+ Site Statistics
+ Search Articles
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ PDF Full Text
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Translate
+ Recently Requested

Proton transport properties in zwitterion blends with Brønsted acids

Proton transport properties in zwitterion blends with Brønsted acids

Journal of Physical Chemistry. B 114(49): 16373-16380

We describe zwitterion, 3-(1-butyl-1H-imidazol-3-ium-3-yl)propane-1-sulfonate (Bimps), mixtures with 1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfoneamide (HN(Tf)(2)) as new proton transport electrolytes. We report proton transport mechanisms in the mixtures based on results from several methods including thermal analyses, the complex-impedance method, and the pulsed field gradient spin echo NMR (pfg-NMR) method. The glass transition temperature (Tg) of the mixtures decreased with increasing HN(Tf)(2) concentration up to 50 mol %. The Tg remained constant at -55 °C with further acid doping. The ionic conductivity of HN(Tf)(2) mixtures increased with the HN(Tf)(2) content up to 50 mol %. Beyond that ratio, the mixtures showed no increase in ionic conductivity (10(-4) S cm(-1) at room temperature). This tendency agrees well with that of Tg. However, the self-diffusion coefficients obtained from the pfg-NMR method increased with HN(Tf)(2) content even above 50 mol % for all component ions. At HN(Tf)(2) 50 mol %, the proton diffusion of HN(Tf)(2) was the fastest in the mixture. These results suggest that Bimps cannot dissociate excess HN(Tf)(2), that is, the excess HN(Tf)(2) exists as molecular HN(Tf)(2) in the mixtures. The zwitterion, Bimps, forms a 1:1 complex with HN(Tf)(2) and the proton transport property in this mixture is superior to those of other mixing ratios. Furthermore, CH(3)SO(3)H and CF(3)SO(3)H were mixed with Bimps for comparison. Both systems showed a similar tendency, which differed from that of the HN(Tf)(2) system. The Tg decreased linearly with increasing acid content for every mixing ratio, while the ionic conductivity increased linearly. Proton transport properties in zwitterion/acid mixtures were strongly affected by the acid species added.

(PDF emailed within 0-6 h: $19.90)

Accession: 055260666

Download citation: RISBibTeXText

PMID: 21087027

DOI: 10.1021/jp1078949

Related references

Fluxional behavior of a cadmium zwitterion complex: proton transport and tautomerism in methylene chloride solution. Inorganic Chemistry 42(15): 4513-4515, 2003

A local proton source in a [Mn(bpy-R)(CO)3Br]-type redox catalyst enables CO2 reduction even in the absence of Brønsted acids. Chemical Communications 50(93): 14670-3, 2014

Zwitterion/Brønsted Acid Mixtures Showing Controlled Lower Critical Solution Temperature-Type Phase Changes with Water. Chemistry 22(35): 12262-5, 2016

Zwitterions: Proof of the zwitterion constitution of the amino-acid molecule. II. Amino-acids, polypeptides, etc., and proteins as zwitterions, with instances of non-zwitterion ampholytes. Biochemical Journal 24(4): 1080-1097, 1930

Expanding the forefront of strong organic Brønsted acids: proton-catalyzed hydroamination of unactivated alkenes and activation of Au(I) for alkyne hydroamination. Organic Letters 17(8): 1930-1933, 2015

Zwitterions I Proof of the zwitterion constitution of the amino-acid molecule II BIRCH, THOMAS WILLIAM, and LESLIE JULIUS HARRIS Amino-acids, polypeptides, etc, and proteins as zwitterions, with instances of non-zwitterion ampholytes. 1930

Proton transport mechanisms in rat peritoneal macrophages properties of the sodium proton exchanger. Periodicum Biologorum 91(3): 327-336, 1989

Physicochemical properties determined by ΔpKa for protic ionic liquids based on an organic super-strong base with various Brønsted acids. Physical Chemistry Chemical Physics 14(15): 5178-5186, 2012

Intestinal brush-border membrane transport of monocarboxylic acids mediated by proton-coupled transport and anion antiport mechanisms. Journal Of Pharmacy & Pharmacology. 49(1): 108-112, 1997

Effect of carboxylic acids as compatibilizer agent on mechanical properties of thermoplastic starch and polypropylene blends. Carbohydrate Polymers 135: 79-85, 2016

The zwitterion effect in proton exchange membranes as synthesised by polymerisation of bicontinuous microemulsions. Chemical Communications: 4459-4461, 2005

Stereoselective effects of gadolinium ions on the relaxation properties of carbon 13 and proton nuclei of aldo hexuronic acids and poly glycosiduronic acids. Carbohydrate Research 41(MAY): C6-C8, 1975

Dehydration polycondensation of dicarboxylic acids and diols using sublimating strong brønsted acids. Biomacromolecules 13(5): 1240-1243, 2012

Single-centered hydrogen-bonded enhanced acidity (SHEA) acids: a new class of Brønsted acids. Journal of the American Chemical Society 131(46): 16984-8, 2009

Functional Properties of Sorghum S bicolor L - Pigeonpea Cajanus cajan Flour Blends and Storage Stability of a Flaked Breakfast Formulated from Blends. 2013