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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Main Authors: 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
Format: Article
Language:English
Published: Beilstein-Institut 2015-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.11.39
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spelling 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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