Journal
NANO LETTERS
Volume 14, Issue 5, Pages 2251-2255Publisher
AMER CHEMICAL SOC
DOI: 10.1021/nl403791q
Keywords
Conducting polymers; C1-C5 thermal enediyne cyclization; radical step-growth polymerization; noncontact atomic force microscopy (nc-AFM); scanning tunneling microscopy (STM); density functional theory (DFT)
Categories
Funding
- Office of Naval Research BRC Program
- U.S. Department of Energy Office of Basic Energy Sciences Nanomachine Program [DE-AC02-05CH11231]
- National Science Foundation [DMR-1206512, DMR10-1006184]
- Austrian Science Fund (FWF) [J3026-N16]
- European Union
- Simons Foundation Fellowship in Theoretical Physics
- National Science Foundation
- Austrian Science Fund (FWF) [J3026] Funding Source: Austrian Science Fund (FWF)
- Division Of Materials Research
- Direct For Mathematical & Physical Scien [1206512] Funding Source: National Science Foundation
- Austrian Science Fund (FWF) [J 3026] Funding Source: researchfish
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Semiconducting pi-conjugated polymers have attracted significant interest for applications in light-emitting diodes, field-effect transistors, photovoltaics, and nonlinear optoelectronic devices. Central to the success of these functional organic materials is the facile tunability of their electrical, optical, and magnetic properties along with. easy processability and the outstanding mechanical properties associated with polymeric structures. In this work we characterize the chemical and electronic structure of individual chains of oligo-(E)-1,1'-bi(indenylidene), a polyacetylene derivative that we have obtained through cooperative C1-C5 thermal enediyne cyclizations on Au(111) surfaces followed by a step-growth polymerization of the (E)-1,1'-bi(indenylidene) diradical intermediates. We have determined the combined structural and electronic properties of this class of oligomers by characterizing the atomically precise chemical structure of individual monomer building blocks and oligomer chains (via noncontact atomic force microscopy (nc-AFM)), as well as by imaging their localized and extended molecular orbitals (via scanning tunneling microscopy and spectroscopy (STM/STS)). Our combined structural and electronic measurements reveal that the energy associated with extended pi-conjugated states in these oligomers is significantly lower than the energy of the corresponding localized monomer orbitals, consistent with theoretical predictions.
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