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Implementation method for promoting lignin depolymerization through pre-oxidation-catalytic hydrogenolysis

A technology for catalyzing hydrogenolysis and realizing methods, applied in lignin derivatives, chemical instruments and methods, metal/metal oxide/metal hydroxide catalysts, etc., can solve the waste of lignin resources and the biomass is less than 1% , the complex structure of lignin and other problems, to achieve the effect of significant gain, easy operation, and improve the overall yield

Active Publication Date: 2020-09-25
SOUTHEAST UNIV
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0002] The biomass produced by photosynthesis in the world is about 17 billion tons every year, and the energy contained in it is equivalent to 10 times that of the fuel consumed in the world, but the energy utilization rate of biomass is less than 1%, and the development potential is huge; lignin is a biological One of the three major components of matter, accounting for about 15-35% of the total biomass and 40% of energy, and is the only renewable aromatic ring resource that can be used to prepare high-energy-density liquid fuels; however, lignin structure It is complex and difficult to depolymerize efficiently, and less than 5% of lignin is utilized, resulting in a great waste of lignin resources; therefore, it is urgent to develop efficient conversion methods to realize high-value utilization of lignin

Method used

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  • Implementation method for promoting lignin depolymerization through pre-oxidation-catalytic hydrogenolysis

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Experimental program
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Effect test

Embodiment 1

[0044] Add 1g of industrial lignin, 0.05g of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), and 40ml of acetonitrile into the reactor, close the reactor, and use high-purity O 2 Purge 3-5 times, then fill the reactor with 1MPaO 2 , react at 90°C for 2 hours, after the reaction is over, place the reaction kettle in ice water to cool, then release the gas, and open the kettle; concentrate the pre-oxidized mixture under reduced pressure, and drop it into water or ether to precipitate when it becomes thick. Collect the precipitate and freeze-dry to obtain pre-oxidized lignin; 0.1g pre-oxidized lignin, 0.1gCuMgAlO x Catalyst and 2.4g ethanol are put into the reactor, react at 300 DEG C for 2h, the total yield of monomer and dimer after quantitative calculation of the liquid phase product obtained from the reaction is 36.56C% (unoxidized lignin decomposed under the same depolymerization condition The overall yield of polymerization was 27.43C%).

Embodiment 2

[0046] Add 1g of industrial lignin, 0.15g of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), and 40ml of acetonitrile into the reactor, seal the reactor, and use high-purity O 2 Purge 3-5 times, then fill the reactor with 1MPaO 2 , react at 90°C for 2 hours, after the reaction is over, place the reaction kettle in ice water to cool, then release the gas, and open the kettle; concentrate the pre-oxidized mixture under reduced pressure, and drop it into water or ether to precipitate when it becomes thick. Collect the precipitate and freeze-dry to obtain pre-oxidized lignin; 0.1g pre-oxidized lignin, 0.1gCuMgAlO x The catalyst and 2.4g of ethanol were put into the reactor, and reacted at 300°C for 2h. The total yield of monomer and dimer after quantitative calculation of the liquid phase product obtained from the reaction was 60.27C%. The overall yield of polymerization was 27.43C%).

Embodiment 3

[0048] Add 1g of industrial lignin, 0.3g of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), and 40ml of acetonitrile into the reactor, close the reactor, and use high-purity O 2 Purge 3-5 times, then fill the reactor with 1MPaO 2 , react at 90°C for 2 hours, after the reaction is over, place the reaction kettle in ice water to cool, then release the gas, and open the kettle; concentrate the pre-oxidized mixture under reduced pressure, and drop it into water or ether to precipitate when it becomes thick. Collect the precipitate and freeze-dry to obtain pre-oxidized lignin; 0.1g pre-oxidized lignin, 0.1gCuMgAlO x The catalyst and 2.4g of ethanol were put into the reactor and reacted at 300°C for 2h. After quantitative calculation, the total yield of monomer and dimer was 51.39C%. The overall yield of polymerization was 27.43C%).

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Abstract

The invention discloses an implementation method for promoting lignin depolymerization by pre-oxidation-catalytic hydrogenolysis, which comprises the following steps: carrying out pre-oxidation on lignin in a solvent system by using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ); concentrating the pre-oxidized mixed solution under reduced pressure until the mixed solution is thick, dropwise adding water or diethyl ether to precipitate, collecting and washing the precipitate, and freeze-drying the precipitate to obtain pre-oxidized lignin; and finally, putting the pre-oxidized lignin, a CuMgAlOx catalyst and a hydrogen-donor solvent into a high-pressure reactor, washing the gas with inert gas, pressurizing the system, sealing the reactor, and carrying out catalytic hydrogenolysis on the ligninat a certain temperature for a certain time. The two-step method provided by the invention can greatly improve the total yield of the monomer and the dimer generated by lignin depolymerization, avoidsthe use of high-pressure hydrogen through solvent in-situ hydrogen supply, provides a reliable method for efficiently and safely converting lignin into a biofuel precursor, and has a good applicationprospect.

Description

technical field [0001] The invention belongs to the field of biomass utilization, and relates to a method for depolymerizing lignin, in particular to a method for realizing preoxidation-catalyzed hydrogenolysis to promote lignin depolymerization. Background technique [0002] The biomass produced by photosynthesis in the world is about 17 billion tons every year, and the energy contained in it is equivalent to 10 times that of fuel consumed in the world, but the energy utilization rate of biomass is less than 1%, and the development potential is huge; lignin is a biological One of the three major components of matter, accounting for about 15-35% of the total biomass and 40% of energy, and is the only renewable aromatic ring resource that can be used to prepare high-energy-density liquid fuels; however, lignin structure It is complex and difficult to depolymerize efficiently, and less than 5% of lignin is utilized, resulting in a great waste of lignin resources; therefore, it...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C10L1/02C07G1/00C08H7/00B01J23/72C07G99/00C07C27/00C07C29/00C07C31/00C07C33/00C07C35/08C07C1/20C07C15/00C07C67/317C07C69/00
CPCC10L1/02C07G1/00C08H6/00B01J23/78B01J23/002C07C27/00C07C29/00C07C1/20C07C67/317B01J2523/00C07C2601/14C07G99/00B01J2523/17B01J2523/22B01J2523/31C07C31/00C07C33/00C07C35/08C07C69/00C07C15/00Y02P20/54
Inventor 肖睿刘超韩越雷鸣
Owner SOUTHEAST UNIV
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