CN106748833B - A kind of preparation method of 63 dyestuff of solvent blue - Google Patents
A kind of preparation method of 63 dyestuff of solvent blue Download PDFInfo
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- CN106748833B CN106748833B CN201611074318.XA CN201611074318A CN106748833B CN 106748833 B CN106748833 B CN 106748833B CN 201611074318 A CN201611074318 A CN 201611074318A CN 106748833 B CN106748833 B CN 106748833B
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- aminotoluene
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- dyestuff
- alkali metal
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/325—Dyes with no other substituents than the amino groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of preparation methods of 63 dyestuff of solvent blue, it includes the following steps：（a）Meta-aminotoluene is added into reaction vessel, sequentially adds 1 methylamino, 4 bromo anthraquinone, alkali metal hydroxide and mantoquita under agitation, then raises temperature to 100 ~ 130 DEG C, reacts 47 hours to terminal；1 methylamino, 4 bromo anthraquinone, meta-aminotoluene, alkali metal hydroxide and mantoquita mass ratio be 6：12~16：3~4：0.04~0.08；（b）By step（a）Product be cooled to 60 ~ 70 DEG C, then be added methanol isolated；30 ~ 50 DEG C are cooled to after stirring, through being filtered, washed, drying.Obtained reaction purity is high, and side reaction is few, and the reaction time is short；More importantly product crystallization is apparent, uncomplicated laundering, and production washes amount is few.
Description
Technical field
The present invention relates to a kind of preparation methods of dyestuff, and in particular to a kind of preparation method of 63 dyestuff of solvent blue.
Background technology
Solvent blue 63, Chinese are entitled：1- (methylamino) -4- [(3- aminomethyl phenyls) amino] anthraquinone, molecular formula are：
C22H18N2O2, No. CAS is 6408-50-0.Existing solvent blue 63, the production technology reaction time it is long, reaction purity it is low, production
It is big with washes amount, it is easy to pollute the environment.
Invention content
A kind of preparation method of 63 dyestuff of solvent blue is provided the invention aims to overcome the deficiencies in the prior art.
In order to achieve the above objectives, the technical solution adopted in the present invention is：A kind of preparation method of 63 dyestuff of solvent blue, it
Include the following steps：
(a) meta-aminotoluene is added into reaction vessel, sequentially adds 1- methylamino -4- bromo anthraquinones, alkali under agitation
Metal hydroxides and mantoquita then raise temperature to 100~130 DEG C, react 4-7 hours to terminal；1- methylaminos -4- bromine the anthracenes
Quinone, meta-aminotoluene, alkali metal hydroxide and mantoquita mass ratio be 6：12~16：3~4：0.04~0.08；
(b) product of step (a) is cooled to 60~70 DEG C, methanol is then added and is isolated；30 are cooled to after stirring
~50 DEG C, through being filtered, washed, drying.
Optimally, the alkali metal hydroxide is sodium hydroxide or potassium hydroxide, the copper sulphate.
Optimally, the ratio of the meta-aminotoluene and the methanol is 3g：5~7.5ml.
Since above-mentioned technical proposal is used, the present invention has following advantages compared with prior art：Solvent blue 63 of the present invention
The preparation method of dyestuff is solvent by using meta-aminotoluene, with 1- methylamino -4- bromo anthraquinones, alkali metal hydroxide and copper
Salt etc. by a certain percentage with reacted under specific temperature conditions, obtained reaction purity is high, and side reaction is few, and the reaction time is short；
More importantly product crystallization is apparent, uncomplicated laundering, and production washes amount is few.
Specific implementation mode
It is described in detail below in conjunction with to the preferred embodiment of the invention.
Embodiment 1
The present embodiment provides a kind of preparation methods of 63 dyestuff of solvent blue, it includes the following steps：
(a) meta-aminotoluene 120g is added into the reaction vessel of 250ml, sequentially adds 1- methylaminos-under agitation
4- bromo anthraquinones 60g, sodium hydroxide 30g and copper sulphate 0.4g then raise temperature to 100 DEG C, react 7 hours to terminal；
(b) product of step (a) is cooled to 60 DEG C, 100ml methanol is then added and is isolated；30 are cooled to after stirring
DEG C, through being filtered, washed (divide 2~5 washing filter cakes with 100ml methanol, then washed with 500ml, 60 DEG C or so hot water), drying
, product 59.2g is obtained, yield 92%, purity 99%, washes amount is 600mL.
Embodiment 2
The present embodiment provides a kind of preparation methods of 63 dyestuff of solvent blue, it includes the following steps：
(a) meta-aminotoluene 160g is added into the reaction vessel of 250ml, sequentially adds 1- methylaminos-under agitation
4- bromo anthraquinones 60g, sodium hydroxide 40g and copper sulphate 0.8g then raise temperature to 130 DEG C, react 4 hours to terminal；
(b) product of step (a) is cooled to 70 DEG C, 150ml methanol is then added and is isolated；It is cooled to after stirring
50 DEG C, through being filtered, washed (divide 2~5 washing filter cakes with 160ml methanol, then washed with 500ml, 60 DEG C or so hot water), drying
It is dry, product 58.5g is obtained, yield 91%, purity 99%, washes amount is 650mL.
Embodiment 3
The present embodiment provides a kind of preparation methods of 63 dyestuff of solvent blue, it includes the following steps：
(a) meta-aminotoluene 150g is added into the reaction vessel of 250ml, sequentially adds 1- methylaminos-under agitation
4- bromo anthraquinones 60g, sodium hydroxide 35g and copper sulphate 0.5g then raise temperature to 120 DEG C, react 5 hours to terminal；
(b) product of step (a) is cooled to 65 DEG C, 120ml methanol is then added and is isolated；It is cooled to after stirring
35 DEG C, through being filtered, washed (divide 2~5 washing filter cakes with 150ml methanol, then washed with 300ml, 60 DEG C or so hot water), drying
It is dry, product 58.5g is obtained, yield 91%, purity 99%, washes amount is 600mL.
Comparative example 1
This comparative example provides a kind of preparation method of blue 63 dyestuffs of Conventional solvents, it includes the following steps：
(a) meta-aminotoluene 40g, chlorobenzene 160g are added into the reaction vessel of 250ml, sequentially adds 1- under agitation
Methylamino -4- bromo anthraquinones 60g, sodium hydroxide 60g and copper sulphate 0.8g then raise temperature to 130 DEG C, react 10 hours to terminal；
(b) product of step (a) is cooled to 70 DEG C, 160ml methanol is then added and is isolated；It is cooled to after stirring
50 DEG C, through being filtered, washed and (first using 2~5 washing filter cakes of 160ml methanol point, then washed with 1500ml, 60 DEG C of hot water), dry
It is dry, product 54.5g is obtained, yield 85%, purity 97.5%, washes amount is 1600mL.
The above embodiments merely illustrate the technical concept and features of the present invention, and its object is to allow person skilled in the art
Scholar cans understand the content of the present invention and implement it accordingly, and it is not intended to limit the scope of the present invention.It is all according to the present invention
Equivalent change or modification made by Spirit Essence, should be covered by the protection scope of the present invention.
Claims (1)
1. a kind of preparation method of 63 dyestuff of solvent blue, which is characterized in that it includes the following steps：
（a）Meta-aminotoluene is added into reaction vessel, sequentially adds 1- methylamino -4- bromo anthraquinones, alkali metal under agitation
Hydroxide and mantoquita then raise temperature to 100 ~ 130 DEG C, react 4-7 hours to terminal；1- methylaminos -4- the bromo anthraquinones,
The mass ratio of toluidines, alkali metal hydroxide and mantoquita is 6：12~16：3~4：0.04~0.08；The alkali metal hydroxide
For sodium hydroxide or potassium hydroxide, the mantoquita is copper sulphate；
（b）By step（a）Product be cooled to 60 ~ 70 DEG C, then be added methanol isolated；30 ~ 50 DEG C are cooled to after stirring,
Through being filtered, washed, drying；The ratio of the meta-aminotoluene and the methanol is 3g：5~7.5ml.
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| CN201611074318.XA CN106748833B (en) | 2016-11-29 | 2016-11-29 | A kind of preparation method of 63 dyestuff of solvent blue |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611074318.XA CN106748833B (en) | 2016-11-29 | 2016-11-29 | A kind of preparation method of 63 dyestuff of solvent blue |
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| CN106748833A CN106748833A (en) | 2017-05-31 |
| CN106748833B true CN106748833B (en) | 2018-08-03 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5978367A (en) * | 1982-10-27 | 1984-05-07 | Canon Inc | Production of toner |
| US5367075A (en) * | 1986-12-01 | 1994-11-22 | Sumitomo Chemical Company, Limited | Anthrapyridone compounds, their production process and their use |
| WO2011081200A1 (en) * | 2009-12-28 | 2011-07-07 | 大日本印刷株式会社 | Method for producing a lake compound |
| JP2014101486A (en) * | 2012-05-31 | 2014-06-05 | Nippon Kayaku Co Ltd | Dye, composition and colored body |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016204651A (en) * | 2015-04-17 | 2016-12-08 | キヤノン株式会社 | Ink set and sheet for thermal ink-transfer recording |
-
2016
- 2016-11-29 CN CN201611074318.XA patent/CN106748833B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5978367A (en) * | 1982-10-27 | 1984-05-07 | Canon Inc | Production of toner |
| US5367075A (en) * | 1986-12-01 | 1994-11-22 | Sumitomo Chemical Company, Limited | Anthrapyridone compounds, their production process and their use |
| WO2011081200A1 (en) * | 2009-12-28 | 2011-07-07 | 大日本印刷株式会社 | Method for producing a lake compound |
| JP2014101486A (en) * | 2012-05-31 | 2014-06-05 | Nippon Kayaku Co Ltd | Dye, composition and colored body |
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| CN106748833A (en) | 2017-05-31 |
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| PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
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Denomination of invention: Preparation method of solvent blue 63 dye Effective date of registration: 20190521 Granted publication date: 20180803 Pledgee: Tongling state credit financing Company limited by guarantee Pledgor: Anhui Qing Jie Jie Xin new material Co., Ltd. Registration number: 2019340000255 |
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Date of cancellation: 20200720 Granted publication date: 20180803 Pledgee: Tongling state credit financing Company limited by guarantee Pledgor: ANHUI QINGKE RUIJIE NEW MATERIAL Co.,Ltd. Registration number: 2019340000255 |