Sulfonic acid-functionalized mesoporous silica catalyst with different morphology for biodiesel production

Vinayak Hegde, Parimal Pandit, Pranita Rananaware, Varsha P. Brahmkhatri

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Front. Chem. Sci. Eng. ›› 2022, Vol. 16 ›› Issue (8) : 1198-1210. DOI: 10.1007/s11705-021-2133-z
RESEARCH ARTICLE
RESEARCH ARTICLE

Sulfonic acid-functionalized mesoporous silica catalyst with different morphology for biodiesel production

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Abstract

Sulfonic acid functionalized mesoporous silica based solid acid catalysts with different morphology were designed and fabricated. The synthesized materials were characterized by various physicochemical and spectroscopic techniques like scanning electron microscope-energy dispersive X-ray spectroscopy, Fourier transform infrared spectroscopy, Brunauer–Emmett–Teller surface area, thermogravimetric analysis and n-butylamine acidity. The shape of catalysts particles plays an important role in its activity. The sulfonic acid functionalized mesoporous silica catalysts of spherical shape and the cube shape were assessed for catalytic activity in biodiesel production. The catalytic biodiesel production reaction over the catalysts were studied by esterification of free fatty acid, oleic acid with methanol. The effect of various reaction parameters such as catalyst concentration, acid/alcohol molar ratio, catalyst amount, reaction temperature and reaction time on catalytic activity were investigated to optimize the conditions for maximum conversion. It was sulfonated cubic shape mesoporous silica which exhibited better activity as compared to the spherical shape silica catalysts. Additionally, the catalyst was regenerated and reused up to three cycles without any significant loss in activity. The present catalysts exhibit superior performance in biodiesel production and it can be used for the several biodiesel feedstock’s that are rich in free fatty acids.

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Keywords

solid acid catalyst / mesoporous silica / sulfonic acid / biodiesel / esterification / oleic acid

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Vinayak Hegde, Parimal Pandit, Pranita Rananaware, Varsha P. Brahmkhatri. Sulfonic acid-functionalized mesoporous silica catalyst with different morphology for biodiesel production. Front. Chem. Sci. Eng., 2022, 16(8): 1198‒1210 https://doi.org/10.1007/s11705-021-2133-z

References

[1]
Yang S, Yang Y, Kankala R K, Li B. Sustainability assessment of synfuels from biomass or coal: an insight on the economic and ecological burdens. Renewable Energy, 2018, 118: 870–878
CrossRef Google scholar
[2]
Demirbas A. Importance of biodiesel as transportation fuel. Energy Policy, 2007, 35(9): 4661–4670
CrossRef Google scholar
[3]
Demirbas A. Progress and recent trends in biodiesel fuels. Energy Conversion and Management, 2009, 50(1): 14–34
CrossRef Google scholar
[4]
Chen B, Wang J, He T, Jie F, Chen B. Impact of biodiesel on engine oil quality: role of methyl oleate and performance of sulfonate detergent additive. Fuel, 2019, 244: 454–460
CrossRef Google scholar
[5]
Navaneeth P V, Suraj C K, Mehta P S, Anand K. Predicting the effect of biodiesel composition on the performance and emission of a compression ignition engine using a phenomenological model. Fuel, 2021, 293: 120453
CrossRef Google scholar
[6]
Jothiramalingam R, Wang M K. Review of recent developments in solid acid, base, and enzyme catalysts (heterogeneous) for biodiesel production via transesterification. Industrial & Engineering Chemistry Research, 2009, 48(13): 6162–6172
CrossRef Google scholar
[7]
Kondaiah A, Sesha Rao Y, Satishkumar, Kamitkar N D, Jafar Ali Ibrahim S, Chandradass J, Kannan T T M. Influence of blends of castor seed biodiesel and diesel on engine characteristics. Materials Today: Proceedings, 2021, 45: 7043–7049
CrossRef Google scholar
[8]
Macario A, Giordano G, Onida B, Cocina D, Tagarelli A, Giuffrè A M. Biodiesel production process by homogeneous/heterogeneous catalytic system using an acid-base catalyst. Applied Catalysis A, General, 2010, 378(2): 160–168
CrossRef Google scholar
[9]
Guo F, Peng Z G, Dai J Y, Xiu Z L. Calcined sodium silicate as solid base catalyst for biodiesel production. Fuel Processing Technology, 2010, 91(3): 322–328
CrossRef Google scholar
[10]
Boon-anuwat N, Kiatkittipong W, Aiouache F, Assabumrungrat S. Process design of continuous biodiesel production by reactive distillation: comparison between homogeneous and heterogeneous catalysts. Chemical Engineering and Processing, 2015, 92: 33–44
CrossRef Google scholar
[11]
Soltani S, Rashid U, Al-Resayes S I, Nehdi I A. Recent progress in synthesis and surface functionalization of mesoporous acidic heterogeneous catalysts for esterification of free fatty acid feedstocks: a review. Energy Conversion and Management, 2017, 141: 183–205
CrossRef Google scholar
[12]
Tan X, Sudarsanam P, Tan J, Wang A, Zhang H, Li H, Yang S. Sulfonic acid-functionalized heterogeneous catalytic materials for efficient biodiesel production: a review. Journal of Environmental Chemical Engineering, 2021, 9(1): 104719
CrossRef Google scholar
[13]
Patel A, Brahmkhatri V, Singh N. Biodiesel production by esterification of free fatty acid over sulfated zirconia. Renewable Energy, 2013, 51: 227–233
CrossRef Google scholar
[14]
Brahmkhatri V, Patel A. 12-Tungstophosphoric acid anchored to SBA-15: an efficient, environmentally benign reusable catalysts for biodiesel production by esterification of free fatty acids. Applied Catalysis A, General, 2011, 403(1): 161–172
CrossRef Google scholar
[15]
Brahmkhatri V, Patel A. Biodiesel production by esterification of free fatty acids over 12-tungstophosphoric acid anchored to MCM-41. Industrial & Engineering Chemistry Research, 2011, 50(11): 6620–6628
CrossRef Google scholar
[16]
Mohammadi Ziarani G, Lashgari N, Badiei A. Sulfonic acid-functionalized mesoporous silica (SBA-Pr-SO3H) as solid acid catalyst in organic reactions. Journal of Molecular Catalysis A Chemical, 2015, 397: 166–191
CrossRef Google scholar
[17]
Wang P, Zhao Y, Liu J. Versatile design and synthesis of mesoporous sulfonic acid catalysts. Science Bulletin, 2018, 63(4): 252–266
CrossRef Google scholar
[18]
Verma P, Kuwahara Y, Mori K, Raja R, Yamashita H. Functionalized mesoporous SBA-15 silica: recent trends and catalytic applications. Nanoscale, 2020, 12(21): 11333–11363
CrossRef Google scholar
[19]
Costa J A S, de Jesus R A, Santos D O, Neris J B, Figueiredo R T, Paranhos C M. Synthesis, functionalization, and environmental application of silica-based mesoporous materials of the M41S and SBA-n families: a review. Journal of Environmental Chemical Engineering, 2021, 9(3): 105259
CrossRef Google scholar
[20]
Hoang Thi T T, Cao V D, Nguyen T N Q, Hoang D T, Ngo V C, Nguyen D H. Functionalized mesoporous silica nanoparticles and biomedical applications. Materials Science and Engineering C, 2019, 99: 631–656
CrossRef Google scholar
[21]
Kholafazad Kordasht H, Pazhuhi M, Pashazadeh-Panahi P, Hasanzadeh M, Shadjou N. Multifunctional aptasensors based on mesoporous silica nanoparticles as an efficient platform for bioanalytical applications: recent advances. Trends in Analytical Chemistry, 2020, 124: 115778
CrossRef Google scholar
[22]
Gañán J, Morante-Zarcero S, Pérez-Quintanilla D, Sierra I. 2-Mercaptopyrimidine-functionalized mesostructured silicas to develop electrochemical sensors for a rapid control of scopolamine in tea and herbal tea infusions. Microchemical Journal, 2020, 157: 104877
CrossRef Google scholar
[23]
Thushari I, Babel S. Sustainable utilization of waste palm oil and sulfonated carbon catalyst derived from coconut meal residue for biodiesel production. Bioresource Technology, 2018, 248: 199–203
CrossRef Google scholar
[24]
Liu T, Li Z, Li W, Shi C, Wang Y. Preparation and characterization of biomass carbon-based solid acid catalyst for the esterification of oleic acid with methanol. Bioresource Technology, 2013, 133: 618–621
CrossRef Google scholar
[25]
Rafiee E, Mirnezami F. Temperature regulated Brønsted acidic ionic liquid-catalyze esterification of oleic acid for biodiesel application. Journal of Molecular Structure, 2017, 1130: 296–302
CrossRef Google scholar
[26]
Peixoto A F, Soliman M M A, Pinto T V, Silva S M, Costa P, Alegria E C B A, Freire C. Highly active organosulfonic aryl-silica nanoparticles as efficient catalysts for biomass derived biodiesel and fuel additives. Biomass and Bioenergy, 2021, 145: 105936
CrossRef Google scholar
[27]
Zhang P, Wu H, Fan M, Sun W, Jiang P, Dong Y. Direct and postsynthesis of tin-incorporated SBA-15 functionalized with sulfonic acid for efficient biodiesel production. Fuel, 2019, 235: 426–432
CrossRef Google scholar
[28]
Kasinathan P, Lang C, Gaigneaux E M, Jonas A M, Fernandes A E. Influence of site pairing in hydrophobic silica-supported sulfonic acid bifunctional catalysts. Langmuir, 2020, 36(46): 13743–13751
CrossRef Google scholar
[29]
Viscardi R, Barbarossa V, Maggi R, Pancrazzi F. Effect of acidic MCM-41 mesoporous silica functionalized with sulfonic acid groups catalyst in conversion of methanol to dimethyl ether. Energy Reports, 2020, 6: 49–55
CrossRef Google scholar
[30]
Tai Z, Isaacs M A, Parlett C M A, Lee A F, Wilson K. High activity magnetic core-mesoporous shell sulfonic acid silica nanoparticles for carboxylic acid esterification. Catalysis Communications, 2017, 92: 56–60
CrossRef Google scholar
[31]
Usai E M, Sini M F, Meloni D, Solinas V, Salis A. Sulfonic acid-functionalized mesoporous silicas: microcalorimetric characterization and catalytic performance toward biodiesel synthesis. Microporous and Mesoporous Materials, 2013, 179: 54–62
CrossRef Google scholar
[32]
Tran T T V, Obpirompoo M, Kongparakul S, Karnjanakom S, Reubroycharoen P, Guan G, Chanlek N, Samart C. Glycerol valorization through production of di-glyceryl butyl ether with sulfonic acid functionalized KIT-6 catalyst. Carbon Resources Conversion, 2020, 3: 182–189
CrossRef Google scholar
[33]
Decarpigny C, Bleta R, Ponchel A, Monflier E. Oxidation of 2,5-diformfylfuran to 2,5-furandicarboxylic acid catalyzed by Candida antarctica lipase B immobilized in a cyclodextrin-templated mesoporous silica. The critical role of pore characteristics on the catalytic performance. Colloids and Surfaces. B, Biointerfaces, 2021, 200: 111606
CrossRef Google scholar
[34]
Rahman S, Shah S, Santra C, Sen D, Sharma S, Pandey J K, Mazumder S, Chowdhury B. Controllable synthesis of niobium doped mesoporous silica materials with various morphologies and its activity for oxidative catalysis. Microporous and Mesoporous Materials, 2016, 226: 169–178
CrossRef Google scholar
[35]
Patel A, Brahmkhatri V. Kinetic study of oleic acid esterification over 12-tungstophosphoric acid catalyst anchored to different mesoporous silica supports. Fuel Processing Technology, 2013, 113: 141–149
CrossRef Google scholar
[36]
Wang X, Zhang Y, Luo W, Elzatahry A A, Cheng X, Alghamdi A, Abdullah A M, Deng Y, Zhao D. Synthesis of ordered mesoporous silica with tunable morphologies and pore sizes via a nonpolar solvent-assisted Stöber method. Chemistry of Materials, 2016, 28(7): 2356–2362
CrossRef Google scholar
[37]
Ballistreri F P, Tomaselli G A, Toscano R M. Selective and mild oxidation of thiols to sulfonic acids by hydrogen peroxide catalyzed by methyltrioxorhenium. Tetrahedron Letters, 2008, 49(20): 3291–3293
CrossRef Google scholar
[38]
Brunauer S, Deming L S, Deming W E, Teller E. On a theory of the van der Waals adsorption of gases. Journal of the American Chemical Society, 1940, 62(7): 1723–1732
CrossRef Google scholar
[39]
Cano-Serrano E, Campos-Martin J M, Fierro J L G. Sulfonic acid-functionalized silica through quantitative oxidation of thiol groups. Chemical Communications, 2003, (2): 246–247
CrossRef Google scholar
[40]
Kruk M, Jaroniec M, Sayari A J L. Application of large pore MCM-41 molecular sieves to improve pore size analysis using nitrogen adsorption measurements. Langmuir, 1997, 13(23): 6267–6273
CrossRef Google scholar
[41]
Isaifan R J, Ntais S, Baranova E A. Particle size effect on catalytic activity of carbon-supported Pt nanoparticles for complete ethylene oxidation. Applied Catalysis A, General, 2013, 464-465: 87–94
CrossRef Google scholar
[42]
Hasan Z, Jun J W, Jhung S H. Sulfonic acid-functionalized MIL-101(Cr): an efficient catalyst for esterification of oleic acid and vapor-phase dehydration of butanol. Chemical Engineering Journal, 2015, 278: 265–271
CrossRef Google scholar
[43]
Yu H, Niu S, Lu C, Li J, Yang Y. Sulfonated coal-based solid acid catalyst synthesis and esterification intensification under ultrasound irradiation. Fuel, 2017, 208: 101–110
CrossRef Google scholar
[44]
Nongbe M C, Ekou T, Ekou L, Yao K B, Le Grognec E, Felpin F X. Biodiesel production from palm oil using sulfonated graphene catalyst. Renewable Energy, 2017, 106: 135–141
CrossRef Google scholar
[45]
Niu S, Ning Y, Lu C, Han K, Yu H, Zhou Y. Esterification of oleic acid to produce biodiesel catalyzed by sulfonated activated carbon from bamboo. Energy Conversion and Management, 2018, 163: 59–65
CrossRef Google scholar
[46]
Zhou Y, Ding H, Liu J, Parnas R S, Clearfield A, Xiao M, Meng Y, Sun L. Solid acid catalyst based on single-layer α-zirconium phosphate nanosheets for biodiesel production via esterification. Catalysts, 2018, 8(1): 1–17
CrossRef Google scholar
[47]
Chen Y, Cao Y, Suo Y, Zheng G P, Guan X X, Zheng X C. Mesoporous solid acid catalysts of 12-tungstosilicic acid anchored to SBA-15: characterization and catalytic properties for esterification of oleic acid with methanol. Journal of the Taiwan Institute of Chemical Engineers, 2015, 51: 186–192
CrossRef Google scholar
[48]
Yang H, Song H, Zhang H, Chen P, Zhao Z. Esterification of citric acid with n-butanol over zirconium sulfate supported on molecular sieves. Journal of Molecular Catalysis A Chemical, 2014, 381: 54–60
CrossRef Google scholar

Acknowledgements

We are thankful to Jain University, Bangalore, India, for providing facilities. Varsha P. Brahmkhatri also acknowledges TARE-SERB.TAR/2018/000547. Nanomission project “SR/NM/NS-20/2014” CNMS, JAIN deemed to be University is acknowledged for SEM facility.

Electronic Supplementary Material

ƒSupplementary material is available in the online version of this article at https://dx.doi.org/10.1007/s11705-021-2133-z and is accessible for authorized users.

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