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具有不同芳基取代基的咔唑基二氟硼化合物的机械荧光变色行为。

Mechanofluorochromic behaviours of functionalized carbazole-based difluoroboron compounds with different aryl substituents moieties.

机构信息

Yunnan Key Laboratory of Metal-Organic Molecular Materials and Device, School of Chemistry and Chemical Engineering, Kunming University, Kunming, China.

Key Laboratory of Natural Pharmaceutical & Chemical Biology of Yunnan Province, School of Chemistry and Resources Engineering, Honghe University, Mengzi, China.

出版信息

Luminescence. 2023 Aug;38(8):1501-1510. doi: 10.1002/bio.4532. Epub 2023 Jun 19.

DOI:10.1002/bio.4532
PMID:37292009
Abstract

To better understand the relationship between molecular structure and mechanofluorochromic characteristics, three carbazole-based N^O-chelated difluoroboron compounds (Cz-S-BF , Cz-PhNp-S-BF , and Cz-BNp-S-BF ) with different aryl substituents moieties were designed and synthesized. The mechanofluorochromic behaviours of Cz-S-BF (luminescence from bluish-green to yellowish-green, emission from 504 to 535 nm) without aryl substitution and Cz-PhNp-S-BF (luminescence from green and yellow, emission from 521 to 557 nm) with a phenyl-naphthalene group underwent reversible conversion using the grinding-fuming process. For Cz-BNp-S-BF this was not apparent due to the well coplanarity of the binaphthalene moiety. Mechanofluorochromic properties were demonstrated through XRD patterns measurement. We envisage that this study will provide a practicable reference to acquire organic molecules with mechanofluorochromic characteristics.

摘要

为了更好地理解分子结构和机械变色特性之间的关系,设计并合成了三种基于咔唑的 N^O-螯合二氟化硼化合物(Cz-S-BF、Cz-PhNp-S-BF 和 Cz-BNp-S-BF),它们具有不同的芳基取代基。没有芳基取代基的 Cz-S-BF(发光从蓝绿色变为黄绿色,发射从 504 到 535nm)和具有苯基-萘基的 Cz-PhNp-S-BF(发光从绿色和黄色,发射从 521 到 557nm)通过研磨冒烟过程发生了可逆转换。对于 Cz-BNp-S-BF,由于联萘部分的良好共面性,这并不明显。通过 XRD 图谱测量证明了机械变色性能。我们设想,这项研究将为获得具有机械变色特性的有机分子提供实用的参考。

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