Study On Preparation And Performance Of AIE Materials Based On Naphthalimide Derivatives

In today’s era,with the rapid development of industrialization,light is a very important part of the development of human life,and various new materials related to it have become a hot spot,attracting scholars’attention.Among these emerging new materials,luminescent materials occupy a key position,and the research in the field of new luminescent materials often requires advanced technical support.At the same time,its rapid development has attracted great attention from academic scholars and industrial businessmen.The discovery of the aggregation-induced luminescence(AIE)phenomenon has opened up a new door to the field of organic light-emitting materials.With the gradual deepening of the luminescence mechanism of such materials,it is found that most of the molecules of AIE compounds have a certain space-distorted conformation,such as tetraphenyl Ethylene(TPE),naphthalene dⅱmide and bithiophene are used as the basic units to modify their structures to prepare compounds with aggregation-induced luminescence(AIE)properties.Preliminary studies have found that naphthalene dⅱmide(NDI)derivatives have a unique molecular structure-good coplanarity,strong electron withdrawing ability,low energy level,good chemical stability,easy derivation of molecular structure and other significant advantages.The functionalization is convenient and efficient to synthesize compounds with different optoelectronic properties.In addition,in the field of organic optoelectronic devices,the electron-deficient characteristics of NDI compounds make them highly valuable,and practical application in theoretical research,especially in the field of stable n-type semiconductor materials.In addition,by introducing different types of substituents to NDI molecules can broaden their absorption range in visible spectrum,which makes them have great research potential in the field of optical research and photovoltaics.However,the structure modification of NDI aromatic nucleus as the parent molecule is currently used to prepare AIE compound molecules.Little research has been done.Therefore,in this project,the naphthalene dⅱmide(NDI)aromatic core was modified by a variety of methods,and a series of naphthalene dⅱmide derivatives with high-efficiency aggregated or solid-state luminescence were designed and synthesized.The main research contents are as follows:1.Further explore the important significance of different conjugated groups on naphthalimide derivatives containing benzene units on their properties,and design and synthesize bis(2-ethylhexyl)-4,9-dibromo-The compounds ⅰ-1,ⅰ-2,and ⅰ-3with naphthalene tetracarboxylic acid dⅱmide molecules as the core skeleton,through reasonable structural modification,further increase the conjugate structure with NDI aromatic nucleus as the basic unit,and systematic research Their molecular structure,solid state and mechanical grinding and discoloration properties.Studies have shown that with the gradual increase of the conjugated structure,the wavelength of the absorption peak of the naphthalimide derivatives containing benzene units has a blue shift,and the fluorescence intensity has been slightly weakened;it has a twisted configuration with the substance in the solution.Related,and heterocyclic heteroatom steric hindrance is one of the important factors affecting the AIE effect of such compounds.Among them,the compounds ⅰ-2 and ⅰ-3 show aggregate fluorescence discoloration from weak yellow fluorescence to orange fluorescence,which will lay the experimental foundation and theoretical guidance for the construction of such compounds with high-efficiency AIE characteristics.2.Two types of near-infrared aggregation-induced luminescence(AIE)material compounds ⅱ-1 and ⅱ-2 with two naphthalimide derivatives containing dibenzothiophene units were designed and synthesized.Characterization by carbon spectrum and elemental analysis.The UV absorption properties and fluorescence emission properties of the two compounds in solution and their AIE characteristics in the aggregate state were studied.The two compounds showed obvious AIE effects.The research work of this subject is for understanding the AIE properties of naphthalimide derivatives with dibenzothiophene units,and designing new types of aggregation-induced red light and solid red light with high PL quantum efficiency,good light and thermal stability.Materials with light emission characteristics are of great significance.3.Designed and synthesized compound ⅲ-1 with bis(2-ethylhexyl)-4,9-dibromo-naphthalenetetracarboxylic acid dⅱmide molecule as the core skeleton.This compound was passed through hydrogen spectrum and carbon spectrum.And elemental analysis for characterization.Through reasonable structural modification,the conjugated structure with NDI aromatic nucleus as the basic unit is further enlarged.The aggregation-induced luminescence and mechanochromic properties of compound ⅲ-1 are mainly studied by ultraviolet-visible absorption spectroscopy and fluorescence emission spectroscopy.Studies have shown that compound ⅲ-1 has the ability to selectively detect CN~-ions,and can visually detect substances containing CN~-ions.This kind of ion recognition aggregation induced luminescence(AIE)material based on naphthalene dⅱmide derivatives The design synthesis and performance research will lay the experimental foundation and theoretical guidance for the construction of such compounds with high-efficiency AIE characteristics.