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Prepn and application of triisopropyl carboxylate

A technology of isopropyl tricarboxylate and diisopropyl malonate, which is applied in the field of preparation of triisopropyl carboxylate, can solve the problem of environmental pollution, long process, and influence on the popularization and promotion of citric acid ester plasticizers. Application and other problems, to achieve the effect of mild reaction conditions and simple post-treatment process

Inactive Publication Date: 2010-06-23
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 triisopropyl carboxylate
  • Prepn and application of triisopropyl carboxylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 1) Add diisopropyl malonate into ethanol solution with a mass percent concentration of 19.0% sodium ethoxide under stirring, the molar ratio of diisopropyl malonate to sodium ethoxide is 1:1.05, heat up to 80°C and react for 30 minute;

[0031] 2) add catalyst potassium iodide, the mass ratio of potassium iodide and diisopropyl malonate is 1: 120;

[0032] 3) Add isopropyl bromoacetate dropwise, the molar ratio of isopropyl bromoacetate to diisopropyl malonate is 1.02:1, the time for dropping is 20 minutes, react at 85°C for 3.5 hours, and cool down to room temperature;

[0033] 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 92% based on diisopropyl malonate.

Embodiment 2

[0035] 1) Add the methanol solution of 19.0% mass percentage concentration of sodium methoxide to diisopropyl malonate under stirring, the molar ratio of diisopropyl malonate to sodium methoxide is 1:1.1, heat up to 75°C and react for 20 minute;

[0036] 2) add catalyst elemental iodine, the mass ratio of elemental iodine and diisopropyl malonate is 1: 200;

[0037] 3) Add isopropyl chloroacetate dropwise, the molar ratio of isopropyl chloroacetate to diisopropyl malonate is 1.05:1, the time for dropping is 30 minutes, react at 75°C for 8 hours, and cool down to room temperature;

[0038] 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 88% based on diisopropyl malonate.

Embodiment 3

[0040] 1) Add diisopropyl malonate to 20.0% sodium ethoxide ethanol solution with a mass percentage concentration of 20.0% under stirring, the molar ratio of diisopropyl malonate to sodium ethoxide is 1:1, heat up to 85°C for 15 minute;

[0041] 2) adding catalyst elemental iodine, the mass ratio of elemental iodine to diisopropyl malonate is 1: 180;

[0042] 3) Add isopropyl chloroacetate dropwise, the molar ratio of isopropyl chloroacetate to diisopropyl malonate is 1:1, the time for adding drops is 30 minutes, react at 85°C for 7 hours, and cool down to room temperature;

[0043] 4) filter the separated out inorganic salt, distill under reduced pressure, collect the product of boiling point range, reclaim unreacted raw material and solvent ethanol simultaneously. The yield was 91% based on diisopropyl malonate.

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Abstract

The present invention is preparation process and application of triisopropyl carboxylate. Diisopropyl malonate and isopropyl chloroacetate as the initial material are one-step reacted under the action of strong alkali and catalyst to synthesize triisopropyl carboxylate. After reaction, the reaction product is filtered, water washed to eliminate inorganic salt and decompression distilled to obtainthe product. Triisopropyl carboxylate is colorless or yellowish transparent liquid, and has structure similar to that of triisopropyl 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 triisopropyl 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. my c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/34C07C67/00C07C67/333C08K5/11
Inventor 曾锡瑞隋岩李新发方小牛
Owner JINGGANGSHAN UNIVERSITY
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