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Two-photon-absorption properties of pyrene-based dipolar D-π-A fluorophores
journal contribution
posted on 2018-10-05, 09:58 authored by Chuan-Zeng Wang, Ruoyao Zhang, Koya Sakaguchi, Xing Feng, Xiaoqiang Yu, Mark ElsegoodMark Elsegood, Simon J. Teat, Carl Redshaw, Takehiko YamatoTwo‐photon absorption (TPA) properties of pyrene‐based derivatives are rare as a result of the limited number of controllable synthetic methods to prepare them. However, these materials are in great demand given their potential practical application in photics and biological imaging. Herein, we present a set of pyrene‐based dipolar donor‐π‐acceptor (D‐π‐A) fluorophores with a wide‐range of color tuning and large TPA cross‐sections (up to 2200 GM at 780 nm) by regioselective substitution at the 1,3‐ and 6,8‐positions under the perspective of theoretical analysis. The linear and nonlinear optical properties of these compounds have been studied. The near‐identical emission wavelengths between the two‐photon‐excited fluorescence (TPEF) and one‐photon excited fluorescence (OPEF) indicated that they are generated from the same fluorescent excited state by either one‐ or two‐photon excitation. With the exception of the strong donor [N(CH3)2] appended fluorophore, the TPEF exhibited a large red‐shift compared with the OPEF spectra as a result of the complicated working mechanisms in operation, including intramolecular charge transfer (ICT) and twisted intramolecular charge transfer (TICT). All fluorophores exhibit high two‐photon cross‐sections (or two‐photon brightness, δΦ), especially for 1348 GM, which indicated that these materials can be used as colorants for probe and bioimaging applications.
Funding
This present work was performed under the Cooperative Research Program of “Network Joint Research Center for Materials and Devices (Institute for Materials Chemistry and Engineering, Kyushu University)"
History
School
- Science
Department
- Chemistry
Published in
ChemPhotoChemVolume
2Pages
749 - 756 (8)Citation
WANG, C-Z. ... et al., 2018. Two-photon-absorption properties of pyrene-based dipolar D-π-A fluorophores. ChemPhotoChem, 2, pp. 749-756.Publisher
© Wiley-VCHVersion
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Acceptance date
2018-04-15Publication date
2018-04-15Notes
This is the pre-peer reviewed version of the following article: WANG, C-Z. ... et al., 2018. Two-photon-absorption properties of pyrene-based dipolar D-π-A fluorophores. ChemPhotoChem, 2, pp. 749-756, which has been published in final form at https://doi.org/10.1002/cptc.201800053. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.ISSN
2367-0932Publisher version
Language
- en