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Method for synthesizing 4,4'-biphenol

A technology of biphenyldiphenol and p-iodophenol, which is applied in the field of organic synthesis, can solve the problems of low yield of benzidine method, high requirements for reaction conditions, and difficult purification of products, and achieve simple and convenient treatment process, low equipment requirements and low cost. low effect

Pending Publication Date: 2022-02-11
NINGXIA QINGYAN POLYMER MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among them, the benzidine method has low yield and poor product quality; the biphenyl sulfonation alkali fusion method and the biphenyl halogenation hydrolysis method require high reaction conditions, and the yield is not ideal; The preparation of 4,4'-diphenol by tert-butyl requires a large amount of aluminum trichloride and phenol in the process of removing tert-butyl, which makes the product difficult to purify

Method used

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  • Method for synthesizing 4,4'-biphenol
  • Method for synthesizing 4,4'-biphenol

Examples

Experimental program
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Effect test

Embodiment 1

[0041] Weigh 4.4g of p-iodophenol, catalyst NiBr 2 ·3H 2 O 0.11g, CuI 0.29g and 30mL DMA were added to a dry reaction flask, and nitrogen gas was introduced to replace the air in the flask three times. Under a nitrogen atmosphere, the reaction was stirred at room temperature under 365nm ultraviolet light, and the reaction was completed after 10 hours. Filtrate and concentrate the filtrate, dissolve the resultant in petroleum ether, wash with saturated brine three times to separate the organic phase, then concentrate the organic phase under reduced pressure to obtain a solid, and then recrystallize the solid with ethyl acetate to obtain product 4, 4'-biphenol, the yield is 86%.

Embodiment 2

[0043] Weigh 4.4g of p-iodophenol, catalyst NiBr 2 ·3H 2 O 0.11g, CuI 0.58g and 30mL DMA were added to a dry reaction flask, and nitrogen gas was introduced to replace the air in the flask three times. Under a nitrogen atmosphere, the reaction was stirred at room temperature under 365nm ultraviolet light, and the reaction was completed after 10 hours. Filtrate and concentrate the filtrate, dissolve the resultant in petroleum ether, wash with saturated brine three times to separate the organic phase, then concentrate the organic phase under reduced pressure to obtain a solid, and then recrystallize the solid with ethyl acetate to obtain product 4, 4'-biphenol, the yield is 88%.

Embodiment 3

[0045] Weigh 4.4g of p-iodophenol, catalyst NiBr 2 ·3H 2 O 0.11g, CuBr0.29g and 30mL DMA are added in the dry reaction bottle, pass into nitrogen, replace the air in the bottle three times, under the nitrogen atmosphere, stir the reaction at room temperature under 365nm ultraviolet light, and finish the reaction after 10 hours of reaction, and the reaction solution Filtrate and concentrate the filtrate, dissolve the resultant in petroleum ether, wash with saturated brine three times to separate the organic phase, then concentrate the organic phase under reduced pressure to obtain a solid, and then recrystallize the solid with ethyl acetate to obtain product 4, 4'-biphenol, the yield is 81%.

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Abstract

The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing 4,4'-biphenol. According to the method for synthesizing 4,4 '-biphenol, provided by the invention, under the catalysis of a nickel catalyst, a coupling reaction of p-iodophenol is promoted by adopting an ultraviolet irradiation condition to prepare 4,4'-biphenol, the method is simple in synthetic route, 4,4'-biphenol can be prepared through one-step reaction, an intermediate does not need to be separated out, the post treatment process is simple and convenient, and the operation is simple. The method has the advantages of mild reaction conditions, easy realization, and low equipment requirements. Meanwhile, a cheap nickel catalyst and copper salts are used together, the cost is low, and the massive production requirements can be better met.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing 4,4'-diphenol. Background technique [0002] 4,4'-biphenyldiphenol is an important organic synthesis intermediate, which has good heat resistance, no pollution, anti-oxidation and anti-aging advantages, and can be used as polyester, polyurethane, polysulfone and epoxy It can be used as a modified monomer for resin, etc., to prepare engineering materials and composite materials with excellent performance; it can be used as rubber anti-aging agent and plastic antioxidant; it can be used as rubber products for food packaging and medical latex products; it can be used as sulfur chloride cooling agent Vulcanized products (such as medical gloves, condoms, etc.). [0003] Liquid crystal polymer has developed rapidly in recent years. It is a high-performance engineering material. Its advantages of high heat resistance, high rigidity, thin-wall fluidit...

Claims

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Application Information

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IPC IPC(8): C07C37/18C07C37/70C07C37/84C07C39/15
CPCC07C37/18C07C37/70C07C37/84C07C39/15
Inventor 张东宝于冉徐良
Owner NINGXIA QINGYAN POLYMER MATERIALS CO LTD
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