One-pot synthesis of some new 7‑hydroxy-5-(4-substitutedphenyl)-9-methyl-1,5-dihydro-2H-dipyrimido[1,2-a:4′,5′-d]pyrimidine-2,4(3H)‑dione derivatives and it's optoelectronic, DFT, photocatalytic studies and latent fingerprint applications

Abstract

Metal-free organic dyes are gaining interest and demands in the field of light absorption and light-emitting applications. In this study, we developed efficient one-pot synthesis of 7‑hydroxy-5-(4-substitutedphenyl)-9-methyl-1,5-dihydro-2H-dipyrimido[1,2-a:4′,5′d]pyrimidine-2,4(3H)‑dione derivatives 4(a-d) using L-proline as a catalyst and structures were confirmed by analytical and spectroscopic techniques. Photophysical properties have been studied in a liquid medium; compounds are absorbed in bathochromic shift at ∼300–500 nm and blue emission at 530 nm, 560 nm, 401 nm and 614 nm, 622 nm respectively. Electrochemical behavior was studied at different scan rates in CH Potentiostat. CV results revealed that all the compounds shows quasi reversible behavior and experimental HOMO-LUMO have been calculated. FMOs, optimized structure and quantum parameters along with UV, FT-IR and COSMO-RS were investigated theoretically. From the theoretical results, compounds are in good agreement with experimental values with better photostability and chemical reactivity. Further, compounds are excellent photocatalysts towards the dye degradation of malachite green dye by reaching 65%, 83%, 87% and 65% respectively. In addition, LFPs images were developed on porous/nonporous materials and visualized under UV light, compounds are excellent adhesion and sensitivity on the porous/nonporous materials. Hence, the obtained compounds can be used as organic electronics application-oriented materials and in forensic Science.