CN100347245C - Active bright yellow SGE dye and its synthesizing method - Google Patents

Active bright yellow SGE dye and its synthesizing method Download PDF

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Publication number
CN100347245C
CN100347245C CNB2005100412074A CN200510041207A CN100347245C CN 100347245 C CN100347245 C CN 100347245C CN B2005100412074 A CNB2005100412074 A CN B2005100412074A CN 200510041207 A CN200510041207 A CN 200510041207A CN 100347245 C CN100347245 C CN 100347245C
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sge
bright yellow
dye
light yellow
active bright
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CN1709981A (en
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史锦锋
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Wuxi Runxin Dye Co.,Ltd.
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SHENXIN DYE CHEMICAL CO Ltd JIANGSU
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Abstract

The present invention relates to active light yellow SGE dye which belongs to the dye field. The present invention is formed by that 2.4-diaminophenylsulfonate is in the condensation reaction with cyanuric chloride at 0 to 5 DEG C, and a condensation substance is diazotized with hydrochloric acid and sodium nitrite, is coupled with N-ethyl-3-formamido-4-methyl-6-hydroxy-2-pyridone, and then reacts with p-(beta-sulfuric ester ethyl sulfone)aniline for secondary contraction. The standard quantity of the 0.1 kmol material is from 150 to 200KG, the maximum absorption wavelength is discovered to be 440 nm from chromatogram analysis, a K/S value is 16.4 is 9 to 10 times of that of light yellow K-6G under the same condition, and simultaneously, the dissolvability is 2 times higher than that of the light yellow K-6G. Thereby, the present invention can show better printing and dyeing superiority than that of the active light yellow K-6G.

Description

A kind of active bright yellow SGE dye and synthetic method thereof
Technical field
The present invention relates to dye field, refer in particular to a kind of active light yellow dye, the synthetic method of this dyestuff is provided simultaneously.
Technical background
The production process of tradition reactive brilliant yellow K-6G is: 2,4-diamino benzene sulfonic acid sodium and cyanuric chloride condensation, condenses and hydrochloric acid, nitrite natrium carry out after the diazonium and 1-(2,5 two chloro-4-sulphenyls) 3-methyl-5 pyrazolone carries out coupling, contract with m-sulfanilic acid two after the coupling, extract filter cake oven dry, pulverizing and stdn of salt forms, and its 0.1Kmol material standard must be measured and be 100-120KG.This product solubility 100g/l, the pad dyeing cloth of 10g/l, 6 grades of quality index light fastness, soaping fastness 4-5 level, 4 grades of dry fastnesses, 4 grades of fastness to perspirations find that by stratographic analysis its maximum absorption wavelength is 410nm, the K/S value is 1.76 etc.
Summary of the invention
The invention provides a kind of new active bright yellow SGE dye, be at present dyeing to high strength, the high-dissolvability of reactive dyestuffs, can dye dark color and cleaner production and the kind researched and developed, major advantage is that solubleness is issued to 200g/l with condition, the pad dyeing cloth of 10g/l, find that by stratographic analysis its maximum absorption wavelength is 440nm, the K/S value is reached for 16.4, and far above light yellow K-6G, other fastness are identical.
The structural formula of this reactive brilliant yellow is:
Figure C20051004120700031
The synthetic method of active bright yellow SGE is: 2,4-diamino benzene sulfonic acid sodium and cyanuric chloride are 0-5 ℃ of condensation reaction, condenses and hydrochloric acid, Sodium Nitrite carry out carrying out coupling with N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone after the diazonium, after the coupling with to (beta-sulfuric ester ethyl sulfonyl) aniline two reaction of contracting.
The mole proportioning of each material is: 2, and 4-diamino benzene sulfonic acid sodium: cyanuric chloride: hydrochloric acid: Sodium Nitrite: N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone: to (beta-sulfuric ester ethyl sulfonyl) aniline=1-1.1: 1-1.1: 2.5-3: 1-1.1: 1-1.1: 1-1.1.
Two after contracting product directly spraying drying get finished product, also can two contract the reaction back add two contract the sodium-chlor of the long-pending 10-30% of object or Repone K dry powder salt extract the filter cake oven dry, pulverize stdn and form light yellow SGE.
Adopt N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone to replace 1-(2 in the synthesis technique, 5 two chloro-, 4 sulphenyls) 3-methyl-5 pyrazolone component carries out coupling, contract with replacing m-sulfanilic acid to carry out two to (beta-sulfuric ester ethyl sulfonyl) aniline, other processing parameters and condition are identical, its 0.1Kmol material standard must be measured and be 150-200KG, under other situations identical in quality, find that by stratographic analysis its maximum absorption wavelength is 440nm, the K/S value is 16.4, be 9-10 times with light yellow K-6G under the condition, high 2 times of solubleness etc. simultaneously shows the light yellow K-6G of the specific activity superiority of better printing and dyeing.
Embodiment
2 of embodiment 1:100 molfraction, the cyanuric chloride of 4-diamino benzene sulfonic acid sodium and 103 molfractions is 0-5 ℃ of condensation, the hydrochloric acid of condenses and 250 molfractions, 100 molfraction Sodium Nitrites carry out after the diazonium carrying out coupling with the N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone of 100 molfractions, after the coupling with 110 molfractions to (beta-sulfuric ester ethyl sulfonyl) aniline two reaction of contracting, directly spray do finished product.
2 of embodiment 2:105 molfraction, the cyanuric chloride of 4-diamino benzene sulfonic acid sodium and 108 molfractions is 0-5 ℃ of condensation, the hydrochloric acid of condenses and 280 molfractions, 105 molfraction Sodium Nitrites carry out after the diazonium carrying out coupling with the N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone of 105 molfractions, after the coupling with 100 molfractions to (beta-sulfuric ester ethyl sulfonyl) aniline two reaction of contracting, two contract after the reaction, add two contract the sodium oxide of volume 10-30% or Repone K dry powder salt extract the filter cake oven dry, pulverize stdn and form light yellow SGE.
Embodiment 3, reference example 1, in the mole proportioning, 2,4-diamino benzene sulfonic acid sodium: cyanuric chloride: hydrochloric acid: Sodium Nitrite: N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2 pyridone: to (beta-sulfuric ester ethyl sulfonyl) aniline=11: 1.1: 3: 1.05: 1.05: 1.1.
Embodiment 4, reference example 2, in the mole proportioning, 2,4-diamino benzene sulfonic acid sodium: cyanuric chloride: hydrochloric acid: Sodium Nitrite: N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2 pyridone: to (beta-sulfuric ester ethyl sulfonyl) aniline=1: 1: 2.6: 1: 1: 1.

Claims (5)

1. active bright yellow SGE dye is characterized in that structural formula is:
Figure C2005100412070002C1
2. the synthetic method of active bright yellow SGE dye according to claim 1, it is characterized in that 2,4-diamino benzene sulfonic acid sodium and cyanuric chloride are 0-5 ℃ of condensation reaction, condenses and hydrochloric acid, Sodium Nitrite carry out carrying out coupling with N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone after the diazonium, after the coupling with to (beta-sulfuric ester ethyl sulfonyl) aniline two reaction of contracting.
3. the synthetic method of active bright yellow SGE dye according to claim 2, the mole proportioning that it is characterized in that each material is: 2, and 4-diamino benzene sulfonic acid sodium: cyanuric chloride: hydrochloric acid: Sodium Nitrite: N-ethyl-3-formamido group-4-methyl-6-hydroxyl-2-pyridone: to (beta-sulfuric ester ethyl sulfonyl) aniline=1-1.1: 1-1.1: 2.5-3: 1-1.1: 1-1.1: 1-1.1.
4. according to the synthetic method of claim 2 or 3 described active bright yellow SGE dyes, it is characterized in that two after contracting product directly spraying drying get finished product.
5. according to the synthetic method of claim 2 or 3 described active bright yellow SGE dyes, it is characterized in that two contract the reaction back add two contract the sodium-chlor of the long-pending 10-30% of object or Repone K dry powder salt extract the filter cake oven dry, pulverize stdn and form light yellow SGE.
CNB2005100412074A 2005-07-26 2005-07-26 Active bright yellow SGE dye and its synthesizing method Expired - Fee Related CN100347245C (en)

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CN102584794B (en) * 2011-12-28 2015-06-03 泰兴锦云染料有限公司 Active light yellow LA and preparation process thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1445306A (en) * 2003-04-10 2003-10-01 孙德锁 Complex reactive bright yellow dye 2
CN1445307A (en) * 2003-04-10 2003-10-01 孙德锁 Complex reactive bright yellow dye

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1445306A (en) * 2003-04-10 2003-10-01 孙德锁 Complex reactive bright yellow dye 2
CN1445307A (en) * 2003-04-10 2003-10-01 孙德锁 Complex reactive bright yellow dye

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