Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers

Bispyridinium-phenylene-based conjugated donor–acceptor copolymers were synthesized by a Stille cross-coupling and cyclization sequence. These polyelectrolytes are freely soluble in organic solvents and display broad optical absorption bands that extend into the near-infrared region. They show ambip...

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Main Authors: Swager, Timothy Manning, Izuhara, Daisuke
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: Royal Society of Chemistry 2012
Online Access:http://hdl.handle.net/1721.1/74524
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author Swager, Timothy Manning
Izuhara, Daisuke
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Swager, Timothy Manning
Izuhara, Daisuke
author_sort Swager, Timothy Manning
collection MIT
description Bispyridinium-phenylene-based conjugated donor–acceptor copolymers were synthesized by a Stille cross-coupling and cyclization sequence. These polyelectrolytes are freely soluble in organic solvents and display broad optical absorption bands that extend into the near-infrared region. They show ambipolar redox properties with high electron affinities (LUMO levels) of 3.9–4.0 eV as well as high degrees of electroactivity. When reduced (n-doped) these materials display in situ conductivities as high as 180 S/cm. The high conductivity is attributed to the planar structure that is enforced by the cyclic structures of the polymer. The electron affinities are compared to PCBM, a C[subscript 60] based n-type material and hence may find utility in photovoltaic devices.
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spelling mit-1721.1/745242022-09-30T08:45:17Z Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers Swager, Timothy Manning Izuhara, Daisuke Massachusetts Institute of Technology. Department of Chemistry Swager, Timothy M. Swager, Timothy Manning Izuhara, Daisuke Bispyridinium-phenylene-based conjugated donor–acceptor copolymers were synthesized by a Stille cross-coupling and cyclization sequence. These polyelectrolytes are freely soluble in organic solvents and display broad optical absorption bands that extend into the near-infrared region. They show ambipolar redox properties with high electron affinities (LUMO levels) of 3.9–4.0 eV as well as high degrees of electroactivity. When reduced (n-doped) these materials display in situ conductivities as high as 180 S/cm. The high conductivity is attributed to the planar structure that is enforced by the cyclic structures of the polymer. The electron affinities are compared to PCBM, a C[subscript 60] based n-type material and hence may find utility in photovoltaic devices. National Science Foundation (U.S.) (DMR-0706408) 2012-10-31T16:27:35Z 2012-10-31T16:27:35Z 2011-01 2010-04 Article http://purl.org/eprint/type/JournalArticle 0959-9428 1364-5501 http://hdl.handle.net/1721.1/74524 Izuhara, Daisuke, and Timothy M. Swager. “Bispyridinium-phenylene-based Copolymers: Low Band Gap N-type Alternating Copolymers.” Journal of Materials Chemistry 21.11 (2011): 3579. en_US http://dx.doi.org/ 10.1039/c0jm02530e Journal of Materials Chemistry Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Royal Society of Chemistry Prof. Swager via Erja Kajosalo
spellingShingle Swager, Timothy Manning
Izuhara, Daisuke
Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title_full Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title_fullStr Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title_full_unstemmed Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title_short Bispyridinium-phenylene-based copolymers: low band gap n-type alternating copolymers
title_sort bispyridinium phenylene based copolymers low band gap n type alternating copolymers
url http://hdl.handle.net/1721.1/74524
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