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Method for catalytically converting lignin into aromatic hydrocarbon by using two-step process

A catalytic conversion and lignin technology, which is applied in the field of catalytic conversion of lignin to aromatics through a two-step method, can solve the problems of difficult balance and high carbon-oxygen bond energy of phenolic oil, and achieve high atom economy and efficient depolymerization , high selectivity and the effect of

Active Publication Date: 2015-03-04
EAST CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But the difficulty of this process is that the carbon-oxygen bond energy of the phenolic oil obtained from lignin is very high, and the breaking of the carbon-oxygen bond requires very harsh conditions, so it is difficult to balance the selective breaking of the carbon-oxygen bond and the selective The deoxygenation of the benzene ring is not hydrogenated to give aromatics

Method used

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  • Method for catalytically converting lignin into aromatic hydrocarbon by using two-step process
  • Method for catalytically converting lignin into aromatic hydrocarbon by using two-step process
  • Method for catalytically converting lignin into aromatic hydrocarbon by using two-step process

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Experimental program
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Effect test

Embodiment 1

[0032] The representative lignin enzymatic hydrolysis lignin raw material used in this example was purchased from Shandong Longli Biotechnology Co., Ltd., and the lignin raw material was obtained by removing the cellulose of the waste corncob raw material through an enzymatic hydrolysis process. The components and elements of the enzymatic lignin used are shown in Table 1. The content of Klason lignin is 80wt%, the content of sugar is 3wt%, the content of ash is 5wt%, and the content of water is 12wt%. In the element composition, the C content is 62.4wt%, the O content is 31.8wt%, the H content is 5.34wt%, the N content is 0.45wt%, and the S content is lower than the detection limit (ppm).

[0033] Table 1: Components and element composition distribution of lignin used

[0034] components

Klason lignin

Ash

moisture

residual sugar

-

(wt%)

80

5

12

3

-

Elemental composition

C

O

N

H

S

(wt%) ...

Embodiment 2

[0043] The catalysts are: Ru / HBEA, Ni / HZSM-5, Co / MOR, RuNi / HZSM-5, RuCo / SAPO, NiCo / SiO 2 , RuNiCo / C, etc.

[0044] Preparation of the catalyst: Taking RuNi / HZSM-5 used in the present invention as an example, it was prepared by impregnation method: under stirring conditions, 0.432g of ruthenium trichloride and 2.476g of nickel nitrate hexahydrate were dissolved in 10mL of deionized water, Obtain solution A and solution B; then add solution A and solution B to 4.25g HZSM-5 molecular sieves, stir overnight, and dry the obtained mixture at 80°C, then go through a tubular calciner for calcination and reduction steps, first with Calcined in 100mL / min air atmosphere for 4h, followed by reduction in 100mL / min hydrogen atmosphere for 4h, the catalyst RuNi / HZSM-5 was obtained.

[0045] In this example, add 5.0g organic lignin, 0.5g metal-supported catalyst, and 100mL solvent in a batch type slurry bed reactor (300mL), fill 3 times with nitrogen to remove the air in the reactor 5.0MPa ...

Embodiment 3

[0050] In this example, the phenolic oil obtained from the first step reaction of lignin was used for further deoxidation treatment, and Ru was carried on an acidic carrier as a catalyst. The Ru-based catalyst adopts the formaldehyde liquid phase reduction method. The specific synthesis method is: Weigh 0.254g ruthenium chloride trihydrate and add 100mL water to make a ruthenium trichloride solution, and then add the solution dropwise to 2.0g of different acidic carriers . After the suspension mixture was stirred at room temperature for 5.0 h under magnetic stirring, sodium hydroxide solution was added dropwise to adjust the pH value to 11, and then 5 mL of 37% formaldehyde solution was added dropwise, and heated under reflux in an oil bath at 60° C. for 4 h. After cooling down to room temperature, the catalyst was filtered and washed with water until neutral, and then the obtained catalyst was dried at 80° C. for 12 hours.

[0051]The representative reaction in the present e...

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Abstract

The invention discloses a method for catalytically converting lignin into aromatic hydrocarbon by using a two-step process. The method comprises the steps of (a) carrying out hydrogenolysis on lignin in a polar solvent under the actions of a hydrodepolymerization catalyst and hydrogen pressure to obtain a phenol and oil mixture; and (b) carrying out rotary evaporation on the phenol and oil mixture obtained in the step (a), and carrying out hydrodeoxygenation reaction under the conditions of a hydrodeoxygenation catalyst, a solvent, high temperature and low pressure to obtain an aromatic hydrocarbon product. The invention also provides the hydrodepolymerization catalyst and the hydrodeoxygenation catalyst. According to the method, the cheap lignin is used as a raw material and is efficiently converted into the aromatic hydrocarbon under a mild reaction condition by using the two-step process, so that the aromatic hydrocarbon serving as a product is high in economic value, the reaction process is environmental friendly, and the method has wide application prospect.

Description

technical field [0001] The invention relates to the technical field of biomass new energy, in particular to a method for catalytically converting lignin into aromatic hydrocarbons through a two-step method. Background technique [0002] The non-renewability of fossil energy and the environmental pollution caused by its combustion make it an urgent task to develop renewable and environmentally friendly biomass resources. As a potential new energy carrier with high energy density and rich aromatic rings, lignin is currently used only as a low-value binder and reinforcing agent, and most of the lignin is directly discharged as papermaking wastewater. Entering rivers, lakes and seas will not only cause environmental pollution but also waste resources. As a cheap and abundant renewable resource with high benzene ring content, lignin is difficult to transform due to its complex three-dimensional polymer structure and difficult to dissolve, so the research progress is slow and can...

Claims

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Application Information

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IPC IPC(8): C07C15/02C07C15/04C07C15/06C07C15/073C07C1/20C07C5/367B01J23/89B01J29/56B01J29/85B01J29/12B01J29/74B01J29/24
CPCY02P20/52
Inventor 赵晨骆治成
Owner EAST CHINA NORMAL UNIVERSITY
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