Developing continuous junction organic electronic devices – Progress from a chemical point of view

Florian Glöcklhofer1,  Markus Kohlstädt2,  Daniel Lumpi1,  Olena Yurchenko3,  Uli Würfel2,  Johannes Fröhlich1
1Institute of Applied Synthetic Chemistry (IAS), Vienna University of Technology, 2Fraunhofer Institute for Solar Energy Systems (ISE), 3Freiburg Materials Research Center (FMF), University of Freiburg


Abstract

The continuous junction (CJ) concept is a promising new design for all-polymer solar cells featuring a continuous transition from the electron donor to the acceptor material. Recent developments in the post-polymerization modification of functional polymers provide adequate chemical tools for the fabrication of CJ devices. [1][2] The current approach to the realization of CJ solar cells is to gradually invert the electronic properties of an electron-rich parent polymer using dimethyldioxirane (DMDO) as reagent during processing. Thioethers attached to the conjugated polymer backbone are selectively oxidized using DMDO. This conversion of electron-donating groups (+M effect) into electron-withdrawing sulfoxides and sulfones (-M effect) by post-polymerization modification enables an adjustment of the electronic properties depending on the added amount of the oxidation reagent. DMDO, which can be prepared on a large laboratory scale, perfectly fits the requirements for the realization of the continuous junction concept: the oxidation reaction was observed to proceed fast and selective and, most importantly, there is no reaction side-product except for volatile acetone. [3] These characteristics render a fabrication of CJ devices by the current approach particularly feasible.

[1] Glöcklhofer, F.; Lumpi, D.; Kohlstädt, M.; Yurchenko, O.; Würfel, U.; Fröhlich, J. React. Funct. Polym., 2015, 86, 16-26. [2] Glöcklhofer, F.; Lumpi, D.; Stöger, B.; Fröhlich, J. New J. Chem., 2014, 38, 2229-2232. [3] Mikula, H.; Svatunek, D.; Lumpi, D.; Glöcklhofer, F.; Hametner, C.; Fröhlich, J. Org. Process Res. Dev., 2013, 17, 313-316.