Features of Photonics of Halogen-dipyrromethenates with p- and d-Elements Depending on the Ligand Structure and the Comp
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FEATURES OF PHOTONICS OF HALOGENDIPYRROMETHENATES WITH p- AND d-ELEMENTS DEPENDING ON THE LIGAND STRUCTURE AND THE COMPLEXING AGENT TYPE INTENDED FOR PRACTICAL APPLICATION J. V. Aksenova,1 R. T. Kuznetsova,1 A. A. Prokopenko,1 V. A. Pomogaev,1,4 E. V. Antina,2 M. B. Berezin,2 and A. S. Semeykin3
UDC 535.37; 539.19
An analysis and interpretation of experimental and theoretical data on the spectral-luminescent, photophysical, and photochemical properties of dipyrromethenates are presented depending on the structure of the ligand, the complexing agent type, and the solvent and its phase state (temperature). The special features of photonics related to the violation of the physicochemical properties in the series of substituted dipyrromethenates in heteroatoms and heavy atoms (their nature, location, and the number of such substituents) are discussed. Keywords: dipyrromethenes, photoprocesses.
BODIPY,
coordination
compounds,
photonics,
quantum
yields
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INTRODUCTION In the last few years, interest to covalent dipyrromethenate (dpm) complexes with p- and d-elements (dipyrromethenates) is being increased. At the end of the last century, they were synthesized as laser dyes with enhanced photostability and were intensively studied from this point of view [1–3]. It is well known that depending on the ligand structure, complexing agent type, and media in which they are placed, their spectral-luminescent properties considerably change [4–6]. This provides different ways of application of the compounds of this class in optical devices. Based on dipyrromethenes, active media of tunable lasers, fluorescent probes, luminescent sensors, photosensitizers for generation of singlet oxygen used in photodynamic therapy (PDT) [7, 8] can be developed. In this regard, a study of interrelations of the photophysical and photochemical characteristics with the structure of dipyrromethene complexes is an urgent problem that not only deepens the fundamental knowledge of photonics of complex organic compounds, but also expands their application fields and creates more effective and less expensive active media for visible and near-IR regions. It should be noted that the rate constants of excitation energy deactivation of complex organic molecules (radiative, internal, and intersystem crossing) depending on their structure and incorporated hetero substituents were actively studied by V. G. Plotnikov since the 70s of the last century [9]. It was V. G. Plotnikov who showed that the intersystem crossing increases not only in the presence of heavy atoms in the structure acting on the matrix operator of
1
National Research Tomsk State University, Tomsk, Russia, e-mail: [email protected]; [email protected]; [email protected]; [email protected]; 2G. A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, Ivanovo, Russia, e-mail: eva@ isc-ras.ru; mbb@ isc-ras.ru; 3Ivanovo State University of Chemistry and Technology, Ivanovo, Russia, e-mail: [email protected]; 4Kyungpook National University, Daegu, Republic of K
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