Conjugation Length Adjustment and Application of Oligomers Based on Benzodiindodione: Conjugated Polymer Construction and Carrier Transport Performance Regulation

Hou-ji Cai; Ruo-xi Tan; Fang-liang Dong; Jie Zhang; Zheng-wei Hu; Hai-yang Zhao; Chun-chen Liu; Ming Wang; Fei Huang; Yong Cao

doi:10.11777/j.issn1000-3304.2024.24225

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Conjugation Length Adjustment and Application of Oligomers Based on Benzodiindodione: Conjugated Polymer Construction and Carrier Transport Performance Regulation

Research Article | 更新时间：2026-05-12

- Conjugation Length Adjustment and Application of Oligomers Based on Benzodiindodione: Conjugated Polymer Construction and Carrier Transport Performance Regulation
- Acta Polymerica Sinica Vol. 56, Issue 2, Pages: 286-298(2025)
- 作者机构：
  
  1.华南理工大学材料科学与工程学院发光材料与器件国家重点实验室广州 510610
  2.东华大学材料科学与工程学院先进低维材料中心上海 201620
- 作者简介：
  
  Jie Zhang, E-mail: msjzhang@scut.edu.cn
  Ming Wang, E-mail: E-mail: mwang@dhu.edu.cn
  Fei Huang, E-mail: msfhuang@scut.edu.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2024.24225
  CLC：
- CSTR：32057.14.GFZXB.2024.7299
- Received：27 August 2024，
  
  Accepted：22 September 2024，
  
  Online First：25 December 2024，
  
  Published：20 February 2025
- 稿件说明：
移动端阅览
蔡厚继, 谭若兮, 董方亮, 张杰, 胡正伟, 赵海洋, 刘春晨, 王明, 黄飞, 曹镛. 基于苯并二吲哚二酮的低聚物共轭长度调节及应用：共轭聚合物构建及载流子传输性能调控. 高分子学报, 2025, 56(2), 286-298

Cai, H. J.; Tan, R. X.; Dong, F. L.; Zhang, J.; Hu, Z. W.; Zhao, H. Y.; Liu, C. C.; Wang, M.; Huang, F.; Cao, Y. Conjugation length adjustment and application of oligomers based on benzodiindodione: conjugated polymer construction and carrier transport performance regulation. Acta Polymerica Sinica, 2025, 56(2), 286-298
蔡厚继, 谭若兮, 董方亮, 张杰, 胡正伟, 赵海洋, 刘春晨, 王明, 黄飞, 曹镛. 基于苯并二吲哚二酮的低聚物共轭长度调节及应用：共轭聚合物构建及载流子传输性能调控. 高分子学报, 2025, 56(2), 286-298 DOI： 10.11777/j.issn1000-3304.2024.24225. CSTR： 32057.14.GFZXB.2024.7299.

Cai, H. J.; Tan, R. X.; Dong, F. L.; Zhang, J.; Hu, Z. W.; Zhao, H. Y.; Liu, C. C.; Wang, M.; Huang, F.; Cao, Y. Conjugation length adjustment and application of oligomers based on benzodiindodione: conjugated polymer construction and carrier transport performance regulation. Acta Polymerica Sinica, 2025, 56(2), 286-298 DOI： 10.11777/j.issn1000-3304.2024.24225. CSTR： 32057.14.GFZXB.2024.7299.

摘要

有机共轭聚合物的载流子传输性能与共轭结构息息相关. 然而，在分子水平上理解分子共轭长度与材料及器件性能的关系仍缺乏相关依据，设计和开发新型且共轭长度连续可控的结构单元在合成上面临挑战. 基于此，本研究提供了一种新的分子设计和合成思路，通过氧化偶联的方式合成了一系列分子共轭长度可控的苯并二吲哚二酮衍生物的共轭低聚物，并将其构建成相应的聚合物，展示了其可调控的电子传输性能. 随着中间构筑单元共轭长度的增加，材料的最低未占分子轨道(LUMO)能级逐渐降低，带隙变窄，传输性质由p型传输转变为双极型传输. 含有单个苯并二吲哚二酮构筑单元的聚合物PBIDI-4F-T表现出了9.05×10

-2

·V

-1

·s

-1

的最大电子迁移率和4.21×10

-3

·V

-1

·s

-1

的最大空穴迁移率. 本工作为探索电子受体低聚物单元共轭长度与聚合物载流子电荷传输性能之间的构效关系提供了新的参考.

Abstract

The carrier transport performance of organic conjugated polymers is closely related to the conjugated structure. However

there is still a lack of relevant principle for understanding the relationship between molecular conjugate length and the properties of materials and devices at the molecular level

and the design and development of units with continuous and controllable conjugate length faces challenges in synthesis. Based on this

this paper provides a new molecular design strategy and synthesis method

and synthesized a series of oligomers and corresponding polymers with controllable molecular conjugate lengths of benzodiindodione derivatives by oxidative coupling

and demonstrates their tunable charge transport performance. With the increase of the conjugate length of the intermediate building block

the lowest unoccupied molecular orbital

(

LUMO) energy level of the materials decreases gradually

the band gap narrows

and the charger carrier transport property changes from p-type to ambipolar transport characteristics. The polymer PBIDI-4F-T containing a single benzodiindodione building

block exhibits the highest electron mobility of 9.05×10

-2

·V

-1

·s

-1

and a hole mobility of 4.21×10

-3

·V

-1

·s

-1

. This work provides a new reference for exploring the structure- property relationship between the conjugate length of the acceptor oligomer units and the charge carrier transport performance of polymers.

关键词

Keywords

references

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