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Citation: WANG Chun, DU Xin-Zhen, DING Ning, YANG Yan, LU Xiao-Quan, CHEN Hui. Location of Solubilization of 2’-ethylhexyl Salicylate in Micelles[J]. Acta Physico-Chimica Sinica, ;2007, 23(09): 1337-1341. doi: 10.1016/S1872-1508(07)60069-2 shu

Location of Solubilization of 2’-ethylhexyl Salicylate in Micelles

1.
College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. China

Received Date: 19 April 2007
Available Online: 31 July 2007

Absorption and excited state intramolecular proton transfer (ESIPT) fluorescence of 2’-ethylhexyl salicylate (EHS) were examined in the presence of cationic, non-ionic, and anionic surfactants. It was found that linear EHS molecule was solubilized in micelles with its flexible hydrophobic 2’-ethylhexyl chain toward the micellar core and with its rigid salicylate moiety toward the micelle-water interface. The UV absorbance of EHS was improved and intramolecular hydrogen bonding formation of EHS was favored, resulting in greatly enhanced ESIPT fluorescence. The excited EHS molecules decay via visible luminescence and non-radiative deactivation. The binding sites of EHS in micelles were explained at a molecular level in terms of molecular structures and sizes of EHS and surfactants. Dynamic fluorescence quenching and spectral measurements of ester hydrolysis of EHS provide further evidences for the binding sites of EHS in different micelles.
- 2’-ethylhexyl salicylate; Solubilization in micelles; Intramolecular hydrogen bonding; Intramolecular proton transfer fluorescence; Ester hydrolysis
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