Ambipolar Semiconducting Polymers with pi-Spacer Linked Bis-Benzothiadiazole Blocks as Strong Accepting Units
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- Ambipolar Semiconducting Polymers with pi-Spacer Linked Bis-Benzothiadiazole Blocks as Strong Accepting Units
- Kim, Jonggi; Han, A-Reum; Hong, Jayeon; Kim, Gyoungsik; Lee, Junghoon; Shin, Tae Joo; Oh, Joon Hak; Yang, Changduk
- Issue Date
- AMER CHEMICAL SOC
- CHEMISTRY OF MATERIALS, v.26, no.17, pp.4933 - 4942
- Recognizing the importance of molecular coplanarity and with the aim of developing new, ideal strong acceptor-building units in semiconducting polymers for high-performance organic electronics, herein we present a simplified single-step synthesis of novel vinylene- and acetylene-linked bis-benzothiadiazole (VBBT and ABBT) monomers with enlarged planarity relative to a conventionally used acceptor, benzothiadiazole (BT). Along these lines, four polymers (PDPP-VBBT, PDPP-ABBT, PIID-VBBT, and PIID-ABBT) incorporating either VBBT or ABBT moieties are synthesized by copolymerizing with centro-symmetric ketopyrrole cores, such as diketopyrrolopyrrole (DPP) and isoindigo (IID), and their electronic, physical, and transistor properties are studied. These polymers show relatively balanced ambipolar transport, and PDPP-VBBT yields hole and electron mobilities as high as 0.32 and 0.13 cm(2) V-1 s(-1), respectively. Interestingly, the acetylenic linkages lead to enhanced electron transportation in ketopyrrole-based polymers, showing a decreased threshold voltage and inverting voltage in the transistor and inverter devices, respectively. The IID-based BBT polymers exhibit the inversion of the dominant polarity depending on the type of unsaturated carbon bridge. Owing to their strong electron-accepting ability and their highly pi-extended and planar structures, VBBT and ABBT monomers should be extended to the rational design of high-performance polymers in the field of organic electronics.
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