Unsaturated 15 and 16 Membered Appended Naphthalene Macrocyclic Molecules for The Development of Fluorometric Chemosensors

11th Joint Conference on Chemistry in Conjunction with the 4th Regional Biomaterials Scientific Meeting

材料科学;化学;生物科学

Hasan, S.^1 ; Salleh, S.^1 ; Hamdan, S.^1 ; Yamin, B.^1

Faculty of Applied Sciences, Universiti Teknologi MARA, Selangor, Shah Alam

40450, Malaysia^1

关键词: 1 ,2-Dibromoethane;    Cobalt complexes;    Fluorescence emission spectroscopy;    Macro-cyclic ligands;    Macrocyclic complex;    Macrocyclic molecules;    Macrocyclic Schiff base;    Naphthalenediamine;   

Others  :  https://iopscience.iop.org/article/10.1088/1757-899X/172/1/012054/pdf
DOI  :  10.1088/1757-899X/172/1/012054

来源: IOP

【 摘 要 】

Unsaturated macrocyclic molecules have got an interest due to their potential in catalysis, ion exchange and electron transfer. Salicaldehyde derivatives macrocyclic molecules have a broad range in synthesis. In this study, two unsaturated macrocyclic molecules (L1 and L2) have been synthesized. The preparation of unsaturated macrocyclic ligands involve two steps; the reaction of salicylaldehyde with 1,2-dibromoethane or 1,4-dibromobutane to produce precursor, then cyclisation were completed using schiff base technique by adding diamines (naphthalene diamine). The ligands were characterized spectroscopically. In FT-IR spectrums, the form of the ligands mainly can be observed on the disappearance of the carbonyl group of aldehyde at approximately 1650cm-1that was readily assigned to C=O group of salicylaldehyde with the replacement of C=N peak at 1684.13cm-1. The success in producing macrocyclic ligands have been further characterized using fluorescence emission spectroscopy (FES) and revealed the typical emission of naphthalene at ∼430nm. Fluorescence changes of L1 and L2 showed high selectivity for Fe3+and Cu2+respectively in the presence of other common metal ions, such as Zn2+, Ni2+and Co2+. Besides, the ligand was sensitive enough to detect the concentration of ferric ion with the detection limit down to 1.08 x 10-6M and fluorescence change that was unaffected by the presence of other common coexisting metal ions. Complexation with Co(II) was also attempted.