Developing Structure-Property Relationships for N-Annulated Perylene Diimides

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dc.contributor.advisorWelch, Gregory
dc.contributor.authorCann, Jonathan Robert
dc.contributor.committeememberTrudel, Simon
dc.contributor.committeememberDerksen, Darren
dc.contributor.committeememberMaly, Kenneth
dc.contributor.committeememberShimizu, George
dc.date2021-06
dc.date.accessioned2021-05-14T21:01:00Z
dc.date.available2021-05-14T21:01:00Z
dc.date.issued2021-05-12
dc.description.abstractThis thesis presents structure-property relationships of a series of functionalized N-annulated perylene diimide chromophores. Chapter one introduces the perylene diimide (PDI) chromophore and covers functionalization through bay annulation. Chapter two of this thesis explores the impact of electron deficient nitro groups on N-annulated PDI (NPDI) and further evaluates the impact of varied alkyl substituents (M2-M4). Chapter three explores a set of NPDI dimers and the importance of the dihedral angle between the two fragments (M5-M7). Chapter four explores the modified the optical and electronic properties of M7 by incorporating small organic chromophores between the two halves of the NPDI dimer (M8-M10). Chapter five explores derivatives of the NPDI where small electron rich aryl groups have been appended to the periphery (M11-M15). Finally, in chapter six a pair of highly related NPDI tetramers (M17, M17) are examined and found to have unusually disparate properties. Each of these derivatives was characterized by 1H NMR, CV, UV-Vis absorption and emission as well as X-Ray crystallography and spectroelectrochemistry as needed.en_US
dc.identifier.citationCann, J. R. (2021). Developing Structure-Property Relationships for N-Annulated Perylene Diimides (Doctoral thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca.en_US
dc.identifier.doihttp://dx.doi.org/10.11575/PRISM/38864
dc.identifier.urihttp://hdl.handle.net/1880/113410
dc.language.isoengen_US
dc.provenanceThesis file replaced as approved by FGS - ca
dc.publisher.facultyScienceen_US
dc.publisher.institutionUniversity of Calgaryen
dc.rightsUniversity 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.en_US
dc.subjectPerylene Diimideen_US
dc.subjectStructure Property Relationshipen_US
dc.subjectChemistryen_US
dc.subjectSynthesisen_US
dc.subject.classificationEnergyen_US
dc.subject.classificationEngineering--Chemicalen_US
dc.titleDeveloping Structure-Property Relationships for N-Annulated Perylene Diimidesen_US
dc.typedoctoral thesisen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.grantorUniversity of Calgaryen_US
thesis.degree.nameDoctor of Philosophy (PhD)en_US
ucalgary.item.requestcopytrueen_US
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