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Method for preparation of furoic acid from furfural

A technology of furfural and furoic acid, which is applied in the field of chemical substance preparation, can solve problems such as high price, influence on product color, and limited use, and achieve the effects of mild reaction conditions, increased selectivity, and reduced by-products

Active Publication Date: 2020-06-02
UNIV OF SCI & TECH OF CHINA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, the catalysts used for the oxidation of furfural to furoic acid are mainly precious metals, and their high prices limit their usability and further industrialization.
There are also reports in the literature that use cheap copper oxide as a catalyst, but experimental studies have shown that the effective conversion rate of furfural is not high when using a single copper oxide as a catalyst, and how to deal with the recycling of copper oxide has not been solved.
Moreover, in the reaction, the reaction impurity furfuryl alcohol will inevitably appear, and the furfuryl alcohol will polymerize during the reaction, which will affect the color of the product. However, there is no treatment plan for the impurity furfuryl alcohol in the existing literature.

Method used

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  • Method for preparation of furoic acid from furfural
  • Method for preparation of furoic acid from furfural
  • Method for preparation of furoic acid from furfural

Examples

Experimental program
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Effect test

Embodiment 1

[0020] A kind of method that furfural prepares furoic acid, carries out as follows:

[0021] Get 1mmol of furfural, 10mL of acetonitrile and 10mol% catalyst 1 (calculated by the number of moles of furfural) and join in a 25ml autoclave. React at 50°C for 24 hours. After the reaction, cool to room temperature, add N,N-dimethylformamide as an internal standard, dilute with methanol, and detect by gas chromatography. The specific detection conditions are as follows: GC (2104, Shimazu, FID) A DB-FFAP (30m x 0.25μm x 0.32mm) chromatographic column was assembled to detect the product content. The vaporization temperature was set at 270°C, the detection temperature was set at 270°C, the oven temperature was set at 120°C for 1 min, and the temperature was raised to 230°C for 8 min and kept for 8 min. The yield of furoic acid was 81%.

[0022] The H NMR spectrum of furoic acid figure 1 shown. 1 H NMR (400MHz, CDCl 3 )δ11.80(s,1H),7.66(dd,J=1.7,0.8Hz,1H),7.35(dd,J=3.5,0.8Hz,1H),6.5...

Embodiment 2

[0024] Acetonitrile was changed to nitromethane, other conditions were the same as in Example 1, and the yield of furoic acid was 83%.

Embodiment 3

[0026] Acetonitrile was changed to water, and the time was extended to 48h, other conditions were the same as in Example 1, and the yield of furoic acid was 92%.

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Abstract

The invention discloses a method for preparation of furoic acid from furfural. The method comprises the following steps of: uniformly mixing furfural, an oxidation catalyst and a solvent, and carryingout reaction in the presence of an oxygen source under certain temperature and pressure for a period of time to obtain furoic acid. The method has the advantages of high selectivity, few byproducts and mild reaction conditions, avoids the use of noble metal catalysts, greatly reduces the production cost, and has certain industrial application prospect.

Description

technical field [0001] The invention relates to the technical field of chemical substance preparation, in particular to a method for preparing furoic acid from furfural. Background technique [0002] Furfural is an important biomass-derived chemical and can be used as a biomass-based platform compound to prepare a variety of important chemicals. Furoic acid is an oxidation product of furfural, which can be used to synthesize methyl furan, furamide and furoate fragrances. It can be used as plasticizer, thermosetting resin, etc. in the plastic industry; it can be used as a preservative in the food industry; it can also be used as an intermediate for coating additives, medicines and spices, etc. It is usually produced by oxidation of urethane. The catalytic oxidation of furfural to furoic acid is an efficient and environmentally friendly biomass route. [0003] There are three processes for preparing furoic acid from furfural oxidation, one is oxidant oxidation, the other is...

Claims

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Application Information

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IPC IPC(8): C07D307/68B01J31/02
CPCC07D307/68B01J31/0247B01J31/0271B01J2231/70
Inventor 傅尧李兴龙徐冬冬解光霞孔庆山
Owner UNIV OF SCI & TECH OF CHINA
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