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

被引:10
作者
Chaker, Yassine [1 ,2 ]
Debdab, Mansour [1 ]
Belarbi, El Habib [1 ]
Ilikti, Hocine [3 ]
Haddad, Boumediene [4 ]
Moumene, Taqiyeddine [1 ]
Wadouachi, Anne [5 ]
Nhien, Albert Nguyen Van [5 ]
Abassi, Hubert Bounou [5 ]
Abbas, Ouissam [6 ]
Bresson, Serge [7 ]
机构
[1] Univ Tiaret, LSCT, Tiaret, Algeria
[2] Univ Ctr Tissemsilt, Dept Matter Sci, Ben Hamouda, Algeria
[3] Univ Sci & Technol Mohamed Boudiaf, Lab Chim & Electrochim Complexes Metall, Oran, Algeria
[4] Dr Moulay Tahar Univ Saida, Dept Chem, Saida, Algeria
[5] Univ Picardie Jules Verne, Lab Glycochim Antimicrobiens & Agroressources, CNRS, UMR 7378,Inst Chim Picardie,FR 3085, 33 Rue St Leu, F-80039 Amiens, France
[6] CRA W, Ctr Wallon Rech Agron, Batiment Maurice Henseval,Chaussee Namur 24, B-5030 Gembloux, Belgium
[7] Univ Picardie Jules Verne, Lab Phys Syst Complexes, 33 Rue St Leu, F-80039 Amiens, France
关键词
1-(Hydroxyethyl)-3-vinylimidazolium chloride; Poly 1-(hydroxyethyl)-3-vinylylimidazolium chloride; Poly 1-(hydroxyethyl)-3-vinylimidazolium sulfate; RAMAN spectroscopy; Thermal analysis; 1-ETHYL-3-METHYLIMIDAZOLIUM ETHYL SULFATE; PHASE-TRANSITIONS; RAMAN; SPECTRA; SPECTROSCOPY; ELECTROLYTE; EFFICIENT; WATER;
D O I
10.1016/j.eurpolymj.2018.08.032
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
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 polyl-(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 H-1 NMR, C-13 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-].
引用
收藏
页码:138 / 149
页数:12
相关论文
共 46 条
[11]   Synthesis, experimental and theoretical vibrational studies of 1-methyl and 1,2-dimethyl, 3-propyl imidazolium bis(trifluoromethanesulfonyl) imide [J].
Drai, M. ;
Mostefai, A. ;
Paolone, A. ;
Haddad, B. ;
Belarbi, E. ;
Villemin, D. ;
Bresson, S. ;
Abbas, O. ;
Chaker, Y. ;
Rahmouni, M. .
JOURNAL OF CHEMICAL SCIENCES, 2017, 129 (06) :707-719
[12]   Synthesis of high molar mass poly(12-hydroxydodecanoic acid) in bronsted acid ionic liquids [J].
Dukuzeyezu, Elise-Marie ;
Lefebvre, Herve ;
Tessier, Martine ;
Fradet, Alain .
POLYMER, 2010, 51 (06) :1218-1221
[13]   Synthesis and Characterization of 1-Vinylimidazolium Alkyl Sulfate Polymeric Ionic Liquids [J].
Gallagher, Simon ;
Ziolkowski, Bartosz ;
Fox, Eoin ;
Fraser, Kevin J. ;
Diamond, Dermot .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2014, 215 (19) :1889-1895
[14]   RAMAN AND INFRARED STUDY OF KHSO4 CRYSTAL [J].
GOYPIRON, A ;
DEVILLEPIN, J ;
NOVAK, A .
JOURNAL OF RAMAN SPECTROSCOPY, 1980, 9 (05) :297-303
[15]   Alkyl-Substituted N-Vinylimidazolium Polymerized Ionic Liquids: Thermal Properties and Ionic Conductivities [J].
Green, Matthew D. ;
Salas-de la Cruz, David ;
Ye, Yuesheng ;
Layman, John M. ;
Elabd, Yossef A. ;
Winey, Karen I. ;
Long, Timothy E. .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2011, 212 (23) :2522-2528
[16]   Effects of C(2) Methylation on Thermal Behavior and Interionic Interactions in Imidazolium-Based Ionic Liquids with Highly Symmetric Anions [J].
Haddad, Boumediene ;
Kiefer, Johannes ;
Brahim, Houari ;
Belarbi, El-habib ;
Villemin, Didier ;
Bresson, Serge ;
Abbas, Ouissam ;
Rahmouni, Mustapha ;
Paolone, Annalisa ;
Palumbo, Oriele .
APPLIED SCIENCES-BASEL, 2018, 8 (07)
[17]   para Xylyl bis 1 methylimidazolium bis(trifluoromethanesulfonyl) imide: Synthesis, crystal structure, thermal stability, vibrational studies [J].
Haddad, Boumediene ;
Paolone, Annalisa ;
Villemin, Didier ;
Lohier, Jean-Francois ;
Drai, Mokhtar ;
Bresson, Serge ;
Abbas, Ouissam ;
Belarbi, El-habib .
JOURNAL OF MOLECULAR LIQUIDS, 2018, 260 :391-402
[18]   Influence of methyl and propyl groups on the vibrational spectra of two imidazolium ionic liquids and their non-ionic precursors [J].
Haddad, Boumediene ;
Mokhtar, Drai ;
Goussem, Mimanne ;
Belarbi, El-habib ;
Villemin, Didier ;
Bresson, Serge ;
Rahmouni, Mustapha ;
Dhumal, Nilesh R. ;
Kim, Hyung J. ;
Kiefer, Johannes .
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1134 :582-590
[19]   Hydrogensulphate ionic liquids as an efficient catalyst for the synthesis of cyclic carbonates from carbon dioxide and epoxides [J].
Jasiak, Katarzyna ;
Siewniak, Agnieszka ;
Kopczyliska, Katarzyna ;
Chrobok, Anna ;
Baj, Stefan .
JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 2016, 91 (11) :2827-2833
[20]   Comparative study between 1-Propyl-3-methylimidazolium bromide and trimethylene bis-methylimidazolium bromide ionic liquids by FTIR/ATR and FT-RAMAN spectroscopies [J].
Kadari, Mohamed ;
Belarbi, El Habib ;
Moumene, Taqiyeddine ;
Bresson, Serge ;
Haddad, Boumediene ;
Abbas, Ouissam ;
Khelifa, Brahim .
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1143 :91-99