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Method for preparing arene by carrying out high-selectivity catalytic transfer hydrogenation on lignin derivative

A technology for catalytic transfer hydrogenation and lignin, applied in the directions of heterogeneous catalyst chemical elements, chemical instruments and methods, biological raw materials, etc., can solve the problem of difficult utilization of lignin pyrolysis products, and achieve enhanced ether bond cleavage and hydrogenation. Deoxidation performance, good deoxidation activity at low temperature, and good stability

Active Publication Date: 2018-05-18
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Based on the above considerations, the present invention aims to develop a niobium-based tantalum-based solid acid-supported catalyst with excellent water resistance and excellent acidity, using environmentally friendly, safe and cheap alcohols as hydrogen-donating solvents, and utilizing the hydrogen transfer process to achieve high-efficiency derivation of lignin Produce toluene and benzene with high added value, so as to solve the problem of difficult utilization of lignin pyrolysis products

Method used

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  • Method for preparing arene by carrying out high-selectivity catalytic transfer hydrogenation on lignin derivative
  • Method for preparing arene by carrying out high-selectivity catalytic transfer hydrogenation on lignin derivative
  • Method for preparing arene by carrying out high-selectivity catalytic transfer hydrogenation on lignin derivative

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: 0.5wt%Pt / 20HNbWO 6 Preparation of / MWNCTs catalyst

[0022] The first choice is the treatment of supported carbon nanotubes. Weigh 5g of MWNCTs, add it into a round-bottomed flask filled with 250mL of concentrated nitric acid, ultrasonicate at 30°C for 3h, and collect the preliminarily treated carbon nanotubes by suction filtration. Add the preliminarily treated carbon nanotubes into the mixed acid solution of concentrated nitric acid and concentrated sulfuric acid with a volume ratio of 3:1, reflux overnight at 50°C, filter with suction, and wash repeatedly with a large amount of deionized water until the pH of the filtrate is neutral . After treatment, the carbon nanotubes were dried at 80°C for future use.

[0023] Preparation of LiNbWO by High Temperature Calcination 6 , the specific operation method is as follows: Weigh Li according to the stoichiometric coefficient 2 CO 3 , Nb 2 o 5 and WO 3 , after being mechanically mixed in a ball mill and c...

Embodiment 2

[0026] Embodiment 2: 4-benzyloxyphenol hydrodeoxygenation reaction (influence of solvent) in autoclave

[0027] In a typical 4-benzyloxyphenol deoxygenation experiment, the amount of catalyst used was 0.05 g, the solvent was 20 mL (methanol, ethanol, n-propanol, isopropanol, water, n-decane), and the internal standard n-dodecane was 0.3 g, 0.5 g of the substrate 4-benzyloxyphenol. Before the reaction, nitrogen was purged 3 times, and the timer was started when the temperature reached the target temperature. Reaction conditions: rotation speed 700rpm, temperature 240°C, reaction time 3h. The product was qualitatively analyzed using Agilent 5977A MSD and 7890B GC, and the substrate conversion rate and product selectivity were quantitatively analyzed using A90GC.

[0028] The result of the reaction is as follows:

[0029]

Embodiment 3

[0030] Embodiment 3: 4-benzyloxyphenol hydrodeoxygenation reaction (influence of temperature) in autoclave

[0031] In the experiment of 4-benzyloxyphenol deoxygenation, 0.5wt%Pt / 20HNbWO 6 The catalyst dosage / MWCNTs is 0.05g, the solvent is 20mL isopropanol, the internal standard n-dodecane is 0.3g, and the substrate 4-benzyloxyphenol is 0.5g. Before the reaction, nitrogen was purged 3 times, and the timer was started when the temperature reached the target temperature. Reaction conditions: temperature 160-260°C, rotation speed 700rpm, reaction time 3h. The product was qualitatively analyzed using Agilent 5977A MSD and 7890B GC, and the substrate conversion rate and product selectivity were quantitatively analyzed using A90GC.

[0032]

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Abstract

The invention discloses a method for preparing arene by carrying out high-selectivity catalytic transfer hydrogenation on a lignin derivative. Namely, the method is a process of carrying out catalyticdeoxidation by using an aromatic oxide compound which is the richest in a lignin structure to convert the aromatic oxide compound as a raw material into unsaturated arene liquid fuel. The method disclosed by the invention is applicable to a tank reactor and can reach 94% or more of feed stock conversion and saturated alkane selectivity. Moreover, reaction conditions are mild, a catalyst preparation process is simple and low in cost, and the arene has higher activity, selectivity and high stability. More importantly, in the process of preparing the unsaturated liquid arene fuel, which is disclosed by the invention, supply of outside hydrogen is not required, and a solvent provides hydrogen atoms. The aims of saving energy and reducing cost can be fulfilled. The technical scheme of the invention provides a new approach of efficiently preparing the unsaturated arene liquid fuel in an environment without consuming the outside hydrogen by downstream products derived from renewable resources with rich reserves; the method has a very wide application prospect.

Description

technical field [0001] The invention belongs to the technical field of catalytic conversion of biomass derivatives, and relates to a method for preparing unsaturated aromatic hydrocarbon liquid fuel by hydrogen transfer hydrogenolysis deoxygenation of downstream product aromatic ether derived from lignin. Background technique [0002] Energy issues and environmental issues caused by energy consumption have always been important issues related to the survival and development of all human beings. With the rapid development of the industrialization level of various countries, the consumption rate of traditional fossil energy such as oil and coal is increasing day by day. It has caused problems such as the greenhouse effect, acid rain, and the hole in the ozone layer. Therefore, it is extremely urgent to develop environmentally friendly and renewable clean energy. Biomass, as a green, clean and renewable alternative energy source, has a wide variety, abundant reserves, low S an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C10G3/00B01J23/652
CPCB01J23/002B01J23/6527B01J2523/00C10G3/47C10G3/50C10G2300/1014B01J2523/69B01J2523/56B01J2523/828Y02P30/20
Inventor 梁长海关伟翔陈霄李闯齐骥
Owner DALIAN UNIV OF TECH
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