包含环状脲基嘧啶酮 (UPy) 四重氢键结构的半导体聚合物的设计、合成和表征,Macromolecules

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包含环状脲基嘧啶酮 (UPy) 四重氢键结构的半导体聚合物的设计、合成和表征
Macromolecules ( IF 5.1 ) Pub Date : 2023-07-11 , DOI: 10.1021/acs.macromol.3c00443
Xiaohong Wang _{1,

2} , Chenyin Xu _{1,

2} , Ning Xu _{1,

2} , Longlong Jiang _{1,

2} , Yunfei Wang ₃ , Fan Ni _{1,

2} , Guobing Zhang _{1,

2} , Xiaodan Gu ₃ , Longzhen Qiu _{1,

2}

Affiliation

在半导体聚合物中引入氢键结构是增强链内/链间相互作用、提高聚合物整体性能的有效方法。在这项研究中，采用新的设计策略，通过合理设计的环状四氢键脲基嘧啶酮（UPy）与烷基链取代的DPP共聚，构建了主链中具有四重氢键的二酮吡咯并吡咯（DPP）基无规共聚物。分子内氢键。具体来说，通过Stille偶联将不同比例的环状UPy结构引入DPP基共轭聚合物中。在拉伸之前和之后对所得系列聚合物的电学和机械性能进行了表征。由于环状UPy单元的引入，共聚物的拉伸性能得到改善，在100%拉伸下具有27.9%的迁移率保持率。更重要的是，前所未有地将分子内四重氢键引入共轭聚合物的主链中，为方便地将多个分子内氢键引入共轭聚合物中提供了新的策略，更有希望丰富可拉伸半导体聚合物的结构类型。

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Design, Synthesis, and Characterization of Semiconducting Polymers Incorporating a Ring-like Ureidopyrimidinone (UPy) Quadruple Hydrogen Bonding Structure

Introducing hydrogen bonding structures into semiconducting polymers is an effective method to enhance the intra/interchain interactions and improve the overall performance of the polymer. In this study, diketopyrrolopyrrole (DPP)-based random copolymers with quadruple hydrogen bonding in the backbone are constructed by the copolymerization of a rationally designed ring-like tetrahydrogen-bonded ureidopyrimidinone (UPy) with alkyl chain-substituted DPP using a new design strategy via intramolecular hydrogen bonding. Specifically, ring-like UPy structures with different ratios were introduced into DPP-based conjugated polymers by the Stille coupling. The electrical and mechanical properties of the resulting series polymers were characterized before and after stretching. The copolymer’s tensile properties were improved owing to the introduction of the ring-like UPy unit, with 27.9% mobility retention under 100% stretching. More importantly, intramolecular quadruple hydrogen bonding was unprecedentedly introduced into the backbone of conjugated polymers, developing a new strategy for the introduction of multiple intramolecular hydrogen bonds into conjugated polymers conveniently and, more promisingly, enriching structural types of stretchable semiconductor polymers.

更新日期：2023-07-11

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