Over the past decade, Aza-Bodipy dyes (ADPs), a derivative of the extensively studied BF2-dipyrromethene (BODIPY), have become a growing field of research due to their unique photophysical properties, high yielding synthesis, and relative stability. They possess a unique spectral window of 600 to 750 nm which is the red to near-IR region, evidenced by the blue color of many of these dyes. Increasing interest in these dyes is due to this near-IR window which is important for many applications.1-4 ADP chromophores also have a common core motif to that of phthalocyanines which allow for coordination at their center. ADPs can be coordinated to boron or other metals. Currently, most research is focused on boron coordination.
A previously reported formyl functionalization of ADPs could allow for ADP incorporation into polymers. Because formyl functionalization is rare in the study of ADPs, they have yet to be employed across different types of materials chemistry.16 Before incorporation into materials, the lack of knowledge surrounding ADP monomers of this type needs to be remedied. In this work, we successfully developed a library of novel chalcones, an ADP precursor, to be utilized in the development of ADP dyes. Compounds containing electron donating groups, electron withdrawing groups, and various alkyl chain lengths compose this library. Additionally, we synthesized three ADP dyes, two of which are novel, from this chalcone library confirming the effectiveness of the library as a tool to help us understand ADP monomer properties.
Year manuscript completed
Year degree awarded
Chalcones, Aza-Dipyrromethene, Organic Dye, Polymer, 4-hydroxymethylbenzaldehyde, Chalcone Library
Dissertation Committee Chair
Grace M Eder
Grace M Eder
Kevin M Miller
Crawley, Kendal, "Synthesis of Functional Chalcone Library for Use in Aza- Dipyrromethene Dye Systems" (2022). Murray State Theses and Dissertations. 243.