Ladder-structured conjugated oligomers

Cranfield, Jason (2009) Ladder-structured conjugated oligomers. (MSc(R) thesis), Kingston University, .


This project's aim was to synthesis and investigate the properties of series of even-numbered polyazacenes in comparison with an analogous odd numbered series. Three compounds were initially planned to be synthesized, pyrazino [2,3-b] phenazine (L4), 4, 13-dihydro-2,4,6,9, 11, 13-pentaazahexacene (L6H2) and 3,14- dihydro1 ,3,5,7,12,14,16, 18heptaazaoctacene (L8H2) but only L4 was successfully prepared. Standard spectroscopic techniques such as FTIR, NMR and UV-Visible spectroscopy and thermogravimetric analysis have been used to characterize this compound, and to use in its comparison against the previously documented analogous series. The oligomers L4 and quinoxalino [2,3-b] phenazine (L5H2) were vacuum coated onto ITO coated glass slides and analyzed by cyclic voltammetry. Solubility problems led to the need for solution cyclic voltammetry to be used. L4 was compared against phenazine (L5H2) 7,16-Dihydro-5,7,9,14,16,18- hexaazaheptacene (L7H2) and.7,20-Dihydro5,7,9, 11,16,9,18,20,22- octaazanonacene (L9H2). Evidence has been found that L4 does not follow a trend in behavious. defined by "odd-numbered" oligomers of the same general structure.

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