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Application of ionic liquid in bromoethane preparation

A technology of ionic liquid and ethyl bromide, applied in the field of green chemistry, can solve the problems of backward technology, environmental pollution, by-product dilute sulfuric acid, etc., and achieve the effect of simple post-processing, environmental friendliness and high efficiency

Active Publication Date: 2015-06-03
SHANGYU NHU BIOCHEM IND +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These methods all have shortcomings, such as: a large amount of dilute sulfuric acid is produced by-product, the utilization rate of equipment is low, and the environmental protection treatment is relatively complicated
[0005] The solid acid catalysis method is susceptible to the catalyst failure process and affects the yield of ethyl bromide. At the same time, the synthesis and regeneration process of the catalyst is complicated, which affects the promotion of the process.
[0006] In summary, the existing technology for preparing ethyl bromide is backward, the production cost is high, and the production of ethyl bromide is limited by causing pollution to the environment.

Method used

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  • Application of ionic liquid in bromoethane preparation
  • Application of ionic liquid in bromoethane preparation
  • Application of ionic liquid in bromoethane preparation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-13

[0049] The synthesis steps of ionic liquid IL1-IL13 are as follows: N-methylimidazole, pyridine, N-methylmorphine, N-methylpyrrole and other cyclic tertiary amine compounds (referred to as cyclic tertiary amine) and excess chlorine N-butane was refluxed in toluene for 48 hours, and the obtained chloride salt was mixed with KBF respectively 4 、KPF 6 、CH 3 COOK, KHSO 4 , Potassium p-toluenesulfonate (p-TSAK) and other potassium salts are subjected to ion exchange reactions, and the obtained products are filtered and desolubilized, CH 2 Cl 2 The ionic liquids IL1-IL13 were obtained by extraction, vacuum drying, etc., and the reaction conditions and results are shown in Table 1.

Embodiment 14-15

[0051]The synthesis steps of ionic liquid IL14-IL15 are as follows: N-methyl-2-pyrrolidone, concentrated sulfuric acid, p-toluenesulfonic acid, etc. were heated to 50°C for 2 hours at a molar ratio of 1:1, and the product was washed with ethyl acetate for 3 hours after cooling. After vacuum drying, the products N-methylpyrrolidone bisulfate IL14 and N-methylpyrrolidone p-toluenesulfonate IL15 were obtained.

[0052] The reaction conditions and the result of table 1 embodiment 1~13

[0053]

[0054] The structures of the obtained ionic liquids IL1-IL15 are shown in the following formula:

[0055]

Embodiment 16-33

[0057] Embodiment 16-33 has investigated under different catalyst action, and ethanol and hydrobromic acid reaction prepare bromoethane, and its steps are as follows: in 500ml flask, add the hydrobromic acid of 270g60% and 40g protonic acid catalyst or ionic liquid, maintain material temperature At about 30°C, while stirring, add 120g of 95% ethanol dropwise to the system. Seal the reaction flask and place it in a water bath for magnetic stirring reaction. The temperature continues to rise to a boiling state. After the reaction is kept for 1 hour, the reaction flask is connected to a rectification device to separate bromoethane from the system, and the temperature at the top of the tower is controlled at 45 ~ Crude ethyl bromide began to collect at 46°C. When the temperature at the top of the tower rose to 60°C, the collection was stopped. The crude ethyl bromide obtained was washed twice with 10% NaOH solution, and rectified again to obtain the finished ethyl bromide. The r...

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Abstract

The invention discloses application of an ionic liquid in bromoethane preparation, belonging to the fields of green chemistry and new materials. Under the action of the ionic liquid, hydrobromic acid and ethanol are subjected to substitution reaction; and after the reaction finishes, after-treatment is performed to obtain the bromoethane. The ionic liquid is composed of cations X<+> and anions Y<->, wherein the cations are imidazole, pyridine, pyrrolidone and other cations containing nitrogen heterocyclic ring, and the anions are various functionalized anions with catalytic action. The ionic liquid is used for preparing the bromoethane, thereby avoiding using the traditional concentrated sulfuric acid, enhancing the reaction efficiency, avoiding generating waste acid and being beneficial to environmental protection. The ionic liquid can be recovered, and is a high-efficiency green synthesis means.

Description

technical field [0001] The invention belongs to the field of green chemistry, and in particular relates to the application of ionic liquid in the preparation of ethyl bromide. Background technique [0002] The organic bromine series intermediates with hydrogen bromide as the main raw material are one of the important products in the field of fine chemicals, and are widely used in the fields of medicine, pesticides, dyes, spices and other synthetic materials. Ethyl bromide is one of the most important organic bromine series intermediates. It can be used as an ethylating reagent in the organic synthesis of medicines and pesticides, and can also be used as a Grignard reagent to participate in organic reactions. Ethyl bromide is a colorless oily liquid at room temperature, with an odor similar to ether, gradually turns yellow when exposed to light, and is volatile. [0003] At present, the synthesis of ethyl bromide mainly includes ethanol and sodium bromide sulfuric acid metho...

Claims

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Application Information

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IPC IPC(8): C07C19/075C07C17/16
Inventor 田金金甄剑飞曾县明单国红管敏虾
Owner SHANGYU NHU BIOCHEM IND
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