Hydrodeoxygenation of anisole as bio-oil model compound over supported Ni and Co catalysts: Effect of metal and support properties

Sankaranarayanan, T. M.; Berenguer, Antonio; Ochoa‐Hernández, Cristina; Moreno, Inés; Jana, Prabhas; Coronado, Juan M.; Serrano, David; Pizarro, Patricia

doi:10.1016/j.cattod.2014.09.004

Cited by 157 publications

(79 citation statements)

References 31 publications

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“…Figure 1 shows a general reaction scheme of anisole HDO studied by Sankaranarayanan et al over supported Ni and Co catalyst, involving four reaction pathways: (1) demethylation of anisole to phenol and methane; (2) direct deoxygenation to benzene and methanol; (3) hydrogenation to methyl cyclohexyl ether; and (4) isomerization to methylphenol and dimethylphenol [28]. These primary products can be further converted to cyclohexane, cyclohexanol, methylcyclopentane, etc.…”

Section: Propertymentioning

confidence: 99%

“…Therefore, oligomers, especially phenolic dimers, were selected as model compounds to investigate the cleavage of typical linkages (e.g., β-O-4, α-O-4, and β-5) during HDO process. Jongerius et al studied HDO of (1) dealkylation and demethylation; (2) direct deoxygenation; (3) hydrogenation; (4) isomerization; (5) dehydration; (6) alkylation; and (7) ring opening reaction [28].…”

Section: Hdo Of Aromatic Dimersmentioning

confidence: 99%

“…The major products obtained are phenol, benzene and toluene, indicating that the conversion of anisole mainly proceeds via hydrodeoxygenation, hydrogenolysis and methyl group transfer. Reaction network for anisole HDO: (1) dealkylation and demethylation; (2) direct deoxygenation; (3) hydrogenation; (4) isomerization; (5) dehydration; (6) alkylation; and (7) ring opening reaction [28].…”

Section: Propertymentioning

confidence: 99%

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An Overview on Catalytic Hydrodeoxygenation of Pyrolysis Oil and Its Model Compounds

et al. 2017

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Abstract:Pyrolysis is considered the most promising way to convert biomass to fuels. Upgrading biomass pyrolysis oil is essential to produce high quality hydrocarbon fuels. Upgrading technologies have been developed for decades, and this review focuses on the hydrodeoxygenation (HDO). In order to declare the need for upgrading, properties of pyrolysis oil are firstly analyzed, and potential analysis methods including some novel methods are proposed. The high oxygen content of bio-oil leads to its undesirable properties, such as chemical instability and a strong tendency to re-polymerize. Acidity, low heating value, high viscosity and water content are not conductive to making bio-oils useful as fuels. Therefore, fast pyrolysis oils should be refined before producing deoxygenated products. After the analysis of pyrolysis oil, the HDO process is reviewed in detail. The HDO of model compounds including phenolics monomers, dimers, furans, carboxylic acids and carbohydrates is summarized to obtain sufficient information in understanding HDO reaction networks and mechanisms. Meanwhile, investigations of model compounds also make sense for screening and designing HDO catalysts. Then, we review the HDO of actual pyrolysis oil with different methods including two-stage treatment, co-feeding solvents and in-situ hydrogenation. The relative merits of each method are also expounded. Finally, HDO catalysts are reviewed in order of time. After the summarization of petroleum derived sulfured catalysts and noble metal catalysts, transitional metal carbide, nitride and phosphide materials are summarized as the new trend for their low cost and high stability. After major progress is reviewed, main problems are summarized and possible solutions are raised.

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Section: Propertymentioning

confidence: 99%

Section: Hdo Of Aromatic Dimersmentioning

confidence: 99%

Section: Propertymentioning

confidence: 99%

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An Overview on Catalytic Hydrodeoxygenation of Pyrolysis Oil and Its Model Compounds

et al. 2017

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“…(15)) and ethyl acetate (eq. (20)) have been only noted on noble metal catalysts [38e40]. In addition, several studies have showed a remarkable enhancement of undesired reactions (i.e.…”

Section: Studies With Model Compoundsmentioning

confidence: 99%

Valorization of crude bio-oil to sustainable energy vector for applications in cars powering and on-board reformers via catalytic hydrogenation

Spadaro

Palella

Frusteri

et al. 2015

International Journal of Hydrogen Energy

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“…Esse autor relata que maior seletividade a tolueno ocorre em catalisadores ácidos. SANKARANARAYANAN et al [19], destacam que a combinação dos sítios metálicos do níquel e sítios ácidos do suporte apresentam condições ideais para boas conversões nas reações de HDO.…”

Section: Tabelaunclassified

Catalisadores à base de Ni e Cu suportados sobre Hbeta - Avaliação na hidrodesoxigenação do benzaldeído

et al. 2018

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RESUMOForam estudados catalisadores a base de níquel (Ni) e cobre (Cu) suportados em Hbeta cuja atividade e seletividade foram avaliadas na reação de Hidrodesoxigenação (HDO) do benzaldeído. Para isso, sintetizaram-se catalisadores com 10,0 % de NiO (em massa) e adicionaram-se diferentes teores de CuO: 2,5 %, 5,0 %, 7,5 % e 10,0 % (em massa). Para efeito de comparação, foram sintetizados, também, os monometálicos NiO 10,0 % e CuO 10,0 % (em massa). A reação foi realizada em reator batelada com agitação magnética a 220 °C. Os catalisadores foram caracterizados pelas técnicas de difratometria de raios X (DRX), fisissorção de N 2 , redução com hidrogênio à temperatura programada (RTP-H 2 ), espectroscopia por reflectância difusa nas regiões do ultravioleta e do visível (ERD UV-Vis ) e análise termogravimétrica (TG/DTG). Pelos resultados de avaliação catalítica observou-se que o benzaldeído foi convertido em álcool benzílico, tolueno e benzeno. O catalisador Ni10Cu7,5/Hbeta apresentou conversão de 84,7 %, com seletividade para tolueno em torno de 91,0 %, apresentando maior seletividade a produtos desoxigenados que o catalisador com maior teor metálico (Ni10Cu10/Hbeta), fato que, possivelmente, possa estar associado à maior quantidade de sítios ácidos no catalisador. Os catalisadores bimetálicos apresentaram-se mais ativos que os monometálicos Ni e Cu. Dessa forma, a adição do Cu pode contribuir para a melhor performance dos catalisadores de Ni/Hbeta na reação de HDO.Palavras-chave: hidrodesoxigenação, benzaldeído, bio-óleo, catalisadores não sulfetados. ABSTRACTThe activity and selectivity evaluation of nickel (Ni) and copper (Cu) catalysts supported over Hbeta in the hydrodeoxygenation (HDO) reaction of benzaldehyde were studied. For this purpose, monometallic (10 wt.% of NiO or CuO) and bimetallic catalysts with 10 wt.% of NiO with different CuO (2.5 %, 5 %, 7.5 % and 10 % by wt.) were synthesized. The reaction was carried out in batch reactor with magnetic stirring at 220 °C. The catalysts were characterized by X-ray diffraction (XRD), N 2 physisorption, hydrogen temperature programmed (TPR-H 2 ), diffuse reflectance spectroscopy in ultraviolet and visible regions (DRS UV-Vis ), thermogravimetric analysis (TG / DTG). Results of the catalytic evaluation showed that the benzaldehyde was converted to benzyl alcohol, toluene and benzene. Ni10Cu7.5/Hbeta catalyst presented a conversion of 84.73 %, with selectivity to toluene around 91 %, presenting higher selectivity to deoxygenated products than Ni10Cu10/Hbeta, which can be related to the higher acidic sites present in the catalyst. The bimetallic catalysts were more active than the monometallic Ni and Cu. Thus the addition of Cu can contribute to a better performance of the Ni/Hbeta catalysts in the HDO reaction.

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Hydrodeoxygenation of anisole as bio-oil model compound over supported Ni and Co catalysts: Effect of metal and support properties

Cited by 157 publications

References 31 publications

An Overview on Catalytic Hydrodeoxygenation of Pyrolysis Oil and Its Model Compounds

An Overview on Catalytic Hydrodeoxygenation of Pyrolysis Oil and Its Model Compounds

Valorization of crude bio-oil to sustainable energy vector for applications in cars powering and on-board reformers via catalytic hydrogenation

Catalisadores à base de Ni e Cu suportados sobre Hbeta - Avaliação na hidrodesoxigenação do benzaldeído

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