4.8 Article

Multiple Anti-Counterfeiting Guarantees from a Simple Tetraphenylethylene Derivative - High-Contrasted and Multi-State Mechanochromism and Photochromism

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 49, Pages 17814-17819

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201910530

Keywords

aggregation induced emission; anti-counterfeiting; mechanochromism; photochromism; tetraphenylethylene

Funding

  1. National Nature Science Foundation of China [21574085]
  2. Natural Science Foundation of Guangdong Province [2016A030312002, 2017A030313067]

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Herein the novel tetraphenylethylene (TPE) derivative 1 was designed with an integration of aggregation-induced emission (AIE), multi-state mechanochromism and self-recovery photochromism. The molecule was susceptible to grinding, heating and vapor fuming and showed corresponding transition of its emission colors. The heated powder or single crystal of 1 exhibited reversible photochromism. After a short period of UV irradiation, it showed a bright red color, but recovered to its original white appearance within 1 min. The photochromism is due to the formation of photocyclization intermediates upon UV irradiation, while the eversible mechanochromism is attributed to the weak molecular interactions derived from head-to-tail stacking of the molecules. This reversible multi-state, high-contrasted and rapid responsive mechanochromic and photochromic property cooperatively provide double enhancement of a multimode guarantee in advanced anti-counterfeiting.

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