Towards Optical Information Recording: A Robust Visible‐Light‐Driven Molecular Photoswitch with the Ring‐Closure Reaction Yield Exceeding 96.3 %

Author:

Hong Pan1,Liu Jing1,Qin Kai‐Xuan1,Tian Rui1,Peng Ling‐Yan1,Su Yun‐Shu1,Gan Zongsong1,Yu Xiang‐Xiang2,Ye Lei2,Zhu Ming‐Qiang1,Li Chong1ORCID

Affiliation:

1. Wuhan National Laboratory for Optoelectronics, School of Optical and Electronic Information Huazhong University of Science and Technology Luoyu Road 1037 Wuhan 430074 China

2. School of Integrated Circuits Huazhong University of Science and Technology Luoyu Road 1037 Wuhan 430074 China

Abstract

AbstractDiarylethene molecular photoswitches hold great fascination as optical information materials due to their unique bistability and exceptional reversible photoswitching properties. Conventional diarylethenes, however, rely on UV light for ring‐closure reactions, typically with modest yields. For practical application, diarylethenes driven by visible lights are preferred but achieving high ring‐closure reaction yield remains a significant challenge. Herein, we synthesized a novel all‐visible‐light‐driven photoswitch, TPAP−DTE, by facilely endcapping the dithienylethene (DTE) core with triphenylamine phenyl (TPAP) groups. Owing to the electron‐donating conjugation effect of TPAP, the open‐form TPAP−DTE responds strongly to short‐wavelength visible lights with considerable photocyclization quantum yields and molar absorption coefficient. Upon 405 nm visible‐light irradiation, TPAP−DTE achieves a ring‐closure reaction yield exceeding 96.3 % (confirmed by both nuclear magnetic resonance spectroscopy and high‐performance liquid chromatography). Its ring‐opening reaction yield is 100 % upon irradiation with long‐wavelength visible light. TPAP−DTE could be regarded as a bidirectional “quasi”‐quantitative conversion molecular switch. Furthermore, TPAP−DTE exhibits robust fatigue resistance over 100 full photoswitching cycles and great anti‐aging property under 85 °C and 85 % humidity for at least 1000 h. Consequently, its rewritable QR‐code, multilevel data storage, and anti‐counterfeiting/encryption applications are successfully demonstrated exclusively using visible lights, positioning TPAP−DTE as a highly promising medium for information recording.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Fundamental Research Funds for the Central Universities

Publisher

Wiley

Subject

General Medicine

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