Abstract
The quenching of 2-acetylnaphthalene (2-AN) fluorescence by hydroxypropyl cyclodextrins (HP-CD) has been analyzed using modified Stern–Volmer plots to obtain binding constants as a function of temperature for 2-AN:HP-CD complexes. The HP-CDs were commercially available and contained 4–7 HP groups per CD molecule for α-CD, β-CD, and γ-CD. HP substitution causes a 12 to over 40% increase in binding constant (<i>K</i><sub>ave</sub>) for 2-AN compared to that for unsubstituted CDs, although the <i>K</i><sub>ave</sub> value is not strongly dependent on the extent of HP substitution for β-CD. No evidence of formation of a 2:2 complex, such as that observed with 2-AN and γ-CD, is observed with 2-AN and HP-γ-CD. Thermodynamic parameters (ΔH° and ΔS°) suggest that the increase in <i>K</i><sub>ave</sub> with HP substitution is due to an enlarged binding site for the HP-CDs that allows greater motional freedom for 2-AN. Comparison is made to the binding of 2-methylnaphthoate (2-MN) to CDs and HP-CDs, and the larger <i>K</i><sub>ave</sub> values for 2-MN over 2-AN are attributed to greater dispersion forces for 2-MN complex formation.
PDF Article
More Like This
Cited By
You do not have subscription access to this journal. Cited by links are available to subscribers only. You may subscribe either as an Optica member, or as an authorized user of your institution.
Contact your librarian or system administrator
or
Login to access Optica Member Subscription