Two Kinds Of Anion Receptor Compounds Synthesis And Performance Study

It is not enough for us to perceive natural phenomenon and the order of naturevia sensory organ, so we need sensor. The sensor is a device that can transform thephysical and chemical signal into a form that can be saved, recorded, displayed,analyzed and processed. The chemical sensor is firstly reported by Japanese chemist,whose principle is usually molecular recognition. The molecular recognition is one ofthe cores of supramolecular chemistry research, including negative ion recognition,positive ion recognition and neutral molecule recognition. In the past decades, thenegative ion recognition is very active. It’s very significant for the fast and simplerecognition of anion in biochemistry, life science, food chemistry, materials chemistryand environmental monitoring.The first chapter is introduction part. Negative ion recognition is introducedmainly to depend on intermolecular force, such as electrostatic attraction, hydrogenbond, Lewis acid and base force, hydrophilic-hydrophobic force, π-π interaction andVan der waals interaction and so on. The development trend of the anion recognitionis specificity, sensitivity, simple and practical. Anion recognition in biological bodymainly relies the result of cooperation action of multiple hydrogen bonding andelectrostatic attractions etc. Many receptors make use of hydrogen bonding to realizethe anion recognition. The molecular receptors based on thiourea as hydrogen bondbinding site and the active hydrogen of imidazole salts are paid much attention.The second chapter is based on references. The cyclo-two（2,6-di-（¹H-imidazol-1-yl） pyridine）-two（1,4-dimethylenebenzene）-four（hexafluorophosphate）（abbreviated by BH-PyM） and two（2,6-di-（¹H-imidazol-1-yl） pyridine）-one（1,4-dimethylenebenzene）-two（hexafluorophosphate）（abbreviated by KH-PyM） aresynthesized by the reaction of2,6-di（¹H-imidazol-1-yl）pyridine with1,4-bis-（bromomethyl）benzene. And then N-carving heterocyclic carbene compounds aresynthesize by use of the ligand BH-PyM. The2,6-di（¹H-imidazol-1-yl）pyridine issynthesized using the2,6-dibromopyridine and¹H-imidazole as material. Theirstructures are respectively characterized by¹H-NMR and HPLC-MS. The effect foranion recognition of two compounds is not obvious because they contain imidazolegroups. The complexes they as ligands coordinating with metal are designed maybe tohave some catalytic properties. Therefore, the Ag-N-carving heterocyclic carbene andPd-N-carving heterocyclic carbene are synthesized.In third chapter, the acidity or basicity of the proton on the N-H bond is adjusted by changing the aryl group or alkyl group connected to NH of thiourea group so as toenhance thiourea group to bind with anion. When presence of several binding sitesbinding with anion, they would generate the synergistic effect with NH of thioureagroup so as to enhance the binding force with anion, thus achieving the goal ofselective recognition anion. In this chapter, we design and synthesize a thioureacompound1-（2,4-dinitrophenyl）-4-（pyridin-2-yl）thiosemicarbazide （abbreviated byPySN） and carry it on the anion recognition. The responses of PySN toF^-,Cl^-,Br^-,I^-,Ac^-,H₂PO₄-are investigated by UV-Vis and fluorescence spectrum. Thecompound PySN can show the changes of colour and UV-Vis spectroscopy viabinding with F^-、Ac^-and H₂PO₄-anions with high electronegativity. While they arestimulated emission, their emission spectra appear regularly change for realizing therecognition and sensor to anions. Meanwhile, the mechanism of PySN binding withF^-、Ac^-及H₂PO₄-is speculated. The sensing efficiency of PySN for anion is:F^->Ac^->H₂PO₄->>Cl^->Br^->I^-...