Comparing the Hydrogen-Bonding Effect of Brönsted Bases in Solution and When They Are Covalently Bound to the Surface of Glassy Carbon Electrodes in the Electrochemical Behavior of Hydroquinone

Autor:	Julio C. Alvarez, Amy Clingenpeel, Jonnathan Medina-Ramos, Timothy M. Alligrant
Rok vydání:	2012
Předmět:	Hydroquinone Dibasic acid Hydrogen bond Inorganic chemistry Overpotential Glassy carbon Electrochemistry Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound General Energy chemistry Physical and Theoretical Chemistry Cyclic voltammetry Acetonitrile
Zdroj:	The Journal of Physical Chemistry C. 116:20447-20457
ISSN:	1932-7455 1932-7447
DOI:	10.1021/jp306542y
Popis:	Mono- and dibasic phthalate bases (HP– and P2–) interact with 1,4-hydroquinone (1,4-H2Q) in acetonitrile through hydrogen bonding to form molecular complexes that oxidize at easier (less positive) potentials than pure 1,4-H2Q. The relatively large decrease in the oxidation overpotential for 1,4-H2Q, observed upon introducing these Bronsted bases, is an example of thermodynamic control of a PCET achieved with weak bases. The favoring effect occurs because the bases accept the protons released by 1,4-H2Q during its two-electron oxidation. Similar effects are observed when the phthalate bases were attached to the electrode surface. The hydrogen bonding was verified and measured by determining diffusion coefficients using 1H NMR spectroscopy. The modification of glassy carbon electrodes with phthalate diazonium salts was monitored by X-ray photoelectron spectroscopy. The experimental electrochemical responses by cyclic voltammetry were fitted to simulations following mechanisms previously reported and using t...
Databáze:	OpenAIRE
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