Production of liquid hydrocarbon transportation fuels by oligomerization of biomass-derived C9 alkenes

Alonso, David Martín; Bond, Jesse Q.; Serrano‐Ruiz, Juan Carlos; Dumesic, James A.

doi:10.1039/c001899f

Cited by 153 publications

(117 citation statements)

References 26 publications

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“…Alternatively, 5-nonanone can be hydrogenated to 5-nonanol over Ru/C, at 50 bar and 423 K. The alcohol can be subsequently dehydrated and isomerized over an acid catalyst such as Amberlyst 70 at 423 K to produce nonene which can be subsequently oligomerized to C 18 alkenes, and hydrogenated to the corresponding alkanes with diesel applications. 86 Additionally, lower ketones can also be converted into alkenes, which by further oligomerization with nonene produce C 6 -C 27 alkenes that can be hydrogenated to alkanes with application as jet fuel or Diesel blenders. Around 50 kg of liquid hydrocarbons can be produced from 100 kg of GVL retaining more than 90% of its energy content trough this process.…”

Section: Levulinic Acid As Platform For Liquid Hydrocarbon Fuelsmentioning

confidence: 99%

“…Around 50 kg of liquid hydrocarbons can be produced from 100 kg of GVL retaining more than 90% of its energy content trough this process. 86 Scheme 8. Routes for the transformation of levulinic acid into liquid alkanes Finally, levulinic acid can be converted into aromatic hydrocarbons without using hydrogen by means of thermal deoxygenation (TDO) which is a thermal pyrolysis process (Scheme 9).…”

Section: Levulinic Acid As Platform For Liquid Hydrocarbon Fuelsmentioning

confidence: 99%

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Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels

2014

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In this work some relevant processes for the preparation of liquid hydrocarbon fuels and fuel additives from cellulose, hemicellulose and triglycerides derived platform molecules are discussed. Thus, it is shown that a series of platform molecules such as levulinic acid, furans, fatty acids and polyols can be converted into a variety of fuel additives through catalytic transformations that include reduction, esterification, etherification, and acetalization reactions. Moreover, we will show that liquid hydrocarbon fuels can be obtained by combining oxygen removal processes (e.g. dehydration, hydrogenolysis, hydrogenation, decarbonylation/descarboxylation etc.) with the adjustment of the molecular weight via C-C coupling reactions (e.g. aldol condensation, hydroxyalkylation, oligomerization, ketonization) of the reactive platform molecules.

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Section: Levulinic Acid As Platform For Liquid Hydrocarbon Fuelsmentioning

confidence: 99%

Section: Levulinic Acid As Platform For Liquid Hydrocarbon Fuelsmentioning

confidence: 99%

Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels

2014

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“…19 In previous studies of the 1,2-ethylene glycol/1-octene etherification, no oligomers were found in the reaction mixture, and alkene oligomerization was implicated as the cause for catalyst deactivation only at longer times and a reaction temperature of 200°C. 20,21 Therefore, we rule out that the disappearance of the double bond signatures during the heating stage up to 140°C is caused by oligomerization of 1-octene.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Tracing Catalytic Conversion on Single Zeolite Crystals in 3D with Nonlinear Spectromicroscopy

et al. 2011

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ABSTRACT:The cost-and material-efficient development of nextgeneration catalysts would benefit greatly from a molecular-level understanding of the interaction between reagents and catalysts in chemical conversion processes. Here, we trace the conversion of alkene and glycol in single zeolite catalyst particles with unprecedented chemical and spatial resolution. Combined nonlinear Raman and two-photon fluorescence spectromicroscopies reveal that alkene activation constitutes the first reaction step toward glycol etherification and allow us to determine the activation enthalpy of the resulting carbocation formation. Considerable inhomogeneities in local reactivity are observed for micrometer-sized catalyst particles. Product ether yields observed on the catalyst are ca. 5 times higher than those determined off-line. Our findings are relevant for other heterogeneous catalytic processes and demonstrate the immense potential of novel nonlinear spectromicroscopies for catalysis research.

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“…112 A transformação da γ-valerolactona na presença de Pb/Nb 2 O 6 gera como intermediários alquenos que sofrem posterior oligomerização para formar alcanos C 9 -C 16 com potencial de serem empregados como combustíveis líquidos tipo diesel. 113 …”

Section: Figura 11 Representação Esquemática Simplificada Do Metabolunclassified

Do engenho à biorrefinaria: a usina de açúcar como empreendimento industrial para a geração de produtos bioquímicos e biocombustíveis

Rodrigues¹

2011

Quím. Nova

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Recebido em 1/11/10; aceito em 16/2/11; publicado na web em 5/5/11 FROM THE MILL TO A BIOREFINERY. THE SUGAR FACTORY AS AN INDUSTRIAL ENTERPRISE FOR THE GENERATION OF BIOCHEMICALS AND BIOFUELS. A sugar cane mill is at the present moment a modest biorefinery producing few products such as sugar, ethanol and polyhydroxybutyrate (PHB). In the near future, this mill can expand its production using several renewable feedstock's to produce biofuels and high value biobased chemicals. However, the choice of appropriate products for addition to the portfolio is challenged by a lack of broad-based conversion technology coupled with a plethora of potential targets. The intent of this revision was to catalyze research efforts to expand the list of products and to present an updated evaluation of potential target structures for chemical production.Keywords: biorefinery; biotechonology; sustainable chemistry. INTRODUÇÃONo início o engenho brasileiro produzia apenas açúcar mascavo, tendo como subproduto a cachaça. Nestes cinco séculos, este pequeno empreendimento rural evoluiu para usinas de açúcar e álcool produzindo diversas nomenclaturas de açúcar, demerara, cristal, refinado e "orgânico", além do polímero PHB (poli-hidroxibutirato) e de energia elétrica. O engenho ainda continua operando, agora gerando a cachaça artesanal, sendo que os maiores fazem a água ardente, a terceira bebida destilada mais consumida no planeta. Nesta resenha, avalia-se qual será a evolução que pode ser esperada para a usina de açúcar e álcool como um empreendimento industrial para geração de produtos químicos.Desde a época do descobrimento, o açúcar tem sido fundamental para a economia do Brasil, naquela época o produto mundial manufaturado mais valioso. 1 O PIB do setor sucroenergético foi de US$ 28.2 bilhões, equivalente a quase 2% do PIB brasileiro (taxa de câmbio de R$ 1,84 por dólar, a média de 2008). 2 Os principais produtos do setor no mercado interno e externo foram: etanol hidratado, etanol anidro, etanol não-combustível, açúcar, bioeletricidade, levedura e crédito de carbono. A safra 2008/09 de cana-de-açúcar, de 568,9 milhões de toneladas foi cultivada em área plantada de 8,5 milhões de hectares. Nos melhores cultivos da região Centro-Sul brasileira, a produtividade foi da ordem de 85 toneladas de cana por hectare. 3 A matriz energética brasileira, que se destaca pela grande incidência de fontes renováveis, passou por transformações que a colocaram entre as mais limpas do mundo. Nesta década, caracterizada pela introdução dos carros flexíveis, a participação do petróleo e derivados na matriz diminuiu cerca de 8 pontos percentuais: passou de 45,5% em 2000 para 37,9% em 2009. Ao fim desse período, cerca de 18% da energia consumida no país já provinha de derivados da cana-deaçúcar, ultrapassando a energia hidráulica em importância na matriz e assumindo o segundo lugar. 4 A cadeia sucroenergética vem mostrando seu potencial de suprir produtos de maneira sustentável, o que contribui para que o Brasil tenha uma excelente imagem de produtor de ...

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Production of liquid hydrocarbon transportation fuels by oligomerization of biomass-derived C9 alkenes

Cited by 153 publications

References 26 publications

Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels

Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels

Tracing Catalytic Conversion on Single Zeolite Crystals in 3D with Nonlinear Spectromicroscopy

Do engenho à biorrefinaria: a usina de açúcar como empreendimento industrial para a geração de produtos bioquímicos e biocombustíveis

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