Synthesis of chromophores based on carbazole & azobenzenes as electron donors & acceptors with nonlinear optoelectrical & optical properties & applications in energy storage devices

This work describes the chemical synthesis, physical analysis, and spectroscopic studies of new chromophores for the obtainment of functionalized high-performance polymers with nonlinear optical properties. Various criteria were considered in order to design these chromophores. First, diphenolic isomers were obtained: dipropargyl-oxy-benzoyl-{2-[4-(4- Nitrophenylaze)-N-ethyl-phenylamino]ethoxy}. To promote the formation of esters, several measures were taken to protect the carboxyl groups including the formation of methilic esters to avoid the formation of high quantities of water-soluble substances and avoid the formation of propargyl ester during the reaction of phenolic hydroxyl groups in all isomers of the dihydroxybenzoic acid, given that propargyl groups are not needed during basic hydrolysis. Because of this, the formation of esters on dihydroxybenzoic acid with the photon-emitting 2,5-dimethylphenacyl and the hydrazone of the benzophenone were evaluated. Next, dihydroxy-oxybenzoil-(9H-carbazole-9- ethoxy) was obtained through the direct reaction of the isomers in dihydroxybenzoic acid with 9H-carbazole-9-ethanol in presence of diisopropyl azodicarboxylate (DIAD) and triphenylphosphine (TPP).