Triaryl‐1,3,5‐triazinane‐2,4,6‐triones (Isocyanurates) Peripherally Functionalized by Donor Groups: Synthesis and Study of Their Linear and Nonlinear Optical Properties |
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Authors: | Dr Gilles Argouarch Romain Veillard Dr Thierry Roisnel Anissa Amar Prof Hacène Meghezzi Prof Abdou Boucekkine Vincent Hugues Dr Olivier Mongin Dr Mireille Blanchard‐Desce Dr Frédéric Paul |
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Institution: | 1. Sciences Chimiques de Rennes, CNRS (UMR 6226), Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex (France), Fax: (+33) 02‐23‐23‐69‐39;2. Laboratoire de Thermodynamique et Modélisation Moléculaire USTHB, BP 32, El Alia, 16111, Bab Ezzouar Alger (Algeria);3. Chimie et Photonique Moléculaires, CNRS (UMR 6510), Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex (France);4. ISM, CNRS (UMR 5255), Université Bordeaux, 33400 Talence France, Fax: (+33) 05‐40‐00‐67‐35 |
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Abstract: | The linear optical (LO) and nonlinear optical (NLO) properties of a series of isocyanurates functionalized by donor arms at the periphery are reported herein. These octupolar derivatives were obtained in a straightforward way from commercial isocyanate derivatives and were fully characterized. Although several of these compounds are known, those that exhibited the largest NLO activities are all new compounds. In terms of second‐order activity, several of these derivatives exhibit remarkable activity/transparency tradeoffs. In terms of third‐order activity, the longer derivatives with the stronger donor groups (X=NH2, NMe2, or NPh2) were shown to possess significant two‐photon absorption cross sections. These strongly luminescent derivatives exhibit two‐photon absorption cross sections up to 410 GM. DFT computations were also conducted to unravel their electronic structures and to rationalize their NLO properties. To our knowledge, the present study is the first concerned with the nonlinear optical properties of these original cyclotrimers. |
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Keywords: | density functional calculations isocyanurates nonlinear optics synthetic methods two‐photon absorbers |
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