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Hydrodenitrogenation of Indole over NiWS/γ-Al2O3 Catalyst

Author: ZhangQi
Tutor: ZhangQiuMin；LiangChangHai
School: Dalian University of Technology
Course: Chemical processes
Keywords: Shale Oil indole Hydrodenitrogenation mutual influence
CLC: TE621
Type: Master's thesis
Year: 2010
Downloads: 166
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Abstract


The more and more requirement of clean fuel oil by the developing of modern society, interest in the development of new substitute energy has been spurred because of the drying up of petroleum feedstock in the range of world day by day. Oil shale has been identified as an alternative source for production of crude oil substitutes. The upgrading process of shale oil is difficult from that of crude oil for the higher content of hetero-atoms. We studied the hydrodenitrogenation (HDN) of indole and mutual influence with quinoline and naphthalene.The HDN of indole and its intermediates were studied over NiW/y-Al2O3 catalyst in a continuous fixed-bed reactor. The results show that:The HDN of indole increased drastically with the increase of reaction temperature, reaction pressure and hydrogen/oil ratio. Excessively partial pressure of H2S doesn’t promote much more for conversion of the HDN of indole, but inhibits the hydrodenitrification conversion. H2S can promote C(sp3)-N bond cleavage in 1,2-dihydroindole, inhibit slightly the hydrogenation reaction and C(sp2)-N bond cleavage in o-ethylaniline due to their competitive adsorption. Hydrogenation of aromatic heterocyclic rings, benzenic rings and olefin group takes place at the same active site.The mutual influence of HDN of indole and quinoline was also studied in the simultaneous hydroprocessing of feedstock. The results show that:the presence of indole has almost no effect for the quinoline conversion, but leads to denitrogenation conversion dropped. Indole inhibits the hydrogenation of in the Q to THQ5 and the pathway of THQ1 hydrogenolysis to OPA. Indole adsorption constant is bigger than that of benzenic rings, smaller than that of aromatic heterocyclic rings. Adding quinoline into indole decrease seriously the indole conversion and denitrogenationconversion, indicating that quinoline inhibits the hydrogenation reaction pathway and C-N bond cleavage. This can be atributed to the stronger adsorption of quinoline and its intermediates such as 1,2,3,4-tetrahydro-quinoline and 5,6,7,8-tetrahydro-quinoline than indole. Even of the presence of small amount of quinline lead to a drastic inhibiting effect in the HDN of OEA, Which is via OEA-ECH the pathway mainly.The mutual influence of HDN of indole or quinoline and hydrogenation of naphthalene were also studied in the simultaneous hydroprocessing of feedstock. The results show that:the present of IND, HIN, Q, and THQ5 leads to a drastic inhibiting effect for the hydrogenation of naphthalene. Adsorption of quinoline is via greatπbonds in aromatic heterocyclic rings, but that of indole is via the lone pair electrons of the nitrogen atom. Adsorption constants of quinoline and THQ5 have no obvious difference, which are both bigger than that of HIN and IND. HIN-OHIN pathway can be indicated to present in the HDN of indole from the data, although OHIN is not detected. The present of naphthalene leads to inhibit HIN-IND and OEA-OECHA pathway reactions. Also, OEA adsorption constant is similar as naphthalene on hydrogenation sites.

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