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

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.

Name thesis:degree_name

Master of Science (MSc)

Discipline thesis:degree_discipline

Chemistry

Grantor dc:publisher.institution

Graduate Studies

Year dc:date.issued

2014

Author dc:creator

• Woo, Alva Yuen Yiu

Advisor dc:contributor.advisor

• Baumgartner, Thomas

• Chemistry--Organic
• Chemistry--Physical

Statement dc:rights

• University of Calgary graduate students retain copyright ownership and moral rights for their thesis. You may use this material in any way that is permitted by the Copyright Act or through licensing that has been assigned to the document. For uses that are not allowable under copyright legislation or licensing, you are required to seek permission.

Language dc:language.iso

eng

DOI

http://dx.doi.org/10.11575/PRISM/27905

OAI identifier oai:identifier

oai:ucalgary.scholaris.ca:11023/1541