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Benzothiadiazole-Substituted Aza-BODIPY Dyes: Two-Photon Absorption Enhancement for Improved Optical Limiting Performances in the Short-Wave IR Range
Authors:Dr Sylvain David  Hao-Jung Chang  Dr Cesar Lopes  Carl Brännlund  Dr Boris Le Guennic  Dr Gérard Berginc  Prof Eric Van Stryland  Dr Mykailo V Bondar  Prof David Hagan  Prof Denis Jacquemin  Dr Chantal Andraud  Dr Olivier Maury
Institution:1. Laboratoire de Chimie, UMR 5182, ENS Lyon, CNRS, Université Lyon 1, 46 Allée d'Italie, 69364 Lyon, France;2. CREOL, The College of Optics and Photonics, University of Central Florida, Orlando, FL, 32816 USA;3. Electrooptical Systems, Swedish Defense Research Agency (FOI), Linköping, 58111 Sweden;4. CNRS, Institut des Sciences Chimiques de Rennes UMR 6226, Université Rennes, 35000 Rennes, France;5. Thales LAS France, 2 Avenue Gay Lussac, 78990 Élancourt, France;6. CREOL, The College of Optics and Photonics, University of Central Florida, Orlando, FL, 32816 USA

Institute of Physics NASU, Prospect Nauki, 46, Kyiv-28, 03028 Ukraine;7. CNRS, CEISAM UMR 6230, Univ. Nantes, 44000 Nantes, France

Abstract:Aza-boron dipyrromethenes (aza-BODIPYs) presenting a benzothiadiazole substitution on upper positions are described. The strong electron-withdrawing effect of the benzothiadiazole moiety permits enhancement of the accepting strength and improves the delocalization of the aza-BODIPY core to attain a significant degree of electronic communication between the lower donating groups and the upper accepting groups. The nature of the intramolecular charge transfer is studied both experimentally and theoretically. Linear spectroscopy highlighted the strongly redshifted absorption and emission of the synthesized molecules with recorded fluorescence spectra over 1000 nm. Nonlinear optical properties were also investigated. Strong enhancement of the two-photon absorption of the substituted dyes compared with the unsubstituted one (up to 4520 GM at 1300 nm) results in an approximately 15–20 % improvement of the optical power limiting performances. These dyes are therefore a good starting point for further improvement of optical power limiting in the short-wave IR range.
Keywords:aza-BODIPY dyes  benzothiadiazole substitution  nonlinear optical properties  optical limiting performances  two-photon absorption
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