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Title: Adsorption-enhanced hydrolysis of glucan oligomers into glucose over sulfonated three-dimensionally ordered mesoporous carbon catalysts

Abstract

The hydrolysis of cellulose and β(1 → 4) oligosaccharides on carbon catalysts is a promising approach for the selective production of glucose from cellulose and its derivatives. In this study, a structure–property relationship was developed for the hydrolysis of water soluble glucan oligomers over three dimensionally ordered mesoporous (3DOm) carbon with sulfonic acid groups. It was found that the number of sulfonic acid groups on 3DOm carbon catalysts and their adsorption properties need to be optimized to maximize the hydrolysis of water soluble glucan oligomers. The adsorption capacity of glucan oligomers on 3DOm carbon increases with their chain length, which can be attributed to two molecular behaviors: (a) long glucan oligomers adsorbed on the carbon surface exhibit a dense packing structure compared with relatively small glucan oligomers; and (b) a part of a glucan oligomer “dangles” off the carbon surface due to its branched structure. Furthermore, it was found that the adsorption enthalpy and entropy increased with increasing the chain length of the glucan oligomers, which favors the hydrolysis reaction to produce glucose over the carbon catalysts.

Authors:
 [1];  [1];  [1];  [1];  [2];  [1]
  1. Univ. of Massachusetts, Amherst, MA (United States)
  2. Univ. of Minnesota, Minneapolis, MN (United States)
Publication Date:
Research Org.:
Univ. of Massachusetts, Amherst, MA (United States); Univ. of Minnesota, Minneapolis, MN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1865857
Grant/Contract Number:  
SC0001004
Resource Type:
Accepted Manuscript
Journal Name:
Green Chemistry
Additional Journal Information:
Journal Volume: 18; Journal Issue: 24; Journal ID: ISSN 1463-9262
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
09 BIOMASS FUELS

Citation Formats

Dornath, Paul, Ruzycky, Stephen, Pang, Shintaro, He, Lili, Dauenhauer, Paul, and Fan, Wei. Adsorption-enhanced hydrolysis of glucan oligomers into glucose over sulfonated three-dimensionally ordered mesoporous carbon catalysts. United States: N. p., 2016. Web. doi:10.1039/c6gc02221a.
Dornath, Paul, Ruzycky, Stephen, Pang, Shintaro, He, Lili, Dauenhauer, Paul, & Fan, Wei. Adsorption-enhanced hydrolysis of glucan oligomers into glucose over sulfonated three-dimensionally ordered mesoporous carbon catalysts. United States. https://doi.org/10.1039/c6gc02221a
Dornath, Paul, Ruzycky, Stephen, Pang, Shintaro, He, Lili, Dauenhauer, Paul, and Fan, Wei. Tue . "Adsorption-enhanced hydrolysis of glucan oligomers into glucose over sulfonated three-dimensionally ordered mesoporous carbon catalysts". United States. https://doi.org/10.1039/c6gc02221a. https://www.osti.gov/servlets/purl/1865857.
@article{osti_1865857,
title = {Adsorption-enhanced hydrolysis of glucan oligomers into glucose over sulfonated three-dimensionally ordered mesoporous carbon catalysts},
author = {Dornath, Paul and Ruzycky, Stephen and Pang, Shintaro and He, Lili and Dauenhauer, Paul and Fan, Wei},
abstractNote = {The hydrolysis of cellulose and β(1 → 4) oligosaccharides on carbon catalysts is a promising approach for the selective production of glucose from cellulose and its derivatives. In this study, a structure–property relationship was developed for the hydrolysis of water soluble glucan oligomers over three dimensionally ordered mesoporous (3DOm) carbon with sulfonic acid groups. It was found that the number of sulfonic acid groups on 3DOm carbon catalysts and their adsorption properties need to be optimized to maximize the hydrolysis of water soluble glucan oligomers. The adsorption capacity of glucan oligomers on 3DOm carbon increases with their chain length, which can be attributed to two molecular behaviors: (a) long glucan oligomers adsorbed on the carbon surface exhibit a dense packing structure compared with relatively small glucan oligomers; and (b) a part of a glucan oligomer “dangles” off the carbon surface due to its branched structure. Furthermore, it was found that the adsorption enthalpy and entropy increased with increasing the chain length of the glucan oligomers, which favors the hydrolysis reaction to produce glucose over the carbon catalysts.},
doi = {10.1039/c6gc02221a},
journal = {Green Chemistry},
number = 24,
volume = 18,
place = {United States},
year = {Tue Oct 04 00:00:00 EDT 2016},
month = {Tue Oct 04 00:00:00 EDT 2016}
}

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Works referenced in this record:

Biomass Ethanol: Technical Progress, Opportunities, and Commercial Challenges
journal, November 1999


Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering
journal, September 2006

  • Huber, George W.; Iborra, Sara; Corma, Avelino
  • Chemical Reviews, Vol. 106, Issue 9, p. 4044-4098
  • DOI: 10.1021/cr068360d

Phase Modifiers Promote Efficient Production of Hydroxymethylfurfural from Fructose
journal, June 2006

  • Roman-Leshkov, Yuriy; Chheda, Juben N.; Dumesic, James A.
  • Science, Vol. 312, Issue 5782, p. 1933-1937
  • DOI: 10.1126/science.1126337

Converting carbohydrates to bulk chemicals and fine chemicals over heterogeneous catalysts
journal, January 2011

  • Climent, Maria J.; Corma, Avelino; Iborra, Sara
  • Green Chemistry, Vol. 13, Issue 3
  • DOI: 10.1039/c0gc00639d

Conversion of glucose into levulinic acid with solid metal(IV) phosphate catalysts
journal, August 2013


Challenges of and Insights into Acid-Catalyzed Transformations of Sugars
journal, August 2014

  • Caratzoulas, Stavros; Davis, Mark E.; Gorte, Raymond J.
  • The Journal of Physical Chemistry C, Vol. 118, Issue 40
  • DOI: 10.1021/jp504358d

Acid Hydrolysis of Cellulose as the Entry Point into Biorefinery Schemes
journal, December 2009


Raman microspectroscopy of soot and related carbonaceous materials: Spectral analysis and structural information
journal, July 2005


Some aspects of the surface chemistry of carbon blacks and other carbons
journal, January 1994


Catalytic Hydrolysis of Cellulose to Glucose Using Weak-Acid Surface Sites on Postsynthetically Modified Carbon
journal, November 2014

  • Charmot, Alexandre; Chung, Po-Wen; Katz, Alexander
  • ACS Sustainable Chemistry & Engineering, Vol. 2, Issue 12
  • DOI: 10.1021/sc500669q

Entropically Favored Adsorption of Cellulosic Molecules onto Carbon Materials through Hydrophobic Functionalities
journal, March 2014

  • Yabushita, Mizuho; Kobayashi, Hirokazu; Hasegawa, Jun-ya
  • ChemSusChem, Vol. 7, Issue 5
  • DOI: 10.1002/cssc.201301296

Adsorption of Glycols, Sugars, and Related Multiple −OH Compounds onto Activated Carbons. 2. Solvent Regeneration
journal, October 1999

  • Chinn, Daniel; King, C. Judson
  • Industrial & Engineering Chemistry Research, Vol. 38, Issue 10
  • DOI: 10.1021/ie990289x

Long-Chain Glucan Adsorption and Depolymerization in Zeolite-Templated Carbon Catalysts
journal, September 2015


Glucan Adsorption on Mesoporous Carbon Nanoparticles: Effect of Chain Length and Internal Surface
journal, October 2012

  • Chung, Po-Wen; Charmot, Alexandre; Gazit, Oz M.
  • Langmuir, Vol. 28, Issue 43
  • DOI: 10.1021/la3030364

Efficient mechano-catalytic depolymerization of crystalline cellulose by formation of branched glucan chains
journal, January 2015

  • Dornath, Paul; Cho, Hong Je; Paulsen, Alex
  • Green Chemistry, Vol. 17, Issue 2
  • DOI: 10.1039/C4GC02187H

Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates
journal, June 2007

  • Román-Leshkov, Yuriy; Barrett, Christopher J.; Liu, Zhen Y.
  • Nature, Vol. 447, Issue 7147, p. 982-985
  • DOI: 10.1038/nature05923

Dehydration of fructose into furans over zeolite catalyst using carbon black as adsorbent
journal, June 2014


Amorphous Carbon with SO 3 H Groups as a Solid Brønsted Acid Catalyst
journal, May 2012

  • Nakajima, Kiyotaka; Hara, Michikazu
  • ACS Catalysis, Vol. 2, Issue 7
  • DOI: 10.1021/cs300103k

Adsorption-Enhanced Hydrolysis of β-1,4-Glucan on Graphene-Based Amorphous Carbon Bearing SO 3 H, COOH, and OH Groups
journal, May 2009

  • Kitano, Masaaki; Yamaguchi, Daizo; Suganuma, Satoshi
  • Langmuir, Vol. 25, Issue 9
  • DOI: 10.1021/la8040506

Hydrolysis Catalysis of Miscanthus Xylan to Xylose Using Weak-Acid Surface Sites
journal, December 2013

  • Chung, Po-Wen; Charmot, Alexandre; Olatunji-Ojo, Olayinka A.
  • ACS Catalysis, Vol. 4, Issue 1
  • DOI: 10.1021/cs400939p

Mechanocatalytic depolymerization of cellulose combined with hydrogenolysis as a highly efficient pathway to sugar alcohols
journal, January 2013

  • Hilgert, Jakob; Meine, Niklas; Rinaldi, Roberto
  • Energy Environ. Sci., Vol. 6, Issue 1
  • DOI: 10.1039/C2EE23057G

Solvent-Free Catalytic Depolymerization of Cellulose to Water-Soluble Oligosaccharides
journal, April 2012


Hierarchical nanofabrication of microporous crystals with ordered mesoporosity
journal, October 2008

  • Fan, Wei; Snyder, Mark A.; Kumar, Sandeep
  • Nature Materials, Vol. 7, Issue 12
  • DOI: 10.1038/nmat2302

Sulfonated Ordered Mesoporous Carbon as a Stable and Highly Active Protonic Acid Catalyst
journal, May 2007

  • Wang, Xiqing; Liu, Rui; Waje, Mahesh M.
  • Chemistry of Materials, Vol. 19, Issue 10
  • DOI: 10.1021/cm070278r

Quenched solid density functional theory and pore size analysis of micro-mesoporous carbons
journal, June 2009


Characterization of the Pore Structure of Three-Dimensionally Ordered Mesoporous Carbons Using High Resolution Gas Sorption
journal, August 2012

  • Cychosz, Katie A.; Guo, Xuefeng; Fan, Wei
  • Langmuir, Vol. 28, Issue 34
  • DOI: 10.1021/la302362h

Direct Syntheses of Ordered SBA-15 Mesoporous Silica Containing Sulfonic Acid Groups
journal, August 2000

  • Margolese, D.; Melero, J. A.; Christiansen, S. C.
  • Chemistry of Materials, Vol. 12, Issue 8
  • DOI: 10.1021/cm0010304

Impact of Oxygen-Containing Surface Functional Groups on Activated Carbon Adsorption of Phenols
journal, July 1997

  • Tessmer, Charles H.; Vidic, Radisav D.; Uranowski, Lois J.
  • Environmental Science & Technology, Vol. 31, Issue 7
  • DOI: 10.1021/es960474r

Development of a single aptamer-based surface enhanced Raman scattering method for rapid detection of multiple pesticides
journal, January 2014

  • Pang, Shintaro; Labuza, Theodore P.; He, Lili
  • The Analyst, Vol. 139, Issue 8
  • DOI: 10.1039/C3AN02263C

Adsorption of the Compounds Encountered in Monosaccharide Dehydration in Zeolite Beta
journal, May 2013

  • León, Marta; Swift, T. Dallas; Nikolakis, Vladimiros
  • Langmuir, Vol. 29, Issue 22
  • DOI: 10.1021/la401138g

Thermodynamic Properties of Aqueous Carbohydrate Solutions
journal, January 1997

  • Cerdeiriña, C. A.; Carballo, E.; Tovar, C. A.
  • Journal of Chemical & Engineering Data, Vol. 42, Issue 1
  • DOI: 10.1021/je960168t

Apparent molar volumes of aqueous cellobiose solutions
journal, January 1983

  • Herrington, Thelma M.; Pethybridge, Alan D.; Parkin, Brian A.
  • Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 79, Issue 4
  • DOI: 10.1039/f19837900845

Preparation of a Carbon-Based Solid Acid Catalyst by Sulfonating Activated Carbon in a Chemical Reduction Process
journal, October 2010


Raman spectroscopic characterization of carbonaceous aerosols
journal, January 2001


A reconsideration of the relationship between the crystallite size La of carbons determined by X-ray diffraction and Raman spectroscopy
journal, December 2006


Origin of dispersive effects of the Raman D band in carbon materials
journal, March 1999


Solid-fluid equilibrium in molecular models of n -alkanes
journal, January 1999

  • Malanoski, A. P.; Monson, P. A.
  • The Journal of Chemical Physics, Vol. 110, Issue 1
  • DOI: 10.1063/1.478123

Significance of microporosity on the interaction of phenol with porous graphitic carbon
journal, June 2015


Works referencing / citing this record: