CN102344694A - Composite dye composition, composite disperse dye and preparation method thereof - Google Patents

Composite dye composition, composite disperse dye and preparation method thereof Download PDF

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CN102344694A
CN102344694A CN 201110360213 CN201110360213A CN102344694A CN 102344694 A CN102344694 A CN 102344694A CN 201110360213 CN201110360213 CN 201110360213 CN 201110360213 A CN201110360213 A CN 201110360213A CN 102344694 A CN102344694 A CN 102344694A
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composite
dye
component
weight
content
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CN102344694B (en
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顾伟娣
景雪苹
赵国生
阮海兴
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Zhejiang Runtu Co Ltd
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Abstract

The invention relates to a composite dye composition, composite disperse dye and a preparation method thereof. The composite dye composition is composed of compounds as shown in a formula (I-a), a formula (I-b), a formula (II) and a formula (III). The composite disperse dye prepared from the composite dye composition has good comprehensive fastness property and high lifting force, and is suitable for dyeing and printing terylene and blend fabrics.

Description

Composite dye compsn, composite disperse dye and preparation method thereof
Technical field
The present invention relates to a kind of environment-friendly type composite dye compsn and composite disperse dye, and preparation method thereof, the dyeing and the stamp of terylene and BLENDED FABRIC thereof be applicable to.
Background technology
Composite disperse dye is that different dye compositions is carried out the composite dyestuff that forms.There have been a lot of composite disperse dyes at present.Composite disperse dye is compared with homogencous dyes, no matter on cost, or remarkable advantages is arranged all on each item performance.Yet still there is the imperfect problem of each item performance in existing composite disperse dye, is particularly still needing to improve aspect the over-all propertieies such as comprehensive fastness ability, lifting force.
Summary of the invention
The present invention provides a kind of composite dye compsn, is made up of component (A), (B), (C), and wherein component (A) is following formula (I-a) compound and (I-b) mixture of compound,
Figure BDA0000108300960000011
Component (B) is for being selected from least a in following formula (II) compound:
Figure BDA0000108300960000021
X 1, X 2Independent respectively is H, halogen, NO 2, CN,
R 1Be C 1~C 4Alkyl,
R 2, R 3Independent respectively is hydrogen, C 2~C 4Alkenyl, C 1~C 4Alkyl;
Component (C) is following formula (III) compound:
Preferred ingredient (B) is for being selected from in following formula (II-1) compound, formula (II-2) compound one or both.
Figure BDA0000108300960000023
More preferably component (B) is formula (II-2) compound.
Preferably, in the composite dye compsn of the present invention, the content of component (A) is 30~53 weight %, and the content of component (B) is 20~40 weight %, and the content of component (C) is 7~50 weight %.
Preferably, the content of formula (I-a) compound in component (A) is 1~99 weight %, is preferably 10~30 weight %.
Composite dye compsn of the present invention can be made into black dye composition and blue dyes compsn, and black dye composition comprises the black dye composition of various form and aspect such as inclined to one side ruddiness, inclined to one side green glow.The blue dyes compsn also can be divided into the blue dyes compsn of various form and aspect.
A kind of composite dye compsn of the present invention is a black dye composition, and preferably the content of component (A) is that the content of 30~34 weight %, component (B) is 20~28 weight % in this black dye composition, and the content of component (C) is 38~50 weight %.More preferably the content of component (A) is that the content of 32~34 weight %, component (B) is 22~28 weight %, and the content of component (C) is 38~46 weight %.
A kind of composite dye compsn of the present invention is the blue dyes compsn, and preferably the content of these blue dyes combination species components (A) is that the content of 49~53 weight %, component (B) is 36~40 weight %, and the content of component (C) is 7~15 weight %.
The present invention also provides a kind of composite disperse dye, and it is made up of composite dye compsn of the present invention and auxiliary material.
Composite dye compsn of the present invention generally needs during application to add auxiliary material, processes composite disperse dye.Said auxiliary material comprises auxiliary agent and water etc.Auxiliary agent is dispersed dye dispersion agent, diffusant and tensio-active agents thereof etc. commonly used when composite.Preferably include one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.Like 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 85A, 83A) etc.Usually, auxiliary agent is 0.2~3.2: 1 with the ratio of the weight of composite dye compsn, and the content in composite disperse dye weight water in the composite disperse dye is 6~80%.
Composite disperse dye of the present invention can be used following method preparation: behind the proportioning preparation composite dye compsn of each dye composition that will be wherein contained by regulation, in the presence of auxiliary material, carry out abrasive particles, and carry out spraying drying as required; Perhaps each dye composition is carried out abrasive particles respectively in the presence of auxiliary material, according to the rules ratio is mixed then, and carries out spraying drying as required.Above-mentioned dye composition all can adopt the commercially available prod.
Composite disperse dye of the present invention can be aqueous, paste behind the corpusculed, can be powdery, particulate state after the spraying drying.
Composite disperse dye of the present invention is an environmental-friendly disperse dye, its dye uptake, compatibleness, depth, degree of exhaustion, opacifying property all better, pH value applied widely.Particularly the present invention is composite through adopting specific compound to carry out; The existing extraordinary lifting force of the composite disperse dye that is obtained; Extraordinary crockfastness and washing fastness are arranged again, and the tangible composite dark effect that increases, dye utilization rate improved greatly; Can practice thrift a large amount of resources, reduce cost.
In addition, the present invention is optimized through each component concentration to composite disperse dye, has further improved dispersed dye lifting force and crockfastness, washing fastness.
And black composite disperse dye provided by the invention is compared with the black dyes of prior art, and washing fastness, crockfastness and lifting force are excellent especially.
And blue composite disperse dye provided by the invention is compared with the blue dyes of prior art, and lifting force, crockfastness are excellent especially.
Embodiment
Below in conjunction with embodiment the present invention is described further, but protection scope of the present invention is not limited to this.
In an embodiment; The mixture of formula of the present invention (I-a) compound and (I-b) compound, formula (II) compound, formula (III) compound by certain proportioning and condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), sodium lignosulfonate (xylogen 85A, 83A) add the water assembly mixed after; Grind the decentralized system form slurry with sand milling; Or further carry out spraying drying, process dye composite.
Formula (I-a) compound, formula (I-b) compound, formula (II-1) compound, formula (II-2) compound, formula (III) compound are known dye composition, and can on market, buy.
Embodiment 1
Formula (I-b) compound=30: 70), 9.4 gram formula (II-1) compounds, 11 gram formula (III) compounds with the mixture of 17.6 gram formula (I-a) compounds and formula (I-b) compound (formula (I-a) compound:; And 62 gram sodium lignosulfonate and 300 gram water mill-drying together, make composite disperse dye.
Comparative Examples 1
Except the mixture with (I-a) compound of the formula among the embodiment 1 and formula (I-b) compound replaces to
Figure BDA0000108300960000051
In addition, likewise prepare composite disperse dye with embodiment 1.
Adopt the composite disperse dye that makes in 0.6 gram embodiment 1 and the Comparative Examples 1 respectively,, regulate dye bath pH to 5~5.5 with acetic acid with 10 gram polyester textile and water; In 35 minutes, be warmed up to 130 ℃; Be incubated 30 minutes, be cooled to 80 ℃ of samplings, obtain the textile materials of the black of inclined to one side ruddiness.According to GB/T3921-2008, its washing fastness of GB/T 3920-2008 standard testing, crockfastness, the result of gained is as shown in table 1.
Table 1
Color Washing fastness Crockfastness
Embodiment 1 Ruddiness black 4-5 5
Comparative Examples 1 Ruddiness black 4 4-5
Embodiment 2
Formula (I-b) compound=30: 70), 9.4 gram formula (II-1) compounds, 11 gram formula (III) compounds with the mixture of 17.6 gram formula (I-a) compounds and formula (I-b) compound (formula (I-a) compound:; And 62 gram sodium lignosulfonate and 300 gram water mill-drying together, make composite disperse dye.
Comparative Examples 2
Except the mixture with (I-a) compound of the formula among the embodiment 2 and formula (I-b) compound replaces to
In addition, likewise prepare composite disperse dye with embodiment 2.
The composite disperse dye that makes in embodiment 2, the Comparative Examples 2 is respectively used 0.15 gram (C), 3 gram (2C), 0.6 (4C) grams; Respectively with 10 gram polyester textile and water; Regulate dye bath pH to 5~5.5 with acetic acid, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes; Be cooled to 80 ℃ of samplings, obtain the black textile materials of inclined to one side ruddiness.According to its lifting force of GB/T2397-2003 standard testing, the result is as shown in table 2 for the gained lifting force.
Table 2
Color Lifting force
Embodiment 2 Ruddiness black A-B
Comparative Examples 2 Ruddiness black B
Embodiment 3
Formula (I-b) compound=30: 70), 10 gram formula (II-1) compounds, 10 gram formula (II-2) compounds, 50 gram formula (III) compounds with the mixture of 30 gram formula (I-a) compounds and formula (I-b) compound (formula (I-a) compound:; And 180 the gram dispersing agent NNO and 420 the gram water grind together, drying, make composite disperse dye.
Comparative Examples 3-5
Adopt composition and the content shown in the table 3, the method according to embodiment 3 makes composite disperse dye.
Table 3
Figure BDA0000108300960000071
In the table 3, the structural formula of formula (IV) compound is following:
Figure BDA0000108300960000072
Prepared composite disperse dye in embodiment 3 and the Comparative Examples 3,4,5 is respectively used 0.15 gram (C), 3 grams (2C), 0.6 gram (4C); Respectively with 10 gram polyester textile and water; Regulate dye bath pH to 5~5.5 with acetic acid, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes; Be cooled to 80 ℃ of samplings, obtain the textile materials of black.According to its lifting force of GB/T2397-2003 standard testing, the gained result is as shown in table 4.
Table 4:
Color Lifting force
Embodiment 3 Black A-B
Comparative Examples 3 Black B-C
Comparative Examples 4 Black B-C
Comparative Examples 5 Black B-C
Can be known that by above-mentioned contrast the composite disperse dye of the present invention with specific components does not contain formula (IV) compound, lifting force increases, and can also reduce cost.
Embodiment 4-17
According to composition shown in the table 5 and content, mix with water, to grind, spraying drying obtains composite disperse dye.
Table 5
Adopt the method identical, obtain the black textile materials of inclined to one side green glow with embodiment 1,2.
According to GB/T2397-2003, GB/T3921-2008, its lifting force of GB/T3920-2008 standard testing, washing fastness, crockfastness, the gained result is as shown in table 6.
Table 6
The embodiment title Color Lifting force Washing fastness Crockfastness
Embodiment 4 Green glow black A-B 4-5 5
Embodiment 5 Green glow black A 4-5 5
Embodiment 6 Green glow black A 4-5 5
Embodiment 7 Green glow black A-B 4-5 5
Embodiment 8 Green glow black A 4-5 5
Embodiment 9 Green glow black A-B 4-5 5
Embodiment 10 Green glow black A 4-5 5
Embodiment 11 Green glow black A-B 4-5 5
Embodiment 12 Green glow black A-B 4-5 5
Embodiment 13 Green glow black A 4-5 5
Embodiment 14 Green glow black A 4-5 5
Embodiment 15 Green glow black A 4-5 5
Embodiment 16 Green glow black A 4-5 5
Embodiment 17 Green glow black A-B 4-5 5
Embodiment 18-27
According to composition shown in the table 7 and content, mix with water, to grind, spraying drying obtains composite disperse dye.
Table 7
Can know that by above-mentioned contrast compare the composite disperse dye of the present invention that contains formula (II) compound with Comparative Examples 6,7, its lifting force and crockfastness all are significantly improved; Compare the composite disperse dye of the present invention that does not contain formula (IV) compound with Comparative Examples 8, its lifting force and crockfastness all are significantly improved.
Method according to identical with embodiment 1,2 obtains blue textile materials.According to GB/T2397-2003, GB/T3920-2008 standard testing lifting force, crockfastness, the gained result is as shown in table 8.
Table 8
The embodiment title Color Lifting force Crockfastness
Embodiment 18 Blue A+ 5
Embodiment 19 Blue A+ 5
Embodiment 20 Blue A+ 5
Embodiment 21 Blue A++ 5
Embodiment 22 Blue A+ 5
Embodiment 23 Blue A+ 5
Embodiment 24 Blue A+ 5
Embodiment 25 Blue A+ 5
Embodiment 26 Blue A+ 5
Embodiment 27 Blue A++ 5
Comparative Examples 6 Blue A 4-5
Comparative Examples 7 Blue A 4
Comparative Examples 8 Blue A 4-5
In the GB/T2397-2003 standard, the lifting force rank is A, B, C, D level Four, and is not to further segmenting more than the A level, specific as follows:
A Excellent C and 4C dyeing appearance<=2 grades, and 2C and 4C dyeing kind<3 grades
B Very C and 4C dyeing appearance<=2 grades, and 2C and 4C dyeing kind>;=3 grades
C Generally C and 4C dyeing appearance>2 grades
D Difference Dye less than 1/1 (C) the standards for dyeing degree of depth (in normality)
In the testing method of GB/T2397-2003; Used grading card is GB250-1995 " gray scale is used in the evaluation variable color "; GB250-1995 " evaluation variable color use gray scale " has 5 grades nine grades, is respectively 1 grade, 1-2 level, 2 grades, 2-3 level, 3 grades, 3-4 level, 4 grades, 4-5 level, 5 grades; 1 grade of difference is the most obvious, and 5 grades of differences are minimum.
In order further to prove composite disperse dye of the present invention, the rank more than the A level is carried out further broken down as follows according to GB250-1995 " gray scale is used in the evaluation variable color " in the meliority aspect the lifting force:
A+ C and 4C dyeing appearance<=1-2 level, and 2C and 4C dyeing appearance<=2-3 level
A++ C and 4C dyeing appearance<=1-2 level, and 2C and 4C dye kind<=2 grades
Can know that by above contrast blue composite disperse dye of the present invention has excellent especially effect aspect lifting force and the crockfastness.
Embodiment 28-33
Press composition shown in the table 9 and content,, make the composite disperse dye slurry through grinding.
Table 9
Figure BDA0000108300960000141

Claims (14)

1. a composite dye compsn is made up of component (A), (B), (C), and wherein component (A) is following formula (I-a) compound and (I-b) mixture of compound,
Figure FDA0000108300950000011
Component (B) is for being selected from least a in following formula (II) compound:
Figure FDA0000108300950000012
X 1, X 2Independent respectively is H, halogen, NO 2, CN,
R 1Be C 1~C 4Alkyl,
R 2, R 3Independent respectively is hydrogen, C 2~C 4Alkenyl, C 1~C 4Alkyl;
Component (C) is following formula (III) compound:
Figure FDA0000108300950000013
2. according to the composite dye compsn of claim 1, wherein component (B) is for being selected from in following formula (II-1) compound, formula (II-2) compound one or both,
Figure FDA0000108300950000021
3. according to the composite dye compsn of claim 2, wherein component (B) is formula (II-2) compound.
4. according to each composite dye compsn of claim 1~3, wherein the content of component (A) is 30~53 weight %, and the content of component (B) is 20~40 weight %, and the content of component (C) is 7~50 weight %.
5. according to the composite dye compsn of claim 4, the content of its Chinese style (I-a) compound in component (A) is 1~99 weight %.
6. according to the composite dye compsn of claim 5, the content of its Chinese style (I-a) compound in component (A) is 10~30 weight %.
7. according to the composite dye compsn of claim 4, it is a black dye composition, and the content of component (A) is that the content of 30~34 weight %, component (B) is 20~28 weight %, and the content of component (C) is 38~50 weight %.
8. according to the composite dye compsn of claim 7, wherein the content of component (A) is that the content of 32~34 weight %, component (B) is 22~28 weight %, and the content of component (C) is 38~46 weight %.
9. according to the composite dye compsn of claim 4, it is the blue dyes compsn, and the content of component (A) is that the content of 49~53 weight %, component (B) is 36~40 weight %, and the content of component (C) is 7~15 weight %.
10. composite disperse dye, it is made up of each composite dye compsn and auxiliary material of claim 1~9.
11. according to the composite disperse dye of claim 10, said auxiliary material comprises auxiliary agent and water.
12. according to the composite disperse dye of claim 11, wherein auxiliary agent is 0.2~3.2: 1 with the ratio of the weight of composite dye compsn.
13. according to the composite disperse dye of claim 12, wherein the content in composite disperse dye weight water is 6~80%.
14. the preparation method of each composite disperse dye of claim 10~13 comprises behind the proportioning preparation composite dye compsn of each wherein contained dye composition by regulation, in the presence of auxiliary material, carries out abrasive particles, the optional spraying drying of carrying out; Perhaps each dye composition is carried out abrasive particles respectively in the presence of auxiliary material, according to the rules ratio is mixed then, the optional spraying drying of carrying out.
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CN103382314A (en) * 2013-06-21 2013-11-06 浙江龙盛集团股份有限公司 Dark azo type disperse dye composition
CN104119699A (en) * 2014-08-05 2014-10-29 浙江闰土股份有限公司 Disperse dye composition, disperse dye and preparation method and use thereof
CN104559321A (en) * 2015-01-29 2015-04-29 浙江昱泰染化科技有限公司 Disperse black dye composition, dye product and application
CN105131648A (en) * 2015-07-03 2015-12-09 浙江亿得化工有限公司 Novel composite black disperse dye
CN105694532A (en) * 2015-12-30 2016-06-22 绍兴市上虞康汇化工有限公司 Blue disperse dye composition, blue disperse dye and preparation method and application of blue disperse dye

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CN101798472A (en) * 2010-03-26 2010-08-11 浙江闰土股份有限公司 Black and blue disperse dye composition
CN101974254A (en) * 2010-10-26 2011-02-16 浙江闰土股份有限公司 Black and blue series disperse dye composition

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Publication number Priority date Publication date Assignee Title
CN103382314A (en) * 2013-06-21 2013-11-06 浙江龙盛集团股份有限公司 Dark azo type disperse dye composition
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CN104119699A (en) * 2014-08-05 2014-10-29 浙江闰土股份有限公司 Disperse dye composition, disperse dye and preparation method and use thereof
CN104559321A (en) * 2015-01-29 2015-04-29 浙江昱泰染化科技有限公司 Disperse black dye composition, dye product and application
CN105131648A (en) * 2015-07-03 2015-12-09 浙江亿得化工有限公司 Novel composite black disperse dye
CN105694532A (en) * 2015-12-30 2016-06-22 绍兴市上虞康汇化工有限公司 Blue disperse dye composition, blue disperse dye and preparation method and application of blue disperse dye

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