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Preparation method of adipic acid dialkyl ester

A technology of dialkyl adipate and adipic acid, which is applied in the field of preparation of dialkyl adipate, can solve the problems of strong corrosion of sulfuric acid, long reaction time, and many side reactions, and achieve good selectivity , The preparation method is simple, the effect of the preparation is convenient

Pending Publication Date: 2020-12-29
SHANGHAI INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional method commonly used inorganic strong acid H 2 SO 4 As a catalyst for direct esterification reaction, the reaction time of this method is longer, and sulfuric acid is highly corrosive to equipment, resulting in many side reactions, and a large amount of waste liquid is produced at the same time, polluting the environment

Method used

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  • Preparation method of adipic acid dialkyl ester
  • Preparation method of adipic acid dialkyl ester
  • Preparation method of adipic acid dialkyl ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1.46 g (0.01 mol) of adipic acid, 2.4 g (0.04 mol) of propanol, and 0.030 g (0.25 mol %) of [Cu Ⅱ Mo 6 ] Anderson-type heteropolyacids (such as figure 1 ), put it into a dry reaction test tube, the reaction temperature was controlled at 100 ° C, and the reaction was incubated for 8 hours. After the reaction was completed, it was cooled to room temperature, filtered, and the solution was washed with an aqueous sodium carbonate solution, and the organic phase was separated. The result is as figure 2 shown. The yield of the product dipropyl adipate was 62%.

Embodiment 2

[0031] 1.46g (0.01mol) of adipic acid, 2.96g (0.04mol) of butanol, and 0.060g (0.5mol%) of [Cu Ⅱ Mo 6 ] Anderson-type heteropolyacids (such as figure 1 ), put it into a dry reaction test tube, the reaction temperature was controlled at 120 ° C, and the reaction was incubated for 12 h. After the reaction was completed, it was cooled to room temperature, filtered, and the solution was washed with sodium carbonate aqueous solution, and the organic phase was separated. After concentration and drying, nuclear magnetic testing was carried out. The yield of the product dibutyl adipate was 67%.

Embodiment 3

[0033] 2.92 g (0.02 mol) of adipic acid, 7.80 g (0.06 mol) of 1-octanol, and 0.12 g (0.5 mol %) of [Cu Ⅱ Mo 6 ] Anderson-type heteropolyacids (such as figure 1 ), put it into a dry reaction test tube, the reaction temperature was controlled at 140 ° C, and the reaction was incubated for 4 h. After the reaction was completed, it was cooled to room temperature, warmed, filtered, the solution was washed with sodium carbonate aqueous solution, and the organic phase was separated. After concentration and drying, NMR test. The yield of the product dioctyl adipate was 58%.

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Abstract

The invention relates to a preparation method of adipic acid dialkyl ester, which comprises the following steps: by using [Cu<II>Mo<n>] heteropolyacid as a catalyst and adipic acid and a fatty alcoholas raw materials, reacting at 100-160 DEG C for 4-12 hours, and carrying out after-treatment to obtain the adipic acid dialkyl ester. Compared with the prior art, the raw materials are easy to obtain, the preparation method is simple, economy and environmental friendliness are achieved, and the used catalyst has the advantages of being high in reaction activity, easy to recycle and the like and has popularization and utilization value.

Description

technical field [0001] The invention belongs to the technical field of preparation of dialkyl adipate, and relates to a preparation method of dialkyl adipate. Background technique [0002] Dialkyl adipate is an important class of organic chemical products. In addition to being used as cold-resistant plasticizer and solvent, it can also be used in daily chemical industry and food industry, and as a certain intermediate in organic synthesis. With the wide application of dialkyl adipate, the demand for dialkyl adipate in the market is also increasing day by day. [0003] At present, the industrial production of dialkyl adipate is usually synthesized by catalytic esterification using adipic acid and alcohols of different chain lengths as reactants. Inorganic strong acid H is commonly used in traditional methods 2 SO 4 As a catalyst for direct esterification reaction, the reaction time of this method is long, and sulfuric acid is highly corrosive to equipment, resulting in man...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/44C07C67/08
CPCC07C67/08C07C69/44
Inventor 韩生许钰萌叶伟林王爱民陈哲卢德力
Owner SHANGHAI INST OF TECH
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