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Synthesis of fluorescent polymers with coumarin backbones by "click" polymerization

Click chemistry is one of the growing areas of research which is applied in the design and synthesis of a wide range of polymeric architectures. This investigation focuses on the synthesis of fluorescent coumarin based polymers by “click” A-B step growth polymerization process and evaluation of their photophysical properties. Non-fluorescent azide-alkyne functionalized coumarin-based monomers were synthesized in multiple steps from 2,4-dihydroxybenzaldehyde in reasonable yields. Polymers with coumarin backbone were synthesized from azide-alkyne functionalized coumarin monomers via the Cu(I) catalyzed 1,3-dipolar cycloaddition reaction between azides and alkynes, a typical click reaction, to form polymers whose repeating units are connected by a 1,2,3-triazole ring. The structures of the synthesized polymers were confirmed by NMR and FT-IR spectroscopy. Finally, the photophysical properties of the synthesized monomers and polymers were evaluated in DMF. All coumarin based monomers showed reduced fluorescent properties due to the quenching effect from the azido group. Although all polymers absorbed at maximum wavelength of 340 nm, a characteristic for coumarin chromophore, the homo-polymers emitted at a shorter wavelength of 413 nm as compared to the co-polymers which emitted at 421 nm.

Identiferoai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:nmmu/vital:10431
Date January 2013
CreatorsOkerio, Jaspher Mosomi
PublisherNelson Mandela Metropolitan University, Faculty of Science
Source SetsSouth African National ETD Portal
LanguageEnglish
Detected LanguageEnglish
TypeThesis, Masters, MSc
Formatxiii, 106 leaves, pdf
RightsNelson Mandela Metropolitan University

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