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Azido-Functionalized Thiophene as a Versatile Building Block To Cross-Link Low-Bandgap Polymers

Title data

Müller, Christian J. ; Klein, Tobias ; Gann, Eliot ; McNeill, Christopher R. ; Thelakkat, Mukundan:
Azido-Functionalized Thiophene as a Versatile Building Block To Cross-Link Low-Bandgap Polymers.
In: Macromolecules. Vol. 49 (2016) Issue 10 . - pp. 3749-3760.
ISSN 0024-9297
DOI: https://doi.org/10.1021/acs.macromol.5b02659

Project information

Project title:
Project's official titleProject's id
solar technologies go hybridNo information

Project financing: Bayerisches Staatsministerium für Wissenschaft, Forschung und Kunst

Abstract in another language

We unveil a concept for the design of cross-linkable semiconducting polymers that is based on a modular tercopolymerization which stands out by its low synthetic effort, easy accessibility, and its broad range of applications. 3-(6-Azidohexyl)thiophene was used as a comonomer in the synthesis of a variety of low-bandgap copolymers using different polymerization techniques such as Suzuki–Miyaura cross-coupling and Stille cross-coupling. We show that when only a small amount (5–10 mol %) of azide groups is introduced into the polymers, the impact on absorption and electrochemical properties (HOMO/LUMO values) is negligible. The small amount of azide functionality is however enough to obtain polymers that can easily be cross-linked by UV illumination. Thermal stability of the solid state packing and alignment is studied in neat polymer thin films as well as in blends with 6,6-phenyl-C71-butyric acid methyl ester (PC70BM) as a relevant model blend system. Solvent resistivity of these polymer films is investigated by absorption and photoluminescence measurements. It is finally shown in organic field effect transistors that the introduction of 10\% azide-functionalized monomer does not considerably influence hole transport mobility (0.20–0.45 cm2 V–1 s–1).

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry I
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professorship Applied Functional Polymers > Professorship Applied Functional Polymers - Univ.-Prof. Dr. Mukundan Thelakkat
Profile Fields
Profile Fields > Advanced Fields
Profile Fields > Advanced Fields > Polymer and Colloid Science
Profile Fields > Emerging Fields
Profile Fields > Emerging Fields > Energy Research and Energy Technology
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professorship Applied Functional Polymers
Result of work at the UBT: Yes
DDC Subjects: 500 Science
500 Science > 540 Chemistry
Date Deposited: 07 Jul 2016 07:10
Last Modified: 20 Oct 2016 06:05
URI: https://eref.uni-bayreuth.de/id/eprint/32964