Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions
The electrocopolymerization of 3,4-ethylenedioxythiophene (EDOT) with the branched thiophene building block 2,2′:3′,2″-terthiophene (3T) is presented as a versatile route to functional polymer films. Comparisons to blend systems of the respective homopolymers PEDOT and P3T by in situ spectroelectroc...
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doaj-dd4412de64b446cda82c96aeffa175752021-02-02T00:48:46ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-03-0111133534710.3762/bjoc.11.391860-5397-11-39Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactionsMiriam Goll0Adrian Ruff1Erna Muks2Felix Goerigk3Beatrice Omiecienski4Ines Ruff5Rafael C. González-Cano6Juan T. Lopez Navarrete7M. Carmen Ruiz Delgado8Sabine Ludwigs9IPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyIPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyIPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyIPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyIPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyThermo Fisher Scientific GmbH, Im Steingrund 4-6, 63303 Dreieich, GermanyDepartment of Physical Chemistry, University of Málaga, 29071 Málaga, SpainDepartment of Physical Chemistry, University of Málaga, 29071 Málaga, SpainDepartment of Physical Chemistry, University of Málaga, 29071 Málaga, SpainIPOC-Functional Polymers, Institute for Polymer Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyThe electrocopolymerization of 3,4-ethylenedioxythiophene (EDOT) with the branched thiophene building block 2,2′:3′,2″-terthiophene (3T) is presented as a versatile route to functional polymer films. Comparisons to blend systems of the respective homopolymers PEDOT and P3T by in situ spectroelectrochemistry and Raman spectroscopy prove the successful copolymer formation and the access to tailored redox properties and energy levels. The use of EDOT-N3 as co-monomer furthermore allows modifications of the films by polymer analogous reactions. Here, we exemplarily describe the post-functionalization with ionic moieties by 1,3-dipolar cycloaddition (“click”-chemistry) which allows to tune the surface polarity of the copolymer films from water contact angles of 140° down to 40°.https://doi.org/10.3762/bjoc.11.39band-gap engineering“click”-chemistryconducting polymerselectropolymerizationRaman spectroscopysurface functionalization |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Miriam Goll Adrian Ruff Erna Muks Felix Goerigk Beatrice Omiecienski Ines Ruff Rafael C. González-Cano Juan T. Lopez Navarrete M. Carmen Ruiz Delgado Sabine Ludwigs |
spellingShingle |
Miriam Goll Adrian Ruff Erna Muks Felix Goerigk Beatrice Omiecienski Ines Ruff Rafael C. González-Cano Juan T. Lopez Navarrete M. Carmen Ruiz Delgado Sabine Ludwigs Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions Beilstein Journal of Organic Chemistry band-gap engineering “click”-chemistry conducting polymers electropolymerization Raman spectroscopy surface functionalization |
author_facet |
Miriam Goll Adrian Ruff Erna Muks Felix Goerigk Beatrice Omiecienski Ines Ruff Rafael C. González-Cano Juan T. Lopez Navarrete M. Carmen Ruiz Delgado Sabine Ludwigs |
author_sort |
Miriam Goll |
title |
Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
title_short |
Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
title_full |
Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
title_fullStr |
Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
title_full_unstemmed |
Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
title_sort |
functionalized branched edot-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions |
publisher |
Beilstein-Institut |
series |
Beilstein Journal of Organic Chemistry |
issn |
1860-5397 |
publishDate |
2015-03-01 |
description |
The electrocopolymerization of 3,4-ethylenedioxythiophene (EDOT) with the branched thiophene building block 2,2′:3′,2″-terthiophene (3T) is presented as a versatile route to functional polymer films. Comparisons to blend systems of the respective homopolymers PEDOT and P3T by in situ spectroelectrochemistry and Raman spectroscopy prove the successful copolymer formation and the access to tailored redox properties and energy levels. The use of EDOT-N3 as co-monomer furthermore allows modifications of the films by polymer analogous reactions. Here, we exemplarily describe the post-functionalization with ionic moieties by 1,3-dipolar cycloaddition (“click”-chemistry) which allows to tune the surface polarity of the copolymer films from water contact angles of 140° down to 40°. |
topic |
band-gap engineering “click”-chemistry conducting polymers electropolymerization Raman spectroscopy surface functionalization |
url |
https://doi.org/10.3762/bjoc.11.39 |
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