Journal
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
Volume 23, Issue 11, Pages -Publisher
MDPI
DOI: 10.3390/ijms23116162
Keywords
donor-acceptor polymers; polymer brushes; cross-coupling reactions; low-bandgap polymers
Funding
- Ministry of Science and Higher Education, Diamond grant [K/PMI/000296]
- National Science Center (NCN), ETIUDA 8 project [2020/36/T/ST5/00299]
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In this study, we demonstrate the synthesis of surface-grafted D-A polymer brushes by alternating attachment of tailored monomers. The structure and properties of the brushes can be controlled by different coupling reactions, such as Sonogashira, Stille, and Huisgen cycloaddition. The D-A brushes exhibit reduced bandgaps, semiconducting properties, and the ability to form aggregates.
Donor-acceptor (D-A) conjugated polymers are promising materials in optoelectronic applications, especially those forming ordered thin films. The processability of such conjugated macromolecules is typically enhanced by introducing bulky side chains, but it may affect their ordering and/or photophysical properties of the films. We show here the synthesis of surface-grafted D-A polymer brushes using alternating attachment of tailored monomers serving as electron donors (D) and acceptors (A) via coupling reactions. In such a stepwise procedure, alternating copolymer brushes consisting of thiophene and benzothiadiazole-based moieties with precisely tailored thickness and no bulky substituents were formed. The utilization of Sonogashira coupling was shown to produce densely packed molecular wires of tailored thickness, while Stille coupling and Huisgen cycloaddition were less efficient, likely because of the higher flexibility of D-A bridging groups. The D-A brushes exhibit reduced bandgaps, semiconducting properties and can form aggregates, which can be adjusted by changing the grafting density of the chains.
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