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Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties

[Image: see text] Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copo...

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Autores principales: John, Suru Vivian, Cimrová, Věra, Ulbricht, Christoph, Pokorná, Veronika, Růžička, Aleš, Giguère, Jean-Benoit, Lafleur-Lambert, Antoine, Morin, Jean-François, Iwuoha, Emmanuel, Egbe, Daniel Ayuk Mbi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5688416/
https://www.ncbi.nlm.nih.gov/pubmed/29151617
http://dx.doi.org/10.1021/acs.macromol.7b02136
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author John, Suru Vivian
Cimrová, Věra
Ulbricht, Christoph
Pokorná, Veronika
Růžička, Aleš
Giguère, Jean-Benoit
Lafleur-Lambert, Antoine
Morin, Jean-François
Iwuoha, Emmanuel
Egbe, Daniel Ayuk Mbi
author_facet John, Suru Vivian
Cimrová, Věra
Ulbricht, Christoph
Pokorná, Veronika
Růžička, Aleš
Giguère, Jean-Benoit
Lafleur-Lambert, Antoine
Morin, Jean-François
Iwuoha, Emmanuel
Egbe, Daniel Ayuk Mbi
author_sort John, Suru Vivian
collection PubMed
description [Image: see text] Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copolymers (P1–P5) based on poly[(arylene ethynylene)-alt-(arylene vinylene)]s backbone (−Ph–C≡C–Anth–C≡C–Ph–CH=CH–Ph–CH=CH−)(n). During the synthesis of P1–P5, different alkyloxy side chains were incorporated in order to tune the properties of the polymers. Of the copolymer series only P1 (containing anthanthrone and branched 2-ethylhexyloxy side chains on phenylenes), P2 and P3 (for which the anthanthrones containing carbonyl groups were converted to anthanthrene containing alkyloxy substituents) were soluble. The photophysical, electrochemical, electroluminescent and photovoltaic properties of P1–P3 are reported, compared and discussed with respect to the effects of side chains.
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spelling pubmed-56884162017-11-17 Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties John, Suru Vivian Cimrová, Věra Ulbricht, Christoph Pokorná, Veronika Růžička, Aleš Giguère, Jean-Benoit Lafleur-Lambert, Antoine Morin, Jean-François Iwuoha, Emmanuel Egbe, Daniel Ayuk Mbi Macromolecules [Image: see text] Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copolymers (P1–P5) based on poly[(arylene ethynylene)-alt-(arylene vinylene)]s backbone (−Ph–C≡C–Anth–C≡C–Ph–CH=CH–Ph–CH=CH−)(n). During the synthesis of P1–P5, different alkyloxy side chains were incorporated in order to tune the properties of the polymers. Of the copolymer series only P1 (containing anthanthrone and branched 2-ethylhexyloxy side chains on phenylenes), P2 and P3 (for which the anthanthrones containing carbonyl groups were converted to anthanthrene containing alkyloxy substituents) were soluble. The photophysical, electrochemical, electroluminescent and photovoltaic properties of P1–P3 are reported, compared and discussed with respect to the effects of side chains. American Chemical Society 2017-11-03 2017-11-14 /pmc/articles/PMC5688416/ /pubmed/29151617 http://dx.doi.org/10.1021/acs.macromol.7b02136 Text en Copyright © 2017 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle John, Suru Vivian
Cimrová, Věra
Ulbricht, Christoph
Pokorná, Veronika
Růžička, Aleš
Giguère, Jean-Benoit
Lafleur-Lambert, Antoine
Morin, Jean-François
Iwuoha, Emmanuel
Egbe, Daniel Ayuk Mbi
Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title_full Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title_fullStr Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title_full_unstemmed Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title_short Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
title_sort poly[(arylene ethynylene)-alt-(arylene vinylene)]s based on anthanthrone and its derivatives: synthesis and photophysical, electrochemical, electroluminescent, and photovoltaic properties
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5688416/
https://www.ncbi.nlm.nih.gov/pubmed/29151617
http://dx.doi.org/10.1021/acs.macromol.7b02136
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