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Mechanofluorochromism of pyrene-derived amidophosphonates.
Photochemical & Photobiological Sciences ( IF 3.1 ) Pub Date : 2020-01-23 , DOI: 10.1039/c9pp00457b
Yuichi Hirai 1 , Anna Wrona-Piotrowicz , Janusz Zakrzewski , Arnaud Brosseau , Régis Guillot , Rémi Métivier , Clémence Allain
Affiliation  

Aiming to develop a library of organic mechanofluorochromic (MFC) materials, solid-state emission properties of pyrene-derivatives with amidophosphonate groups (diethyl 1-(pyrene-1-carboxamido)alkylphosphonates, alkyl: methyl, isopropyl, phenyl) were investigated. All of these compounds were found to show strong blue fluorescence, and blue-to-green emission shift was identified upon grinding. Monomer and several excimer emissive species were identified by steady-state and time-resolved fluorescence investigations. The characteristic green-to-blue thermal back reaction was observed even at room temperature without additives, which would be related to the flexibility of side groups for molecular rearrangement. We here demonstrated that the pyrene-derived compounds can be attractive platforms to host MFC properties.

中文翻译:

pyr衍生的酰胺基膦酸酯的机械荧光变色。

为了开发有机机械变色(MFC)材料库,研究了具有氨基膦酸酯基团(1-乙基(py-1-甲酰胺基)烷基膦酸酯,烷基:甲基,异丙基,苯基)的pyr衍生物的固态发射特性。发现所有这些化合物均显示出强蓝色荧光,并且在研磨时鉴定出蓝绿色发射移位。通过稳态和时间分辨荧光研究鉴定了单体和几种准分子发射物质。即使在没有添加剂的室温下,也观察到了特征性的绿色至蓝色热逆反应,这与侧基用于分子重排的柔性有关。在这里,我们证明了compounds衍生的化合物可以成为承载MFC性能的诱人平台。
更新日期:2020-02-19
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