Journal
JOURNAL OF PHYSICAL CHEMISTRY C
Volume 123, Issue 40, Pages 24362-24374Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jpcc.9b05851
Keywords
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Funding
- Italian Ministero per l'Universita e la Ricerca Scientifica e Tecnologica, MIUR (Rome, Italy), under the Dipartimenti di Eccellenza 2018-2022 (grant AMIS) program
- University of Perugia
- INSA [SP/YSP/139/2017/2293]
- DST [DST/TMD/SERI/D05(C)]
- SERB [CRG/2018/000032]
- CSIR, New Delhi [01(2934)/18/EMR-II]
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We report evidence for photoinduced energy transfer from the naphthalimide (NI) to the BODIPY in NI-BODIPY dyads. Three dyads (1a, 1b, and 1c) were investigated, characterized by different positions of attachment of the BODIPY to the conjugated bridge (meso-, beta-, and alpha-). The time-resolved spectroscopic results showed that the intramolecular energy-transfer rate is enhanced for the dyads characterized by the unusual (1b) and alpha- (1c) with respect to the largely employed meso- (1a) substitution. All of the dyads were strongly fluorescent. Fluorescence quantum yields and lifetimes were interestingly enhanced in the dyads with respect to the monomers (NI and BODIPY). These properties together with their two-photon absorption ability make these bichromophoric systems excellent candidates as fluorescent probes for bioimaging. In the beta-substituted dyad, intramolecular charge transfer takes place following energy transfer. The concerted energy- and charge-transfer dynamics is appealing for solar energy conversion to electricity. Our findings represent a step forward in structure properties understanding and may guide the design of most efficient BODIPY-containing dyads.
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