CN103113758B - Dispersed dye mixture and application thereof - Google Patents
Dispersed dye mixture and application thereof Download PDFInfo
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- CN103113758B CN103113758B CN2013100185357A CN201310018535A CN103113758B CN 103113758 B CN103113758 B CN 103113758B CN 2013100185357 A CN2013100185357 A CN 2013100185357A CN 201310018535 A CN201310018535 A CN 201310018535A CN 103113758 B CN103113758 B CN 103113758B
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- disperse dyes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing 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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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Abstract
The invention relates to the technical field of dispersed dyes. In order to solve the problem that the dyes having a 2,4-dinitraniline structure are all poor in light fastness, the invention provides a dispersed dye mixture which is prepared by the step of mixing component A and component B, wherein the weight percentage of the component A is 10-92%. The 2,4-dinitraniline is used for synthesizing the dye so that the big problem which is always evaded in the industry is solved in a compounding and synergic way; as a result, a dye composition which is good in deep dyeing effect and excellent in light fastness can be obtained while the cost of the color matching dyes is greatly reduced.
Description
Technical field
The present invention relates to a minute technical field of dye, relate in particular to a kind of Dispers ozoic dyestuff mixture and application thereof.
Background technology
2, the diazo component that the 4-dinitraniline often is used as the light dispersed dye such as red or brown uses, although reason is nitro, it is strong electron-withdrawing group group, but because the nitro at ortho position can be reduced to nitroso-group, six ring structures are by photooxidation in molecule, generate ortho position nitroso azoxy compound is arranged, the latter is easier to further occur photochemical reaction, the light fastness of dyestuff that causes having this structure is all poor, therefore ordinary method is to introduce an electron withdrawing group on 6 of phenyl ring again, improve the dyestuff sunlight fastness, but this has just caused raw materials cost high, reduced economic benefit.So most of dyestuff company all avoids using synthetic blue, the purple of 2,4-dinitraniline to divide and spreads dye species.But the cost of dye with 2,4-dinitrobenzene amine structure is low, has very large economic benefit.
Each discloses a kind of back-blue dispersed dye mixture as patent CN1304490C and CN102153888 A, in the middle of the dark dye formula, all do not use 2,4-dinitroaniline dyestuff is as one of colorant match component, but aniline dyes in dinitrobenzene also with-CN or halogen, this has just caused cost of dye high, the problem that economic benefit is low.
Summary of the invention
For solution has 2, the dyestuff light fastness of 4-dinitrobenzene amine structure is poor problem all, the invention provides a kind of admixture of disperse dyes, the present invention uses 2,4-dinitro aniline synthetic dyestuff, mode by compound synergic, solve in the industry one to the above-mentioned great difficult problem of avoiding, when the colorant match cost of dye is significantly reduced, can access dye deeply effective, and the dye composite that the dyestuff light fastness is good, improved economic benefit.
The present invention is achieved by the following technical solutions: a kind of admixture of disperse dyes, and described admixture of disperse dyes is mixed by component A, component B, and wherein the weight percent of component A is 10～92%, and the weight percent of component B is 90～8%.
The structural formula of component A is as shown in (I):
In the structure formula I, X
1Be selected from halogen or-H, R
1Be selected from C
1～C
4Alkoxyl group or-H, R
2And R
3Be independently selected from respectively-H, C
2～C
4Alkenyl or the optional C that replaces
1～C
4Alkyl, wherein the substituting group of alkyl be-OH ,-CN ,-OCOR ,-COOR ,-OCOC
6H
5,-OCOOR ,-OC
6H
5,-C
6H
5, C
1～C
4A kind of in alkoxyl group, in formula, R is selected from hydrogen or C
1～C
4Alkyl, R
4Be selected from C
1～C
4Alkyl;
The structural formula of component B is as shown in (II):
X in the structure formula II
2Be selected from H, halogen or C
1~ C
4Alkyl in a kind of, X
3, X
4Be independently selected from respectively halogen or-H, R
5Be selected from hydrogen, C
2~ C
4Alkenyl or the optional C that replaces
1~ C
4Alkyl in a kind of, wherein the substituting group of alkyl be-CN ,-OCOR ,-COOR ,-OCOC
6H
5,-OCOOR ,-C
6H
5, C
1~ C
4Alkoxyl group, R are selected from hydrogen or C
1~ C
4Alkyl.
As preferably, in component A, has X in a kind of structural formula at least
1For-H, namely in component A, necessarily contain the structure of 2,4-dinitraniline.The present invention uses 2, the dark dye that 4-dinitro aniline is synthetic, successfully solved an above-mentioned great difficult problem to avoidance in the industry by compound synergic, when the colorant match cost of dye is significantly reduced, can access dye deeply effective, and the good dye composite of dyestuff light fastness.This dye composite has strong covering power and compatibleness is good, color and luster is pure, the equal very excellent characteristics of fast light and washing fastness, fastness to rubbing and fastness to perspiration, and tool has great advantage on cost, meets society expanding economy demand.
As more preferably, component A is selected from two kinds or the mixture of two or more arbitrary proportions in following structural formula, and in component A, has X in a kind of structural formula at least
1For-H,
Wherein structural formula (I j) is not present in component A simultaneously with (I p).
As preferably, in component B, has X in a kind of structural formula at least
3, X
4Be simultaneously-H, as more preferably, component B is selected from the mixture of one or more arbitrary proportions in following structural formula, in component B, has X in a kind of structural formula at least simultaneously
3, X
4Be simultaneously-H,
The application of a kind of admixture of disperse dyes of the present invention on dyeing and printing and dyeing hydrophobicity synthetic materials.Admixture of disperse dyes is made to dye preparations, and described dye preparations can be liquid or solid, and wherein flowing product is dye dispersion liquid, and solid articles is granular or Powdered.First component A and component B are carried out making admixture of disperse dyes after mixed preparing according to weight percent; Then by weight percent, be that 15～70% admixture of disperse dyes and weight percent are 30～85% auxiliary agent, Jia Shui, make solid content between 30% ~ 60%, can by shredder pulverize carry out micronize after spraying drying make the solid dye goods; After yet can pulverizing and carry out micronize by shredder in addition, do not carry out spraying drying, directly make the liquid dye goods.
Described auxiliary agent is selected from the mixture of one or more arbitrary proportions in naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin.Comprising naphthalene sulfonic acidformaldehyde condensation product: dispersing agent NNO; Alkyl naphthalene sulfonic acid formaldehyde condensation products: Dispersant MF, dispersing agent C NF etc.; Sulfonated lignin: sodium lignosulfonate (as commercially available REAX85A) etc.
Dye preparations adopts and commonly to dye to the greatest extent method or the pad dyeing method dyes, and also available direct printing technique is wherein commonly dyed to the greatest extent method such as polyester textile carries out pre-treatment, puts into dye vat and contaminates, and dyes Bi Lengshui and cleans to neutral, and strand is done, and restores cleaning, oven dry, typing; Direct printing prints dispersed dye look oar as pre-treatment post-drying that fabric is dyeed, on printing machine, then evaporates, and utilizes the decatize mode to make the dispersed dye fixation, washing, stentering forming.
This dye preparations should have strong covering power and compatibleness is good, color and luster is pure, the equal very excellent characteristics of fast light and fastness to sublimation, washing fastness and fastness to perspiration.
Compared with prior art, the invention has the beneficial effects as follows:
(1) admixture of disperse dyes capable of regulating each component ratio of the present invention and kind, can obtain the composite product of blueness～black kind, and have that opacifying power is good, compatibleness is good, color and luster is pure, the equal advantage such as very excellent of fast light and fastness to sublimation, fastness to rubbing and washing fastness;
(2) admixture of disperse dyes ecological, environmental protective performance of the present invention meets in Oeko-tex 100 requirement to textiles;
(3) admixture of disperse dyes of the present invention shows excellent wetting property when for processing printing and dyeing liquid and padding liquor and printing paste, and needn't carry out a large amount of craft or mechanical stirring can be disperseed rapidly, and dye liquor and printing paste are even.
(4) admixture of disperse dyes thermostability of the present invention shows: spraying drying can at high temperature be carried out, and agglomeration can not occur in the material that is dried, can under higher inlet temperature, carry out drying, thereby reduce production cost, reach the purpose of phase energy-saving consumption-reducing.
(5) admixture of disperse dyes of the present invention, due to the structure of having used 2,4-dinitraniline, provides cost savings, and has improved economic benefit.
Embodiment
Below by specific embodiment, technical scheme of the present invention is described in further detail.But protection scope of the present invention is not limited to implementation method described below.
Component A, component B can adopt commercially available prod or former dyestuff.The structural formula that component A in embodiment selects Zhejiang Ji Hua Group Plc production EX-SF DISPERSE BLUE EX-SF 300 voluntarily 291, EX-SF DISPERSE BLUE EX-SF 300 291:4, EX-SF DISPERSE BLUE EX-SF 300 291:1, EX-SF DISPERSE BLUE EX-SF 300 291:2, Disperse Blue-79, EX-SF DISPERSE BLUE EX-SF 300 301, EX-SF DISPERSE BLUE EX-SF 300 281,63 ,DIS,PER,SE ,Vio,let, 63 93,63 DISPERSE Violet 63 93:4,63 DISPERSE Violet 63 152:1,63 ,DIS,PER,SE ,Vio,let, 63 152 etc. respectively is as the above-mentioned formula (dyestuff of I as shown in a)～(I u); Component B selects structural formula that Zhejiang Ji Hua Group Plc produces voluntarily suc as formula (the C.I. DISPERSE ORANGE 30 200 288 of II shown in a)～(II p), DISPERSE ORANGE 30 200 P6, DISPERSE ORANGE 30 200 80, DISPERSE ORANGE 30 200 31, DISPERSE ORANGE 30 200 44, DISPERSE ORANGE 30 200 14 etc. respectively.
Naphthalene sulfonic acidformaldehyde condensation product is dispersing agent NNO; The alkyl naphthalene sulfonic acid formaldehyde condensation products is Dispersant MF, dispersing agent C NF etc.; Sulfonated lignin are sodium lignosulfonate (as commercially available REAX85A) etc.Described various auxiliary agent title is identical with the market structure name of an article, fully can self-produced and two kinds of selections of buying.
Embodiment 1
A) by 8 gram following formulas (I is dyestuff a):
With 9 gram following formula (I b) dyestuffs:
With 8.2 gram following formula (I m) dyestuffs:
With 8.4 gram following formulas (II is dyestuff a):
By component A (Ia), (Ib) and (Im) (IIa) component of component and component B be mixed and made into admixture of disperse dyes 1, then with 112 ml waters and 14.4 gram Dispersant MFs, in sand mill, ground together 3 hours, then carry out spraying drying (130 ℃ of inlet temperatures, 60 ℃ of temperature outs) powder of gained (approximately 50 grams) is the solid dye goods 1 that admixture of disperse dyes 1 is made, and dye preparations 1 is easy to be distributed in water.
Embodiment 2～33
As shown in table 1, the each component of the each component of component A and component B is mixed and made into to admixture of disperse dyes 2 ~ 33, then together with water used in table 1 and auxiliary agent used, in sand mill, ground 4 hours, then the powder (approximately 50 grams) that carries out spraying drying (130 ℃ of inlet temperatures, 60 ℃ of temperature outs) gained is the solid dye goods 2 ~ 33 that admixture of disperse dyes 2 ~ 33 is made.
Table 1
Application examples
Get respectively the dye preparations 1～33 that 1.875 gram above-described embodiments 1～33 are made, water is mixed with respectively the dispersed dye suspension that concentration is 3.75g/L, getting 40ml mixes with 60ml water, with acetic acid and sodium acetate buffer solution adjusting dye bath pH=4.5-5.5, then being warmed up to 60 ℃ adds 5 gram trevira to carry out high-temperature pressure dyeing simultaneously, in 35 minutes, be warmed up to 130 ℃ of dyeing 45 minutes, sampling while being cooled to 80 ℃, wash, rinsing and drying obtain stained specimens.
Observe cloth specimen and adopt fastness test execution standard to measure, its results of property is in Table 2:
GB/T 3920-2008 textile color stability test colour fastness to rubbing
GB/T 3921-2008 textile color stability test fastness to soaping
GB/T 5718-1997 textile color stability test dry heat resistance (except hot pressing) colour fastness
The GB/T 8427-2008 textile color stability test colour fastness of anti-artificial light the: xenon arc
Table 2
Test result shows: the light fastness of the described dye mixture goods of above formula and Comparative Examples Disperse Black EX-SF A300% is suitable, and all other fastness and performance are also very excellent, and production cost is lower, has reached re-set target.
Claims (3)
1. an admixture of disperse dyes, is characterized in that, described admixture of disperse dyes is mixed by component A, component B, and wherein the weight percent of component A is 10～92%, and the structural formula of component A is as shown in (I):
In the structure formula I, X
1Be selected from halogen or H, R
1Be selected from C
1～C
4Alkoxyl group or H, R
2And R
3Be independently selected from respectively C
2～C
4Alkenyl or the optional C that replaces
1～C
4Alkyl, wherein the substituting group of alkyl is-OCOR, R is selected from hydrogen or C
1～C
4Alkyl, R
4Be selected from C
1Alkyl; In component A, has X in a kind of structural formula at least
1For H,
The structural formula of component B is as shown in (II):
X in the structure formula II
2Be selected from H, halogen or C
1~ C
4Alkyl in a kind of, X
3, X
4Be independently selected from respectively halogen or H, R
5Be selected from hydrogen, C
2～C
4Alkenyl or the optional C that replaces
1～C
4Alkyl in a kind of, wherein the substituting group of alkyl be-COOR ,-OCOC
6H
5,-C
6H
5, R is selected from hydrogen or C
1～C
4Alkyl; In component B, has X in a kind of structural formula at least
3, X
4Be H simultaneously.
2. the application of a kind of admixture of disperse dyes as claimed in claim 1 on dyeing and printing and dyeing hydrophobicity synthetic materials.
3. the application of a kind of admixture of disperse dyes according to claim 2, is characterized in that, by weight percent, is that 15～70% admixture of disperse dyes and weight percent are that 30～85% auxiliary agent is made solid or liquid dye goods.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013100185357A CN103113758B (en) | 2012-12-14 | 2013-01-17 | Dispersed dye mixture and application thereof |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210545272.0 | 2012-12-14 | ||
| CN201210545272 | 2012-12-14 | ||
| CN2013100185357A CN103113758B (en) | 2012-12-14 | 2013-01-17 | Dispersed dye mixture and application thereof |
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| Publication Number | Publication Date |
|---|---|
| CN103113758A CN103113758A (en) | 2013-05-22 |
| CN103113758B true CN103113758B (en) | 2013-11-20 |
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| WO (1) | WO2014089886A1 (en) |
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| CN103602100B (en) * | 2013-11-19 | 2015-09-16 | 江苏盛吉化工有限公司 | Orange is to yellowish brown admixture of disperse dyes |
| US10151062B2 (en) * | 2013-12-30 | 2018-12-11 | Zhejiang Runtu Co., Ltd. | Disperse dye composition, disperse dye and preparation method and use thereof |
| CN105255215B (en) * | 2015-11-04 | 2017-12-19 | 浙江闰土股份有限公司 | A kind of disperse dye composition, disperse dyes and its preparation method and purposes |
| CN105255216B (en) * | 2015-11-04 | 2017-12-19 | 浙江闰土股份有限公司 | A kind of disperse dye composition, disperse dyes and its preparation method and purposes |
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| CN105524487A (en) * | 2015-12-03 | 2016-04-27 | 太湖亚太精化有限公司 | Disperse dye composition and disperse dye and preparation method and application thereof |
| CN106084890A (en) * | 2016-06-20 | 2016-11-09 | 浙江工业大学上虞研究院有限公司 | A kind of azo dye composition and application thereof |
| CN106590027B (en) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | Disperse dye composition and preparation method and application thereof |
| CN107345083B (en) * | 2017-06-28 | 2019-08-13 | 浙江龙盛化工研究有限公司 | It is a kind of blue to black disperse dye composition and dye preparations |
| CN111320879A (en) * | 2018-12-14 | 2020-06-23 | 东营安诺其纺织材料有限公司 | Disperse red dye and preparation method thereof |
| CN111057394A (en) * | 2019-11-05 | 2020-04-24 | 杭州吉华江东化工有限公司 | High-strength disperse slurry dye mixture and application thereof |
| CN111484751B (en) * | 2020-03-13 | 2021-06-11 | 浙江理工大学上虞工业技术研究院有限公司 | Alkali washable sun-proof orange azo disperse dye and preparation method thereof |
| CN111484753B (en) * | 2020-04-24 | 2021-06-11 | 浙江理工大学上虞工业技术研究院有限公司 | Sun-proof easy-to-wash red azo disperse dye and preparation method thereof |
| CN112266629B (en) * | 2020-10-23 | 2022-11-22 | 杭州吉华江东化工有限公司 | High-fastness disperse black and blue dye mixture and application thereof |
| CN112552706A (en) * | 2020-12-07 | 2021-03-26 | 浙江龙盛染料化工有限公司 | Disperse dark blue-to-black dye composition and dye product |
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-
2012
- 2012-12-28 WO PCT/CN2012/087803 patent/WO2014089886A1/en active Application Filing
-
2013
- 2013-01-17 CN CN2013100185357A patent/CN103113758B/en active Active
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| CN1235625A (en) * | 1996-11-01 | 1999-11-17 | 日本化药株式会社 | Dye composition and method for dyeing hydrophobic fiber with the same |
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| Publication number | Publication date |
|---|---|
| WO2014089886A1 (en) | 2014-06-19 |
| CN103113758A (en) | 2013-05-22 |
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Effective date of registration: 20151130 Address after: 311228, Zhejiang District, Xiaoshan, Hangzhou first reclamation farm Hangzhou Jihua Chemical Co., Ltd. Patentee after: Hangzhou Jihua Jiangdong Chemical Co., Ltd. Address before: 311228, room 1888, No. fourteen, 103, Linjiang Industrial Zone, Xiaoshan District, Zhejiang, Hangzhou Patentee before: Hangzhou Ji Quan investment management partnership (limited partnership) |