Preparation method of 9,10-di(4-hydroxy alkoxy alcohol-phenyl)-phenanthrene aromatic diol

Abstract

The invention relates to a preparation method of 9,10-di(4-hydroxy alkoxy alcohol-phenyl)-phenanthrene aromatic diol and a derivative thereof. With phenanthrenequinone and phenol as raw materials, a pinacolone structure of 10,10'-di(4-hydroxy-phenyl)-phenanthrene is obtained after dehydration under the catalytic action of an appropriate acid; then under the actions of a specific reducing agent and a dehydrating agent, a pinacol structure of 9,10-di(4-hydroxy-phenyl)-phenanthrene is obtained through a phenyl group migration rearrangement process; and finally, the pinacol structure compound is subjected to a reaction with halogenated alcohol or an alkylene oxide derivative or enol or aliphatic diol and a derivative reagent thereof, and a novel aromatic diol compound 9,10-di(4-hydroxy alkoxy alcohol-phenyl)-phenanthrene is prepared. The novel aromatic diol compound can be used for polyester, polyurethane, polyether, polycarbonate and other macromolecule materials polymerization or monomers modification, so as to reach the objective of improving the macromolecule thermal property, optical property, electrical property, crystallinity and other properties.

Description

technical field [0001] The invention relates to a synthesis method of a class of aromatic dihydric alcohols, in particular to a preparation method of 9,10-bis(4-hydroxyalkoxy alcohol-phenyl)-phenanthrene aromatic dihydric alcohols and derivatives thereof. Background technique [0002] With the rapid development of polymer synthetic materials, especially its increasing outdoor applications in agricultural plastic films, military machinery, plexiglass, building materials, rubber products, mining / light-proof materials, medical plastics, textiles and clothing, etc., the high The optical, thermal, electrical and other properties of molecular materials put forward more stringent requirements. On the one hand, people can realize the protection of polymer products through physical addition or doping, such as adding photothermal and other stability aids and other functional components (nanoparticles or high-stable materials), but it is inevitable that the second The problem of the c...

AI Technical Summary

Problems solved by technology

However, PET still has some inherent defects, making it difficult to obtain due development and application.

For example, the gas barrier and heat resistance of PET, because PET's gas barrier is not high enough (it is easy to deteriorate the packaged goods, the shelf life of the packaged goods is short), and the heat distortion temperature is low (pasteurization cannot be performed) , poor scratch resistance, etc., and cannot be used for the packaging of oxygen-active commodities (such as beer, biochemical drugs); secondly, the antistatic property of PET, due to the high specific resistance of PET and the large frictional voltage, it is very easy to produce Static electricity, and the static half-life is long, when used as polyester fiber and film, it seriously affects its processing performance and performance; thirdly, when used as engineering plastics, PET has three problems: poor dimensional stability of products, low melt strength, and slow crystallization speed. Major defects, etc.

U.S. Patent US-5530086, US-8093434 reported that by inserting 9,9'-bis(4-hydroxyalkoxy alcohol-phenyl)-fluorene structure in traditional PET polyester, the glass transition temperature of the material can be significantly increased, Chemical resistance and significant optical anisotropic behavior expand its application in the fields of optical materials, fiber preparation and membrane science, but there is a methylene bridging unit at position 9 (sp 3 hybridization) will be oxidized to generate carbonyl defects during the annealing process, resulting in the unpredictability of the overall properties of the material during processing

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