Spatiotemporal Release of Singlet Oxygen in Low Molecular Weight Organo-Gels Upon Thermal or Photochemical External Stimuli

The first example of a material capable of spatiotemporal catch and release of singlet oxygen (1O2) in gel phase is presented. Several low molecular weight organogelators based around an oxotriphenylhexanoate (OTHO) core are developed and optimized with regard to; their gelation properties, and ability of releasing 1O2 upon thermal and/or photochemical external stimuli, in both gel phase and solution. Remarkably, reversible phase transitioning between the gel and solution phase are also demonstrated. Taken together two complementary modes of releasing 1O2, one thermally controlled over time, and one rapid release by means of photochemical stimuli is disclosed. These findings represent the first phase reversible system where function and aggregation properties can be controlled independently, and thus pave the way for novel applications in material sciences as well as in life sciences. An oxotriphenylhexanoate framework is used to construct anthracene-based gelators for the reversible catch and release of singlet oxygen both in gel and solution. This constitutes the first system providing an unprecedented spatiotemporal control of singlet oxygen release, mediated by both thermal and photochemical external stimuli. image