Electronic Absorption, Emission, and Two-Photon Absorption Properties of Some Extended 2,4,6-Triphenyl-1,3,5-Triazines

Autor: Alison G. Barnes, Nicolas Richy, Anissa Amar, Mireille Blanchard-Desce, Abdou Boucekkine, Olivier Mongin, Frédéric Paul
Přispěvatelé: Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Mouloud Mammeri [Tizi Ouzou] (UMMTO), Université des Sciences et de la Technologie Houari Boumediene = University of Sciences and Technology Houari Boumediene [Alger] (USTHB), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1 (UB)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), This project was supported by Région Bretagne (SAD Project Fotoporf, N°7205) and ANR (ANR-17-CE07-0033-01 project)., ANR-17-CE07-0033,IsoGate,Absorbeurs multiphotoniques à coeur isocyanurate : vers des portes optiques pilotées par la lumière(2017)
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Photochem
Photochem, 2022, 2 (2), pp.326-344. ⟨10.3390/photochem2020023⟩
Photochem; Volume 2; Issue 2; Pages: 326-344
ISSN: 2673-7256
DOI: 10.3390/photochem2020023⟩
Popis: International audience; We report herein the linear optical properties of some extended 2,4,6-triphenyl-s-triazines of formula 2,4,6-[(1,4-C6H4)C≡C(4-C6H4X)]3-1,3,5-(C3H3N3) (3-X; X = NO2, CN, OMe, NMe2, NPh2) and related analogues 4 and 7-X (X = H, NPh2), before briefly discussing their two-photon absorption (2PA) cross-sections. Their 2PA performance is discussed in relation to 2PA values previously measured for closely related octupoles such as N,N′,N″-triphenylisocyanurates (1-X, 5, and 6-X) or 1,3,5-triphenylbenzenes (2-X). While s-triazines are usually much better two-photon absorbers in the near-IR range than these molecules, especially when functionalised by electron-releasing substituents at their periphery, they present a decreased transparency window in the visible range due to their red-shifted first 1PA peak, in particular when compared with corresponding isocyanurates analogues. In contrast, due to their significantly larger two-photon brilliancy, 2,4,6-triphenyl-s-triazines appear more promising than the latter for two-photon fluorescence bio-imaging purposes. Rationalisation of these unexpected outcomes is proposed based on DFT calculations.
Databáze: OpenAIRE
Externí odkaz: