Linear Photophysics, Stimulated Emission, and Ultrafast Spectroscopy of New Two-Photon Absorbing Diketopyrrolopyrrole Derivatives

    Authors

    E. H. G. Zadeh; M. V. Bondar; I. A. Mikhailov;K. D. Belfield

    Comments

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    Abbreviated Journal Title

    J. Phys. Chem. C

    Keywords

    EXCITED-STATE DYNAMICS; SOLID-STATE; OPTICAL-PROPERTIES; FLUORESCENT-PROBE; POLYMETHINE DYES; ORGANIC PIGMENTS; CROSS-SECTIONS; ABSORPTION; MOLECULES; DPP; Chemistry, Physical; Nanoscience & Nanotechnology; Materials Science, ; Multidisciplinary

    Abstract

    The synthesis and comprehensive linear photophysical and nonlinear optical characterization of new diketopyrrolopyrrole derivatives, 2-(2-ethylhexyl)-3,6-di(pyridin-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (1) and 2-(10-azidodecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (2), are reported. The nature of the main linear absorption bands of 1 and 2 was ascertained based on experimental excitation anisotropy spectra and quantum chemical calculations. Three-dimensional fluorescence maps, emission lifetimes, and photochemical decomposition quantum yields of the new derivatives were obtained in a number of organic solvents at room temperature. Two-photon absorption (2PA) spectra of 1 and 2 were measured over a broad spectral range using an open aperture Z-scan technique, revealing a maximum 2PA cross section of similar to 100 GM. Transient absorption and stimulated emission pump-probe measurements with femtosecond time resolution revealed two different types of fast relaxations in the excited states of 1 and 2, and one-photon stimulated emission depletion (STED) spectra were determined. Efficient superfluorescence emission of 1 was observed under femtosecond transverse pumping conditions. A quantum-mechanical investigation of the electronic structure of the new compounds was performed using TD-DFT methodology. Simulated linear absorption spectra, including Franck-Condon band structure of the first excited states, were found in good agreement with experimental data, while 2PA cross sections obtained without vibronic contributions were considerably underestimated.

    Journal Title

    Journal of Physical Chemistry C

    Volume

    119

    Issue/Number

    16

    Publication Date

    1-1-2015

    Document Type

    Article

    Language

    English

    First Page

    8864

    Last Page

    8875

    WOS Identifier

    WOS:000353603500051

    ISSN

    1932-7447

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