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Catalysis Letters

, Volume 148, Issue 2, pp 680–690 | Cite as

Sulphonic Acid-Functionalized Benzimidazolium Based Poly Ionic Liquid Catalyzed Esterification of Levulinic Acid

  • Avinash Ganesh Khiratkar
  • Kamlesh Rudreshwar Balinge
  • Manikandan Krishnamurthy
  • K. K. Cheralathan
  • Dipesh S. Patle
  • Vishal Singh
  • Sanyam Arora
  • Pundlik Rambhau Bhagat
Article

Abstract

Esters of levulinic acid (LA) are bio-based compounds having widespread applications and have the remarkable potential to be blended with commercial diesel or gasoline. In this study, a sulphonic acid-functionalized benzimidazolium based poly ionic liquid (SAFBPIL) catalyst was prepared and characterized by NMR, FT-IR, elemental analysis (C, H, N, S), TGA and BET surface area. Brønsted acidity was determined by anion-exchange/neutralization titration method and was found to be 5.55 mmol/g. The heterogeneous ionic liquid catalyst showed an excellent thermal stability up to 270 °C. Experiments were carried at different temperatures, LA to ethanol molar ratios, catalyst loadings and duration of the reaction in a batch reactor. The highest conversion was obtained at 70 °C using an initial LA:ethanol molar ratio of 1:10 and a catalyst loading of 15 wt% in 9 h. It was observed that ethyl levulinate (EL) could be effectively obtained over SAFBPIL with a selectivity higher than 99.5%. This is due to more acidic sites exhibited on SAFBPIL catalyst under optimized conditions. Herein, we are reporting for the first time an esterification of LA to EL using a new SAFBPIL as a catalyst. The catalyst was recycled for five runs without significant loss of catalytic activity.

Graphical Abstract

Keywords

Sulphonic acid-functionalized Levulinic acid Benzimidazolium Poly ionic liquid Esterification Brønsted acid 

Notes

Acknowledgements

We gratefully acknowledge SIF DST-VIT-FIST, VIT-Vellore for providing NMR, GC–MS, FT-IR. The authors also acknowledge the financial help provided by DST-SERB (ECR/2016/001866) and ‘VIT SEED GRANT’, VIT-Vellore for carrying out this research work. The authors express gratitude to “Smart Materials Laboratory for Bio-sensing and Catalysis” for providing basic facilities.

Supplementary material

10562_2017_2284_MOESM1_ESM.docx (3.3 mb)
Supplementary material 1 (DOCX 3385 KB)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  • Avinash Ganesh Khiratkar
    • 1
  • Kamlesh Rudreshwar Balinge
    • 1
  • Manikandan Krishnamurthy
    • 1
  • K. K. Cheralathan
    • 1
  • Dipesh S. Patle
    • 2
  • Vishal Singh
    • 2
  • Sanyam Arora
    • 2
  • Pundlik Rambhau Bhagat
    • 1
  1. 1.Department of Chemistry, School of Advanced SciencesVITVelloreIndia
  2. 2.Department of Chemical Engineering, School of Civil and Chemical EngineeringVITVelloreIndia

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