Preparation and polymerization of new organic molten salts; N-alkylimidazolium salt derivatives

Hirao, Michiko; Ito, Kaori; Ohno, Hiroyuki

doi:10.1016/s0013-4686(99)00334-5

Cited by 172 publications

(107 citation statements)

References 12 publications

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“…Elastomer composites with this type of morphology should reveal the ability to relax stress upon external deformation of the sample. The ability of imidazolium salts containing vinyl groups covalently introduced on IL cation or anion moieties to facilitate polymerization has been confirmed [19,20]. Moreover, its application was shown to improve silica dispersions in elastomers and the mechanical performance of the vulcanizates.…”

Section: Introductionmentioning

confidence: 95%

Ionic Liquids Applied to Improve the Dispersion of Coagent Particles in an Elastomer

Maciejewska

Zaborski

2013

Journal of Composites

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The aim of this work was to study the activity of several ionic liquids (alkylimidazolium salts) that are used to improve the dispersion of coagent particles in peroxide-cross-linked hydrogenated acrylonitrile butadiene elastomer (HNBR). Hydrotalcite grafted with monoallyl maleate was applied as a coagent for the HNBR vulcanization. In this paper, we discuss the effect of the ionic liquids (alkylimidazolium salts) with respect to their anion (bromide, chloride, tetrafluoroborate, and hexafluorophosphate) and the length of alkyl chain in the cation (allyl-, ethyl-, butyl-, hexyl-, and octyl-) on the vulcanization kinetics of rubber compounds. The influence of ionic liquids on the cross-link density, the mechanical properties of the vulcanizates, and their resistance to weather ageing were also studied. Alkylimidazolium salts seem to improve the dispersion of the coagent particles and to be active in the cross-linking of HNBR with peroxide. The type of ionic liquid considerably influences the activity of the coagent particles toward the HNBR. The application of ionic liquids increases the cross-link density of the vulcanizates and improves their resistance to weather aging.

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Section: Introductionmentioning

confidence: 95%

Ionic Liquids Applied to Improve the Dispersion of Coagent Particles in an Elastomer

Maciejewska

Zaborski

2013

Journal of Composites

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“…The TGA data also showed that [VIm][OTf] has a larger amount of residues at high temperatures ( Figure 6). This might be attributed to the vinyl chemical structure of [VIm][OTf], which can be oligomerized or polymerized at 200 °C or higher temperatures [35]. …”

Section: Thermal Propertiesmentioning

confidence: 99%

Improving the Conductivity of Sulfonated Polyimides as Proton Exchange Membranes by Doping of a Protic Ionic Liquid

Chen

Wong

et al. 2014

Polymers

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Proton exchange membranes (PEMs) are a key component of a proton exchange membrane fuel cell. Sulfonated polyimides (SPIs) were doped by protic ionic liquid (PIL) to prepare composite PEMs with substantially improved conductivity. SPIs were synthesized from diamine, 2,2-bis[4-(4-amino-phenoxy)phenyl]propane (BAPP), sulfonated diamine, 4,4'-diamino diphenyl ether-2,2'-disulfonic acid (ODADS) and aromatic anhydride. BAPP improved the mechanical and thermal properties of SPIs, while ODADS enhanced conductivity. A PIL, 1-vinylimidazolium trifluoromethane-sulfonate ([VIm][OTf]), was utilized. [VIm][OTf] offered better conductivity, which can be attributed to its vinyl chemical structure attached to an imidazolium ring that contributed to ionomer-PIL interactions. We prepared sulfonated polyimide/ionic liquid (SPI/IL) composite PEMs using 50 wt% [VIm][OTf] with a conductivity of 7.17 mS/cm at 100 °C, and in an anhydrous condition, 3,3',4,4'-diphenyl sulfone tetracarboxylic dianhydride (DSDA) was used in the synthesis of SPIs, leading to several hundred-times improvement in conductivity compared to pristine SPIs.

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“…Moreover, in view of application for energy storage devices, polymerized ILs and polymer gel electrolytes including ILs (ion gels) have also been earnestly studied. [4][5][6][7][8][9][10][11][12][13][14][15] In the present work, cellulose was employed as a supporting polymer of ion gels.In the case of poly(ethylene oxide), it is known that addition of cellulose leads to improved mechanical properties and higher ionic conductivity of the resulting matrix.16 Since chloride type ILs are known as good solvent of cellulose, [17][18][19] preparation of IL based ion gels including cellulose appears to be a promising approach to obtain dimensionally stable and highly ion conductive ion gels.In addition, it is widely known that poly(saccharide)s possess high reactivity toward boric acids. [20][21][22] As an approach to improve the selectivity of target cation transport in electrolytes or enhance ionic conductivity of matrix, incorporation of organoboron units such as boric ester, alkylborane, dissociable lithium borate proved to be valuable approach.…”

mentioning

confidence: 99%

mentioning

confidence: 99%

Enhanced Ionic Conduction in Organoboron Ion Gels Facilely Designed via Condensation of Cellulose with Boric Acids in Ionic Liquids

et al. 2009

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Novel ion-gels bearing lithium borate were synthesized via condensation between cellulose and boric acids in IL. Ion-gels obtained showed high ionic conductivity comparable to IL itself. First, ion-gels containing 5 wt % and 7 wt % of cellulose were prepared in 1-allyl-3-ethylimidazolium chloride. Their ionic conductivities were evaluated by ac-impedance method after drying ion-gels thoroughly. The ion-gel including 5 wt % of cellulose exhibited higher conductivity than that including 7 wt % of cellulose. This should be because of lower activating energy under lower composition of cellulose. The effect of concentration of C 6 F 5 B(OH) 2 on ionic conductivity was also examined with varying the ratio of B(OH) 3 and C 6 F 5 B(OH) 2 . It was demonstrated that the ion-gel including greater amount of pentafluorophenylborate showed significantly enhanced ionic conductivity. Preparation of ion-gels including 1-allyl-3-ethylimidazolium formate was also examined at the cellulose concentration of 7 wt %. The ion-gels synthesized in 1-allyl-3-ethylimidazolium formate showed higher ionic conductivity (1:98 Â 10 À3 Scm À1 ; 30 C) than that synthesized in 1-allyl-3-ethylimidazolium chloride. This should be because of lower viscosity of 1-allyl-3-ethylimidazolium formate.KEY WORDS: Ion-gels / Cellulose / Boric Esters / Ionic Conduction / Ionic Liquids / After ionic liquids (ILs) 1-3 emerged as a new class of electrolytes showing unusually high ionic conductivity, ILs had become one of the most frequently employed ion conductive matrix in an amazingly short period. Expectation toward ILs as electrolyte for lithium secondary battery or fuel cell had also rapidly spread worldwide. These days, there is urgent social demanding for improvement in safety of energy storage devices. Non flammable ILs are expected to be one of key materials for the solution of such problem. To explore novel ILs showing desirable properties such as low viscosity, high electrochemical stability and selectivity of target cation transport, versatile types of ILs have been developed so far. Moreover, in view of application for energy storage devices, polymerized ILs and polymer gel electrolytes including ILs (ion gels) have also been earnestly studied. [4][5][6][7][8][9][10][11][12][13][14][15] In the present work, cellulose was employed as a supporting polymer of ion gels.In the case of poly(ethylene oxide), it is known that addition of cellulose leads to improved mechanical properties and higher ionic conductivity of the resulting matrix.16 Since chloride type ILs are known as good solvent of cellulose, [17][18][19] preparation of IL based ion gels including cellulose appears to be a promising approach to obtain dimensionally stable and highly ion conductive ion gels.In addition, it is widely known that poly(saccharide)s possess high reactivity toward boric acids. [20][21][22] As an approach to improve the selectivity of target cation transport in electrolytes or enhance ionic conductivity of matrix, incorporation of organoboron units such as boric ester, ...

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Preparation and polymerization of new organic molten salts; N-alkylimidazolium salt derivatives

Cited by 172 publications

References 12 publications

Ionic Liquids Applied to Improve the Dispersion of Coagent Particles in an Elastomer

Ionic Liquids Applied to Improve the Dispersion of Coagent Particles in an Elastomer

Improving the Conductivity of Sulfonated Polyimides as Proton Exchange Membranes by Doping of a Protic Ionic Liquid

Enhanced Ionic Conduction in Organoboron Ion Gels Facilely Designed via Condensation of Cellulose with Boric Acids in Ionic Liquids

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