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DC Field | Value | Language |
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dc.contributor.advisor | Mackinnon, Craig | - |
dc.contributor.author | Agyei, Clifford | - |
dc.date.accessioned | 2019-06-13T18:27:26Z | - |
dc.date.available | 2019-06-13T18:27:26Z | - |
dc.date.created | 2018 | - |
dc.date.issued | 2018 | - |
dc.identifier.uri | http://knowledgecommons.lakeheadu.ca/handle/2453/4342 | - |
dc.description.abstract | Oligomers of thiophene are ubiquitous in molecular materials research. Other ring systems, especially those lacking at least C2v symmetry are much less common. We investigated thiophene-thiazole, pyrrole-thiazole, thiophene-furan, and thiophene-selenophene co-oligomers, which nominally have the same conjugation length and physical dimensions as thiophene oligomers but contain a heteroatom, that should impact the electronic properties. The lower symmetry of the 1,3-thiazole system, among other attributes, makes these new systems chemically challenging to synthesize; however, the electronic and steric variability makes them interesting targets. One common method of synthesizing thiazole is the ring-closing reaction that generates an amino-substituted thiazole. We have done a systematic study to convert the aminothiazole to a more useful synthon using Sandmeyer conditions. We herein present the synthesis, characterization, and molecular or photoelectronic structures of selected mixed oligomer systems, along with a computational study to measure bond length alternation, localization indices, and HOMO-LUMO (band gap) energy. Aminothiazole can be deaminated using Sandmeyer conditions. As conjugation length increases with the addition of a more electron withdrawing group, there is a general decrease of the band gap as well as of the HOMO- LUMO energies. | en_US |
dc.language.iso | en_US | en_US |
dc.subject | Semiconductivity | en_US |
dc.subject | Hetero(aromatic) compounds | en_US |
dc.subject | Sandmeyer reactions with heterocycles | en_US |
dc.title | Organic semiconductors containing multi-heteroatom rings | en_US |
dc.type | Thesis | en_US |
etd.degree.name | Master of Science | en_US |
etd.degree.level | Master | en_US |
etd.degree.discipline | Chemistry | en_US |
etd.degree.grantor | Lakehead University | en_US |
dc.contributor.committeemember | Mawhinney, Robert | - |
dc.contributor.committeemember | Kinrade, Stephen | - |
dc.contributor.committeemember | Ylijoki, Kai | - |
Appears in Collections: | Electronic Theses and Dissertations from 2009 |
Files in This Item:
File | Description | Size | Format | |
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AgyeiC2018m-1b.pdf | 2.96 MB | Adobe PDF | ![]() View/Open |
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