首页|Noncovalent π-π dimerization based on acridine and acid-responsive luminescence switching

Noncovalent π-π dimerization based on acridine and acid-responsive luminescence switching

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Noncovalent dimerization usually can induce distinct luminescence properties from those of monomer,but it is quite difficult to achieve in solid state,especially in films.Two acridine(AC)derivatives pTPA-AC and mTPA-AC were designed and synthesized with the chemical modification of AC by electron-donating triphenylamine(TPA)substituent at para-and meta-positions of TPA unit,respectively.Their crystals were resolved with antiparallel π-π dimeric AC stacking,demonstrating green fluorescence.Their doped films in a polymer matrix exhibited a distinct emission color change from blue to green with increasing doping percentage of pTPA-AC and mTPA-AC,indicating a facile noncovalent dimerization of AC in neat films.Upon protonation,a high-contrast acid-responsive luminescence switching was observed in these films with increasing doping ratio,which possesses not only a significant color change but also an on-off switch characteristic.This work provides a new molecular design strategy to develop the dimer materials of organic heterocycles,facilitating the antiparallel π-π dimer stacking in the film for both novel functions and practical applications.

AcridineAntiparallel π-π dimerDimer-based filmsAcid-responsive luminescence switchingElectrostatic interaction

Xiangyu Zhang、Yue Shen、Shiyin Wang

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State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jilin University,Changchun,130012,PR China

College of Science,Shenyang University of Chemical Technology,Shenyang,110142,PR China

2022

Dyes and Pigments

Dyes and Pigments

EISCI
ISSN:0143-7208
年,卷(期):2022.205
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