title: Physico-chemical studies of new luminescent chemosensor for Cu2+.
abstract: The spectroscopic properties of (E)-2-(2-hydroxybenzylideneamino)-3-phenylpropanoic acid (HBDPPA) has been studied in a series of different solvents. As revealed by absorbance, and emission results, the molecule undergoes fast excited-state intramolecular proton transfer (ESIPT) to yield emission of the corresponding tautomeric species. A large energy barrier for interconversion of the keto-enol rotamers in the ground and excited state have been predicted on the basis of DFT calculations and also supported by HOMO-LUMO energies, PES calculation, NLO and NBO analysis. Hyperpolarizability and octupolar and dipolar components ratio confirmed that HBDPPA can be used as optoelectronic materials. The ground state equilibrium and ESIPT process of HBDPPA are essentially unaffected by the nature of the solvent. Measurements of absorption solvatochromism have been interpreted with Marcus and Reichardt-Dimroth solvent functions to estimate the transition dipoles. Good correlation exists between absorption as well as fluorescence wavenumbers obtained by the multi-component linear regression employing the Taft and Catalan solvent parameters with the experimental values. The prepared Schiff base HBDPPA can be used as a new fluorescent sensor to detect the quantity of Cu(2+) ion in any sample solution depending on the relative intensity change.
authors.affiliation: Department of Chemistry, Annamalai University, Annamalainagar, Tamilnadu 608002, India. jtchalam2005@yahoo.co.in
authors.forename: Jayaraman
authors.initials: J
authors.lastname: Jayabharathi
authors.forename: Venugopal
authors.initials: V
authors.lastname: Thanikachalam
authors.forename: Munusamy
authors.initials: M
authors.lastname: Vennila
authors.forename: Karunamoorthy
authors.initials: K
authors.lastname: Jayamoorthy
mesh_terms: D000042:Absorption; D055598:Chemical Phenomena; D002623:Chemistry Techniques, Analytical / Q000379:methods*; D003300:Copper / Q000032:analysis* / Q000737:chemistry*; D004583:Electrons; D006860:Hydrogen Bonding; D049449:Luminescence; D008958:Models, Molecular; D010666:Phenylpropionates; D011522:Protons; D011789:Quantum Theory; D012545:Schiff Bases / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D055672:Static Electricity; D013816:Thermodynamics
chemical_list: D010666:Phenylpropionates; D011522:Protons; D012545:Schiff Bases; D012997:Solvents; C035253:3-phenylpropionic acid; D003300:Copper