Polycyclic arone 3,6-diphenyl acenaphthene and synthesis method thereof

Abstract

The invention relates to a polycyclic arone 3,6-diphenyl acenaphthene and a synthesis method thereof, belonging to the field of organic synthesis. The method includes the following steps: a mixing solution of a catalyst and a solution not reacting with polycyclic aromatic acenaphthene is stirred, and an acylating agent is gradually dropped until the catalyst is dissolved and uniformly mixed to form a mixing solution 1, wherein the ratio of V solution to n (catalyst) is from 10:4 to 10:8; the polycyclic aromatic acenaphthene solution is slowly dropped into the mixing solution 1, wherein the ratio of n (acenaphthen) to n (acylating agent) is from 1:4 to 1:12; flow return reaction is performed for 5 to 12 hours at the temperature of 30 to 60 DEG C, and then a reaction solution 2 is formed; the reaction solution 2 is stirred in the reaction process and reduced to the room temperature after reaction; the reaction solution 2 is stripped to obtain an organic phase, and the organic phase is repetitively washed until the organic phase is neutral; the organic phase is dried, the reagent in the organic phase is depressurized and distilled, and then a yellow solid crude product is obtained; the crude product is washed and recrystallized to obtain yellow flaky crystals, and the yellow flaky crystals are 3, 6-diphenyl acenaphthene. The invention not only avoids the reagent reacting, but also greatly enhances the yield of target products, and also reduces the toxicity of the used reagent.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a novel fine chemical intermediate polycyclic aryl ketone 3,6-dibenzoyl acenaphthene and its synthesis method, namely the application of Friedel-Crafts acylation reaction to synthesize a compound used in dyes, medicines, Pesticides, plastics, cosmetics and other fields have a new type of fine chemical intermediate - 3,6-dibenzoyl acenaphthene, which is widely used. Background technique [0002] Aromatic ketones are the basis for the formation of aromatic ketone polymers (polyketones). Aromatic ketone polymers are crystalline or semi-crystalline thermoplastic materials that have the properties of high temperature resistance, resistance to organic and inorganic chemicals, even if they are soaked in hot water for a long time , also resistant to hydrolysis. Aromatic ketone polymers also have properties such as corrosion resistance, less smoke release, low toxicity, and flame retarda...

AI Technical Summary

Problems solved by technology

As for the research on the preparation of 3,6-dibenzoylacenaphthene by acylation reaction using polycyclic aromatic hydrocarbon acenaphthene as the main raw material, according to literature search, AlCl is mainly used abroad at present. 3 As a catalyst, highly toxic nitrobenzene is used as a solvent, and the yield of the target product 3,6-dibenzoylacenaphthene is only 33%.

The main reason may be that when the Lewis acid AlCl 3 While catalyzing the reaction of acenaphthylene and benzoyl chloride, nitrobenzene and acenaphthene also react and produce products such as N-phenylaminoacenaphthylene, N-phenylaminoacenaphthylene, biacenaphthylene-acenaphthylene and biacenaphthylene, so that it very low yield

And our research is to use Lewis acid ionic liquid as catalyst, CCl 4 and ionic liquid as the reaction solvent, which not only avoids the participation of the solvent in the reaction, but also greatly improves the yield of the target product, and also reduces the toxicity of the solvent used. This synthetic method has not yet been reported at home and abroad.

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