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噻唑稠合萘二酰亚胺基n型共轭聚合物:合成、性质及在有机电子学中的应用

Thiazole-Fused Naphthalene Diimide-Based n-Type Conjugated Polymer: Synthesis, Properties, and Applications in Organic Electronics.

作者信息

Xue Xiang, Li Cheng, Chenchai Kaiyuan, Zhang Xinyue, Shi Tianyu, Zhang Xisha, Zhang Guanxin, Zhang Deqing

机构信息

Beijing National Laboratory for Molecular Science, CAS Key Laboratory for Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.

School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing, 100049, China.

出版信息

Macromol Rapid Commun. 2025 Sep;46(17):e2500289. doi: 10.1002/marc.202500289. Epub 2025 May 21.

Abstract

Significant progress has been achieved in the development of p-type polymers with high hole mobilities. However, the advancement of n-type polymers has been comparatively slower, and the lack of high-performance electron-deficient materials continues to hinder the progress and practical application of various electronic devices. In this study, a new n-type conjugated polymer, PNDTzI, is synthesized based on a thiazole-fused naphthalene diimide unit. The incorporation of two thiazole rings at the β-position of the naphthalene ring effectively reduced steric hindrance between the naphthalene and thiophene units, resulting in an optimized backbone conformation. Density functional theory (DFT) calculations and cyclic voltammetry measurements show that PNDTzI exhibits a highly planar structure and a relatively deep lowest unoccupied molecular orbital (LUMO) energy level of -3.95 eV, facilitating efficient electron injection and transport. Field-effect transistors (FETs) using PNDTzI as the semiconducting layer exhibited the typical n-type transport characteristics with an electron mobility of up to 0.12 cmVs. Additionally, the thermoelectric performance of the n-doped PNDTzI films is evaluated, and the doped thin film shows a Seebeck coefficient of -354 µV K, and a power factor (PF) of 0.04 µWmK.

摘要

在具有高空穴迁移率的p型聚合物的开发方面已经取得了重大进展。然而,n型聚合物的发展相对较慢,并且缺乏高性能的缺电子材料继续阻碍各种电子器件的进步和实际应用。在本研究中,基于噻唑稠合萘二酰亚胺单元合成了一种新型n型共轭聚合物PNDTzI。在萘环的β位引入两个噻唑环有效地减少了萘单元和噻吩单元之间的空间位阻,从而优化了主链构象。密度泛函理论(DFT)计算和循环伏安测量表明,PNDTzI具有高度平面的结构和相对较深的最低未占据分子轨道(LUMO)能级,为-3.95 eV,有利于有效的电子注入和传输。以PNDTzI作为半导体层的场效应晶体管(FET)表现出典型的n型传输特性,电子迁移率高达0.12 cmVs。此外,还评估了n掺杂PNDTzI薄膜的热电性能,掺杂薄膜的塞贝克系数为-354 μV K,功率因子(PF)为0.04 μWmK。

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