentage of 1-60% and the component C has the mass percentage of1-20%. When using the dispersive dye composition in the invention for dyeing the polyester fiber materials, textiles with dark blue to black color with the good performances of bright color, good dispersibility, sun-burning resistance, washing resistance and sweet resistance etc. can be obtained.

Description

A kind of disperse dye composition
(1) technical field
The present invention relates to a kind of disperse dye composition, relate in particular to the disperse dye composition of a kind of terylene and BLENDED FABRIC thereof printing and dyeing usefulness.
(2) background technology
Azo disperse dye is the important dyestuff of a class, has characteristics such as bright-colored, that fastness is good, its color and luster, various in style, and performance is different, is widely used at dyeing.Wherein the purposes of black, navy azo dispersion dyes is very extensive, but single deep color dispersion dyes often exists depth, lifting force deficiency, the shortcoming of fastness ability difference is during especially for textile printing, because of the sublimation fastness difference causes white background staining serious.
(3) summary of the invention
The object of the invention is to provide a kind of disperse dye composition, when being applied to textile dyeing, can provide dark blue to black hues.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of disperse dye composition, mainly comprise one or more suc as formula the component A shown in (I), one or more are suc as formula the B component shown in (II), and one or more are suc as formula the component C shown in (III); Based on described component A, B component and component C, the weight fraction of component A is 30~95%, and the weight fraction of B component is 1~60%, and the weight fraction of component C is 1~20%;
Figure G2007100687377D00021
In the formula (I), R 1, R 2Independent separately is C 1~C 4Alkyl, C 1~C 4Alkyloyloxyethyl alkyl, C 1~C 4Earboalkoxy alkyl, cyanoethyl, alkoxyalkyl or allyl group;
In the formula (II), X 1Be halogen; R 3And R 4Independently be-R separately 9COOR 10, wherein, R 9, R 10Independent separately is methyl or ethyl; R 5For hydrogen or-NHCOR 11, wherein, R 11Be methyl or ethyl;
In the formula (III), R 6Be hydrogen, methyl or ethyl; R 7, R 8Independently separately be-H, halogen, nitro ,-OSO 2-Ph ,-COOC 2H 4OC 2H 4OCH 3Or-SO 2N (CH 3) 2
Preferably, based on described component A, B component and component C, the weight fraction of component A is 30~70%, and the weight fraction of B component is 20~60%, and the weight fraction of component C is 1~15%.
Preferred, based on described component A, B component and component C, the weight fraction of component A is 40~65%, and the weight fraction of B component is 30~50%, and the weight fraction of component C is 1~12%.
Especially, described disperse dye composition is made up of component A, B component and component C, and the weight fraction of component A is 40~65%, and the weight fraction of B component is 30~50%, and the weight fraction of component C is 1~12%.
Preferably, described R 1, R 2Independent separately is ethyl, cyanoethyl, allyl group, acetyl oxygen ethyl, methoxycarbonyl ethyl, methoxy phosphinylidyne methyl, ethoxy phosphinylidyne ethyl or ethoxy phosphinylidyne methyl.
Preferably, described X 1Be chlorine or bromine.
When preparing disperse dye composition of the present invention, employed dye monomer A preparation method is as follows:
(1) with the amino of the 3-shown in the formula V-5-nitro-2, the 1-benzisothiazole carries out diazotization reaction and obtains 3-amino-5-nitro-2, the diazonium salt of 1-benzisothiazole in diazo reagent;
(2) with 3-amino-5-nitro-2, the diazonium salt of 1-benzisothiazole and following formula (VI) compound carries out coupled reaction, promptly gets described compound (I);
Usually also contain by product in the product that obtains: the isomers (IV) of compound (I), it is as follows that the former makes method only: the mixture filter cake adds in the DMF solution, be heated to 80~100 ℃, make it to dissolve fully, after be cooled to 10 ℃, filter, use the DMF washing leaching cake, wash with water at last do not have DMF to filter cake till, the filter cake of compound (I).In the actual production, need not remove by product, compound (IV) can be directly and compound (I) participate in the colorant match reaction.
Figure G2007100687377D00041
Described diazotization reaction and coupled reaction are common reactant in this area, its popular response condition also is applicable to the preparation of The compounds of this invention, adopt following reaction conditions among the present invention: diazo reagent is the mixing solutions of nitrosyl sulfuric acid solution, hydrochloric acid or sulfuric acid and Sodium Nitrite in the described step (1), and diazotization reaction is carried out under-10 ℃~10 ℃; Coupled reaction is carried out in the sulphuric acid soln of mass concentration 5~20%, under-10 ℃~10 ℃ in the described step (2).
Preferably, the 3-amino-5-nitro-2 shown in the formula V in the described step (1), the 1-benzisothiazole with the amount of substance ratio that feeds intake of diazo reagent is: 1: 1.0~1.2; 3-amino in the step (2)-5-nitro-2, the ratio of the compound amount of substance of the diazonium salt of 1-benzisothiazole and formula (VI) is 1.0~1.2: 1.
Monomers B and monomer C are known dyestuff, and it is synthetic also can to know the ground mode by those skilled in the art easily, or with reference to the method preparation of introducing among patent JP11158402, JP10077583, the FR2305470 etc., also can adopt the commercial goods.
Preferably, described component A is one of following or two or more mixture wherein:
Figure G2007100687377D00042
Figure G2007100687377D00051
Figure G2007100687377D00061
What wherein, component A obtained in synthesizing with the corresponding isomers of aforesaid compound (I-1)~(I-12) is:
Figure G2007100687377D00071
Figure G2007100687377D00081
Described disperse dye composition, B component be one or more in following compound preferably:
Figure G2007100687377D00092
Described disperse dye composition, component C be one or more in following compound preferably:
Figure G2007100687377D00093
Figure G2007100687377D00101
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, dye ligand compound of the present invention also allows to contain the physics impurity of a spot of moisture content and trace when making finished product.
Disperse dye composition of the present invention generally needs to add auxiliary agent and disperses during application.After for example structural formula (I), (II), (III), (IV) represented former dye component 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 structural formula (I), (II), (III), (IV) represented former dye component 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.Usually, auxiliary agent is 0.8~5: 1 with the ratio of former dyestuff weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, 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 Reax 83A, Reax 85A) etc.
Disperse dye composition of the present invention, 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 Polyester Fibers, can obtain to have that coloured light is gorgeous with disperse dye composition of the present invention, premium properties such as good dispersity, sun-proof, washable, perspiration resistance dark 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:
Dye monomer A, dye monomer B, the dye monomer C of 3 gram formulas (III-1) of 43 gram formulas (II-1), 195 sodium lignosulfonates that restrain with 54 gram formulas (I-1), add water 500 gram piece together mix after, grind dispersion with shredder, spraying drying, get product, this dyestuff can offer the bright-coloured navy of fabric.
Figure G2007100687377D00121
Embodiment 2:
Dye monomer A, dye monomer B, the dye monomer C of 8 gram formulas (III-2) of 41 gram formulas (II-1), 200 sodium lignosulfonates that restrain with 51 gram formulas (I-3), add water 550 gram piece together mix after, grind dispersion with shredder, spraying drying, get product, this dyestuff can offer the bright-coloured black of fabric.
Figure G2007100687377D00122
Figure G2007100687377D00131
Embodiment 3~24:
According to data shown in the table 1, with dye monomer A, dye monomer B, dye monomer C, auxiliary agent (commercial), add water 600 gram piece together mix after, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment Dye monomer A Weight (g) Dye monomer B Weight (g) Dye monomer C Weight (g) Auxiliary agent Weight (g)
3 (I-2) 30 (II-2) 55 (III-2) 15 Reax85A 195
4 (I-4) 70 (II-3) 22 (III-3) 8 Dispersant MF 195
5 (I-5) 50 (II-4) 49 (III-4) 1 Dispersant MF 195
Embodiment Dye monomer A Weight (g) Dye monomer B Weight (g) Dye monomer C Weight (g) Auxiliary agent Weight (g)
6 (I-6) 45 (II-1) 35 (III-1) (III-5) 10 10 Dispersant MF 195
7 (I-7) 55 (II-4) 40 (III-7) 5 Dispersing agent CNF 195
8 (I-8) 50 (II-2) 39 (III-6) 11 Dispersing agent CNF 195
9 (I-9) 37 (II-2) 60 (III-4) 3 Dispersing agent NNO 195
10 (I-10) 60 (II-1) 30 (III-1) 10 The Dispersant MF dispersing agent NNO 150 50
11 (I-11) 55 (II-1) (II-2) 20 20 (III-1) 5 Reax83A 180
12 (I-12) 50 (II-1) 41 (III-3) 9 Dispersing agent CNF 180
13 (I-1) 35 (II-1) 41 (III-1) 4 Dispersing agent CNF 240
(IV-1) 20
14 (I-2) (IV-2) 40 16 (II-1) 38 (III-2) 6 Dispersing agent NNO 240
15 (I-3) (IV-3) 34 14 (II-2) 45 (III-1) 7 The Dispersant MF dispersing agent NNO 160 80
16 (I-4) (IV-4) 34 14 (II-3) 45 (III-4) 7 Reax83A 190
Embodiment Dye monomer A Weight (g) Dye monomer B Weight (g) Dye monomer C Weight (g) Auxiliary agent Weight (g)
17 (I-5) (IV-5) 32 13 (II-4) 45 (III-1) 10 Dispersing agent CNF 190
18 (I-6) (IV-6) 39 17 (II-1) 40 (III-5) 4 Dispersing agent CNF 205
19 (I-7) (IV-7) 43 19 (II-2) 30 (III-6) 8 Dispersing agent NNO 205
20 (I-8) (IV-8) 41 17 (II-1) 35 (III-7) 7 The Dispersant MF dispersing agent NNO 180 60
21 (I-9) (IV-9) 38 16 (II-2) 42 (III-1) 4 Reax83A 195
22 (I-10) (IV-10) 36 15 (II-1) 44 (III-2) 5 Reax83A 195
23 (I-11) (IV-11) 35 20 (II-1) 41 (III-2) 4 Reax83A 195
24 (I-12) (IV-12) 40 16 (II-1) 38 (III-2) 6 Reax83A 195
Dyeing embodiment:
Respectively getting 0.5 dispersed dye that make of gram embodiment 1~24 is dispersed in 500 ml waters, mix with 60 milliliters water after drawing 20 milliliters, transferring dye bath PH with acetic acid is 5, be warming up to 70 ℃ put into simultaneously 2 the gram trevira dye, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated 30 minutes, begin sampling when being cooled to 90 ℃.Obtain dark blue dyeing and weaving thing to black, adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, test result shows: the every fastness excellent property of disperse dye composition provided by the invention, composite effect is remarkable.

Claims (8)

1. disperse dye composition, by one or more suc as formula the component A shown in (I), one or more form suc as formula the component C shown in (III) suc as formula the B component shown in (II) and one or more; Based on described component A, B component and component C, the weight fraction of component A is 30~95%, and the weight fraction of B component is 1~60%, and the weight fraction of component C is 1~20%;
Figure F2007100687377C00011
(I)
(II)
Figure F2007100687377C00013
(III)
In the formula (I), R 1, R 2Independent separately is C 1~C 4Alkyl, C 1~C 4Alkyloyloxyethyl alkyl, C 1~C 4Earboalkoxy alkyl, cyanoethyl or allyl group;
In the formula (II), X 1Be halogen; R 3And R 4Independently be-R separately 9COOR 10, wherein, R 9, R 10Independent separately is methyl or ethyl; R 5For hydrogen or-NHCOR 11, wherein, R 11Be methyl or ethyl;
In the formula (III), R 6Be hydrogen, methyl or ethyl; R 7, R 8Independently separately be-H, halogen, nitro ,-OSO 2-Ph ,-COOC 2H 4OC 2H 4OCH 3Or-SO 2N (CH 3) 2
2. disperse dye composition as claimed in claim 1 is characterized in that: based on described component A, B component and component C, the weight fraction of component A is 30~70%, and the weight fraction of B component is 20~60%, and the weight fraction of component C is 1~15%.
3. disperse dye composition as claimed in claim 2 is characterized in that: based on described component A, B component and component C, the weight fraction of component A is 40~65%, and the weight fraction of B component is 30~50%, and the weight fraction of component C is 1~12%.
4. as the described disperse dye composition of one of claim 1~3, it is characterized in that described R 1, R 2Independent separately is ethyl, cyanoethyl, allyl group, acetyl oxygen ethyl, methoxycarbonyl ethyl, methoxy phosphinylidyne methyl, ethoxy phosphinylidyne ethyl or ethoxy phosphinylidyne methyl.
5. as the described disperse dye composition of one of claim 1~3, it is characterized in that described X 1Be chlorine or bromine.
6. as the described disperse dye composition of one of claim 1~3, it is characterized in that described component A is one of following or wherein two or more mixture:
Figure F2007100687377C00021
(I-1)
Figure F2007100687377C00022
(I-2)
Figure F2007100687377C00023
(I-3)
Figure F2007100687377C00031
(I-4)
Figure F2007100687377C00032
(I-5)
Figure F2007100687377C00033
(I-6)
Figure F2007100687377C00034
(I-8)
Figure F2007100687377C00035
(I-9)
Figure F2007100687377C00036
(I-10)
Figure F2007100687377C00041
(I-11)
Figure F2007100687377C00042
(I-12)。
7. as the described disperse dye composition of one of claim 1~3, it is characterized in that described B component is one of following or wherein two or more mixture:
Figure F2007100687377C00043
(II-1)
Figure F2007100687377C00044
(II-2)
Figure F2007100687377C00045
(II-3)
(II-4)。
8. as the described disperse dye composition of one of claim 1~3, it is characterized in that described component C is one of following or wherein two or more mixture:
Figure F2007100687377C00051
(III-1)
Figure F2007100687377C00052
(III-2)
Figure F2007100687377C00053
(III-3)
Figure F2007100687377C00054
(III-4)
Figure F2007100687377C00055
(III-5)
Figure F2007100687377C00056
(III-6)
Figure F2007100687377C00057
(III-7)。
CN 200710068737 2007-05-18 2007-05-18 Dispersion dyes composition Expired - Fee Related CN101054477B (en)

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Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101831202B (en) * 2010-05-01 2013-03-20 绍兴县精细化工有限公司 Black disperse dye and preparation method thereof
CN104371370B (en) * 2013-12-30 2017-02-15 陈百龙 Disperse dye composition and disperse dye, and preparation method and use thereof
CN104087016B (en) * 2014-06-05 2016-05-04 浙江龙盛集团股份有限公司 A kind of disperse dye composition, disperse dyes goods and application thereof
CN105062139A (en) * 2015-07-31 2015-11-18 杭州福莱蒽特精细化工有限公司 Disperse black dye mixture
CN106317953A (en) * 2016-08-29 2017-01-11 浙江昱泰染化科技有限公司 Black disperse dye composition
CN106893357A (en) * 2017-01-10 2017-06-27 泉州市希姆色彩研究院有限公司 A kind of disperse navy blue dyestuff of fastness high and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1297001A (en) * 2000-12-04 2001-05-30 武汉大学 Disperse blud dye and its synthetic process and application
CN1726261A (en) * 2002-12-20 2006-01-25 克莱里安特财务(Bvi)有限公司 Dye compositions for dyeing or printing of fibre products comprising celluloseacetate
CN1916083A (en) * 2006-08-09 2007-02-21 浙江龙盛集团股份有限公司 Disperse dye mixture

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1297001A (en) * 2000-12-04 2001-05-30 武汉大学 Disperse blud dye and its synthetic process and application
CN1726261A (en) * 2002-12-20 2006-01-25 克莱里安特财务(Bvi)有限公司 Dye compositions for dyeing or printing of fibre products comprising celluloseacetate
CN1916083A (en) * 2006-08-09 2007-02-21 浙江龙盛集团股份有限公司 Disperse dye mixture

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