On the optical response of novel coumarin-fused NIR BODIPY dyes to X-rays

This paper reports synthesis and characterization of three new coumarin-fused NIR BODIPY dyes 16-18, as well as the detailed study of their optical response to exposure with X-rays (up to 1000 Gy) in solvents of various nature. A strong reaction to irradiation (both in terms of absorption and fluorescence changing) is found in chlorinated solvents (CCl₄ and CHCl₃) and acetonitrile, while no significant respond of the dyes is observed in toluene and propanol-1. Herewith, their responses turned out to be very versatile: a complex change in fluorescence (quenching of the main band accompanied by the flare-up in a new spectral region) is observed together with colorimetric reaction (e.g., the color of 17 changes from green to blue at 50-80 Gy, and then becomes pink closer to ≈350 Gy). In general, the dyes show good linearity in their response to irradiation up to ≈70-100 Gy and are quite sensitive. For example, the limit of detection (LOD) values for 18 are from 0.29 to 6.73. At the same time, the ratiometric fluorescent response of the compound 16 turns out to be linear over the entire range up to 1000 Gy (to date, this is the first BODIPY-based X-ray probe with optical response over such a wide dose range). Thus, the synthesized dyes seem to be promising for dosimetric support of radiation processing/sterilization procedures.