Photophysical and Electrochemical Studies of 4-Dicyanomethylene 2,6-Dimethyl-4H-Pyran (DDP) Dye with Amides in Water.

Abstract

Photophysical and electrochemical studies of DDP dye with Formamide and alkyl substituted amides were carried out in water. Addition of Formamide (F), Acetamide (ACM), N,N-Dimethylformamide (DMF), Dimethylacetamide (DMAC) to DDP dye result in an isosbestic point. A fluorescence enhancement of DDP dye is observed on the addition of amides. Apart from the fluorescence enhancement, the addition of formamide result in no significant shift in the position of emission maxima of DDP dye whereas addition of ACM and DMF result in a shift towards the blue and red region respectively. DDP dye exhibits three lifetime components which are unique in lifetime and amplitude. The fluorescence lifetime and relative amplitude of DDP dye varies significantly by addition of amides in aqueous solution which are influenced by amidewater hydrogen-bonding network and hydrophobic influences of the alkyl substituted amides. The nature of interaction between dye and amide be predominantly through hydrogen-bonding wherein the carbonyl oxygen (C=O) of amides are bonded to N-H hydrogen of DDP dye through water molecule. The existence of more than one microenvironment of DDP dye in aqueous phase is elucidated by Electrochemical Impedence Spectroscopy (EIS) through Nyquist plots wherein it signifies that there exist at least three different micro environments which support the existence of different fluorescence lifetimes. Fluorescence spectral technique is used as an efficient tool to elucidate the nature of interaction of water soluble probe with hydrogen-bonding solutes is established in our studies.