Synthesis of Nitrogen-Containing Isoindigo Derivatives and Their Applications in Optoelectronic Materials

被引:1
作者
Luo, Licheng [1 ,2 ]
Li, Liang [1 ]
Mu, Youbing [2 ]
Li, Bowen [2 ]
Wan, Xiaobo [2 ]
机构
[1] Wuhan Inst Technol, Sch Mat & Engn, Wuhan 430074, Peoples R China
[2] Jianghan Univ, Sch Optoelect Mat & Technol, Minist Educ, Key Lab Photoelectrochem Mat & Devices, Wuhan 430056, Peoples R China
基金
中国国家自然科学基金;
关键词
nitrogen-containing isoindigo; organic optoelectronic materials; polymer field effect transistors; PERFORMANCE N-TYPE; FIELD-EFFECT TRANSISTORS; CONJUGATED POLYMERS; BUILDING-BLOCK; COPOLYMER; OXIDATION; DEVICE; BDOPV;
D O I
10.6023/cjoc202202031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoindigo has played an important role in organic optoelectronic materials as an excellent acceptor building block due to its planarity and electron-withdrawing capability. The modification, of isoindigo has also become the focus of academia. Recently, great achievements have been made in the synthesis of nitrogen-containing isoindigo derivatives and their applications as optoelectronic materials. The incorporation of nitrogen atom can further adjust the electron push/pull ability and the planarity of isoindigo derivatives, thereby tune their optoelectronic properties. The development of nitrogen-containing isoindigo derivatives, as well as their applications in optoelectronic materials, which we hope would provide useful information for the design of conjugated optoelectronic materials, is summarized.
引用
收藏
页码:1960 / 1973
页数:14
相关论文
共 49 条
[1]   Influence of structure-property relationships of two structural isomers of thiophene-flanked diazaisoindigo on carrier-transport properties [J].
Ashizawa, Minoru ;
Hasegawa, Tsukasa ;
Kawauchi, Susumu ;
Masunaga, Hiroyasu ;
Hikima, Takaaki ;
Satod, Hiroyasu ;
Matsumoto, Hidetoshi .
RSC ADVANCES, 2016, 6 (111) :109434-109441
[2]   A new thiophene substituted isoindigo based copolymer for high performance ambipolar transistors [J].
Ashraf, Raja Shahid ;
Kronemeijer, Auke Jisk ;
James, David Ian ;
Sirringhaus, Henning ;
McCulloch, Iain .
CHEMICAL COMMUNICATIONS, 2012, 48 (33) :3939-3941
[3]   N-Fused BDOPV: a tetralactam derivative as a building block for polymer field-effect transistors [J].
Cao, Yue ;
Yuan, Jing-Song ;
Zhou, Xu ;
Wang, Xiao-Ye ;
Zhuang, Fang-Dong ;
Wang, Jie-Yu ;
Pei, Jian .
CHEMICAL COMMUNICATIONS, 2015, 51 (52) :10514-10516
[4]   Donor-Acceptor Conjugated Polymers Based on Bisisoindigo: Energy Level Modulation toward Unipolar n-Type Semiconductors [J].
Chen, Fangzheng ;
Jiang, Yu ;
Sui, Ying ;
Zhang, Jidong ;
Tian, Hongkun ;
Han, Yang ;
Deng, Yunfeng ;
Hu, Wenping ;
Geng, Yanhou .
MACROMOLECULES, 2018, 51 (21) :8652-8661
[5]   Tunable charge-transport polarity in thienothiophene-bisoxoindolinylidene-benzodifurandione copolymers for high-performance field-effect transistors [J].
Chen, Zhihui ;
Huang, Jianyao ;
Zhang, Weifeng ;
Zhou, Yankai ;
Wei, Xuyang ;
Wei, Jinbei ;
Zheng, Yuanhui ;
Wang, Liping ;
Yu, Gui .
JOURNAL OF MATERIALS CHEMISTRY C, 2022, 10 (07) :2671-2680
[6]   Embedding electron-deficient nitrogen atoms in polymer backbone towards high performance n-type polymer field-effect transistors [J].
Dai, Ya-Zhong ;
Ai, Na ;
Lu, Yang ;
Zheng, Yu-Qing ;
Dou, Jin-Hu ;
Shi, Ke ;
Lei, Ting ;
Wang, Jie-Yu ;
Pei, Jian .
CHEMICAL SCIENCE, 2016, 7 (09) :5753-5757
[7]   7,7′-Diazaisoindigo: a novel building block for organic electronics [J].
de Miguel, Gustavo ;
Camacho, Luis ;
Garcia-Frutos, Eva M. .
JOURNAL OF MATERIALS CHEMISTRY C, 2016, 4 (06) :1208-1214
[8]   Aggregation-Induced Enhanced Emission (AIEE) from N,N-Octyl-7,7′-diazaisoindigo-Based Organogel [J].
Garzon, Andres ;
Navarro, Amparo ;
Lopez, Daniel ;
Perles, Josefina ;
Garcia-Frutos, Eva M. .
JOURNAL OF PHYSICAL CHEMISTRY C, 2017, 121 (48) :27071-27081
[9]   Semiconducting polymers: the Third Generation [J].
Heeger, Alan J. .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (07) :2354-2371
[10]   Tuning Frontier Orbital Energetics of Azaisoindigo-Based Polymeric Semiconductors to Enhance the Charge-Transport Properties [J].
Huang, Jianyao ;
Chen, Zhihui ;
Mao, Zupan ;
Gao, Dong ;
Wei, Congyuan ;
Lin, Zuzhang ;
Li, Hao ;
Wang, Liping ;
Zhang, Weifeng ;
Yu, Gui .
ADVANCED ELECTRONIC MATERIALS, 2017, 3 (11)