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The Design, Synthesis of Coumarin-based Dyes and Its Appilication as Optical Probe for Ions

Author: CaoXiaoWei
Tutor: LinWeiYing
School: Hunan University
Course: Organic Chemistry
Keywords: Coumarin Intramolecular charge transfer Transition metal ions Anion
CLC: TQ611
Type: Master's thesis
Year: 2009
Downloads: 224
Quote: 0
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Abstract


Molecular recognition is a supramolecular system of three basic functions (molecular recognition, molecular transport, one of the chemical reaction), the central task at the molecular level the design and synthesis of specific target species, the selective recognition of the chemical sensor. Transition metal ions and common anions plays an important role in the chemical, environmental, biological, medical and other fields, has become one of the hot spots of the international forefront of research using optical probes to detect them. Coumarin is a superior performance of the dye, and its series derivatives typically have a high molar extinction coefficients and high quantum yield, as fluorescent markers, molecular biology and medical fields has been widely applied. On the existing conditions of the basis for the work of their predecessors and the laboratory, use of ICT principle, coumarin signal group developed several transition metal ions and common anions sensing system, superior spectral characteristics of a good theory value and application prospects. This paper is divided into four chapters, including the following main elements: the first chapter is the introduction. First introduces the basic concepts and design principles for optical molecular probes, and then focuses on the design of ICT-based principles of molecular optical sensor status and coumarin compounds as optical probe progress of the transition metal ions and common anions; last these studies are summarized, and the laboratory conditions and the basis for the work put forward this thesis envisaged. Chapter II, the development of a new strategy to enhance the ratio of fluorescence of the stoichiometry is adjusted by modifying the electronic structure of the signal corporation intramolecular ICT process, thus achieving the effect with the analyte before and after the fluorescence ratio changes. Coumarin for the mother in this chapter in order to prove the validity of the above strategy, its structure modification, design and synthesis of compound 1. Study the compound 1 with Fe of 3 ions spectral properties, and mechanism of a preliminary study to prove the validity of the above method has wide application. Chapter reasonably designed and synthesized coumarin pyridone as a transition metal ion colorimetric probe, with the metal ions, the spectra a large change the wavelength red moved to the visible range, can be observed directly with the naked eye. Chapter coumarin pyridone and Cu 2 ion, Ni 2 ion, Cd 2 ion interaction mechanism of a preliminary study found that the N atom on the pyridine carbonyl participants ion ligand, and the carbonyl group on the coumarin ring did not participate in the ligand of the metal ion. Pyridine N atom and the carbonyl metal ions, enhanced 7 diethylamino coumarin pyridones to 3 pyridone complex ICT process, so that the maximum absorption wavelength redshift. Chapter design and synthesis of fluorescent probes enhanced iodide ion. Iodine ions due to the heavy atom effect, be able to quench the fluorescence of the fluorescent material, the use of direct complexation difficult to achieve the purpose of the fluorescence enhancement. This chapter uses the the iodide ion Cu 2 the Redox reaction principle, combined with the basis for the work of the Chapter, successfully achieved the purpose of iodide ion fluorescence enhancement, adding the equivalent of iodide ion (I-) fluorescence enhancement of 20 times, and not subject to interference from other anions, suitable for applications in environmental testing.

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CLC: > Industrial Technology > Chemical Industry > Dyes and intermediates industry > Natural dyes
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