Linear and Third‐Order Nonlinear Optical Properties of Triazobenzene‐1, 3, 5‐triazinane‐2, 4, 6‐trione (Isocyanurate) Derivatives. Issue 12 (4th December 2017)

• Record Type: Journal Article
• Authors: Pokladek, Ziemowit; Dudek, Marta; Mongin, Olivier; Métivier, Rémi; Mlynarz, Piotr; Samoc, Marek; Matczyszyn, Katarzyna; Paul, Frédéric
• Is Part Of: ChemPlusChem. Volume 82:Issue 12(2017)
• Page Start: 1372
• Page End: 1383
• Publication Date: 2017-12-04
• Subjects: absorption -- azo compounds -- isomerization -- photochemistry -- substituent effects; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cplu.201700396
• Languages: English
• ISSNs: 2192-6506

Abstract

Abstract: The synthesis of three new isocyanurate derivatives2‐X (X=NO2, H, NMe2 ) with azobenzene arms terminated by various X substituents is reported, and their linear and nonlinear absorption properties are studied. It is shown that mixtures that contain increased contents of cis ‐azo isomers can be reversibly generated upon photoirradiation at specific wavelengths from the most stable all‐ trans isomers with X=NO2 and H. In addition, we show that2‐X derivatives are two‐photon absorbers with cross‐section maxima around 120 GM for2‐NO2, thus indicating that trans ‐to‐ cis isomerization might be achievable by two‐photon excitation, whereas the photoinduced structural changes should have only a modest influence on these nonlinear absorption properties. Abstract : Reverse course : Mixtures that contained increased contents of cis ‐azo configurations could be reversibly generated upon irradiation of new azo‐containing isocyanurate derivatives (X=NO2, H; see figure). As these derivatives are good biphotonic absorbers, these photoinduced structural changes might also be achieved by biphotonic excitation.