Synthesis and homopolymerization studies of vinylimidazolium salts

Salamone, J. C.; Israel, S. C.; Taylor, Philip; Snider, B.

doi:10.1016/0032-3861(73)90039-6

Cited by 102 publications

(67 citation statements)

References 17 publications

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“…All physical and spectroscopic data of the ILs used for the experiments were found to be in accordance to reported values [12][13][14][15][16][17][18][19][20][21].…”

Section: Vinlylated Imidazolium Saltssupporting

confidence: 84%

“…3-Methyl-1-vinylimidazolium methyl sulfate, CAS registry number [26591-72-0], was prepared by direct quaternisation of 1-vinylimidazole with dimethyl sulfate, as previously described [17,18]. Hydrophobic 3-methyl-1-vinylimidazolium triflimide, CAS registry number [384347-24-4], was accessed starting from aqueous 3-methyl-1-vinylimidazolium methyl sulfate, [26591-72-0], by addition of an aqueous solution of lithium triflimide, whereupon the target compound is separating as a bottom layer from the reaction mixture [19,20].…”

Section: Vinlylated Imidazolium Saltsmentioning

confidence: 99%

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Antistatic coatings for wood-floorings by imidazolium salt-based ionic liquids

Roessler¹,

Schottenberger

2014

Progress in Organic Coatings

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“…All physical and spectroscopic data of the ILs used for the experiments were found to be in accordance to reported values [12][13][14][15][16][17][18][19][20][21].…”

Section: Vinlylated Imidazolium Saltssupporting

confidence: 84%

Section: Vinlylated Imidazolium Saltsmentioning

confidence: 99%

Antistatic coatings for wood-floorings by imidazolium salt-based ionic liquids

Roessler¹,

Schottenberger

2014

Progress in Organic Coatings

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“…21,37,38 They observed that the solution behavior of the as-synthesized polymers was directly related to the length scale of the alkyl chains. After the polymerization, the polymers were fairly water-soluble for short alkyl (methyl and propyl) chains and totally insoluble for the intermediate alkyl (hexyl and heptyl) chains; interestingly, for even longer alkyl (decyl and hexadecyl) chains, a stable dispersion together with 30 wt % of precipitate was obtained.…”

Section: Resultsmentioning

confidence: 99%

Poly(ionic liquid) Latexes Prepared by Dispersion Polymerization of Ionic Liquid Monomers

2011

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In this contribution, we report the facile preparation of vinylimidazolium-typed poly(ionic liquid) (PIL) latexes and nanoparticles via dispersion polymerization of ionic liquid monomers in aqueous solutions. A homologous series of vinylimidazolium-typed ionic liquid monomers with different alkyl tail length (C8-C18) were synthesized via quaternization of 1-vinylimidazole with corresponding n-alkyl bromides. Dispersion polymerization of these monomers was conducted at a monomer concentration of 50 g/L in aqueous solution at 70°C without addition of further stabilizers. For ionic liquid monomers with sufficiently long alkyl chains (gC12), PILs nanoparticles of 20-40 nm in diameter were found, which were self-stabilizing in aqueous media. In the same procedure, preparation of cross-linked PIL nanoparticles was performed in the presence of 10 mol % of divinylimidazolium-based cross-linker. The as-synthesized crosslinked PIL nanoparticles could be transferred into organic solvents, such as polar DMF, and nonpolar toluene after anion exchange with lithium bis(trifluoromethylsulfonyl)imide. This dispersion polymerization requires no dispersing agent and potentially enables a large scale synthesis of PIL nanoparticles in both aqueous and organic solutions. The application spectrum of this unique type of organic nanoparticles is expectedly broad; e.g., the particles are useful as powerful binders and dispersants for coatings and as colloidal templates.

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“…Polymerized ionic liquids.-Polymerized ionic liquids (PolyILs), while being first synthesized by Salamone at 1973, 115 can be related to a new class of functional materials for polymer electrolytes. Incorporating of ionic liquid (IL) into the backbone or side groups of polymers presents an opportunity to combine the intrinsic high ionic conductivity of ionic liquids (IL) and mechanical properties of polymers.…”

Section: 91mentioning

confidence: 99%

Review—On Order and Disorder in Polymer Electrolytes

Golodnitsky

Strauss

Greenbaum

2015

J. Electrochem. Soc.

203

135

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This contribution presents an overview of more than three-decades-long studies of the structure and mechanism of ion conduction in polyethylene-oxide-based solid polymer electrolytes. Conductivity in polymer electrolytes has long been viewed as confined to the amorphous phase above the glass-transition temperature (Tg). Above Tg, polymer chain motion creates a dynamic, disordered environment that was thought to play a critical role in facilitating ion transport. Difficulty of finding the amorphous polymer with sufficient ionic conductivity has raised the fundamental question of whether polymer electrolytes are intrinsically inferior to other electrolytes in terms of their charge-transport capability. Recently, enhanced ionic conductivity has been detected in ordered (longitudinally stretched and cast under gradient magnetic field) polymer electrolytes, in crystalline ion-polyether 1:6 complexes and polymer-in-salt electrolytes. These results have opened a new trend in the search for ion transport in solid polymer electrolytes. The very latest publications present new hybrid-and block-co-polymers, a new class of functional materials (polymerized ionic liquids), and new promising approaches aimed at the development of polymer-based superionic conductors with rigid nanochannel architectures that enable rapid ion transport decoupled from segmental relaxation. Solid Polymer Electrolytes-Structure and Mechanism of Ion TransportMuch research deals with high-ionic-conductive polymer electrolytes because of their current and potential applications as electrochromic and temperature-sensitive printed electronics devices, biomedical sensors, supercapacitors, solar cells and batteries. Polymer electrolytes offer pronounced advantages over conventional liquid electrolytes. These include: a versatile shape, mechanical strength and stable contact between the electrode and electrolyte interfaces. In addition, solid electrolytes are safer than liquid electrolytes as they do not have a leakage problem and because of their nontoxic, low-vaporpressure, and non-flammable properties. [1][2][3][4][5][6][7] Ion-polyether complexes (or polymer electrolytes) were first discovered by Fenton, Parker and Wright in 1973. 8 Since then, such complexes have been prepared with many different monatomic ions and indeed many different polymeric ligands. Armand in 1979 recognized that Li + -polyether complexes could be used as solid electrolytes in electrochemical devices. 9The classic polymer electrolyte comprises organic macromolecules (usually polyether polymer) that are complexed with inorganic salts. The polymer matrix must contain a Lewis base (e.g. ethylene-oxide unit, -OCH 2 CH 2 -) to solvate the lithium salt. The salt-solvent mixing entropy consists mainly of two components: translational and configurational. Contrary to the case of water, the mixing entropy for the formation of polymer electrolytes is small or even positive. The incorporation of salts into the polymer inevitably reduces the freedom of polymer-chain motion, thus causing ...

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Synthesis and homopolymerization studies of vinylimidazolium salts

Cited by 102 publications

References 17 publications

Antistatic coatings for wood-floorings by imidazolium salt-based ionic liquids

Antistatic coatings for wood-floorings by imidazolium salt-based ionic liquids

Poly(ionic liquid) Latexes Prepared by Dispersion Polymerization of Ionic Liquid Monomers

Review—On Order and Disorder in Polymer Electrolytes

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