2018
DOI: 10.1002/chem.201703513
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Phosphorescence Tuning through Heavy Atom Placement in Unsymmetrical Difluoroboron β‐Diketonate Materials

Abstract: Difluoroboron β-diketonates (BF bdks) show both fluorescence (F) and room-temperature phosphorescence (RTP) when confined to a rigid matrix, such as poly(lactic acid). These materials have been utilized as optical oxygen sensors (e.g., in tumors, wounds, and cells). Spectral features include charge transfer (CT) from the major aromatic donor to the dioxaborine acceptor. A series of naphthyl-phenyl dyes (BF nbm) (1-6) were prepared to test heavy-atom placement effects. The BF nbm dye (1) was substituted with Br… Show more

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Cited by 41 publications
(16 citation statements)
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“…The P1 and P2 nanoparticles showed unusually strong RTP for metal‐free phosphors. Typically with BF 2 bdk materials, heavy atoms are introduced as substituents on the arene rings of the dye to increase RTP intensity relative to fluorescence . However, this ICT scaffold, with enhanced phosphorescence, shows progress toward eliminating the heavy atom altogether for oxygen‐sensing boron dyes.…”
Section: Resultsmentioning
confidence: 99%
“…The P1 and P2 nanoparticles showed unusually strong RTP for metal‐free phosphors. Typically with BF 2 bdk materials, heavy atoms are introduced as substituents on the arene rings of the dye to increase RTP intensity relative to fluorescence . However, this ICT scaffold, with enhanced phosphorescence, shows progress toward eliminating the heavy atom altogether for oxygen‐sensing boron dyes.…”
Section: Resultsmentioning
confidence: 99%
“…Also, diaryl systems with extended π‐conjugation often result in overlapping singlet and triplet emission . This can complicate analysis of optical properties and competing effects, such as charge transfer (CT), π‐conjugation and intersystem crossing (ISC) to the triplet state . To simplify analysis, we explore a model consisting of a single aromatic unit to better understand the role of methoxy substitution, both number and position, on the dye scaffold.…”
Section: Figurementioning
confidence: 99%
“…Compared to short-lived fluorescence, persistent phosphorescence (PP) has attracted increasing attention due to its large Stokes shift and long lifetime. [14][15][16][17][18][19][20][21] However, compared to inorganic counterparts, organic phosphors generally show a relatively short phosphorescence lifetime (o10 ms) at room temperature due to rapid non-radiative decay of triplet excitons. [22][23][24][25][26][27][28][29] To stabilize the triplet excitons, various strategies including crystallization, host-guest inclusion, H-aggregation, and doping in a rigid matrix have been used to achieve efficient RTP in organic materials.…”
Section: Introductionmentioning
confidence: 99%