Difluoroboron β-diketonate
materials are used for biomedical
oxygen-sensing applications. These fluorophores show both fluorescence
(F) and phosphorescence (P) when the dye is embedded in a polymer
matrix. The fluorescence is insensitive to oxygen quenching, while
the phosphorescence changes intensity depending on the oxygen concentration.
This enables oxygen quantification by ratiometric methods with good
spatial and temporal resolution. Here, we produce ratiometric-capable
oxygen sensors without the need of a heavy atom. This is achieved
by substituting methoxyl groups at the meta positions
of an aromatic ring, dramatically influencing the electronic transitions
of the fluorophore. Altering the aromatic group on the opposing ring
tailors the absorption wavelength, luminescence colors, and relative
fluorescence to phosphorescence ratio (F/P), which are important for oxygen sensing. The phosphorescence
lifetimes are also hundreds of milliseconds long, achieving ultra-sensitivity
to oxygen. This study presents the synthesis, optical characterization
in solution and polylactide blends, and computational analysis of
3,5-dimethoxy-difluoroboron β-diketonate materials as oxygen-sensing
materials.