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CC BY 4.0 · Organic Materials 2023; 05(03): 175-183
DOI: 10.1055/a-2145-4763
Original Article

Microwave-Assisted Synthesis of Poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine] (PTAA) with Well-Defined End Groups and Narrow Dispersity

Christian Beck
a   Macromolecular Chemistry I and Bayreuth Institute of Macromolecular Research (BIMF) and Bavarian Polymer Institute (BPI), University of Bayreuth, Universitätsstraße 30, 95440 Bayreuth, Germany
,
Peter Strohriegl
a   Macromolecular Chemistry I and Bayreuth Institute of Macromolecular Research (BIMF) and Bavarian Polymer Institute (BPI), University of Bayreuth, Universitätsstraße 30, 95440 Bayreuth, Germany
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Abstract

A series of PTAA (poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine]) polymers were synthesized using a Ni(0)-mediated Yamamoto coupling. Polymers with different molecular weights and only one series of well-defined end groups were obtained with various amounts of a tailormade endcapper. This level of structural uniformity has not yet been described for PTAA. By using microwave heating, it was possible to shorten the reaction time from at least 1 day to 30 min. The synthetic strategy allows the separation of single PTAA oligomers with up to 6 repeating units and polymer fractions with low dispersities from 1.06 to 1.17 by using preparative size exclusion chromatography. The carrier mobilities of the PTAA oligomers and polymers were derived from organic field-effect transistors. Mobilities increase with increasing molecular weight of the PTAAs and are higher compared to commercially available PTAA samples.

Key words

PTAAs - hole transport materials - microwave-assisted synthesis - preparative SEC - charge-carrier mobility

Supporting Information



Publication History

Received: 07 June 2023

Accepted after revision: 27 July 2023

Accepted Manuscript online:
31 July 2023

Article published online:
07 September 2023

© 2023. This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

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