“One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite

doi:https://doi.org/10.1021/cs2000544

Title: “One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite

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Abstract

Conversion of carbohydrates to 5-(hydroxymethyl)furfural (HMF) may provide a step forward toward achieving a renewable biomass-based chemicals and fuels platform. Recently, we reported that a tin-containing, high-silica molecular sieve with the zeolite beta topology (Sn-Beta) can efficiently catalyze the isomerization of glucose to fructose in aqueous media at low pH. Herein, we describe the combination of Sn-Beta with acid catalysts in a one vessel, biphasic reactor system to synthesize HMF from carbohydrates such as glucose, cellobiose, and starch with high efficiency. HMF selectivities over 70% were obtained using this ''one-pot'' biphasic water/tetrahydrofuran (THF) reactor system. The key to successfully achieving the conversions/selectivities reported is that Sn-Beta is able to convert glucose to fructose at pH near 1 and in saturated aqueous salt solutions.

Authors:

Nikolla, Eranda ^[1]; Roman-Leshkov, Yuriy ^[2]; Moliner, Manuel ^[3]; Davis, Mark E. ^[1]

California Institute of Technology (Caltech), Pasadena, CA (United States)
Massachusetts Institute of Technology, Cambridge, MA (United States)
Inst. de Technologia Quimica (UPV-CSIC), Vanencia (Spain)

Research Org.:: Energy Frontier Research Centers (EFRC); Catalysis Center for Energy Innovation (CCEI)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

OSTI Identifier:: 1064997

DOE Contract Number:: SC0001004

Resource Type:: Journal Article

Journal Name:: ACS Catalysis

Additional Journal Information:: Journal Volume: 1; Journal Issue: 4; Related Information: CCEI partners with the University of Delaware (lead); Brookhaven National Laboratory; California Institute of Technology; Columbia University; University of Delaware; Lehigh University; University of Massachusetts, Amherst; Massachusetts Institute of Technology; University of Minnesota; Pacific Northwest National Laboratory; University of Pennsylvania; Princeton University; Rutgers University; Journal ID: ISSN 2155-5435

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 09 BIOMASS FUELS; catalysis (homogeneous), catalysis (heterogeneous), biofuels (including algae and biomass), bio-inspired, hydrogen and fuel cells, materials and chemistry by design, synthesis (novel materials), synthesis (self-assembly), synthesis (scalable processing)

Citation Formats


                    Nikolla, Eranda, Roman-Leshkov, Yuriy, Moliner, Manuel, and Davis, Mark E. “One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite.  United States: N. p.,  
        Web.  doi:10.1021/cs2000544.

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                    Nikolla, Eranda, Roman-Leshkov, Yuriy, Moliner, Manuel, & Davis, Mark E. “One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite.  United States.  https://doi.org/10.1021/cs2000544

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                    Nikolla, Eranda, Roman-Leshkov, Yuriy, Moliner, Manuel, and Davis, Mark E. .  
        "“One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite".  United States.  https://doi.org/10.1021/cs2000544.

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@article{osti_1064997,

  title        = {“One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite},

  author       = {Nikolla, Eranda and Roman-Leshkov, Yuriy and Moliner, Manuel and Davis, Mark E.},

  abstractNote = {Conversion of carbohydrates to 5-(hydroxymethyl)furfural (HMF) may provide a step forward toward achieving a renewable biomass-based chemicals and fuels platform. Recently, we reported that a tin-containing, high-silica molecular sieve with the zeolite beta topology (Sn-Beta) can efficiently catalyze the isomerization of glucose to fructose in aqueous media at low pH. Herein, we describe the combination of Sn-Beta with acid catalysts in a one vessel, biphasic reactor system to synthesize HMF from carbohydrates such as glucose, cellobiose, and starch with high efficiency. HMF selectivities over 70% were obtained using this ''one-pot'' biphasic water/tetrahydrofuran (THF) reactor system. The key to successfully achieving the conversions/selectivities reported is that Sn-Beta is able to convert glucose to fructose at pH near 1 and in saturated aqueous salt solutions.},

  doi          = {10.1021/cs2000544},

  url          = {https://www.osti.gov/biblio/1064997},
  journal      = {ACS Catalysis},

  issn         = {2155-5435},

  number       = 4,

  volume       = 1,

  place        = {United States},

  year         = {},

  month        = {}

}

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