Synthetic method and micrometer wire preparation method of perylene bisimide derivative

Abstract

The invention relates to a synthetic method and a micrometer wire preparation method of a perylene bisimide derivative. The synthetic method of the perylene bisimide derivative comprises the step of dissolving 1-NO2-3,4 and 9,10-perylene tetracarboxylic acid imidodicarbonic diamide into a polarity organic solvent, stirring and reacting for 4 to 6h at the temperature of 150 to 180 DEG C, dropping a solution after reacting into diluted hydrochloric acid, separating out precipitation, filtering, washing, drying and purifying to obtain a product. Dissolving the perylene bisimide derivative into a chloroformic solution, and preparing into 2x10<-3>mol / L of concentrated solution, taking 2mL of the to-be-used concentrated solution into a test tube, injecting 3 to 5mL of methanol solution into the test tube, and standing for one day, so as to obtain the micrometer wire corresponding to the perylene bisimide derivative. The synthetic method of the compound is simple, the cost is relatively low, the reaction is finished by one step, and the product purity is relatively high. An oxygen atom five-membered ring is introduced in a bay position, so that the conjugate pi system of the plane part of a perylene molecule is increased, and the acting force among the perylene molecules is changed, so that the preparation of the micrometer wire is realized.

Description

technical field [0001] The invention relates to a method for synthesizing perylene imide derivatives and micron wires, and belongs to the technical field of organic synthesis. Background technique [0002] Perylene imide derivatives have extremely high fluorescence quantum yield, good photothermal stability, unique photoelectric properties and redox properties, so they are widely used in organic field effect transistors, optoelectronic materials, organic solar cells, light emitting diodes And liquid crystal materials and other fields, it is a kind of recognized organic dye with extremely high utilization value. Therefore, it is extremely important to perform derivatization reactions on peryleneimide compounds, among which the synthesis of peryleneimide derivatives containing heteroatom rings at the Bay position is an important derivatization method, which can effectively tune the optoelectronic properties of such derivatives. performance, increase the conjugated π system of...

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Problems solved by technology

Therefore, it is very important to carry out the derivatization reaction of perylene imide compounds, among which the synthesis of perylene imide derivatives containing heteroatom rings at the b position is an important derivatization method, which can effectively tune the photoelectricity of such derivatives. performance, increase the conjugated π system of perylene derivatives, thereby changing the force between perylene molecules, such as van der Waals force, heteroatom-heteroatom force, and then obtain highly ordered self-assembled nano or micro structures, and finally make To obtain electronic devices with excellent performance, at present, most of the reports are perylene imide derivatives containing five-membered or six-membered rings containing sulfur atoms in the Bay position, and perylene imide derivatives containing five-membered rings containing oxygen atoms in the Bay position. Synthesis and preparation of micron wires have not been reported

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