Effect of cis / trans isomerization on the photochromic performances of triphenylethylene

Revealing the structure–property relationships is crucial for promoting the development of photochromic materials and achieving the desired function in practical applications. Herein, a series of triphenylethylene photochromic materials (TP, TP-F, TP-Cl and TP-Br) have been synthesized and their pho...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2024-07, Vol.48 (28), p.12834-12840
Main Authors: Li, Zhuo-Cheng, Cui, Hao, Xu, Su-Hang, Zhang, Zi-Hang, Liang, Zuo-Qin, Ye, Chang-Qing, Wang, Xiao-Mei
Format: Article
Language:English
Subjects:
Controllability
Isomerization
Photochromism
Photooxidation
Polymer films
Ultraviolet radiation
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Revealing the structure–property relationships is crucial for promoting the development of photochromic materials and achieving the desired function in practical applications. Herein, a series of triphenylethylene photochromic materials (TP, TP-F, TP-Cl and TP-Br) have been synthesized and their photochromic properties were investigated. Monohalogenated TP-F, TP-Cl and TP-Br display obvious photochromic behaviors in solution, the solid state and polymer film. It is found that the halogen atoms with weak electron withdrawing ability can dramatically enhance the photocolorabilities of triphenylethylene. Moreover, TP-Cl and TP-Br exhibit different fatigue processes from TP-F. The further characterization reveals that the key factor leading to the diverse photochromic properties is cis / trans isomerization of triphenylethylene. The coloration of triphenylethylene mainly comes from the photo-triggered cyclization of cis -isomers. The initial attenuation of TP-Cl and TP-Br under UV irradiation is mostly caused by cis–trans photoisomerization, rather than the oxygen-involved photooxidation reactions. Based on the controllable “turn-on” and “turn-off” photobehaviors, TP-Cl and TP-Br were applied in the photoswitchable patterns, showing an enhanced signal-to-background ratio.
ISSN:1144-0546
1369-9261
DOI:10.1039/D4NJ02060J