Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability
The synthesis of 2,2′-bipyrroles substituted at positions 5,5′ with pyrrolyl, <i>N</i>-methyl-pyrrolyl and thienyl groups and their application in the preparation of conducting polymers is reported herein. The preparation of these monomers consisted of two synthetic s...
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MDPI AG
2019-06-01
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Series: | Polymers |
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Online Access: | https://www.mdpi.com/2073-4360/11/6/1068 |
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author | Robert Texidó Gonzalo Anguera Sergi Colominas Salvador Borrós David Sánchez-García |
author_facet | Robert Texidó Gonzalo Anguera Sergi Colominas Salvador Borrós David Sánchez-García |
author_sort | Robert Texidó |
collection | DOAJ |
description | The synthesis of 2,2′-bipyrroles substituted at positions 5,5′ with pyrrolyl, <i>N</i>-methyl-pyrrolyl and thienyl groups and their application in the preparation of conducting polymers is reported herein. The preparation of these monomers consisted of two synthetic steps from a functionalized 2,2′-bipyrrole: Bromination of the corresponding 2,2′-bipyrrole followed by Suzuki or Stille couplings. These monomers display low oxidation potential compared to pyrrole because of the extended length of their conjugation pathway. The resulting monomers can be polymerized through oxidative/electropolymerization. Electrical conductivity and electrochromic properties of the electrodeposited polymeric films were evaluated using 4-point probe measurements and cyclic voltammetry to evaluate their applicability in electronics. |
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id | doaj.art-e37686fc3ae8411f8e66c2d1ad49f90a |
institution | Directory Open Access Journal |
issn | 2073-4360 |
language | English |
last_indexed | 2024-04-12T06:38:33Z |
publishDate | 2019-06-01 |
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series | Polymers |
spelling | doaj.art-e37686fc3ae8411f8e66c2d1ad49f90a2022-12-22T03:43:48ZengMDPI AGPolymers2073-43602019-06-01116106810.3390/polym11061068polym11061068Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored ProcessabilityRobert Texidó0Gonzalo Anguera1Sergi Colominas2Salvador Borrós3David Sánchez-García4Grup d’Enginyeria de Materials (GEMAT), Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, 08017 Barcelona, SpainGrup d’Enginyeria de Materials (GEMAT), Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, 08017 Barcelona, SpainElectrochemical Methods Laboratory—Analytical and Applied Chemistry Department at Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, 08017 Barcelona, SpainGrup d’Enginyeria de Materials (GEMAT), Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, 08017 Barcelona, SpainGrup d’Enginyeria de Materials (GEMAT), Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, 08017 Barcelona, SpainThe synthesis of 2,2′-bipyrroles substituted at positions 5,5′ with pyrrolyl, <i>N</i>-methyl-pyrrolyl and thienyl groups and their application in the preparation of conducting polymers is reported herein. The preparation of these monomers consisted of two synthetic steps from a functionalized 2,2′-bipyrrole: Bromination of the corresponding 2,2′-bipyrrole followed by Suzuki or Stille couplings. These monomers display low oxidation potential compared to pyrrole because of the extended length of their conjugation pathway. The resulting monomers can be polymerized through oxidative/electropolymerization. Electrical conductivity and electrochromic properties of the electrodeposited polymeric films were evaluated using 4-point probe measurements and cyclic voltammetry to evaluate their applicability in electronics.https://www.mdpi.com/2073-4360/11/6/1068pyrrole2,2′-bipyrrolepolypyrroleconjugated polymerelectropolymerization |
spellingShingle | Robert Texidó Gonzalo Anguera Sergi Colominas Salvador Borrós David Sánchez-García Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability Polymers pyrrole 2,2′-bipyrrole polypyrrole conjugated polymer electropolymerization |
title | Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability |
title_full | Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability |
title_fullStr | Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability |
title_full_unstemmed | Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability |
title_short | Extended 2,2′-Bipyrroles: New Monomers for Conjugated Polymers with Tailored Processability |
title_sort | extended 2 2 bipyrroles new monomers for conjugated polymers with tailored processability |
topic | pyrrole 2,2′-bipyrrole polypyrrole conjugated polymer electropolymerization |
url | https://www.mdpi.com/2073-4360/11/6/1068 |
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