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Ethyl laurate synthesis method taking deep eutectic solvent based on benzyltrimethylammonium chloride as catalyst

A technology of benzyltrimethylammonium chloride and low eutectic solvent, which is applied in the field of organic chemical industry synthesis, can solve the problems of difficult separation of subsequent products, many side reactions in the preparation process, environmental pollution, etc., and achieves stable reuse performance and catalytic performance. The effect of high activity and lower production cost

Pending Publication Date: 2020-04-21
EAST CHINA UNIV OF SCI & TECH
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  • Abstract
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Problems solved by technology

[0003] The traditional preparation process of ethyl laurate usually uses concentrated sulfuric acid as a catalyst, but the preparation process has many side reactions, difficult separation of subsequent products, and serious environmental pollution, which does not meet the requirements of today's green environmental protection. Therefore, researchers are committed to green The research and development of the environmentally friendly and efficient preparation process of ethyl laurate has successively been reported in the literature using heteropolyacids and solid superacids as catalysts to prepare ethyl laurate

Method used

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Examples

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Effect test

preparation example Construction

[0011] Preparation of Deep Eutectic Solvent Catalyst BAC-DES

[0012] Weigh 5.57g (0.03 mol) of benzyltrimethylammonium chloride and 15.50g (0.09 mol) of p-toluenesulfonic acid, respectively, and dry them under vacuum at 65°C for 1 h, then mix them and dry them at 70 Stir the reaction at ℃ to a clear and transparent solution, and the product obtained from the reaction is the deep eutectic solvent catalyst BAC-DES. Place the BAC-DES in a silica gel desiccator for later use.

Embodiment 1

[0014] Weigh 20.03g (0.1mol) of lauric acid and 6.91g (0.15mol) of absolute ethanol respectively and add them into a three-necked flask, stir and heat to 70°C, then add 1.08g of catalyst BAC-DES into the three-necked flask The reaction was carried out at 500 rpm, and the reaction time was 5 h. After the reaction, the reaction solution was separated into water and oil phases through a separatory funnel while it was hot, and the water phase was vacuum-dried at 65 °C to recover the catalyst. The oil phase is distilled at atmospheric pressure to remove excess ethanol, and then distilled under reduced pressure (temperature 100°C~105°C, pressure 250 Pa~300 Pa) to collect fractions, which are dried with anhydrous calcium chloride and identified by GC-MS It is ethyl laurate with a yield of 85.66%.

Embodiment 2

[0016] Weigh 20.03g (0.1mol) of lauric acid and 9.21g (0.2mol) of absolute ethanol respectively and add them into a three-necked flask, stir and heat to 80°C, then add 0.59g of catalyst BAC-DES into the three-necked flask The reaction was carried out at 500 rpm, and the reaction time was 3.5 h. After the reaction, the reaction solution was separated into water and oil phases through a separatory funnel while it was hot, and the water phase was vacuum-dried at 65 °C to recover the catalyst. The oil phase is distilled at atmospheric pressure to remove excess ethanol, and then distilled under reduced pressure (temperature 95°C~100°C, pressure 200 Pa~250 Pa) to collect fractions, which are dried with anhydrous calcium chloride and identified by GC-MS It is ethyl laurate with a yield of 86.73%.

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Abstract

The invention discloses an ethyl laurate synthesis method taking a deep eutectic solvent BAC-DES based on benzyltrimethyl ammonium chloride as a catalyst. The catalyst BAC-DES is prepared by mixing and reacting benzyltrimethylammonium chloride and p-toluenesulfonic acid according to a molar ratio of 1:3. The ethyl laurate is prepared by carrying out an esterification reaction on lauric acid and excessive anhydrous ethanol at a certain temperature, and sequentially carrying out phase separation, atmospheric distillation, reduced pressure distillation and the like. The eutectic solvent BAC-DES is used as the catalyst for an esterification reaction, has a series of advantages of high catalytic activity, easiness in separation from a reaction system, stable reusability, mild reaction conditions and the like, and greatly reduces the production cost of ethyl laurate while meeting the requirements of a green synthesis process.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and relates to a method for preparing organic chemical ethyl laurate, in particular to a method for catalytically synthesizing ethyl laurate by using a deep eutectic solvent. Background technique [0002] Ethyl laurate, also known as dodecyl ethyl ester, is a colorless or light yellow oily liquid with a special fruity smell. It is widely used in many fields, such as food and daily chemicals. It is widely used as flavor and fragrance, and also as lubricant, plasticizer, softener and organic synthesis intermediate. [0003] The traditional preparation process of ethyl laurate usually uses concentrated sulfuric acid as a catalyst, but the preparation process has many side reactions, difficult separation of subsequent products, and serious environmental pollution, which does not meet the requirements of today's green environmental protection. Therefore, researchers are committed to green In...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/24B01J31/02
CPCC07C67/08B01J31/0239B01J31/0225B01J2231/49C07C69/24
Inventor 曾作祥江珊周志远薛为岚李坤曹艺飞
Owner EAST CHINA UNIV OF SCI & TECH
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