SOLUBILIZATION OF 4-HYDROXY-$4^1$-NITROSTILBENE IN MICELLAR SOLUTIONS

  • Shin, Dong-Myung (Department of Chemical Engineering, Hong-Ik University) ;
  • Kim, Yong-In (Department of Chemical Engineering, Hong-Ik University) ;
  • Kwon, Ohoak (Korea Basic Science Center, Seoul Branch) ;
  • Oh, Yung-Hee (Department of Chemistry, Dong-Eui University)
  • Published : 1995.06.01

Abstract

Solvatochromic effects and hydrogen bonding interactions of 4-hydroxy-4'-nitrostilbene(NSOH) were investigated. Electronic transition energies of NSOH have good correlation with Taft's $\pi$$^*$. The hydrogen bonding interactions can be accounted by analysis with equation of $\Delta$E= $\Delta$E$_0$ + s($\pi$$^*$ + d$\delta$) + a$\alpha$ + b$\beta$. From UV-visible absorption maximum energies, $\Delta$E = 81.2 kcal/mole - 6.66($\pi$$^*$ - 0.20$\delta$) - 0.66$\alpha$ - 1.93$\beta$ (corr.=0.970) was obtained, and from fluorescence intensity maximum energies, $\Delta$E= 70.07 kcal/mole - 21.6($\pi$$^*$ - 0.11d) - 1.74$\alpha$ - 2.73$\beta$ (corr.=0.947) was obtained. The micropolarity estimated at the solubilization sites is close to the polarity of water. The apparent Taft's $\pi$$^*$ values of solubilization sites are close to 1. Howcver, the solubilization sites for the fluorescent NSOH is rather nonpolar. Both NSOH and NSO$^-$ can be solubilized in CTAB and CTAC micelles and NSOH is the only species that can be solubilized in SDS and Brij-35 micelles.

Keywords

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