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具有高效光致变色性能的二酯乙烯基官能化受体-受体型二噻吩乙烯

Diestervinyl-functionalized acceptor-acceptor type dithienylethenes with efficient photochromic performance.

作者信息

Wang Sujun, Zhou Hui, Xiong Chunlin, Zhou Lin, Han Jingfang, Cao Xiaohan, Chen Si, Li Ziyong

机构信息

Luoyang Key Laboratory of Organic Functional Molecules, College of Food and Drug, Luoyang Normal University, Luoyang 471934, PR China.

Luoyang Key Laboratory of Organic Functional Molecules, College of Food and Drug, Luoyang Normal University, Luoyang 471934, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Jun 5;294:122488. doi: 10.1016/j.saa.2023.122488. Epub 2023 Feb 11.

Abstract

Exploring novel dithienylethenes (DTEs) with efficient photochromism has drawn increasing attention in virtue of the potential applications for photoelectric functional materials. In this contribution, we presented two novel acceptor-acceptor (A-A) type DTE derivatives (4a and 4b) by incorporating the diestervinyl moieties with strong electron-withdrawing capacity into two sides of DTE skeleton. The corresponding structures were well confirmed by the NMR (H and C) and HRMS. When irradiated alternately with ultraviolet and visible light, 4a and 4b showed efficient photochromism in toluene, chloroform and DMSO, clearly implying a solvent-dependence feature. Moreover, excellent photoswitching behaviors were also observed in the poly(methyl methacrylate) (PMMA) film. The density functional theory (DFT) calculations suggested that strong Acceptor-Acceptor effect plays a dominative role in the efficient photochromic performance. Hence, this study will provide a useful guidance for developing high-performance DTE derivatives in multi-media.

摘要

鉴于光电功能材料的潜在应用,探索具有高效光致变色性能的新型二噻吩乙烯(DTEs)已引起越来越多的关注。在本论文中,我们通过将具有强吸电子能力的二酯乙烯基部分引入到DTE骨架的两侧,合成了两种新型的受体-受体(A-A)型DTE衍生物(4a和4b)。通过核磁共振(H和C)和高分辨质谱对相应结构进行了很好的确认。当用紫外光和可见光交替照射时,4a和4b在甲苯、氯仿和二甲基亚砜中表现出高效的光致变色性能,这清楚地表明了其溶剂依赖性特征。此外,在聚甲基丙烯酸甲酯(PMMA)薄膜中也观察到了优异的光开关行为。密度泛函理论(DFT)计算表明,强受体-受体效应在高效光致变色性能中起主导作用。因此,本研究将为在多种介质中开发高性能DTE衍生物提供有益的指导。

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