New triazine bridged triads based on BODIPY-porphyrin systems: Extended absorption, efficient energy transfer and upconverted emission
authors Souza, MC; Santos, CIM; Mariz, I; Marques, BS; Machado, LA; Pedrosa, LF; Cavaleiro, JAS; Neves, MGPMS; Mendes, RF; Paz, FAA; Martinho, JMG; Macoas, E
nationality International
journal DYES AND PIGMENTS
author keywords Porphyrins; BODIPY; Triazine triads; Energy transfer
keywords SENSITIZED SOLAR-CELLS; PHOTOPHYSICAL PROPERTIES; 2-PHOTON ABSORPTION; FLUORESCENT; MOLECULES; DYE; METALLOPORPHYRINS; 1,3,5-TRIAZINE; DERIVATIVES; HYBRIDS
abstract Two novel triads connecting a BODIPY to ethylenediamine substituted porphyrins via triazine linker have been synthesized and characterized. One of the triads is a linear D-A structure with one BODIPY (D) and one porphyrin (A) bridged by the triazine linker and the other one is a branched A-D 4 structure with the porphyrin core linked to four BODIPY units. The triads show extended absorption in the visible region with contributions from both porphyrin (Soret band centred at 410-430 nm) and BODIPY units (strong absorption at N 502 nm) in good agreement with the expected molar ratio. Both triads exhibit linear and nonlinear optical properties featuring an efficient energy transfer from the BODIPY donor to the porphyrin acceptor. The nonlinear upconverted emission properties of the triads were studied by two-photon excitation in the Near-infrared (NIR, 710-930 nm). The maximum two-photon absorption cross-section values for the triads (40-70 GM) are larger than those typically reported in this wavelength range for porphyrins and BODIPY. Both the green emission of BODIPY (approximate to 514 nm) and the red emission of porphyrins (650-750 nm) were observed under NIR excitation at 930 nm. The distinct features of triads, namely i) an extended absorption; ii) an efficient energy transfer and iii) the nonlinear upconverted emission featuring a large separation between the excitation and emission wavelengths could be beneficial for application in sensing and imaging procedures.
publisher ELSEVIER SCI LTD
issn 0143-7208
isbn 1873-3743
year published 2021
volume 187
digital object identifier (doi) 10.1016/j.dyepig.2021.109137
web of science category 11
subject category Chemistry, Applied; Engineering, Chemical; Materials Science, Textiles
unique article identifier WOS:000618562600004
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journal impact factor 4.613
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