Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains

ABSTRACT: New alternating fluorene–thiophene copolymers are introduced bearing polar ethylene glycol-carboxylate functionalities on the thiophene ring to achieve enhanced solubility in polar solvents. Suzuki polycondensation was applied to synthesize a set of three polymers with differing lengths of...

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Detalles Bibliográficos
Autores principales: Ziegler, Elisabeth, Pein, Andreas, Fischereder, Achim, Trimmel, Gregor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2011
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4494851/
https://www.ncbi.nlm.nih.gov/pubmed/26166856
http://dx.doi.org/10.1007/s00706-010-0440-z
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author Ziegler, Elisabeth
Pein, Andreas
Fischereder, Achim
Trimmel, Gregor
author_facet Ziegler, Elisabeth
Pein, Andreas
Fischereder, Achim
Trimmel, Gregor
author_sort Ziegler, Elisabeth
collection PubMed
description ABSTRACT: New alternating fluorene–thiophene copolymers are introduced bearing polar ethylene glycol-carboxylate functionalities on the thiophene ring to achieve enhanced solubility in polar solvents. Suzuki polycondensation was applied to synthesize a set of three polymers with differing lengths of the ethylene glycol side-chains. The polymers are thermally stable up to temperatures of 300 °C. Solutions of the polymers in CHCl(3) show an absorption maximum at approximately 397 nm and a luminescence maximum of 472 nm in solutions with quantum yield of 30%. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels have been determined to be at −5.7 and −2.6 eV, respectively. GRAPHICAL ABSTRACT: [Image: see text]
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spelling pubmed-44948512015-07-09 Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains Ziegler, Elisabeth Pein, Andreas Fischereder, Achim Trimmel, Gregor Monatsh Chem Original Paper ABSTRACT: New alternating fluorene–thiophene copolymers are introduced bearing polar ethylene glycol-carboxylate functionalities on the thiophene ring to achieve enhanced solubility in polar solvents. Suzuki polycondensation was applied to synthesize a set of three polymers with differing lengths of the ethylene glycol side-chains. The polymers are thermally stable up to temperatures of 300 °C. Solutions of the polymers in CHCl(3) show an absorption maximum at approximately 397 nm and a luminescence maximum of 472 nm in solutions with quantum yield of 30%. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels have been determined to be at −5.7 and −2.6 eV, respectively. GRAPHICAL ABSTRACT: [Image: see text] Springer Vienna 2011-01-25 2011 /pmc/articles/PMC4494851/ /pubmed/26166856 http://dx.doi.org/10.1007/s00706-010-0440-z Text en © The Author(s) 2011 https://creativecommons.org/licenses/by-nc/4.0/ This article is distributed under the terms of the Creative Commons Attribution Noncommercial License which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited.
spellingShingle Original Paper
Ziegler, Elisabeth
Pein, Andreas
Fischereder, Achim
Trimmel, Gregor
Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title_full Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title_fullStr Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title_full_unstemmed Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title_short Synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
title_sort synthesis and characterization of alternating fluorene–thiophene copolymers bearing ethylene glycol side-chains
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4494851/
https://www.ncbi.nlm.nih.gov/pubmed/26166856
http://dx.doi.org/10.1007/s00706-010-0440-z
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AT peinandreas synthesisandcharacterizationofalternatingfluorenethiophenecopolymersbearingethyleneglycolsidechains
AT fischerederachim synthesisandcharacterizationofalternatingfluorenethiophenecopolymersbearingethyleneglycolsidechains
AT trimmelgregor synthesisandcharacterizationofalternatingfluorenethiophenecopolymersbearingethyleneglycolsidechains

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