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2024 , Vol. 44 >Issue 9: 2810 - 2819

DOI: https://doi.org/10.6023/cjoc202404033

研究论文

核扩展的萘二酰亚胺-插烯四硫富瓦烯类双极性有机半导体

  • 张瑞 ,
  • 何萌萌 ,
  • 向焌钧 ,
  • 蔡莎莉 ,
  • 葛从伍 ,
  • 高希珂
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  • a 中国科学技术大学化学与材料科学学院 合肥 230026
    b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032
    c 四川师范大学化学与材料科学学院 成都 610066
†共同第一作者.

收稿日期: 2024-04-22

  修回日期: 2024-05-23

  网络出版日期: 2024-05-30

基金资助

国家自然科学基金(22225506); 中国科学院战略性先导科技专项B类(XDB0520101); 上海市启明星计划(21QA1411100); 中国科学院青年创新促进会(2022252)

收起

Core-Expanded Naphthalene Diimides-Vinylogous Tetrathia-fulvalenes toward Ambipolar Organic Semiconductors

  • Rui Zhang ,
  • Mengmeng He ,
  • Junjun Xiang ,
  • Shali Cai ,
  • Congwu Ge ,
  • Xike Gao
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  • a School of Chemistry and Materials Science, University of Science and Technology of China, Hefei 230026
    b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
    c College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610066
†These authors contributed equally to this work.
*E-mail: ;

Received date: 2024-04-22

  Revised date: 2024-05-23

  Online published: 2024-05-30

Supported by

National Natural Science Foundation of China(22225506); Strategic Priority Research Program of the Chinese Academy of Sciences(XDB0520101); Shanghai Rising-Star Program(21QA1411100); Youth Innovation Promotion Association CAS(2022252)

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摘要

与p-型和n-型有机半导体相结合的方法相比, 双极性有机半导体在构筑逻辑互补电路方面具有明显优势, 然而,目前综合性能优良的双极性有机半导体仍较为缺乏. 通过能级调控策略, 设计合成了五个苯并六元氮/氧/硫杂环核扩展的萘二酰亚胺-插烯四硫富瓦烯(NDI-VTTF)衍生物1~5, 并对其底栅顶接触结构的有机场效应晶体管(OFET)器件性能进行了研究. 结果表明化合物1~5均具有双极性载流子传输特性, 其中化合物1, 3~5是电子传输主导的双极性有机半导体, 而化合物2是电子和空穴传输性能平衡的双极性有机半导体. 得益于热退火处理对薄膜结晶性的提高和微观形貌的改善, 基于化合物1~5的薄膜OFET器件的迁移率均随热退火温度的升高而增大, 其中基于化合物2的薄膜OFET器件经180 ℃热退火后的电子和空穴迁移率分别达到0.037和0.050 cm2•V－1•s－1.

关键词： 逻辑互补电路; 有机场效应晶体管; 双极性有机半导体; 萘二酰亚胺-插烯四硫富瓦烯; 核扩展; 能级调控

本文引用格式

张瑞 , 何萌萌 , 向焌钧 , 蔡莎莉 , 葛从伍 , 高希珂 . 核扩展的萘二酰亚胺-插烯四硫富瓦烯类双极性有机半导体[J]. 有机化学, 2024 , 44(9) : 2810 -2819 . DOI: 10.6023/cjoc202404033

Abstract

In comparison with the combination of p- and n-type organic semiconductors, the way to construct logic comple- mentary circuits by ambipolar organic semiconductors has obvious advantages. However, so far, the ambipolar ones with high performance are still scarce. In this work, a series of benzo six-membered nitrogen/oxygen/sulfur heterocycles core-substituted naphthalene diimides-vinylogous tetrathiafulvalene (NDI-VTTF) derivatives 1~5 were designed by energy level regulation strategy. Subsequently, bottom-gate and top-contact organic field-effect transistors (OFETs) based on compounds 1~5 were fabricated and systematically studied. The results showed that all the OFET devices exhibit ambipolar semiconducting behaviors, among them the OFET devices based on compounds 1, 3~5 displayed electron-dominated ambipolar charge transport characteristics, while the devices based on compound 2 showed balanced ambipolar charge transport features. Due to the improvement of thin-film crystallinity and morphology by thermal annealing treatment, the performance of OFETs based on compounds 1~5 was improved with the increase of thermal annealing temperature. When thermal annealed at 180 ℃, OFETs based on compound 2 showed the balanced electron and hole mobilities of up to 0.037 and 0.050 cm2•V－1•s－1, respectively.

Key words： logic complementary circuits; organic field-effect transistors; ambipolar organic semiconductors; naphthalene diimides-vinylogous tetrathiafulvalenes; core-substituted; energy level regulation

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