CN107188824A - A kind of preparation method of 2 hydroxyethylhydrazine - Google Patents
A kind of preparation method of 2 hydroxyethylhydrazine Download PDFInfo
- Publication number
- CN107188824A CN107188824A CN201710410795.7A CN201710410795A CN107188824A CN 107188824 A CN107188824 A CN 107188824A CN 201710410795 A CN201710410795 A CN 201710410795A CN 107188824 A CN107188824 A CN 107188824A
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- CN
- China
- Prior art keywords
- reaction
- ketazine
- water
- hydroxyethylhydrazines
- monoethanolamine
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C241/00—Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C241/02—Preparation of hydrazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/16—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of hydrazones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a kind of preparation method of 2 hydroxyethylhydrazine, this method is that, using monoethanolamine, ketazine and water as raw material, reaction at a certain temperature prepares 2 hydroxyethylhydrazines.Excessive ketazine and water are added during the course of the reaction so that the monoethanolamine reaction in reaction system is complete, and reaction removes water and ketazine after terminating using vacuum distillation, obtains 2 hydroxyethylhydrazines.Compared with prior art, the inventive method is without using expensive hydrazine hydrate and dangerous larger oxirane, technological operation is simple, equipment investment is few, and energy consumption is low, and reaction yield is high, side reaction is few, the ammonia and acetone that by-product is reclaimed during the course of the reaction are the raw materials for synthesizing ketazine, and reusable edible, production cost is low.
Description
Technical field
The invention belongs to chemosynthesis technical field, and in particular to a kind of preparation method of 2- hydroxyethylhydrazines.
Background technology
2- hydroxyethylhydrazines also known as ethanol hydrazine, are a kind of colourless or faint yellow viscous oily liquids, and soluble in water, ethanol etc. is molten
Agent, is a kind of strong reducible agent.2- hydroxyethylhydrazines are the important intermediate raw materials for synthesizing furazolidone, and plant also is used as in addition
Growth regulator, the stabilizer of polyurethane and polyacrylonitrile, oil well corrosion inhibitor and epoxy curing agent and crosslinking agent
Deng.
The preparation method of current 2- hydroxyethylhydrazines is mainly epoxyethane method, and epoxyethane method is that ethylene oxide gas exist
Hydrazine hydrate solution is slowly passed through under certain temperature and occurs addition reaction, reaction terminates rear vacuum distillation and sloughs most of water and not
The hydrazine hydrate of reaction, then rectification under vacuum obtain 2- hydroxyethylhydrazines.The problem of this method is present and shortcoming are as follows：（1）Due to epoxy
Ethane chemical property is active, and 2- hydroxyethylhydrazines further can occur addition reaction with oxirane and generate many ethanol hydrazines, with hydration
Hydrazine is competitive reaction relation, in order to reduce the generation of side reaction, improves reaction selectivity, generally makes hydrazine hydrate significantly excessive, this
Cost of material is not only increased, the energy consumption for reclaiming hydrazine hydrate is also increased；（2）The inflammable and explosive characteristic of oxirane makes to produce
There is larger potential safety hazard in journey；（3）Hydrazine hydrate it is expensive, cost of material is high, and equipment investment is big, high energy consumption, product matter
Amount is poor, and post processing is complicated, and yield is low（Only 80% or so）.
The content of the invention
In order to overcome the disadvantages mentioned above that prior art is present, the invention provides a kind of technique is simple, safe operation, energy consumption
Low, high income, the new method for preparing 2- hydroxyethylhydrazines that equipment investment is few, production cost is low.
The technical solution adopted by the present invention is：Using monoethanolamine, ketazine and water as raw material, reaction at a certain temperature is made
Standby 2- hydroxyethylhydrazines.Excessive ketazine and water are added during the course of the reaction so that the monoethanolamine in reaction system has reacted
Entirely, the acetone and ammonia produced in course of reaction can be used for synthesis ketazine after being reclaimed using rectifier unit and ammonia recovery unit,
Reaction removes water and ketazine after terminating using vacuum distillation, obtains 2- hydroxyethylhydrazines.
The specific processing step of the inventive method is as follows：Monoethanolamine, ketazine and water are put into reactor, unlatching is stirred
Mix, be heated to 90 DEG C~110 DEG C, the gas for reacting generation is introduced into rectifying column, at 54 DEG C~58 DEG C of tower top temperature
Extraction acetone simultaneously reclaims ammonia, into rectifying column water vapour and ketazine it is condensed after flow back in reactor continue to participate in it is anti-
Should；Controlling reaction temperature is 90 DEG C~110 DEG C, terminates reaction after rectifying column tower top is released without ammonia, by the water in reactor
All steamed with negative pressure with ketazine, obtain 2- hydroxyethylhydrazines.
In above-mentioned steps, the mol ratio of monoethanolamine and ketazine is 1: 1.5~2, and the mass ratio of monoethanolamine and water is 1:
1.5~2.5.Its reaction equation is as follows：
Compared with prior art, the beneficial effects of the invention are as follows：The inventive method is without using expensive hydrazine hydrate and danger
Property larger oxirane, technological operation is simple, and equipment investment is few, and energy consumption is low；Ketazine is with low cost, be readily synthesized, instead
Answer high income（With ketazine rate of collecting more than 90%）, side reaction is few, and the ammonia and acetone that by-product is reclaimed during the course of the reaction are
The raw material of ketazine is synthesized, reusable edible, production cost is low.
Embodiment
Embodiment 1
Monoethanolamine 122g, ketazine 336g and water 168ml are put into the four-hole boiling flask with stirring, thermometer and rectifying column,
The receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 90 DEG C~110 DEG C,
After the gas that reaction is produced enters rectifying column, extraction acetone and ammonia is reclaimed at 54 DEG C~58 DEG C of column top temperature, into essence
Flowed back to after the water vapour and ketazine of fractional distillation column are condensed in flask and continue to participate in reaction；Controlling reaction temperature is 90 DEG C~110
DEG C, terminate reaction after rectifying column receiver is released without ammonia, the water and ketazine in flask are all steamed with negative pressure, obtained
To 2- hydroxyethylhydrazines 146.7g.
Embodiment 2
Monoethanolamine 122g, ketazine 392g and water 244ml are put into the four-hole boiling flask with stirring, thermometer and rectifying column,
The receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 90 DEG C~110 DEG C,
After the gas that reaction is produced enters rectifying column, extraction acetone and ammonia is reclaimed at 54 DEG C~58 DEG C of column top temperature, into essence
Flowed back to after the water vapour and ketazine of fractional distillation column are condensed in flask and continue to participate in reaction；Controlling reaction temperature is 90 DEG C~110
DEG C, terminate reaction after rectifying column receiver is released without ammonia, the water and ketazine in flask are all steamed with negative pressure, obtained
To 2- hydroxyethylhydrazines 147.3g.
Embodiment 3
Monoethanolamine 122g, ketazine 448g and water 280ml are put into the four-hole boiling flask with stirring, thermometer and rectifying column,
The receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 90 DEG C~110 DEG C,
After the gas that reaction is produced enters rectifying column, extraction acetone and ammonia is reclaimed at 54 DEG C~58 DEG C of column top temperature, into essence
Flowed back to after the water vapour and ketazine of fractional distillation column are condensed in flask and continue to participate in reaction；Controlling reaction temperature is 90 DEG C~110
DEG C, terminate reaction after rectifying column receiver is released without ammonia, the water and ketazine in flask are all steamed with negative pressure, obtained
To 2- hydroxyethylhydrazines 147.8g.
Claims (1)
1. a kind of preparation method of 2- hydroxyethylhydrazines, it is characterised in that comprise the following steps：Monoethanolamine, ketazine and water are put
Enter in reactor, open stirring, be heated to 90 DEG C~110 DEG C, the gas for reacting generation is introduced into rectifying column, in tower top
Acetone is produced at 54 DEG C~58 DEG C of temperature and ammonia is reclaimed, into rectifying column water vapour and ketazine it is condensed after flow back to it is anti-
Answer and reaction is continued to participate in kettle；Controlling reaction temperature is 90 DEG C~110 DEG C, terminates anti-after rectifying column tower top is released without ammonia
Should, the water and ketazine in reactor are all steamed with negative pressure, 2- hydroxyethylhydrazines are obtained；In above-mentioned steps, monoethanolamine and
The mol ratio of ketazine is 1: 1.5~2, and the mass ratio of monoethanolamine and water is 1: 1.5~2.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710410795.7A CN107188824A (en) | 2017-06-04 | 2017-06-04 | A kind of preparation method of 2 hydroxyethylhydrazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710410795.7A CN107188824A (en) | 2017-06-04 | 2017-06-04 | A kind of preparation method of 2 hydroxyethylhydrazine |
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| Publication Number | Publication Date |
|---|---|
| CN107188824A true CN107188824A (en) | 2017-09-22 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710410795.7A Withdrawn CN107188824A (en) | 2017-06-04 | 2017-06-04 | A kind of preparation method of 2 hydroxyethylhydrazine |
Country Status (1)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107118123A (en) * | 2017-06-07 | 2017-09-01 | 李博强 | A kind of method for preparing 2 hydroxyethylhydrazines |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101367764A (en) * | 2007-08-17 | 2009-02-18 | 长沙理工大学 | Novel synthesis process for 5-amino-1-hydroxyethyl pyrazole or the like |
| CN106278935A (en) * | 2016-08-12 | 2017-01-04 | 安徽国星生物化学有限公司 | A kind of synthetic method to chlorophenyl hydrazine |
| CN106674059A (en) * | 2017-01-03 | 2017-05-17 | 李亚杉 | Synthesis method of carbohydrazide |
-
2017
- 2017-06-04 CN CN201710410795.7A patent/CN107188824A/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101367764A (en) * | 2007-08-17 | 2009-02-18 | 长沙理工大学 | Novel synthesis process for 5-amino-1-hydroxyethyl pyrazole or the like |
| CN106278935A (en) * | 2016-08-12 | 2017-01-04 | 安徽国星生物化学有限公司 | A kind of synthetic method to chlorophenyl hydrazine |
| CN106674059A (en) * | 2017-01-03 | 2017-05-17 | 李亚杉 | Synthesis method of carbohydrazide |
Non-Patent Citations (1)
| Title |
|---|
| 周银根: "丙酮连氮法反应精馏肼提纯工艺的构想", 《氯碱工业》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107118123A (en) * | 2017-06-07 | 2017-09-01 | 李博强 | A kind of method for preparing 2 hydroxyethylhydrazines |
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| PB01 | Publication | ||
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| WW01 | Invention patent application withdrawn after publication | ||
| WW01 | Invention patent application withdrawn after publication |
Application publication date: 20170922 |