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- W2088536462 endingPage "3068" @default.
- W2088536462 startingPage "3053" @default.
- W2088536462 abstract "A series of novel heterocycle-based dyes with donor−π-bridge−acceptor−π-bridge−donor (D-π-A-π-D) structural motif, where benzothiazole serves as an electron-withdrawing core, have been designed and synthesized via palladium-catalyzed Sonogashira and Suzuki-type cross-coupling reactions. All the target chromophores show strong one-photon and two-photon excited emission. The maximum two-photon absorption (TPA) cross sections δTPA of the prepared derivatives bearing diphenylamino functionalities occur at wavelengths ranging from 760 to 800 nm and are as large as ∼900−1100 GM. One- and two-photon absorption characteristics of the title dyes have also been investigated by using density functional theory (DFT) and the structure−property relationships are discussed. The TPA cross sections calculated by means of quadratic response time-dependent DFT using the Coulomb-attenuated CAM-B3LYP functional support the experimentally observed trends within the series, as well as higher δTPA values of the title compounds compared to those of analogous fluorene or carbazole-derived dyes. In contrast, the traditional B3LYP functional was not successful in predicting the observed trend of TPA cross sections for systems with different central cores. In general, structural modification of the π-bridge composition by replacement of ethynylene (alkyne) with E-ethenylene (alkene) linkages and/or replacement of dialkylamino electron-donating edge substituents by diarylamino ones results in an increase of δTPA values. The combination of large TPA cross sections and high emission quantum yields makes the title benzothiazole-based dyes attractive for applications involving two-photon excited fluorescence (TPEF)." @default.
- W2088536462 created "2016-06-24" @default.
- W2088536462 creator A5007574171 @default.
- W2088536462 creator A5012171263 @default.
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- W2088536462 creator A5035141327 @default.
- W2088536462 creator A5037474927 @default.
- W2088536462 creator A5050105330 @default.
- W2088536462 date "2010-04-01" @default.
- W2088536462 modified "2023-10-01" @default.
- W2088536462 title "Benzothiazole-Based Fluorophores of Donor−π-Acceptor−π-Donor Type Displaying High Two-Photon Absorption" @default.
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