CN103896781A - Preparation method of benzyltriethylammonium chloride - Google Patents
Preparation method of benzyltriethylammonium chloride Download PDFInfo
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- CN103896781A CN103896781A CN201410115062.7A CN201410115062A CN103896781A CN 103896781 A CN103896781 A CN 103896781A CN 201410115062 A CN201410115062 A CN 201410115062A CN 103896781 A CN103896781 A CN 103896781A
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Abstract
The invention discloses a preparation method of benzyltriethylammonium chloride, and belongs to the technical field of synthesis of the benzyltriethylammonium chloride. The method comprises the following steps: carrying out a quaternized addition reaction on triethylamine and benzyl chloride which are taken as raw materials by adding acetone taken as a solvent in reaction and dissolving processes; and dissolving, filtering and drying so as to the benzyltriethylammonium chloride. According to the method, the single solvent, namely, the acetone is used, so that the reaction temperature is obviously decreased and energy sources are saved. The whole synthesis reaction is moderate; the process control and the pretreatment are convenient to carry out; the single solvent, namely, the acetone can be repeatedly recycled. The benzyltriethylammonium chloride is less in impurity and high in yield; the generation of waste residues, waste gas and wastewater in the whole process is greatly reduced. Thus, the production cost is obviously lowered. Therefore, the method for synthesizing the benzyltriethylammonium chloride is efficient, environmental friendly and less in energy consumption, thereby being favorable for large-scale industrial production.
Description
Technical field
The present invention relates to a kind of preparation method of triethyl benzyl ammonia chloride, belong to triethyl benzyl ammonia chloride synthesis technical field.
Background technology
Triethyl benzyl ammonia chloride is benzyl quaternary ammonium salt cationic surfactant, is a kind of broad-spectrum phase-transfer catalyst, conventionally, taking triethylamine and Benzyl Chloride as raw material, obtains by quaternary ammoniated addition reaction.
The at present domestic existing report of preparing triethyl benzyl ammonia chloride, wherein solvent adopts ethylene dichloride, Virahol, dehydrated alcohol, ethyl acetate, sherwood oil, pimelinketone and strong polar aprotic solvent DMF etc., selection that now there are some researches show this solvent is most important, as require solvent good and poorly soluble to product to material dissolution, the partially slow and speed of response of ethylene dichloride isopolarity solvent of low polar solvent speed of response is very fast etc., but existing studies show that, while adopting existing solvent, the temperature of back flow reaction is all more than 80 DEG C, while adopting sherwood oil or DMF, reflux temperature has even exceeded 100 DEG C, use in addition the triethyl benzyl ammonia chloride preparation method of existing all kinds of SOLVENTS, product yield is not significantly improved, but all exist in varying degrees more than the three wastes and be not effectively addressed, product preparation cost is high, the problems such as industrializing implementation difficulty is large.
Summary of the invention
The object of the present invention is to provide a kind of method of preparing triethyl benzyl ammonia chloride, to overcome existing preparation method's deficiency, significantly reduce energy consumption, improve yield, reduce the generation of the three wastes.
Technical scheme of the present invention is as follows: with triethylamine and Benzyl Chloride be starting raw material, in the reaction process of triethylamine and Benzyl Chloride, use acetone, through quaternary ammoniated addition reaction, dissolving, filtration, dryly obtain triethyl benzyl ammonia chloride, specifically comprise the following steps:
1) in the there-necked flask that has electric stirring, thermometer, reflux condensing tube, add part acetone solvent, triethylamine and Benzyl Chloride to carry out heated and stirred, reaction rotating speed is controlled at 300～400r/min, 60～66 DEG C of temperature of reaction, reaction times 8～10h; Then naturally cool to room temperature;
2) in above-mentioned reaction solution, add part acetone solvent, dissolve;
3), while the reaction test solution after dissolving being cooled to 5 DEG C, filter, dry, obtain triethyl benzyl ammonia chloride.
The part acetone consumption adding in above-mentioned reaction is 1.05～1.2 times of triethylamine weight, and the part acetone consumption that dissolving adds is 1.9～2.1 times of triethylamine weight.
Above-mentioned Benzyl Chloride consumption is 1.25～1.35 times of triethylamine weight, and above-mentioned acetone, triethylamine, Benzyl Chloride are chemical pure product.
In addition, the acetone in technique can also use the acetone solvent that in preparation technology, filter progress reclaims, and so not only saves cost, reduces consumption, can also further improve product yield.
Prior art thinks that acetone is best recrystallisation solvent, and implies that acetone kind solvent is not suitable in the reaction process of triethylamine and Benzyl Chloride.Technique of the present invention adds acetone in the reaction process of triethylamine and Benzyl Chloride, significantly reduce back flow reaction temperature, the present invention also continues to use acetone in the dissolving crystallized process of triethyl benzyl ammonia chloride, the use of acetone single solvent, not only product impurity is few, the recovery and the recycling that are also more conducive to solvent, three waste products significantly reduce, and have also further reduced preparation cost simultaneously.
The invention has the beneficial effects as follows:
The method temperature of reaction is low, and reaction relaxes, less energy consumption; convenient post-treatment; use acetone single solvent, impurity is few, greatly reduces the amount of the three wastes; the all right recycling of solvent mother liquor; product yield is high, and production cost is low, is a kind of method of efficient, eco-friendly synthetic triethyl benzyl ammonia chloride; be conducive to large-scale production application, there are good economic results in society.
Brief description of the drawings
Fig. 1 is preparation technology's schema of the present invention.
Embodiment
Further illustrate the solution of the present invention and effect below in conjunction with case study on implementation.
Embodiment 1:
In the there-necked flask that has electric stirring, thermometer, reflux condensing tube, add acetone 110g, triethylamine 101g and Benzyl Chloride 133g to carry out heated and stirred, reaction rotating speed is controlled at 300～400r/min, 60～66 DEG C of temperature of reaction, reaction times 8～10h, then naturally cool to room temperature, add acetone 202g to dissolve, be then cooled to 5 DEG C, filter, to filter excess dry, obtain triethyl benzyl ammonia chloride, measuring and calculating yield is 86%, and measuring fusing point is 190～191 DEG C.The filtrate that above-mentioned filtration obtains is as reclaiming acetone solvent recycling.
Embodiment 2:
In the there-necked flask that has electric stirring, thermometer, reflux condensing tube, add acetone 110g, triethylamine 101g and Benzyl Chloride 133g to carry out heated and stirred, reaction rotating speed is controlled at 300～400r/min, 60～66 DEG C of temperature of reaction, reaction times 8～10h, then naturally cool to room temperature, add the acetone 202g reclaiming in embodiment 1 to dissolve, be then cooled to 5 DEG C, filter, to filter excess dry, obtain triethyl benzyl ammonia chloride, measuring and calculating yield is 87.5%, measures 190～191 DEG C of fusing points.The filtrate that above-mentioned filtration obtains is as reclaiming acetone solvent recycling.
Embodiment 3:
Acetone 110g, the triethylamine 101g and the Benzyl Chloride 133g that add above-described embodiment in the there-necked flask that has electric stirring, thermometer, reflux condensing tube in, reclaim carry out heated and stirred, reaction rotating speed is controlled at 300～400r/min, 60～66 DEG C of temperature of reaction, reaction times 8～10h, then naturally cool to room temperature, add the acetone 202g reclaiming in above-described embodiment to dissolve, then be cooled to 5 DEG C, filter, to filter excess dry, obtain triethyl benzyl ammonia chloride, measuring and calculating yield is 89.5%, measures 190～191 DEG C of fusing points.The filtrate that above-mentioned filtration obtains is as reclaiming acetone solvent recycling.
Claims (6)
1. a preparation method for triethyl benzyl ammonia chloride, adopting triethylamine and Benzyl Chloride is raw material, it is characterized in that having used acetone in the reaction process of triethylamine and Benzyl Chloride.
2. the preparation method of triethyl benzyl ammonia chloride according to claim 1, is characterized in that present method comprises the following steps:
1) in the there-necked flask that has electric stirring, thermometer, reflux condensing tube, add part acetone solvent, triethylamine and Benzyl Chloride, start heated and stirred, rotating speed is controlled at 300～400r/min; Temperature of reaction is controlled at 60～66 DEG C, reaction 8～10h; Then naturally cool to room temperature;
2) in above-mentioned reaction solution, add part acetone solvent, dissolve;
3), while the reaction test solution after dissolving being cooled to 5 DEG C, filter, dry, obtain triethyl benzyl ammonia chloride.
3. method according to claim 1, is characterized in that the part acetone consumption adding in reaction is 1.05～1.2 times of triethylamine weight, and the part acetone consumption that dissolving adds is 1.9～2.1 times of triethylamine weight.
4. the preparation method of triethyl benzyl ammonia chloride according to claim 1, is characterized in that Benzyl Chloride consumption is 1.25～1.35 times of triethylamine weight.
5. the preparation method of triethyl benzyl ammonia chloride according to claim 1 and 2, is characterized in that described acetone, triethylamine, Benzyl Chloride are chemical pure product.
6. method according to claim 1 and 2, is characterized in that acetone used is the acetone that in claim 2, filter progress reclaims.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201410115062.7A CN103896781A (en) | 2014-03-25 | 2014-03-25 | Preparation method of benzyltriethylammonium chloride |
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| CN201410115062.7A CN103896781A (en) | 2014-03-25 | 2014-03-25 | Preparation method of benzyltriethylammonium chloride |
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| CN103896781A true CN103896781A (en) | 2014-07-02 |
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| CN201410115062.7A Pending CN103896781A (en) | 2014-03-25 | 2014-03-25 | Preparation method of benzyltriethylammonium chloride |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105646238A (en) * | 2016-01-08 | 2016-06-08 | 广东工业大学 | Synthesis method and application of quaternary ammonium salt (tetradecyl-dimethyl-benzyl ammonium chloride) |
| CN106565632A (en) * | 2016-11-16 | 2017-04-19 | 青海百能汇通新能源科技有限公司 | Process and device for synthesis of quaternary ammonium salt |
| CN107118112A (en) * | 2017-05-09 | 2017-09-01 | 枣阳市残联福利生物化工厂 | A kind of preparation method for producing mandelic acid triethylbenzyl ammonium salt |
| CN109553536A (en) * | 2017-09-27 | 2019-04-02 | 湖北葛店人福药用辅料有限责任公司 | A kind of synthetic method of fatty alkyl dimethylbenzyl based quaternary ammonium salt |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD208147A1 (en) * | 1981-12-17 | 1984-03-28 | Runge Hans Joachim | METHOD FOR THE TECHNICAL PREPARATION OF TRIETHYLBENZYLAMMONIUM CHLORIDE |
| DD283497A7 (en) * | 1988-07-29 | 1990-10-17 | Veb Arzneimittelwerk Dresden,Dd | PROCESS FOR PREPARING TRIETHYLBENZYLAMMONIUM CHLORIDE |
-
2014
- 2014-03-25 CN CN201410115062.7A patent/CN103896781A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD208147A1 (en) * | 1981-12-17 | 1984-03-28 | Runge Hans Joachim | METHOD FOR THE TECHNICAL PREPARATION OF TRIETHYLBENZYLAMMONIUM CHLORIDE |
| DD283497A7 (en) * | 1988-07-29 | 1990-10-17 | Veb Arzneimittelwerk Dresden,Dd | PROCESS FOR PREPARING TRIETHYLBENZYLAMMONIUM CHLORIDE |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105646238A (en) * | 2016-01-08 | 2016-06-08 | 广东工业大学 | Synthesis method and application of quaternary ammonium salt (tetradecyl-dimethyl-benzyl ammonium chloride) |
| CN106565632A (en) * | 2016-11-16 | 2017-04-19 | 青海百能汇通新能源科技有限公司 | Process and device for synthesis of quaternary ammonium salt |
| CN107118112A (en) * | 2017-05-09 | 2017-09-01 | 枣阳市残联福利生物化工厂 | A kind of preparation method for producing mandelic acid triethylbenzyl ammonium salt |
| CN109553536A (en) * | 2017-09-27 | 2019-04-02 | 湖北葛店人福药用辅料有限责任公司 | A kind of synthetic method of fatty alkyl dimethylbenzyl based quaternary ammonium salt |
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Application publication date: 20140702 |