(Hetero)cycloarenes possessing rigid molecular skeletons and largeπ-systems are the potential active materials in various electronic devices.However,the development of their organic electronics still lags far behind ...(Hetero)cycloarenes possessing rigid molecular skeletons and largeπ-systems are the potential active materials in various electronic devices.However,the development of their organic electronics still lags far behind the synthetic chemistry.Herein,in order to bridge this gap,we reported the study of organic semiconductor materials based on heterocycloarenes in detail about the relationship between structure,properties,and device performance.Three varying straight alkyl chain substituted butterflyshaped heterocycloarenes PTZs were strategically synthesized.Compared with bulky aryl(mesityl)substituted PTZ1,PTZs show additional self-assembly behavior.Concentration-dependent^(1)H NMR spectra indicated that the self-assembly behavior can be modulated by the alkyl chain length.Medium alkyl chain length substituted heterocycloarene PTZ-C6 showed the strongest association constants of 490 M^(–1)in solution,and a similar trend was also observed in solid state by thin film absorption spectra.Remarkably,despite the nonplanar conjugated backbones,solution-processing thin film transistor based on PTZ-C6 exhibits hole mobility up to 0.13 cm^(2)V^(–1)s^(–1)and considerable current on/off ratio of 10^(5).Our study demonstrates that substituent engineering of heterocycloarenes is a powerful strategy for modulating self-assembling structures and promoting transistor device performance.展开更多
基金supported by the National Natural Science Foundation of China(52073063,61890940)the National Key R&D Program of China(2018YFA0703200)+1 种基金the Natural Science Foundation of Shanghai(22ZR1405800 and 23ZR1405100)the Program for Professor of Special Appointment(Eastern Scholar)at the Shanghai Institutions of Higher Learning。
文摘(Hetero)cycloarenes possessing rigid molecular skeletons and largeπ-systems are the potential active materials in various electronic devices.However,the development of their organic electronics still lags far behind the synthetic chemistry.Herein,in order to bridge this gap,we reported the study of organic semiconductor materials based on heterocycloarenes in detail about the relationship between structure,properties,and device performance.Three varying straight alkyl chain substituted butterflyshaped heterocycloarenes PTZs were strategically synthesized.Compared with bulky aryl(mesityl)substituted PTZ1,PTZs show additional self-assembly behavior.Concentration-dependent^(1)H NMR spectra indicated that the self-assembly behavior can be modulated by the alkyl chain length.Medium alkyl chain length substituted heterocycloarene PTZ-C6 showed the strongest association constants of 490 M^(–1)in solution,and a similar trend was also observed in solid state by thin film absorption spectra.Remarkably,despite the nonplanar conjugated backbones,solution-processing thin film transistor based on PTZ-C6 exhibits hole mobility up to 0.13 cm^(2)V^(–1)s^(–1)and considerable current on/off ratio of 10^(5).Our study demonstrates that substituent engineering of heterocycloarenes is a powerful strategy for modulating self-assembling structures and promoting transistor device performance.
