The influence of chloride and hydrogen sulfate anions in two polymerised ionic liquids based on the poly(1-(hydroxyethyl)-3-vinylimidazolium cation, synthesis, thermal and vibrational studies

• Published in: European polymer journal 2018-11, Vol.108, p.138-149
• Main Authors: Chaker, Yassine, Debdab, Mansour, Belarbi, El Habib, Ilikti, Hocine, Haddad, Boumediene, Moumene, Taqiyeddine, Wadouachi, Anne, Van Nhien, Albert Nguyen, Abassi, Hubert Bounou, Abbas, Ouissam, Bresson, Serge
• Format: Article
• Language: English
• Subjects: 1-(Hydroxyethyl)-3-vinylimidazolium chloride; Anions; Cationic polymerization; Chemical reactions; Chemical Sciences; Chemical synthesis; Chloride; Differential scanning calorimetry; Differential thermal analysis; Electrolytes; Fourier transforms; Glass transition temperature; High temperature; Hydrogen; Infrared spectroscopy; Ionic liquids; Melting points; NMR; Nuclear magnetic resonance; Organic chemistry; Poly 1-(hydroxyethyl)-3-vinylimidazolium sulfate; Poly 1-(hydroxyethyl)-3-vinylylimidazolium chloride; Polymers; RAMAN spectroscopy; Reflectance; Sulfuric acid; Thermal analysis; Thermal stability; Thermodynamic properties; Thermogravimetric analysis
• ISSN: 0014-3057; 1873-1945
• DOI: 10.1016/j.eurpolymj.2018.08.032

[Display omitted] •Two new polymerized ionic liquids based imidazolium were synthesised and analyzed.•The thermal and vibrational properties were evaluated as a function of anion type.•Complete FTIR and Raman vibrational assignment is presented.•Polymerization of IL enhanced its thermal and vibrational property. The chemical reaction of 2-chloroethanol with 1-vinylimidazol as precursor led to the corresponding compound 1-hydroxyethyl-3-vinylimidazolium chloride [EtOHVIM+] [Cl−]. In the next step, treatment of [EtOHVIM+][Cl−] with 2,2-azobisisobutyronitril (AIBN) afforded the poly1-(hydroxyethyl)-3-vinylimidazolium chloride (poly[EtOHVIM+][Cl−]), Finally, the reaction of (poly[EtOHVIM+][Cl−]) and sulfuric acid led to poly 1-(hydroxyethyl)-3-vinylimidazolium hydrogen sulfate (poly[EtOHVIM+][HSO4−]) by replacing the [Cl−] halide by an [HSO4−] anion. The structure of these compounds was identified by 1H NMR, 13C NMR as preliminary spectroscopic characterization. To obtain information on the structure and vibrational behavior in these compounds, vibrational spectroscopy measurements were investigated by Fourier Transform-Infrared-Attenuated Total Reflectance and Fourier Transform Raman spectroscopy in the spectral range 600–4000 cm−1 and 4000–500 cm−1, respectively. The Polymerization of IL gave rise to specific marks in the Raman and IR spectra and enhanced its vibrational property. Also, in order to understand the thermal stability in these compounds, the results concerning the melting point, glass transition and decomposition were determined by thermogravimetric analysis (TGA), differential thermal (DTG), and differential scanning calorimetry (DSC). The results indicated that the poly [EtOHVIM+][HSO4−] compound showed interesting thermal properties like high temperature of degradation and low temperature of glass transition compared to poly[EtOHVIM+][Cl−].