From Terminal to Spiro‐Phosphonium Acceptors, Remarkable Moieties to Develop Polyaromatic NIR Dyes
Partanen, I., Belyaev, A., Su, B.-K., Liu, Z.-Y., Saarinen, J. J., Hashim Ishfaq, I., Steffen, A., Chou, P.-T., Romero-Nieto, C., & Koshevoy, I. O. (2023). From Terminal to Spiro‐Phosphonium Acceptors, Remarkable Moieties to Develop Polyaromatic NIR Dyes. Chemistry: A European Journal, 29(44), Article e202301073. https://doi.org/10.1002/chem.202301073
Julkaistu sarjassa
Chemistry: A European JournalTekijät
Päivämäärä
2023Tekijänoikeudet
© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH
Phosphonium-based compounds gain attention as a promising photofunctional materials. As a contribution to the emerging field, we present a series of donor-acceptor ionic dyes, which were constructed by tailoring the phosphonium (A) and extended π-NR2 (D) fragments to the anthracene framework. The alteration of the π-spacer of electron-donating substituents in species with terminal –+PPh2Me groups exhibits a long absorption wavelength up to λabs = 527 nm in dichloromethane and shifted the emission to the near-infrared (NIR) region (λ = 805 nm for thienyl aniline donor), although at low quantum yield (Φ < 0.01). In turn, the introduction of a P-heterocyclic acceptor substantially narrowed the optical bandgap and improved the efficiency of fluorescence. In particular, the phospha-spiro moiety allowed to attain NIR emission (797 nm in dichloromethane) with fluorescence efficiency of as high as Φ = 0.12. The electron-accepting property of phospha-spiro constituent outperformed that of the monocyclic and terminal phosphonium counterparts, illustrating a promising direction in the design of novel charge transfer chromophores.
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Julkaisija
WileyISSN Hae Julkaisufoorumista
0947-6539Asiasanat
Julkaisu tutkimustietojärjestelmässä
https://converis.jyu.fi/converis/portal/detail/Publication/183334644
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Lisätietoja rahoituksesta
Financial support from the Academy of Finland (decisions 317903 and 351618, I.O.K.; decision 339544, J.J.S.; Flagship Programme, Photonics Research and Innovation PREIN, decision 320166), Alexander von Humboldt and Otto A. Malm Foundations (A.B.), the Spanish Ministry of Science and Innovation (C.R.-N., projects MCIN/AEI/10.13039/501100011033/ and SBPLY/21/180501/000185) and the National Science and Technology Council (NSTC), Taiwan, are gratefully acknowledged. ...Lisenssi
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