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- Title
Difluorenyl carbo-Benzenes: Synthesis, Electronic Structure, and Two-Photon Absorption Properties of Hydrocarbon Quadrupolar Chromophores.
- Authors
Baglai , Iaroslav; de Anda ‐ Villa, Manuel; Barba ‐ Barba, Rodrigo M.; Poidevin, Corentin; Ramos ‐ Ortíz, Gabriel; Maraval , Valérie; Lepetit , Christine; Saffon ‐ Merceron, Nathalie; Maldonado, José ‐ Luis; Chauvin , Remi
- Abstract
The synthesis, crystal and electronic structures, and one- and two-photon absorption properties of two quadrupolar fluorenyl-substituted tetraphenyl carbo-benzenes are described. These all-hydrocarbon chromophores, differing in the nature of the linkers between the fluorenyl substituents and the carbo-benzene core (CC bonds for 3 a, CCCC expanders for 3 b), exhibit quasi-superimposable one-photon absorption (1PA) spectra but different two-photon absorption (2PA) cross-sections σ2PA. Z-scan measurements (under NIR femtosecond excitation) indeed showed that the CC expansion results in an approximately twofold increase in the σ2PA value, from 336 to 656 GM (1 GM=10−50 cm4 s molecule−1 photon−1) at λ=800 nm. The first excited states of Au and Ag symmetry accounting for 1PA and 2PA, respectively, were calculated at the TDDFT level of theory and used for sum-over-state estimations of σ2PA( λi), in which λi=2 hc/ Ei, h is Planck's constant, c is the speed of light, and Ei is the energy of the 2PA-allowed transition. The calculated σ2PA values of 227 GM at 687 nm for 3 a and 349 GM at 708 nm for 3 b are in agreement with the Z-scan results.
- Subjects
BENZENE compound synthesis; FLUORENE compounds; ELECTRONIC structure; HYDROCARBONS; CHROMOPHORES; LIGHT absorption; EXCITED states
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 40, p14186
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201500482