Synthesis And Characterization Of 2 - Hydroxynaphthalenaphthalene Schiff Base

Anion and cation recognition plays an important part of the host-guest chemistry.The emergence of each ion recognition receptor can not only speed up development of host-guest chemistry, but also enrich the content of host-guest chemistry. In recent years, throug the efforts of the scientific researchers, ion recognition research work has been very superior performance. Naphthalene as fluorphore, the quantity of the fluorescence emission is very high, so it is introduced into the schiff base compounds,which have good light, electricity and magnetic properties and have long been widely used in the light, electricity and magnetic materials in the study. However, this kind of compound is seldom used in host-guest chemistry, especially anionic and cationic recognition. This thesis mainly studies synthesis and recognition properties of 2-Hydroxy-1-naphthaldehyde Schiff Base receptors.This paper includes three chapters:Chapter 1: This paper expounds the recogniton mechanism of the ion recognition and the latest research progress, mainly includes:(I) the principle of ion recognition;(Ⅱ) ion recognition research significance;(Ⅲ) Ion recognition based on subject and object function is reviewed.Chapter 2: We have designed and synthesized a kind of bilateral Schiff Base receptor molecule M which is highly selective and sensitive to continuously detect Cu2+and H2PO4-in the buffer system. Using Uv-vis, fluorescence and ESI-mass spectrum proves that the subject M converted from alcohol type into ketone type by tautomerism and Cu2+ coordinated the N atom of C=N and the O atom of C=O with2:1 after interconversion so as to achieve the purpose of identification. In DMSO/H2O(4:1,v:v) of the buffer solution, joining all kinds of cationic aqueous solution(Fe3+,Hg2+, Ag+, Ca2+, Cu2+, Co2+, Ni2+, Cd2+, Pb2+, Zn2+, Cr3+ and Mg2+), we found that only the addition of Cu2+can make M from tan to pale yellow color and fluorescence from yellow to colorless, and other competitive cations are no obvious change. And then in the same system, we added a variety of different anions F-, Cl-, Br-, I-, AcO-, H2PO4-,HSO4-, ClO4-, CN-and SCN-to the mixed solution of M-Cu2+, finding that only the addition of H2PO4- allowed the color of the mixed solution of M-Cu2+ from light yellow to tan again and fluorescence changed from colorless to yellow and restored tothe color of the body itself. So M could achieve Uv-vis and fluorescence dual channel detection of Cu2+and H2PO4-in DMSO/H2O(4:1, v: v, pH = 7.2) of the buffer system.M is obtained by computing the minimum detection limit of Cu2+ 1.8×10-7M. In addition, we are also based on the preparation of M of the keyboard, which can be achieved for Cu2+and H2PO4-convenient, fast and efficient detection, and has very good application value.Chapter 3: We have designed and synthesized based on N-1-naphthyl Ethylenediamine hydrochloride and 2-hydroxy-1-naphthalene Schiff Base sensor receptor molecule. Wq could identify fluorescent and colorimetric the CN- in the water highly selectively and sensitively by additional reaction. In DMSO/H2O(3:7, v:v) system,we added various anions F-, Cl-, Br-, I-, AcO-, H2PO4-, HSO4-, ClO4-,CN-and SCN-to the solution of Wq, finding that only the addition of CN- could make the solution of Wq color from orange to colorless and fluorescent color from yellow to colorless. In the process of identifying CN-, Wq didn’t respond to other basic anions(such as F-,Cl-, Br-, I-, AcO-, H2PO4-, HSO4-, Cl O4- and SCN-). The minimum Uv-vis spectrum detection limit of Wq to CN- is 8.00 x 10-7 mol/L(0.8 μM) and fluorescence spectrum detection limit of 8.00x10-7mol/L, lower than the CN-of World Health Organization(WHO) in normal drinking water standards(< 1.9 μM).