Linear and nonlinear absorption properties of hemicyanine dyes containing 5-(4H)-oxazolone as heterocyclic ring. (December 2022)

• Record Type: Journal Article
• Authors: Gordel-Wójcik, Marta; Nyk, Marcin; Śmiałek, Paulina; Petrusevich, Elizaveta F.; Bartkowiak, Wojciech; Samoć, Marek; Jędrzejewska, Beata
• Is Part Of: Dyes and pigments. Volume 208(2023)
• Publication Date: 2022-12
• Subjects: Oxazolone dyes -- Absorption and emission spectroscopy -- Two-photon absorption; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2022.110772
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A series of dyes containing electron-donating (D) and electron-accepting (A) groups connected through a π-conjugated linker were designed and their linear and nonlinear absorption properties were studied. The dyes combined 1, 3-oxazol-5(4 H )-one core with methoxy, methyl, phenyl, cyano, and nitro group in the para -position of a phenyl ring. Spectrally resolved two-photon absorption cross-section measurements carried out by the femtosecond Z-scan technique showed wide wavelength regions of nonlinear optical absorption. The studied compound containing the phenyl ring exhibits relatively high effective two-photon absorption cross-section equal to 772 ± 100 GM at 600 nm. The experimental optical characterization is supported by the results of electronic-structure calculations. Graphical abstract: Image 1 Highlights: Fluorescence varies from the green to the red region of the spectra depending on the type of solvent and substituent in the molecule. The dyes exhibit a higher fluorescence quantum yield in THF compared to the other solvents used. Delocalization of the π-electron distribution, favors their nonlinear interaction with light. In the lower energy region the highest σ2 eff. value was recorded for the dye with NO2 group, equal to 226 ± 87 GM. At 600 nm the dye with phenyl ring possesses high σ2 eff. value, equal to 772 ± 100 GM.