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Title: Synthesis and analysis of fluorescent dye molecules
Author: Mangham, Barry
Awarding Body: University of Nottingham
Current Institution: University of Nottingham
Date of Award: 2013
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The nature of non-covalent bonding interactions was investigated through the deposition and subsequent scanning tunnelling microscopy (STM) imaging of tetra-substituted porphyrins. Porphyrins bearing iodo, bromo, nitro, pyridyl and carboxylic acid groups were synthesised and deposited on either Au(110) or Au(l11). STM imaging and analysis showed a variety of different orientations and packing for the different functional groups. The unusual tip induced growth of honeycomb packing orientations was seen for tetra-pyridyl substituted porphyrin. Tetra-bromo substituted porphyrin was observed to adopt different ordered orientations of the saddle shape conformation on Au(111). The synthesis of novel porphyrin dimers bearing carboxylic acid groups was investigated, with a variety of different pathways being identified and explored. Furthermore, upon cooling unusual spectroscopic behaviour was observed for a hexa-phenyl substituted meso-linked porphyrin dim er. The synthesis of novel BODIPY dimers and trimers was investigated. A number of fluoro and catecholate substituted BODIPY compounds were synthesised, bearing a variety of different linkers. Linkers investigated included phenyl, biphenyl, terphenyl, durene and terphenylene. Electrochemical and spectroscopic investigations demonstrated a variety of differences between meta- and para-substitution positions. The extension of the linker length from phenyl through to terphenyl displayed a reduction in communication of BODIPY moieties. The durene linked dimer added steric bulk to the centre of the BODIPY dimer, resulting in increased fluorescence lifetimes and quantum yields. 1
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available