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Alkylene bialkylphenol compound and preparation method thereof

A technology for alkyldialkylphenols and compounds, which is applied in the field of phenolic compounds and their preparation, can solve the problems of complex operation, high production cost, low yield and purity, and achieve high product purity, low cost and high yield Effect

Active Publication Date: 2012-10-10
RIANLON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The yield and purity of this method are low, and n-heptane is used as a solvent, the operation is more complicated and the production cost is higher

Method used

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  • Alkylene bialkylphenol compound and preparation method thereof
  • Alkylene bialkylphenol compound and preparation method thereof
  • Alkylene bialkylphenol compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 2L four-neck flask equipped with a stirring thermometer and a reflux condenser, under nitrogen protection, add 480g of 2% sulfuric acid aqueous solution (200g / 100g phenol), 6g of polyvinyl alcohol (2.5g / 100g phenol), and stir to raise the temperature to 45°C. Add 4.8g of sodium dodecylsulfonate (2.0g / 100g of phenol), 240g of 2,4-di-t-amylphenol, 90g of 40% acetaldehyde (the molar ratio of phenol to fatty aldehyde is 1:0.8), and then raise the temperature To 90 ~ 95 ℃, heat preservation reaction 5h. Cool down to room temperature and filter. The filter cake was washed with water to become neutral, and dried at room temperature to obtain 2,2'-ethylenebis(4,6-di-t-pentylphenol), calculated on the basis of 2,4-di-t-pentylphenol, with a yield of 98.0 %, purity 98.5%.

Embodiment 2

[0025] In a 2L four-necked flask equipped with a stirring thermometer and a reflux condenser, under the protection of nitrogen, add 600g of 2% sulfuric acid aqueous solution (333g / 100g phenol), 3g of polyvinyl alcohol (1.7g / 100g phenol), and stir to raise the temperature to 45°C. Add 1.8g of sodium lauryl sulfate (1.0g / 100g phenol), 180g of 2,4-di-t-amylphenol, 50g of 40% acetaldehyde (the molar ratio of phenol to fatty aldehyde is 1:0.59), and then heat up to 95~100℃, heat preservation reaction for 9h. Cool down to room temperature and filter. The filter cake was washed with water to become neutral, and dried at room temperature to obtain 2,2'-ethylenebis(4,6-di-t-pentylphenol), calculated on the basis of 2,4-di-t-pentylphenol, with a yield of 98.0 %, purity 98.7%.

Embodiment 3

[0027] In a 2L four-necked flask equipped with a stirring thermometer and a reflux condenser, under nitrogen protection, add 500g of 5% sulfuric acid aqueous solution (278g / 100g phenol), 3g of polyvinyl alcohol (1.7g / 100g phenol), and stir to raise the temperature to 45°C. Add 2.7g sodium dodecylbenzenesulfonate (1.5g / 100g phenol), 180g 2,4-di-tert-butylphenol, 45g 40% formaldehyde (the molar ratio of phenol to fatty aldehyde is 1:0.69), then raise the temperature To 80 ~ 90 ℃, heat preservation reaction 8h. Cool down to room temperature and filter. The filter cake was washed with water to become neutral, and dried at room temperature to obtain 2,2'-methylenebis(4,6-di-tert-butylphenol). Based on 2,4-di-tert-butylphenol, the yield was 98.2 %, purity 98.5%.

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Abstract

The invention relates to alkylene bialkylphenol compound and a preparation method of the alkylene bialkylphenol compound. Bialkylphenol and fatty aldehyde are used as raw materials, and compound emulsifying agent is added under the catalysis of vitriol, namely the alkylene bialkylphenol compound is synthesized under a composite emulsifying agent system consisting of polyvinyl alcohol and an anionic surface agent; according to the reaction conditions, based on 100g of bialkylphenol, the polyvinyl alcohol is 1.5 to 2.5g, the anionic surface agent is 0.5 to 2g, and 2 to 10% sulphuric acid solution is 200 to 400g, and the mole ratio of bialkylphenol to fatty aldehyde is of 1: 0.5-0.8; and the reaction lasts for 5 to 10 hours at temperature of 70 to 100 DEG C. Compared with existing synthesis route, the preparation method provided by the invention has the advantages that the composite emulsifying agent system comprising the polyvinyl alcohol and the anionic surface is adopted, and therefore various materials in the reaction system can be dispersed more uniformly, and the emulsifying effect is greater, and the reaction can be better carried out as well; and moreover, the operation process is simple, convenient and reliable; the conditions are easy to control; the product has high purity; and the yield and the purity are both higher than 98%.

Description

technical field [0001] The invention relates to phenolic compounds and a preparation method, in particular to an alkylene dialkylphenol compound and a preparation method. Background technique [0002] The alkylene dialkylphenol (bisphenol) compound is an antioxidant, and it is the basic raw material for the synthesis of new high-efficiency antioxidant bisphenol monoacrylate and high-efficiency polyacrylic acid nucleating agent, and is widely used in antioxidants , Synthetic resin and other fields. The main preparation method is as follows: [0003] JP-2006-124331 is related to the preparation method of alkylene dialkylphenol (bisphenol), aliphatic aldehyde and 2,4-di-tert-amylphenol are used as raw materials, p-toluenesulfonic acid is used instead of anionic surfactant, in The bis-2,2'-alkylene bis-alkylphenol compound was synthesized under the catalysis of sulfuric acid. After the reaction, xylene was added to extract and collect the organic phase for analysis. The optima...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/16C07C37/20
Inventor 孙春光张晓东李海平汤翠祥勾少萍张文轩
Owner RIANLON
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