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Aldehyde hydrazones and pyrazoline compounds Synthesis and Luminescence Properties

Author: ZhangXiuFeng
Tutor: ShiHePing
School: Shanxi University
Course: Organic Chemistry
Keywords: Heterocyclic Synthesis Luminescent properties The organic electroluminescent material
CLC: O626
Type: Master's thesis
Year: 2011
Downloads: 39
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Abstract


With the rapid development of science and technology, organic electroluminescent material has been widely used in national defense, aerospace, and various areas of industry and agriculture. Hydrazone and pyrazoline electroluminescent materials have excellent optical properties, and low cost synthesis process is relatively simple, etc., while much attention; heterocyclic (dibenzofuran, dibenzothiophene, carbazole) having good planarity and aromatic, are good electron donor. For these reasons, this paper from the perspective of molecular design, designed and synthesized a new series of aldehyde hydrazones and pyrazoline compounds, specifically as follows: 1. Aldehyde hydrazone compound synthesis and luminescence properties of: a heterocyclic ring (two benzofuran, dibenzothiophene, carbazole) as a starting material, instead of by the bromination reaction of the N-alkyl carbazole substitution reaction of butyl lithium alkalization method, finally, heterocycle (dibenzofuran, dibenzothiophene, carbazole) phenyl hydrazine with an aldehyde or bromophenyl hydrazine hydrochloride was synthesized from 6 new aldehyde hydrazone compound; by means of IR and 1H NMR were analyzed to determine its structure; the number of intermediate body and the target compounds was studied reaction conditions, synthesis of some compounds of the study The optimum synthesis conditions; using a UV absorption, fluorescence emission spectra of some of the means of the compound for a more systematic luminescence research, specifically by measuring them in different solvents UV absorption and fluorescence emission spectra, explore its molecular structure, solvent polarity on its spectroscopic properties. 2 pyrazoline Synthesis and Luminescence Properties: respectively 2,8 - dimethyl acyl dibenzofuran, 2,8 - dimethyl acyl dibenzothiophene and acetophenone as raw material, aldol condensation Claisem the reaction of a, β-unsaturated carbonyl compound, and with phenylhydrazine and p-bromophenyl hydrazine hydrochloride synthesized cyclized four new pyrazoline compounds; and by IR and 1H NMR means of its structure analysis identified; some intermediates and target compounds were studied reaction conditions, synthesis of some compounds studied, The optimum synthesis conditions; using a UV absorption, fluorescence emission spectroscopy spectra by means of some of the target compounds were systematically studied luminescence properties, using a fluorescent reference method for the determination and calculation of compound 2e, 3e, 2f and 3f in various polar solvents the fluorescence quantum yield, and their fluorescence quantum yield is higher; measured and calculated the compound 2e and 3e in solvents of different polarity of the fluorescence lifetime. In summary, this paper through the heterocyclic ring (dibenzofuran, dibenzothiophene, carbazole) molecules chemically modified, in the heterocyclic ring (dibenzofuran, dibenzothiophene, carbazole) introduced conjugated ring group synthesized a series of new aldehyde hydrazones and pyrazoline compounds, and through experimental methods of their luminescent properties were compared with systematic research, this study on hydrazone compounds and Pyrazoline study provides a useful exploration.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Heterocyclic compounds
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