title: Molecular structure-optical property relationships for a series of non-centrosymmetric two-photon absorbing push-pull triarylamine molecules.
abstract: This article reports on a comprehensive study of the two-photon absorption (2PA) properties of six novel push-pull octupolar triarylamine compounds as a function of the nature of the electron-withdrawing groups. These compounds present an octupolar structure consisting of a triarylamine core bearing two 3,3'-bis(trifluoromethyl)phenyl arms and a third group with varying electron-withdrawing strength (H < CN < CHO < NO2 < Cyet < Vin). The 2PA cross-sections, measured by using the femtosecond open-aperture Z-scan technique, showed significant enhancement from 45 up to 125 GM for the lowest energy band and from 95 up to 270 GM for the highest energy band. The results were elucidated based on the large changes in the transition and permanent dipole moments and in terms of (i) EWG strength, (ii) degree of donor-acceptor charge transfer and (iii) electronic coupling between the arms. The 2PA results were eventually supported and confronted with theoretical DFT calculations of the two-photon transition oscillator strengths.
authors.affiliation: 1] Instituto de Física de São Carlos, Universidade de São Paulo, Caixa Postal 369, 13560-970 São Carlos, SP, Brazil [2] Instituto de Ciência e Tecnologia, Universidade Federal de Alfenas, Cidade Universitária - BR 267 Km 533, 37715-400 Poços de Caldas, MG, Brazil.
authors.forename: Marcelo G
authors.initials: MG
authors.lastname: Vivas
authors.affiliation: 1] Instituto de Física, Universidade de São Paulo, CP 66318, 05314-970, São Paulo, SP, Brazil [2] Departamento de Ciências da Natureza, Matemática e Educação, Universidade Federal de São Carlos, Rod. Anhanguera - Km 174, 13600-970 Araras, SP, Brazil.
authors.forename: Daniel L
authors.initials: DL
authors.lastname: Silva
authors.affiliation: PPSM-UMR CNRS 8531, ENS Cachan, 61 avenue du Président Wilson, 94235 Cachan, France.
authors.forename: Jérémy
authors.initials: J
authors.lastname: Malinge
authors.affiliation: CEISAM-UMR CNRS 6230, Université de Nantes, 2 rue de la Houssinière, 44322 Nantes, France.
authors.forename: Mohammed
authors.initials: M
authors.lastname: Boujtita
authors.affiliation: Theoretical Chemistry Group, Institute of Physical and Theoretical Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland.
authors.forename: Robert
authors.initials: R
authors.lastname: Zaleśny
authors.affiliation: Theoretical Chemistry Group, Institute of Physical and Theoretical Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland.
authors.forename: Wojciech
authors.initials: W
authors.lastname: Bartkowiak
authors.affiliation: Department of Theoretical Chemistry and Biology, School of Biotechnology, Royal Institute of Technology, SE-106 91 Stockholm, Sweden.
authors.forename: Hans
authors.initials: H
authors.lastname: Ågren
authors.affiliation: Instituto de Física, Universidade de São Paulo, CP 66318, 05314-970, São Paulo, SP, Brazil.
authors.forename: Sylvio
authors.initials: S
authors.lastname: Canuto
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, Caixa Postal 369, 13560-970 São Carlos, SP, Brazil.
authors.forename: Leonardo
authors.initials: L
authors.lastname: De Boni
authors.affiliation: 1] PPSM-UMR CNRS 8531, ENS Cachan, 61 avenue du Président Wilson, 94235 Cachan, France [2] CEISAM-UMR CNRS 6230, Université de Nantes, 2 rue de la Houssinière, 44322 Nantes, France.
authors.forename: Eléna
authors.initials: E
authors.lastname: Ishow
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, Caixa Postal 369, 13560-970 São Carlos, SP, Brazil.
authors.forename: Cleber R
authors.initials: CR
authors.lastname: Mendonca
mesh_terms: D015502:Absorptiometry, Photon; D000042:Absorption; D004159:Diphenylamine / Q000031:analogs & derivatives* / Q000737:chemistry; D004583:Electrons; D005456:Fluorescent Dyes / Q000737:chemistry*; D015394:Molecular Structure; D055095:Optics and Photonics; D017785:Photons; D013329:Structure-Activity Relationship
chemical_list: D005456:Fluorescent Dyes; D004159:Diphenylamine