To explore the application of multifunctional fluorescent dye, a triphenylamine-based difluoroboron compound with an electron donor-acceptor molecular conformation was designed and successfully synthesized. It is found that it not only has the intramolecular charge transfer characteristics and solvatochromism, but also exhibits aggregation-induced emission performance. These photophysical properties can be well explained by theoretical calculation results. Furthermore, it displays reversible mechanofluorochromism behavior, which originates from phase transition between crystalline and amorphous states, confirmed by powder X-ray diffraction analysis. Leveraging this mechanofluorochromism behavior, the prepared safety paper exhibits anti-counterfeiting characteristics, demonstrating a repeatedly rewritable ink-free writing capability. A developer prepared from a DMSO/H2O mixture (water content of 60%, c = 1 × 10-5 mol/L) could visualize latent fingerprint on both non-porous and porous substrates. Further analysis revealed that it could detect the ridge details of fingerprint containing sweat pore from photographs of imaging, which could be applied to personal identification. And latent fingerprint imaging originates from interaction between oleic acid in sweat secretions and dye.
Chen Chunlin
,
Tan Jie
,
Zhang Bangcui
,
Dong Guanchen
,
Yang Yanhua
,
Li Xiangguang
,
Gao Shulin
. A bifunctional triphenylamine-based fluorescent dye for anti-counterfeiting and latent fingerprint detection[J]. Chinese Journal of Organic Chemistry, 0
: 202507001
-202507001
.
DOI: 10.6023/cjoc202507001
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