Synthesis of Conjugated Polymers. Polymerizability Studies on Bissulfonium salts

GARAY, R. O.; SARIMBALIS, M. N.; MONTANI, R. S.; HERNANDEZ, S. A.

DESIGNED MONOMERS AND POLYMERS

VSP BV

Lugar: Leiden; Año: 2000 vol. 3 p. 231 - 244

1385-772X

Although the bissulfonium salt precursor route is one of the most versatile procedures available for the synthesis of conjugated polymers little effort has been done to explore the scope of this polymerization reaction. In this study a series of bissulfonium salts were synthesized and in order to asses their polymerizability the isotopic exchange at the benzilic positions as well as their reactivity were studied by 13C nmr spectroscopy, meanwhile the reactive intermediate generation was analyzed by UV spectroscopy. In addition, the reaction heats of the equilibria leading to the intermediate polymerizable species from the corresponding precursors were calculated by computational methods. We analyzed then the relationship between the bissulfonium salts chemical structure, its ability to polymerize and the theoretical results in an effort to establish a reactivity pattern that could help to predict the type of bissulfonium salt that can be polymerized by this synthetic route and to contribute to the rational design of new conjugated polymers.