CN102352125B - Disperse black and blue dye composition - Google Patents

Disperse black and blue dye composition Download PDF

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CN102352125B
CN102352125B CN 201110220915 CN201110220915A CN102352125B CN 102352125 B CN102352125 B CN 102352125B CN 201110220915 CN201110220915 CN 201110220915 CN 201110220915 A CN201110220915 A CN 201110220915A CN 102352125 B CN102352125 B CN 102352125B
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component
formula
dye composition
blue dye
alkyl
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CN102352125A (en
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顾伟娣
景雪苹
靡永祥
陈素绢
阮芳芳
谢子平
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Zhejiang Runtu Co Ltd
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Zhejiang Runtu Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes

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Abstract

The invention discloses a disperse black and blue dye composition which basically comprises the following components in percentage by weight: 20-80% of component A, 15-40% of component B, 1-35% of component C, 0-10% of component D and 0-5% of component E, wherein the component A is one or more than one of compounds represented by formula (I); the component B is a compound represented by formula (II); the component C is one or more than one of compounds represented by formula (III); the component D is one or more than one of compounds represented by formula (IV); and the component E is one or more than one of compounds represented by formula (V). The disperse black and blue dye composition provided by the invention has small contamination to spandex, excellent compatibility and high dye uptake rate, various fastnesses such as sunlight fastness, rubbing fastness, sublimation fastness and the like of dyeing on terylene/spandex fabrics are excellent, and especially the washing fastness is extremely good.

Description

Blue dye composition is deceived in a kind of dispersion
Technical field
The present invention relates to a kind of disperse dye composition, particularly a kind of Eco-power high fastness of washing the printing and dyeing of ammonia BLENDED FABRIC that is applicable to is disperseed black blue dye composition.
Background technology
Along with growth in the living standard, people begin to pursue the comfortableness of clothes and form, size stability, also require fabric that suitable elasticity is arranged naturally.Wash/spandex because of its have excellent rebound performance, soft, dress is comfortable, more and more is subjected to people's favor.And wash/the main dispersed dye that adopt of SPANDEX STRETCH FABRIC dyeing, but general dispersed dye are heavier to the contamination of spandex, and are to be attached to the surface, are easy to fade once washing, and are not fully up to expectations aspect the plumpness of color and every fastness.
The black blue dyestuff of traditional dispersion is mainly mixed by C.I. EX-SF DISPERSE BLUE EX-SF 300 291:1, C.I. 63 ,DIS,PER,SE ,Vio,let, 63 93, DISPERSE ORANGE 30 200 C.I.288 to be pieced together, this composition dyes at polyster fibre, the dye uptake height, dyeing behavior is good, every fastness height, but dye at the tencel of washing the ammonia blending, contamination to spandex is heavier, fastness is not high, therefore particularly washing fastness is relatively poor, and that spandex is stain property is less or can and have preferably that the economical dispersed dye of fastness are the research and development problems of the present dyestuff circle most important thing in spandex dyeing in research and development.
Summary of the invention
The invention provides a kind of can comparing with the black blue dyestuff of general dispersion washing the black blue dye composition of dispersion that the ammonia fabric dyes, have advantages such as little to spandex fabric contamination property, that washing fastness good, and light fastness is good.
Blue dye composition is deceived in a kind of dispersion, and percentage meter by weight is composed of the following components basically:
Figure BDA0000080857490000011
Component A is one or more in the compound shown in the formula (I):
In the formula (I), X 1Be Cl, Br or CN, R 1, R 2, R 3, R 4Independent separately is C 1~C 4Alkyl, m, n are 1 or 2;
B component is the compound shown in the formula (II):
Figure BDA0000080857490000022
Component C is one or more in the compound shown in the formula (III):
Figure BDA0000080857490000023
In the formula (III), R 5Be C 1~C 4Alkyl, R 6, R 7Be C 1~C 4Alkyl,
Figure BDA0000080857490000025
Allyl group or cyanoethyl, R 8Be C 1~C 4Alkyl amido or hydroxyl;
Component D is one or more in the compound shown in the formula (IV):
Figure BDA0000080857490000026
In the formula (IV), X 2, X 3For Phenylsulfonic acid ester group, nitro, methoxyl group or R 9Be C 1~C 4Alkyl;
Component E is one or more in the compound shown in the formula V:
Figure BDA0000080857490000031
In the formula V, X 4, X 5Independently be hydrogen, halogen, cyano group, nitro respectively, R 10Be C 1~C 4Alkyl, R 11, R 12Independent separately is C 1~C 4Alkyl,
Figure BDA0000080857490000032
Figure BDA0000080857490000033
For ease of regulating coloured light, in the optimized technical scheme, percentage meter by weight, the black blue dye composition of above-mentioned dispersion is composed of the following components basically:
Figure BDA0000080857490000034
When taking all factors into consideration the various fastness ability of dye composite, in the optimized technical scheme, percentage meter by weight, the black blue dye composition of above-mentioned dispersion is composed of the following components basically:
Figure BDA0000080857490000035
In the optimized technical scheme, described component A is one or more in the compound shown in the formula (I-1) to (I-5):
Figure BDA0000080857490000036
Figure BDA0000080857490000041
In the optimized technical scheme, described component C is one or both in the compound shown in the formula (III-1) to (III-2):
Figure BDA0000080857490000042
In the optimized technical scheme, described component D is one or more in the compound shown in the formula (IV-1) to (IV-7):
Figure BDA0000080857490000043
Figure BDA0000080857490000051
In the optimized technical scheme, described component E is one or more in the compound shown in the formula (V-1) to (V-5):
Figure BDA0000080857490000052
Also need to add auxiliary agent during the actual use of dye composite of the present invention, described auxiliary agent is dispersed dye dispersion agent, diffusant and tensio-active agents thereof etc. commonly used when composite, and preferred auxiliary agent comprises one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (xylogen 83A, 85A) etc.Usually, the ratio of the gross weight of auxiliary agent and former dye component is 0.6~4.5: 1.
The serial disperse dye composition of black indigo plant of the present invention can prepare with following method:
After component A and B component and component C and/or component D and/or component E mixed by said ratio, in the presence of auxiliary agent, water, carry out the particlized processing with pulverizers such as sand mill or shredders; Also the former dyestuff of component A and B component and component C and/or component D and/or component E can be carried out micropartical with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water, mix by said ratio again.
The serial disperse dye composition of black indigo plant of the present invention, aqueous with can be after sand mill or the shredder grinding, can be powdery, particulate state after the spraying drying.
Described component A, B component, component C, component D, component E all can adopt the commercially available prod.
Back-blue dispersed dye composition of the present invention, little to spandex contamination property, compatibleness is splendid, the dye uptake height, be mainly used in washing/dyeing of spandex, and washing/sunlight fastness that spandex fabric dyes, every fastness excellence such as fastness to rubbing, fastness to sublimation, extraordinary washing fastness is particularly arranged, be referred to as " extra-high-speed washing fastness product ".
Embodiment
The present invention is further illustrated below in conjunction with specific embodiment, but protection scope of the present invention is not limited to this.
According to the data that feed intake in the table 1, component A, B component, component C, component D, component E, auxiliary agent and water mixture are ground dispersion with sand mill, carry out spraying drying then.Component A wherein, B component, component C, component D, component E all can adopt the dispersed dye of Zhejiang Province Runtu intercalated Co., Ltd's production or be prepared voluntarily by existing method.
The EX-SF DISPERSE BLUE EX-SF 300 LBA that structural formula (I-1) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce;
Structural formula (I-2) preparation method is: after 2,4-dinitrobenzene-6-chloroaniline diazotization, again with 2-oxyethyl group-5-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy carbonyl ethyl aniline forms;
Structural formula (I-3) preparation method is: after 2,4 dinitro 6 bromo aniline diazotization, again with 2-methoxyl group-5-propionamido-N, the coupling of N-dimethoxy carbonyl monomethylaniline forms;
Structural formula (I-4) preparation method is: after 2,4 dinitro 6 bromo aniline diazotization, again with 2-methoxyl group-5-acetylaminohydroxyphenylarsonic acid N, the coupling of N-diethoxy carbonyl ethyl aniline forms;
Structural formula (I-5) preparation method is: after 2,4 dinitro 6 bromo aniline diazotization, again with 2-methoxyl group-5-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy carbonyl monomethylaniline forms;
The DISPERSE ORANGE 30 200 278# that structural formula (II) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce
Structural formula (III-1) preparation method is: after 3-amino-5 nitro benzisothiazole diazotization, again with 2-methoxyl group-5-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy carbonyl monomethylaniline forms;
Structural formula (III-2) preparation method is: after 3-amino-5 nitro benzisothiazole diazotization, again with 2-methoxyl group-5 hydroxy-n, the coupling of N-diallyl aniline forms;
The DISPERSE YELLOW 119# that structural formula (IV-1) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce;
The DISPERSE YELLOW 126# that structural formula (IV-2) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce;
The sodium diethylaniline-azobenzene sulfonate that structural formula (IV-3) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce
114 Huangs that structural formula (IV-4) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce;
Structural formula (IV-5) is by to methylsulfonic acid 3-amino phenyl ester (CAS:38164-50-0, C 7H 9NO 3S, Methanesulfonic acid 3-aminophenyl ester) after the diazotization, forms with N-methyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone coupling again;
Structural formula (IV-6) forms with N-ethyl-3-cyano group-4 methyl-6-hydroxyl-2-pyridone coupling by to after the 4-aminobenzophenone diazotization again;
The tropeolin-D that structural formula (IV-7) can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce;
Structural formula (V-1) preparation method is: after 2,6-, two chloro-4-N-methyl-p-nitroaniline diazotization, again with 3-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy phosphinylidyne monomethylaniline forms;
Structural formula (V-2) by 2,6-, two chloro-4-N-methyl-p-nitroaniline diazotization after, again with 3-acetylaminohydroxyphenylarsonic acid N, the coupling of N-diethoxy phosphinylidyne monomethylaniline forms;
Structural formula (V-3) by 2 cyano 4 nitro aniline diazotization after, again with 3-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy phosphinylidyne monomethylaniline forms;
Structural formula (V-4) by 2,4-dinitrobenzene-6-chloroaniline diazotization after, again with 3-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy phosphinylidyne monomethylaniline forms;
Structural formula (V-5) by 2,4-dinitraniline diazotization after, again with 3-acetylaminohydroxyphenylarsonic acid N, the coupling of N-dimethoxy phosphinylidyne monomethylaniline forms;
Table 1
Figure BDA0000080857490000081
Performance test
The dye mixture that above-described embodiment 1~10 is made carries out performance test, testing method is as follows: according to the GB/T2394-2003 similar methods, the disperse dye composition that will be made by embodiment 1~15, it is 1% dispersed dye suspension that water is mixed with mass percent concentration respectively, drawing 20ml dispersed dye suspension mixes with the water of 80m, regulate dye bath pH to 5 with acetic acid, be warmed up to 60 ℃ then, put into 2g simultaneously respectively to wash/the spandex trevira carries out high-temperature pressure dyeing, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes, be cooled to 80 ℃ of samplings.
Observe cloth specimen coloured light and adopt GB/T3921-1997, GB/T8427-1998, GB/T5718-1997, GB/T3920-1997 to measure its dyefastness, measurement result sees Table 2.
Table 2 (unit: level)
Figure BDA0000080857490000091
As seen from the above table, this black blue serial disperse dye composition washing/and every fastness that spandex dyes is all very excellent, and particularly washing fastness is significantly improved.

Claims (9)

1. one kind is disperseed black blue dye composition, and percentage meter by weight is composed of the following components basically:
Figure FDA00002920256500011
Described component A is one or more in the compound shown in the formula (I):
Figure FDA00002920256500012
In the formula (I), X 1Be Cl, Br or CN, R 1, R 2, R 3, R 4Independent separately is C 1~C 4Alkyl, m, n are 1 or 2;
Described B component is the compound shown in the formula (II):
Figure FDA00002920256500013
Described component C is one or more in the compound shown in the formula (III):
Figure FDA00002920256500014
In the formula (III), R 5Be C 1~C 4Alkyl, R 6, R 7Be C 1~C 4Alkyl,
Figure FDA00002920256500015
Figure FDA00002920256500016
Allyl group or cyanoethyl, R 8Be C 1~C 4Alkyl amido or hydroxyl;
Described component D is one or more in the compound shown in the formula (IV):
In the formula (IV), X 2, X 3For Phenylsulfonic acid ester group, nitro, methoxyl group or
Figure FDA00002920256500022
R 9Be C 1~C 4Alkyl;
Described component E is one or more in the compound shown in the formula V:
Figure FDA00002920256500023
In the formula V, X 4, X 5Independently be hydrogen, halogen, cyano group, nitro respectively, R 10Be C 1~C 4Alkyl, R 11, R 12Independent separately is C 1~C 4Alkyl,
Figure FDA00002920256500024
Figure FDA00002920256500025
2. the black blue dye composition of dispersion according to claim 1 is characterized in that, percentage meter by weight, and the black blue dye composition of described dispersion is composed of the following components basically:
3. the black blue dye composition of dispersion according to claim 1 is characterized in that, percentage meter by weight, and the black blue dye composition of described dispersion is composed of the following components basically:
Figure FDA00002920256500027
4. blue dye composition is deceived in dispersion according to claim 1, it is characterized in that described component A is one or more in the compound shown in the formula (I-1) to (I-5):
Figure FDA00002920256500031
5. blue dye composition is deceived in dispersion according to claim 1, it is characterized in that described component C is one or both in the compound shown in formula (III-1), (III-2):
Figure FDA00002920256500032
6. the black blue dye composition of dispersion according to claim 1 is characterized in that, described component D be formula (IV-3) and (IV-7) shown in the compound one or more:
Figure FDA00002920256500041
7. blue dye composition is deceived in dispersion according to claim 1, it is characterized in that described component E is one or more in the compound shown in the formula (V-1) to (V-5):
Figure FDA00002920256500042
8. blue dye composition is deceived in dispersion according to claim 1, it is characterized in that, the black blue dye composition of described dispersion need add auxiliary agent when using, and described auxiliary agent comprises one or more in naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, the alkyl naphthalene sulfonic acid formaldehyde condensation products.
9. the black blue dye composition of dispersion according to claim 8 is characterized in that the ratio of the gross weight of described auxiliary agent and component A, B component, component C, component D and component E is 0.6~4.5: 1.
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CN103965651B (en) * 2014-05-23 2016-04-20 约克夏染料(中山)有限公司 A kind of high washing fastness admixture of disperse dyes and application thereof
CN104212198B (en) * 2014-08-20 2016-05-18 张家港互益染整有限公司 A kind of dispersed black dye of high light fastness
CN104893360B (en) * 2015-06-29 2017-02-22 江苏迪安化工有限公司 Dispersed black dye composition
CN105602283A (en) * 2015-12-24 2016-05-25 俞杏英 High-fastness disperse dye composition as well as preparation method and application thereof
CN105838109B (en) * 2016-04-29 2019-01-25 浙江龙盛集团股份有限公司 A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
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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CN109504126B (en) * 2018-12-06 2022-06-28 杭州吉华江东化工有限公司 Environment-friendly high-fastness disperse black and blue dye mixture, product containing same and application
CN110373042B (en) * 2019-06-10 2021-02-02 浙江龙盛染料化工有限公司 Dark blue to black disperse dye composition and dye product
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