Synthesis and Linear and Nonlinear Optical Properties of Three Push鈥揚ull Oxazol-5(4H)-one Compounds

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• 作者：Beata J臋drzejewska ; Marta Gordel ; Janusz Szeremeta ; Przemys艂aw Krawczyk ; Marek Samo膰
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：October 2, 2015
• 年：2015
• 卷：80
• 期：19
• 页码：9641-9651
• 全文大小：670K
• ISSN：1520-6904

文摘

Three uncharged push鈥損ull oxazol-5(4H)-ones were synthesized and thoroughly characterized. The examined molecules contained electron-donor and electron-acceptor groups interacting via a 蟺-conjugated bridge. Spectral properties of the oxazol-5(4H)-ones were studied in detail in three solvents of different polarities. The results indicate a solvatochromic shift toward lower energy for the charge-transfer state. The compounds are weakly fluorescent in polar solvents, but they have high fluorescence quantum yields in nonpolar solvents. Their two-photon absorption (2PA) properties were characterized by the open- and closed-aperture Z-scan technique, by the pump鈥損robe technique, and by the two-photon excited fluorescence method. The dyes exhibit relatively high effective two-photon absorption cross sections ranging from 490 to 2600 GM at 鈭?00 GW/cm², according to the Z-scan results, which are found, however, to contain significant contribution from higher-order absorption processes. In addition, these compounds display good photostability.