CN104830091A - A heterocycle azo yellow disperse dye and a preparing method thereof - Google Patents
A heterocycle azo yellow disperse dye and a preparing method thereof Download PDFInfo
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- CN104830091A CN104830091A CN201510128464.5A CN201510128464A CN104830091A CN 104830091 A CN104830091 A CN 104830091A CN 201510128464 A CN201510128464 A CN 201510128464A CN 104830091 A CN104830091 A CN 104830091A
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- disperse dye
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- 0 *C(C(*=Nc1cc(Cl)ccc1)=C(N(*)C1=O)O)=C1C#N Chemical compound *C(C(*=Nc1cc(Cl)ccc1)=C(N(*)C1=O)O)=C1C#N 0.000 description 1
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Abstract
A heterocycle azo yellow disperse dye is disclosed. The molecular structure of the disperse dye is shown as (I). A preparing method of the disperse dye is also disclosed. The method includes a step of adding water and m-chloroaniline or m-chloroaniline hydrochloride into a reaction pot, adding hydrochloric acid having a concentration of 30% under stirring, adding ice cubes, cooling to 0-5 DEG C, and adding a sodium nitrite solution having a concentration of 30% to obtain a diazonium salt solution; a step of adding water and sodium carbonate into a coupling pot, adding N-butyl pyridine under stirring, stirring, adding hydrochloric acid having a concentration of 8%, adding ice cubes, and cooling to 5-10 DEG C to obtain a coupling component; a step of adding the prepared diazonium salt solution into the coupling component, adjusting the pH value of a reaction product to 0.5-1.5, reacting for 4-5 h, heating to 50 DEG C, filtering, and rinsing until the product is neutral to obtain the disperse dye. The disperse dye is wide in dye solution pH range, almost same in colored light, and good in light fastness and soaping fastness. The formula (I) is shown in the specification.
Description
Technical field
The present invention relates to the field of printing and dyeing of terylene and BLENDED FABRIC thereof, be specifically related to a kind of heterocycle azo Yellow disperse dye and preparation method thereof.
Background technology
Along with the fast development of polyester Fresh fats in recent years and the raising that requires textiles quality of finished, printing and dyeing enterprise it is also proposed higher requirement to the dyeing behavior of dyestuff, environmental-protecting performance, namely wants dyestuff to have high enhancing rate and every fastness of dyeing.With regard to dispersed dye, the work of development of new dyestuff seldom, particularly heterocyclic dye.
Summary of the invention
Technical problem to be solved by this invention is as overcoming after existing dispersion yellow dyes and blue dye spell and contaminate, the defect that every fastness all obviously reduces, particularly light fastness, we have proposed a kind of heterocycle azo Yellow disperse dye and preparation method thereof, which improve to spell with blue dye and contaminate effect, and light fastness still remains on more than 5 grades.
For achieving the above object, technical scheme of the present invention is as follows:
The invention provides a kind of heterocycle azo Yellow disperse dye, its molecular structural formula is:
Present invention also offers a kind of preparation method of above-mentioned heterocycle azo Yellow disperse dye, it comprises the steps:
A, water and m-chloro aniline or m-chloro aniline hydrochloride are added in reactor, add 30% hydrochloric acid under agitation, stir 0.5-1.5 hour, then ice cube is added, be cooled to 0-5 DEG C, then add 30% sodium nitrite solution and carry out doazo reaction 2-3 hour, obtain diazonium salt solution;
B, in coupling pot, add water, soda ash, add N-butyl-pyridinium ketone under agitation and stir 0.5-2 hour, then add the hydrochloric acid of 8% concentration and on the rocks, be cooled to 5-10 DEG C, obtain coupling component;
C, joined in coupling component by the diazonium salt solution of above-mentioned preparation in 1-3 hour, adjustment reactant pH value 0.5-1.5, reaction 4-5 hour, is warming up to 50 DEG C, filter, rinsing to neutral, obtain dyestuff.
Preferably, described m-chloro aniline hydrochloride is any one in orange base GC and chloroaniline GC.
Pass through technique scheme, the invention has the beneficial effects as follows: the present invention not only makes the tone of this yellow dyes bright-coloured, also improve the colouring power of this dyestuff on trevira, dyefastness and dyeing behavior also improve, reach 100 DEG C in temperature simultaneously, just can contaminate above, when reaching 130 DEG C, dye uptake reaches more than 96%, and degree of fixation reaches more than 94%; Not only dye liquor PH is in extensive range to also have the Yellow disperse dye of structure of the present invention, and dye within the scope of PH3-9, coloured light is basically identical, and improves after other yellow dyess and blue dye in the past spell and contaminate, the defect that light fastness and degree of soaping reduce greatly.
Embodiment
Below in conjunction with the embodiment of the present invention, be clearly and completely described the technical scheme in the embodiment of the present invention, obviously, described embodiment is only the present invention's part embodiment, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment 1.
By 1000 kg of water, 127.5 kilograms of m-chloro anilines add in 3000 liters of pots, add 30% hydrochloric acid 400 kilograms under agitation, then add ice cube 500 kilograms and be cooled to 0-3 DEG C.Then add 30% sodium nitrite solution 200 kilograms and carry out doazo reaction 2 hours, obtain diazonium salt solution, 1000 kilograms, water is added in 5000 liters of pots, soda ash 80 kilograms, add N-butyl-pyridinium ketone 205 kilograms under agitation condition to stir 0.5 hour, with 8% hydrochloric acid acid out and 500 kilograms on the rocks, be cooled to 5-8 DEG C, obtain coupling component.Added by diazonium salt solution in coupling component in 1 hour, adjustment reaction mixture pH value 0.5-1.5, react and within 4 hours, be warming up to 50 DEG C of filtrations, rinsing is to neutral, and obtain dyestuff 326 kilograms, its molecular structural formula is:
Embodiment 2.
By 1000 kg of water, 164 kilograms of orange base GC add in 3000 liters of pots, add 30% hydrochloric acid 100 kilograms under agitation, and orange base GC is dissolved completely.Add 500 kilograms of ice block coolings to 0-3 DEG C, add 30% sodium nitrite solution 210 kilograms again and carry out doazo reaction 2 hours, obtain diazonium salt solution, 1000 kilograms, water and soda ash 80 kilograms is added in 5000 liters of pots, add 205 kilograms of N-butyl-pyridinium ketone under agitation and stir 0.5 hour, the hydrochloric acid then adding 8% concentration carries out acid out and adds ice cube 500 kilograms being cooled to 5-8 DEG C and obtaining coupling component solution.Joined by diazonium salt solution in coupling component in 1 hour, adjustment reactant pH value 0.5-1.5 reacts 4 hours, and be warming up to 50 DEG C of filtrations, rinsing obtains dyestuff 326 kilograms, and its molecular structural formula is:
Embodiment 3
By 1000 kg of water, 138 kilograms of m-nitranilines add in 3000 liters of pots, add 30% hydrochloric acid 400 kilograms under agitation and stir 0.5 hour, then 500 kilograms of cooling 0-5 DEG C on the rocks.Add 30% sodium nitrite solution 160 kilograms again and carry out doazo reaction 2.5 hours, obtain diazonium salt solution.1000 kilograms, water is added in 5000 liters of pots, soda ash 80 kilograms, add 205 kilograms of N-butyl-pyridinium ketone again under agitation condition and stir 0.5 hour, then add 8% concentration hydrochloric acid and carry out acid out and add ice cube 400 kilograms being cooled to 6-10 DEG C, obtain coupling component, diazonium salt solution was joined in coupling component in 1.5 hours, adjustment reactant pH value 0.5-1.5 reflects 5 hours, and filter, rinsing is to neutral, obtain dyestuff 326 kilograms, its molecular structural formula is:
Embodiment 4
Compared with embodiment 2, institute's difference is that orange base GC chloroaniline GC replaces, and all the other are identical with embodiment 2, obtain dyestuff 326 kilograms, also do not do special restriction, equally all belong to protection scope of the present invention at this.Its preparation method is also identical with embodiment 2, does not repeat them here.
Table 1 is gained dyestuff performance table of the present invention.
Table 1
A kind of heterocycle azo Yellow disperse dye of the present invention and preparation method thereof is adopted from above, not only make the tone of this yellow dyes bright-coloured, also improve the colouring power of this dyestuff on trevira, dyefastness and dyeing behavior also improve, reach 100 DEG C in temperature simultaneously, just can contaminate above, when reaching 130 DEG C, dye uptake reaches more than 96%, and degree of fixation reaches more than 94%; Not only dye liquor PH is in extensive range to also have the Yellow disperse dye of structure of the present invention, and dye within the scope of PH3-9, coloured light is basically identical, and improves after other yellow dyess and blue dye in the past spell and contaminate, the defect that light fastness and degree of soaping reduce greatly.
Above-described is only the preferred embodiment of the present invention, it should be pointed out that for the person of ordinary skill of the art, and without departing from the concept of the premise of the invention, can also make some distortion and improvement, these all belong to protection scope of the present invention.
Claims (3)
1. a heterocycle azo Yellow disperse dye, is characterized in that, its molecular structural formula is:
2. a preparation method for heterocycle azo Yellow disperse dye according to claim 1, it is characterized in that, it comprises the steps:
A, water and m-chloro aniline or m-chloro aniline hydrochloride are added in reactor, add 30% hydrochloric acid under agitation, stir 0.5-1.5 hour, then ice cube is added, be cooled to 0-5 DEG C, then add 30% sodium nitrite solution and carry out doazo reaction 2-3 hour, obtain diazonium salt solution;
B, in coupling pot, add water, soda ash, add N-butyl-pyridinium ketone under agitation and stir 0.5-2 hour, then add the hydrochloric acid of 8% concentration and on the rocks, be cooled to 5-10 DEG C, obtain coupling component;
C, joined in coupling component by the diazonium salt solution of above-mentioned preparation in 1-3 hour, adjustment reactant pH value 0.5-1.5, reaction 4-5 hour, is warming up to 50 DEG C, filter, rinsing to neutral, obtain dyestuff.
3. the preparation method of heterocycle azo Yellow disperse dye according to claim 2, is characterized in that, described m-chloro aniline hydrochloride is any one in orange base GC and chloroaniline GC.
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108587229A (en) * | 2018-06-05 | 2018-09-28 | 杭州吉华江东化工有限公司 | A kind of preparation process containing pyridone structure disperse dyes and application |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05131765A (en) * | 1991-11-14 | 1993-05-28 | Dainippon Printing Co Ltd | Thermal transfer sheet |
JPH05169854A (en) * | 1991-12-20 | 1993-07-09 | Mitsubishi Kasei Corp | Thermal transfer sheet and ink composition for thermal transfer sheet |
US5550098A (en) * | 1991-11-14 | 1996-08-27 | Dai Nippon Printing Co., Ltd. | Thermal transfer sheet |
CN101337927A (en) * | 2007-07-04 | 2009-01-07 | 阮伟刚 | Monoazo compounds, preparation method and uses thereof |
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2015
- 2015-03-24 CN CN201510128464.5A patent/CN104830091A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05131765A (en) * | 1991-11-14 | 1993-05-28 | Dainippon Printing Co Ltd | Thermal transfer sheet |
US5550098A (en) * | 1991-11-14 | 1996-08-27 | Dai Nippon Printing Co., Ltd. | Thermal transfer sheet |
JPH05169854A (en) * | 1991-12-20 | 1993-07-09 | Mitsubishi Kasei Corp | Thermal transfer sheet and ink composition for thermal transfer sheet |
CN101337927A (en) * | 2007-07-04 | 2009-01-07 | 阮伟刚 | Monoazo compounds, preparation method and uses thereof |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108587229A (en) * | 2018-06-05 | 2018-09-28 | 杭州吉华江东化工有限公司 | A kind of preparation process containing pyridone structure disperse dyes and application |
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Application publication date: 20150812 |