title: Synthesis and photo-physical characteristics of ESIPT inspired 2-substituted benzimidazole, benzoxazole and benzothiazole fluorescent derivatives.
abstract: Novel 2-(1H-benzimidazol-2-yl)-5-(N,N-diethylamino) phenol, 2-(1,3-benzoxazol-2-yl)-5-(N,N-diethylamino) phenol, 2-(1,3-benzothiazol-2-yl)-5-(N,N-diethylamino) phenol and their derivatives have been synthesized from p-N,N-diethyl amino salicylaldehyde with different substituted o-phenylenediamine or o-aminophenol or o-aminothiophenol and their photo-physical properties were studied. Effects of solvent polarity in the absorption-emission properties of synthesized compounds were investigated. All these compounds shows excited state intra-molecular proton transfer pathway having single absorption and dual emission characteristics. The fluorescent compounds were characterised by FT-IR, (1)HNMR, (13)C NMR and Mass spectral analysis. TGA analysis showed these compounds are thermally stable up to 200 °C.
authors.affiliation: Department of Intermediate and Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai, 400 019, Maharashtra, India.
authors.forename: Vikas S
authors.initials: VS
authors.lastname: Padalkar
authors.forename: Abhinav
authors.initials: A
authors.lastname: Tathe
authors.forename: Vinod D
authors.initials: VD
authors.lastname: Gupta
authors.forename: Vikas S
authors.initials: VS
authors.lastname: Patil
authors.forename: Kiran
authors.initials: K
authors.lastname: Phatangare
authors.forename: N
authors.initials: N
authors.lastname: Sekar
mesh_terms: D000042:Absorption; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D012997:Solvents / Q000737:chemistry; D013696:Temperature; D014783:Viscosity
chemical_list: D001562:Benzimidazoles; D052160:Benzothiazoles; D001583:Benzoxazoles; D005456:Fluorescent Dyes; D012997:Solvents; C031000:benzimidazole; C005465:benzothiazole