Developing Structure-Property Relationships for N-Annulated Perylene Diimides
Date
2021-05-12
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
This thesis presents structure-property relationships of a series of functionalized N-annulated perylene diimide chromophores. Chapter one introduces the perylene diimide (PDI) chromophore and covers functionalization through bay annulation. Chapter two of this thesis explores the impact of electron deficient nitro groups on N-annulated PDI (NPDI) and further evaluates the impact of varied alkyl substituents (M2-M4). Chapter three explores a set of NPDI dimers and the importance of the dihedral angle between the two fragments (M5-M7). Chapter four explores the modified the optical and electronic properties of M7 by incorporating small organic chromophores between the two halves of the NPDI dimer (M8-M10). Chapter five explores derivatives of the NPDI where small electron rich aryl groups have been appended to the periphery (M11-M15). Finally, in chapter six a pair of highly related NPDI tetramers (M17, M17) are examined and found to have unusually disparate properties. Each of these derivatives was characterized by 1H NMR, CV, UV-Vis absorption and emission as well as X-Ray crystallography and spectroelectrochemistry as needed.
Description
Keywords
Perylene Diimide, Structure Property Relationship, Chemistry, Synthesis
Citation
Cann, J. R. (2021). Developing Structure-Property Relationships for N-Annulated Perylene Diimides (Doctoral thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca.