Le. Bromberg et Mg. Goldfeld, INTERACTIONS AMONG POLY(4-VINYLPYRIDINE) GELS, QUINONE DERIVATIVES, AND SULFHYDRYL COMPOUNDS, JOURNAL OF PHYSICAL CHEMISTRY B, 101(19), 1997, pp. 3742-3745
Competitive interactions of sulfhydryl compounds and quinone derivativ
es with poly(4-vinylpyridine) gels have been studied in organic solven
ts. 7,7,8,8-Tetracyanoquinodimethane (TCNQ) oxidizes a sulfhydryl comp
ound to disulfide, while TCNQ is reduced to an anion radical that reac
ts with the gels. Adsorption of long-chain sulfhydryl compounds onto g
els causes the gel swelling, whereas oxidation of the adsorbed sulfhyd
ryl compound to disulfide by TCNQ, and therefore, its removal from the
gel results in the gel shrinking. The larger the highest occupied mol
ecular orbital energy of the sulfhydryl compound, the stronger its int
eraction with a quinone derivative and thus the faster the removal fro
m the gels, as revealed by HPLC.