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Method for preparing lactic acid by selective catalytic conversion of biomass polyol

A technology for catalytic conversion and biomass, applied in chemical instruments and methods, preparation of organic compounds, catalysts for physical/chemical processes, etc. The effect of improving the rate and suppressing the formation of by-products

Active Publication Date: 2019-11-19
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the applicant found that in this type of oxidative dehydrogenation reaction, for biomass polyols other than glycerol, such as sorbitol, when potassium hydroxide is used as the base and water is used as the solvent, the conversion rate of the raw material is generally not more than 60%. Lactic acid yields are generally below 20%

Method used

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  • Method for preparing lactic acid by selective catalytic conversion of biomass polyol
  • Method for preparing lactic acid by selective catalytic conversion of biomass polyol
  • Method for preparing lactic acid by selective catalytic conversion of biomass polyol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Embodiment 1, the preparation of nitrogen heterocyclic carbene iridium solid molecular catalyst 2a:

[0038]

[0039] Under nitrogen, add tetraimidazolium salt (azacyclic carbene precursor) 1 (0.4 g), [Ir(COD)Cl] sequentially to a 50 mL standard Schlenk bottle 2 (0.33g), DMF (5mL), tetrahydrofuran solution of LiHMDS (1M, 2mL), stirred evenly and heated to reflux for 12 hours, a large number of yellow solids precipitated, stop heating and cool the reaction system to room temperature. After adding 10 mL of deionized water to the reaction system, filter it, wash the solid with deionized water, and dry it in vacuum to obtain a brownish yellow solid, which is the azacyclic carbene iridium solid molecular catalyst 2a, with a yield of 0.5 g, 98%.

Embodiment 2

[0040] Embodiment 2, the preparation of nitrogen heterocyclic carbene iridium solid molecular catalyst 2b:

[0041]

[0042] Under nitrogen, add tetraimidazolium salt (azacyclic carbene precursor) 1 (0.4 g), Ir(CO) to a 50 mL standard Schlenk bottle sequentially 2(acac) (0.35g), DMF (5mL), tetrahydrofuran solution of LiHMDS (1M, 2mL), stirred evenly and then heated to reflux for 12 hours, a large amount of yellow solid precipitated, stop heating and cool the reaction system to room temperature. After adding 10 mL of deionized water to the reaction system, filter it, wash the solid with deionized water, and dry it in vacuum to obtain a brownish yellow solid, which is the azacyclic carbene iridium solid molecular catalyst 2b. The yield: 0.54 g, 99%.

[0043] 2. Selective Catalytic Conversion of Biomass Polyols to Lactic Acid

Embodiment 3

[0044] Example 3, nitrogen heterocyclic carbene iridium solid molecular catalyst 2a is used to catalyze the oxidation of sorbitol to prepare lactic acid:

[0045]

[0046] Under the protection of nitrogen atmosphere, add nitrogen heterocyclic carbene iridium solid molecular catalyst 2a (0.003g, 0.2mol%), potassium hydroxide (0.34g, 6mmol), sorbitol (0.54g , 3mmol), water (2mL). After sealing the thick-walled pressure-resistant bottle, put it into an oil bath, and heat it to 140° C. for 12 hours to react. Cool to room temperature after the reaction, dilute the reaction solution with 10 mL deionized water, transfer the diluted reaction solution to a centrifuge tube, centrifuge at 10,000 r / min for 10 minutes, take the supernatant, and wash with 1M H 2 SO 4 dilution. The diluted liquid enters high performance liquid chromatography to measure the conversion rate of sorbitol and the yield of lactic acid. The conversion rate of sorbitol was 89%, and the yield of lactic acid wa...

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Abstract

The invention belongs to the technical field of fine chemicals, and specifically relates to a method for preparing lactic acid by selective catalytic conversion of biomass polyol. The biomass polyol used as a raw material undergoes a closed reaction at 100-200 DEG C for 6-24 h with an alkali metal or alkali earth metal hydroxide as a base, an alcohol as a solvent and a nitrogen-containing heterocyclic carbene-iridium complex as a catalyst to obtain the lactic acid. Compared with the prior art, the method of the present invention, which allows the almost quantitative yield of lactic acid to beobtained through a catalytic oxidation reaction under mild conditions by using the alcohol as the solvent and the cheap and readily available biomass polyol as a substrate, has the advantages of highreaction conversion efficiency, simplicity in operation, realization of obtaining of high-purity lactic acid without complicated post-treatment, and suitableness for large-scale industrial applications.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and in particular relates to a method for preparing lactic acid through selective catalytic conversion of biomass polyols. Background technique [0002] As a common metabolite of organisms, lactic acid is widely distributed in nature. It is recognized as one of the three major organic acids and the smallest chiral molecule in nature. It is a class of industrial products with high added value. At present, the annual production capacity of lactic acid in the world is about 370,000 tons, and the annual production capacity growth rate is about 12%, while the total demand for lactic acid is about 500,000 tons per year, and the annual growth rate is about 16%. Especially in recent years, as a biodegradable bio-based polymer material, polylactic acid has been recognized as an ideal plastic material due to its excellent thermoplasticity and safety. Therefore, the contradiction between supply and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/00C07C59/08B01J31/22C07C51/42
CPCC07C51/00B01J31/1815C07C51/42B01J2531/827B01J2231/70C07C59/08Y02P20/55
Inventor 涂涛吴嘉杰
Owner FUDAN UNIV
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