Bal Mustafa, Tümer Mehmet, Köse Muhammet
Department of Materials Science and Engineering, Kahramanmaras Sutcu Imam University, Kahramanmaraş, 46100, Turkey.
Chemistry Department, Kahramanmaras Sutcu Imam University, Kahramanmaraş, 46100, Turkey.
J Fluoresc. 2022 Nov;32(6):2237-2256. doi: 10.1007/s10895-022-03007-z. Epub 2022 Aug 31.
A series of Schiff base compounds (ER-ER) containing a 1,2,3-triazole and carboxylic acid groups were synthesized and their chemosensory properties towards anions (I, CO, SO, NO, NO, CHCOO, ClO, CNO, N) and cations (Al, Ag, Co, Cr, Cu, Fe, Hg, Mn, Ni, Zn, Cd, Pb). The compounds were also used as fluorescence probs for the detection of nitroaromatic compounds. The structural characterization of the synthesized compounds was elucidated using methods such as FT-IR, UV, FL, LC-MS, MALDI-TOF MS, H(C) NMR. The effect of substitute groups (-CH, -OCH, -OH, -Cl and -Br) on the synthesized Schiff bases (ER-ER) on the chemosensory properties were compared. As the groups changed, the sensor and quenching effects of the molecule against anions and cations changed. Compound ER having methoxy (OCH) group exhibited selective sensor properties against Fe ion while compound ER with a chloride substitute (Cl) group showed selectivity for Cr ion under 254 nm UV-lamp. The substitute effect was also observed for the sensing of anions. Under 254 nm UV-lamp, ER having the -OH group has a selective sensing property for CNO and ER with the bromide (Br) group exhibited selectivity for N ion. The synthesized Schiff base compounds were also tested as fluorescence probs for the sensing of some nitroaromatic explosives.
合成了一系列含有1,2,3 - 三唑和羧酸基团的席夫碱化合物（ER - ER），并研究了它们对阴离子（I⁻、CO₃²⁻、SO₄²⁻、NO₃⁻、NO₂⁻、CH₃COO⁻、ClO₄⁻、CNO⁻、N₃⁻）和阳离子（Al³⁺、Ag⁺、Co²⁺、Cr³⁺、Cu²⁺、Fe³⁺、Hg²⁺、Mn²⁺、Ni²⁺、Zn²⁺、Cd²⁺、Pb²⁺）的化学传感特性。这些化合物还被用作荧光探针用于检测硝基芳香族化合物。使用傅里叶变换红外光谱（FT - IR）、紫外可见光谱（UV）、荧光光谱（FL）、液相色谱 - 质谱联用（LC - MS）、基质辅助激光解吸电离飞行时间质谱（MALDI - TOF MS）、氢核磁共振（¹H(¹³C) NMR）等方法对合成化合物进行了结构表征。比较了合成席夫碱（ER - ER）上取代基（-CH₃、-OCH₃、-OH、-Cl和 -Br）对化学传感特性的影响。随着取代基的变化，分子对阴离子和阳离子的传感及猝灭效果也发生了变化。具有甲氧基（OCH₃）基团的化合物ER对Fe³⁺离子表现出选择性传感特性，而具有氯取代基（Cl）的化合物ER在254 nm紫外灯下对Cr³⁺离子具有选择性。在阴离子传感方面也观察到了取代效应。在254 nm紫外灯下，具有 -OH基团的ER对CNO⁻具有选择性传感特性，而具有溴（Br）基团的ER对N₃⁻离子表现出选择性。合成的席夫碱化合物还作为荧光探针用于检测一些硝基芳香族炸药。
