Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport
RESEARCH ARTICLE|Updated:2026-07-20
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Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport
Chinese Journal of Polymer ScienceVol. 44, Pages: 1-10(2026)
Affiliations:
a.Key Laboratory of Flexible Optoelectronic Materials and Technology, Ministry of Education, School of Optoelectronic Materials & Technology, Jianghan University, Wuhan 430056, China
b.Beijing National Laboratory for Molecular Sciences, the Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China
c.Institute of Chemistry Chinese Academy of Sciences, Beijing 100080, China
Wang, Y. Z.; Zhang, X. Y.; Liang, Z. Z.; Mu, Y. B.; Zhao, Z. Y.; Wang, J. Y.; Pei, J.; Liu, Y. Q.; Wan, X. B. Pyrimidoisoindigo-based polymers for ambipolar charge transport. Chinese J. Polym. Sci. https://doi.org/10.1007/s10118-026-3709-3
Yu-Ze Wang, Xiao-Yan Zhang, Ze-Zhou Liang, et al. Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport[J/OL]. Chinese Journal of Polymer Science, 2026, 441-10.
Wang, Y. Z.; Zhang, X. Y.; Liang, Z. Z.; Mu, Y. B.; Zhao, Z. Y.; Wang, J. Y.; Pei, J.; Liu, Y. Q.; Wan, X. B. Pyrimidoisoindigo-based polymers for ambipolar charge transport. Chinese J. Polym. Sci. https://doi.org/10.1007/s10118-026-3709-3DOI:
Yu-Ze Wang, Xiao-Yan Zhang, Ze-Zhou Liang, et al. Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport[J/OL]. Chinese Journal of Polymer Science, 2026, 441-10.DOI: 10.1007/s10118-026-3709-3.
Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport
Two pyrimidoisoindigo-based polymers were synthesized by copolymerizing thiophene-flanked pyrimidoisoindigo (T-PymII) with thiophene (T) or 3
4-difluorothiophene (2FT)
and their structure–property correlations were investigated. Although both polymers exhibited ambipolar transport properties
P(PymII-TTT) was dominated by hole transport
while P(PymII-T-2FT-T) was dominated by electron transport. Among them
the highest hole mobility up to 1.66×10
−2
cm
2
·V
−1
·s
−1
was observed for P(PymII-TTT)
while the highest electron mobility of 6.37×10
−3
cm
2
·V
−1
·s
−1
was observed for P(PymII-T-2FT-T). AFM and GIWAXS analyses revealed that their poor morphology and crystallinity may account for their inferior performance. Therefore
further side-chain engineering is needed to improve the crystallinity of PymII-based polymers.
关键词
Keywords
references
Tsumura, A.; Koezuka, H.; Ando, T. Macromolecular electronic device: Field-effect transistor with a polythiophene thin film. Appl. Phys. Lett. 1986 , 49 , 1210−1212..
Yao, Y.; Dong, H.; Liu, F.; Russell, T. P.; Hu, W. Approaching intra- and interchain charge transport of conjugated polymers facilely by topochemical polymerized single crystals. Adv. Mater. 2017 , 29 , 1701251..
Zhang, W.; Shi, K.; Lai, J.; Zhou, Y.; Wei, X.; Che, Q.; Wei, J.; Wang, L.; Yu, G. Record-high electron mobility exceeding 16 cm 2 V −1 s −1 in bisisoindigo-based polymer semiconductor with a fully locked conjugated backbone. Adv. Mater. 2023 , 35 , 2300145..
Chen, X.; Feng, L.; Yu, P.; Liu, C.; Lan, J.; Lin, Y.; Yang, X. Flexible thermoelectric films based on Bi 2 Te 3 nanosheets and carbon nanotube network with high n-type performance. ACS Appl. Mater. Interfaces 2021 , 13 , 5451−5459..
Qu, D.; Qi, T.; Huang, H. Acceptor–acceptor-type conjugated polymer semiconductors. J. Energy Chem. 2021 , 59 , 364−387..
[Zhao, Y.; Guo, Y.; Liu, Y. 25 th Anniversary article: recent advances in n-type and ambipolar organic field-effect transistors. Adv. Mater . 2013 , 25 , 5372−5391..
Zhu, M.; Guo, Y.; Liu, Y. A thriving decade: rational design, green synthesis, and cutting-edge applications of isoindigo-based conjugated polymers in organic field-effect transistors. Sci. China Chem. 2022 , 65 , 1225−1264..
Mei, J; Graham, K.; Stalder, R.; Reynolds, J. Synthesis of isoindigo-based oligothiophenes for molecular bulk heterojunction solar cells. Org. Lett. 2010 , 12 , 660−663..
Li, C.; Zhang, H.; Mirie, S.; Peng, J.; Cai, M.; Wang, X.; Lan, Z.; Wan, X. A new approach to thiazoloisoindigo and derivatives using a lithium tetramethylpiperidine promoted cyclization to thiazoloisatin. Org. Chem. Front. 2018 , 5 , 442−446..
Lei, T.; Dou, J.; Pei, J. Influence of alkyl chain branching positions on the hole mobilities of polymer thin-film transistors. Adv. Mater. 2012 , 24 , 6457−6461..
Lei, T.; Cao, Y.; Zhou, X.; Peng, Y.; Bian, J.; Pei, J. Systematic investigation of isoindigo-based polymeric field-effect transistors: design strategy and impact of polymer symmetry and backbone curvature. Chem. Mater. 2012 , 24 , 1762−1770..
Lei, T.; Dou, J.; Ma, Z.; Yao, C.; Liu, C.; Wang, J.; Pei, J. Ambipolar polymer field-effect transistors based on fluorinated isoindigo: high performance and improved ambient stability. J. Am. Chem. Soc. 2012 , 134 , 20025−20028..
Lei, T.; Dou, J.; Ma, Z.; Liu, C.; Wang, J.; Pei, J. Chlorination as a useful method to modulate conjugated polymers: balanced and ambient-stable ambipolar high-performance field-effect transistors and inverters based on chlorinated isoindigo polymers. Chem. Sci. 2013 , 4 , 2447−2452..
de Miguel, G.; Camacho, L.; García-Frutos, E. 7,7′-Diazaisoindigo: a novel building block for organic electronics. J. Mater. Chem. C 2016 , 4 , 1208−1214..
Lu, Y.; Liu, Y.; Dai, Y.; Yang, C.; Un, H.; Liu, S.; Shi, K.; Wang, J.; Pei, J. 5,5′-Diazaisoindigo: an electron-deficient building block for donor–acceptor conjugated polymers. Chem. Asian J . 2017 , 12 , 302−307..
Huang, J.; Mao, Z.; Chen, Z.; Gao, D.; Wei, C.; Zhang, W.; Yu, G. Diazaisoindigo-based polymers with high-performance charge-transport properties: from computational screening to experimental characterization. Chem. Mater. 2016 , 28 , 2209−2218..
Huang, J.; Chen, Z.; Mao, Z.; Gao, D.; Wei, C.; Lin, Z.; Li, H.; Wang, L.; Zhang, W.; Yu, G. Tu ning frontier orbital energetics of azaisoindigo-based polymeric semiconductors to enhance the charge-transport properties. Adv. Electron. Mater. 2017 , 3 , 1700078..
Yue, W.; Li, C.; Tian, X.; Li, W.; Neophytou, M.; Chen, H.; Du, W.; Jellett, C.; Chen, H.; Onwubiko, A.; McCulloch, I. Diazaisoindigo bithiophene and terthiophene copolymers for application in field-effect transistors and solar cells. J. Polym. Sci. A Polym. Chem. 2017 , 55 , 2691−2699..
Yue, W.; Nikolka, M.; Xiao, M.; Sadhanala, A.; Nielsen, C.; White, A.; Chen, H.; Onwubiko, A.; Sirringhaus, H.; McCulloch, I. Azaisoindigo conjugated polymers for high performance n-type and ambipolar thin film transistor applications. J. Mater. Chem. C 2016 , 4 , 9704−9710..
Li, C.; Un, H.; Peng, J.; Cai, M.; Wang, X.; Wang, J.; Lan, Z.; Pei, J.; Wan, X. Thiazoloisoindigo: a building block that merges the merits of thienoisoindigo and diazaisoindigo for conjugated polymers. Chem. Eur. J. 2018 , 24 , 9807−9811..
Li, B.; Zou, X.; Xiong, M.; Li, Q.; Kang, X.; Mu, Y.; Wang, J.; Pei, J.; Yang, C.; Lan, Z.; Wan, X. Thiazoloisoindigo-based ambipolar polymers for excellent balanced hole and electron mobility. Mater. Chem. Front. 2022 , 6 , 3369−3381..
Lv, S.; Li, Q.; Li, B.; Wang, J.; Mu, Y.; Li, L.; Pei, J.; Wan, X. Thiazole-flanked thiazoloisoindigo as a monomer for balanced ambipolar polymeric field-effect transistors. Chinese J. Polym. Sci. 2022 , 40 , 1131−1140..
Li, B.; Xiong, M.; Liu, M.; Li, Z.; Sang, L.; Xiong, Z.; Xiao, B.; Pei, J.; Wan, X. Thiazoloisoindigo-based polymer semiconductors: synthesis, structure-property relationship, charge carrier polarity, and field-effect transistor performance. Chinese J. Polym. Sci. 2023 , 42 , 24−31..