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Method for preparing aromatic monomers by virtue of bi-oxidation degradation of lignin

A technology of lignin and double oxidation, applied in the field of lignin conversion, can solve the problems of low replacement rate of lignin, poor material reproducibility, low dispersibility, etc., and achieve the effects of being environmentally friendly, promoting oxidative degradation, and realizing double degradation.

Inactive Publication Date: 2018-11-23
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In recent years, the conversion of lignin into materials, chemicals and biofuels has been widely reported, such as the application of lignin in polymeric materials and composites [Griffini, G.; Passoni, V.; Suriano, R.; Levi, M. .;Turri, S. ACS Sustainable Chem. Eng. 2015, 3, 1145−1154]; Gasification and pyrolysis of lignin to syngas and bio-oil, respectively, followed by synthesis and upgrading of chemicals, fuels and materials, wood Hydrogenolysis of lignin to aromatic compounds 15-17 and oxidative cracking of lignin to aromatic hydrocarbons and organic acids.[ Yang X.; Li N.; Lin X.; Pan X.; ZhouY. J. Agric. Food Chem. 2016, 64, 8379−8387], but most of them face the limitation of low lignin substitution rate or low yield, and some materials have poor reproducibility. key to exploit

Method used

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  • Method for preparing aromatic monomers by virtue of bi-oxidation degradation of lignin
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  • Method for preparing aromatic monomers by virtue of bi-oxidation degradation of lignin

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Suspend 2 g of Kraft lignin and 0.2 g of TEMPO in 20 mL of ZnCl 2 Add oxygen to the molten salt hydrate, stir evenly, add 50 μL of H 2 SO 4 React at 90 °C for 0.5 h; after the reaction liquid is cooled, filter it with suction and wash it with water for 3 to 4 times; then place it in 20 mL of hydrogen peroxide and react at 20 °C for 5 h; after the reaction liquid is cooled, extract and degrade it with ethyl acetate The product, the organic solvent is removed by rotary evaporation, and the lignin monomer compound can be obtained by vacuum drying, and the yield is 60%.

Embodiment 2

[0025]Suspend 2 g Kraft lignin and 0.3 g TEMPO in 20 mL ZnBr 2 Add oxygen to the molten salt hydrate, stir evenly, add 60 μL of H 2 SO 4 React at 90 °C for 0.5 h; after the reaction liquid is cooled, filter it with suction and wash it with water for 3 to 4 times; then place it in 20 mL of hydrogen peroxide and react at 20 °C for 5 h; after the reaction liquid is cooled, extract and degrade it with ethyl acetate The product, the organic solvent was removed by rotary evaporation, and the lignin monomer compound was obtained by vacuum drying, and the yield was 62%.

Embodiment 3

[0027] Put 2 g organic solvent lignin and 0.5 g sodium tungstophosphate 2Na 2 O•12WO 3 •P 2 o 5 •18H 2 O suspended in 20 mL CuBr 2 Add oxygen to the molten salt hydrate, stir evenly, add 100 μL of hydrochloric acid and react at 100 °C for 1 h; after the reaction solution is cooled, filter it with suction and wash it with water for 3 to 4 times; then place it in 20 mL of hydrogen peroxide , reacted at 30 ℃ for 8 h, after the reaction solution was cooled, the degradation product was extracted with ethyl acetate, the organic solvent was removed by rotary evaporation, and the lignin monomer compound was obtained by vacuum drying with a yield of 65%.

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Abstract

The invention relates to a method for preparing aromatic monomers by virtue of bi-oxidation degradation of lignin. The method comprises the following steps: suspending lignin, an oxidant and inorganicacid in a molten salt hydrate according to the mass ratio and uniformly stirring , and reacting for 0.5 to 5 hours at 90 to 150 DEG C; after a reaction solution is cooled, suction filtering, and washing for 3 to 4 times; placing the reaction solution in 20mL of hydrogen peroxide, reacting for 5 to 24 hours at 20 to 80 DEG C, after the reaction solution is cooled, extracting and degrading a product by using ethyl acetate, removing the organic solvent in a rotary evaporating manner, vacuum drying to obtain a lignin monomer compound. The method is mild in reaction condition, rapid and efficientin reaction, and capable of efficiently degrading the lignin by breaking an ether bond (beta-O-4) and a carbon-carbon bond (Calpha-Cbeta) of the lignin; and the highest yield of the lignin monomer compound can reach 80 percent.

Description

technical field [0001] The invention belongs to the technical field of lignin conversion, and in particular relates to a method for preparing aromatic monomers through double oxidation degradation of lignin. Background technique [0002] Due to fossil fuel shortages and growing environmental concerns, lignocellulosic biomass is considered as a potential feedstock and sustainable resource for the production of liquid fuels and chemicals. Over the past decade, major breakthroughs have been achieved in the conversion of carbohydrates from lignocellulosic biomass sources (cellulose and hemicellulose), such as the development of second-generation biofuels (cellulose conversion to bioethanol) and biobased chemical Substances (lactic acid, succinic acid, levulinic acid and their derivatives, etc.) [Kloekhorst, A.; Heeres, H. J. ACS Sustainable Chem. Eng. 2015, 3, 1905−1914]. However, lignin, the second largest natural polymer after cellulose, has not been effectively utilized du...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07G1/00C08H7/00
CPCC07G1/00C08H6/00
Inventor 杨晓慧景菲周永红博采颖尚倩倩
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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