We have used the living ring-opening metathesis polymerization (ROMP) reaction with C12(PCy3)2Ru=CHPh to generate a new class of conjugated polymer precursors containing the reactive group 1,2-dichlorocarbonate in their backbone. These polymers possess narrow molecular weight distributions and are easily processable. We have incorporated the 1,2-dichlorocarbonate monomers into block copolymers and have shown that these systems can self-assemble in selective solvents to generate spherical micellar aggregates, as observed by transmission electron microscopy (TEM). Mild hydrolytic treatment of these precursor polymers converts them into novel low band-gap conjugated polymers and block copolymers containing 1,2-diol groups in their backbone. We then report the first synthesis of a ROMP monomer containing the luminescent Ru(phen)32+ moiety. We describe the synthesis, X-Ray structure, electrochemical and photophysical characterization of this novel monomer. Preliminary ROMP studies showed that an oligomeric product is obtained. This oligomer has photophysical and luminescent properties similar to those of the monomer, indicating that the Ru(phen)32+ moiety remained intact during the polymerization. This can potentially lead to the generation of a new class of Ru(phen)32+—containing conjugated polymers. We then used this highly efficient polymerization technique to generate DNAmimetic polymers and copolymers. Polymers with narrow molecular weight distributions and controlled architectures were generated by living ROMP of exo-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide. The dicarboximide units have been previously shown to exhibit biological activity, can selectively bind to the nucleic acid base adenine by hydrogen-bonding, and are readily functionalizable. Block copolymers containing these moieties were generated, and underwent self-assembly into nanoscale spherical aggregates, with surface localized molecular recognition motifs. In chapter five, we report the f
| Identifer | oai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.42326 |
| Date | January 2003 |
| Creators | Bazzi, Hassan Said |
| Contributors | Hanadi F. Sleiman (Supervisor) |
| Publisher | McGill University |
| Source Sets | Library and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada |
| Language | English |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Format | application/pdf |
| Coverage | Doctor of Philosophy (Department of Chemistry) |
| Rights | All items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated. |
| Relation | alephsysno: 002021041, Theses scanned by McGill Library., Theses scanned by McGill Library. |
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