Physicochemical Properties of Derivatives ofN,N-Dimethylamino-cyclic-chalcones: Experimental and Theoretical Study

Abstract

A series of three N,N‐dimethyl‐amino‐cyclic‐chalcones chromophores of the D‐π‐A type (1‐3) where, (Donor= N,N‐dimethyl‐aniline) and Acceptor= indan‐1‐one (1), 3,4‐dihydro‐2H‐naphthalen‐1‐one (2) and 3,4,5‐tetrahydro‐benzocyclohepten‐1‐one (3), were synthesized and their structural, optical and electronic properties were studied. The influence of fused cycling ring size on their properties was investigated using cyclic voltammetry, steady‐state absorption, steady‐state fluorescence and DFT theoretical calculations. Both experimental and theoretical calculations have been used to explain the observed structural, energetic and spectral differences in these compounds. These compounds have almost similar E1/2OX . However, the measured E1/2Red vary. The fused cyclic ring has more impact on the HOMO energies than LUMO's. Protonation could be facilitated on two sites. However, our DFT and TD‐DFT calculations reveal that carbonyl oxygen has the most–negative‐surface electrostatic potential, thus the highest affinity toward accepting H+.

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

“…(8), get a high J SC , for the dye sensitizers have a large value in the LHE factor. The alternative factor to increase J SC is electron injection rate, which is associated to the electron driving force (9) where E dye à OX is the oxidation potential of the sensitizer at excited state, E SC CB is the reduction potential of the conduction band of the TiO 2 (TiO 2 CB 5 24.0 eV). E dye à OX can be estimated by [46] E dye à OX 5E dye OX 2k ICT max (10) where E dye OX is the oxidation potential energy of the sensitizers in ground state, while k ICT max is electronic vertical absorption transition energy corresponding to the k max .…”

“…The metalbased DSSCs have highest conversation efficiency and the main defect is not environmentally friendly. The metal-based dyes have difficult synthesis and purification processes [9][10][11][12][13][14][15]. However, organic sensitizers have benign ecofriendly, molar extinction coefficients very high and practically very easy to preparation techniques [16][17][18][19].…”