Journal
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
Volume 49, Issue 9, Pages 1933-1941Publisher
WILEY-BLACKWELL
DOI: 10.1002/pola.24641
Keywords
conjugated polymers; crystal structures; oligomers; synthesis; UV-vis spectroscopy
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Funding
- ACS [PRF-49719]
- NSF [0906224, CHE-1035292, DMR05-20415]
- Direct For Mathematical & Physical Scien [1035292, 0906224] Funding Source: National Science Foundation
- Division Of Chemistry [1035292] Funding Source: National Science Foundation
- Division Of Materials Research [0906224] Funding Source: National Science Foundation
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The synthesis and characterization of a new family of soluble oligothiophene-S,S-dioxides and their use as building blocks to form polythiophene-S,S-dioxides via microwave-assisted Stille coupling polymerization are described. Incorporation of the sulfone group into the polythiophene backbone leads to narrowing of the polymer bandgap, and while the energies of both Frontier orbitals in polythiophene-S,S-dioxide are lower with respect to polythiophenes, this tendency is considerably stronger for the lowest unoccupied molecular orbital than for the highest occupied molecular orbital, resulting in greater electron-accepting ability. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 1933-1941, 2011
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