2010
DOI: 10.1007/s10008-010-1094-9
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Fast protonic conductivity in crystalline benzenehexasulfonic acid hydrates

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Cited by 4 publications
(4 citation statements)
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“…In all cases, the steric repulsions between sulfonates on the same phenyl ring are so significant that they distort the aromatic ring into a chair conformation. Interest in BHSA was sparked recently by the discovery of fast protonic conductivity in its crystals at low humidities which models the behavior of a new generation of polymer electrolyte fuel cell membranes . During these studies, we found to our surprise that, upon heating in a dry atmosphere, BHSA forms cyclic anhydrides rather than undergoing desulfonation known from previous studies in the presence of water. , Another surprise was the stability of the anhydrides toward hydrolysis.…”
mentioning
confidence: 81%
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“…In all cases, the steric repulsions between sulfonates on the same phenyl ring are so significant that they distort the aromatic ring into a chair conformation. Interest in BHSA was sparked recently by the discovery of fast protonic conductivity in its crystals at low humidities which models the behavior of a new generation of polymer electrolyte fuel cell membranes . During these studies, we found to our surprise that, upon heating in a dry atmosphere, BHSA forms cyclic anhydrides rather than undergoing desulfonation known from previous studies in the presence of water. , Another surprise was the stability of the anhydrides toward hydrolysis.…”
mentioning
confidence: 81%
“…Although the chemistry outlined in Scheme agrees with the experimental data discussed so far, it is counterintuitive to the chemical behavior expected for sulfonic acids and their anhydrides. First, BHSA is known to undergo desulfonation in aqueous solutions at 180 °C yielding quantitatively 1,2,4,5-benzenetetrasulfonic acid, , and our previous data show that the desulfonation starts in solid BHSA at temperatures as low as 100 °C and relative humidity of 4% . On the other hand, desulfonation requires the presence of water, and formation of aliphatic sulfonic acid anhydrides upon heating in a dry atmosphere is well-documented .…”
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confidence: 90%
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“…The results of studying the proton conductivity and computer modeling of anhydrous aromatic sulfonic acid molecules and their crystal hydrates showed that some hydrates of substituted benzenesulfonic acid have increased proton-donor properties and conductivity: phenol-2,4-di-BSA [ 30 ], 2-hydroxy-4-methyl-BSA [ 31 ], 2-sulfobenzoic [ 32 ], calixarensulfonic [ 33 ], hexasulfonic [ 34 ] acids. A distinctive feature of the molecules of the listed compounds is the presence of carboxyl, hydroxy, nitro and even second sulfonic groups in the ortho -position to the sulfonic group, which exhibit electronic and steric effects of a different nature.…”
Section: Introductionmentioning
confidence: 99%