Two novel highly fluorescent hydroxyl-substituted perylene diimides derivatives, N,N-dicyclohexyl-1-hydroxyperylenediimide (1) 2,9-dicyclohexyl-5,5-dimethyl-12-hydroxy-5,6-dihydropyreno[2,1,10-def:7,8,9-d′e′f′]diisoquinoline-6-oxa-1,3,8,10(2H,9H)-tetraone (2) were designed and efficiently synthesized through a single aromatic nucleophilic displacement reaction. The physical properties of the as-prepared compounds had been fully studied. Both receptors have shown no affinity for other anions, such as Cl⁻, Br⁻, I^−, SO₄⁻, PF₆⁻, H₂PO₄⁻, BF₄⁻, AcO⁻, ClO₄⁻ (as salt of tetra-n-butylammonia) and ammonium hydroxide. Interestingly, they can be served as colorimetric and fluorescent chemodosimeter for fluoride ion using hydroxyl as binding sites, which was the first report of hydroxyl-modified PDIs based photodetector of fluoride ion. Upon addition of F⁻ anion to compound 2 solution, dramatic color change and fluorescence quenching were observed. Furthermore, the red-shifted maximum absorption wavelength reached 207 nm to the far-red region, which was the maximal spectrum bathochromic-shift of PDIs used in fluoride detection. In addition, the two fluoride sensor can be used under illumination from a laboratory hand-held UV lamp. These results demonstrated that using facile synthetic routes to constructing PDIs molecules with hydroxyl moiety was a useful strategy for designing high performance fluoride recognization.

两种新型的高荧光羟基取代的per二酰亚胺衍生物，N，N-二环己基-1-羟基per二酰亚胺（1）2,9-二环己基-5,5-二甲基-12-羟基-5,6-二氢吡啶并[2,1,10 -def：7,8,9-d'e'f'] diisoquinoline-6-oxa-1,3,8,10（2H，9H）-tetraone（2）被设计并通过单个芳香族亲核取代反应有效地合成反应。已经充分研究了所制备化合物的物理性质。这两种受体已经显示了其它阴离子，如Cl没有亲和力^{- ，}溴^- ，我^{- ，} SO ₄ ^-，PF ₆ ^-，H ₂ PO ₄^-，BF ₄ ^-，ACO ^-，CLO ₄ ^- （四-的盐Ñ -butylammonia）和氢氧化铵。有趣的是，它们可以用作使用羟基作为结合位点的氟离子的比色和荧光化学计量仪，这是基于羟基修饰的PDI的氟离子光电检测器的首次报道。在添加的F ^-阴离子与化合物2溶液中观察到显着的颜色变化和荧光猝灭。此外，红移的最大吸收波长到达了远红区207 nm，这是用于氟化物检测的PDI的最大光谱红移。此外，两个氟化物传感器可在实验室手持式紫外线灯的照明下使用。这些结果表明，使用简便的合成途径来构建具有羟基部分的PDI分子是设计高性能氟化物识别的有用策略。