Synthesis and electronic properties of dibenzothieno-isoindole dione building blocks for organic electronic devices
| dc.contributor.advisor | Eisler, Sara | |
| dc.contributor.author | Albright, Emily | |
| dc.date.accessioned | 2023-03-01T16:16:23Z | |
| dc.date.available | 2023-03-01T16:16:23Z | |
| dc.date.issued | 2017 | |
| dc.date.updated | 2023-03-01T15:01:06Z | |
| dc.description.abstract | 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. | |
| dc.description.copyright | © Emily Lauren Albright, 2018 | |
| dc.format | text/xml | |
| dc.format.extent | xiv, 206 pages | |
| dc.format.medium | electronic | |
| dc.identifier.uri | https://unbscholar.lib.unb.ca/handle/1882/13212 | |
| dc.language.iso | en_CA | |
| dc.publisher | University of New Brunswick | |
| dc.rights | http://purl.org/coar/access_right/c_abf2 | |
| dc.subject.discipline | Chemistry | |
| dc.title | Synthesis and electronic properties of dibenzothieno-isoindole dione building blocks for organic electronic devices | |
| dc.type | master thesis | |
| thesis.degree.discipline | Chemistry | |
| thesis.degree.fullname | Master of Science | |
| thesis.degree.grantor | University of New Brunswick | |
| thesis.degree.level | masters | |
| thesis.degree.name | M.Sc. |
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