Solvatochromism, Preferential Solvation of 2,3-Bis(Chloromethyl)-1,4-Anthraquinone in Binary Mixtures and the Molecular Recognition Towards p-Tert-Butyl-Calix[4]arene

Abstract

Optical absorption and fluorescence emission spectra of 2,3-bis(chloromethyl)-1,4-anthraquinone (DCMAQ) in single solvents namely, carbon tetrachloride, acetonitrile, chloroform, propan-2-ol and its binary mixtures [carbon tetrachloride/chloroform, chloroform/acetonitrile, chloroform/propan-2-ol] have been investigated. The preferential solvation of DCMAQ in above mixtures has been studied by monitoring the absorption and fluorescence spectra of DCMAQ. The spectral features indicate that DCMAQ is preferentially solvated by CHCl(3) in the above mixtures. This can be elucidated from the local mole fraction, non-linearity in transition energy plot, preferential solvation index (delta (s2)) and (f2/f1) values. Molecular recognition properties of p-tert-butylcalix[4]arene (tBC) to DCMAQ via hydrogen bonding and pi-pi interaction were sensed successfully on the basis of absorption and fluorescence emission spectroscopies, by which the stoichiometry ratio and the binding constant of the tBC-DCMAQ complex were determined.

Determination of association constant of host–guest supramolecular complex (molecular recognition of carbamazepine, antiseizure drug, with calix(4)arene)

“…The continuous variation plot gave absorption minimum value, at 0.4, corresponds to the 1:2 stochiometry of the p-t-butyl calix(4)arene (host) and carbamazepine (guest). In the current case a lower absorbance value is observed in the complexes, when compared to free guest, which suggests that the main contribution to the host-guest interaction must come from the polar interaction and more significantly hydrogen bonding of the guest with the host molecules [29]. The presence of polar amide group at N in azepine ring, increases the hydrogen bonding which plays a major role in the host-guest complexation of p-t-butyl calix(4)arene .…”

Effects of homogeneous media, binary mixtures and microheterogeneous media on the fluorescence and fluorescence probe properties of some benzo[b][1,8]naphthyridiens with HSA and BSA

“…This influence depends on the nature of the solvent. This influence reflects changes in the absorption and fluorescence spectrum and this phenomenon is known as solvatochromism. Solvatochromism is used to describe the pounced change in position that sometimes occurs in the intensity of an absorption band, accompanying a change in the polarity of the medium.…”

Bidirectional Synthesis, Photophysical and Electrochemical Characterization of Polycyclic Quinones Using Benzocyclobutenes and Benzodicyclobutenes as Precursors

“…[80][81][82] While there are some reports concerning the use of 9,10-anthraquinones in the context of organic light-emitting diodes (OLEDs) through thermally activated delayed fluorescence (TADF), [83][84][85][86] fluorescence properties 1,4-anthtraquinones such as 26 have much less been investigated. [87][88][89][90] A derivative of 2,9-dibromopentacene-6,13-…”