CN87100778A - A kind of azoic diphenylamine yellow dispering dye - Google Patents

A kind of azoic diphenylamine yellow dispering dye Download PDF

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Publication number
CN87100778A
CN87100778A CN87100778.9A CN87100778A CN87100778A CN 87100778 A CN87100778 A CN 87100778A CN 87100778 A CN87100778 A CN 87100778A CN 87100778 A CN87100778 A CN 87100778A
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dye
yellow
dispering
dyeing
azoic diphenylamine
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CN87100778.9A
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CN1005264B (en
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王喆
何连芳
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DALIAN DYE FACTORY
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DALIAN DYE FACTORY
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Priority to CN87100778.9A priority Critical patent/CN1005264B/en
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Publication of CN1005264B publication Critical patent/CN1005264B/en
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Abstract

The present invention is a kind of warm type azoic diphenylamine yellow dispering dye that is used for trevira and polyester/cotton blended fabric printing and dyeing and colorant match.The synthetic dye structure be 4-(2, the 4-dinitrobenzene) benzene imines-4 '-hydroxyazobenzene, that is: this dyestuff has excellent every fastness and dyeing behavior, coloured light is bright-coloured, very high load-carrying capacity is arranged, and dye uptake is up to 96%, and the hot melt degree of fixation in the time of 190~210 ℃ can reach more than 92%.Production technique is simple, and is cheap, compares with Disperse Yellow RGFL, has more use value.

Description

The invention belongs to a kind of Yellow disperse dye, particularly have the Yellow disperse dye of azoic diphenylamine structure, be applicable to the printing and dyeing and the colorant match of trevira and polyester/cotton blended fabric.
Yellow is a mass-tone in the dyestuff chromatogram.The structure type of Yellow disperse dye is a lot, and is wherein a lot of with domestic and international manufacturer, large usage quantity, and cheap Disperse Yellow RGFL kind has very big competitive power.It is a disazo dyes, but this kind is E type dispersed dye, and fastness to sublimation is low, is unsuitable for pad-dry-cure dyeing, handles undesirable to the heat setting type of DYED FABRICS simultaneously.Though the dispersed dye C.I.Disperse Yellow 42 of pentanoic structure has better fastness, shortcoming is that tinting power is very low, and dyeing behavior is not good.
The objective of the invention is to make a kind of have excellent every fastness and dyeing behavior, the tinting power height, coloured light is bright-coloured, cheap Yellow disperse dye, temperature dyeing in being particularly useful for to cut down the consumption of energy, improves printing quality.
If on a disperse dyes structure, the constitutional features of existing azoic dyestuff has the constitutional features of pentanoic dyestuff again, and this has just constituted a kind of dispersed dye of composite structure.The dispersed dye of this azoic diphenylamine have two class dyestuffs more comprehensive advantage on fastness and dyeing behavior concurrently.
Azoic diphenylamine yellow dispering dye-4-(2, the 4-dinitrobenzene) benzene imines-4 '-synthesis route of hydroxyazobenzene, can pass through p-Nitraniline or right-amino acetanilide, through diazotization, with the phenol coupling, the former again through the reduction, the latter is hydrolyzed, all can obtain 4-amino-4 '-hydroxyazobenzene, then, with 2, the condensation of 4-dinitrochlorobenzene just can make dispersed dye.Also can be earlier with right-amino acetanilide and 2, the 4-dinitrochlorobenzene is carried out condensation, then, and with the condenses hydrolysis, diazotization again, last and phenol coupling makes azoic diphenylamine yellow dispering dye.
The 4-(2 that the present invention makes, the 4-dinitrobenzene) benzene imines-4 '-the hydroxyazobenzene Yellow disperse dye, 6 grades of light fastnesss (carbon arc), and have all other excellent fastness:
Figure 87100778_IMG2
Warm molten in being suitable for, degree of fixation reaches more than 92% between 190~210 ℃, and the degree of fixation curve is smooth, and dye uptake is up to 96%, and this dye shade is bright-coloured, and good level-dyeing property also has very high load-carrying capacity.
4-(2,4-dinitrobenzene) benzene imines-4 '-structure of hydroxyazobenzene Yellow disperse dye is:
Figure 87100778_IMG3
Its synthesis route is divided into condensation, hydrolysis, diazotization, coupling and makes.
Most preferred embodiment is described below:
In 250 milliliters there-necked flask, add 20.25 grams 2,4-dinitrochlorobenzene, the 15.3 right-amino acetanilides of gram and 5.4 gram yellow soda ash, in 80~110 ℃ of water mediums, react, after reaction finishes, cold filtration, be washed to neutrality, dry that product 31.0~31.5 restrains fusing point: 235.8~240 ℃, yield 98.69%.
In 500 milliliters there-necked flask, add hydrochloric acid, water and 31.6 gram condensess, stir down, be warmed up to 95~110 ℃, complete until hydrolysis reaction.Reduce to room temperature, cooling slowly with the sodium hydroxide neutrality that neutralizes, is filtered down, with 500 ml water filter washes also, after the drying product 27.4~28.4 restrains, dry product contains amine value 80.98~87.04%, average yield is 86.42%.
In 250 milliliters there-necked flask, add 15.8 milliliters of hydrochloric acid and 150 ml waters, stir the 16.4 gram hydrolyzates of adding down.Making beating is cooled to 0~5 ℃, drips sodium nitrite solution, is no more than 15 ℃, reacts 3 hours, keeps Starch iodide paper to be blue look.Reaction is poured material in the water into after finishing, and filters insolubles, washing filter residue, decoupling in the lump.
Take by weighing 4.3 gram phenol and 5 milliliters of liquid caustic sodas, add 100 ml waters, after the stirring and dissolving, add 6.5 gram yellow soda ash again.This coupling component is added in 2000 milliliters the there-necked flask, cools to below 15 ℃.Add the above-mentioned diazonium liquid for preparing, PH=8~8.5, reaction is to terminal.Filter, wash neutrality.Dry back product 17.5~18.4 grams, average yield 92.87%.
The 4-(2 that makes, the 4-dinitrobenzene) benzene imines-4 '-the hydroxyazobenzene dispersed dye are the yellowish brown powder.Water insoluble, be dissolved in dimethyl formamide or the acetone.Be dissolved in the vitriol oil; Be insoluble to diluted acid, diluted alkaline is slightly soluble in other organic solvent.

Claims (3)

1, a kind of Yellow disperse dye of SE type is characterized in that on this dye structure that existing azo group has the pentanoic structure again, thereby becomes the azoic diphenylamine dyestuff of a composite structure.
2,, it is characterized in that having two nitro substituent groups on that aromatic ring that pentanoic do not link to each other with azo-group by the described dispersed dye of claim 1.
3, by the described dispersed dye of claim 1~2, it is characterized in that an end of azo-group links to each other with the phenyl ring with nitro not, the other end is connected with the contraposition of phenol hydroxyl.
CN87100778.9A 1987-02-19 1987-02-19 Azoic diphenylamine yellow dispering dye Expired CN1005264B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN87100778.9A CN1005264B (en) 1987-02-19 1987-02-19 Azoic diphenylamine yellow dispering dye

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Application Number Priority Date Filing Date Title
CN87100778.9A CN1005264B (en) 1987-02-19 1987-02-19 Azoic diphenylamine yellow dispering dye

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CN87100778A true CN87100778A (en) 1988-08-31
CN1005264B CN1005264B (en) 1989-09-27

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127314A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 Yellow disperse dye composition with high light fastness and application thereof
CN102719114A (en) * 2012-05-29 2012-10-10 吴江市屯村颜料厂 Method for preparing permanent yellow G
CN103571229A (en) * 2013-10-18 2014-02-12 浙江山峪染料化工有限公司 Intermediate temperate type high-fastness dispersed orange dye
CN104016880A (en) * 2014-06-09 2014-09-03 苏州大学 Special precursor for azo reactive disperse dyes and use of special precursor
CN106497137A (en) * 2016-10-14 2017-03-15 大连九信精细化工有限公司 A kind of preparation method of disperse yellow dye N (2,4 dinitrophenyl) p-phenylenediamine

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1052496C (en) * 1996-06-17 2000-05-17 董源 Yellow disperse dyes of azo-diphenylamines
CN100374512C (en) * 2006-05-15 2008-03-12 浙江闰土股份有限公司 Environment-friendly combined yellow disperse dye
CN100393818C (en) * 2006-06-09 2008-06-11 吴江市绿洲染料化工有限公司 Base tri element colour sublimed fastness balancing type dispersion gray dye mixture

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127314A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 Yellow disperse dye composition with high light fastness and application thereof
CN102127314B (en) * 2010-12-24 2013-11-13 上海宜连化工科技有限公司 Yellow disperse dye composition with high light fastness and application thereof
CN102719114A (en) * 2012-05-29 2012-10-10 吴江市屯村颜料厂 Method for preparing permanent yellow G
CN103571229A (en) * 2013-10-18 2014-02-12 浙江山峪染料化工有限公司 Intermediate temperate type high-fastness dispersed orange dye
CN104016880A (en) * 2014-06-09 2014-09-03 苏州大学 Special precursor for azo reactive disperse dyes and use of special precursor
CN104016880B (en) * 2014-06-09 2016-07-13 苏州大学 The presoma of special azo reactive disperse dyes and purposes
CN106497137A (en) * 2016-10-14 2017-03-15 大连九信精细化工有限公司 A kind of preparation method of disperse yellow dye N (2,4 dinitrophenyl) p-phenylenediamine

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