CN105504871A - Bright red reactive dye and preparation method and application thereof - Google Patents
Bright red reactive dye and preparation method and application thereof Download PDFInfo
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- CN105504871A CN105504871A CN201510961414.5A CN201510961414A CN105504871A CN 105504871 A CN105504871 A CN 105504871A CN 201510961414 A CN201510961414 A CN 201510961414A CN 105504871 A CN105504871 A CN 105504871A
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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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
- C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
- C09B62/4411—Azo dyes
- C09B62/4415—Disazo or polyazo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/513—Disazo or polyazo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
- D06P1/382—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group directly attached to heterocyclic group
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
- D06P1/384—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group not directly attached to heterocyclic group
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/008—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
- D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
Abstract
The invention discloses a bright red reactive dye and a preparation method and application thereof. The bright red reactive dye is a compound with the structure shown in the formula I in the description, wherein in the formula I, R indicates H or -SO3Na. The bright red reactive dye is capable of generating a bright color, high in fixation rate and good in wet rubbing fastness and has the advantages of being easy to remove thoroughly and the like.
Description
Technical field
The present invention relates to active dye technical field, be specifically related to a kind of hunting pink reactive dyestuffs and preparation method thereof and application.
Background technology
Although reactive dyestuffs have the features such as beautiful in colour, great variety of goods, in today that is economically developed, that highlight individual character, existing reactive dyestuffs are more and more difficult to the requirement meeting the personage that likes to be beautiful.In order to the step in the epoch of catching up with; dye industry constantly must improve oneself, under the prerequisite of the protection of environmental enhancement, need continuous improving technique, make chromatogram color more abundant beyond; product degree of fixation also needs further raising, to be satisfied with modern market demand simultaneously.
Summary of the invention
The object of the invention is to overcome above-mentioned technical deficiency, propose a kind of hunting pink reactive dyestuffs and preparation method thereof, hunting pink reactive dyestuffs can be applied to various cellulosic dyeing and stamp, improve degree of fixation, meet people to color requirements.
Hunting pink reactive dyestuffs provided by the invention, the compound for structure shown in formula I:
Formula I
In formula I, R is H or-SO
3na.
The present invention also provides the preparation method of above-mentioned hunting pink reactive dyestuffs, comprises the following steps:
A, condensation reaction: N-methyl J acid dissolves to obtain N-methyl J acid solution with liquid caustic soda, and N-methyl J acid solution adds in cyanuric chloride and reacts to obtain primary condensation liquid, then adds H aqueous acid and obtains secondary condensation liquid;
B, diazotization reaction: first add hydrochloric acid by para-ester or sulfonation para-ester, then add Sodium Nitrite reaction, obtain para-ester diazo liquid or sulfonation para-ester diazo liquid;
C, coupled reaction: step b gained para-ester diazo liquid or sulfonation para-ester diazo liquid are added in step a gained secondary condensation liquid, obtain coupled reaction liquid;
D, drying: step c gained coupled reaction liquid is dry, obtain formula I.
As optimal technical scheme, step a condensation reaction: be that to add temperature be in the cyanuric chloride of 0-5 DEG C for the N-methyl J acid solution of 6.8-7.2 by pH, adjustment pH is 3.3-3.6, after reaction primary condensation liquid; H aqueous acid regulates pH for after 6.5-7.0 with NaOH, and add in primary condensation liquid, adjustment pH is 4.5-5.0, is warming up to 40-45 DEG C simultaneously, obtains secondary condensation liquid after reaction.
Further preferably, step a condensation reaction: be that to add temperature be in the cyanuric chloride of 0-5 DEG C for the N-methyl J acid solution of 6.8-7.2, with NaHCO by pH
3adjustment pH is 3.3-3.6, obtains primary condensation liquid after reaction; H aqueous acid regulates pH for after 6.5-7.0 with NaOH, adds in primary condensation liquid, with NaHCO
3adjustment pH is 4.5-5.0, is warming up to 40-45 DEG C simultaneously, obtains secondary condensation liquid after reaction.
As optimal technical scheme, step b diazotization reaction: be scattered in water by para-ester or sulfonation para-ester, add hydrochloric acid, be cooled to 0-5 DEG C, then add Sodium Nitrite, maintain the temperature at 0-5 DEG C, obtains para-ester diazo liquid or sulfonation para-ester diazo liquid after reaction.
As optimal technical scheme, step c coupled reaction: step b gained para-ester diazo liquid or sulfonation para-ester diazo liquid are joined in the step a gained secondary condensation liquid of 10-15 DEG C, to add NaHCO again
3regulate pH to 6.5-7.0, after reaction, obtain coupled reaction liquid.
More preferably, above-mentioned preparation method, specifically comprises the following steps:
A, condensation reaction:
Primary condensation reaction: cyanuric chloride ice is ground, control temperature T=0-5 DEG C; Dissolved by N-methyl J acid liquid caustic soda, adjustment pH=6.8-7.2, joins in cyanuric chloride, uses NaHCO
3regulate pH=3.3-3.6, reaction 2-4 hour, HPLC detect N-methyl J acid and disappear, and obtain primary condensation liquid;
Consecutive condensation: H acid is added suitable quantity of water and dissolve, adjust pH=6.5-7.0 with NaOH, join in primary condensation liquid, use NaHCO
3adjust pH=4.5-5.0, be warming up to 40-45 DEG C simultaneously, reaction 5-7 hour, HPLC detect H acid and disappear, and obtain secondary condensation liquid, are cooled to 10-15 DEG C, stand-by;
B, diazotization reaction: para-ester or sulfonation para-ester are added water making beating, add hydrochloric acid, be cooled to T=0-5 DEG C, Sodium Nitrite is added with 30-40 minute, at T=0-5 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours, aobvious colourless to starch potassium iodide paper test, congo-red test paper test is aobvious blue, obtains para-ester diazo liquid or sulfonation para-ester diazo liquid;
C, coupled reaction: para-ester diazo liquid or sulfonation para-ester diazo liquid are added in the secondary condensation liquid of 10-15 DEG C, uses NaHCO
3adjust pH=6.5-7.0, reaction 6-8 hour, disappear to para-ester diazonium salt or sulfonation para-ester diazo liquid, obtain coupled reaction liquid;
D, drying: step c gained coupled reaction liquid is dry in spray-drying tower internal spraying, obtain formula I.
Preferably, cyanuric chloride, N-methyl J acid, sour, the para-ester of H or sulfonation para-ester, hydrochloric acid in the mol ratio of hydrogenchloride, Sodium Nitrite for 100:95 ~ 100:95 ~ 100:200 ~ 205:240:205-209:.
The present invention also provides above-mentioned hunting pink reactive dyestuffs to dye on cellulose and the application of stamp.
Preferably, one or more arbitrary combination had in the compound of formula I structure are applied to cellulose dyeing and stamp.
Compared with prior art, hunting pink reactive dyestuffs of the present invention have the following advantages: adopt N-methyl J acid to replace J acid, reduce the substantivity of dyestuff, be conducive to improving level-dyeing property; These hunting pink reactive dyestuffs are bright-coloured beautiful, and degree of fixation is high, and fastness to wet rubbing is excellent, have features such as easily cleaning; The dry product that the present invention adopts spray-drying tower spraying dry to obtain can directly be packed, without sewage discharge, avoids environmental pollution, has saved production cost.
Embodiment
In order to make object of the present invention, technical scheme and advantage clearly understand, below in conjunction with embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein only in order to explain the present invention, be not intended to limit the present invention.
The compound that hunting pink reactive dyestuffs provided by the invention are structure shown in formula I:
Formula I
In formula I, R is H or-SO
3na.
Its preparation method, comprises the following steps:
A, condensation reaction: N-methyl J acid dissolves to obtain N-methyl J acid solution with liquid caustic soda, and N-methyl J acid solution adds in cyanuric chloride and reacts to obtain primary condensation liquid, then adds H aqueous acid and obtains secondary condensation liquid;
B, diazotization reaction: first add hydrochloric acid by para-ester or sulfonation para-ester, then add Sodium Nitrite reaction, obtain para-ester diazo liquid or sulfonation para-ester diazo liquid;
C, coupled reaction: step b gained para-ester diazo liquid or sulfonation para-ester diazo liquid are added in step a gained secondary condensation liquid, obtain coupled reaction liquid;
D, drying: step c gained coupled reaction liquid is dry, obtain formula I.
Embodiment is as follows particularly, and described in following examples, number all refers to molfraction.
embodiment 1:
Cyanuric chloride 100 parts is carried out ice and grinds 30 minutes, control temperature T=2 DEG C; N-methyl J acid 100 parts dissolved with liquid caustic soda, adjustment pH=7.0, joins among cyanuric chloride, regulates pH=3.5, react 2 hours with sodium bicarbonate dry powder, and HPLC detects N-methyl J acid and disappears, and obtains primary condensation liquid;
H acid 100 parts is added suitable quantity of water dissolve, adjust pH=6.5 with liquid caustic soda, join in primary condensation liquid, adjust pH=5.0 with sodium bicarbonate dry powder, be warming up to 45 DEG C simultaneously, react 5 hours, HPLC detects H acid and disappears, obtain secondary condensation liquid (two contracting things), and be cooled to 12 DEG C, stand-by;
Para-ester 200 parts is added suitable quantity of water pull an oar 1 hour, add hydrochloric acid (counting 240 parts with hydrogenchloride), be cooled to T=3 DEG C, Sodium Nitrite 205 parts is added with 30-40 minute, at T=3 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours, to starch potassium iodide paper show colourless, congo-red test paper is aobvious blue, obtains para-ester diazo liquid.
Added by para-ester diazo liquid among two contracting things, adjust pH=6.5, react 6 hours with sodium bicarbonate dry powder, after disappearing to para-ester diazonium salt, endpoint detection arrives to obtain coupled reaction liquid.
By above-mentioned coupled reaction liquid in spray-drying tower spraying dry, obtain as shown in the formula compound:
。
embodiment 2:
Cyanuric chloride 100 parts is carried out ice and grinds 30 minutes, control temperature T=3 DEG C; N-methyl J acid 98 parts dissolved with liquid caustic soda, adjustment pH=6.5, joins among cyanuric chloride, regulates pH=3.5, react 2 hours with sodium bicarbonate dry powder, and HPLC detects N-methyl J acid and disappears, and obtains primary condensation liquid.
H acid 98 parts is added suitable quantity of water dissolve, adjust pH=6.5, join in primary condensation liquid with liquid caustic soda, adjust pH=5.0, be warming up to 40 DEG C simultaneously, react 6 hours with sodium bicarbonate dry powder, HPLC detects H acid and disappears, and obtains secondary condensation liquid, is cooled to 12 DEG C, stand-by.
Para-ester 205 parts is added suitable quantity of water pull an oar 1 hour, add hydrochloric acid (counting 240 parts with hydrogenchloride), be cooled to T=0 DEG C, Sodium Nitrite 209 parts is added with 30-40 minute, at T=0 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours, show colourless to starch potassium iodide paper, congo-red test paper is aobvious blue, obtains para-ester diazo liquid.
Para-ester diazo liquid is added in the secondary condensation liquid at 12 DEG C, adjust pH=7.0 with sodium bicarbonate dry powder, react 6 hours, after disappearing to para-ester diazonium salt, obtain coupled reaction liquid.
By above-mentioned coupled reaction liquid in spray-drying tower spraying dry, obtain compound in embodiment 1.
embodiment 3:
Cyanuric chloride 100 parts is carried out ice and grinds 30 minutes, control temperature T=5 DEG C, N-methyl J acid 95 parts is dissolved with liquid caustic soda, adjustment pH=6.8, joins among cyanuric chloride, regulates pH=3.5 with sodium bicarbonate dry powder, react 2 hours, HPLC detects N-methyl J acid and disappears, and obtains primary condensation liquid.
H acid 95 parts is added suitable quantity of water dissolve, adjust pH=6.5, join in primary condensation liquid with liquid caustic soda, adjust pH=3.5, be warming up to 40 DEG C simultaneously, react 5 hours with sodium bicarbonate dry powder, HPLC detects H acid and disappears, and obtains secondary condensation liquid, is cooled to 15 DEG C, stand-by.
Para-ester 200 parts is added suitable quantity of water pull an oar 1 hour, add hydrochloric acid (counting 240 parts with hydrogenchloride), be cooled to T=0 DEG C, added Sodium Nitrite 205 parts with 30-40 minute, at T=0 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours.Show colourless to starch potassium iodide paper, congo-red test paper is aobvious blue, obtains para-ester diazo liquid.
Para-ester diazo liquid is added in secondary condensation liquid, adjust pH=6.8 with sodium bicarbonate dry powder, react 8 hours, after disappearing to para-ester diazonium salt, obtain coupled reaction liquid.
By above-mentioned coupled reaction liquid in spray-drying tower spraying dry, obtain compound in embodiment 1.
embodiment 4:
Cyanuric chloride 100 parts is carried out ice and grinds 30 minutes, control temperature T=2 DEG C; N-methyl J acid 100 parts dissolved with liquid caustic soda, adjustment pH=7.0, joins among cyanuric chloride, regulates pH=3.5, react 2 hours with sodium bicarbonate dry powder, and HPLC detects N-methyl J acid and disappears, and obtains primary condensation liquid;
H acid 100 parts is added suitable quantity of water dissolve, adjust pH=6.5 with liquid caustic soda, join in primary condensation liquid, adjust pH=5.0 with sodium bicarbonate dry powder, be warming up to 45 DEG C simultaneously, react 5 hours, HPLC detects H acid and disappears, obtain secondary condensation liquid (two contracting things), and be cooled to 12 DEG C, stand-by;
Sulfonation para-ester 200 parts adds suitable quantity of water and pulls an oar 1 hour, add hydrochloric acid (counting 240 parts with hydrogenchloride), be cooled to T=3 DEG C, Sodium Nitrite 205 parts is added with 30-40 minute, at T=3 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours, to starch potassium iodide paper show colourless, congo-red test paper is aobvious blue, obtains para-ester diazo liquid.
Added by sulfonation para-ester diazo liquid among two contracting things, adjust pH=6.5, react 6 hours with sodium bicarbonate dry powder, after disappearing to para-ester diazonium salt, endpoint detection arrives to obtain coupled reaction liquid.
By above-mentioned coupled reaction liquid in spray-drying tower spraying dry, obtain as shown in the formula compound:
Carry out dyeing test to the active orchil of above-mentioned three embodiment gained, test result is as shown in the table:
| Degree of fixation | Solubleness (50 DEG C, g/l) | Washing fastness ISO 105 C04 | Sunlight fastness ISO 105 B02 1/1 | Wet rubbing fastness ISO 105 C04 | |
| Embodiment 1 | 85.5% | 220 | 4-5 | 5 | 4 |
| Embodiment 2 | 85% | 200 | 4-5 | 5 | 4 |
| Embodiment 3 | 85% | 200 | 4-5 | 5 | 4 |
| Embodiment 4 | 86% | 250 | 4-5 | 5 | 4 |
The above is better embodiment of the present invention, does not form limiting the scope of the present invention.Various other that any technical conceive according to the present invention is made change and distortion accordingly, all should be included in the protection domain of the claims in the present invention.
Claims (10)
1. hunting pink reactive dyestuffs, is characterized in that, the compound that described hunting pink reactive dyestuffs are structure shown in formula I:
Formula I
In formula I, R is H or-SO
3na.
2. the preparation method of hunting pink reactive dyestuffs according to claim 1, is characterized in that, comprise the following steps:
A, condensation reaction: N-methyl J acid dissolves to obtain N-methyl J acid solution with liquid caustic soda, and N-methyl J acid solution adds in cyanuric chloride and reacts to obtain primary condensation liquid, then adds H aqueous acid and obtains secondary condensation liquid;
B, diazotization reaction: first add hydrochloric acid by para-ester or sulfonation para-ester, then add Sodium Nitrite reaction, obtain para-ester diazo liquid or sulfonation para-ester diazo liquid;
C, coupled reaction: step b gained para-ester diazo liquid or sulfonation para-ester diazo liquid are added in step a gained secondary condensation liquid, obtain coupled reaction liquid;
D, drying: step c gained coupled reaction liquid is dry, obtain formula I.
3. preparation method according to claim 2, is characterized in that, step a condensation reaction: be that to add temperature be in the cyanuric chloride of 0-5 DEG C for the N-methyl J acid solution of 6.8-7.2 by pH, adjustment pH is 3.3-3.6, after reaction primary condensation liquid; H aqueous acid regulates pH for after 6.5-7.0 with NaOH, and add in primary condensation liquid, adjustment pH is 4.5-5.0, is warming up to 40-45 DEG C simultaneously, obtains secondary condensation liquid after reaction.
4. preparation method according to claim 3, is characterized in that, step a condensation reaction: be that to add temperature be in the cyanuric chloride of 0-5 DEG C for the N-methyl J acid solution of 6.8-7.2, with NaHCO by pH
3adjustment pH is 3.3-3.6, obtains primary condensation liquid after reaction; H aqueous acid regulates pH for after 6.5-7.0 with NaOH, adds in primary condensation liquid, with NaHCO
3adjustment pH is 4.5-5.0, is warming up to 40-45 DEG C simultaneously, obtains secondary condensation liquid after reaction.
5. preparation method according to claim 2, it is characterized in that, step b diazotization reaction: para-ester or sulfonation para-ester are scattered in water, add hydrochloric acid, be cooled to 0-5 DEG C, add Sodium Nitrite again, maintain the temperature at 0-5 DEG C, after reaction, obtain para-ester diazo liquid or sulfonation para-ester diazo liquid.
6. preparation method according to claim 2, is characterized in that, step c coupled reaction: step b gained para-ester diazo liquid or sulfonation para-ester diazo liquid are joined in the step a gained secondary condensation liquid of 10-15 DEG C, to add NaHCO again
3regulate pH to 6.5-7.0, after reaction, obtain coupled reaction liquid.
7. preparation method according to claim 2, is characterized in that, comprises the following steps:
A, condensation reaction:
Primary condensation reaction: cyanuric chloride ice is ground, control temperature T=0-5 DEG C; Dissolved by N-methyl J acid liquid caustic soda, adjustment pH=6.8-7.2, joins in cyanuric chloride, uses NaHCO
3regulate pH=3.3-3.6, reaction 2-4 hour, HPLC detect N-methyl J acid and disappear, and obtain primary condensation liquid;
Consecutive condensation: H acid is added suitable quantity of water and dissolve, adjust pH=6.5-7.0 with NaOH, join in primary condensation liquid, use NaHCO
3adjust pH=4.5-5.0, be warming up to 40-45 DEG C simultaneously, reaction 5-7 hour, HPLC detect H acid and disappear, and obtain secondary condensation liquid, are cooled to 10-15 DEG C, stand-by;
B, diazotization reaction: para-ester or sulfonation para-ester are added water making beating, add hydrochloric acid, be cooled to T=0-5 DEG C, Sodium Nitrite is added with 30-40 minute, at T=0-5 DEG C, maintain reaction and eliminate unnecessary Sodium Nitrite with thionamic acid after 2 hours, aobvious colourless to starch potassium iodide paper test, congo-red test paper test is aobvious blue, obtains para-ester diazo liquid or sulfonation para-ester diazo liquid;
C, coupled reaction: para-ester diazo liquid or sulfonation para-ester diazo liquid are added in the secondary condensation liquid of 10-15 DEG C, uses NaHCO
3adjust pH=6.5-7.0, reaction 6-8 hour, disappear to para-ester diazonium salt or sulfonation para-ester diazo liquid, obtain coupled reaction liquid;
D, drying: step c gained coupled reaction liquid is dry in spray-drying tower internal spraying, obtain formula I.
8. the preparation method according to any one of claim 2 ~ 7, it is characterized in that, cyanuric chloride, N-methyl J acid, sour, the para-ester of H or sulfonation para-ester, hydrochloric acid in the mol ratio of hydrogenchloride, Sodium Nitrite for 100:95 ~ 100:95 ~ 100:200 ~ 205:240:205-210.
9. hunting pink reactive dyestuffs described in claim 1 dye and the application of stamp on cellulose.
10. application according to claim 9, is characterized in that, one or more arbitrary combination had in the compound of formula I structure are applied to cellulose dyeing and stamp.
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| CN201510961414.5A CN105504871A (en) | 2015-12-21 | 2015-12-21 | Bright red reactive dye and preparation method and application thereof |
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| CN201510961414.5A CN105504871A (en) | 2015-12-21 | 2015-12-21 | Bright red reactive dye and preparation method and application thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111019390A (en) * | 2019-12-26 | 2020-04-17 | 浙江劲光实业股份有限公司 | Preparation method of composite active bright red dye |
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|---|---|---|---|---|
| US4806127A (en) * | 1986-08-30 | 1989-02-21 | Hoechst Aktiengesellschaft | Water-soluble disazo compounds, containing triazinyl pyridinium group processes for their preparation and their use for dyeing cellulose |
| CN1157839A (en) * | 1995-09-21 | 1997-08-27 | 希巴特殊化学控股公司 | Reactive dyes, their preparation and use |
| CN1167785A (en) * | 1996-04-24 | 1997-12-17 | 希巴特殊化学控股公司 | Fibre-reactive dyes, their preparation and their use |
| WO2013018071A2 (en) * | 2011-08-04 | 2013-02-07 | Colourtex Industries Limited | Fibre reactive azo reactive colorants containing two reactive groups of the vinylsulfone type, production and use thereof |
-
2015
- 2015-12-21 CN CN201510961414.5A patent/CN105504871A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4806127A (en) * | 1986-08-30 | 1989-02-21 | Hoechst Aktiengesellschaft | Water-soluble disazo compounds, containing triazinyl pyridinium group processes for their preparation and their use for dyeing cellulose |
| CN1157839A (en) * | 1995-09-21 | 1997-08-27 | 希巴特殊化学控股公司 | Reactive dyes, their preparation and use |
| CN1167785A (en) * | 1996-04-24 | 1997-12-17 | 希巴特殊化学控股公司 | Fibre-reactive dyes, their preparation and their use |
| WO2013018071A2 (en) * | 2011-08-04 | 2013-02-07 | Colourtex Industries Limited | Fibre reactive azo reactive colorants containing two reactive groups of the vinylsulfone type, production and use thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111019390A (en) * | 2019-12-26 | 2020-04-17 | 浙江劲光实业股份有限公司 | Preparation method of composite active bright red dye |
| CN111019390B (en) * | 2019-12-26 | 2021-02-02 | 浙江劲光实业股份有限公司 | Preparation method of composite active bright red dye |
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Application publication date: 20160420 |