Perylene imide with high dissolvability, and synthesis method thereof

Abstract

The invention discloses a perylene imide with high dissolvability, and a synthesis method thereof. The method comprises the following steps: synthesizing 1-p-formyl-N,N'-dicyclohexyl-3,4,9,10-perylene bisimide from 3,4,9,10-perylenetetracarboxylic dianhydride; carrying out thionyl chloride reflux on the 1-p-formyl-N,N'-dicyclohexyl-3,4,9,10-perylene bisimide, and carrying out a hydrazine hydrate reaction to obtain p-benzyldihydrazide phenyl diacyl hydrazide; and cyclizing the above obtained reaction product under the action of thionyl chloride, and reacting the obtained cyclized product with p-aminopyridine in a potassium hydroxide solution to obtain the perylene imide. The perylene imide structure synthesized from the 3,4,9,10-perylenetetracarboxylic dianhydride contains an oxazole ring, an oxadiazole group has an electron withdrawing effect, and charges on the perylene nucleus are dispersed to reduce the pi-pi accumulation between perylene nuclei, so the perylene nucleus interaction is reduced, the lattice energy is reduced, and the dissolvability is increased. .

Description

technical field [0001] The invention relates to a perylene imide with strong solubility and a synthesis method thereof, belonging to the technical field of materials, in particular to the solubility of perylene imide. Background technique [0002] Perylene derivatives have excellent chemical, thermal and photochemical stability, and have strong absorption of light from the visible region to the infrared region. They are a class of molecular electronics materials with specific properties. They are used in laser materials, liquid crystal display materials, electrical Luminescent devices, photoreceptors and solar cells have been widely used, but there is a strong π-π stacking between perylene derivatives, and the large π bond interaction between molecules is very strong, which has a large lattice energy. Therefore, the solubility problem has great restrictions on its application. In the study of improving the solubility of perylene diamide, scholars generally adopt two methods...

AI Technical Summary

Problems solved by technology

[0002] Perylene derivatives have excellent chemical, thermal and photochemical stability, and have strong absorption of light from the visible region to the infrared region. They are a class of molecular electronics materials with specific properties. They are used in laser materials, liquid crystal display materials, electrical Luminescent devices, photoreceptors and solar cells have been widely used, but there is a strong π-π stacking between perylene derivatives, and the large π bond interaction between molecules is very strong, which has a large lattice energy. Therefore, the solubility problem has great restrictions on its application.

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