|Title||Synthesis of a versatile pentacyclic building block for organic electronics|
|Publication Type||Journal Article|
|Year of Publication||2017|
|Authors||McDearmon, Brenden, Eunhee Lim, Kathryn O'Hara, Hidenori Nakayama, Yingdong Luo, Michael L. Chabinyc, and Craig J. Hawker|
|Journal||Journal of Polymer Science Part A: Polymer Chemistry|
A new pentacyclic building block, benzodibenzofuranquinone (BDBFQ), is synthesized in a single step from the inexpensive and readily available feedstocks chloranil and 3-bromophenol. This versatile repeat unit is incorporated into a series of conjugated materials as either the redox active quinone form or as an electron-rich dialkylated benzodibenzofuran (BDBF) unit. To illustrate the performance that can be obtained from these systems, optical and electrochemical properties were studied via UV–vis–NIR spectroscopy and cyclic voltammetry. Thin-film morphology was characterized via grazing incidence wide-angle X-ray scattering with thin-film field-effect transistor measurements further demonstrating the utility of this system.