Preparation method of bis(3-allyl-4-hydroxyphenyl)sulfone and derivatives thereof

Abstract

The invention relates to a synthesis method of bis(3-allyl-4-hydroxy phenyl) sulfone and a derivative thereof, and belongs to the field of chemical synthesis. The method comprises the following step: reacting for 0.5 to 1 hour at a temperature within 80 DEG C to 270 DEG C by taking phenylates as solvents, N,N-bis-low grade alkyl aromatic amines or pyridines as side reaction inhibitors, oxidized graphene as a catalyst and bis(4-hydroxy phenyl) sulfone or the derivative thereof as a raw material so as to prepare the bis(3-allyl-4-hydroxy phenyl) sulfone or the derivative thereof. According to the method, the reaction time is short; and the catalyst can be reused after being recycled in a filtering manner and dried. In addition, a proper quantity of side reaction inhibitors is added, so that by-products are greatly reduced, namely, the by-products are convenient to treat. The method is carried out without requiring inert gas protection or severe conditions, so that the reaction efficiency is greatly improved and the cost is greatly lowered.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and specifically relates to a preparation method of bis(3-allyl-4-hydroxyphenyl)sulfone and derivatives thereof. Background technique [0002] Bis(3-allyl-4-hydroxyphenyl)sulfone and its derivatives are a class of materials with relatively good heat-sensitive properties and are widely used in the field of new materials. The traditional synthesis of bis(3-allyl-4-hydroxyphenyl)sulfone and its derivatives is to use bis(p-allyloxyphenyl)sulfone and its derivatives to carry out rearrangement reaction at a certain temperature to prepare However, there are still some disadvantages in the actual preparation process. For example, when bis(3-allyl-4-hydroxyphenyl)sulfone is prepared in US Patent No. 4,596,997A, bis(p-allyloxyphenyl)sulfone is prepared in three Heating in chlorobenzene to 216-219°C for 10 hours, the reaction time is too long, and a large amount of tar is produced in the post-treatment pr...

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Problems solved by technology

The traditional synthesis of bis(3-allyl-4-hydroxyphenyl)sulfone and its derivatives is to use bis(p-allyloxyphenyl)sulfone and its derivatives to carry out rearrangement reaction at a certain temperature to prepare However, there are still some disadvantages in the actual preparation process. For example, when bis(3-allyl-4-hydroxyphenyl)sulfone is prepared in US Patent No. 4,596,997A, bis(p-allyloxyphenyl)sulfone is prepared in three Heating in chlorobenzene to 216-219°C for 10 hours, the reaction time is too long, and a large amount of tar is produced in the post-treatment process, and the product is not easy to separate; in US20050090673, di(p-allyloxyphenyl) sulfone was mixed with dichlorobenzene Heating to 180°C in medium temperature, the reaction time is as long as 60h, the energy consumption is high, and there are many single rearrangement reaction products, which is not conducive to the purification of the target product; Japanese patent JP2002114757 uses paraffin and kerosene as solvents under the protection of inert gas. Reaction at 205-210°C for 7 hours, not only the solvent cannot be recovered and used mechanically, but also a large number of single-rearrangement products exist in the reaction; in the world patent WO2004089883, microwaves are used to promote the reaction, no solvent is used, the reaction temperature is 260-280°C, and the reaction time is 16 minutes. Although the reaction time is shortened, because no solvent is used, it is difficult to export the product from the reactor after the reaction, which increases the difficulty of post-treatment, and the microwave conditions used limit the use of bis(3-allyl-4-hydroxyphenyl ) large-scale industrial production of sulfone

The above synthesis methods generally have problems such as long reaction time, high reaction temperature, low regioselectivity, difficult recycling of the catalyst, and inconvenient operation.

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