Browsing by Author "Albright, Emily"

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    Synthesis and electronic properties of dibenzothieno-isoindole dione building blocks for organic electronic devices
    (University of New Brunswick, 2017) Albright, Emily; Eisler, Sara
    The ability to control the physical and electronic properties of conjugated polymers and small molecules has led to considerable focus on developing new electron-accepting (EA) and electron-donating (ED) building blocks, which are essential for obtaining new and efficient organic electronic materials. This work involves the design, synthesis and characterization of fused thieno-isoindole scaffolds as versatile electronic building blocks. The advantages of the dibenzothieno-isoindole dione scaffold include the potential for a concise, 3-step synthetic route from easily available starting materials and the capacity to fine-tune physical, optical, and electronic properties via numerous synthetic handles. A short efficient synthesis to dibenzothieno-isoindole dione derivatives was therefore developed from commercially available starting materials. Two steps are required; a Suzuki-Miyaura coupling followed by an oxidative cyclization. The synthesis of several dibenzothieno-isoindole dione derivatives will be discussed as well as structure activity relationships, solid-state structure, and physicochemical properties. The investigation of noncovalent interactions involving halogens has led to the discovery of numerous reliable motifs for supramolecular design. Four isomers of diiodo-xylene were synthesized and their single crystal X-ray structures determined. I⋯I interactions were found to play a strong role in defining the crystal packing patterns of these simple aromatic structures.
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    Thioarylmaleimides: accessible, tunable, and strongly emissive building blocks
    (Royal Society of Chemistry, 2019) Price, Jayden; Albright, Emily; Decken, Andreas; Eisler, Sara
    A series of thioarylmaleimides was synthesized to investigate how variation of the thioaryl group can be used to control absorption and emission properties in solution and in the solid-state. Fine-tuning of the photochemical properties was found to be possible using this strategy, and a rainbow of colours and emission wavelengths are accessible in a single step from commercially available compounds.