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A two-step method for degrading lignin to prepare phenolic compounds

A technology of phenolic compounds and lignin, applied in the energy field, can solve problems such as easy hydrogenation of aromatic rings, easy sintering of catalysts, loss of activity, etc.

Active Publication Date: 2021-03-05
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are also many heterogeneous noble metal catalysts in the literature published in the past, but they should be too active, easy to hydrogenate aromatic rings, and the catalyst is easy to sinter during use, and this type of catalyst is sensitive to air and easy to oxidize and lose activity. The application of this type of material has been greatly restricted
In addition, among non-precious metal catalysts, there are many conventional molybdenum-based catalysts used in the process of catalytic hydrogenation of lignin, but usually the activity is not high enough, and it needs to be carried out under higher reaction conditions.

Method used

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  • A two-step method for degrading lignin to prepare phenolic compounds
  • A two-step method for degrading lignin to prepare phenolic compounds
  • A two-step method for degrading lignin to prepare phenolic compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: the synthesis of nickel molybdenum sulfide catalyst

[0019] The nickel molybdenum sulfide catalyst is prepared by roasting the solid precipitation formed by ammonium tetrathiomolybdate and nickel chloride. Ammonium tetrathiomolybdate and nickel chloride were dissolved in deionized water at a molar ratio of 1:1. Finally, the aqueous solution of nickel chloride was quickly added to the aqueous solution of ammonium tetrathiomolybdate, protected by Ar, and stirred at 100° C. for 10 h. The obtained solid was filtered and washed with deionized water and absolute ethanol. After vacuum drying, the samples were taken and treated in Ar gas at 350-450°C for 4-8 hours. The obtained sample number is NiMoS(y-z h) where y represents the temperature of treatment and z represents the time of treatment.

Embodiment 2

[0020] Example 2: Comparative Catalyst

[0021] Comparative catalyst NiS, MoO 2 , MoO 3 ,MoS 2 , were purchased from drug suppliers.

[0022] 2. Pre-oxidation treatment of wood flour and lignin

[0023] For the degreasing process before the pre-oxidation treatment of the wood flour, a Soxhlet extractor is used to extract the lipids in the wood flour with toluene as the extraction reagent.

[0024] Example 1: Pre-oxidation of organic soluble Acell lignin

[0025] Disperse 100 mg of organic soluble Acell lignin in 5 mL of acetonitrile, catalyst NaNO 2 Add 10w% of the mass of the substrate, the amount of DDQ is 6w% of the mass of the substrate, the amount of NHPI is 6w% of the mass of the substrate, and the reactor is sealed. Inflate oxygen with a pressure of 1.0 MPa, and react for 6 hours at 90°C. After the reaction was completed, formic acid twice the amount of DDQ was added, and DDQ was removed by reaction at 60° C. for 4 h, and then the acetonitrile solvent was removed b...

Embodiment 3

[0028] Example 3: Preoxidation of (organic insoluble) virgin birch flour

[0029] 100mg native birch powder (lignin content is 19w%) is dispersed in 5mL acetonitrile, catalyst NaNO 2 Add 10w% of the mass of the substrate, the amount of DDQ is 6w% of the mass of the substrate, the amount of NHPI is 6w% of the mass of the substrate, and the reactor is sealed. Inflate oxygen with a pressure of 1.0 MPa, and react for 6 hours at 90°C. After the reaction was completed, it was centrifuged, the solid was washed with acetonitrile / ethanol, and the solid was dried under vacuum at 60°C. The sample obtained was pre-oxidized birch flour.

[0030] 3. Conversion of wood flour and lignin

[0031] Example 1:

[0032] Add 5mL of methanol, 100mg of organic soluble Acell lignin, 50mg of catalyst NiMoS (450-6h) into a 25mL reaction kettle with magnetic stirring, fill it with hydrogen gas at 1MPa, and seal it. React at 200°C for 6h, centrifuge, and use GC-MS and GC to analyze qualitatively and ...

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Abstract

The invention relates to a method for preparing phenolic compounds by degrading lignin with a two-step method. The method comprises steps as follows: step one, selective oxidation pretreatment of lignin: degreased wood meal is added to an organic solvent, NaNO2, DDQ and NHPI are added to constitute a nonmetal catalyst, a reactor is closed, 0.3-2.0 MPa oxygen is introduced, a reaction is performedfor 1-12 h at 60-120 DEG C, after the reaction, centrifugation is performed, solids are obtained and cleaned with absolute ethyl alcohol, organic catalyst residues are removed, vacuum drying is executed at 60 DEG C, and an obtained solid product is wood meal containing preoxidized lignin; step two, selective hydrogenation process: the wood meal containing preoxidized lignin obtained in the step one is dispersed in an alcohols solvent, then a prepared nickel-molybdenum sulfide catalyst is added, the reactor is closed, 1.0-5.0 MPa oxygen is introduced, and a reaction is performed for 2-24 h at 160-250 DEG C. Lignin in the wood meal is converted into phenolic chemicals with high efficiency.

Description

technical field [0001] The invention belongs to the field of energy technology, and in particular relates to a two-step method for degrading lignin to prepare phenolic compounds. Background technique [0002] Energy and chemicals are an important driving force and guarantee for the development of today's society. Petroleum, natural gas, coal and other fossil energy are processed and refined by the chemical industry, providing a large amount of fuel and chemicals for human society. However, with the continuous consumption of various types of fossil energy and the sharp decline in reserves, the long-term stable supply of fossil energy has been severely challenged. It is an inevitable trend of social development to find new and renewable energy sources for the preparation of fuels and chemicals. Among the many candidates for green energy, renewable biomass energy has a wide range of sources and abundant natural reserves have attracted people's attention. [0003] Among them, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/01C07C41/18C07C43/23B01J27/049B01J27/051B01J23/28C08H7/00C07G1/00
CPCB01J23/28B01J27/049B01J27/0515C07C41/01C07C41/18C07G1/00C08H6/00C07C43/23
Inventor 王峰张超锋李宏基
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI