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NameMr. Dylan Holst
OrganizationUniversity of Florida
TopicOrganic Chemistry

Synthesis of Novel Guanine Terminated Pi-Conjugated Oligomers


Dylan E. Holst, Danielle E. Fagnani, and Ronald K. Castellano

Author Location(s)

Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville FL 32611-7200, USA


Organic photovoltaics (OPVs) are an important development in solar cell science, having higher flexibility and cost-effectiveness over conventional solar cells. Bulk heterojunction (BHJ) OPVs are constructed from a layer of blended electron donor and acceptor materials deposited between the electrodes of the device. The random and poorly controllable distribution of donor and acceptor molecules in the active layer can result in undesired charge recombination in donor or acceptor rich areas. To address this, hydrogen bonding entities will be introduced to create a highly ordered framework of donor and acceptor molecules in order to increase surface area distribution and optimize OPV efficiency. The nucleobase guanine can be used as a bio-inspired motif to encourage molecular self-assembly and promote charge transport. Guanine has been found to self-assemble into tetrameric structures called G-quartets; this phenomenon can be used to create structured patterns within the donor/acceptor interface by covalently attaching guanine functional units to donor molecules. A simple set of guanine derivatives, in which the hydrogen-bonding capability is sequentially deactivated, is currently being synthesized. These molecules will serve as a platform to study supramolecular and electronic properties in thin films and determine the resultant effect of hydrogen bonding on charge transport and OPV efficiency.