Effects of Intramolecular Hydrogen Bonding on Electron Transfer Properties of Bisphenol Derivatives in Relation to Their Developing Properties in Silver Salt Photothermographic Systems

摘要

Bisphenol derivatives are efficient developers in silver salt photothermographic systems. To investigate the effects of intramolecular hydrogen bonding on the electron transfer properties of bisphenol derivatives and, in turn, on the developing properties of these derivatives in such systems, the electron transfer properties of a series of bisphenol derivatives were examined in comparison with those of monophenol derivatives in which a hydroxy group was replaced by a methoxy group. The electron spin resonance (ESR) spectra of phenoxyl radicals derived from bisphenol derivatives indicate formation of an intramolecular hydrogen bond between the oxygen and the hydroxy group of phenoxyl radicals. This intramolecular hydrogen bonding plays an important role in determining the overall oxidation reactivity in the two-electron oxidation process by decreasing the one-electron oxidation potentials.