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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Enhancing Blue Emission in Poly(N‑vinylcarbazole): Synthesis, Functionalization with Anthracene, and Mitigation of
Daniela Corrêa Santos1, Gabriel de Sousa Barros1, Maria de Fátima Vieira Marques1
1Instituto de Macromoléculas Professora Eloisa Mano, Universidade Federal do Rio de Janeiro (IMA/UFRJ), Rio de Janeiro, Rio de Janeiro 21941-598, Brazil.
Abstract:
This study reports the synthesis and functionalization of poly-(N-vinylcarbazole) (PVK) with anthracene units to enhance its blue photoluminescence properties. Structural and thermal analyses confirmed successful incorporation of anthracene moieties into the PVK backbone at an approximate 3:1 ratio of PVK repeat unit to anthracene. Photophysical characterization showed that anthracene-functionalized PVK (PVK-An) retained blue-region emission (432 nm), although with reduced emission efficiency due to π-π stacking interactions. Incorporating PVK-An into an inert poly-(methyl methacrylate) (PMMA) matrix mitigated aggregation-caused quenching (ACQ), increasing the photoluminescence quantum yield (PLQY) from 0.5% to 28.9% in the optimized 70:30 wt % PMMA/PVK-An blend. Time-resolved photoluminescence (TRPL) analysis revealed that the emission in both neat PVK and PVK-An arises from two decay pathways, S1 → S0 and S1* → S0, corresponding to singlet excimer states emissions, respectively. Notably, PVK-An exhibited reduced excimer formation, as indicated by shorter fluorescence lifetimes (τ1 ≈ 5 ns) and a lower contribution from the longer decay component (τ2 ≈ 15 ns, Rel. 54.80%) compared to pristine PVK (τ2 ≈ 25 ns, Rel. 74.33%). These findings demonstrate the synergistic benefits of side-chain engineering and morphological control in the design of high-performance blue-emitting polymers for OLED applications.
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