Online citations, reference lists, and bibliographies.

Propyl-SO3H Functionalized Graphene Oxide As Multipurpose Solid Acid Catalyst For Biodiesel Synthesis And Acid-catalyzed Esterification And Acetalization Reactions

Majid Masteri-Farahani, Mahdiyeh-Sadat Hosseini, Newsha Forouzeshfar
Published 2020 · Engineering
Cite This
Download PDF
Analyze on Scholarcy
Share
Abstract A graphene based acid catalyst, GO-PrSO3H, was prepared through a simple two-step process. Surface modification with (3-mercaptopropyl) trimethoxysilane followed by oxidation of sulfide groups led to the production of sulfonic acid sites on graphene oxide nanosheets. The results of various physicochemical techniques approved the synthesis of desired catalyst. The amount of acid sites was measured via the acid-base treatment with triethylamine which exhibited 1.07 mmol/g H+ in the catalyst structure. Two kinds of acid-catalyzed reactions i.e. esterification and acetalization were adopted to evaluate the catalytic performance of prepared catalyst. More than 90% conversion was achieved for butyl acetate production in acetic acid esterification with n-butanol. Moreover, methyl oleate as one of the main components of biodiesel was produced with good yield over the prepared catalyst via oleic acid esterification with methanol. The 1H NMR technique was also conducted to characterize and determine the amount of produced methyl oleate. Finally, the benzaldehyde acetalization with ethylene glycol was performed which high conversion (92%) was obtained at 3 h. The catalyst reusability for both esterification and acetalization reactions demonstrated the catalyst stability after five reaction cycles.
This paper references
10.1080/07328303.2015.1120874
Sulfonated graphene oxide as highly efficient catalyst for glycosylation
Raju S Thombal (2016)
10.1039/C4RA10177D
Highly sulfonated graphene and graphene oxide nanosheets as heterogeneous nanocatalysts in green synthesis of bisphenolic antioxidants under solvent free conditions
Hossein Naeimi (2014)
10.1007/s11164-016-2745-y
Eco-friendly highly efficient solvent free synthesis of benzimidazole derivatives over sulfonic acid functionalized graphene oxide in ambient condition
Mantosh B. Swami (2016)
10.1007/s00706-016-1762-2
Green and recyclable sulfonated graphene and graphene oxide nanosheet catalysts for the syntheses of 3,4-dihydropyrimidinones
Esmail Vessally (2016)
10.1039/C2JM30904A
Preparation and characterization of mesoporous Zr-WOx/SiO2 catalysts for the esterification of 1-butanol with acetic acid
T. Kim (2012)
10.1039/c3dt52098f
Synthesis of sulfonic acid-functionalized Fe3O4@C nanoparticles as magnetically recyclable solid acid catalysts for acetalization reaction.
Fangcai Zheng (2014)
10.1039/C2CY20364B
Preparation of ethane-bridged organosilica group and keggin type heteropoly acid co-functionalized ZrO2 hybrid catalyst for biodiesel synthesis from eruca sativa gars oil
Fang Su (2012)
10.1016/j.molcata.2005.04.034
A highly efficient catalyst for the esterification of acetic acid using n-butyl alcohol
Balasamy Rabindran Jermy (2005)
10.1016/J.RENENE.2017.01.024
Biodiesel production from palm oil using sulfonated graphene catalyst
Medy C. Nongbe (2017)
10.1016/J.CATTOD.2018.06.041
Esterification of oleic acid to biodiesel catalyzed by a highly acidic carbonaceous catalyst
Yi-tong Wang (2019)
10.1039/C5GC02316E
Graphene-promoted acetalisation of glycerol under acid-free conditions
N. Oger (2016)
10.1016/j.catcom.2009.05.023
The hydrophilic/hydrophobic effect of porous solid acid catalysts on mixed liquid phase reaction of esterification
Hong Peng Liu (2009)
10.1016/J.CATTOD.2009.07.066
Preparation of sulfonated ordered mesoporous carbon and its use for the esterification of fatty acids
Li Peng (2010)
10.1021/acsami.5b08797
Monodispersed Hollow SO3H-Functionalized Carbon/Silica as Efficient Solid Acid Catalyst for Esterification of Oleic Acid.
Yang Wang (2015)
10.1016/J.CATCOM.2017.06.026
Synthesis and sulfation of titanium based metal organic framework; MIL-125 and usage as catalyst in esterification reactions
Esra Yılmaz (2017)
10.1016/j.msec.2016.10.065
Synthesis and antioxidant activity of star-shape phenolic antioxidants catalyzed by acidic nanocatalyst based on reduced graphene oxide.
Mohsen Golestanzadeh (2017)
10.1016/J.JTICE.2017.12.003
Sulfonated graphene oxide-catalyzed N-acetylation of amines with acetonitrile under sonication
Manuri Brahmayya (2017)
10.1016/S1872-2067(14)60221-7
Preparation of magnetic nanocomposites of solid acid catalysts and their applicability in esterification
Huanwang Jing (2015)
10.1016/J.RENENE.2016.03.018
Manufacturing of zeolite based catalyst from zeolite tuft for biodiesel production from waste sunflower oil
Noor Al-Jammal (2016)
10.1039/C5TA05605E
Al-coordination polymer-derived nanoporous nitrogen-doped carbon microfibers as metal-free catalysts for oxygen electroreduction and acetalization reactions
Zhen Han (2015)
10.1039/C4TA02257B
Heteropoly acid and ZrO2 bifunctionalized organosilica hollow nanospheres for esterification and transesterification
Fang Su (2014)
10.1002/SLCT.201601595
Metal–free GO‐SiPr‐SO3H Nanosheets Catalyzed Ultrasound Promoted One–pot Synthesis of Star‐Shape Phenolic Compounds in Water and Study of Their In–vitro Antimicrobial Activities
Mohsen Golestanzadeh (2016)
10.1016/S1872-2067(14)60005-X
Acidic ionic liquid-catalyzed esterification of oleic acid for biodiesel synthesis
Ying Li (2014)
10.1007/s11144-017-1235-6
Quest for a structure-property relationship in sulfonated graphene catalysts for the additive esterification of carboxylic acids and olefins
Zhuxiu Zhang (2017)
10.1016/J.COLSURFA.2017.06.073
Clicked graphene oxide as new support for the immobilization of peroxophosphotungstate: Efficient catalysts for the epoxidation of olefins
Majid Masteri-Farahani (2017)
10.1002/CCTC.201402254
Graphene Oxide and Its Functionalized Derivatives as Carbocatalysts in the Multicomponent Strecker Reaction of Ketones
Ananya Sengupta (2014)
10.1039/C2JM16608A
Sulfated graphene as an efficient solid catalyst for acid-catalyzed liquid reactions
Fujian Liu (2012)
10.1039/C3GC40353J
Chemical conversion of biomass-derived hexose sugars to levulinic acid over sulfonic acid-functionalized graphene oxide catalysts
Pravin P. Upare (2013)
10.1039/C5RA14813H
A novel poly(p-styrenesulfonic acid) grafted carbon nanotube/graphene oxide architecture with enhanced catalytic performance for the synthesis of benzoate esters and fatty acid alkyl esters
Gang Bian (2015)
10.1016/j.ijbiomac.2015.11.058
Synthesis of potential antioxidants by synergy of ultrasound and acidic graphene nanosheets as catalyst in water.
Hossein Naeimi (2016)
10.1039/C6RA23420H
One-pot synthesis of sulfonated graphene oxide for efficient conversion of fructose into HMF
Qidong Hou (2016)
10.1039/C2EE22238H
Graphene based catalysts
Cancan Huang (2012)
10.1016/J.MATCHEMPHYS.2017.07.028
Clicked graphene oxide supported venturello catalyst: A new hybrid nanomaterial as catalyst for the selective epoxidation of olefins
Majid Masteri-Farahani (2017)
10.1002/smll.201002009
Graphene-based materials: synthesis, characterization, properties, and applications.
Xiao Huang (2011)
10.1039/C4NJ02340D
Microwave-assisted synthesis of 6,6′-(aryl(alkyl)methylene)bis(2,4-dialkylphenol) antioxidants catalyzed by multi-sulfonated reduced graphene oxide nanosheets in water
Hossein Naeimi (2015)
10.1016/J.TETLET.2016.08.061
Application of glucose derived magnetic solid acid for etherification of 5-HMF to 5-EMF, dehydration of sorbitol to isosorbide, and esterification of fatty acids
Raju S Thombal (2016)
10.1039/c2dt31468a
Liquid phase esterification of acetic acid over WO3 promoted β-SiC in a solvent free system.
Gopa Mishra (2012)
10.1021/cr4007347
Carbocatalysis by graphene-based materials.
Sergio Navalón (2014)
10.1007/S11746-015-2621-8
Biodiesel Production Using a Carbon Solid Acid Catalyst Derived from β-Cyclodextrin
Xiaobo Fu (2015)
10.1039/C3GC42333F
Advancements in solid acid catalysts for biodiesel production
Fang Su (2014)
10.1002/CCTC.201100457
Antisolvent Precipitation for the Synthesis of Monodisperse Mesoporous Niobium Oxide Spheres as Highly Effective Solid Acid Catalysts
Cheng Chao Li (2012)
10.1002/CCTC.201402100
A New Approach Towards Acid Catalysts with High Reactivity Based on Graphene Nanosheets
Zuojun Wei (2014)
10.1016/j.biortech.2017.07.142
Conversion of lipids from wet microalgae into biodiesel using sulfonated graphene oxide catalysts.
Jun Cheng (2017)
10.1002/CCTC.201000021
Imidazolium Polyoxometalate: An Ionic Liquid Catalyst for Esterification and Oxidative Esterification
H. Li (2010)
10.1080/10406638.2016.1149080
Sulfonated Reduced Graphene Oxide (RGO-SO3H): As an Efficient Nanocatalyst for One-Pot Synthesis of 2-Amino-3-cyano-7-hydroxy-4H-chromenes Derivatives in Water
Samaneh Behravesh (2018)
10.1039/C6GC01089J
Influence of alkyl chain length on sulfated zirconia catalysed batch and continuous esterification of carboxylic acids by light alcohols
Amin Osatiashtiani (2016)
10.1016/J.MICROMESO.2013.12.006
Synthesis of lacunary polyoxometalate encapsulated into hexagonal mesoporous silica and their catalytic performance in esterification
Naijin Wu (2014)
10.1016/J.FUPROC.2013.03.022
Kinetic study of oleic acid esterification over 12-tungstophosphoric acid catalyst anchored to different mesoporous silica supports
Anjali Patel (2013)
10.1039/C4RA11205A
Sulfonated graphene as highly efficient and reusable acid carbocatalyst for the synthesis of ester plasticizers
Bhaskar Garg (2014)
10.1039/C4RA12695E
Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid
R. K. Beerthuis (2015)
10.1039/C3CY00272A
Towards acid MOFs – catalytic performance of sulfonic acid functionalized architectures
Jana Juan-Alcañiz (2013)
10.1016/J.APCATA.2017.06.024
Transition-metal incorporated heteropolyacid-ionic liquid composite catalysts with tunable Brønsted/Lewis acidity for acetalization of benzaldehyde with ethylene glycol
Xiaoxiang Han (2017)
10.1021/EF500129X
Upgrading Bio-oil: Simultaneous Catalytic Esterification of Acetic Acid and Alkylation of Acetaldehyde
Jun Ye (2014)
10.1021/ACSSUSCHEMENG.5B01205
Synthesis and Characterization of Sulfonated Carbon-Based Graphene Oxide Monolith by Solvothermal Carbonization for Esterification and Unsymmetrical Ether Formation
Akhil V. Nakhate (2016)
10.1039/B919341C
Hierarchical macroporous-mesoporous SBA-15 sulfonic acid catalysts for biodiesel synthesis.
Jérémy Dhainaut (2010)
10.1016/J.MOLCATA.2011.08.005
Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel
Jinmei Miao (2011)
10.1016/J.APCATB.2013.12.055
Facile preparation of mesoporous TiO2(B) nanowires with well-dispersed Fe2O3 nanoparticles and their photochemical catalytic behavior
Lei Qin (2014)
10.1007/s12039-014-0731-8
Sulfonated graphenes catalyzed synthesis of expanded porphyrins and their supramolecular interactions with pristine graphene
Sweta Mishra (2014)
10.1007/s11164-013-1129-9
The synthesis of xanthenes and benzoxanthenes on graphene oxide and sulfated graphene nanosheets in water
Ahmad Shaabani (2013)
10.1016/J.CLAY.2011.01.019
Activated clay supported heteropoly acid catalysts for esterification of acetic acid with butanol
Siddhartha Kumar Bhorodwaj (2011)
10.1039/C0SC00484G
Sulfonated graphene as water-tolerant solid acid catalyst
Junyi Ji (2011)
10.1016/J.CATTOD.2014.04.010
Solid acids: Green alternatives for acid catalysis
P. Gupta (2014)
10.1002/cssc.201700950
Highly Efficient Sulfonic/Carboxylic Dual-Acid Synergistic Catalysis for Esterification Enabled by Sulfur-Rich Graphene Oxide.
Honglei Zhang (2017)
10.1016/J.APCATA.2011.12.040
One-pot fabrication of magnetically recoverable acid nanocatalyst, heteropolyacids/chitosan/Fe3O4, and its catalytic performance
Aiguo Kong (2012)
10.1039/C3CY00591G
Biodiesel synthesis via esterification and transesterification over a new heterogeneous catalyst comprising lacunary silicotungstate and MCM-41
Anjali Patel (2013)
10.1016/J.JTICE.2011.02.002
The synthesis of heterogeneous 7-amino-1-naphthalene sulfonic acid immobilized silica nano particles and its catalytic activity
Farook Adam (2011)
10.1021/nn1006368
Improved synthesis of graphene oxide.
D. Marcano (2010)
10.1016/J.MICROMESO.2018.01.023
Translation of lignocellulosic waste to mesoporous solid acid catalyst and its efficacy in esterification of volatile fatty acid
Vineet Aniya (2018)
10.1016/j.ultsonch.2015.10.009
Sulfonated reduced graphene oxide as a highly efficient catalyst for direct amidation of carboxylic acids with amines using ultrasonic irradiation.
M. Mirza-Aghayan (2016)
10.1039/c4cs00189c
Heterogeneous catalysis for sustainable biodiesel production via esterification and transesterification.
Adam Fraser Lee (2014)
10.1039/C4GC01044B
Etherification of glycerol with isobutene on sulfonated graphene: reaction and separation
Jinxia Zhou (2014)
10.1016/J.CARBON.2011.10.007
Carbocatalytic dehydration of xylose to furfural in water
Edmond W.M. Lam (2012)
10.1039/C6NJ04043H
Sulfonic acid functionalized silica nanoparticles as catalysts for the esterification of linoleic acid
Mohamed M. Aboelhassan (2017)
Preparation of Methyl Ester by Heterogeneous Catalysed Esterification and Transesterification
Martin Hájek (2014)
10.1038/s41598-017-04143-4
Sulfonated reduced graphene oxide catalyzed cyclization of hydrazides and carbon dioxide to 1,3,4-oxadiazoles under sonication
Manuri Brahmayya (2017)
10.3390/molecules190914582
Graphene-Based Nanomaterials as Heterogeneous Acid Catalysts: A Comprehensive Perspective
Bhaskar Garg (2014)
10.1007/s00706-013-1022-7
Synthesis of a novel melamine-formaldehyde resin-supported ionic liquid with Brønsted acid sites and its catalytic activities
Guiying Xing (2013)
10.1039/C5CY00339C
Graphene-based catalysis for biomass conversion
Shanhui Zhu (2015)
10.1002/cssc.201301149
Sulfonated graphene oxide as effective catalyst for conversion of 5-(hydroxymethyl)-2-furfural into biofuels.
Margarida M Antunes (2014)



This paper is referenced by
Semantic Scholar Logo Some data provided by SemanticScholar