Date Available
4-30-2012
Year of Publication
2012
Degree Name
Master of Science (MS)
Document Type
Master's Thesis
College
Arts and Sciences
Department/School/Program
Chemistry
First Advisor
Dr. Mark D. Watson
Abstract
Organic electronics have received significant development in the last few decades. p- Type materials are much more in availability than n-type now. There are only a few examples of air-stable n-type materials. The design and synthesis of novel air-stable ntype materials is still a focus of research. Herein is described a study to evaluate the effectiveness of a novel electron-withdrawing group, composed of three electronwithdrawing groups connected in series, to impart material properties known to be favorable for obtaining air-stable n-types. The smaller acenes, naphthalene and anthracene, carrying these electron-withdrawing groups were prepared and studied by UV-Vis absorption spectroscopy and solution electrochemical measurements to estimate changes in frontier molecular orbital energies and single crystal X-ray diffraction to determine packing motif. These measurements suggest that the new materials could be promising as n-type semiconductors in organic field effect transistor (OFET) and as acceptors for organic photovoltaic (OPV) cells. The reasons are based on: (1) the close intermolecular contacts seen in X-ray crystal structures, some of them showing 3D faceto- face stack. (2) Electrochemical measurements indicate LUMO energy levels suitable for air-stable n-type materials.
Recommended Citation
Zhang, Guang, "SYNTHESIS AND CHARACTERIZATION OF FUNCTIONALIZED NAPHTHALENES AND ANTHRACENES" (2012). Theses and Dissertations--Chemistry. 3.
https://uknowledge.uky.edu/chemistry_etds/3
