Reaction Kinetics, Mechanisms and Catalysis

, Volume 127, Issue 2, pp 715–726 | Cite as

Immobilized amino-containing basic ionic liquid on graphene oxide as an efficient and stable catalyst for transesterification

  • Wei-Hong ZhangEmail author
  • Yu-Chen Zhou
  • Chen-Hui Du
  • Min Gao
  • Shan-Shan Liu
  • Ping Liu
  • Yong-Xin Li


A basic ionic liquid containing aminopropylimidazolium moiety and OH anion was immobilized on silane-functionalized graphene oxide (GO) by a condensation process, followed by an anion-exchange reaction. The properties of the resulting GO-[Ap-im]OH material were characterized using extensive techniques including FTIR, XPS, AFM, TGA, etc. The material could be used as a transesterification catalyst, affording the expected ester products in good yields under mild reaction conditions. This GO-[Ap-im]OH material with amino groups shows higher activity than GO-[Ap-im]Cl without amino groups. Furthermore, this catalyst could easily be separated from the reaction mixture by filtration and recycled at least 6 times without a noticeable decrease in the catalytic activity. The prominent performance of GO-[Ap-im]OH is attributed to the enhanced basicity of combining amine groups and OH anions as well as less mass-transfer resistance of laminar GO.


Graphene oxide Immobilization Amino-functionalized basic ionic liquid Transesterification 



This project was financially supported by the Advanced Catalysis and Green Manufacturing Collaborative Innovation Center (No. ACGM2018-03-16), and National Natural Science Foundation of China (21673024).

Supplementary material

11144_2019_1589_MOESM1_ESM.doc (582 kb)
Supplementary material 1 (DOC 582 kb)


  1. 1.
    Gandara-Loe J, Jacobo-Azuara A, Silvestre-Albero J, Sepúlveda-Escribano A, Ramos-Fernández EV (2017) Catal Today 296:254–261Google Scholar
  2. 2.
    Jagtap SR, Bhor MD, Bhanage BM (2008) Catal Commun 9:1928–1931Google Scholar
  3. 3.
    Fiorani G, Perosa A, Selva M (2018) Green Chem 20:288–322Google Scholar
  4. 4.
    Tundo P, Musolino M (2018) Aricò F Green Chem 20:28–85Google Scholar
  5. 5.
    Xu J, Wu H-T, Ma C-M, Xue B, Li Y-X (2013) Cao Y Appl Catal A 464:357–363Google Scholar
  6. 6.
    Zielinska-Nadolska I, Warmuzinski K, Richter J (2006) Catal Today 114:226–230Google Scholar
  7. 7.
    Kim SC, Kim YH, Lee H, Yoon DY, Song BK (2007) J Mol Catal B Enzym 49:75–78Google Scholar
  8. 8.
    Pyrlik A, Hoelderich WF, Müller K, Arlt W, Strautmann J, Kruse D (2012) Appl Catal B Environ 125:486–491Google Scholar
  9. 9.
    Wang J-Q, Sun J, Cheng W-G, Shi C-Y, Dong K, Zhang X-P, Zhang S-J (2012) Catal Sci Technol 2:600–605Google Scholar
  10. 10.
    Yang Z, Cui X, Yu X, Zhang Y, Feng T, Liu H, Song K (2015) Catal Lett 145:1281–1289Google Scholar
  11. 11.
    Nowicki J, Muszyński M, Gryglewicz S (2014) J Chem Technol Biotechnol 89:48–55Google Scholar
  12. 12.
    Deshmukh KM, Qureshi ZS, Dhake KP, Bhanage BM (2010) Catal Commun 12:207–211Google Scholar
  13. 13.
    Suzuki TM, Nakamura T, Fukumoto K, Yamamoto M, Akimoto Y, Yano K (2008) J Mol Catal A: Chem 280:224–232Google Scholar
  14. 14.
    Luo Q-X, Song X-D, Ji M, Park S-E, Hao C, Li Y-Q (2014) Appl Catal A: Gen 478:81–90Google Scholar
  15. 15.
    Cai Y, Peng Y, Song G (2006) Catal Lett 109:1–2Google Scholar
  16. 16.
    Zhao H, Yu N, Ding Y, Tan R, Liu C, Yin D, Qiu H, Yin D (2010) Micropor Mesopor Mater 136:10–17Google Scholar
  17. 17.
    Lee K-H, Lee S, Shin D, Hahm H-S (2016) Res Chem Intermed 42:109–121Google Scholar
  18. 18.
    Xue B, Wu J, Liu N, Zhu X, Li Y (2017) Mol Catal 428:1–8Google Scholar
  19. 19.
    Zhang W-H, He P-P, Wu S, Xu J, Li Y, Zhang G, Wei X-Y (2016) Appl Catal A Gen 509:111–117Google Scholar
  20. 20.
    Zhang W-H, Shen J-J, Wu J, Liang X-Y, Xu J, Liu P, Xue B, Li Y-X (2017) Mol Catal 443:262–269Google Scholar
  21. 21.
    Rana S, Jonnalagadda SB (2017) Catal Commun 92:31–34Google Scholar
  22. 22.
    Leng Y, Wang J, Zhu D, Zhang M, Zhao P, Long Z, Huang J (2011) Green Chem 13:1636–1639Google Scholar
  23. 23.
    Gusain R, Mungse HP, Kumar N, Ravindran TR, Pandian R, Sugimura H, Khatri OP (2016) J Mater Chem A 4:926–937Google Scholar
  24. 24.
    Kim DW, Lim DO, Cho DH, Koh JC, Park DW (2011) Catal Today 164:556–560Google Scholar

Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2019

Authors and Affiliations

  • Wei-Hong Zhang
    • 1
    Email author
  • Yu-Chen Zhou
    • 1
  • Chen-Hui Du
    • 1
  • Min Gao
    • 1
  • Shan-Shan Liu
    • 1
  • Ping Liu
    • 1
  • Yong-Xin Li
    • 1
  1. 1.Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical EngineeringChangzhou UniversityChangzhouPeople’s Republic of China

Personalised recommendations