Preparation of Poly(diiododiacetylene), an Ordered Conjugated Polymer of Carbon and Iodine
- 19 May 2006
- journal article
- other
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 312 (5776), 1030-1034
- https://doi.org/10.1126/science.1124621
Abstract
Conjugated organic polymers generally must include large substituents for stability, either contained within or appended to the polymer chain. In polydiacetylenes, the substituents fulfill another important role: During topochemical polymerization, they control the spacing between the diyne monomers to produce an ordered polymer. By using a co-crystal scaffolding, we have prepared poly(diiododiacetylene), or PIDA, a nearly unadorned carbon chain substituted with only single-atom iodine side groups. The monomer, diiodobutadiyne, forms co-crystals with bis(nitrile) oxalamides, aligned by hydrogen bonds between oxalamide groups and weak Lewis acid-base interactions between nitriles and iodoalkynes. In co-crystals with one oxalamide host, the diyne undergoes spontaneous topochemical polymerization to form PIDA. The structure of the dark blue crystals, which look copper-colored under reflected light, has been confirmed by single-crystal x-ray diffraction, ultraviolet-visible absorption spectroscopy, and scanning electron microscopy.Keywords
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