Conjugated Organic Molecules Containing Imide Functional Groups for Organic Electronics
Abstract
This thesis discusses the exploration of new, electron deficient molecular materials that can be used as active components in organic electronics. Chapter one of this thesis will introduce the concept of organic electronics and introduce preliminary design principles. In chapter two, the design and synthesis of an electron deficient small molecule based on a phthalimide-thiophene architecture (M1) is presented and physical properties pertinent to organic electronics are discussed. In chapter three, structurally related derivatives of the phthalimide-thiophene architecture are explored as electron transporting materials, where the number of thiophene units in the molecule as well as the alkyl chain lengths are varied (M2-M5). In chapter four, the M2 architecture is modified by changing the thiophene units for furan units, towards the goal of creating a more sustainable electron transporting material (M6). Chapters five and six discuss the effect of incorporating dye-fragments into the previously discussed molecular architecture to create a range of electron deficient dyes (M7-M17). Finally, in chapter seven, by making use of the combined knowledge obtained from previous work, an N-Annulated perylene diimide material (M18-M19) is presented which can be used as the electron accepting component in high organic solar cells that, depending on the choice of donor material, display power conversion efficiencies of up to 7.6 %.
Description
Keywords
Chemistry, Chemistry--Organic
Citation
Hendsbee, A. (2017). Conjugated Organic Molecules Containing Imide Functional Groups for Organic Electronics (Doctoral thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca. doi:10.11575/PRISM/25416