CN108727867A - A kind of active red SPE dyestuffs and its clean synthetic method - Google Patents
A kind of active red SPE dyestuffs and its clean synthetic method Download PDFInfo
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- CN108727867A CN108727867A CN201810480140.1A CN201810480140A CN108727867A CN 108727867 A CN108727867 A CN 108727867A CN 201810480140 A CN201810480140 A CN 201810480140A CN 108727867 A CN108727867 A CN 108727867A
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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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/004—Mixtures of two or more reactive dyes
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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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
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- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
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- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The present invention relates to a kind of active red SPE dyestuffs, and, by being constituted with two kinds of Formulas I of lower structure, Formula II components, Formulas I is for itFormula II is
Description
Technical field
The invention belongs to chemical industry field of printing and dyeing, and in particular to a kind of active red dye and its clean synthetic method.
Background technology
Traditional stamp active red, such as red K-2BP, using backward technique of saltouing, of high cost, environmental pollution is big, dissolving
It spends relatively low, easy tos produce dyeing defect aberration during use, not only influence production efficiency, also cause the wave of dyestuff water resource
Take, the requirement of green production has been not achieved.
Invention content
Goal of the invention：Purpose of the invention is to overcome the shortcomings in the prior art, provides a kind of excellent product performance,
Cost is relatively low, environmentally protective active red SPE dyestuffs and its cleans synthetic method.
Technical solution：In order to solve the above-mentioned technical problem, a kind of active red S PE dyestuffs of the present invention, it is by following
Two kinds of components of Formulas I, Formula II of structure are constituted, and wherein Formulas I, the molar ratio of Formulas I I components are 65-85：10-30, general structure is such as
Under：
A kind of active red SPE dyestuffs clean synthetic method, it includes the following steps,
(1) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Coupling, (beta-sulfuric ester ethyl sulfonyl) aniline carries out second of condensation between being then added, and gained reaction solution sprays after film concentration
It is dry to obtain Formulas I component structure；
(2) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Then coupling is added o-toluidine and carries out second of condensation, spray drying obtains Formula II component structure；
(3) it is 65-85 according to molar ratio by Formulas I, Formula II structural constituent：10-30 is mixed.In step (1), three polychlorostyrene
The primary first-order equation temperature of cyanogen and H acid, which is that 5-10 DEG C of degree is lower, to be carried out, and it is 4 hours to carry out the time, Cyanuric Chloride and H acid in primary condensation
Molar ratio be 1：1-1. 1.
In step (1), the reaction that is coupled with 1,5- disulfonic acid -2- naphthylamines diazols is in 10-15 DEG C, pH value 7-8
Under the conditions of carry out, H acid and 1, the molar ratio of 5- disulfonic acid -2- naphthylamines diazols is 1-1.08: 0.95-1.1.
In step (1), the molar ratio of (beta-sulfuric ester ethyl sulfonyl) aniline and Cyanuric Chloride is 1.1-1.2: 1, while two
Secondary condensation is carried out in reaction at 45-55 DEG C, pH value 5-6.
In step (2), the primary first-order equation temperature of Cyanuric Chloride and H acid is to be carried out at 5-10 DEG C, and it is 5 hours to carry out the time,
The molar ratio of Cyanuric Chloride and H acid is 1 in primary condensation：1.05 -2.
In step (2), 1,5- disulfonic acid -2- naphthylamines hydrochloric acid and sodium nitrite carry out the temperature that diazo reaction uses as 8-
15 DEG C, it is 3-5 hours to carry out the time.
In step (2), the reaction that is coupled with 1,5- disulfonic acid -2- naphthylamines diazols is in 5-10 DEG C, pH value 7-8
Under the conditions of carry out；The molar ratio of H acid and 1,5- disulfonic acid -2- naphthylamines diazols is 1-1.05: 0.95-1.05.
In step (2), the molar ratio of o-toluidine and Cyanuric Chloride is 1-1.05: 1.1, while secondary condensation is being reacted
It is carried out at 40-50 DEG C, pH value 6-7.
Advantageous effect：Compared with prior art, the present invention its remarkable advantage is：The present invention by reasonably match with it is rigorous
Procedure of processing, keep end properties excellent, overall cost is relatively low, environmentally protective, meets actual operation requirements.
Specific implementation mode
With reference to embodiment, the present invention is further illustrated.
Embodiment 1
A kind of active red SPE dyestuffs of the present invention, it by being constituted with two kinds of Formulas I of lower structure, Formulas I I components,
Middle Formulas I, the molar ratio of Formula II component are 69：15, general structure is as follows：
A kind of active red SPE dyestuffs clean synthetic method, it includes the following steps,
(1) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Coupling, (beta-sulfuric ester ethyl sulfonyl) aniline carries out second of condensation between being then added, and gained reaction solution sprays after film concentration
It is dry to obtain Formulas I component structure；
(2) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Then coupling is added o-toluidine and carries out second of condensation, spray drying obtains Formula II component structure；
(3) it is 69 according to molar ratio by Formulas I, Formula II structural constituent：15 are mixed.
In step (1), the primary first-order equation temperature of Cyanuric Chloride and H acid, which is that 7 DEG C of degree are lower, to be carried out, and it is 4 hours to carry out the time, and one
The molar ratio of Cyanuric Chloride and H acid is 1 in secondary condensation：1.05.
In step (1), the reaction being coupled with 1,5- disulfonic acid -2- naphthylamines diazols is in 14 DEG C, the condition of pH value 7
The molar ratio of lower progress, H acid and 1,5- disulfonic acid -2- naphthylamines diazols is 1.03: 0.98.
In step (1), the molar ratio of (beta-sulfuric ester ethyl sulfonyl) aniline and Cyanuric Chloride is 1.1: 1, while secondary contracting
It closes in reaction in 5 times 50 DEG C, pH value progress.
In step (2), the primary first-order equation temperature of Cyanuric Chloride and H acid is to be carried out at 7 DEG C, and it is 5 hours to carry out the time, once
The molar ratio of Cyanuric Chloride and H acid is 1 in condensation：1.3.
In step (2), 1,5- disulfonic acid -2- naphthylamines hydrochloric acid and sodium nitrite carry out the temperature that diazo reaction uses as 10
DEG C, it is 3.5 hours to carry out the time.
In step (2), the reaction being coupled with 1,5- disulfonic acid -2- naphthylamines diazols is under conditions of 9 DEG C, pH value 7
It carries out；The molar ratio of H acid and 1,5- disulfonic acid -2- naphthylamines diazols is 1.02: 0.97.
In step (2), the molar ratio of o-toluidine and Cyanuric Chloride is 1.02: 1.1, while secondary condensation exists in reaction
6 times 44 DEG C, pH value progress.
Embodiment 2
A kind of active red SPE dyestuffs of the present invention, it by being constituted with two kinds of Formulas I of lower structure, Formulas I I components,
Middle Formulas I, the molar ratio of Formula II component are 82：25, general structure is as follows：
A kind of active red SPE dyestuffs clean synthetic method, it includes the following steps,
(1) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Coupling, (beta-sulfuric ester ethyl sulfonyl) aniline carries out second of condensation between being then added, and gained reaction solution sprays after film concentration
It is dry to obtain Formulas I component structure；
(2) Cyanuric Chloride and H acid are subjected to first time condensation, are then carried out with the diazol of 1,5- disulfonic acid -2- naphthylamines
Then coupling is added o-toluidine and carries out second of condensation, spray drying obtains Formula II component structure；
(3) it is 82 according to molar ratio by Formulas I, Formula II structural constituent：25 are mixed.
In step (1), the primary first-order equation temperature of Cyanuric Chloride and H acid, which is that 8 DEG C of degree are lower, to be carried out, and it is 4 hours to carry out the time, and one
The molar ratio of Cyanuric Chloride and H acid is 1 in secondary condensation：1.07.
In step (1), the reaction being coupled with 1,5- disulfonic acid -2- naphthylamines diazols is in 12 DEG C, the condition of pH value 8
The molar ratio of lower progress, H acid and 1,5- disulfonic acid -2- naphthylamines diazols is 1.05: 1.0.
In step (1), the molar ratio of (beta-sulfuric ester ethyl sulfonyl) aniline and Cyanuric Chloride is 1.2: 1, while secondary contracting
It closes in reaction in 6 times 52 DEG C, pH value progress.
In step (2), the primary first-order equation temperature of Cyanuric Chloride and H acid is to be carried out at 8 DEG C, and it is 5 hours to carry out the time, once
The molar ratio of Cyanuric Chloride and H acid is 1 in condensation：1.7.
In step (2), 1,5- disulfonic acid -2- naphthylamines hydrochloric acid and sodium nitrite carry out the temperature that diazo reaction uses as 14
DEG C, it is 4.5 hours to carry out the time.
In step (2), the reaction being coupled with 1,5- disulfonic acid -2- naphthylamines diazols is under conditions of 6 DEG C, pH value 8
It carries out；The molar ratio of H acid and 1,5- disulfonic acid -2- naphthylamines diazols is 1.04: 1.03.
In step (2), the molar ratio of o-toluidine and Cyanuric Chloride is 1.03: 1.1, while secondary condensation exists in reaction
7 times 48 DEG C, pH value progress.
The present invention provides a kind of thinking and methods, and there are many method and the approach for implementing the technical solution, the above institute
State only is the preferred embodiment of the present invention, it is noted that for those skilled in the art, is not being departed from
Under the premise of the principle of the invention, several improvements and modifications can also be made, these improvements and modifications also should be regarded as the guarantor of the present invention
Range is protected, all undefined components in this embodiment can be implemented in the prior art.
Claims (8)
1. a kind of active red SPE dyestuffs, it is characterised in that：It with two kinds of Formulas I of lower structure, Formula II components by being constituted, wherein formula
I, the molar ratio of Formula II component is 65-85：10-30, general structure are as follows：
2. a kind of active red SPE dyestuffs according to claim 1 clean synthetic method, it is characterised in that：It includes
Following steps,
(1) Cyanuric Chloride and H acid are subjected to first time condensation, then the diazol with 1,5- disulfonic acid -2- naphthylamines is coupled,
Then (beta-sulfuric ester ethyl sulfonyl) aniline carries out second of condensation between being added, and gained reaction solution spray drying after film concentration obtains
Formulas I component structure；
(2) Cyanuric Chloride and H acid are subjected to first time condensation, then the diazol with 1,5- disulfonic acid -2- naphthylamines is coupled,
Then o-toluidine is added and carries out second of condensation, spray drying obtains Formula II component structure；
(3) it is 65-85 according to molar ratio by Formulas I, Formula II structural constituent：10-30 is mixed.According to claim 2 active red
SPE dyestuffs clean synthetic method, it is characterised in that：In step (1), the primary first-order equation temperature of Cyanuric Chloride and H acid is 5-
10 DEG C of degree are lower to carry out, and it is 4 hours to carry out the time, and the molar ratio of Cyanuric Chloride and H acid is 1 in primary condensation：1-1.1.
3. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (1), with 1,5-
The reaction that disulfonic acid -2- naphthylamines diazols are coupled carries out under conditions of 10-15 DEG C, pH value 7-8, H acid and 1, bis- sulphurs of 5-
The molar ratio of acid -2- naphthylamines diazols is 1-1.08: 0.95-1.1.
4. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (1), (β-sulphur
Acid esters ethyl sulfone) molar ratio of aniline and Cyanuric Chloride is 1.1-1.2: 1, while secondary condensation in reaction in 45-55 DEG C, pH value
It is carried out under 5-6.
5. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (2), three polychlorostyrene
The primary first-order equation temperature of cyanogen and H acid is to be carried out at 5-10 DEG C, and it is 5 hours to carry out the time, Cyanuric Chloride and H acid in primary condensation
Molar ratio is 1：1.05-2.
6. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (2), 1,5- bis-
Sulfonic acid -2- naphthylamines hydrochloric acid and sodium nitrite carry out the temperature that diazo reaction uses as 8-15 DEG C, and it is 3-5 hours to carry out the time.
7. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (2), with 1,5-
The reaction that disulfonic acid -2- naphthylamines diazols are coupled carries out under conditions of 5-10 DEG C, pH value 7-8；H acid and 1, bis- sulphurs of 5-
The molar ratio of acid -2- naphthylamines diazols is 1-1.05: 0.95-1.05.
8. cleaning synthetic method according to claim 2 active red SPE dyestuffs, it is characterised in that：In step (2), adjacent methyl
The molar ratio of aniline and Cyanuric Chloride is 1-1.05: 1.1, while secondary condensation is carried out in reaction at 40-50 DEG C, pH value 6-7.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4474697A (en) * | 1977-06-29 | 1984-10-02 | Bayer Aktiengeselschaft | Fluorotriazine-group-containing azo dyestuffs |
| CN102286219A (en) * | 2011-06-17 | 2011-12-21 | 上海雅运纺织化工有限公司 | Red active dye composition and dyeing application thereof in fibers |
| CN103554976A (en) * | 2013-09-29 | 2014-02-05 | 天津德凯化工股份有限公司 | Red reactive dye and preparation method thereof |
| CN105440728A (en) * | 2015-12-02 | 2016-03-30 | 天津德凯化工股份有限公司 | Red reactive dye and preparation method thereof |
-
2018
- 2018-05-18 CN CN201810480140.1A patent/CN108727867A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4474697A (en) * | 1977-06-29 | 1984-10-02 | Bayer Aktiengeselschaft | Fluorotriazine-group-containing azo dyestuffs |
| CN102286219A (en) * | 2011-06-17 | 2011-12-21 | 上海雅运纺织化工有限公司 | Red active dye composition and dyeing application thereof in fibers |
| CN103554976A (en) * | 2013-09-29 | 2014-02-05 | 天津德凯化工股份有限公司 | Red reactive dye and preparation method thereof |
| CN105440728A (en) * | 2015-12-02 | 2016-03-30 | 天津德凯化工股份有限公司 | Red reactive dye and preparation method thereof |
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