CN112794830A - Method and application for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride - Google Patents
Method and application for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride Download PDFInfo
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- CN112794830A CN112794830A CN202110119118.6A CN202110119118A CN112794830A CN 112794830 A CN112794830 A CN 112794830A CN 202110119118 A CN202110119118 A CN 202110119118A CN 112794830 A CN112794830 A CN 112794830A
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- epoxypropyltrimethylammonium chloride
- improving
- methanol solution
- agglomeration
- trimethylamine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/36—Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
Abstract
The invention relates to the technical field of fine chemical industry, and particularly discloses a method for improving 2, 3-epoxypropyltrimethylammonium chloride agglomeration and application thereof, wherein the method for improving 2, 3-epoxypropyltrimethylammonium chloride agglomeration is characterized in that potassium ferrocyanide and epichlorohydrin are mixed, then the mixture is cooled, a catalyst sodium trimetaphosphate is added, and then trimethylamine methanol solution is slowly added for reaction to obtain 2, 3-epoxypropyltrimethylammonium chloride, because potassium ferrocyanide is added in the synthesis process of 2, 3-epoxypropyltrimethylammonium chloride, the problems that the 2, 3-epoxypropyltrimethylammonium chloride is easy to absorb moisture, agglomerate, hydrolyze and the like are avoided, the problem that the 2, 3-epoxypropyltrimethylammonium chloride is easy to agglomerate in the storage process in the prior art is solved, 2 is enlarged, the application field of the 3-epoxypropyl trimethyl ammonium chloride improves the using effect and has wide market prospect.
Description
Technical Field
The invention relates to the technical field of fine chemical engineering, in particular to a method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride and application thereof.
Background
2, 3-epoxypropyl trimethyl ammonium chloride is also called glycidol trimethyl ammonium chloride, and 2, 3-epoxypropyl trimethyl ammonium chloride is white solid at normal temperature, and because the molecule contains quaternary ammonium ions and active epoxy groups, the 2, 3-epoxypropyl trimethyl ammonium chloride becomes an important fine chemical intermediate, and can be used as a quaternary ammonium salt type cationic etherifying agent to chemically modify starch, cellulose, chitosan and the like, so that the application range of the 2, 3-epoxypropyl trimethyl ammonium chloride is expanded, and the 2, 3-epoxypropyl trimethyl ammonium chloride can be widely applied to the fields of paper making industry, daily chemical industry, petroleum industry, water treatment industry and the like.
However, 2, 3-epoxypropyltrimethylammonium chloride is easy to agglomerate in the storage process due to the characteristics of high activity, moisture absorption, caking, hydrolysis and the like, so that the application field and the application effect of the 2, 3-epoxypropyltrimethylammonium chloride are limited. Therefore, there is a need to devise a method for improving the caking of 2, 3-epoxypropyltrimethylammonium chloride.
Disclosure of Invention
The embodiment of the invention aims to provide a method for improving caking of 2, 3-epoxypropyltrimethylammonium chloride, so as to solve the problem that the caking phenomenon is easy to occur in the storage process of the 2, 3-epoxypropyltrimethylammonium chloride in the prior art.
In order to achieve the above purpose, the embodiments of the present invention provide the following technical solutions:
a method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, comprising the steps of:
mixing potassium ferrocyanide with epichlorohydrin, cooling to 5-25 ℃, adding a catalyst sodium trimetaphosphate, slowly adding a trimethylamine methanol solution for reaction to obtain 2, 3-epoxypropyltrimethylammonium chloride, and adding potassium ferrocyanide in the synthesis process of the 2, 3-epoxypropyltrimethylammonium chloride to solve the problems of easy moisture absorption, easy caking, easy hydrolysis and the like.
It is another object of embodiments of the present invention to provide a use of the method for improving caking of 2, 3-epoxypropyltrimethylammonium chloride for storing compounds containing quaternary ammonium ions and/or epoxy groups.
Compared with the prior art, the invention has the beneficial effects that:
the embodiment of the invention provides a method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, which comprises the steps of mixing potassium ferrocyanide with epichlorohydrin, cooling, adding a catalyst sodium trimetaphosphate, slowly adding a trimethylamine methanol solution for reaction to obtain the 2, 3-epoxypropyltrimethylammonium chloride, wherein the potassium ferrocyanide is added in the synthesis process of the 2, 3-epoxypropyltrimethylammonium chloride to avoid the problems of easy moisture absorption, easy agglomeration, easy hydrolysis and the like of the 2, 3-epoxypropyltrimethylammonium chloride, and the problem of easy agglomeration of the 2, 3-epoxypropyltrimethylammonium chloride in the prior art is solved; moreover, the introduced trimethylamine methanol solution is easy to control, a large amount of acid is not needed to absorb tail gas, side reaction is basically avoided, the yield is high, the application field of the 2, 3-epoxypropyl trimethyl ammonium chloride is expanded, the use effect is improved, and the market prospect is wide.
Detailed Description
The present invention will be described in further detail with reference to specific examples. The following examples will assist those skilled in the art in further understanding the invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
Various modifications to the precise description of the invention will be readily apparent to those skilled in the art from the information contained herein without departing from the spirit and scope of the appended claims. It is to be understood that the scope of the invention is not limited to the procedures, properties, or components defined, as these embodiments, as well as others described, are intended to be merely illustrative of particular aspects of the invention. Indeed, various modifications of the embodiments of the invention which are obvious to those skilled in the art or related fields are intended to be covered by the scope of the appended claims.
The embodiment of the invention provides a method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, which relates to the field of production of 2, 3-epoxypropyltrimethylammonium chloride, in particular to a production method for solving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride by adding potassium ferrocyanide, and the method specifically comprises the following steps:
mixing potassium ferrocyanide with epichlorohydrin, cooling to 5-25 ℃, adding a catalyst sodium trimetaphosphate, slowly adding a trimethylamine methanol solution for reaction to obtain 2, 3-epoxypropyltrimethylammonium chloride, and adding potassium ferrocyanide in the synthesis process of the 2, 3-epoxypropyltrimethylammonium chloride to solve the problems of easy moisture absorption, easy caking, easy hydrolysis and the like.
As another preferred embodiment of the invention, the mass ratio of the potassium ferrocyanide to the epichlorohydrin to the sodium trimetaphosphate to the trimethylamine methanol solution is 4-20:3000:1-6: 300-500.
As another preferred embodiment of the invention, the mass ratio of the potassium ferrocyanide to the epichlorohydrin to the sodium trimetaphosphate to the trimethylamine methanol solution is 8-10:3000:3-5: 350-450.
Preferably, the mass ratio of the potassium ferrocyanide to the epichlorohydrin to the sodium trimetaphosphate to the trimethylamine methanol solution is 10:3000:4: 400.
As another preferred embodiment of the present invention, the trimethylamine methanol solution is prepared by introducing trimethylamine gas into methanol to form a trimethylamine methanol solution having a concentration of 10 to 50 wt%.
As another preferred embodiment of the present invention, the trimethylamine methanol solution is prepared by introducing trimethylamine gas into methanol to form a trimethylamine methanol solution having a concentration of 20 to 40 wt%.
Preferably, the trimethylamine methanol solution is prepared by introducing trimethylamine gas into methanol to form a trimethylamine methanol solution with a concentration of 30 wt%.
As another preferred embodiment of the present invention, in the method for improving 2, 3-epoxypropyltrimethylammonium chloride agglomeration, the potassium ferrocyanide is mixed with epichlorohydrin and then cooled to 5-25 ℃, specifically, the potassium ferrocyanide is added into a reaction kettle, epichlorohydrin is fed into the reaction kettle, a refrigeration cooling device (a device in the prior art can be adopted, and a specific type is selected according to requirements, and is not limited herein) is started, and the epichlorohydrin is cooled to 5-25 ℃.
As another preferred embodiment of the present invention, in the method for improving the agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, the temperature is reduced to 10-20 ℃.
As another preferred embodiment of the present invention, in the method for improving the caking of 2, 3-epoxypropyltrimethylammonium chloride, further comprising the step of controlling the temperature to be 5-25 ℃ while adding the trimethylamine-methanol solution.
As another preferred embodiment of the present invention, in the method for improving 2, 3-epoxypropyltrimethylammonium chloride agglomeration, the reaction temperature of the reaction is 0-40 ℃ and the reaction time is 1-12 h.
As another preferred embodiment of the present invention, in the method for improving 2, 3-epoxypropyltrimethylammonium chloride agglomeration, the reaction temperature of the reaction is 5-30 ℃ and the reaction time is 1-5 h. Specifically, after the trimethylamine methanol solution is introduced, the temperature in the reaction kettle is controlled to be 5-30 ℃, and the reaction is carried out for 1-5 hours to obtain the 2, 3-epoxypropyltrimethylammonium chloride.
The method for improving the caking of the 2, 3-epoxypropyltrimethylammonium chloride provided by the embodiment of the invention solves the problems of easy moisture absorption, easy caking, easy hydrolysis and the like by adding potassium ferrocyanide in the synthesis process of the 2, 3-epoxypropyltrimethylammonium chloride. Moreover, the method can expand the application field and application effect of the 2, 3-epoxypropyltrimethylammonium chloride.
The embodiment of the invention also provides application of the method for improving the caking of the 2, 3-epoxypropyltrimethylammonium chloride in storage of a compound containing quaternary ammonium ions and/or epoxy groups. Is especially suitable for storing quaternary ammonium salt etherifying agents. Further suitable for the storage and production of quaternary ammonium salt type cation etherifying agents.
As another preferred embodiment of the invention, in the application of the method for improving the caking of the 2, 3-epoxypropyltrimethylammonium chloride in the storage of compounds containing quaternary ammonium ions and/or epoxy groups, the prepared caking of the 2, 3-epoxypropyltrimethylammonium chloride as a solid active cationic etherifying agent can react with various substrates such as starch, cellulose, guar gum, polyacrylamide and the like to produce various products, and can be applied to the fields of paper industry, daily chemical industry, petroleum industry, water treatment industry and the like.
The technical effect of the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to the present invention will be further described below by referring to specific examples.
Example 1
A method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride mainly comprises the following steps:
adding 4kg of potassium ferrocyanide into a reaction kettle, adding 3000kg of epoxy chloropropane into the reaction kettle, starting a freezing and cooling device to cool to 5-25 ℃, adding 4kg of catalyst sodium trimetaphosphate, uniformly stirring, slowly introducing 400kg of trimethylamine methanol solution into the epoxy chloropropane, controlling the temperature to be 5-25 ℃, controlling the temperature to be 5-30 ℃ after the trimethylamine methanol solution is completely introduced, reacting for 1-5h, pumping the suspension of the trimethylamine methanol solution, the epoxy chloropropane and the 2, 3-epoxypropyltrimethylammonium chloride in the reaction system into a filter press, filtering and drying.
Example 2
A method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride mainly comprises the following steps:
adding 10kg of potassium ferrocyanide into a reaction kettle, adding 3000kg of epoxy chloropropane into the reaction kettle, starting a freezing and cooling device to cool to 5-25 ℃, adding 4kg of catalyst sodium trimetaphosphate, uniformly stirring, slowly introducing 400kg of trimethylamine methanol solution into the epoxy chloropropane, controlling the temperature to be 5-25 ℃, controlling the temperature in the reaction kettle to be 5-30 ℃ after the trimethylamine methanol solution is introduced, reacting for 1-5h, pumping the suspension of the trimethylamine methanol solution, the epoxy chloropropane and the 2, 3-epoxypropyltrimethylammonium chloride in the reaction system into a filter press, filtering and drying.
Example 3
A method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride mainly comprises the following steps:
adding 20kg of potassium ferrocyanide into a reaction kettle, adding 3000kg of epoxy chloropropane into the reaction kettle, starting a freezing and cooling device to cool to 5-25 ℃, adding 4kg of catalyst sodium trimetaphosphate, uniformly stirring, slowly introducing 400kg of trimethylamine methanol solution into the epoxy chloropropane, controlling the temperature to be 5-25 ℃, controlling the temperature to be 5-30 ℃ after the trimethylamine methanol solution is completely introduced, reacting for 1-5h, pumping the suspension of the trimethylamine methanol solution, the epoxy chloropropane and the 2, 3-epoxypropyltrimethylammonium chloride in the reaction system into a filter press, filtering and drying.
Example 4
The process was performed in the same manner as in example 1 except that the temperature was decreased to 5 ℃ as compared with example 1 and the temperature was controlled to be 5 ℃ when the trimethylamine methanol solution was slowly introduced into the epichlorohydrin.
Example 5
The process was performed in the same manner as in example 1 except that the temperature was decreased to 25 ℃ in comparison with example 1 and the temperature was controlled to 25 ℃ when the trimethylamine methanol solution was slowly introduced into the epichlorohydrin.
Example 6
The process was performed in the same manner as in example 1, except that the temperature was decreased to 10 ℃ as compared with example 1, and the temperature was controlled to 10 ℃ when the trimethylamine methanol solution was slowly introduced into the epichlorohydrin.
Example 7
The process was performed in the same manner as in example 1, except that the temperature was decreased to 15 ℃ as compared with example 1, and the temperature was controlled to 15 ℃ when the trimethylamine methanol solution was slowly introduced into the epichlorohydrin.
Example 8
The process was performed in the same manner as in example 1, except that the temperature was decreased to 20 ℃ as compared with example 1, and the temperature was controlled to 20 ℃ when the trimethylamine methanol solution was slowly introduced into the epichlorohydrin.
Example 9
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 5 ℃ in comparison with example 1 and the reaction was carried out for 5 hours.
Example 10
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 30 ℃ in comparison with example 1 and the reaction was carried out for 1 hour.
Example 11
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 20 ℃ in comparison with example 1 and the reaction was carried out for 2 hours.
Example 12
The procedure of example 1 was repeated, except that the amount of potassium ferrocyanide added was 4kg, the amount of epichlorohydrin added was 3000kg, the amount of sodium trimetaphosphate catalyst added was 1kg, and the amount of the trimethylamine methanol solution (concentration: 30 wt%) added was 300kg, as compared with example 1.
Example 13
The procedure of example 1 was repeated, except that the amount of potassium ferrocyanide added was 20kg, the amount of epichlorohydrin added was 3000kg, the amount of sodium trimetaphosphate catalyst added was 6kg, and the amount of the trimethylamine methanol solution (concentration: 30 wt%) added was 500kg, as compared with example 1.
Example 14
The procedure of example 1 was repeated, except that the amount of potassium ferrocyanide added was 8kg, the amount of epichlorohydrin added was 3000kg, the amount of sodium trimetaphosphate catalyst added was 3kg, and the amount of the trimethylamine methanol solution (concentration: 30 wt%) added was 350kg, as compared with example 1.
Example 15
The procedure of example 1 was repeated, except that the amount of potassium ferrocyanide added was 10kg, the amount of epichlorohydrin added was 3000kg, the amount of sodium trimetaphosphate catalyst added was 5kg, and the amount of the trimethylamine methanol solution (concentration: 30 wt%) added was 450kg, as compared with example 1.
Example 16
The same as example 12 except that the concentration of the trimethylamine methanol solution was 10 wt% as compared with example 12.
Example 17
The same as example 12 except that the concentration of the trimethylamine methanol solution was 20 wt% as compared with example 12.
Example 18
The same as example 12 except that the concentration of the trimethylamine methanol solution was 40 wt% as compared with example 12.
Example 19
The same as example 12 except that the concentration of the trimethylamine methanol solution was 50 wt% as compared with example 12.
Example 20
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 0 ℃ in comparison with example 1 and the reaction was carried out for 12 hours.
Example 21
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 35 ℃ in comparison with example 1 and the reaction was carried out for 4 hours.
Example 22
The reaction was carried out in the same manner as in example 1 except that the temperature in the reaction vessel was controlled to 40 ℃ in comparison with example 1 and the reaction was carried out for 1 hour.
It should be noted that, compared with the prior art, the method for improving the agglomeration of 2, 3-epoxypropyltrimethylammonium chloride provided by the invention has the following significant advantages: the introduced trimethylamine methanol solution is easy to control, a large amount of acid is not needed to absorb tail gas, meanwhile, side reaction is basically avoided, the yield is high, white particles with high purity and good crystals are obtained, the problems that 2, 3-epoxypropyl trimethyl ammonium chloride is easy to absorb moisture, agglomerate and hydrolyze are solved, the application field is expanded, and the using effect is improved.
While the preferred embodiments of the present invention have been described in detail, the present invention is not limited to the above embodiments, and various changes can be made without departing from the spirit of the present invention within the knowledge of those skilled in the art. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications of the invention may be made without departing from the scope of the invention.
Claims (10)
1. A method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, wherein the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride comprises the following steps:
mixing potassium ferrocyanide with epichlorohydrin, cooling, adding a catalyst sodium trimetaphosphate, and adding a trimethylamine methanol solution for reaction to obtain 2, 3-epoxypropyltrimethylammonium chloride.
2. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein the mass ratio of potassium ferrocyanide, epichlorohydrin, sodium trimetaphosphate and trimethylamine methanol solution is 4-20:3000:1-6: 300-.
3. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 2, wherein the mass ratio of potassium ferrocyanide, epichlorohydrin, sodium trimetaphosphate and trimethylamine methanol solution in the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride is 8-10:3000:3-5: 350-.
4. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein in the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride, the temperature is reduced to 5-25 ℃.
5. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein the trimethylamine methanol solution is prepared by passing trimethylamine gas into methanol to form the trimethylamine methanol solution with a concentration of 10-50 wt.%.
6. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein the trimethylamine methanol solution is prepared by passing trimethylamine gas into methanol to form the trimethylamine methanol solution with a concentration of 20-40 wt.%.
7. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 4, wherein the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride further comprises the step of controlling the temperature to 5-25 ℃ when the trimethylamine methanol solution is added.
8. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein the reaction temperature of the reaction is 0-40 ℃ and the reaction time is 1-12h in the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride.
9. The method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride according to claim 1, wherein the reaction temperature of the reaction is 5-30 ℃ and the reaction time is 1-5h in the method for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride.
10. Use of a method according to any of claims 1 to 9 for improving caking of 2, 3-epoxypropyltrimethylammonium chloride for the storage of compounds containing quaternary ammonium ions and/or epoxy groups.
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| CN202110119118.6A CN112794830A (en) | 2021-01-28 | 2021-01-28 | Method and application for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride |
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| CN202110119118.6A CN112794830A (en) | 2021-01-28 | 2021-01-28 | Method and application for improving agglomeration of 2, 3-epoxypropyltrimethylammonium chloride |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005239455A (en) * | 2004-02-24 | 2005-09-08 | Tomita Pharmaceutical Co Ltd | Production method for sodium chloride particulate excellent in caking prevention effect |
| CN105503777A (en) * | 2015-12-09 | 2016-04-20 | 九江天赐高新材料有限公司 | Preparation method of quaternary ammonium salt GTMAC |
-
2021
- 2021-01-28 CN CN202110119118.6A patent/CN112794830A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005239455A (en) * | 2004-02-24 | 2005-09-08 | Tomita Pharmaceutical Co Ltd | Production method for sodium chloride particulate excellent in caking prevention effect |
| CN105503777A (en) * | 2015-12-09 | 2016-04-20 | 九江天赐高新材料有限公司 | Preparation method of quaternary ammonium salt GTMAC |
Non-Patent Citations (1)
| Title |
|---|
| 刘军海等: "2，3-环氧丙基三甲基氯化铵的合成", 《精细石油化工》 * |
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