Synthesis of Purine-Based Ionic Liquids and Their Applications - Sorbonne Université
Journal Articles Molecules Year : 2021

Synthesis of Purine-Based Ionic Liquids and Their Applications

Ana R F Carreira
Telma Veloso
Nicolas Schaeffer
Joana L Pereira
  • Function : Author
  • PersonId : 1139527
Sónia P M Ventura
Juliette Sirieix Plénet
  • Function : Author
Helena Passos
João a P Coutinho
  • Function : Author
  • PersonId : 1083726

Abstract

Bio-based ionic liquids (ILs) are being increasingly sought after, as they are more sustainable and eco-friendly. Purines are the most widely distributed, naturally occurring N-heterocycles, but their low water-solubility limits their application. In this work, four purines (theobromine, theophylline, xanthine, and uric acid) were combined with the cation tetrabutylammonium to synthesize bio-based ILs. The physico–chemical properties of the purine-based ILs were characterized, including their melting and decomposition temperatures and water-solubility. The ecotoxicity against the microalgae Raphidocelis subcapitata was also determined. The ILs show good thermal stability (>457 K) and an aqueous solubility enhancement ranging from 53- to 870-fold, in comparison to their respective purine percursors, unlocking new prospects for their application where aqueous solutions are demanded. The ecotoxicity of these ILs seems to be dominated by the cation, and it is similar to chloride-based IL, emphasizing that the use of natural anions does not necessarily translate to more benign ILs. The application of the novel ILs in the formation of aqueous biphasic systems (ABS), and as solubility enhancers, was also evaluated. The ILs were able to form ABS with sodium sulfate and tripotassium citrate salts. The development of thermoresponsive ABS, using sodium sulfate as a salting-out agent, was accomplished, with the ILs having different thermosensitivities. In addition, the purine-based ILs acted as solubility enhancers of ferulic acid in aqueous solution.
Fichier principal
Vignette du fichier
molecules-26-06958-v2.pdf (2.48 Mo) Télécharger le fichier
Origin Publication funded by an institution

Dates and versions

hal-03457139 , version 1 (30-11-2021)

Identifiers

Cite

Ana R F Carreira, Telma Veloso, Nicolas Schaeffer, Joana L Pereira, Sónia P M Ventura, et al.. Synthesis of Purine-Based Ionic Liquids and Their Applications. Molecules, 2021, 26 (22), pp.6958. ⟨10.3390/molecules26226958⟩. ⟨hal-03457139⟩
36 View
44 Download

Altmetric

Share

More