Modulation of singlet oxygen generation in halogenated BODIPY dyes by substitution at their meso position: towards a solvent-independent standard in the vis regionElectronic supplementary information (ESI) available: The rotamers and the resonance structures of the different BODIPYs, the description of the singlet oxygen calculation by direct and indirect method, an illustrative scheme of the processes involved after the excitation and the variation of 1O2 emission signal with the concentration

• Main Authors: Epelde-Elezcano, Nerea, Martínez-Martínez, Virginia, Peña-Cabrera, Eduardo, Gómez-Durán, César F. A, Arbeloa, Iñigo López, Lacombe, Sylvie
• Format: Journal Article
• Published: 27.04.2016
• ISSN: 2046-2069
• DOI: 10.1039/c6ra05820e

A series of halogenated BODIPY with different substitutions patterns at meso position such as aryl groups and heteroatoms (methylthio (MeS) and amino (NR 2 ) groups) with various electron-donor and electron-withdrawing properties are studied. A detailed analysis of their photophysical properties as well as a thorough determination of their singlet oxygen quantum yields enlightens the role of the substituents at the meso position. Importantly, one of the new halogenated BODIPY with a methylthio group at the meso position, with intense absorption band in the visible region is proposed as a suitable reference with high singlet oxygen quantum yield, practically constant in different solvents of a wide polarity range. Halogenated BODIPY with different substitutions patterns at their meso position are deeply analyzed. One of them is proposed as a suitable reference with high singlet oxygen quantum yield, practically solvent-independent in a broad polarity range.