Gated molecular and biomolecular optoelectronic systems via photoisomerizable monolayer electrodes

Abstract

Reversible electronic transduction of photonic processes occurring on electrodes is the conceptual method to develop molecular and biomolecular optoelectronic systems. Cyclic photochemical activation of molecular or biomolecular monolayer redox-functions provides a general methodology for the amperometric transduction of photonic information that is recorded by the chemical assembly. Alternatively, photoisomerizable monolayers associated with electrodes act as "command interfaces" for controlling the interfacial electron transfer between molecular redox-species or redox-proteins. The systems use a photonic input for the generation of an electronic output and act as information processing assemblies. Programmed arrays of photosensitizer/electron acceptor cross-linked Au-nanoparticle arrays are assembled on indium tin oxide (ITO) for photoelectrochemical applications.

Photonic Control of Photoinduced Electron Transfer via Switching of Redox Potentials in a Photochromic Moiety

“…For such uses, the ability to switch photoinduced electron transfer on and off using light would be interesting and desirable. Photochromic molecules, which can be cycled between two stable isomers with light, offer considerable promise as molecular switches. − Previously, we have shown that it is possible to use photochromic moieties to control singlet energy transfer quenching of a porphyrin excited state, thereby turning photoinduced electron transfer on or off . Here, we report the application of another strategy: using the photochromic effect to control the reduction potential of an electron acceptor, and thus the thermodynamic driving force for photoinduced electron transfer from a covalently linked donor moiety.…”

Revisiting Peri‐Aryloxyquinones: From a Forgotten Photochromic System to a Promising Tool for Emerging Applications

“…Willner and coworkers have developed PAQ-derived gold electrodes as new type of stimuli responsive and sensitive interface materials. [137] Naphthacenequinone-based photoswitch 74 was covalently connected to the gold electrodes via cystamine linkers (Figure 28A). [61] To avoid ill-defined redox properties as a result of non-dense packing, a rigid monolayer assembly was constructed by additional treatment of the surface with 1-tetradecanethiol.…”

Revisiting peri-aryloxyquinones: From a forgotten photochromic system to a promising tool for emerging applications

“…Willner and coworkers have developed PAQ-derived gold electrodes as new type of stimuli responsive and sensitive interface materials. 135 Naphthacenequinone-based photoswitch 74 was covalently connected to the gold electrodes via cystamine linkers (Figure 21A). 61 To avoid illdefined redox properties as a result of non-dense packing, a rigid monolayer assembly was constructed by additional treatment of the surface with 1-tetradecanethiol.…”