IDEAS home Printed from https://ideas.repec.org/a/gam/jeners/v12y2019i10p1905-d232358.html
   My bibliography  Save this article

Application of Sulfated Tin (IV) Oxide Solid Superacid Catalyst to Partial Coupling Reaction of α-Pinene to Produce Less Viscous High-Density Fuel

Author

Listed:
  • Seong-Min Cho

    (Department of Forest Sciences, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea)

  • Chang-Young Hong

    (Department of Forest Biomaterials, College of Natural Resources, North Carolina State University, Raleigh, NC 27695, USA)

  • Se-Yeong Park

    (Department of Forest Biomaterials Engineering, College of Forest and Environment Science, Kangwon National University, Chuncheon 24341, Korea)

  • Da-Song Lee

    (Department of Forest Sciences, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea)

  • June-Ho Choi

    (Department of Forest Sciences, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea)

  • Bonwook Koo

    (Intelligent & Sustainable Materials R&D Group, Korea Institute of Industrial Technology (KITECH), Cheonan 31056, Korea)

  • In-Gyu Choi

    (Department of Forest Sciences, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea
    Research Institute of Agriculture and Life Sciences, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea
    Institutes of Green-Bio Science and Technology, Seoul National University, Pyeongchang 25354, Korea)

Abstract

Brønsted acid-catalyzed reactions of α-pinene have been studied because of their ability to produce various types of fragrance molecules. Beyond this application, dimeric hydrocarbon products produced from coupling reactions of α-pinene have been suggested as renewable high-density fuel molecules. In this context, this paper presents the application of a sulfated tin(IV) oxide catalyst for the partial coupling reaction of α-pinene from turpentine. Brønsted acid sites inherent in this solid superacid catalyst calcined at 550 °C successfully catalyzed the reaction, giving the largest yield of dimeric products (49.6%) at 120 °C over a reaction time of 4 h. Given that the low-temperature viscosity of the mentioned dimeric products is too high for their use as a fuel in transportation engines, lowering the viscosity is an important avenue of study. Therefore, our partial coupling reaction of α-pinene provides a possible solution as a considerable amount of the isomers of α-pinene still remained after the reaction, which reduces the low-temperature viscosity. On the basis of a comparison of the reaction products, a plausible mechanism for the reaction involving coinstantaneous isomerization and coupling reaction of α-pinene was elucidated.

Suggested Citation

  • Seong-Min Cho & Chang-Young Hong & Se-Yeong Park & Da-Song Lee & June-Ho Choi & Bonwook Koo & In-Gyu Choi, 2019. "Application of Sulfated Tin (IV) Oxide Solid Superacid Catalyst to Partial Coupling Reaction of α-Pinene to Produce Less Viscous High-Density Fuel," Energies, MDPI, vol. 12(10), pages 1-14, May.
    • Handle: RePEc:gam:jeners:v:12:y:2019:i:10:p:1905-:d:232358
    as

    Download full text from publisher

    File URL: https://www.mdpi.com/1996-1073/12/10/1905/pdf
    Download Restriction: no
    File URL: https://www.mdpi.com/1996-1073/12/10/1905/
    Download Restriction: no
    ---><---

    References listed on IDEAS

    as
    1. Anand, B. Prem & Saravanan, C.G. & Srinivasan, C. Ananda, 2010. "Performance and exhaust emission of turpentine oil powered direct injection diesel engine," Renewable Energy, Elsevier, vol. 35(6), pages 1179-1184.
    2. Arpa, O. & Yumrutas, R. & Alma, M.H., 2010. "Effects of turpentine and gasoline-like fuel obtained from waste lubrication oil on engine performance and exhaust emission," Energy, Elsevier, vol. 35(9), pages 3603-3613.
    3. Dubey, Pankaj & Gupta, Rajesh, 2018. "Influences of dual bio-fuel (Jatropha biodiesel and turpentine oil) on single cylinder variable compression ratio diesel engine," Renewable Energy, Elsevier, vol. 115(C), pages 1294-1302.
    Full references (including those not matched with items on IDEAS)

    Most related items

    These are the items that most often cite the same works as this one and are cited by the same works as this one.
    1. Ballesteros, Rosario & García, Duban & Bustamante, Felipe & Alarcón, Edwin & Lapuerta, Magín, 2020. "Oxyfunctionalized turpentine: Evaluation of properties as automotive fuel," Renewable Energy, Elsevier, vol. 162(C), pages 2210-2219.
    2. Robert Mădălin Chivu & Jorge Martins & Florin Popescu & Krisztina Uzuneanu & Ion V. Ion & Margarida Goncalves & Teodor-Cezar Codău & Elena Onofrei & Francisco P. Brito, 2023. "Turpentine as an Additive for Diesel Engines: Experimental Study on Pollutant Emissions and Engine Performance," Energies, MDPI, vol. 16(13), pages 1-18, July.
    3. Vallinayagam, R. & Vedharaj, S. & Yang, W.M. & Lee, P.S. & Chua, K.J.E. & Chou, S.K., 2013. "Combustion performance and emission characteristics study of pine oil in a diesel engine," Energy, Elsevier, vol. 57(C), pages 344-351.
    4. Santhoshkumar, A. & Ramanathan, Anand, 2020. "Recycling of waste engine oil through pyrolysis process for the production of diesel like fuel and its uses in diesel engine," Energy, Elsevier, vol. 197(C).
    5. Suiuay, Chokchai & Laloon, Kittipong & Katekaew, Somporn & Senawong, Kritsadang & Noisuwan, Phakamat & Sudajan, Somposh, 2020. "Effect of gasoline-like fuel obtained from hard-resin of Yang (Dipterocarpus alatus) on single cylinder gasoline engine performance and exhaust emissions," Renewable Energy, Elsevier, vol. 153(C), pages 634-645.
    6. Subramaniam, D. & Murugesan, A. & Avinash, A. & Kumaravel, A., 2013. "Bio-diesel production and its engine characteristics—An expatiate view," Renewable and Sustainable Energy Reviews, Elsevier, vol. 22(C), pages 361-370.
    7. Arunkumar, M. & Kannan, M. & Murali, G., 2019. "Experimental studies on engine performance and emission characteristics using castor biodiesel as fuel in CI engine," Renewable Energy, Elsevier, vol. 131(C), pages 737-744.
    8. Anantha Padmanabha, H.S. & Mohanty, Dillip Kumar, 2023. "Impact of additive ethylene glycol diacetate on diesel engine working with jatropha-karanja dual biodiesel," Renewable Energy, Elsevier, vol. 202(C), pages 116-126.
    9. Chiong, Meng-Choung & Kang, Hooi-Siang & Shaharuddin, Nik Mohd Ridzuan & Mat, Shabudin & Quen, Lee Kee & Ten, Ki-Hong & Ong, Muk Chen, 2021. "Challenges and opportunities of marine propulsion with alternative fuels," Renewable and Sustainable Energy Reviews, Elsevier, vol. 149(C).
    10. Lapuerta, Magín & Rodríguez-Fernández, José & Ramos, Ángel & Donoso, David & Canoira, Laureano, 2023. "Hydrogenated terpenic renewable fuels: Emissions and combustion analysis," Renewable Energy, Elsevier, vol. 208(C), pages 152-161.
    11. Wei, L. & Cheung, C.S. & Ning, Z., 2018. "Effects of biodiesel-ethanol and biodiesel-butanol blends on the combustion, performance and emissions of a diesel engine," Energy, Elsevier, vol. 155(C), pages 957-970.
    12. Hashimoto, Nozomu & Nishida, Hiroyuki & Kimoto, Masayoshi & Tainaka, Kazuki & Ikeda, Atsushi & Umemoto, Satoshi, 2018. "Effects of Jatropha oil blending with C-heavy oil on soot emissions and heat absorption balance characteristics for boiler combustion," Renewable Energy, Elsevier, vol. 126(C), pages 924-932.
    13. Joaquim Costa & Jorge Martins & Tiago Arantes & Margarida Gonçalves & Luis Durão & Francisco P. Brito, 2021. "Experimental Assessment of the Performance and Emissions of a Spark-Ignition Engine Using Waste-Derived Biofuels as Additives," Energies, MDPI, vol. 14(16), pages 1-19, August.
    14. Avinash, A. & Subramaniam, D. & Murugesan, A., 2014. "Bio-diesel—A global scenario," Renewable and Sustainable Energy Reviews, Elsevier, vol. 29(C), pages 517-527.
    15. Kim, Hyun Hee & Park, Yoon Hwa & Han, Karam & Jang, Ji Hoon & Park, Ho Young & Seo, Youn Seog, 2021. "Combustion and emission characteristics of a reprocessed used lubricating oil as a renewable fuel for boiler cold start-up operation," Energy, Elsevier, vol. 222(C).
    16. Vallinayagam, R. & Vedharaj, S. & Yang, W.M. & Lee, P.S. & Chua, K.J.E. & Chou, S.K., 2014. "Pine oil–biodiesel blends: A double biofuel strategy to completely eliminate the use of diesel in a diesel engine," Applied Energy, Elsevier, vol. 130(C), pages 466-473.
    17. Paweł P. Włodarczyk & Barbara Włodarczyk, 2021. "Applicability of Waste Engine Oil for the Direct Production of Electricity," Energies, MDPI, vol. 14(4), pages 1-11, February.
    18. Lam, Su Shiung & Liew, Rock Keey & Jusoh, Ahmad & Chong, Cheng Tung & Ani, Farid Nasir & Chase, Howard A., 2016. "Progress in waste oil to sustainable energy, with emphasis on pyrolysis techniques," Renewable and Sustainable Energy Reviews, Elsevier, vol. 53(C), pages 741-753.
    19. Mohammadi, Pouya & Nikbakht, Ali M. & Tabatabaei, Meisam & Farhadi, Khalil & Mohebbi, Arash & Khatami far, Mehdi, 2012. "Experimental investigation of performance and emission characteristics of DI diesel engine fueled with polymer waste dissolved in biodiesel-blended diesel fuel," Energy, Elsevier, vol. 46(1), pages 596-605.
    20. Caliskan, Hakan & Mori, Kazutoshi, 2017. "Environmental, enviroeconomic and enhanced thermodynamic analyses of a diesel engine with diesel oxidation catalyst (DOC) and diesel particulate filter (DPF) after treatment systems," Energy, Elsevier, vol. 128(C), pages 128-144.

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:gam:jeners:v:12:y:2019:i:10:p:1905-:d:232358. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    If CitEc recognized a bibliographic reference but did not link an item in RePEc to it, you can help with this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: MDPI Indexing Manager (email available below). General contact details of provider: https://www.mdpi.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.