独特的荧光状态、三联吡啶共轭荧光团的机械荧光显色以及水介质中硝基芳族化合物的可重复使用传感,New Journal of Chemistry

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独特的荧光状态、三联吡啶共轭荧光团的机械荧光显色以及水介质中硝基芳族化合物的可重复使用传感
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2023-06-08 , DOI: 10.1039/d3nj01235b
Deepanjaly K. Sivadas ₁ , Parthasarathy Gayathri ₂ , Sasikala Ravi ₂ , Subramanian Karthikeyan ₃ , Mehboobali Pannipara _{4,

5} , Abdullah G. Al-Sehemi _{4,

5} , Dohyun Moon ₆ , Savarimuthu Philip Anthony ₂ , Vedichi Madhu ₁

Affiliation

三联吡啶（TP）与四苯乙烯（TPE-TP）、芘（Py-TP）和三苯胺（TPA-TP）结合，在固态下表现出结构控制的分子堆积和明显的荧光。TPE-TP在三联吡啶单元之间表现出无限芳香族π⋯π堆积，Py-TP产生孤立的芘二聚体，TPA-TP通过晶格中弱的分子间氢键表现出螺旋组装。TPE-TP、TPA-TP和Py-TP的不同分子组装在固态下分别产生 460、520 和 568 nm 的局部激发 (LE) 态、电荷转移 (CT) 态和准分子发射。有趣的是， TPE-TP、Py-TP和TPA-TP的不同分子堆积产生了不同的机械荧光变色。TPA-TP在机械破碎和加热时表现出开关可逆荧光切换，而TPE-TP和Py-TP表现出两种荧光状态之间的切换，但方向相反。粉碎导致TPE-TP中的发射红移和Py-TP中的蓝移。TPA -TP和Py-TP在溶液和结晶状态下表现出强烈的荧光，但TPE-TP表现出典型的聚集诱导发射（AIE）。此外，Py-TP和TPE-TP分别对溶液和固体基质中的苦味酸表现出选择性荧光传感。TPA-TP在溶液和固态中都表现出硝基芳族化合物的传感能力。TPA-TP和TPE-TP的固态荧光进一步用于制造PVA聚合物复合薄膜，并证明了水介质中硝基芳族化合物的可重复使用的荧光传感。将薄膜浸入10 ^{-7中后，PVA-荧光团复合膜表现出明显的荧光猝灭。}M苦味酸。因此，本研究证明了分子结构在开发刺激响应荧光材料和可重复使用传感器中的作用。

"点击查看英文标题和摘要"

Distinct fluorescence state, mechanofluorochromism of terpyridine conjugated fluorophores and the reusable sensing of nitroaromatics in aqueous medium

Terpyridine (TP) integrated with tetraphenylethylene (TPE-TP), pyrene (Py-TP) and triphenylamine (TPA-TP) exhibited structure controlled molecular packing and distinct fluorescence in the solid state. TPE-TP exhibited infinite aromatic π⋯π stacking between terpyridine units, Py-TP produced an isolated pyrene dimer, and TPA-TP displayed helical assembly via weak intermolecular H-bonding in the crystal lattice. The different molecular assembly of TPE-TP, TPA-TP and Py-TP produced a locally excited (LE) state, charge transfer (CT) state and excimeric emission at 460, 520 and 568 nm, respectively, in the solid state. Interestingly, the different molecular packing of TPE-TP, Py-TP and TPA-TP produced varied mechanofluorochromism. TPA-TP exhibited on–off reversible fluorescence switching upon mechanical crushing and heating, whereas TPE-TP and Py-TP displayed switching between two fluorescence states but in opposite directions. Crushing caused red shift of emission in TPE-TP and blue shift in Py-TP. Both TPA-TP and Py-TP showed strong fluorescence in solution and crystalline states, but TPE-TP showed typical aggregation induced emission (AIE). Further, Py-TP and TPE-TP showed selective fluorescence sensing of picric acid in solution and solid matrix, respectively. TPA-TP exhibited sensing of nitroaromatics both in solution as well as in the solid state. Solid state fluorescence of TPA-TP and TPE-TP was further utilized for fabricating PVA polymer composite thin films and demonstrated reusable fluorescence sensing of nitroaromatics in aqueous medium. The PVA–fluorophore composite film exhibited clear fluorescence quenching upon immersing the thin film into 10⁻⁷ M picric acid. Thus, the present study demonstrates the role of molecular structure in developing stimuli-responsive fluorescence materials and reusable sensors.

更新日期：2023-06-08

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