期刊
CHEMICAL SCIENCE
卷 13, 期 41, 页码 12034-12044出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc04661j
关键词
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资金
- Qatar National Research Found (QNRF)
- National Priorities Research Program [NPRP11S-1204-170062]
Ladder-type thiazole-fused S,N-heteroacenes with extended pi-conjugation have been synthesized and characterized. These compounds exhibit good optical, electronic, and thermal properties and show promising charge transport behavior in organic thin-film transistors.
Ladder-type thiazole-fused S,N-heteroacenes with an extended pi-conjugation consisting of six (SN6-Tz) and nine (SN9-Tz) fused aromatic rings have been synthesized and fully characterized. To date, the synthesis of well-defined fused building blocks and polymers of pi-conjugated organic compounds based on the thiazole moiety is a considerable synthetic challenge, due to the difficulty in their synthesis. Acceptor-donor building blocks M1 and M2 were successfully polymerized into ladder homopolymers P1-P2 and further copolymerized with a diketopyrrolopyrrole unit to afford step-ladder copolymer P3. The optical, electronic, and thermal properties, in addition to their charge transport behavior in organic thin-film transistors (OTFTs), were investigated. The results showed an interesting effect on the molecular arrangement of the thiazole-based ladder-type heteroacene in the crystal structure revealing skewed pi-pi-stacking, and expected to possess better p-type semiconducting performance. The polymers all possess good molecular weights and excellent thermal properties. All the polymer-based OTFT devices exhibit annealing temperature dependent performance, and among the polymers P3 exhibits the highest mobility of 0.05 cm(2) V-1 s(-1).
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