Langmuir, Vol.12, No.5, 1154-1158, 1996
Interaction of Photosurfactants, (((4’-((4-Alkylphenyl)Azo)Phenyl)Oxy)Ethyl)Trimethylammomium Bromides, with Alpha-Cyclodextrin and Beta-Cyclodextrin as Measured by Induced Circular-Dichroism and a Surfactant-Selective Electrode
The stoichiometry, stability, and structure of the inclusion complex between the photosurfactants, [[[4’-[(4-alkylphenyl)azo] phenyl] oxy] ethyl] trimethylammonium bromides (ZTABr, where alkyl = ethyl(EZTABr) and butyl (BZTABr)) and alpha- and beta-cyclodextrins (alpha- and beta-CDx) in aqueous solution have been studied by induced circular dichroism (ICD) and UV/vis spectra as well as by the potentiometric titration method. All ZTABr/CDx systems form 1:1 inclusion complexes except for cis-ZTABr/alpha-CDx. The obtained stability constants and the intensity and sign of ICD spectra suggest that the stability of the trans-ZTABr complex is governed by the hydrophobic and the van der Waals interactions between photosurfactants and cyclodextrins. On the contrary, the steric hindrance between the azobenzene group of cis-ZTABr and CDx causes the destabilization of the inclusion complex between cis-ZTABr and CDx. It is also noticed that the butyl group of BZTABr might be accommodated in the CDx cavity in preference over the azobenzene group. Furthermore, the effect of the hydrocarbon chain length on the complexation is discussed, comparing it with those of typical cationic surfactants.
Keywords:SUBSTITUTED HYDROXYPHENYLAZO DERIVATIVES;INCLUSION COMPLEXES;CAPPED CYCLODEXTRIN;GAMMA-CYCLODEXTRIN;CATALYTIC ACTIVITY;SULFANILIC ACID;PHOTOREGULATION;PHOTOCONTROL