CN104559319A - Disperse dye composition, disperse dye, and preparation method and application thereof - Google Patents

Disperse dye composition, disperse dye, and preparation method and application thereof Download PDF

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CN104559319A
CN104559319A CN201410798507.6A CN201410798507A CN104559319A CN 104559319 A CN104559319 A CN 104559319A CN 201410798507 A CN201410798507 A CN 201410798507A CN 104559319 A CN104559319 A CN 104559319A
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component
dye
formula
disperse dye
dispersed
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CN104559319B (en
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谢子平
孟荣娟
罗红平
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Zhejiang Runtu Co Ltd
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Zhejiang Runtu Co Ltd
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Abstract

The invention relates to a disperse dye composition, a disperse dye, and a preparation method and application thereof. The disperse dye composition is composed of a component A disclosed as Formula (I) and a component B disclosed as Formula (II), wherein in Formula (I), X1 and X2 are respectively and independently -NO2, -Cl or -H, R1 and R2 are respectively and independently C1-C4 alkyl group, or group formed by substituting -CN or -Ph for H in the C1-C4 group, or -R4OCOR5, or -R6COOR7 or -R8OCOPh, and R4, R5, R6, R7 and R8 are respectively and independently C1-C4 alkyl group; and in Formula (II), X3 and X4 are respectively and independently -H, -NO2, -OCH3 or -OSO2Ph, R3 is C1-C4 alkyl group, and the -Ph is phenyl group.

Description

Disperse dye composition, dispersed dye and its production and use
Technical field
The present invention relates to a kind of disperse dye composition, dispersed dye and its production and use, described dispersed dye are applicable to terylene and blended fabric dyeing thereof and/or stamp, are particularly useful for the stamp of terylene and BLENDED FABRIC thereof.
Background technology
Disperse Red is common commercialization dispersed dye, and as a kind of primitive colour of bright in color light, it both can be used alone, and is again the important component of spelling other bright-coloured tone of system.But traditional red disperse dyes, as C.I. Red 167, C.I. Disperse Red 74, although belong to high temperature modification dyestuff also for general dyeing, stamp, but its sublimation fastness does not reach ideal effect all the time, the stamp of some high-grade fabric, particularly safflower white background stamp, white background stains heavier.More to the research of this type of dyestuff on market, what current consumption was maximum is number of patent application is the dyestuff that CN200410068171, CN200610051791 relate to, there is sublimation fastness difference in the dyestuff that CN200610051791 relates in actual applications, the problems such as dye uptake is inconsistent, still can not meet the demand of printing technology.Though the sublimation fastness of the dyestuff that CN200410068171 relates to is relatively better, but still can not meet the stamp demand of some high sharp products.
Summary of the invention
the problem that invention will solve
The invention provides a kind of disperse dye composition, said composition is beautiful in colour, and every fastness ability is excellent, and particularly sublimation fastness, washing fastness, friction fastness aspect have a clear superiority in.
for the scheme of dealing with problems
A kind of disperse dye composition, it is composed of the following components:
Component A such as formula shown in (I):
With such as formula the B component shown in (II):
In formula I, X 1, X 2respective independence is-NO 2,-Cl or-H, R 1, R 2respective is independently C 1~ C 4alkyl, or C 1~ C 4alkyl in the group that replaced by-CN or-Ph of H, or-R 4oCOR 5, or-R 6cOOR 7, or-R 8oCOPh, wherein R 4, R 5, R 6, R 7, R 8respective is independently C 1~ C 4alkyl;
In formula II, X 3, X 4respective independence is-H ,-NO 2,-OCH 3or-OSO 2ph, R 3for C 1~ C 4alkyl; Described-Ph is phenyl.
According to disperse dye composition of the present invention, preferably, described component A is one or more of following component.Described in following structural formula, " (cl) " refers to the isomers of 5,6 and 6,7, this dyestuff is mixture, 2 kinds of structures can exist simultaneously, within-2000 years, go up at such as " world's dye species " molecular structural formula that volume the 1032nd page has similar statement.
According to disperse dye composition of the present invention, preferably, described B component is one or more of following component.
Disperse dye composition of the present invention, by weight percentage, based on the gross weight of described composition, composed of the following components: one or more weight ratios are 70 ~ 95% such as formula the compd A shown in (1), and one or more weight ratios for 5 ~ 30% as shown in formula II compd B.
Preferably, disperse dye composition of the present invention is composed of the following components: weight ratio be 80% ~ 85% component A and weight ratio be the B component of 15% ~ 20%.
In actual production process, each dye component of the present invention may be with some by products and other impurity usually, but only otherwise affect of the present invention enforcement.
The present invention also provides a kind of dispersed dye, and it comprises according to disperse dye composition of the present invention and auxiliary material.
According to dispersed dye of the present invention, it is characterized in that, described auxiliary material comprises auxiliary agent and water.
According to dispersed dye of the present invention, it is characterized in that, described auxiliary agent comprises one or more following combination: dye dispersant, dyeing auxiliaries, tensio-active agent, sterilant.Described dye dispersant is naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin or other dye dispersants; Described dyeing auxiliaries is sodium sulfate.
According to dispersed dye of the present invention, it is characterized in that, the weight ratio of described auxiliary agent and disperse dye composition is 0.2 ~ 3.5:1.
According to dispersed dye of the present invention, it is characterized in that, be aqueous after described dispersed dye sand mill or shredder grinding, solid content is 20 ~ 50%, or is powdery or particulate state after described dispersed dye spraying dry, and solid content is 87 ~ 96%.
The present invention also provides a kind of method prepared according to dispersed dye of the present invention, it is characterized in that, comprises the following steps:
After said components A and B component mixing, under the existence of auxiliary material, carry out particlized process with sand mill or shredder; Or component A and B component are carried out particlized process with sand mill or shredder respectively under the existence of auxiliary material, then mixes.
The present invention also provides a kind of according to the dyeing of dispersed dye of the present invention for fabric and/or the purposes of stamp, and described fabric is preferably polyester piece good.
The present invention also provides a kind of fabric, it is characterized in that, carries out dyeing and/or stamp prepares by using according to dispersed dye of the present invention.
the effect of invention
Dispersed dye crock fastness of the present invention is good, washing fastness is good, and especially sublimation fastness advantage is more obvious, is specially adapted to safflower white background stamp, and white background stains little, and the rear cloth specimen bright in color light of print, every fastness are all good.Dispersed dye of the present invention are a kind of high-grade red thickening agents, are also applicable to dyeing simultaneously.
Embodiment
In this application, more preferred auxiliary agent comprises one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product (such as dispersing agent NNO), sodium lignosulfonate (such as xylogen 83A, xylogen 85A), condensation compound of methyl naphthalene sulfonic acid and formaldehyde (such as Dispersant MF), benzyl naphthalene sulfonic formaldehyde condensation compound (such as dispersing agent CNF), Sodium sulfate anhydrous.min(99), peregal etc.
Below in conjunction with specific embodiment, the present invention is further illustrated, but protection scope of the present invention is not limited to this.
Wherein component A, B component all can adopt commercial goods or the preparation of existing method.
The preparation method of formula (I-1) component is: by 2-amino-6-nitrobenzothiazole diazotization, with the coupling of N-ethyl-N-benzoxy ethylaniline;
The preparation method of formula (I-2) component is: by the mixture diazotization of amino to 2-amino-5,6-dichlorobenzothiazole and 2--6,7-dichlorobenzothiazoles, with the coupling of N-ethyl-N-benzoxy ethylaniline;
The preparation method of formula (I-3) component is: by the mixture diazotization of amino to 2-amino-5,6-dichlorobenzothiazole and 2--6,7-dichlorobenzothiazoles, with the coupling of N-cyanoethyl-N-benzoxy ethylaniline;
The preparation method of formula (I-4) component is: by the mixture diazotization of amino to 2-amino-5,6-dichlorobenzothiazole and 2--6,7-dichlorobenzothiazoles, with the coupling of N-benzyl-N-Acetoxyethyl aniline;
The preparation method of formula (I-5) component is: by the mixture diazotization of amino to 2-amino-5,6-dichlorobenzothiazole and 2--6,7-dichlorobenzothiazoles, with the coupling of N-benzyl-N-methoxycarbonyl ethyl aniline;
Formula (II-1) component is C.I. DISPERSE YELLOW 114;
The preparation method of formula (II-2) component is: 3-Phenylsulfonic acid ester group aniline diazotization, with the coupling of N-ethyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone;
Formula (II-3) component is C.I. DISPERSE YELLOW 119;
The preparation method of formula (II-4) component is: o-Nitraniline diazotization, with the coupling of N-methyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone;
The preparation method of formula (II-5) component is: 2-nitro-4-anisidine diazotization, with the coupling of N-ethyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone;
The preparation method of formula (II-6) component is: 2-nitro-4-anisidine diazotization, with the coupling of N-methyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone.
The auxiliary agent that the embodiment of the present invention adopts is commercial goods.
Embodiment 1:
By 83 grams of formulas (I-2) component, 17 grams of formula (II-1) components, 200 grams of Dispersant MFs and 35 grams of xylogen 85A, add 500 grams of water to stir, grinding distribution is also dry, and obtain red disperse dyes, stamp obtains the gorgeous red PRINTED FABRIC of coloured light.
Comparative example 1:
Repeat the method for embodiment 1, except formula (II-1) component of embodiment 1 being replaced to except formula III component, other is constant:
Comparative example 2:
Repeat the method for embodiment 1, except formula (II-1) component of embodiment 1 being replaced to except formula IV component, other is constant:
The red disperse dyes of embodiment 1 and comparative example 1,2 is carried out performance test.
Concrete testing method is as follows:
With reference to the method for GB/T2374-2007, GB/T2395-2003, the red disperse dyes of embodiment 1 and comparative example 1,2 is mixed with respectively the printing paste of 50g/L, all the other are printing gum and water, after printed with printing machine, printing textile is made in oven dry, fixation, washing, sizing, according to GB/T5718-1997, GB/T3921-2008, GB/T3920-2008, measure its sublimation fastness, washing fastness, crock fastness, test result is in table 1;
Table 1
Embodiment title Sublimation fastness Washing fastness Crock fastness
Embodiment 1 4 4 4-5
Comparative example 1 3-4 3-4 4
Comparative example 2 3 3-4 4
The formula of embodiment 2-15 is as shown in table 2, prepares red disperse dyes according to formula shown in the method for embodiment 1 and table 2.
Table 2 unit: gram
Note: the water in table 2 is the moisture in final dispersed dye, and the carrying out that also will add appropriate water is in process of production ground.
Carry out performance test by the method for embodiment 1, test result is in table 3;
Table 3
Embodiment title Sublimation fastness Washing fastness Crock fastness
Embodiment 2 3-4 4 4-5
Embodiment 3 3-4 4 4-5
Embodiment 4 4 4 4-5
Embodiment 5 4 4 4-5
Embodiment 6 4 4 4
Embodiment 7 4 4 4-5
Embodiment 8 4 4 4
Embodiment 9 4 4 4
Embodiment 10 4 4 4-5
Embodiment 11 4 4 4-5
Embodiment 12 4 4 4
Embodiment 13 4 4 4-5
Embodiment 14 4 4 4-5
Embodiment 15 4 4 4-5
Above test result display, the dispersed dye of the embodiment of the present application can obtain the comparatively balanced performance of sublimation fastness, washing fastness and crock fastness, and properties all has clear superiority compared with comparative example.

Claims (15)

1. a disperse dye composition, is characterized in that composed of the following components:
Component A such as formula shown in (I):
With such as formula the B component shown in (II):
In formula I, X 1, X 2respective independence is-NO 2,-Cl or-H, R 1, R 2respective is independently C 1~ C 4alkyl, or C 1~ C 4alkyl in the group that replaced by-CN or-Ph of H, or-R 4oCOR 5, or-R 6cOOR 7, or-R 8oCOPh, wherein R 4, R 5, R 6, R 7, R 8respective is independently C 1~ C 4alkyl;
In formula II, X 3, X 4respective independence is-H ,-NO 2,-OCH 3or-OSO 2ph, R 3for C 1~ C 4alkyl; Described-Ph is phenyl.
2. disperse dye composition according to claim 1, is characterized in that, described component A is one or more in following compound:
3. disperse dye composition according to claim 1 and 2, is characterized in that, described B component is one or more in following compound:
4. the disperse dye composition according to any one of claims 1 to 3, is characterized in that, based on the gross weight of described composition, composed of the following components:
Weight percent is the component A of 70 ~ 95%,
Weight percent is the B component of 5 ~ 30%.
5. the disperse dye composition according to any one of Claims 1 to 4, is characterized in that, based on the gross weight of described composition,
The weight percent of component A is 80 ~ 85%,
The weight percent of B component is 15 ~ 20%.
6. dispersed dye, is characterized in that, comprise the disperse dye composition according to any one of Claims 1 to 5 and auxiliary material.
7. dispersed dye according to claim 6, is characterized in that, described auxiliary material comprises auxiliary agent and water.
8. dispersed dye according to claim 7, is characterized in that, described auxiliary agent comprises one or more following combination: dye dispersant, dyeing auxiliaries, tensio-active agent, sterilant.
9. dispersed dye according to claim 8, is characterized in that, described dye dispersant is naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products or sulfonated lignin; Described dyeing auxiliaries is sodium sulfate.
10. the dispersed dye according to claim 7 or 8, is characterized in that, described auxiliary agent is 0.2 ~ 3.5:1 with the ratio of the weight of disperse dye composition.
11. dispersed dye according to any one of claim 6 ~ 10, it is characterized in that, be aqueous after described dispersed dye sand mill or shredder grinding, solid content is 20 ~ 50%, or be powdery or particulate state after described dispersed dye spraying dry, solid content is 87 ~ 96%.
12. 1 kinds of methods preparing the dispersed dye according to any one of claim 6 ~ 11, is characterized in that, comprise the following steps:
After described each dye component mixing, under the existence of auxiliary material, carry out particlized process with sand mill or shredder; Or described each dye component is carried out particlized process with sand mill or shredder respectively under auxiliary material exists, then mixes.
13. 1 kinds of dispersed dye according to any one of claim 6 ~ 11 are used for the dyeing of fabric and/or the purposes of stamp.
14. purposes according to claim 13, is characterized in that described fabric is polyester piece good.
15. 1 kinds of fabrics, is characterized in that, by using dispersed dye according to any one of claim 6 ~ 11 to carry out to dye and/or stamp prepares.
CN201410798507.6A 2014-12-19 2014-12-19 Disperse dye composition, disperse dyes and its production and use Active CN104559319B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109504128A (en) * 2018-12-10 2019-03-22 杭州申航新材料有限公司 A kind of dispersion red dye composition and preparation method

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US4305719A (en) * 1980-06-25 1981-12-15 Eastman Kodak Company Stable dyed polyester material
JPH10316878A (en) * 1997-05-19 1998-12-02 Sumitomo Chem Co Ltd Disperse dye composition
CN101735664A (en) * 2009-12-23 2010-06-16 浙江龙盛染料化工有限公司 Disperse scarlet dye composition
CN101768376A (en) * 2009-12-30 2010-07-07 浙江闰土股份有限公司 Environment-friendly disperse dye composition
CN102952414A (en) * 2012-09-19 2013-03-06 浙江吉华集团股份有限公司 Red environment-friendly disperse dye mixture and application thereof
CN103589190A (en) * 2013-09-30 2014-02-19 浙江龙盛集团股份有限公司 Disperse red dye composition
CN103890103A (en) * 2011-01-15 2014-06-25 德司达染料分销有限公司 Disperse dye mixtures, their preparation and use

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4305719A (en) * 1980-06-25 1981-12-15 Eastman Kodak Company Stable dyed polyester material
JPH10316878A (en) * 1997-05-19 1998-12-02 Sumitomo Chem Co Ltd Disperse dye composition
CN101735664A (en) * 2009-12-23 2010-06-16 浙江龙盛染料化工有限公司 Disperse scarlet dye composition
CN101768376A (en) * 2009-12-30 2010-07-07 浙江闰土股份有限公司 Environment-friendly disperse dye composition
CN103890103A (en) * 2011-01-15 2014-06-25 德司达染料分销有限公司 Disperse dye mixtures, their preparation and use
CN102952414A (en) * 2012-09-19 2013-03-06 浙江吉华集团股份有限公司 Red environment-friendly disperse dye mixture and application thereof
CN103589190A (en) * 2013-09-30 2014-02-19 浙江龙盛集团股份有限公司 Disperse red dye composition

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109504128A (en) * 2018-12-10 2019-03-22 杭州申航新材料有限公司 A kind of dispersion red dye composition and preparation method

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