An electrochromic diquat-quaterthiophene alternating copolymer: A polythiophene with a viologen-like moiety in the main chain

M. Krompiec , I. Grudzka , M. Filapek , Łukasz Skórka , S. Krompiec , M. Łapkowski , M. Kania , W. Danikiewicz

Abstract

A bis-bithiophenyl derivative of diquat, 3,10-bis(2,2′-bithiophene-5-yl)-6,7-dihydropyrido[1,2-a:2′,1′-c]pyrazinodiynium hexafluorophosphate (bt2dq), was synthesized by quaternization of 5,5″-bis(2,2′-bithiophene-5-yl)-2,2′-bipyridine with 1,2-dibromoethane. Its UV-vis absorption spectrum is explained by TD-DFT calculations. It shows the electrochemical properties characteristic for bipyridinium salts (viologens and diquats) and can be electropolymerized to form a conjugated polymer composed of alternating quaterthiophene and diquat blocks. The polymer has been characterised by cyclic voltammetry and UV-vis spectroelectrochemistry: it can be reversibly oxidized, with spectral signs of p-doping of the oligothiophene blocks, and reversibly reduced, with formation of viologen-like cation radicals, which dimerize or form π-stacks. © 2011 Elsevier Ltd.
Author M. Krompiec - [University of Silesia (UŚ)]
M. Krompiec,,
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- Uniwersytet Śląski
, I. Grudzka - [University of Silesia (UŚ)]
I. Grudzka,,
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- Uniwersytet Śląski
, M. Filapek - [University of Silesia (UŚ)]
M. Filapek,,
-
- Uniwersytet Śląski
, Łukasz Skórka (FC / CPCT) - [University of Silesia (UŚ)]
Łukasz Skórka,,
- Chair Of Polymer Chemistry And Technology
- Uniwersytet Śląski
, S. Krompiec - [University of Silesia (UŚ)]
S. Krompiec,,
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- Uniwersytet Śląski w Katowicach
, M. Łapkowski - [Silesian University of Technology (PolSL)]
M. Łapkowski,,
-
- Politechnika Śląska
, M. Kania - [Institute of Organic Chemistry of the Polish Academy of Sciences]
M. Kania,,
-
-
, W. Danikiewicz - [Institute of Organic Chemistry of the Polish Academy of Sciences]
W. Danikiewicz,,
-
-
Journal seriesElectrochimica Acta, ISSN 0013-4686, (A 35 pkt)
Issue year2011
Vol56
No24
Pages8108-8114
Keywords in EnglishConjugated polymer; Diquat; n-Type semiconductor; Spectroelectrochemistry; Viologen
ASJC Classification1603 Electrochemistry; 1500 General Chemical Engineering
DOIDOI:10.1016/j.electacta.2011.05.132
Internal identifier4904
Languageen angielski
Not used for evaluationyes
Score (nominal)0
Score sourcejournalList
Publication indicators Scopus Citations = 12; WoS Citations = 12; Scopus SNIP (Source Normalised Impact per Paper): 2011 = 1.782; WoS Impact Factor: 2011 = 3.832 (2) - 2011=4.039 (5)
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