Department of Chemistry, Anna University, -25, Chennai, Tamil Nadu, India.
J Fluoresc. 2019 Jul;29(4):993-999. doi: 10.1007/s10895-019-02412-1. Epub 2019 Jul 22.
Mannich Base (MB) based (β-Amino carbonyl compound) (4) was synthesized by adopting one pot Mannich reaction by taking 3,4-dihydroxybenzaldehyde, aniline and acetophenone as starting materials and the product was characterized using analytical techniques such as FT-IR, NMR, mass spectrometry, UV-Visible spectroscopy. The compound 4 utilized as colorimetric sensor for selective sensing of F ions. The particular sensing of F is obviously noticeable to the naked eye with a dissimilar colour variation. The F detection mechanism has been examined by UV-visible and H NMR titration experimentations. The H NMR titration data describes the deprotonation of OH and N-H protons by F as a noticeable stage in the detection. Furthermore, the studies was also carried out for reproduction of deprotonated 4 using trifluoroacetic acid as protonating agent. In addition, Boolean logic gates were fabricated for demonstrating the fluoride sensing mechanism and compound 4 in methyl cellulose biofilm was also been made and effectively used for film based detection of fluoride ion.
Mannich 碱（MB）基（β-氨基羰基化合物）（4）是通过一锅法 Mannich 反应合成的，以 3,4-二羟基苯甲醛、苯胺和苯乙酮为起始原料，采用傅里叶变换红外光谱（FT-IR）、核磁共振（NMR）、质谱（MS）、紫外-可见光谱（UV-Vis）等分析技术对产物进行了表征。该化合物 4 可用作比色传感器，用于选择性检测 F 离子。F 的特殊检测通过肉眼可见的明显颜色变化来识别。通过紫外-可见和 1H NMR 滴定实验研究了 F 的检测机制。1H NMR 滴定数据描述了 F 对 OH 和 N-H 质子的去质子化，这是检测中的一个显著阶段。此外，还使用三氟乙酸作为质子化试剂进行了去质子化 4 的复制研究。此外，还制作了基于布尔逻辑门的用于演示氟离子传感机制和化合物 4 的装置，并且还在甲基纤维素生物膜中制作并有效地使用了该装置，用于基于膜的氟离子检测。
