Three new fluorescent organic small molecules based on the 3,5-dichloro-2,4,6-trifluoropyridine and containing one (1), two (2), and three (3) carbazoleunits were synthesized via a nucleophilic substitution reaction, with yields of 64.4 %, 14 % and 39.9 %, respectively. Their designed structures were confirmed by nuclear magnetic resonance (¹H, 13C and 19F) and infrared spectroscopy. Their optical and electrochemical properties were thoroughly characterized revealing a systematic decrease in the optical energy gap (Egopt) as the number of carbazole donor units increased: 3.36 eV (1), 3.28 eV (2), and 3.21 eV (3) respectively. Moreover, the onset degradation temperature values increased progressively from 174 °C (1) to 278 °C (2), and up to 351 °C (3), indicating enhanced thermal stability.These molecules exhibited blue-green, deep violet-blue and deep-blue emission colors, respectively. DFT and TD-DFT calculations were performed to investigate the ground- and excited-state properties of the molecules. The low-energy S0→S0 transitions exhibit pronounced intramolecular charge-transfer (ICT) character, as indicated by the charge-transfer distance (DCT), with molecule 1 showing the largest value (3.51 Å). The calculated reorganization energies for hole transport are 0.40, 0.09, and 0.05 eV for molecules 1–3, respectively. Lower reorganization energies suggest more efficient charge hopping and enhanced charge-carrier mobility, highlighting the beneficial role of carbazole units in improving charge transport. A device-oriented theoretical analysis further evaluated their suitability as emissive layers in OLEDs, considering energy-level alignment and transport properties. Overall, the combined experimental and theoretical results indicate that these pyridine-carbazole derivatives are promising emissive materials for organic electronic and OLED applications.
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