Catalytic selective etherification of hydroxyl groups in 5-hydroxymethylfurfural over H4SiW12O40/MCM-41 nanospheres for liquid fuel production

Che, Penghua; Lu, Fang; Zhang, Junjie; Huang, Yanqun; Nie, Xin; Gao, Jin; Xu, Jie

doi:10.1016/j.biortech.2012.06.001

Cited by 113 publications

(74 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[27] For this study, we selected unbranched alkyl alcohols (between C 8 and C 18 ) to obtain the corresponding 5-alkoxymethylfurfural derivatives. The reactions were performed at 100 8C by using a molar ratio HMF/alcohol = 1:1, and with an H-Beta zeolite catalyst with a Si/Al ratio of 13.…”

Section: Etherification With Fatty Alcohols With Different Number Of mentioning

confidence: 99%

See 1 more Smart Citation

Biomass‐Derived Chemicals: Synthesis of Biodegradable Surfactant Ether Molecules from Hydroxymethylfurfural

et al. 2013

View full text Add to dashboard Cite

A new class of biodegradable anionic surfactants with structures based on 5-alkoxymethylfuroate was prepared starting from 5-hydroxymethylfurfural (HMF), through a one-pot-two-steps process which involves the selective etherification of HMF with fatty alcohols using heterogeneous solid acid, followed by a highly selective oxidation of the formyl group with a gold catalyst. The etherification step was optimized using aluminosilicates as acid catalysts with different pore topologies (H-Beta, HY, Mordenite, ZSM-5, ITQ-2, and MCM-41), different active sites (Bronsted or Lewis) and different adsorption properties. It was shown that highly hydrophobic defect-free H-Beta zeolites with Si/Al ratios higher than 25 are excellent acid catalysts to perform the selective etherification of HMF with fatty alcohols, avoiding the competitive self-etherification of HMF. Moreover, the 5-alkoxymethylfurfural derivatives obtained can be selectively oxidized to the corresponding furoic salts in excellent yield using Au/CeO2 as catalyst and air as oxidant, at moderated temperatures. Both H-Beta zeolite and Au/CeO2 could be reused several times without loss of activity.

show abstract

Section: Etherification With Fatty Alcohols With Different Number Of mentioning

confidence: 99%

“…[18] In all cases, the reactions are performed using an excess of ethanol and temperatures ranging from 70 to 140 8C. In this work, we went one step further and performed a one-pot-two-steps reaction to produce a new type of surfactant.…”

Section: Introductionmentioning

confidence: 99%

Biomass‐Derived Chemicals: Synthesis of Biodegradable Surfactant Ether Molecules from Hydroxymethylfurfural

et al. 2013

View full text Add to dashboard Cite

show abstract

“…Furan derivatives obtained from renewable biomass resources have the potential to serve as substitutes for the petroleum-based building blocks that are currently used in the production of plastics and fine chemicals (N-Leshkov et al 2006). Among them, 5-hydroxymethylfurfural (HMF), an acid-catalyzed dehydration product of hexose, is one of the versatile platform chemicals playing an important role in the synthesis of biofuels and other valuable chemical intermediates such as aromatic hydrocarbons , 2, 5-dimethylfuran (DMF) (Saha et al 2014), and 5-ethoxymethylfurfural (EMF) (Che et al 2012).…”

Section: Introductionmentioning

confidence: 99%

Production of 5-Hydroxymethylfurfural from Fructose Catalyzed by Sulfonated Bamboo-Derived Carbon Prepared by Simultaneous Carbonization and Sulfonation

Shen

Chen

2016

BioResources

View full text Add to dashboard Cite

A novel sulfonated bamboo-derived carbon (SBC) was prepared through a one-pot simultaneous carbonization and sulfonation method using ptoluenesulfonic acid as the sulfonating agent. This method was used in place of the two-step method of high temperature carbonization followed by sulfonation, in order to reduce energy consumption and avoid the use of substantial amounts of strong liquid acid. The as-prepared catalyst bearing SO3H, COOH, and phenolic OH groups demonstrated efficient catalytic activity in the dehydration of fructose to 5-hydroxymethylfurfural (HMF), achieving 92.1% HMF yield in a mixture of tetrahydrofuran (THF) and dimethylsulfoxiden (DMSO) (volume ratio of THF/DMSO 3/7). The mixture had a fructose concentration of 0.08 g·mL -1 with a catalyst amount of 10% weight of fructose at 140 °C in 60 min. No distinct activity drop was observed after the initial deactivation during 5 recycling runs, confirming a good stability of the prepared catalyst. Moreover, kinetic data showed that SBC promoted fructose dehydration to HMF may follow pseudo-first order kinetics with the activation energy of 43.6 kJ·mol -1 under investigated conditions. The convenient catalyst preparation method and excellent catalytic performance of the catalyst provide an easy-handling and ecofriendly strategy for crude biomass utilization in catalyst production.

show abstract

“…In particular, furans (e.g., 5-hydroxymethylfurfural HMF) are important biomass-derived molecules which can be used as starting materials for the synthesis of a variety of potentially useful compounds [15]. The structural moieties present in HMF, allow synthetic transformations to other target molecules by means of selective reactions such as: oxidation of the formyl group [16][17][18][19][20][21][22][23], reduction of the formyl group and/or the furan ring [24][25], deoxygenation of the hydroxyl groups to 2,5-dimethylfuran [26][27][28][29], etherification and carbonylation [30][31][32][33][34][35], and hydrogenolysis transformations [36][37]. In particular, selective reduction of 5-hydroxymethylfurfural (HMF) provides access to the diol 2,5-bishydroxymethylfuran (BHMF), a valuable building block for the production of polymers and polyurethane foams [18,38,39].…”

Section: Introductionmentioning

confidence: 99%

Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water

Gelmini

Albonetti

Cavani

et al. 2016

Applied Catalysis B: Environmental

View full text Add to dashboard Cite

Catalytic selective etherification of hydroxyl groups in 5-hydroxymethylfurfural over H4SiW12O40/MCM-41 nanospheres for liquid fuel production

Cited by 113 publications

References 15 publications

Biomass‐Derived Chemicals: Synthesis of Biodegradable Surfactant Ether Molecules from Hydroxymethylfurfural

Biomass‐Derived Chemicals: Synthesis of Biodegradable Surfactant Ether Molecules from Hydroxymethylfurfural

Production of 5-Hydroxymethylfurfural from Fructose Catalyzed by Sulfonated Bamboo-Derived Carbon Prepared by Simultaneous Carbonization and Sulfonation

Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water

Contact Info

Product

Resources

About