RESEARCH ARTICLE

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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  • Centre for Nano and Material Sciences, Jain University, Jain Global Campus, Bengaluru 562112, India

Received date: 05 Jun 2021

Accepted date: 21 Oct 2021

Published date: 02 Aug 2022

Copyright

2022 Higher Education Press

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.

Cite this article

Vinayak Hegde , Parimal Pandit , Pranita Rananaware , Varsha P. Brahmkhatri . Sulfonic acid-functionalized mesoporous silica catalyst with different morphology for biodiesel production[J]. Frontiers of Chemical Science and Engineering, 2022 , 16(8) : 1198 -1210 . DOI: 10.1007/s11705-021-2133-z

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.
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

DOI

2
Demirbas A. Importance of biodiesel as transportation fuel. Energy Policy, 2007, 35(9): 4661–4670

DOI

3
Demirbas A. Progress and recent trends in biodiesel fuels. Energy Conversion and Management, 2009, 50(1): 14–34

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

13
Patel A, Brahmkhatri V, Singh N. Biodiesel production by esterification of free fatty acid over sulfated zirconia. Renewable Energy, 2013, 51: 227–233

DOI

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

DOI

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

DOI

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

DOI

17
Wang P, Zhao Y, Liu J. Versatile design and synthesis of mesoporous sulfonic acid catalysts. Science Bulletin, 2018, 63(4): 252–266

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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

DOI

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