Abstract
The present investigation describes the development of environmentally benign WO3/SAPO-34 solid acid catalyst for glycerol valorization to solketal. Various spectroscopic techniques (XRD, FT-IR, TGA, BET, SEM, EDX and TPD) were employed to evaluate its physiochemical characteristic and determination of acid sites density of the designed catalyst. The optimization of reaction influencing parameters was prudently investigated. The experimental results demonstrated that the catalyst with 20 wt% WO3 loading exhibited an excellent acetalization performance, providing solketal yield of 96.7% with glycerol/acetone ratio of 1:8, catalyst loading of 5 wt% and reaction time of 4 h at 60 °C temperature. The FTIR and GC–MS analysis justified the successful formation of solketal. Similarly, the WO3/SAPO-34 catalyst sustained quite good repeatability for up to 5 reaction cycles with no significant loss in the activity.
Graphical abstract
Similar content being viewed by others
References
AlObaid, A.A.; Rouf, S.A.; Al-Muhimeed, T.I.; Aljameel, A.; Bouzgarrou, S.; Hegazy, H.; Alshahrani, T.; Nazir, G.; Mera, A.; Mahmood, Q.: New lead-free double perovskites (Rb2GeCl/Br) 6; a promising materials for renewable energy applications. Mater. Chem. Phys. 271, 124876 (2021)
Miao, Z.; Li, Z.; Liang, M.; Meng, J.; Zhao, Y.; Xu, L.; Mu, J.; Zhou, J.; Zhuo, S.; Si, W.: Ordered mesoporous titanium phosphate material: a highly efficient, robust and reusable solid acid catalyst for acetalization of glycerol. Chem. Eng. J. 381, 122594 (2020)
Nisar, J.; Razaq, R.; Farooq, M.; Iqbal, M.; Khan, R.A.; Sayed, M.; Shah, A.; Rahman, I.: Enhanced biodiesel production from Jatropha oil using calcined waste animal bones as catalyst. Renew. Energy 101, 111–119 (2017)
Farooq, M.; Ramli, A.; Naeem, A.: Biodiesel production from low FFA waste cooking oil using heterogeneous catalyst derived from chicken bones. Renew. Energy 76, 362–368 (2015)
Khan, I.W.; Naeem, A.; Farooq, M.; Din, I.U.; Ghazi, Z.A.; Saeed, T.: Reusable Na-SiO2@CeO2catalyst for efficient biodiesel production from non-edible wild olive oil as a new and potential feedstock. Energy Convers. Manag. 231, 113854 (2021)
Naeem, A.; Wali Khan, I.; Farooq, M.; Mahmood, T.; Ud Din, I.; Ali Ghazi, Z.; Saeed, T.: Kinetic and optimization study of sustainable biodiesel production from waste cooking oil using novel heterogeneous solid base catalyst. Bioresour. Technol. 328, 124831 (2021)
Pinto, B.P.; Nascimento, J.A.; Mota, C.J.; Calado, V.M.: Synthesis of solketal fuel additive from acetone and glycerol using CO2 as switchable catalyst. Front. Energy Res. 7, 58 (2019)
Timofeeva, M.N.; Panchenko, V.N.; Krupskaya, V.V.; Gil, A.; Vicente, M.A.: Effect of nitric acid modification of montmorillonite clay on synthesis of solketal from glycerol and acetone. Catal. Commun. 90, 65–69 (2017)
Moreira, M.N.; Corrêa, I.; Ribeiro, A.M.; Rodrigues, A.R.E.; Faria, R.P.: Solketal production in a fixed bed adsorptive reactor through the ketalization of glycerol. Ind. Eng. Chem. Res. 59(7), 2805–2816 (2020)
Kaur, J.; Gera, P.; Jha, M.; Sarma, A.K.: A study on conversion of glycerol into solketal using rice husk-derived catalyst. In: Advances in Energy Research, vol. 2, pp. 599–606. Springer (2020)
da Silva, M.J.; Rodrigues, A.A.; Pinheiro, P.F.: Solketal synthesis from glycerol and acetone in the presence of metal salts: a Lewis or Brønsted acid catalyzed reaction? Fuel 276, 118164 (2020)
Laskar, I.B.; Rajkumari, K.; Gupta, R.; Rokhum, L.: Acid-functionalized mesoporous polymer-catalyzed acetalization of glycerol to solketal, a potential fuel additive under solvent-free conditions. Energy Fuels 32(12), 12567–12576 (2018)
Jamil, F.; Saxena, S.K.; Ala’a, H.; Baawain, M.; Al-Abri, M.; Viswanadham, N.; Kumar, G.; Abu-Jrai, A.M.: Valorization of waste “date seeds” bio-glycerol for synthesizing oxidative green fuel additive. J. Clean. Prod. 165, 1090–1096 (2017)
Li, X.; Jiang, Y.; Zhou, R.; Hou, Z.: Layered α-zirconium phosphate: an efficient catalyst for the synthesis of solketal from glycerol. Appl. Clay Sci. 174, 120–126 (2019)
Hussein, H.; Vivian, A.; Fusaro, L.; Devillers, M.; Aprile, C.: Synthesis of highly accessible gallosilicates via impregnation procedure: enhanced catalytic performances in the conversion of glycerol into solketal. ChemCatChem 12, 5966–5976 (2020)
Zahid, I.; Ayoub, M.; Abdullah, B.B.; Nazir, M.H.; Ameen, M.; Zulqarnain; Mohd Yusoff, M.H.; Inayat, A.; Danish, M.: Production of fuel additive solketal via catalytic conversion of biodiesel-derived glycerol. Ind. Eng. Chem. Res. 59, 20961–20978 (2020)
Sawin, J.L.; Sverrisson, F.; Rutovitz, J.; Dwyer, S.; Teske, S.; Murdock, H.E.; Adib, R.; Guerra, F.; Blanning, L.H.; Hamirwasia, V.: Renewables 2018-global status report. A comprehensive annual overview of the state of renewable energy. Advancing the global renewable energy transition-highlights of the REN21 renewables 2018 global status report in perspective (2018)
Aghbashlo, M.; Tabatabaei, M.; Hosseinpour, S.; Rastegari, H.; Ghaziaskar, H.S.: Multi-objective exergy-based optimization of continuous glycerol ketalization to synthesize solketal as a biodiesel additive in subcritical acetone. Energy Convers. Manag. 160, 251–261 (2018)
Fertier, L.; Ibert, M.; Buffe, C.; Saint-Loup, R.; Joly-Duhamel, C.; Robin, J.-J.; Giani, O.: New biosourced UV curable coatings based on isosorbide. Prog. Org. Coat. 99, 393–399 (2016)
Nomura, T.; Ueura, H.; Tanaka, Y.; IIda, Y.; Yuan, Z.; Ando, A.: The effect of gasoline metallic additives on low speed pre-ignition, SAE technical paper (2018)
Hoekman, S.K.; Broch, A.: MMT effects on gasoline vehicles: a literature review. SAE Int. J. Fuels Lubr. 9(1), 322–343 (2016)
Ilgen, O.; Yerlikaya, S.; Akyurek, F.O.: Synthesis of solketal from glycerol and acetone over amberlyst-46 to produce an oxygenated fuel additive. Periodica Polytech. Chem. Eng. 61(2), 144–148 (2017)
Vasantha, V.T.; Venkatesha, N.J.; Shamshuddin, S.Z.M.; D’Souza, J.Q.; Reddy, B.G.V.: Sulphated zirconia supported on cordierite honeycomb monolith for effective synthesis of solketal from acetalisation of glycerol with acetone. ChemistrySelect 3(2), 602–608 (2018)
de Carvalho, D.C.; Oliveira, A.C.; Ferreira, O.P.; Josué Filho, M.; Tehuacanero-Cuapa, S.; Oliveira, A.C.: Titanate nanotubes as acid catalysts for acetalization of glycerol with acetone: influence of the synthesis time and the role of structure on the catalytic performance. Chem. Eng. J. 313, 1454–1467 (2017)
Li, X.; Zheng, L.; Hou, Z.: Acetalization of glycerol with acetone over Co [II](Co [III] xAl2−x) O4 derived from layered double hydroxide. Fuel 233, 565–571 (2018)
da Silva, M.J.; Teixeira, M.G.; Chaves, D.M.; Siqueira, L.: An efficient process to synthesize solketal from glycerol over tin (II) silicotungstate catalyst. Fuel 281, 118724 (2020)
Chen, L.; Nohair, B.; Zhao, D.; Kaliaguine, S.: Glycerol acetalization with formaldehyde using heteropolyacid salts supported on mesostructured silica. Appl. Catal. A 549, 207–215 (2018)
Rossa, V.; Díaz, G.C.; Muchave, G.J.; Aranda, D.A.G.; Pergher, S.B.C.: Production of Solketal Using Acid Zeolites as Catalysts, Glycerine Production and Transformation-An Innovative Platform for Sustainable Biorefinery and Energy. IntechOpen, London (2019)
Chen, L.; Nohair, B.; Zhao, D.; Kaliaguine, S.: Highly efficient glycerol acetalization over supported heteropoly acid catalysts. ChemCatChem 10(8), 1918–1925 (2018)
Alali, K.; Lebsir, F.; Amri, S.; Rahmouni, A.; Srasra, E.; Besbes, N.: Algerian acid activated clays as efficient catalysts for a green synthesis of solketal by chemoselective acetalization of glycerol with acetone. Bull. Chem. React. Eng. Catal. 14(1), 130–141 (2019)
Fatimah, I.; Sahroni, I.; Fadillah, G.; Musawwa, M.M.; Mahlia, T.M.I.; Muraza, O.: Glycerol to solketal for fuel additive: recent progress in heterogeneous catalysts. Energies 12(15), 2872 (2019)
Domínguez-Barroso, V.; Herrera, C.; Larrubia, M.Á.; González-Gil, R.; Cortés-Reyes, M.; Alemany, L.J.: Continuous-flow process for glycerol conversion to solketal using a Brönsted acid functionalized carbon-based catalyst. Catalysts 9(7), 609 (2019)
Bakuru, V.R.; Churipard, S.R.; Maradur, S.P.; Kalidindi, S.B.: Exploring the Brønsted acidity of UiO-66 (Zr, Ce, Hf) metal–organic frameworks for efficient solketal synthesis from glycerol acetalization. Dalton Trans. 48(3), 843–847 (2019)
Feliczak-Guzik, A.; Nowak, I.: Application of glycerol to synthesis of solvo-surfactants by using mesoporous materials containing niobium. Microporous Mesoporous Mater. 277, 301–308 (2019)
Gomes, I.S.; De Carvalho, D.C.; Oliveira, A.C.; Rodríguez-Castellón, E.; Tehuacanero-Cuapa, S.; Freire, P.T.; Josué Filho, M.; Saraiva, G.D.; de Sousa, F.F.; Lang, R.: On the reasons for deactivation of titanate nanotubes with metals catalysts in the acetalization of glycerol with acetone. Chem. Eng. J. 334, 1927–1942 (2018)
Talebian-Kiakalaieh, A.; Amin, S.; Saidina, N.A.; Tarighi, S.; Najaafi, N.: A review on the catalytic acetalization of bio-renewable glycerol to fuel additives. Front. Chem. 6, 573 (2018)
Talebian-Kiakalaieh, A.; Tarighi, S.: Hierarchical faujasite zeolite-supported heteropoly acid catalyst for acetalization of crude-glycerol to fuel additives. J. Ind. Eng. Chem. 79, 452–464 (2019)
Zhong, J.; Han, J.; Wei, Y.; Tian, P.; Guo, X.; Song, C.; Liu, Z.: Recent advances of the nano-hierarchical SAPO-34 in the methanol-to-olefin (MTO) reaction and other applications. Catal. Sci. Technol. 7(21), 4905–4923 (2017)
Wu, Y.; Chen, Z.; Li, B.; Xing, J.; Liu, H.; Tong, Y.; Tian, P.; Xu, Y.; Liu, Z.: Highly selective adsorption of CO over N2 on CuCl-loaded SAPO-34 adsorbent. J. Energy Chem. 36, 122–128 (2019)
Li, M.; Chen, J.; Li, L.; Ye, C.; Lin, X.; Qiu, T.: Novel multi-SO3H functionalized ionic liquids as highly efficient catalyst for synthesis of biodiesel. Green Energy Environ. 6(2), 271–282 (2021)
Islam, M.G.U.; Jan, M.T.; Farooq, M.; Naeem, A.; Khan, I.W.; Khattak, H.U.: Biodiesel production from wild olive oil using TPA decorated Cr–Al acid heterogeneous catalyst. Chem. Eng. Res. Des. 178, 540–549 (2022)
Mohebbi, S.; Rostamizadeh, M.; Kahforoushan, D.: Effect of molybdenum promoter on performance of high silica MoO3/B-ZSM-5 nanocatalyst in biodiesel production. Fuel 266, 117063 (2020)
Ketzer, F.; Celante, D.; de Castilhos, F.: Catalytic performance and ultrasonic-assisted impregnation effects on WO3/USY zeolites in esterification of oleic acid with methyl acetate. Microporous Mesoporous Mater. 291, 109704 (2020)
Aravindraj, K.; Mohana Roopan, S.: WO3-based materials as heterogeneous catalysts for diverse organic transformations: a mini-review. Synth. Commun. 52(13–14), 1457–1476 (2022)
Perveen, F.; Farooq, M.; Ramli, A.; Naeem, A.; Khan, I.W.; Saeed, T.; Khan, J.: Levulinic acid production from waste corncob biomass using an environmentally benign WO3-grafted ZnCo2O4@ CeO2 bifunctional heterogeneous catalyst. ACS Omega 8, 333–345 (2022)
Ferreira, C.; Araujo, A.; Calvino-Casilda, V.; Cutrufello, M.; Rombi, E.; Fonseca, A.; Bañares, M.; Neves, I.C.: Y zeolite-supported niobium pentoxide catalysts for the glycerol acetalization reaction. Microporous Mesoporous Mater. 271, 243–251 (2018)
Akalin, G.O.; Oztuna Taner, O.; Taner, T.: The preparation, characterization and antibacterial properties of chitosan/pectin silver nanoparticle films. Polym. Bull. 79(6), 3495–3512 (2022)
Liu, Y.; Xiao, W.; Xiao, S.: Influence of phosphorous contents on Si incorporation mechanism and properties of SAPO-34. Adv. Powder Technol. 27(2), 625–630 (2016)
Zheng, T.; Liu, H.; He, P.; Zhang, R.; Meng, X.; Xu, C.; Liu, H.; Yue, Y.; Liu, Z.: Post synthesis of hierarchical SAPO-34 via citric acid etching: mechanism of selective desilication. Microporous Mesoporous Mater. 335, 111798 (2022)
Cong, W.; Xu, C.; Mu, Y.; Li, Q.; Bing, L.; Wang, F.; Han, D.; Wang, G.: PtCo nanoparticles supported on hierarchical SAPO-34 for hydrolysis of ammonia borane and tandem reduction of 4-nitrophenol. Catal. Today 402, 27–37 (2022)
Bellatreche, S.; Hasnaoui, A.; Boukoussa, B.; García-Aguilar, J.; Berenguer-Murcia, Á.; Cazorla-Amoros, D.; Bengueddach, A.: Structural and textural features of TiO 2/SAPO-34 nanocomposite prepared by the sol–gel method. Res. Chem. Intermed. 42(12), 8039–8053 (2016)
Mirza, K.; Ghadiri, M.; Haghighi, M.; Afghan, A.: Hydrothermal synthesize of modified Fe, Ag and K-SAPO-34 nanostructured catalysts used in methanol conversion to light olefins. Microporous Mesoporous Mater. 260, 155–165 (2018)
Zhao, L.; Xi, X.; Liu, Y.; Ma, L.; Nie, Z.: Facile synthesis of WO3 micro/nanostructures by paper-assisted calcination for visible-light-driven photocatalysis. Chem. Phys. 528, 110515 (2020)
Varzaneh, A.Z.; Towfighi, J.; Kootenaei, A.H.S.; Mohamadalizadeh, A.: Effect of cerium and zirconium nanoparticles on the structure and catalytic performance of SAPO-34 in steam cracking of naphtha to light olefins. React. Kinet. Mech. Catal. 115(2), 719–740 (2015)
Masoumi, S.; Towfighi, J.; Mohamadalizadeh, A.; Kooshki, Z.; Rahimi, K.: Tri-templates synthesis of SAPO-34 and its performance in MTO reaction by statistical design of experiments. Appl. Catal. A 493, 103–111 (2015)
Oztuna Taner, O.; Ekici, L.; Akyuz, L.: CMC-based edible coating composite films from Brewer’s spent grain waste: a novel approach for the fresh strawberry package. Polym. Bull. 80(8), 9033–9058 (2023)
Niu, P.; Ren, X.; Xiong, D.; Ding, S.; Li, Y.; Wei, Z.; Chen, X.: Synthesis of highly selective and stable Co–Cr/SAPO-34 catalyst for the catalytic dehydration of ethanol to ethylene. Catalysts 10(7), 785 (2020)
Ao, S.; Alghamdi, L.A.; Kress, T.; Selvaraj, M.; Halder, G.; Wheatley, A.E.; Rokhum, S.L.: Microwave-assisted valorization of glycerol to solketal using biomass-derived heterogeneous catalyst. Fuel 345, 128190 (2023)
Perez, F.M.; Legarto, C.; Lombardi, M.B.; Santori, G.F.; Pompeo, F.; Nichio, N.N.: Activated bentonite nanocomposite for the synthesis of solketal from glycerol in the liquid phase. Catalysts 12(6), 673 (2022)
Huang, H.; Mu, J.; Liang, M.; Qi, R.; Wu, M.; Xu, L.; Xu, H.; Zhao, J.; Zhou, J.; Miao, Z.: One-pot synthesis of MoO3–ZrO2 solid acid catalyst for solvent-free solketal production from glycerol. Mol. Catal. 552, 113682 (2024)
Ao, S.; Rokhum, S.L.: Biomass derived heterogenous catalyst for synthesis of solketal from biodiesel byproduct glycerol. Sci. Talks 8, 100264 (2023)
Zahid, I.; Ayoub, M.; Nazir, M.H.; Sher, F.; Shamsuddin, R.; Abdullah, B.B.; Ameen, M.: Kinetic & thermodynamic studies of green fuel additive solketal from crude glycerol over metakaolin clay catalyst. Biomass Bioenergy 181, 107029 (2024)
Zahid, I.; Ayoub, M.; Abdullah, B.B.; Nazir, M.H.: Glycerol derivatives as fuel additive: synthesis of solketal from glycerol and acetone with various acid clay catalysts. In: Third International Conference on Separation Technology 2020 (ICoST 2020), pp. 292–296. Atlantis Press (2020)
Author information
Authors and Affiliations
Corresponding authors
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Farooq, M., Zaid, F., Ramli, A. et al. Development of Porous WO3/SAPO-34 Solid Catalyst for the Conversion of Glycerol to Fuel Performance Improving Bio-additive (Solketal). Arab J Sci Eng (2024). https://doi.org/10.1007/s13369-024-09084-5
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s13369-024-09084-5