10 September 2010 Conductive dendrimers obtained by click chemistry
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Abstract
First generation dendrimers having a high level of size/shape/symmetry homogeneity were fabricated using a synthetic scheme that employs highly quantitative copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions in combination with a molecular architecture that favors homogeneity. An "outside-in" or convergent synthetic approach was employed wherein dendrons having Sierpinski triangular fractal architectures were coupled to core structures having D2h or D3h point group symmetries to form the desired dendrimers. The individual dendrons consisted of branched-backbone conductive polymers having benzene branch points and 1,2,3-triazole linkages with uninterrupted π-electron cloud overlap throughout. Each dendron was then coupled to a benzene core structure having acetylene substituents by means of a CuAAC reaction so as to extend the uninterrupted π-conjugation from the dendron to the core structure for imparting conductivity throughout the entire dendrimer. The resulting dendrimers maintained the point group symmetry of their core structure, with the core structure serving to electronically couple the dendrons to one another by extension of their uninterrupted π-electron systems. Synthesis of these first generation dendrimers provides a proof of principle for the synthesis of higher generation conductive dendrimers. Since the nanophotonic properties of conductive dendrimers may be dependent, at least in some instances, upon their size, shape, and symmetry, enhancements with respect to their homogeneity may unmask new nanophotonic properties.
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Donald G. Lewis, Donald G. Lewis, Larissa B. Krasnova, Larissa B. Krasnova, Philip J. Skinner, Philip J. Skinner, Valery V. Fokin, Valery V. Fokin, } "Conductive dendrimers obtained by click chemistry", Proc. SPIE 7755, Nanophotonic Materials VII, 775505 (10 September 2010); doi: 10.1117/12.860879; https://doi.org/10.1117/12.860879
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