Solid state electrochemiluminescence from homogeneous and patterned monolayers of bifunctional spirobifluorene

Abstract

Electrochemiluminescence (ECL) generated by a monolayer of a spirobifluorene derivative covalently bound onto an indium tin oxide (ITO) substrate is reported for the first time. Our approach allows the efficient preparation homogeneous and patterned substrates through micromolding in capillaries (MIMIC), and opens novel scenarios for multicolour ECL applications.

Photophysical and Electrochemiluminescence of Coumarin‐Based Oxazaborines

“…The spectrum characteristics are similar to PL spectrum with a maximum of emission of 553 nm for OxaBo3 confirming the generation of the same excited state. Although the 10 nm shift of emission maximum to larger wavelengths is typically observed in the ECL spectra and is associated essentially to a different instrumental configuration or self‐absorption, a different concentration between PL and ECL might explain the different broad structures of ECL vis‐a‐v is PL spectra.…”

Near-infrared electrochemiluminescence in water through regioselective sulfonation of diaza [4] and [6]helicene dyes

“…1,3 ECL is a very active field of research with a special focus on the development of new ECL-active dyes and original analytical strategies in aqueous media. [4][5][6][7] In that context, ruthenium and iridium complexes remain attractive despite their extremely low luminescence efficiencies and short excited state lifetimes in near-infrared region. [8][9][10][11] On the other hand, organic dyes offer a wide chemical diversity with highly tunable photophysical and electrochemical characteristics.…”

“…19 Various regioselective functionalizations of the helicene core can be readily achieved leading to a greater chemical diversity as well as water solubility. 16,17 Recently, we reported self-enhanced multicolor ECL using a water-soluble diaza [4]helicene bearing a tertiary dimethylamino-terminated group. 20 Aside those helicene luminophores, very efficient organic ECL dyes have been designed and reported in organic media.…”

“…24 Herein, we report the successful functionalization of diaza heli-cenes with either one or two sulfonate groups at different aromatic or alkyl positions affording suitable electrooptical properties for aqueous ECL (Scheme 1). Four new molecules exhibiting either [4] or [6]helicene geometries were characterized by electronic absorption, fluorescence and electrochemistry. All molecules were found to be ECL-active in the presence of TPA in phosphate-buffered saline (PBS).…”

New generations of spirobifluorene regioisomers for organic electronics: tuning electronic properties with the substitution pattern

“…[7][8][9] New electronic applications taken advantages of the cross-shape geometry of the SBF fragment have also started to appear in the literature such as non-fullerene acceptors in solar cells, [10][11][12][13] spiro-fused nanographene structures 14 or ordered monolayers. 15,16 Thanks to this singular geometry, the SBF scaffold has also been investigated for other appealing applications outside of organic electronics such as fluorescent marker for biomolecules, 17 chiral ligands, 18,19 catalysts in homogeneous 20, 21 or heterogeneous [21][22][23][24] chemical reactions (epoxidation, sulfoxidation…), or as building units in coordination polymers, 25,26 showing the versatility of this platform. In all these examples, it is the 3D geometry of the SBF scaffold that has been taken advantage of.…”