Journal
MACROMOLECULES
Volume 48, Issue 8, Pages 2444-2453Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.macromol.5b00067
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Funding
- National Natural Science Foundation of China [51403177, 51233006, 21474081]
- National Science Foundation for Postdoctoral Scientists of China [2014M552141]
- Natural Science Foundation of Hunan Province [2015JJ3122]
- Research Foundation of College of Hunan Province, China [14C1091]
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A nonplanar but conjugated heteroacene, biindeno[2,1-b]thiophenylidene (BTP), is employed to design and synthesize solution-processable polymer semiconductors for organic field-effect transistors (OFETs) applications first. By copolymerizing with isoindigo (IDG), diketopyrrolopyrrole (DPP), and naphthalenediimide (NDI) derivatives, three novel BTP-based copolymers (PBTP-IDG, PBTP-DPP, and PBTP-NDI) have been synthesized and characterized successfully. The results indicate that three BTP-based polymers exhibit broad absorption spectra and good solubility in most common solvents. Because of the dominantly electron-deficient contributions to the whole polymer backbones, the energy levels of the lowest unoccupied molecular orbitals are decreased to ca. -4.0 eV for all these polymers, thus exhibiting good electron affinities. Moreover, the deep-lying energy levels of the highest occupied molecular orbitals (HOMO) have been demonstrated for three BTP-based polymers, with the HOMO values ranging from -5.48 to -5.80 eV. Investigation of the OFETs performance indicates that three BTP-based polymers exhibit well hole transport properties in ambient air and excellent ambipolar performance in a N-2 glovebox. Compared with PBTP-IDG and PBTP-NDI, the uniform morphological structure, interconnected polycrystalline grain, and close pi-pi stacking distance endow PBTP-DPP with higher hole mobility of 1.43 cm(2) V-1 s(-1). Particularly, the well-balanced hole and electron mobilities of 0.68 and 0.13 cm(2) V-1 s(-1) have been demonstrated for the PBTP-DPP-based OFETs in a N-2 atmosphere, respectively. The results suggest that the nonplanar BTP unit and its derivatives are promising p-conjugated building blocks for the design and synthesis of solution-processable polymer semiconductors with high charge-transporting performance.
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