CN104292885B - A kind of Disperse green dye composition, dye preparations and application thereof - Google Patents

A kind of Disperse green dye composition, dye preparations and application thereof Download PDF

Info

Publication number
CN104292885B
CN104292885B CN201410302342.9A CN201410302342A CN104292885B CN 104292885 B CN104292885 B CN 104292885B CN 201410302342 A CN201410302342 A CN 201410302342A CN 104292885 B CN104292885 B CN 104292885B
Authority
CN
China
Prior art keywords
color component
green dye
disperse green
dye composition
composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201410302342.9A
Other languages
Chinese (zh)
Other versions
CN104292885A (en
Inventor
欧其
吕建君
高怀庆
宋瑜
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
Original Assignee
Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zhejiang Longsheng Group Co Ltd, Zhejiang Longsheng Dyestuff Chemical Co Ltd filed Critical Zhejiang Longsheng Group Co Ltd
Priority to CN201410302342.9A priority Critical patent/CN104292885B/en
Publication of CN104292885A publication Critical patent/CN104292885A/en
Application granted granted Critical
Publication of CN104292885B publication Critical patent/CN104292885B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Coloring (AREA)

Abstract

A kind of Disperse green dye composition, dye preparations and application thereof, described Disperse green dye composition is made up of blue color component A and yellow color component B, described blue color component A is selected from one or more in the dyestuff shown in formula I, described yellow color component B is selected from one or more in the dyestuff shown in formula II, based on described blue color component A and yellow color component B, the weight/mass percentage composition of blue color component A is the weight/mass percentage composition of 50-90%, yellow color component B is 10-50%.Described dye preparations mainly contains described Disperse green dye composition and auxiliary agent, its be applied to hydrophobic fiber material be especially wash/ammonia blended fabric dyeing in, Color is good, and color fastness is excellent, can well promote the quality of fabric.

Description

A kind of Disperse green dye composition, dye preparations and application thereof
(1) technical field
The present invention relates to a kind of dye composite, dye preparations and application thereof, especially relate to a kind of Disperse green dye composition, the dye preparations being made up of said composition and this dye preparations hydrophobic fiber material particularly wash/ammonia blended fabric dyeing in application.
(2) background technology
In recent years, the fabric containing elastic spandex fiber is all the fashion in the world, owing to this series products is soft, wears comfortable, and can show that human bodily form is beautiful, thus is applied more and more.Elastomeric polyurethane fiber is very high, and general goods do not use the polyurethane of 100%, often make with composite yarn, namely with spandex for core, makees cortex with other fiber and makes covering yarn stockinette, common for washing/ammonia blend fabric.Owing to spandex has special structure, there is larger difference in its performance and polyster fibre, and disperse dyes are to spandex easily upper dye, but also easily produce desorbing during washing, reduce every fastness of this series products, particularly wash staining fastness.In addition, common Disperse green dye is mainly Disperse Green 9 in the market, or form for Disperse Red 3B, Disperse Blue 2BLN and disperse yellow blending, but the fastness that this type of Conventional dye is on terylene still may be used, washing/ammonia blend fabric on fastness unsatisfactory, it is impossible to meet the demand now to high-end dyestuff.
(3) summary of the invention
It is an object of the invention to solve the problem that existing conventional disperse green dye color fastness is not good, there is provided a kind of high fastness Disperse green dye composition, the said composition dye preparations prepared and this dye preparations hydrophobic fiber material particularly wash/ammonia blended fabric dyeing in application, the dye preparations being made up of this high fastness Disperse green dye composition is applied to wash/ammonia blended fabric dyeing time, Color is good, color fastness is excellent, can well promote the quality of fabric.
The technical solution adopted for the present invention to solve the technical problems is:
A kind of Disperse green dye composition, it is made up of blue color component A and yellow color component B, described blue color component A is selected from one or more in the dyestuff shown in formula I, described yellow color component B is selected from one or more in the dyestuff shown in formula II, based on described blue color component A and yellow color component B, the weight/mass percentage composition of blue color component A is the weight/mass percentage composition of 50-90%, yellow color component B is 10-50%;
In above-mentioned formula I, R1For NO2Or CN;R2For H or C1~C4Alkoxyl;R3For C1~C4Alkyl;R4For C1~C4Alkyl or benzyl, it is preferable that methyl, ethyl or benzyl;
In above-mentioned formula II, R5For C1~C4Alkyl or-CH2NHCOCH3, it is preferred to methyl or ethyl;R6For H, R7For-OSO2-Ph or-OSO2-N(CH3)2;Or R6For C1~C4Alkyl or C1~C4Alkoxyl, R7For NO2
Ph represents phenyl.
As it is preferred that, Disperse green dye composition of the present invention, by mass fraction be the blue color component A of 60-80%, 20-40% yellow color component B form.
Described blue color component A preferably is selected from one or more in following formula (I-1)~(I-10):
Described component B preferably is selected from one or more in following formula (II-1)~(II-10):
Disperse green dye composition of the present invention, more preferably composed as follows:
Component A at least one in formula (I-1)~(I-2);
Component B at least one in formula (II-1)~(II-2);
Weight/mass percentage composition based on above component A and component B, component A is 50~90%, and the weight/mass percentage composition of component B is 10~50%.
Disperse green dye composition of the present invention, as commodity selling or be applied to textile material painted time, generally also need to add auxiliary agent carry out post processing.Therefore, present invention also offers a kind of Disperse green dye goods, its weight ratio mainly containing described Disperse green dye composition and auxiliary agent, auxiliary agent and disperse dye composition is 0.2~5:1.Described auxiliary agent be disperse dyes composite time conventional dispersant, diffusant and other surfactant etc., it is preferred that auxiliary agent includes one of following or its mixture: naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products (such as condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A) etc..
The present invention specifically recommends described Disperse green dye goods to be made up of the Disperse green dye composition that weight ratio is 1:0.2~5 and auxiliary agent, wherein Disperse green dye composition is made up of blue color component A and yellow color component B, and blue color component A is selected from one or more in formula (I-1)~(I-10);Yellow color component B is selected from one or more in formula (II-1)~(II-10);Weight/mass percentage composition based on blue color component A and yellow color component B, blue color component A is 50~90%, and the weight/mass percentage composition of yellow color component B is 10~50%.
The preparation method of Disperse green dye goods of the present invention is as follows:
By the dye monomer compound represented by blue color component A and yellow color component B by after above-mentioned proportioning mixing, under the existence of auxiliary agent, water or other wetting agent, carry out corpusculed with the pulverizer such as sand mill or grinder;Additionally also mix with above-mentioned ratio after the dye monomer compound represented by component A and component B can be carried out corpusculed process with the pulverizer such as sand mill or grinder respectively under the existence of auxiliary agent, water or other wetting agent.Disperse green dye composition of the present invention, can be aqueous after grinding with sand mill or grinder, can be powdery, graininess after spray drying.This is to well known to a person skilled in the art preparation method.
Former dyestuff shown in formula of the present invention (I), can adopt common diazotising in industry, coupling reaction mode to prepare, Dian Xingru:
(1) by formula III compound in acid condition, carry out diazotising with nitrosyl sulfuric acid or sodium nitrite, control temperature 0~5 DEG C;(2) in coupling reaction pot, water, concentrated sulphuric acid and formula IV compound stirring to pulp are added;(3) diazol is added to coupling reaction pot, control temperature 0~5 DEG C, stir to reaction end, filter, wash to neutral, prepare described dispersion dyes monomer compound.Wherein formula III and formula IV compound can adopt conventional method in industry to prepare, it is possible to adopt commercially available product;
In above formula III and formula IV, R1、R2、R3、R4Definition with (I).
For those of ordinary skill in the art in industry, the compound of formula III and formula IV is known, or be prepared by known compound easily by known method, it is possible to prepare according to the method introduced in patent CN1208057A, US5550217A.
Former dyestuff shown in formula of the present invention (II), can prepare according to the method introduced in patent JP61019664, JP11158402, DE2708418, it is possible to adopt commercially available prod.
Present invention also offers the application in hydrophobic fiber material dyes of the described Disperse green dye goods, particularly in washing/spandex blended fabric dyeing in application.
The Disperse green dye goods that Disperse green dye composition of the present invention is made especially wash/the dyeing of spandex blended fabric for hydrophobic fiber material, lifting force is good, dye-uptake is good, and washing/spandex fabric on every fastness such as the washing fastness of dyeing, fastness to rubbing, fastness to sublimation excellent, especially washing fastness highlights.
(4) detailed description of the invention
Below in conjunction with specific embodiment, the invention will be further described, but protection scope of the present invention is not limited to this.
The preparation of embodiment 1 formula (I-1) dyestuff
Putting into 36g reduzate (2-amino-4-acetyl-anisidine), 300g ethanol, 181g ethyl bromide, temperature rising reflux 10h, cooling in 500ml container, be simultaneously introduced 200g water, at 0~5 DEG C of insulated and stirred 12h, crystallization is filtered, and obtains intermediate product a1
101.3g benzyl chloride, soda 11.6g, product a is put in 250ml container1(28g), 100gDMF, it is warmed up to 80 DEG C, puts into 5gKI, be incubated 12h.Cooling to 40 DEG C, add water 100g, and crystallization is filtered, and obtains crude product.Again putting in 250ml beaker, add 100g methanol, at 10 DEG C of insulated and stirred 15h, crystallization is filtered, and obtains the starting compound shown in formula (III-1), i.e. coupling component.
Diazotising: add concentrated sulphuric acid 80g in 250ml container, add 35g40% nitrosyl sulfuric acid, cool to 0~5 DEG C, controls 3~4h and adds 0.1mol2,4-dinitro-6-bromaniline, is incubated 3h, obtains diazo component after adding.
Coupling: put into 1000g water, 60g concentrated sulphuric acid, 0.1mol coupling component (III-1) in 2L container, pull an oar half an hour.Above-mentioned diazo component is added drop-wise in 20min in coupling component making beating liquid.Control temperature 0~5 DEG C, fully react 5~6h.After terminal arrives, material being warmed up to 75 DEG C, be incubated 3h, sucking filtration, washing, to neutrality, is dried, is obtained dyestuff intermediate b1
Cyaniding: add DMF100g in 250ml container, add 10g Cupricin., be warmed up to 100 DEG C, put into dyestuff intermediate b1(63.3g), it is incubated 4h, cools to 30 DEG C, sucking filtration, obtain thick dyestuff, thick dyestuff is thrown back in 250ml flask, add 100g water, 100g ammonia, stir 15h at 20~30 DEG C, sucking filtration obtains finished product dyestuff (I-1).
Embodiment 2
According to the preparation method described in embodiment 1, by changing corresponding convenient source component, the component A of formula (I-2)~(I-10) can be prepared.
Embodiment 3~20
Continuous data shown in table 1 below, adds water be sufficiently mixed the former dyestuff of disperse dyes shown in formula I, (II), auxiliary agent, is ground dispersion with sand mill, is then dried, obtains Disperse green dye goods.
Table 1 unit: (gram)
Comparative example 1~7
Using the embodiment 3,5,7 disclosed in CN103540168A as comparative example 1~3;
By the embodiment 5 disclosed in CN103468024A as a comparison case 4;
By the embodiment 5 disclosed in CN102964873A as a comparison case 5;
Using the embodiment 2,18 disclosed in CN101974255A as comparative example 6~7.
Dyeing Example 21:
Dyestuff by embodiment 1~20, comparative example 1~7, according to the method in GB/T2397, carrying out high-temperature pressure dyeing with dyeing concentration 1.5% (C), 3% (2C), 6% (4C) respectively, assess its lifting force performance, result is shown in table 2 below.
Dyeing Example 22:
Weighing 2 grams of embodiment 1-4 disperse dyes prepared and be dispersed in 500 milliliters of water, after drawing 20 milliliters, the water with 60 milliliters mixes, and adjusts pH to 4.5 with acetic acid, put into 2 grams and wash/ammonia fabric, it is warming up to 60 DEG C, continues with about 1 DEG C/min gradient increased temperature to 130 DEG C, insulation dyeing 45 minutes.Then it is cooled to about 80 DEG C and uses hot water wash 10min, dry.It is provided that the green that fastness ability is good to fabric is uniform.
Adopting GB GB/T3921, GB/T3920-, GB/T5718 to measure its washing fastness, fastness to rubbing and color fastness to sublimation respectively, measurement result is shown in table 2 below:
Table 2 unit: level
Test result shows: the commercial dye being made up of Disperse green dye composition provided by the invention, when being applied to the dyeing of polyester fibre/spandex blend fabric, dye polyester fibre/spandex blend fabric compared to comparative example, have clear improvement in enhancing and dyefastness.

Claims (11)

1. a Disperse green dye composition, it is characterized in that: described Disperse green dye composition is made up of blue color component A and yellow color component B, described blue color component A is selected from one or more in the dyestuff shown in formula I, described yellow color component B is selected from one or more in the dyestuff shown in formula II, based on described blue color component A and yellow color component B, the weight/mass percentage composition of blue color component A is the weight/mass percentage composition of 50-90%, yellow color component B is 10-50%;
In above-mentioned formula I, R1For NO2Or CN;R2For H or C1~C4Alkoxyl;R3For C1~C4Alkyl;R4For C1~C4Alkyl or benzyl;
In above-mentioned formula II, R5For C1~C4Alkyl or-CH2NHCOCH3;R6For H, R7For-OSO2-Ph or-OSO2-N(CH3)2;Or R6For C1~C4Alkyl or C1~C4Alkoxyl, R7For NO2
Ph represents phenyl.
2. Disperse green dye composition as claimed in claim 1, it is characterised in that: R4For methyl, ethyl or benzyl;R5For methyl or ethyl.
3. Disperse green dye composition as claimed in claim 1, it is characterised in that: described blue color component A is selected from one or more in following formula (I-1)~(I-10):
4. Disperse green dye composition as claimed in claim 1, it is characterised in that: described component B is selected from one or more in following formula (II-1)~(II-10):
5. Disperse green dye composition as claimed in claim 3, it is characterised in that: described component B is selected from one or more in following formula (II-1)~(II-10):
6. the Disperse green dye composition as described in one of Claims 1 to 5, it is characterised in that: described Disperse green dye composition is made up of the blue color component A that weight/mass percentage composition is 60-80% and the yellow color component B that weight/mass percentage composition is 20-40%.
7. Disperse green dye goods, the weight ratio mainly containing the Disperse green dye composition described in claim 1 and auxiliary agent, auxiliary agent and disperse dye composition is 0.2~5:1.
8. Disperse green dye goods as claimed in claim 7, it is characterised in that: described auxiliary agent is selected from following a kind of or arbitrarily several mixture: lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products, naphthalene sulfonic acid-formaldehyde condensation product, benzyl naphthalene sulfonic formaldehyde condensation compound.
9. Disperse green dye goods as claimed in claim 8, it is characterized in that: described Disperse green dye goods are made up of the Disperse green dye composition that weight ratio is 1:0.2~5 and auxiliary agent, wherein Disperse green dye composition is made up of blue color component A and yellow color component B, and blue color component A is selected from one or more in formula (I-1)~(I-10);Yellow color component B is selected from one or more in formula (II-1)~(II-10);Weight/mass percentage composition based on blue color component A and yellow color component B, blue color component A is 50~90%, and the weight/mass percentage composition of yellow color component B is 10~50%;
10. the Disperse green dye goods as claimed in claim 7 application in hydrophobic fiber material dyes.
11. apply as claimed in claim 10, it is characterised in that: described hydrophobic fiber material is for washing/ammonia blend fabric.
CN201410302342.9A 2014-06-27 2014-06-27 A kind of Disperse green dye composition, dye preparations and application thereof Active CN104292885B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201410302342.9A CN104292885B (en) 2014-06-27 2014-06-27 A kind of Disperse green dye composition, dye preparations and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410302342.9A CN104292885B (en) 2014-06-27 2014-06-27 A kind of Disperse green dye composition, dye preparations and application thereof

Publications (2)

Publication Number Publication Date
CN104292885A CN104292885A (en) 2015-01-21
CN104292885B true CN104292885B (en) 2016-07-06

Family

ID=52312852

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201410302342.9A Active CN104292885B (en) 2014-06-27 2014-06-27 A kind of Disperse green dye composition, dye preparations and application thereof

Country Status (1)

Country Link
CN (1) CN104292885B (en)

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0555179B1 (en) * 1992-02-03 1999-09-15 Ciba SC Holding AG Azo dyestuffs
CN1793240A (en) * 2005-09-28 2006-06-28 杭州吉华化工有限公司 Dispersing dye mixture and dye products
CN1916083A (en) * 2006-08-09 2007-02-21 浙江龙盛集团股份有限公司 Disperse dye mixture
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Azo disperse dye composition
CN101092525A (en) * 2007-06-29 2007-12-26 浙江龙盛染料化工有限公司 Disperse yellow dye composition
CN101094895A (en) * 2005-01-04 2007-12-26 克莱里安特财务(Bvi)有限公司 Disperse azo dye mixtures
CN101654566A (en) * 2009-09-10 2010-02-24 董源 Monoazo type composition dye
CN101880476A (en) * 2010-06-29 2010-11-10 浙江龙盛染料化工有限公司 Yellow-to-orange disperse dye composition
CN102516797A (en) * 2011-10-31 2012-06-27 浙江龙盛染料化工有限公司 Monoazo dye compound and orange to red dye composition
CN102964873A (en) * 2012-11-26 2013-03-13 江苏德旺化工工业有限公司 Disperse green dye
CN103468024A (en) * 2013-09-18 2013-12-25 江苏德旺化工工业有限公司 Disperse green dye composition
CN103788704A (en) * 2014-01-28 2014-05-14 杭州福莱蒽特精细化工有限公司 Disperse black dye composition for superfine fiber

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0555179B1 (en) * 1992-02-03 1999-09-15 Ciba SC Holding AG Azo dyestuffs
CN101094895A (en) * 2005-01-04 2007-12-26 克莱里安特财务(Bvi)有限公司 Disperse azo dye mixtures
CN1793240A (en) * 2005-09-28 2006-06-28 杭州吉华化工有限公司 Dispersing dye mixture and dye products
CN1916083A (en) * 2006-08-09 2007-02-21 浙江龙盛集团股份有限公司 Disperse dye mixture
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Azo disperse dye composition
CN101092525A (en) * 2007-06-29 2007-12-26 浙江龙盛染料化工有限公司 Disperse yellow dye composition
CN101654566A (en) * 2009-09-10 2010-02-24 董源 Monoazo type composition dye
CN101880476A (en) * 2010-06-29 2010-11-10 浙江龙盛染料化工有限公司 Yellow-to-orange disperse dye composition
CN102516797A (en) * 2011-10-31 2012-06-27 浙江龙盛染料化工有限公司 Monoazo dye compound and orange to red dye composition
CN102964873A (en) * 2012-11-26 2013-03-13 江苏德旺化工工业有限公司 Disperse green dye
CN103468024A (en) * 2013-09-18 2013-12-25 江苏德旺化工工业有限公司 Disperse green dye composition
CN103788704A (en) * 2014-01-28 2014-05-14 杭州福莱蒽特精细化工有限公司 Disperse black dye composition for superfine fiber

Also Published As

Publication number Publication date
CN104292885A (en) 2015-01-21

Similar Documents

Publication Publication Date Title
CN101323712B (en) Dispersed black dye composition
CN101338081B (en) Dispersed deep blue dye composition
CN100503740C (en) Disperse black dye composition
CN1995154B (en) Dispersing orange dye composition and dispersing dye
CN101735664B (en) Disperse scarlet dye composition
CN102746713B (en) Blue-to-black disperse dye composition
CN102702790B (en) Disperse black azo dye mixture
CN103073921A (en) Dispersed dark dye composition
CN109705618B (en) Disperse brilliant red dye composition and dye product
CN111073344B (en) Disperse red dye composition and dye product
CN110373044B (en) Disperse dark blue dye composition and dye product
CN104559316A (en) High-fastness blue-to-black disperse dye composition and dye product
CN111718601B (en) Disperse turquoise blue dye composition and dye product
CN103113759A (en) Red disperse dye composition, and preparation method and application thereof
CN105566947B (en) A kind of disperse blue is to black dye composition and its dye preparations and application
CN104530751B (en) A kind of dispersed ruby dye composition
CN101067050B (en) Disperse black dye composition
CN108102422B (en) A kind of yellow disperse dye composition and dye preparations
CN103194095A (en) Dispersed blue-to-black dye composition
CN102516797B (en) Monoazo dye compound and orange to red dye composition
CN104087016B (en) A kind of disperse dye composition, disperse dyes goods and application thereof
CN106700648A (en) Black disperse dye composition
CN103382314B (en) A kind of Dark azo type disperse dye composition
CN104292885B (en) A kind of Disperse green dye composition, dye preparations and application thereof
CN106317953A (en) Black disperse dye composition

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant