Dynamic Metal‐ligand Coordination for Fluorescence Color Regulation of Hydrazone‐based Bistable Photoswitches

Author:

Zhang Diankun1,Zhao Jufu1,Shao Aiwen1,Li Jiangang1,Zhang Ye1,Liu Shujuan1,Ma Yun1ORCID,Zhao Qiang12

Affiliation:

1. State Key Laboratory of Organic Electronics and Information Displays & Jiangsu Key Laboratory for Biosensors Institute of Advanced Materials (IAM) & Institute of Flexible Electronics (Future Technology) Nanjing University of Posts and Telecommunications (NUPT) Nanjing 210023 P. R. China

2. College of Electronic and Optical Engineering and Microelectronics & College of Flexible Electronics (Future Technology) Jiangsu Province Engineering Research Center for Fabrication and Application of Special Optical Fiber Materials and Devices Nanjing University of Posts and Telecommunications (NUPT) Nanjing 210023 P. R. China

Abstract

AbstractAchieving effective manipulation of emission color in photoresponsive materials is crucial for various advanced photonic applications. In this study, we designed and synthesized a hydrazone compound 1, ethyl (Z)‐2‐(2‐([2,2′:6′,2′′‐terpyridin]‐4′‐yl)hydrazineylidene)‐2‐(4‐(diphenylamino)phenyl)acetate, which possesses a push‐pull structure incorporating triphenylamine and terpyridine. The emission intensity of compound 1 can be repeatedly switched “off” and “on” by irradiation with visible light and UV light, which induces the isomerization transition between the Z and E forms. In addition, compound 1 is capable of changing its emission wavelength from 540 nm to 607 nm through coordination with different zinc salts in toluene/CH2Cl2 mixture (v : v=1 : 1). Importantly, we have successfully achieved dynamic manipulation of fluorescence color and intensity by altering the counterions of zinc complexes and switching the isomer from Z to E. Moreover, both compound 1 and its zinc complexes demonstrate remarkable photoswitchable properties with different fluorescence colors in the thin films. Finally, these films with various fluorescence colors were used for the production of luminescent tags.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry,Biochemistry,Organic Chemistry

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