Preparation method of 3,3'5,5'-tetraalkyl-4,4'-biphenyl diphenol

A technology of biphenyldiphenol and tetraalkyl, which is applied in 3 fields, can solve the problems of high requirements for reaction equipment and harsh reaction conditions, and achieve the effects of high oxygen utilization rate, no discharge of three wastes, and simple reaction equipment

Inactive Publication Date: 2012-09-12
四川宝利丰科技有限公司
View PDF3 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the embodiment of the present invention is to provide a preparation method of 3,3',5,5'-tetraalkyl-4,4'-biphenyldiol, which aims to solve the problem of harsh reaction conditions and high requirements for reaction equipment in one-step method , and diphenoquinone and polyphenylene ethers of different molecular weights will inevitably be produced in the product

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of 3,3'5,5'-tetraalkyl-4,4'-biphenyl diphenol
  • Preparation method of 3,3'5,5'-tetraalkyl-4,4'-biphenyl diphenol

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0025] figure 1 It shows the realization process of the preparation method of 3,3',5,5'-tetraalkyl-4,4'-biphenyldiol provided by the embodiment of the present invention. The preparation method comprises the following steps:

[0026] In step S101, 100 parts of 2,6-dialkylphenol, 25-50 parts of solvent, and 0.2-1 part of self-made copper amine complex catalyst were stirred, mixed and dissolved, and then oxygen or air was introduced to control the temperature of the system at 20- React at 50°C for 2-4 hours, the system turns into a reddish-brown solid suspension;

[0027] In step S102, the reaction system in the above step S101 is stopped from passing oxygen, the oxygen atmosphere in the nitrogen replacement system is replaced, the solvent is kept in the nitrogen atmosphere, and the temperature is raised to evaporate the solvent, and then the temperature of the system is controlled at 135-160°C for 1.5-2.5 hours. , the color of the system becomes pale yellow or colorless;

[0...

Embodiment 1

[0031] 100g of 2,6-dimethylphenol, 25g of methanol, and 0.2g of the catalyst obtained in Example 1 of the self-made copper amine complex catalyst were stirred, mixed and dissolved, and then oxygen was introduced at a rate of 60ml / min, and the temperature of the system was controlled at 20-30°C After 2 hours of reaction, the system turned into a reddish-brown solid suspension. The reaction system stopped passing oxygen, and replaced the oxygen atmosphere in the system with nitrogen. Keep in a nitrogen atmosphere and heat up to about 65°C to evaporate the solvent, then raise the temperature to 135-145°C for 1.5 hours, cool down to 40°C, add 25g of methanol, precipitate crystals, filter, and wash the filter cake with 25g of methanol to obtain Off-white product 3,3',5,5'-tetramethyl-4,4'-diphenol 70g, melting point 224-227°C, product purity 98.52%.

preparation Embodiment 2

[0033] 2,6-Di-tert-butylphenol 100g, ethanol 40g, self-made copper amine complex catalyst embodiment 2 obtained catalyst 0.5g are stirred and mixed to dissolve, then pass into oxygen with the speed of 30ml / min, control system temperature at 30-40 °C for 3 hours. Stop the oxygen flow, and change the oxygen atmosphere in the nitrogen replacement system. Keep in a nitrogen atmosphere and raise the temperature to about 80°C to evaporate the solvent, then control the system temperature at 145-150°C for 2 hours, the color of the system will become light to light yellow. Cool down to 45°C, add 30g of ethanol, precipitate crystals, filter, and wash the filter cake with 20g of ethanol to obtain the light yellow product 3,3',5,5'-tetra-tert-butyl-4,4'-biphenyl Phenol 68g, melting point 186-187°C, high performance liquid chromatography analysis product purity is 99.18%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a preparation method of 3,3'5,5'-tetraalkyl-4,4'-biphenyl diphenol. The preparation method comprises the following steps that 100 parts of 2.6-dialkyl phenol, 25 to 50 parts of solvents and 0.2 to 1 part of self-made copper amine complex catalysts are stirred, mixed and dissolved, then, oxygen or air is introduced, the system temperature is controlled to be 20 to 50 DEG C for reaction, the reaction lasts 2 to 4 hours, and the system becomes reddish brown solid suspension; the oxygen introduction is stopped, the nitrogen gas is introduced for replacing oxygen atmospheres in the system, the temperature rise is kept in nitrogen atmospheres, solvents are steamed, then, the temperature of the control system is controlled to be 135 to 160 DEG C, the reaction lasts 1.5 to 2.5 hours, and the system color becomes faint yellow or colorless; and the temperature is reduced to 40 to 50 DEG C, 25 to 35 parts of solvents are added, crystals are separated out, the filtering is carried out, and 15 to 25 parts of solvents are used for washing filter cake. The preparation method has the advantages that raw materials pre se are used as reducing agents for reducing quinine into phenol, the introduction of other impurities is avoided, and the product purity is high; the reaction equipment is simple, the oxygen utilization rate is high, and the pressurized reaction is not needed; and after the final product is filtered, the filtrate can also be subjected to circulation reaction after raw material replenishing, and three-waste discharge is avoided.

Description

technical field [0001] The invention relates to a preparation method of 3,3',5,5'-tetraalkyl-4,4'-biphenyldiol. Background technique [0002] 3,3',5,5'-tetraalkyl-4,4'-diphenol is an important fine chemical intermediate, which can be used to produce 4,4'-diphenol, 3,3' , 5,5'-tetraalkyl-4,4'-biphenyl diglycidyl ether, etc. The most commonly used are 3,3',5,5'-tetramethyl-4,4'-diphenol and 3,3',5,5'-tetra-tert-butyl-4,4'-biphenyl Two kinds of quinone. [0003] At present, the production of 3,3',5,5'-tetraalkylbiphenols is divided into one-step method and two-step method. The one-step reaction conditions are harsh, the requirements for reaction equipment are high, and diphenoquinone and polyphenylene ethers of different molecular weights will inevitably be produced in the product. The two-step method mainly uses 2,6-dialkylphenol as the raw material. The principle is to first oxidize and couple to generate tetraalkylbiphenyldiquinone and then reduce it to tetraalkylbipheny...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/15C07C37/07
Inventor 李晶晶李朝祥
Owner 四川宝利丰科技有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap