Lignin-Derived Carbon Fibers as Efficient Heterogeneous Solid Acid Catalysts for Esterification of Oleic Acid
Abstract
Here, the production of biodiesel by the esterification of oleic acid, as an example of free fatty acid (FFA), was explored by using a new solid acid catalyst derived from lignin, a highly abundant low-cost biomass material. The catalyst was synthesized from lignin-derived carbon fiber by straightforward sulfonation and contains 1.86 mmol/g of sulfonic acid (-SO3H) groups. The catalyst was characterized by a variety of techniques including PXRD, TGA, TPD-MS, SEM, and XPS to understand the surface chemistry and the result of sulfonation. It was found that the sulfonated lignin-derived carbon fiber (CF-SO3H) catalyst was very efficient at esterifying oleic acid at 80oC in 4 hours, with 10 wt. % catalyst (in terms of oleic acid content) and at a 10:1 molar ratio of methanol: oleic acid with a yield of 92%. Furthermore, the catalyst can be reused with no significant loss in activity after 4 cycles. Hence, synthesizing solid acid catalysts from lignin-derived carbon fiber affords a novel strategy for producing biodiesel via ‘green chemistry’.
- Authors:
-
[1];
[1];
[1]
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Georgia Inst. of Technology, Atlanta, GA (United States)
- Publication Date:
- Research Org.:
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1454398
- Grant/Contract Number:
- AC05-00OR22725
- Resource Type:
- Accepted Manuscript
- Journal Name:
- MRS Advances
- Additional Journal Information:
- Journal Volume: 3; Journal Issue: 47-48; Journal ID: ISSN 2059-8521
- Publisher:
- Materials Research Society (MRS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Adhikari, Shiba P., Hood, Zachary D., Gallego, Nidia C., and Contescu, Cristian I. Lignin-Derived Carbon Fibers as Efficient Heterogeneous Solid Acid Catalysts for Esterification of Oleic Acid. United States: N. p., 2018.
Web. doi:10.1557/adv.2018.481.
Adhikari, Shiba P., Hood, Zachary D., Gallego, Nidia C., & Contescu, Cristian I. Lignin-Derived Carbon Fibers as Efficient Heterogeneous Solid Acid Catalysts for Esterification of Oleic Acid. United States. https://doi.org/10.1557/adv.2018.481
Adhikari, Shiba P., Hood, Zachary D., Gallego, Nidia C., and Contescu, Cristian I. Mon .
"Lignin-Derived Carbon Fibers as Efficient Heterogeneous Solid Acid Catalysts for Esterification of Oleic Acid". United States. https://doi.org/10.1557/adv.2018.481. https://www.osti.gov/servlets/purl/1454398.
@article{osti_1454398,
title = {Lignin-Derived Carbon Fibers as Efficient Heterogeneous Solid Acid Catalysts for Esterification of Oleic Acid},
author = {Adhikari, Shiba P. and Hood, Zachary D. and Gallego, Nidia C. and Contescu, Cristian I.},
abstractNote = {Here, the production of biodiesel by the esterification of oleic acid, as an example of free fatty acid (FFA), was explored by using a new solid acid catalyst derived from lignin, a highly abundant low-cost biomass material. The catalyst was synthesized from lignin-derived carbon fiber by straightforward sulfonation and contains 1.86 mmol/g of sulfonic acid (-SO3H) groups. The catalyst was characterized by a variety of techniques including PXRD, TGA, TPD-MS, SEM, and XPS to understand the surface chemistry and the result of sulfonation. It was found that the sulfonated lignin-derived carbon fiber (CF-SO3H) catalyst was very efficient at esterifying oleic acid at 80oC in 4 hours, with 10 wt. % catalyst (in terms of oleic acid content) and at a 10:1 molar ratio of methanol: oleic acid with a yield of 92%. Furthermore, the catalyst can be reused with no significant loss in activity after 4 cycles. Hence, synthesizing solid acid catalysts from lignin-derived carbon fiber affords a novel strategy for producing biodiesel via ‘green chemistry’.},
doi = {10.1557/adv.2018.481},
journal = {MRS Advances},
number = 47-48,
volume = 3,
place = {United States},
year = {Mon Jun 04 00:00:00 EDT 2018},
month = {Mon Jun 04 00:00:00 EDT 2018}
}
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Figure 1: (A) PXRD patterns and (B) Raman spectra of the samples CF and CF-SO3H
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Works referenced in this record:
Multifunctionalized Ordered Mesoporous Carbon as an Efficient and Stable Solid Acid Catalyst for Biodiesel Preparation
journal, March 2013
- Chang, Binbin; Fu, Jie; Tian, Yanlong
- The Journal of Physical Chemistry C, Vol. 117, Issue 12
Lignin-Derived Advanced Carbon Materials
journal, November 2015
- Chatterjee, Sabornie; Saito, Tomonori
- ChemSusChem, Vol. 8, Issue 23
Biodiesel production using heterogeneous catalysts
journal, February 2011
- Semwal, Surbhi; Arora, Ajay K.; Badoni, Rajendra P.
- Bioresource Technology, Vol. 102, Issue 3
Biodiesel production, properties, and feedstocks
journal, March 2009
- Moser, Bryan R.
- In Vitro Cellular & Developmental Biology - Plant, Vol. 45, Issue 3
On the characterization and spinning of an organic-purified lignin toward the manufacture of low-cost carbon fiber
journal, October 2011
- Baker, Darren A.; Gallego, Nidia C.; Baker, Frederick S.
- Journal of Applied Polymer Science, Vol. 124, Issue 1
Catalytic performance and deactivation of sulfonated hydrothermal carbon in the esterification of fatty acids: Comparison with sulfonic solids of different nature
journal, April 2015
- Fraile, José M.; García-Bordejé, Enrique; Pires, Elísabet
- Journal of Catalysis, Vol. 324
Heterogeneous catalysis for sustainable biodiesel production via esterification and transesterification
journal, January 2014
- Lee, Adam F.; Bennett, James A.; Manayil, Jinesh C.
- Chem. Soc. Rev., Vol. 43, Issue 22
Room temperature synthesis of biodiesel using sulfonated graphitic carbon nitride
journal, December 2016
- Baig, R. B. Nasir; Verma, Sanny; Nadagouda, Mallikarjuna N.
- Scientific Reports, Vol. 6, Issue 1
Biodiesel Production Using a Carbon Solid Acid Catalyst Derived from β-Cyclodextrin
journal, March 2015
- Fu, Xiao-bo; Chen, Jie; Song, Xue-li
- Journal of the American Oil Chemists' Society, Vol. 92, Issue 4
Lignin-Derived Fused Electrospun Carbon Fibrous Mats as High Performance Anode Materials for Lithium Ion Batteries
journal, November 2013
- Wang, Su-Xi; Yang, Liping; Stubbs, Ludger Paul
- ACS Applied Materials & Interfaces, Vol. 5, Issue 23
A comparative study of solid carbon acid catalysts for the esterification of free fatty acids for biodiesel production. Evidence for the leaching of colloidal carbon
journal, November 2013
- Deshmane, Chinmay A.; Wright, Marcus W.; Lachgar, Abdessadek
- Bioresource Technology, Vol. 147, p. 597-604
Sulfonated ordered mesoporous carbon for catalytic preparation of biodiesel
journal, November 2008
- Liu, Rui; Wang, Xiqing; Zhao, Xiang
- Carbon, Vol. 46, Issue 13
Water-Tolerant Solid Acid Catalysts
journal, October 2002
- Okuhara, Toshio
- Chemical Reviews, Vol. 102, Issue 10
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
Recent advances in low-cost carbon fiber manufacture from lignin
journal, April 2013
- Baker, Darren A.; Rials, Timothy G.
- Journal of Applied Polymer Science, Vol. 130, Issue 2
Optimising catalytic properties of supported sulfonic acid catalysts
journal, July 2009
- Siril, P. F.; Shiju, N. R.; Brown, D. R.
- Applied Catalysis A: General, Vol. 364, Issue 1-2
Evaluating Sustainability: Soap versus Biodiesel Production from Plant Oils
journal, May 2012
- Pohl, Nicola L. B.; Streff, Jennifer M.; Brokman, Steve
- Journal of Chemical Education, Vol. 89, Issue 8
Preparation of a sugar catalyst and its use for highly efficient production of biodiesel
journal, January 2007
- Zong, Min-Hua; Duan, Zhang-Qun; Lou, Wen-Yong
- Green Chemistry, Vol. 9, Issue 5
Biodiesel Production by Amorphous Carbon Bearing SO3H, COOH and Phenolic OH Groups, a Solid Brønsted Acid Catalyst
journal, March 2010
- Hara, Michikazu
- Topics in Catalysis, Vol. 53, Issue 11-12
Novel Acid Catalysts from Waste-Tire-Derived Carbon: Application in Waste-to-Biofuel Conversion
journal, June 2017
- Hood, Zachary D.; Adhikari, Shiba P.; Li, Yunchao
- ChemistrySelect, Vol. 2, Issue 18
Valorisation of corncob residues to functionalised porous carbonaceous materials for the simultaneous esterification/transesterification of waste oils
journal, January 2011
- Arancon, Rick Arneil; Barros Jr, Higinio R.; Balu, Alina M.
- Green Chemistry, Vol. 13, Issue 11
Sulfur-Doped Carbon with Enlarged Interlayer Distance as a High-Performance Anode Material for Sodium-Ion Batteries
journal, August 2015
- Qie, Long; Chen, Weimin; Xiong, Xiaoqin
- Advanced Science, Vol. 2, Issue 12
Solid acids: Green alternatives for acid catalysis
journal, November 2014
- Gupta, Princy; Paul, Satya
- Catalysis Today, Vol. 236
Selection of water-dispersible carbon black for fabrication of uranium oxicarbide microspheres
journal, March 2008
- Contescu, Cristian I.; Baker, Frederick S.; Hunt, Rodney D.
- Journal of Nuclear Materials, Vol. 375, Issue 1
Synthesis of biodiesel from acidified soybean soapstock using a lignin-derived carbonaceous catalyst
journal, October 2012
- Guo, Feng; Xiu, Zhi-Long; Liang, Zhi-Xia
- Applied Energy, Vol. 98
Manufacture and application of lignin-based carbon fibers (LCFs) and lignin-based carbon nanofibers (LCNFs)
journal, January 2017
- Fang, Wei; Yang, Sheng; Wang, Xi-Luan
- Green Chemistry, Vol. 19, Issue 8
Deactivation of sulfonated hydrothermal carbons in the presence of alcohols: Evidences for sulfonic esters formation
journal, May 2012
- Fraile, José M.; García-Bordejé, Enrique; Roldán, Laura
- Journal of Catalysis, Vol. 289
Lignin – an alternative precursor for sustainable and cost-effective automotive carbon fiber
journal, July 2015
- Mainka, Hendrik; Täger, Olaf; Körner, Enrico
- Journal of Materials Research and Technology, Vol. 4, Issue 3
Esterification of lauric and oleic acids with methanol over oxidized and sulfonated activated carbon catalyst
journal, May 2014
- Wang, Chenwei; Gui, Xia; Yun, Zhi
- Reaction Kinetics, Mechanisms and Catalysis, Vol. 113, Issue 1
Biodiesel production: a review
journal, October 1999
- Ma, Fangrui; Hanna, Milford A.
- Bioresource Technology, Vol. 70, Issue 1, p. 1-15
Acid-Catalyzed Reactions on Flexible Polycyclic Aromatic Carbon in Amorphous Carbon
journal, June 2006
- Okamura, Mai; Takagaki, Atsushi; Toda, Masakazu
- Chemistry of Materials, Vol. 18, Issue 13
Thermal and Rheological Characteristics of Biobased Carbon Fiber Precursor Derived from Low Molecular Weight Organosolv Lignin
journal, March 2015
- Oroumei, Azam; Fox, Bronwyn; Naebe, Minoo
- ACS Sustainable Chemistry & Engineering, Vol. 3, Issue 4
Lignin-based carbon fibers for composite fiber applications
journal, January 2002
- Kadla, J.F; Kubo, S; Venditti, R.A
- Carbon, Vol. 40, Issue 15, p. 2913-2920
Monodispersed Hollow SO 3 H-Functionalized Carbon/Silica as Efficient Solid Acid Catalyst for Esterification of Oleic Acid
journal, November 2015
- Wang, Yang; Wang, Ding; Tan, Minghui
- ACS Applied Materials & Interfaces, Vol. 7, Issue 48
Review Carbon fibers for composites
journal, January 2000
- Chand, S.
- Journal of Materials Science, Vol. 35, Issue 6, p. 1303-1313
Preparation of solid acid catalyst from glucose–starch mixture for biodiesel production
journal, February 2011
- Chen, Guo; Fang, Baishan
- Bioresource Technology, Vol. 102, Issue 3
Works referencing / citing this record:
Surface reactivity of nanoporous carbons: preparation and physicochemical characterization of sulfonated activated carbon fibers
journal, June 2019
- Grishchenko, Liudmyla M.; Diyuk, Vitaliy E.; Mariychuk, Ruslan T.
- Applied Nanoscience, Vol. 10, Issue 8
Optimization of Lignin-Based Biocatalyst Production from Pine Sawdust and Wheat Straw
journal, July 2018
- Escalante, Froylán; Carranza-Hernández, Alejandra; García-Zamora, Adelina
- Molecules, Vol. 23, Issue 8
Optimization of Lignin-Based Biocatalyst Production from Pine Sawdust and Wheat Straw
journal, July 2018
- Escalante, Froylán; Carranza-Hernández, Alejandra; García-Zamora, Adelina
- Molecules, Vol. 23, Issue 8
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