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An NDI-based compound (2-NDI) with 2-butyric acid attached at imide N atoms was intelligently constructed. 2-NDI exhibits 2-NDI − monomer (low concentration) and 2-NDI − excimer (high concentration) emission state in different solvents after 365 nm illumination, forming multi-color radical fluorescence. It shows dynamic free radical emission in DMF solvent with rare white light emission. Theoretical calculations show that the fluorescence is derived from the D n -D 0 vertical emission of 2-NDI − monomer and 2-NDI − excimer. Finally, 2-NDI is made into PMMA film, which is successfully applied to information anti-counterfeiting and dynamic information encryption systems. [Display omitted] • 2-NDI was synthesized and showed different free radical emission colors in different solvents. • The dynamic fluorescence of 2-NDI in DMF solution changed with the irradiation time. • 2-NDI shows different free radical fluorescence emission types at different concentrations. • DFT shows that the free radical fluorescence is the vertical emission of D n -D 0. • 2-NDI PMMA film can be used for dynamic information encryption and anti-counterfeiting. Developing innovative materials with environmentally stable 1,4,5,8-Naphthalene diimide radicals (NDI −) emissions is significant. In this work, we have successfully constructed an NDI-based material 2-NDI (N, N′-bis(2-butyric acid)-1,4,5,8-naphthalene diimide) that emits strong fluorescence in solvents and polymethyl methacrylate (PMMA) upon irradiation. The radical 2-NDI − exhibits multi-color emission in different solvent systems, and the fluorescence emission is concentration-dependent. It is worth noting that it exhibits a rare dynamic fluorescence in DMF solvent, with the fluorescence color changing from yellow-green to orange and finally to white. Theoretical calculations show that the fluorescence is derived from the D n -D 0 vertical emission of 2-NDI − monomer and excimer. Owing to the outstanding free radical fluorescence emission properties, various films (PMMA systems) based on 2-NDI in different solvents have been successfully made to be applied in multiple dynamic information anti-counterfeiting and encryption. This work achieved simple and stable fluorescence emission based on NDI −, making it a potential candidate for practical applications and providing a new platform for the future design of NDI-based photochromic materials. [ABSTRACT FROM AUTHOR]

A Naphthalenediimide-based photochromic 2D MOF was successfully synthesized. After irradiation and immersion in acetonitrile solution, the single-crystal-to-single-crystal transition occurred, and 1-P and 1@MeCN were obtained, respectively. 1-P is a rare example of structural visualization during the formation of free radicals after NDI-based photochromism. 1@MeCN improves the photochromic performance of the system by introducing solvent molecules. Finally, for the first time, 1@MeCN was combined with organic glass for practical applications in ink-free printing, purple light detection/filtering, and information anti-counterfeiting. [Display omitted] • A photochromic MOF (1) based on the NDI ligand was synthesized and characterized. • Captured a rare process of structural visualization of free radical formation in 1-P. • The effect of solvent on the photochromic properties (1@MeCN) was revealed. • 1 and 1@MeCN were first used to selectively detect and filter 395 nm purple light. • The 1@MeCN glass was prepared for the first time. It is still a great challenge to understand the structural variation during the photochromic process, to rationally regulate the photochromic performance, and to expand the practical application of NDI-based photochromic materials. Herein, we found a 2D NDI-type photochromic MOF (1). When illuminated by 395 nm purple light, 1 underwent a single-crystal-to-single-crystal (SCSC) transition, resulting in 1-P , which is a rare structural visualization phenomenon during the formation of free radicals. In addition, it was demonstrated for the first time that the introduction of solvent molecules into the system (1@MeCN) can modulate the photochromic ability caused by electron transfer. It was found that 1 and 1@MeCN have the most sensitive response to 395 nm purple light, and are ideal candidates for detecting and filtering purple light. Finally, a photochromic glass based on 1@MeCN was reported, which is first applied in ink-free printing, purple light detection/filtering, and information anti-counterfeiting. [ABSTRACT FROM AUTHOR]