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Is a polymer semiconductor having a "perfect" regular structure desirable for organic thin film transistors?

ABSTRACT: This study utilized high temperature NMR and matrix-assisted laser desorption/ionization time-of-flight (MALDI-ToF) mass spectrometry to reveal that appreciable amounts of structural defects are present in the diketopyrrolopyrrole (DPP)-quaterthiophene copolymers (PDQT) synthesized by the Stille coupling polymerization with Pd(PPh3)2Cl2, Pd2(dba)3/P(o-tol)3, and Pd(PPh3)4 catalyst systems. It was proposed that these structural defects were produced via homocoupling side reactions of the C-Br bonds and the organostannane species. Model Stille coupling reactions further substantiated that the amount of structural defects are catalyst-dependent following the order of Pd(PPh3)2Cl2 > Pd2(dba)3/P(o-tol)3 > Pd(PPh3)4. To verify the structural assignments, "perfect" structurally regular PDQT polymers were prepared using Yamamoto coupling polymerization. When compared to the structurally regular polymers, the polymers containing defects exhibited notable redshifts in their absorption spectra. Surprisingly, the "perfect" structurally regular polymers showed poor molecular ordering in thin films and very low charge transport performance as channel semiconductors in organic thin film transistors (OTFTs). On the contrary, all the "defected" polymers exhibited much improved molecular ordering and significantly higher charge carrier mobility.

SUBMITTER: Hong W

PROVIDER: S-EPMC5657407 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature

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Is a polymer semiconductor having a "perfect" regular structure desirable for organic thin film transistors?

Hong Wei W Chen Shaoyun S Sun Bin B Arnould Mark A MA Meng Yuezhong Y Li Yuning Y

Chemical science 20150331 5

This study utilized high temperature NMR and matrix-assisted laser desorption/ionization time-of-flight (MALDI-ToF) mass spectrometry to reveal that appreciable amounts of structural defects are present in the diketopyrrolopyrrole (DPP)-quaterthiophene copolymers (PDQT) synthesized by the Stille coupling polymerization with Pd(PPh3)2Cl2, Pd2(dba)3/P(o-tol)3, and Pd(PPh3)4 catalyst systems. It was propo ...[more]

PMID: 29142690

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Project description:Large-scale commercial synthesis of bulk-heterojunction (BHJ) solar cell materials is very challenging and both time and energy consuming. Synthesis of π-conjugated polymers (CPs) with uniform batch-to-batch molecular weight and low dispersity is a key requirement for better reproducibility of high-efficiency polymer solar cells. Herein, a conjugated polymer (CP) PTB7-Th, well known for its high performance, has been synthesized with high molecular weight and low dispersity in a closed microwave reactor. The microwave reaction procedure is known to be more controlled and consumes less energy. The precursors were strategically reacted for different reaction time durations to obtain the optimum molecular weight. All different CPs were well characterized using 1H NMR, gel permeation chromatography (GPC), UV-vis, photoluminescence (PL), electron spin resonance (ESR), and Raman spectroscopy, whereas the film morphology was extensively studied via atomic force microscopy (AFM) and grazing incidence X-ray diffraction (GIXRD) techniques. The effect of molecular weight on a conventional BHJ solar cell with PC71BM acceptor was investigated to derive systematic structure-property relationships. The CP obtained after 35 min of reaction time and integrated into BHJ devices under ambient conditions provided the best performance with a power conversion efficiency (PCE) of 8.09%, which was quite similar to the results of CPs synthesized via a thermal route. An enhanced PCE of 8.47% was obtained for the optimized polymer (35 min microwave reaction product) when device fabrication was carried out inside a glovebox. The organic thin-film transistor (OTFT) device with the microwave-synthesized CP displayed better hole mobility (0.137 cm2 V-1 s-1) as compared to that with the thermally synthesized CP. This study also proved that the device stability and reproducibility of the microwave-synthesized CP were much better and more consistent than those of the thermally developed CP.

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Is a polymer semiconductor having a "perfect" regular structure desirable for organic thin film transistors?

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Is a polymer semiconductor having a "perfect" regular structure desirable for organic thin film transistors?

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