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Pyridine-Based Rigidochromic Fluorescent Security Ink

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摘要 Traditional fluorescent probes typically display blueshifted emission in rigidifying media;however,a newly developed class of rigidochromic fluorophores derived from phenanthridine demonstrates remarkable redshifted emission under similar conditions.Pyridine,with similar N-heterostructure to those of phenanthridine group,is considered a promising candidate for achieving comparable rigidity-induced redshift behavior.In this work,we synthesized eight organic fluorophores featuring diverse functional units and substitutes by systematically combining pyridine with carbazole,triazatruxene(TAT),and tetraphenylethylene(TPE),respectively.These molecules exhibit significant emission redshifts(up to 225 nm,a record high value ever reported)or notable emission intensity changes as the rigidity of the polymer matrix increases,along with unique acid responsiveness.The differences in polar-πinteractions between fluorophores and polymers diversify the emission behavior,advancing the development of secure printing and intelligent optical materials.By embedding these fluorophores into polymer films with helical phase structures,redshifted emission with tunable chirality was achieved.Notably,leveraging the acid-responsive properties of these fluorophores,a time-dependent light-controlled dynamic encryption system was constructed,successfully enabling multi-level information encryption.This research greatly expands the scope of rigidochromic fluorophores,and their applications in anti-counterfeiting and information storage.
出处 《Chinese Journal of Chemistry》 2025年第12期1405-1416,共12页 中国化学(英文版)
基金 supported by National Natural Science Foundation of China(22275193,22275189,and 52473201) the Natural Science Foundation of Fujian Province(2024J09055) Fujian Provincial Department of Science and Technology(202310030) Self-deployment Project Research Program of Haixi Institutes,Chinese Academy of Science,CXZX-2022-GH09(E255KF0101) Fujian Science&Technology Innovation Laboratory for Optoelectronic Information of China(2021ZR115) Foundation for the Excellent Postdoctoral of Fujian Province,Fujian Institute of Research on the Structure of Matter,Chinese Academy of Sciences(E055AJ01,E355AJ01).
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