Enhancement of Solid‐State Reversible Photochromism by Incorporation of Rigid Steric Hindrance Groups,Advanced Optical Materials

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Enhancement of Solid‐State Reversible Photochromism by Incorporation of Rigid Steric Hindrance Groups
Advanced Optical Materials ( IF 8.0 ) Pub Date : 2020-11-10 , DOI: 10.1002/adom.202001584
Yuhui Yang _{1,

2,

3} , Junzhao He ₁ , Zhe He ₁ , Guohua Jiang _{1,

2,

3}

Affiliation

Solid‐state materials with reversible properties are highly attractive, owing to versatile applications in security, sensors, bioimaging, and information storage. Unfortunately, obtaining these materials in the solid state remains a huge challenge. Efficient isomerization usually requires sufficient conformational freedom and cannot be achieved without solvents or matrices. In this study, four structurally simple spiropyran derivatives are prepared that show excellent reversible photochromism under solvent‐free conditions. The large free volumes induced by different rigid aromatic ring groups enable an efficient photoswitching between closed‐ring compounds and their photoisomers. Furthermore, these compounds exhibit mechanochromic properties upon application of a mechanical force. Their color can be maintained for at least 2 days without fading under visible light irradiation at 30 °C, and can be easily erased by heating at 60 °C for 5 min. At least 30 consecutive print–erase cycles can be performed without apparent fatigue. The excellent solid‐state photochromic properties of the present compounds can find application in both UV printing and rewritable paper.

中文翻译：

通过结合刚性立体阻挠基团来增强固态可逆光致变色

由于在安全性，传感器，生物成像和信息存储方面的广泛应用，具有可逆特性的固态材料极具吸引力。不幸的是，以固态获得这些材料仍然是巨大的挑战。有效的异构化通常需要足够的构象自由度，如果没有溶剂或基质则无法实现。在这项研究中，制备了四种结构简单的螺吡喃衍生物，它们在无溶剂条件下显示出优异的可逆光致变色现象。由不同的刚性芳环基团诱导的大量自由体积可实现闭环化合物及其光异构体之间的高效光开关。此外，这些化合物在施加机械力时显示出机械变色性质。它们的颜色可以保持至少2天，而在30°C的可见光照射下不会褪色，并且可以通过在60°C加热5分钟轻松消除。可以执行至少30个连续的打印擦除周期，而不会明显疲劳。本发明化合物的出色的固态光致变色性能可用于UV印刷和可重写纸。

更新日期：2021-01-04

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