CN108191683A - The pipeline preparation method of N, N- dihydroxy ethyl -4- nitrosoanilines - Google Patents
The pipeline preparation method of N, N- dihydroxy ethyl -4- nitrosoanilines Download PDFInfo
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- CN108191683A CN108191683A CN201810029524.1A CN201810029524A CN108191683A CN 108191683 A CN108191683 A CN 108191683A CN 201810029524 A CN201810029524 A CN 201810029524A CN 108191683 A CN108191683 A CN 108191683A
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- China
- Prior art keywords
- nitrosoanilines
- dihydroxy
- dihydroxy ethyl
- pipeline
- nitrosation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of pipeline preparation methods of 4 nitrosoaniline of N dihydroxy ethyls, include the following steps：(1) material solution is prepared：Using N dihydroxy ethyls aniline as raw material, hydrochloric acid is added in, dissolving clarification is spare in water；(2) nitrosation agent is prepared：Sodium nitrite is added to the water, and it is spare to dissolve clarification；(3) nitrosation：Material solution and nitrosation agent first pass through mixer with metering pump and enter back into pipeline reactor reaction in proportion；(4) it saltouts：Refined salt is added in reaction solution, keeps the temperature and is precipitated under low temperature, 4 nitrosoaniline of N dihydroxy ethyls is obtained by filtration.The present invention reduces the reaction time while product quality quality is improved, reduces cost, safety easy to operate, cleans production, environmental protection, high efficiency, product is made to be more suitable for producing in enormous quantities.
Description
Technical field
The present invention relates to a kind of preparation method of chemical intermediate, more particularly, to a kind of high-quality and simple and practicable N,
The pipeline preparation method of N- dihydroxy ethyl -4- nitrosoanilines.
Background technology
N, N- dihydroxy ethyl -4- nitrosoanilines are a kind of important chemical industry, medicine intermediate, available for dyestuff, hair dyeing
The multiple fields such as agent, medicine, pesticide material.
About N, the preparation method of N- dihydroxy ethyl -4- nitrosoanilines reports less, Chinese patent CN103044272A
Disclose a kind of preparation method of 4- nitrosos-N- ethyl-N hydroxyethyl aniline：Using N- ethyl-N hydroxyethyls aniline as raw material,
Using water or sodium-chloride water solution as solvent, using hydrochloric acid and sodium nitrite in aqueous solution as nitrosification agent, carried out at -5~10 DEG C sub-
Nitration reaction generates 4- nitroso-N- ethyl-N hydroxyethyl hydrochlorides, and 4- nitroso-N- ethyl-N hydroxyethyl hydrochlorides are adopted
It is salted out with hydrochloric acid or organic solvent extraction processing, obtains 4- nitroso-N- ethyl-N hydroxyethyl aniline.Although the above method
Obtained 4- nitroso-N- ethyl-N hydroxyethyl aniline purity is high, and moisture content is extremely low, anti-with isocyanatopropyl triethoxysilane
Answering property is good, and obtained adhesive compositional purity is high, has good caking property between high molecular polymer and glass, still
This route is complicated for operation, and yield is low, and the reaction time is long, is not easy industrialized production.
Invention content
Of the existing technology in order to overcome the problems, such as, the present invention provides a kind of new green and the N of highly effective and safe, N- bis-
The pipeline preparation method of ethoxy -4- nitrosoanilines.
The pipeline preparation method of a kind of N, N- dihydroxy ethyl -4- nitrosoanilines, includes the following steps：
(1) material solution is prepared：With N, N- dihydroxy ethyls aniline is raw material, adds in hydrochloric acid, and dissolving clarification is spare in water；
(2) nitrosation agent is prepared：Sodium nitrite is added to the water, and it is spare to dissolve clarification；
(3) nitrosation：Material solution and nitrosation agent first pass through mixer with metering pump and enter back into pipe reaction in proportion
Device reacts；
(4) it saltouts：Refined salt is added in reaction solution, keeps the temperature and is precipitated under low temperature, N- dihydroxy ethyl -4- nitrosos are obtained by filtration
Aniline.
Preferably, in step (1), N, N- dihydroxy ethyls aniline, hydrochloric acid, water weight ratio be：1：1~3：1~3.
Preferably, in step (2), sodium nitrite, water weight ratio be：1：1~4.
Preferably, in step (3), material solution metering pump is fed with 15~45ml/min, nitrosation agent metering
Pump is fed with 5~15ml/min.
Preferably, pipeline reactor reaction temperature is -10~10 DEG C.
Preferably, the charge ratio of material solution and nitrosation agent is 1~4：1.
Preferably, in step (4), N, N- dihydroxy ethyls aniline, refined salt weight ratio be 1：0.1~0.2.
Preferably, cryogenic temperature described in step (4) is -5~5 DEG C.
Preferably, the pipeline preparation method of the N, N- dihydroxy ethyl -4- nitrosoanilines, including following steps
Suddenly：
(1) material solution is prepared：In the 2000ml four-hole boiling flasks equipped with thermometer, blender, N, N- bis- are sequentially added
Hydroxyethylaniline 408g, water 720ml, hydrochloric acid 720ml stir to clarify spare；
(2) nitrosation agent is prepared：In the 1000ml four-hole boiling flasks equipped with thermometer, blender, nitrous acid is sequentially added
Sodium 180g, water 408g stir to clarify spare；
(3) nitrosation：It, with 11.25ml/min into nitrosation agent solution, is passed through into material solution with 30ml/min with metering pump
It flows into after mixer and is reacted in -5 DEG C of pipeline reactor；
(4) it saltouts：60g refined salt is added in reaction solution, 1h is kept the temperature at 0~2 DEG C, filtering obtains N, and N- dihydroxy ethyls -4- is sub-
Nitroaniline.
Synthetic route of the present invention is as follows：
The present invention reduces the reaction time while product quality quality is improved, reduces cost, safety easy to operate, makes production
Product production cleans, environmental protection, high efficiency, and product is made to be more suitable for producing in enormous quantities.
Specific embodiment
With reference to specific embodiment, the invention will be further described, but invention which is intended to be protected is not limited to
This.
Embodiment 1
In the 2000ml four-hole boiling flasks equipped with thermometer, blender, N, N- dihydroxy ethyl aniline 408g, water are sequentially added
720ml, hydrochloric acid 720ml stir to clarify spare.In the 1000ml four-hole boiling flasks equipped with thermometer, blender, sequentially add
Sodium nitrite 180g, water 408g stir to clarify spare.With metering pump with 30ml/min into material solution, with 11.25ml/min
Into nitrosation agent solution, flow into after mixer and reacted in -5 DEG C of pipeline reactor.60g refined salt is added in reaction solution, 0
~2 DEG C of heat preservation 1h, filtering obtain N, N- dihydroxy ethyl -4- nitrosoaniline 464.28g, product I R and N, N- dihydroxy ethyl -4-
Nitrosoaniline standard spectrogram is consistent, yield 98.26%, purity 99.70%.
Embodiment 2~9
Concrete operations change different parameters condition and the results are shown in Table 1 with reference to embodiment 1：
Table 1
Claims (9)
1. the pipeline preparation method of a kind of N, N- dihydroxy ethyl -4- nitrosoanilines, it is characterised in that include the following steps：
(1) material solution is prepared：With N, N- dihydroxy ethyls aniline is raw material, adds in hydrochloric acid, and dissolving clarification is spare in water；
(2) nitrosation agent is prepared：Sodium nitrite is added to the water, and it is spare to dissolve clarification；
(3) nitrosation：Material solution and nitrosation agent first pass through mixer with metering pump in proportion, and to enter back into pipeline reactor anti-
It should；
(4) it saltouts：Refined salt is added in reaction solution, keeps the temperature and is precipitated under low temperature, N, N- dihydroxy ethyl -4- nitrosobenzenes is obtained by filtration
Amine.
2. the pipeline preparation method of N according to claim 1, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：In step (1), N, N- dihydroxy ethyls aniline, hydrochloric acid, water weight ratio be 1：1~3：1~3.
3. the pipeline preparation method of N according to claim 1, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：In step (2), sodium nitrite, water weight ratio be 1：1~4.
4. the pipeline preparation method of N according to claim 1, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：In step (3), material solution metering pump is fed with 15~45ml/min, and nitrosation agent metering pump is with 5~15ml/min
Charging.
5. the pipeline preparation method of N according to claim 4, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：Pipeline reactor reaction temperature is -10~10 DEG C.
6. the pipeline preparation method of N according to claim 4, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：The charge ratio of material solution and nitrosation agent is 1~4：1.
7. the pipeline preparation method of N according to claim 1, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：In step (4), N, N- dihydroxy ethyls aniline, refined salt weight ratio be 1：0.1~0.2.
8. the pipeline preparation method of N according to claim 7, N- dihydroxy ethyl -4- nitrosoanilines, feature exist
In：Cryogenic temperature described in step (4) is -5~5 DEG C.
9. the pipeline preparation method of N according to claim 1, N- dihydroxy ethyl -4- nitrosoanilines, it is characterised in that
Include the following steps：
(1) material solution is prepared：In the 2000ml four-hole boiling flasks equipped with thermometer, blender, N, N- dihydroxy second are sequentially added
Base aniline 408g, water 720ml, hydrochloric acid 720ml stir to clarify spare；
(2) nitrosation agent is prepared：In the 1000ml four-hole boiling flasks equipped with thermometer, blender, sodium nitrite is sequentially added
180g, water 408g stir to clarify spare；
(3) nitrosation：With metering pump with 30ml/min into material solution, with 11.25ml/min into nitrosation agent solution, through mixing
It flows into after device and is reacted in -5 DEG C of pipeline reactor；
(4) it saltouts：60g refined salt is added in reaction solution, 1h is kept the temperature at 0~2 DEG C, filtering obtains N, N- dihydroxy ethyl -4- nitrosos
Aniline.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810029524.1A CN108191683A (en) | 2018-01-12 | 2018-01-12 | The pipeline preparation method of N, N- dihydroxy ethyl -4- nitrosoanilines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810029524.1A CN108191683A (en) | 2018-01-12 | 2018-01-12 | The pipeline preparation method of N, N- dihydroxy ethyl -4- nitrosoanilines |
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| Publication Number | Publication Date |
|---|---|
| CN108191683A true CN108191683A (en) | 2018-06-22 |
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ID=62588748
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810029524.1A Pending CN108191683A (en) | 2018-01-12 | 2018-01-12 | The pipeline preparation method of N, N- dihydroxy ethyl -4- nitrosoanilines |
Country Status (1)
| Country | Link |
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| CN (1) | CN108191683A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3970423A (en) * | 1971-10-04 | 1976-07-20 | Clairol Incorporated | Oxidative hair dye compositions |
| CN103044272A (en) * | 2012-12-08 | 2013-04-17 | 浙江鼎龙科技有限公司 | Preparation method of 4-nitroso-N-ethyl-N-hydroxyethyl aniline |
-
2018
- 2018-01-12 CN CN201810029524.1A patent/CN108191683A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3970423A (en) * | 1971-10-04 | 1976-07-20 | Clairol Incorporated | Oxidative hair dye compositions |
| CN103044272A (en) * | 2012-12-08 | 2013-04-17 | 浙江鼎龙科技有限公司 | Preparation method of 4-nitroso-N-ethyl-N-hydroxyethyl aniline |
Non-Patent Citations (1)
| Title |
|---|
| 张海江: "管道化反应器合成乙二胺的工艺研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
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Address after: 311228 Linjiang Industrial Park, Xiaoshan District, Zhejiang, Hangzhou Applicant after: Zhejiang DINGLONG Technology Co.,Ltd. Address before: 311228 Linjiang Industrial Park, Xiaoshan District, Zhejiang, Hangzhou Applicant before: ZHEJIANG DINGLONG TECHNOLOGY Co.,Ltd. |
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Application publication date: 20180622 |
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