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Method for preparing aromatic hydrocarbon by carrying out catalytic hydrodeoxygenation on lignin

A technology for hydrodeoxygenation and catalytic hydrogenation, which is applied in chemical instruments and methods, hydrocarbon production from oxygen-containing organic compounds, catalysts for physical/chemical processes, etc. , complex products and other problems, to achieve the effect of easy separation, low cost, and a wide range of sources

Inactive Publication Date: 2015-07-01
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Chinese patent (CN 101885978A) placed lignin in an acidic aqueous solution, and hydrodeoxygenated it in a hydrogen atmosphere at 200~350oC to form alkane to prepare gasoline components, but benzene Full ring hydrogenation requires more hydrogen sources and does not take advantage of the characteristics of lignin aromatic rings
US patent (US 4,900,873) uses aromatic compounds such as biphenyl or naphthalene as solvent to pyrolyze lignin to prepare aromatic compounds at 300-400°C, but the yield is less than 20%
Canadian patent (CA 700,210) at 250-450oC and 15-45MPa, using metal sulfide as a catalyst to catalyze the degradation of lignin to obtain phenolic compounds, the highest phenol yield is 40%. big
The products obtained by this method of depolymerizing lignin macromolecules into small molecular phenolic compounds are still too complicated at present. Compared with the petrochemical route, the cost of obtaining pure fine chemical products is relatively high, and the target needs to be improved. Product selectivity to reduce the cost of separation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Catalyst 1%Pt / 10%Nb 2 o 5 / SiO 2 (The percentages expressed in the examples are all mass percentages) Preparation of the catalyst: impregnate the niobium oxalate solution on the silicon dioxide with an equal volume impregnation method, and the impregnation amount is according to the Nb 2 o 5 / SiO 2 The mass ratio is calculated at a ratio of 1:9. After being dried in an oven at 100oC for 12h, it was calcined in a muffle furnace at 500oC for 3h to obtain 10%Nb 2 o 5 / SiO 2 carrier. Then impregnate the platinum nitrate solution with an equal volume impregnation method, the loading capacity is 1% (the mass fraction of Pt in the total amount of the catalyst is 1%), after drying in an oven at 100oC for 12h, the catalyst precursor is placed in a 10% (v / v) The reduction is carried out in a hydrogen / argon mixed gas atmosphere. The specific process is: 1g precursor is raised from room temperature to 300oC in a quartz tube for 1h, and kept for 2h. The gas flow rate is 60mL...

Embodiment 2~6

[0024] Prepare other catalysts loaded with 1%Pt according to the process of Example 1, the difference is that the niobium oxalate solution becomes b solution (b is tantalum oxalate, zirconium nitrate, ammonium molybdate, ammonium metatungstate, ammonium perrhenate), and the carrier It is silica, alumina or activated carbon. Finally get the catalyst 1%Pt / 10%Ta 2 o 5 / SiO 2 , 1%Pt / 10%ZrO 2 / Al 2 o 3 , 1%Pt / 10%MoO 3 / Al 2 o 3 , 1%Pt / 10%WO 3 / activated carbon, 1%Pt / 10%ReO 2 / activated carbon.

Embodiment 7~9

[0026] Phosphate carrier catalysts (2%Ru / niobium phosphate, 2%Ru / tantalum phosphate, 2%Ru / zirconium phosphate): impregnate the ruthenium chloride solution on the carrier niobium phosphate, tantalum phosphate, and zirconium phosphate by equal volume impregnation method, The loading capacity is 2%. After drying in an oven at 100oC for 12h, the catalyst precursor is placed in a 10% (v / v) hydrogen / argon gas mixture atmosphere for reduction. Raise to 500oC, keep for 3h, gas flow rate is 60mL / min, thus get 2%Ru / niobium phosphate, 2%Ru / tantalum phosphate, 2%Ru / zirconium phosphate catalysts.

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Abstract

The invention relates to a method for preparing aromatic hydrocarbon by carrying out catalytic hydrodeoxygenation on lignin. A catalyst used in the method provided by the invention comprises two active components, namely an acid site being one or combination of more than one of transition metal elements niobium, tantalum, zirconium, molybdenum, tungsten and rhenium and a hydrogenation or hydrogen transfer active site being one or more than one of ruthenium, platinum, palladium, iridium, iron, cobalt, nickel and copper. According to the method provided by the invention, a phenol group, a guaiacol group, a syringa phenolic group compound, natural lignin and industrial lignin are taken as raw materials, water is taken as a solvent, high selectivity catalytic hydrodeoxygenation is carried out at the temperature of 180-350 DEG C and hydrogen pressure of 0.1-5MPa or with methyl alcohol, isopropyl alcohol and formic acid as hydrogen sources, so that C6-C9 aromatic hydrocarbon is obtained, the highest mass yield of aromatic hydrocarbon is 10%, and content of aromatic hydrocarbon in product oil can be up to more than 75%. The method provided by the invention has the advantages that reproducible natural biomass can be used as a raw material, and the raw material is cheap and available; the water is taken as the solvent, so that a reaction process is environment-friendly; and content of aromatic hydrocarbon in the product is high, and reaction conditions are mild.

Description

technical field [0001] The invention relates to a method for preparing aromatic hydrocarbons by catalytic hydrodeoxygenation of lignin resources, in particular to a method for preparing C6-C9 aromatic hydrocarbons by catalytic hydrodeoxygenation or hydrogen transfer hydrodeoxygenation of lignin resources. Background technique [0002] With the increasingly prominent energy and environmental issues, the development of renewable new energy has become a top priority. Due to the characteristics of low cost, renewable, low pollution and sustainable development of biomass resources, new technologies for preparing fuel oil and fine chemicals from biomass resources have attracted widespread attention at home and abroad. [0003] In biomass, the content of lignin is second only to cellulose, and it is one of the most abundant biomass resources in nature. However, due to a series of difficulties such as the complex structure of lignin and the difficulty in separating and purifying the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C15/04C07C15/06C07C15/073C07C15/02C07C1/20B01J23/648B01J23/42B01J23/656B01J23/652B01J27/195B01J27/18B01J27/185B01J23/44
CPCY02P20/52Y02P30/20Y02P30/40
Inventor 王艳芹邵益郭天烨卢冠忠刘晓晖王筠松郭耘王丽龚学庆
Owner EAST CHINA UNIV OF SCI & TECH
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