4316-42-1Relevant articles and documents
The effect of ultrasound on the N-alkylation of imidazole over alkaline carbons: Kinetic aspects
Ferrera-Escudero,Perozo-Rondón,Calvino-Casilda,Casal,Martín-Aranda,López-Peinado,Durán-Valle
, p. 26 - 32 (2010)
N-Alkylimidazoles have been synthesized by sonochemical irradiation of imidazole and 1-bromobutane using alkaline-promoted carbons. The catalysts were characterized by X-ray photoelectron spectroscopy, thermal analysis and nitrogen adsorption isotherms. Under the experimental conditions, N-alkylimidazoles can be prepared with a high activity and selectivity. It is observed that imidazole conversion increases in parallel with increasing the basicity of the catalyst. For comparison, the alkylation of imidazole has also been performed in a batch reactor system under thermal activation.
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King et al.
, p. 1607 (1978)
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Sonochemical Synthesis and Characterization of Some Alkoxyl-Functionalized Ionic Liquids Derived from 1-Butoxyl-3-butyl Imidazolium Bromide
Ameta, Garima,Punjabi, Pinki B.
, p. 1068 - 1076 (2017)
Non-conventional techniques, such as power ultrasound (US) has been used to promote one-pot synthesis of second generation ionic liquids (ILs), reducing reaction times and improving yields. Because of the emerging importance of the ILs as green materials with wide ranging applications and our general interests in green processes such as sonication, 1-butoxyl-3-butyl imidazolium bromide (alkoxyl-functionalized) and their derivatives were synthesized using a facile and green US assisted procedure. Their structures were characterized by FT–IR, 1H-NMR, 13C-NMR and mass spectroscopy.
Synthesis, Characterization, Thermal Analyses, and Spectroscopic Properties of Novel Naphthyl-Functionalized Imidazolium Ionic Liquids
Yao, Meihuan,Li, Qing,Xia, Yanqiu,Liang, Yongmin
, p. 502 - 507 (2018)
A series of novel ionic liquids based on naphthyl-functionalized imidazolium cation have been prepared. Their structure was characterized by NMR. The thermal stabilities of the prepared liquids were studied by thermal gravimetric analysis. The new ionic liquids containing NTf- 2 anion display significantly higher thermal stabilities (CloseSPigtSPi400°C). Anion exchange to PF- 6, BF- 4, and Br– decreases the thermal stabilities of such ionic liquids. Fluorescence and UV–Vis absorption spectroscopy were used to study the spectroscopic properties of the ionic liquids. Compared with common ionic liquids, the described ionic liquids provide robust fluorescence properties and remarkably increased UV–Vis absorption. This research may enrich the field of functionalized ionic liquids and provide a platform for extension of ionic liquid applications.
Sonochemical synthesis and characterization of imidazolium based ionic liquids: A green pathway
Ameta, Garima,Pathak, Arpit Kumar,Ameta, Chetna,Ameta, Rakshit,Punjabi, Pinki B.
, p. 934 - 937 (2015)
The emerging importance of sonochemistry as "green" process and ionic liquids (ILs) as "green" materials with their wide applications are rapidly increasing. Imidazolium-based ionic liquid derivatives are synthesized using a facile and green ultrasound-assisted procedure. Their structures were characterized by IR, 1H-NMR, 13C-NMR and Mass spectroscopy. The main advantages of the present procedure as compared with conventional method are mainly, its milder conditions, shorter reaction time, higher yields and selectivity without the need for a transition metal or base catalyst.
On the effects of head-group volume on the adsorption and aggregation of 1-(n-hexadecyl)-3-Cm-imidazolium bromide and chloride surfactants in aqueous solutions
Keppeler, Nicolas,Galgano, Paula D.,da Silva Santos, Soraya,Malek, Naved I.,El Seoud, Omar A.
, (2021/02/09)
The effects of the length of alkyl side chain (Cm) of ionic liquid-based surfactants (ILBSs) on their adsorption at the water/air interface, and aggregation in aqueous solutions were investigated for the series 1-(n-hexadecyl)-3-Cm-imidazolium bromides and chlorides, where Cm = C1-C4 for the bromides, and C1-C5 for the chlorides. These physicochemical properties were calculated from surface tension, conductivity, and fluorescence data. It was found that increasing the length of Cm (i.e., volume of the head group) leads to enhancement of surface activity, increase in the area per surfactant molecule at the water/air interface (Amin) and the degree of counter-ion dissociation (αmic). Our data also indicated that increasing the volume of the head group results in a decrease of the critical micelle concentration (cmc), Gibb's free energy of adsorption and micellization, and microscopic polarity of interfacial water. In order to delineate the effects of the presence of unsaturation in the HG, we included members that carry Cm = vinyl and allyl in the bromide series. The effect of these groups was found to be similar to removing a methylene group from Cm. The dependence of the solubilization of a lipophilic dye (Sudan IV) and a drug (nitrendipine) on the length of Cm was also studied.
Ion Conducting ROMP Monomers Based on (Oxa)norbornenes with Pendant Imidazolium Salts Connected via Oligo(oxyethylene) Units and with Oligo(ethyleneoxy) Terminal Moieties
Price, Terry L.,Choi, U Hyeok,Schoonover, Daniel V.,Arunachalam, Murugan,Xie, Renxuan,Lyle, Steven,Colby, Ralph H.,Gibson, Harry W.
, p. 1371 - 1388 (2019/02/19)
A matrix of 22 two-armed norbornene-based imidazolium TFSI monomers (8) was synthesized to determine the optimal structure in terms of single ion conductivity. For the chain tethering the imidazolium ring to the norbornene ring three or four oxyethylene units are optimal. A terminal group of two ethyleneoxy units was optimal. NMR studies indicated that both the tether oxyethylene units and the terminal ethyleneoxy units interact with the imidazolium cation via hydrogen bonding. 8r (X = 4, Y = 2) exhibited a conductivity of 9.57 × 10-5 S/cm at 25 °C and a Tg of -46 °C. Low Tg values do not correlate with higher conductivity as a result of the H-bonding interactions. Stability toward autopolymerization and reasonable conductivities provide an acceptable platform for ion conducting ROMP polymers. Four one-armed norbornene-based imidazolium TFSI monomers (15) were prepared with tetra(ethyleneoxy) linkers/spacers and variable terminal groups. All of these exhibited low Tgs (10-4 S/cm, the highest being 4.39 × 10-4 S/cm for 15c (Tg = -69 °C), the analogue of 8r, providing hope for outstanding polymers. Three oxanorbornene-based two-armed imidazolium TFSI monomers (18) were prepared with varied linkers and terminal groups. 18b possesses a room temperature conductivity of 1.2 × 10-4 S/cm, again augering well for polymers derived therefrom by ROMP.