Photophysical and Photoacoustic Properties of Quadrupolar Borondifluoride Curcuminoid Dyes.

Autor: Bellinger S; Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Hatamimoslehabadi M; Department of Physics, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Bag S; Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Mithila F; Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., La J; Department of Physics, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Frenette M; Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Laoui S; Department of Physics, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Szalda DJ; Department of Natural Science, Baruch College, CUNY, New York, 1001, USA., Yelleswarapu C; Department of Physics, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA., Rochford J; Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, Massachusetts, 02125, USA.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Jan 19; Vol. 24 (4), pp. 906-917. Date of Electronic Publication: 2017 Dec 14.
DOI: 10.1002/chem.201704423
Abstrakt: The synthesis and characterization of a series of donor-π-acceptor-π-donor (D-A-D) curcuminoid molecules is presented herein that incorporates π-extended aryl and electron-donating amino terminal functionalization. Computational evaluation shows these molecules possess quadrupolar character with the lowest energy transitions displaying high molar extinction coefficients with broad tunability through manipulation of terminal donating groups. Consistent with their quadrupolar nature, these molecules show varying degrees of solvatochromic behavior in both their absorption and emission spectra, which has been analyzed by Lippert-Mataga and Kamlet-Taft analysis. Photophysical and photoacoustic (PA) properties of these molecules have been investigated by the optical photoacoustic z-scan (OPAZ) method. Selected curcuminoid molecules display nonlinear behavior at a high laser fluence through excited state absorption that translates to the production of an enhanced photoacoustic emission. A relative comparison of "molar PA emission" is also presented with the crystal violet linear optical absorbing/linear PA emitting system being utilized as a standard reference material for OPAZ experiments. Furthermore, PA tomography experiments are presented to illustrate the enhanced PA contrast obtainable via an excited state absorption.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE