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Prepn and application of diethyl diisopropyl carboxylate

A technology of diethyl diisopropyl carboxylate and diethyl malonate is applied in the preparation and application field of diethyl diisopropyl carboxylate, which can solve the problem of environmental pollution, large emission, Long process and other problems, to achieve the effect of short reaction time, mild reaction conditions and simple treatment process

Inactive Publication Date: 2007-06-06
JINGGANGSHAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional synthesis method of citrate plasticizers is to use citric acid and corresponding alcohols in the presence of sulfuric acid as a catalyst. Currently, the raw material citric acid is mainly prepared by microbial fermentation. This method has a long process, especially for producing A large amount of organic pollutants and solid wastes, these pollutants not only pollute the environment, but also discharge a large amount
Therefore, environmental problems have long been the main factor restricting the development of the citric acid industry, which in turn has affected the widespread promotion and application of citric acid ester plasticizers.

Method used

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  • Prepn and application of diethyl diisopropyl carboxylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1) Diethyl malonate was added to the ethanol solution of 19.0% by mass percentage concentration of sodium ethoxide under stirring, the molar ratio of diethyl malonate to sodium ethoxide was 1:2.0, and the temperature was raised to 85° C. for 20 minutes;

[0028] 2) add catalyst potassium iodide, the mass ratio of potassium iodide and diethyl malonate is 1: 140;

[0029] 3) Add isopropyl bromoacetate dropwise, the molar ratio of isopropyl bromoacetate to diethyl malonate is 2:1, the dropwise addition time is 20 minutes, react at 85°C for 3 hours, and cool down to room temperature;

[0030] 4) adding water to dissolve the separated inorganic salts, separating the oil layer and distilling under reduced pressure to collect products in the boiling point range, while reclaiming unreacted raw materials and solvent ethanol. The yield was 87% based on diethyl malonate.

Embodiment 2

[0032] 1) Add methanol solution of 19.5% sodium methoxide to diethyl malonate under stirring, the molar ratio of diethyl malonate to sodium methoxide is 1:2.2, heat up to 75°C and react for 30 minutes;

[0033] 2) adding catalyst elemental iodine, the mass ratio of elemental iodine to diethyl malonate is 1: 160;

[0034] 3) Add isopropyl chloroacetate dropwise, the molar ratio of isopropyl chloroacetate to diethyl malonate is 2.01:1, the dropwise addition time is 30 minutes, react at 75°C for 10 hours, and cool down to room temperature;

[0035] 4) filter the separated out inorganic salt, distill under reduced pressure, collect the product of boiling point range, reclaim unreacted raw material and solvent methanol simultaneously. The yield was 86% based on diethyl malonate.

Embodiment 3

[0037] 1) Adding 19.0% sodium ethoxide ethanol solution into diethyl malonate under stirring, the molar ratio of diethyl malonate to sodium ethoxide is 1:2.05, and the temperature is raised to 80° C. for 25 minutes;

[0038] 2) add catalyst sodium iodide, the mass ratio of sodium iodide and diethyl malonate is 1: 140;

[0039] 3) Add isopropyl bromoacetate dropwise, the molar ratio of isopropyl bromoacetate to diethyl malonate is 2.02:1, the dropwise addition time is 25 minutes, react at 80°C for 5 hours, and cool down to room temperature;

[0040] 4) adding water to dissolve the separated inorganic salts, separating the oil layer and distilling under reduced pressure to collect products in the boiling point range, while reclaiming unreacted raw materials and solvent ethanol. The yield was 90% based on diethyl malonate.

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Abstract

The present invention is preparation process and application of diethyl diisopropyl carboxylate. Diethyl malonate and isopropyl chloroacetate or isopropyl bromoacetate as the initial material are one-step reacted under the action of strong alkali and catalyst to synthesize diethyl diisopropyl carboxylate. After reaction, the reaction product is filtered, water washed to eliminate inorganic salt and decompression distilled to obtain the product. Diethyl diisopropyl carboxylate is colorless or yellowish transparent liquid, and has structure similar to that of tri acetyl citrate, plasticizing efficiency and cold resistance similar to that of DOP and compatibility higher than that of DOP. The present invention is used as plasticizer.

Description

technical field [0001] The invention relates to a preparation method and application of diethyl diisopropyl carboxylate. Background technique [0002] With the improvement of environmental protection awareness in various countries in the world, plastic products such as medicine and food packaging, daily necessities, toys, etc. have put forward higher purity and sanitation requirements for the main plasticizer dioctyl phthalate DOP. DOP has a potential carcinogenic risk, and international measures have been taken to limit the scope of use of DOP: the U.S. Environmental Protection Agency has stopped the use of six phthalate plasticizers according to the research results of the National Cancer Institute. Industrial production; the Swiss government has decided to ban the use of DOP in children's toys; Germany has banned the use of DOP in all plastic products related to the human body and hygienic food; in Japan, DOP as a plastic additive is limited to industrial plastic products...

Claims

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Application Information

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IPC IPC(8): C07C69/34C07C67/00C07C67/333C08K5/11
Inventor 隋岩曾锡瑞李新发方小牛
Owner JINGGANGSHAN UNIVERSITY
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