Abstract
Competitive addition polymerizations of 9,10-anthracenedithiol, 4,4′-biphenyldithiol, and 1,4-benzenedithiol to 9,10-diethynylanthracene, 4,4′-diethynylbiphenyl, and 1,4-diethynylbenzene were carried out in THF at 50°C by UV irradiation under nitrogen atmosphere, and the relative reactivities of the monomers are discussed on the basis of composition analysis for the obtained polymers. To the dithiol monomers, the relative reactivities of diethynyl monomers are in the order of 9,10-diethynylanthracene>4,4′-diethynylbiphenyl>1,4-diethynylbenzene. The relative reactivities of dithiol monomers to the diethynyl monomers are in the order of 9,10-anthracenedithiol>4,4′-biphenyldithiol>1,4-benzenedithiol. These results indicate that the more the monomer conjugation, the higher is the relative reactivity. The high reactivities of anthracene derivatives would be caused from stabilization of the intermediate carbon radical and thio radical by its high conjugation system.
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Kobayashi, E., Jiang, J., Aoshima, S. et al. Novel Conjugated Polymer Containing Anthracene Backbone: Competitive Addition Polymerization of Dithiol Monomers to Diethynyl Monomers and Relative Reactivity. Polym J 22, 146–152 (1990). https://doi.org/10.1295/polymj.22.146
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DOI: https://doi.org/10.1295/polymj.22.146