Method for synthesizing 2,5-furandicarboxylic acid

A technology of furandicarboxylic acid and furan, applied in the direction of organic chemistry, can solve the problems of low yield, serious pollution, complicated process, etc., and achieve the effect of high yield, high yield and simple method

Inactive Publication Date: 2010-11-24
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, the preparation of 2,5-furandicarboxylic acid mainly starts from the purification of the hydrolyzed product 5-hydroxymethylfurfural after the hydrolysis of starch glucose with inorganic acid. The process is complicated, the pollution is serious, and the yield is low.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preparation of 2,5-furandicarboxylic acid intermediate product 5-hydroxymethylfurfural.

[0021] Take 10.185g (0.03mol) of caprolactam and 1.272g (0.01mol) of lithium chloride, mix and heat, heat to 120°C until a colorless, clear and transparent liquid is obtained and keep for 1.5h to obtain the ionic liquid Li[C 6 h 11 NO] 3 Cl, cooled to 80°C.

[0022] Under stirring conditions, in the obtained ionic liquid Li[C 6 h 11 NO] 3 Add 0.105gCrCl to Cl 3 ·6H 2 O and 1.2 g D-glucose anhydrous. After the dissolution is complete, heat to 100°C and react for 2.5h. After the reaction was complete, 0.1 ml of the reaction solution was diluted with water, and the content of 5-hydroxymethylfurfural was detected by ion chromatography. The molar yield of 5-hydroxymethylfurfural can reach 66%. The remaining reaction solution (0.1 ml of the remaining reaction solution was removed) was diluted with 3 g of deionized water. The diluent was eluted on a chromatographic column fille...

Embodiment 2

[0024] Preparation of 2,5-furandicarboxylic acid intermediate product 5-hydroxymethylfurfural.

[0025] Take 10.185g (0.03mol) of caprolactam and 1.272g (0.01mol) of lithium chloride, mix and heat, heat to 120°C until a colorless, clear and transparent liquid is obtained and keep for 1.5h to obtain the ionic liquid Li[C 6 h 11 NO] 3 Cl, cooled to 80°C.

[0026] Under stirring conditions, in the obtained ionic liquid Li[C 6 h 11 NO] 3 Add 0.105g CrCl to Cl 3 ·6H 2 O and 1.2g fructose. After the dissolution is complete, keep the constant temperature at 80°C and react for 3 hours. After the reaction was complete, 0.1 ml of the reaction solution was diluted with water, and the content of 5-hydroxymethylfurfural was detected by ion chromatography. The molar yield of 5-hydroxymethylfurfural can reach 81%. The remaining reaction solution (0.1 ml of the remaining reaction solution was taken away) was diluted with 3 g of deionized water. The diluent was eluted on a cation-pa...

Embodiment 3

[0028] Preparation of 2,5-furandicarboxylic acid intermediate product 5-hydroxymethylfurfural.

[0029] Take 10.185g (0.03mol) of caprolactam and 1.272g (0.01mol) of lithium chloride, mix and heat, heat to 120°C until a colorless, clear and transparent liquid is obtained and keep for 1.5h to obtain the ionic liquid Li[C 6 h 11 NO] 3 Cl, cooled to 80°C.

[0030] Under stirring conditions, in the obtained ionic liquid Li[C 6 h 11 NO] 3 Add 0.105gCrCl to Cl 3 ·6H 2 O and 1.2g sucrose. After the dissolution is complete, keep the constant temperature at 80°C and react for 3 hours. After the reaction was complete, 0.1 ml of the reaction solution was diluted with water, and the content of 5-hydroxymethylfurfural was detected by ion chromatography. The molar yield of 5-hydroxymethylfurfural can reach 74%. The remaining reaction solution (0.1 ml of the remaining reaction solution was taken away) was diluted with 3 g of deionized water. The diluent was eluted on a cation-pack...

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Abstract

The invention discloses a method for synthesizing 2,5-furandicarboxylic acid, which comprises the following steps of: mixing furans and alkaline solution in a mass ratio of 1:5-50, adding a noble metal catalyst in an amount of 1 to 5 percent of the molar weight of the furans, continuously introducing oxygen at normal temperature, and reacting for 10 to 30 hours, wherein based on each gram of the furans, the oxygen introducing rate is 5 to 20ml/min; and adjusting the pH of the reaction liquid to less than 3 with concentrated acid, and precipitating the 2,5-furandicarboxylic acid, wherein the noble metal catalyst is Pt/C, Au/C, Pd/C, Pt/C/CuO-Ag2O, Au/C/CuO-Ag2O or Pd/C/CuO-Ag2O, and the concentrated acid is concentrated hydrochloric acid or concentrated sulfuric acid. The process method for synthesizing the 2,5-furandicarboxylic acid has the advantages of simple and direct route, energy conservation, environmental protection, high quality and low cost of the obtained product, and good application prospect.

Description

technical field [0001] The invention relates to a method for synthesizing 2,5-furandicarboxylic acid (FDCA), in particular to a method for synthesizing 2,5-furandicarboxylic acid starting from sugars by adopting a catalytic method. Background technique [0002] The continuous rise of oil prices and the increasing scarcity of oil resources have seriously threatened the entire chemical industry based on oil and affected the development of the national economy. Starting from renewable biomass sources, through efficient biological and chemical transformation, obtaining organic chemical intermediates with important application prospects, and seeking a reasonable and effective way for the utilization of biomass resources and the substitution of petrochemical products is the solution to this problem. effective measures for the problem. [0003] 2,5-furandicarboxylic acid (FDCA) is an important class of new chemical products with broad market application prospects. It is produced b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68B01J23/89B01J23/52B01J23/44B01J23/42
Inventor 林鹿陈天明庄军平
Owner SOUTH CHINA UNIV OF TECH
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