Method for synthesizing glycerol formal through reaction of glycerol and formaldehyde

A technology of glycerin formal and glycerin, which is applied in the direction of organic chemistry, can solve the problems of low selectivity of target products, poisonous and harmful catalysts, and non-recyclability, etc., and achieve good industrial application prospects, environmental friendliness, and pollution reduction effects

Inactive Publication Date: 2013-04-10
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to provide a method for synthesizing glycerol formal with high efficiency catalyst, reusable catalyst, mild reaction conditions, cheap and easy-to-obtain raw materials, high product yield and selectivity, so as to solve the problem of poisonous and harmful catalysts in the prior art. Defects such as corrosion of equipment and failure to recycle, long reaction time, low selectivity of target products, etc.

Method used

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  • Method for synthesizing glycerol formal through reaction of glycerol and formaldehyde
  • Method for synthesizing glycerol formal through reaction of glycerol and formaldehyde
  • Method for synthesizing glycerol formal through reaction of glycerol and formaldehyde

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Add glycerin 18.4g (0.2mol), 37% formaldehyde aqueous solution 19.4g (0.24mol), N-methyl-N'-butanesulfonic acid in the 100ml round-bottomed flask with water trap and reflux condenser Functionalized ionic liquid of imidazole trifluoromethanesulfonate 1×10 -3 mol, cyclohexane with water, reflux at 100°C for 4 hours. After the reaction was finished, the internal standard was added to the reaction solution, and the yield of the product was 85.2% according to GC quantitative analysis, and the ratio of I and II in the product was 72:28.

Embodiment 2

[0029] Add glycerin 18.4g (0.2mol), 37% formaldehyde aqueous solution 19.4g (0.24mol), N-methyl-N'-butanesulfonic acid in the 100ml round-bottomed flask with water trap and reflux condenser Functionalized ionic liquid of imidazole trifluoromethanesulfonate 4×10 -4 mol, cyclohexane with water, reflux at 100°C for 4 hours. After the reaction was finished, the internal standard was added to the reaction solution, and the yield of the product was 75.2% according to GC quantitative analysis, and the ratio of I and II in the product was 76:24.

Embodiment 3

[0031] Add glycerol 18.4g (0.2mol), 37% formaldehyde aqueous solution 19.4g (0.24mol), N-methyl-N'-butanesulfonic acid in the 100ml round-bottomed flask with water trap and reflux condenser Functionalized ionic liquid of imidazole trifluoromethanesulfonate 4×10 -3 mol, cyclohexane with water, reflux at 100°C for 4 hours. After the reaction was finished, the internal standard was added to the reaction solution, and the yield of the product was 81.9% according to GC quantitative analysis, and the ratio of I and II in the product was 59:41.

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Abstract

The invention discloses a method for synthesizing glycerol formal through reaction of glycerol and formaldehyde. The method adopts functional ionic liquid as a catalyst and adopts formaldehyde aqueous solution and glycerol as reactants to synthesize a glycerol formal compound. The method has the advantages of mild reaction condition, high product yield, high hexatomic ring product proportion, repeatable use of the catalyst and the like.

Description

technical field [0001] The invention relates to a method for synthesizing glycerol formal by reacting glycerin and formaldehyde. Background technique [0002] As a new type of pharmaceutical solvent, formaldehyde glycerol is an important substitute of glycerin and propylene glycol, and can be used in pharmaceutical manufacturing industry, animal non-aqueous injection (ivermycin, nimesulide), injection liquid solution (long-acting Oxytetracycline, sulfonamide), coating industry, printing ink manufacturing industry, foundry industry and insecticide manufacturing industry, etc. In particular, the raw material formaldehyde solution and glycerin for preparing the substance have a wide range of sources and are cheap. One of its isomers, the six-membered ring product I, can be hydrolyzed after catalytic hydrogenation and selective oxidation to obtain important chemical products 1,3-propanediol and 1,3-dihydroxyacetone. Glycerol formal is the product of the condensation reaction b...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D319/06C07D317/20
Inventor 陈静李臻夏春谷龙金星
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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