Skip to main content
Erschienen in: Cellulose 3/2023

07.12.2022 | Original Research

Synthesis and application of functionalized ionic liquids-based imidazolium as solvent for cotton fibre cellulose dissolution

verfasst von: Kaoutar Aghmih, Abderrahim Bouftou, Mehdi El Bouchti, Aicha Boukhriss, Said Gmouh, Sanaa Majid

Erschienen in: Cellulose | Ausgabe 3/2023

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Cotton fibre dissolution has been investigated using ionic liquids having a functionalized imidazolium cation. Two ionic liquids, 3-butyric acid-1-methyl imidazolium chloride [HOOC4MIM][Cl] (IL-acid) and 3-N,N-diethyl-butyramide-1-methyl imidazolium chloride [(Et)2NOC4MIM][Cl] (IL-amide), were synthesized by passing both through the intermediate 1-(3-Ethoxycarbonyl-propyl)-1-methyl imidazolium bromide. Their chemical structures were then confirmed using NMR and FTIR. 5 wt% cotton fibers have been completely dissolved in both synthesized ionic liquids in 3 h at room temperature. The regenerated cellulose with water, as an anti-solvent, was characterized using XRD, FTIR, TGA, and degree of polymerization (DP) methods. The FTIR and XRD results showed that no other chemical reaction occurred by both synthesized ILs other than the breakage of hydrogen bonds during the dissolution and regeneration processes. In addition, the regenerated cellulose had a reduced crystallinity and a structural transition from cellulose I to cellulose II. TGA results confirmed the low crystallinity of regenerated cellulose by demonstrating its low thermal stability compared to cotton fibers. Furthermore, the DP of cotton fibers was reduced from 805 ± 15 to 737 ± 12 and 765 ± 10 after regeneration from IL-acid and IL-amide, respectively, confirming partial cellulose network degradation. The IL-acid has an oily appearance and a viscosity (44 ± 5 mPa.s at 25 °C), allowing it to dissolve 14.5 wt% cotton fibers at 25 °C, IL-amide can only dissolve 5 wt% in 5 h at 25 °C due to its viscous nature. These results imply that the produced ionic liquids can be considered as competitive solvents for dissolving cellulose.

Graphical abstract

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Literatur
Zurück zum Zitat Mezzetta A, Becherini S, Pretti C, Monni G, Casu V, Chiappe C, Guazzelli L (2019) Insights into the levulinate-based ionic liquid class: Synthesis, cellulose dissolution evaluation and ecotoxicity assessment. New J Chem 43:13010–13019. https://doi.org/10.1039/C9NJ03239HCrossRef Mezzetta A, Becherini S, Pretti C, Monni G, Casu V, Chiappe C, Guazzelli L (2019) Insights into the levulinate-based ionic liquid class: Synthesis, cellulose dissolution evaluation and ecotoxicity assessment. New J Chem 43:13010–13019. https://​doi.​org/​10.​1039/​C9NJ03239HCrossRef
Zurück zum Zitat Moyer P, Smith MD, Abdoulmoumine N, Chmely SC, Smith JC, Petridis L, Labbé N (2018) Relationship between lignocellulosic biomass dissolution and physicochemical properties of ionic liquids composed of 3-methylimidazolium cations and carboxylate anions. Phys Chem Chem Phys 20:2508–2516. https://doi.org/10.1039/C7CP07195GCrossRefPubMed Moyer P, Smith MD, Abdoulmoumine N, Chmely SC, Smith JC, Petridis L, Labbé N (2018) Relationship between lignocellulosic biomass dissolution and physicochemical properties of ionic liquids composed of 3-methylimidazolium cations and carboxylate anions. Phys Chem Chem Phys 20:2508–2516. https://​doi.​org/​10.​1039/​C7CP07195GCrossRefPubMed
Zurück zum Zitat Righi S, Morfino A, Galletti P, Samorì C, Tugnoli A, Stramigioli C (2011) Comparative cradle-to-gate life cycle assessments of cellulose dissolution with 1-butyl-3-methylimidazolium chloride and N-methyl-morpholine-N-oxide. Green Chem 13:367–375. https://doi.org/10.1039/C0GC00647ECrossRef Righi S, Morfino A, Galletti P, Samorì C, Tugnoli A, Stramigioli C (2011) Comparative cradle-to-gate life cycle assessments of cellulose dissolution with 1-butyl-3-methylimidazolium chloride and N-methyl-morpholine-N-oxide. Green Chem 13:367–375. https://​doi.​org/​10.​1039/​C0GC00647ECrossRef
Zurück zum Zitat Sashina ES, Kashirskii DA, Busygin KN (2016) Dissolution of cellulose with pyridinium-based ionic liquids: effect of chemical structure and interaction mechanism. Cellul Chem Technol 50:199–211 Sashina ES, Kashirskii DA, Busygin KN (2016) Dissolution of cellulose with pyridinium-based ionic liquids: effect of chemical structure and interaction mechanism. Cellul Chem Technol 50:199–211
Metadaten
Titel
Synthesis and application of functionalized ionic liquids-based imidazolium as solvent for cotton fibre cellulose dissolution
verfasst von
Kaoutar Aghmih
Abderrahim Bouftou
Mehdi El Bouchti
Aicha Boukhriss
Said Gmouh
Sanaa Majid
Publikationsdatum
07.12.2022
Verlag
Springer Netherlands
Erschienen in
Cellulose / Ausgabe 3/2023
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-022-04974-z

Weitere Artikel der Ausgabe 3/2023

Cellulose 3/2023 Zur Ausgabe