Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
Bahiru Punja Benke, Leif E. Hertwig, Xuan Yang, Frank Röminger, Michael Mastalerz
Abstract
The synthesis of a highly soluble triptycene end-capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx. 70(!) the compounds also show a pronounced tendency to form crystals. Both properties, making these compounds promising electron acceptors for organic electronics.
Topics & Concepts
IndigoTriptyceneChemistrySolubilityCyclic voltammetryPhotochemistryAbsorption spectroscopyPigmentAbsorption (acoustics)Derivative (finance)Organic chemistryPolymer chemistryElectrochemistryPhysical chemistryElectrodeArtAcousticsVisual artsEconomicsPhysicsQuantum mechanicsFinancial economicsLuminescence and Fluorescent MaterialsPhotochromic and Fluorescence ChemistryOrganic Electronics and Photovoltaics