Title | Conducting Polymers Containing peri -Xanthenoxanthenes via Oxidative Cyclization of Binaphthols |
Publication Type | Journal Article |
Year of Publication | 2009 |
Authors | Song, C, Swager, TM |
Journal | Macromolecules |
Volume | 42 |
Pagination | 1472–1475 |
Date Published | mar |
ISSN | 0024-9297 |
Keywords | binaphthol thiophene moiety polymer prepn oxidativ, xanthenoxanthene moiety conducting polymer prepn |
Abstract | We report an electrochem. transformation of binaphthols to give peri-xanthenoxanthene (PXX) groups in small mols. and within polymer backbones. The monomer 7,7'-bis(2,2'-bithiophen-5-yl)-1,1'-bi-2,2'-naphthol (2) was subjected to electropolymn., resulting in the segmented conducting polymer that is stable at low potentials. However, high-potential electrochem. oxidn. promoted cyclization of binaphthol units gives PXX, which transforms the moderately conducting segmented polymer into a highly conducting fully conjugated polymer. This oxidative cyclization is a highly effective means by which to incorporate a planar polycyclic heteroarom. structure (i.e., PXX) into thiophene-based conducting polymers. A model compd. study conclusively proved the proposed oxidative cyclization scheme. [on SciFinder(R)] |
URL | http://pubs.acs.org/doi/abs/10.1021/ma802755a |
DOI | 10.1021/ma802755a |