The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties
The presented study describes the method for the synthesis and characterization of a new class of conjugated copolymers containing a perylenediimide (PDI) and naphthalene diimide (NDI) side groups. The main conjugated backbone is a donor-acceptor polymer poly[3,6-carbazole-alt-5,5-(4′,7′-di-2-thieny...
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doaj-36022fe1c9be4904baca2864fa5c4b672020-11-24T23:21:14ZengMDPI AGPolymers2073-43602018-05-0110548710.3390/polym10050487polym10050487The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer PropertiesAnna Drewniak0Mateusz D. Tomczyk1Lukasz Hanusek2Anna Mielanczyk3Krzysztof Walczak4Pawel Nitschke5Barbara Hajduk6Przemyslaw Ledwon7Faculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandCentre of Polymer and Carbon Materials, Polish Academy of Sciences, Curie-Sklodowskiej 34, 41-819 Zabrze, PolandCentre of Polymer and Carbon Materials, Polish Academy of Sciences, Curie-Sklodowskiej 34, 41-819 Zabrze, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandThe presented study describes the method for the synthesis and characterization of a new class of conjugated copolymers containing a perylenediimide (PDI) and naphthalene diimide (NDI) side groups. The main conjugated backbone is a donor-acceptor polymer poly[3,6-carbazole-alt-5,5-(4′,7′-di-2-thienyl-2′,1′,3′-benzothiadiazole)] containing thiophene and carbazole as donor units and benzothiadiazole as an acceptor unit. The presented compounds were synthesized in a multistep synthesis. The polymerization was carried out by Suzuki or Stille coupling reaction. Redox properties of the studied polymers were tested in different conditions. Electrochemical investigation revealed independent reduction of the main polymer chain and diimide side groups. UV-Vis spectroscopy revealed the overlap of two absorption spectra. The difference between the electron affinity of the polymer main chain and that of the diimides estimated electrochemically is approximately 0.3 eV.http://www.mdpi.com/2073-4360/10/5/487π-conjugated polymerdonor-acceptorperylenediimidePDInaphtalenediimideNDI |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Anna Drewniak Mateusz D. Tomczyk Lukasz Hanusek Anna Mielanczyk Krzysztof Walczak Pawel Nitschke Barbara Hajduk Przemyslaw Ledwon |
spellingShingle |
Anna Drewniak Mateusz D. Tomczyk Lukasz Hanusek Anna Mielanczyk Krzysztof Walczak Pawel Nitschke Barbara Hajduk Przemyslaw Ledwon The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties Polymers π-conjugated polymer donor-acceptor perylenediimide PDI naphtalenediimide NDI |
author_facet |
Anna Drewniak Mateusz D. Tomczyk Lukasz Hanusek Anna Mielanczyk Krzysztof Walczak Pawel Nitschke Barbara Hajduk Przemyslaw Ledwon |
author_sort |
Anna Drewniak |
title |
The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties |
title_short |
The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties |
title_full |
The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties |
title_fullStr |
The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties |
title_full_unstemmed |
The Effect of Aromatic Diimide Side Groups on the π-Conjugated Polymer Properties |
title_sort |
effect of aromatic diimide side groups on the π-conjugated polymer properties |
publisher |
MDPI AG |
series |
Polymers |
issn |
2073-4360 |
publishDate |
2018-05-01 |
description |
The presented study describes the method for the synthesis and characterization of a new class of conjugated copolymers containing a perylenediimide (PDI) and naphthalene diimide (NDI) side groups. The main conjugated backbone is a donor-acceptor polymer poly[3,6-carbazole-alt-5,5-(4′,7′-di-2-thienyl-2′,1′,3′-benzothiadiazole)] containing thiophene and carbazole as donor units and benzothiadiazole as an acceptor unit. The presented compounds were synthesized in a multistep synthesis. The polymerization was carried out by Suzuki or Stille coupling reaction. Redox properties of the studied polymers were tested in different conditions. Electrochemical investigation revealed independent reduction of the main polymer chain and diimide side groups. UV-Vis spectroscopy revealed the overlap of two absorption spectra. The difference between the electron affinity of the polymer main chain and that of the diimides estimated electrochemically is approximately 0.3 eV. |
topic |
π-conjugated polymer donor-acceptor perylenediimide PDI naphtalenediimide NDI |
url |
http://www.mdpi.com/2073-4360/10/5/487 |
work_keys_str_mv |
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1725572121128599552 |