Synthesis of 7,14-Diarylfluoreno[3,2-b]fluorenes

Presenter(s): Tristan Mistkawi − Biochemistry

Faculty Mentor(s): Josh Barker, Michael Haley

Poster 74

Research Area: Organic Chemistry (Natural/Physical Science)

Funding: UROP Mini-grant

The Haley group is interested in a class of organic molecules, known as the indenofluorene (IF) scaffold, for potential use as organic semiconductors (OSCs) in electronic devices. IFs show great promise as OSCs because of their ability to easily and reversibly accept electrons. Similarly to the well-known class of acene OSCs, we are interested in studying the effect of extending IF scaffold -conjugation to discover trends in electronic properties. While other researchers in the literature have studied compounds with similar properties, no one has performed a rational, systematic study. This work requires exploring the synthesis of several 7,14-diarylfluoreno[3,2-b]fluorenes (FFs) to compare to structurally related molecules in the IF scaffold. Along with affecting the optoelectronic properties of FFs, substituting different aryl groups at specific positions on the molecule is important for crystal engineering, which will help improve our understanding of this novel scaffold. Many derivatives have not been explored yet, and studying solid-state packing interactions may improve device performance and influence our ability to implement these compounds as organic semiconductors.

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