Structure-property studies of conjugated 1,8-naphthalic anhydrides

Date
2014-05-21
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Abstract
The work in this thesis focuses on investigating the structure-property relationships of conjugated 1,8-naphthalic anhdyrides. Two series of compounds, substituted at the 3- and 4-position of the naphthalic core were designed and synthesized using a variety of aryl groups with different donor strengths. This allowed detailed analysis on how the aryl groups, as well as the position, affect the electronic and photophysical properties of the system. Both series showed a range of quantum yields, intramolecular charge-transfer properties, good electron-accepting character, and good chemical stability. The properties of the two series were compared to one another. Fluorescence quantum yields were much higher in the 4-series than the 3-series and intramolecular charge transfer seemed to be more efficient in the 3-series. Electrochemical properties were comparable between the two series of compounds. Finally, a proof-of-concept and attempted synthesis towards the cyclic diketophosphanyl products was discussed.
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Keywords
Chemistry--Organic, Chemistry--Physical
Citation
Woo, A. Y. (2014). Structure-property studies of conjugated 1,8-naphthalic anhydrides (Master's thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca. doi:10.11575/PRISM/27905