title: 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.
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 = NH(2), NMe(2), or NPh(2)) 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.
authors: Sciences Chimiques de Rennes, CNRS (UMR 6226), Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France.
authors: Gilles
authors: G
authors: Argouarch
authors: Romain
authors: R
authors: Veillard
authors: Thierry
authors: T
authors: Roisnel
authors: Anissa
authors: A
authors: Amar
authors: Hacène
authors: H
authors: Meghezzi
authors: Abdou
authors: A
authors: Boucekkine
authors: Vincent
authors: V
authors: Hugues
authors: Olivier
authors: O
authors: Mongin
authors: Mireille
authors: M
authors: Blanchard-Desce
authors: Frédéric
authors: F
authors: Paul
mesh_terms: D017953:Isocyanates / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011789:Quantum Theory; D013237:Stereoisomerism; D014227:Triazines / Q000737:chemistry*
chemical_list: D017953:Isocyanates; D014227:Triazines