CC Coupling for Biomass‐Derived Furanics Upgrading to Chemicals and Fuels

Bui, Tuong V.; Crossley, Steven; Resasco, Daniel E.

doi:10.1002/9783527698202.ch17

Cited by 8 publications

(8 citation statements)

References 215 publications

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“…By incorporating the aluminum, the basicity of the support decreases and Lewis acidity sites are generated . As was previously discussed, these Lewis acid sites promote the 4-HCPON dehydration (Scheme ) and also enhance the chemisorption of furfural on the support, avoiding undesired reactions such as condensation and oligomerization of furfural and furfuryl alcohol . It must be noted in Figure a that no activity was observed when the reaction was conducted in the absence of catalyst, proving that there are no thermal reactions.…”

Section: Resultsmentioning

confidence: 76%

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Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds

2017

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A novel strategy for the synthesis of high-density biofuel using two biomass-derived oxygenated compounds, furfural and guaiacol, with a variety of heterogeneous catalysts is proposed. In the first step of this strategy, furfural is converted with high yields and selectivity to cyclopentanol (CPOL) over Mg-Al supported Cu catalysts. Then, the cyclopentanol is used to alkylate guaiacol over a series of HY zeolites to generate C9–C16 oxygenates with an appropriate molecular weight to be used as transportation fuels. Finally, in the last step of this catalytic strategy, the C-alkylation products are successfully hydrodeoxygenated over ruthenium nanoparticles supported on carbon nanotubes (Ru/MWCNT), producing a liquid mixture of cyclic hydrocarbons with high density (0.865 g mL–1 at 20 °C) and excellent low-temperature properties. This overall reaction route is a promising approach for converting biomass-derived compounds into transportation fuel precursors.

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Section: Resultsmentioning

confidence: 76%

“…According to the mechanism that has been proposed for the conversion of furfural to cyclopentanone/cyclopentanol in water, , Lewis acid sites play an important role in the dehydration of the 4-hydroxy-2-cyclopentenone (4-HCPON) toward 2-cyclopentenone (2-CPON), as is observed in Scheme .…”

Section: Resultsmentioning

confidence: 99%

Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds

2017

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“…Renewable oxygenates derived from lignocellulosic biomass have attracted extensive attention, because they can be converted to valuable chemicals or blended into fuels. − Among a variety of these biomass-derived oxygenates, γ-valerolactone (GVL) has been particularly interesting, because of its excellent properties as a solvent of biomass-derived streams , and the possibility of being used as a precursor for high-value chemicals. , GVL can be produced via a multistep process in which acid catalysts convert sugars into levulinic acid, followed by noble-metal-catalyzed reduction reaction in the presence of H 2 . − In addition, GVL can be converted from furfural, which is also an important platform chemical obtained from thermal treatment of biomass at moderate temperatures via dehydration of xylose. − It has been reported that conversion of furfural to GVL can be catalyzed by zeolites with Brønsted and Lewis acid sites, combined with sequential transfer–hydrogenation …”

Section: Introductionmentioning

confidence: 99%

Reaction Mechanism for the Conversion of γ-Valerolactone (GVL) over a Ru Catalyst: A First-Principles Study

Bababrik

Wang

Resasco

2017

Ind. Eng. Chem. Res.

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Conversion of biomass-derived γ-valerolactone (GVL) to valuable chemicals has been studied extensively, and understanding the reaction mechanism is very valuable for improving turnover rates and selectivities. Here, we report first-principles density functional calculations, through which we show in detail the reaction pathways of GVL conversion on a Ru(0001) surface, in good agreement with recent experimental results performed on supported Ru catalysts. We find that (i) GVL undergoes a ring-opening reaction rather easily, and (ii) the rate-limiting step toward the formation of 1,4-pentanediol (1,4-PDO) and 2-pentanol (2-PeOH) is the hydrogenation step. The high energy barrier for this step is caused by a strong interaction between Ru and the unsaturated acyl intermediate that is formed after opening the ring. Among all the primary products, formation of 2-butanol (2-BuOH) has the smallest activation barrier, while the slowest step is C–C bond cleavage in the decarbonylation step. We further show that the same acyl intermediate after ring opening of GVL can also be formed by dehydrogenation of 1,4-PDO with a moderate activation barrier, which suggests that both 2-PeOH and 2-BuOH can also be produced in secondary steps.

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“…Furanic species have been shown to couple with acetic anhydride under very mild anhydrous conditions (23), but direct coupling of furanic species, such as furan or 2-methylfuran (2-MF) with acetic acid has not been reported. Furanic species are known to undergo a wide range of side reactions over Brønsted acid sites, many of which can lead to uncontrolled polymerization and coke formation (24).…”

Section: Introductionmentioning

confidence: 99%

Direct carbon-carbon coupling of furanics with acetic acid over Brønsted zeolites

2016

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CC Coupling for Biomass‐Derived Furanics Upgrading to Chemicals and Fuels

Cited by 8 publications

References 215 publications

Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds

Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds

Reaction Mechanism for the Conversion of γ-Valerolactone (GVL) over a Ru Catalyst: A First-Principles Study

Direct carbon-carbon coupling of furanics with acetic acid over Brønsted zeolites

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