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Preparation method of 2, 4-dimethyl-6-(1-methyl-pentadecyl) phenol

A technology of dimethylphenol and pentadecyl, which is used in the field of polymer material additives, can solve the problems of strong corrosion, high reaction temperature, and poor heat resistance, and achieve the effects of less side reactions and mild reaction conditions.

Active Publication Date: 2015-05-06
RIANLON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Various catalyst systems have different advantages and disadvantages. Liquid acid catalytic reaction conditions are mild, but they are highly corrosive and prone to intramolecular rearrangement, disproportionation, and transalkylation; oxide systems have low catalytic activity and require higher reactions. The temperature and catalyst activity decrease rapidly, and the stability performance is poor; resin catalysts have the characteristics of easy separation and no pollution to the environment, but there are problems such as poor heat resistance, short life and uneven pore distribution; solid acid catalysts have been researched for many years The new generation of alkylation catalyst developed is moving from the laboratory to the industrial scale after years of research
[0007] 2,4-Dimethyl-6-(1-methyl-pentadecyl)phenol has high reaction temperature and by-product 2,4-dimethyl-6-(2-ethane) in the preparation method disclosed at present base-tetradecyl)phenol more problems
[0009] Activated carbon-supported sulfuric acid catalyst avoids the shortcomings of sulfuric acid as a catalyst, can provide a large specific surface area, increase the density and strength of acid centers, and can be reused many times, but there is no report on the catalytic synthesis of 2,4-di Method for methyl-6-(1-methyl-pentadecyl)phenol

Method used

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  • Preparation method of 2, 4-dimethyl-6-(1-methyl-pentadecyl) phenol

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Experimental program
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Effect test

Embodiment 1

[0020] The preparation process of activated carbon-supported sulfuric acid catalyst is as follows: take 50 g of 30-40 mesh fruit shell granular activated carbon, wash it repeatedly with absolute ethanol, and then dry it, add 300 g of concentrated sulfuric acid with a concentration of 98%, stir at room temperature for 1 h, then let stand for 24 h, filter, and Dry and activate at 120°C for 4h, cool down, wash with distilled water until neutral, then dry at 120°C for 2h, the number of acid centers detected is 3.2mmol / g, and set aside.

Embodiment 2

[0022] The preparation process of activated carbon-supported sulfuric acid catalyst is as follows: take 50 g of 30-40 mesh fruit shell granular activated carbon, wash it repeatedly with absolute ethanol, and then dry it, add 200 g of sulfuric acid with a concentration of 80%, stir at room temperature for 1 h, then let it stand for 24 h, filter, and dry it at 120 Dry at 130°C for 2h, then activate at 130°C for 4h, cool, wash with distilled water until neutral, then dry at 120°C for 2h, the number of acid centers is 3.0mmol / g, and set aside.

Embodiment 3

[0024] The preparation process of activated carbon-supported sulfuric acid catalyst is as follows: take 50 g of 30-40 mesh fruit shell granular activated carbon, wash it repeatedly with absolute ethanol, and then dry it, add 260 g of sulfuric acid with a concentration of 90%, stir at room temperature for 1 h, then let it stand for 24 h, filter, and dry at 120 Dry at 140°C for 2h, then activate at 140°C for 4h, cool, wash with distilled water until neutral, then dry at 120°C for 2h, the number of acid centers is 3.6mmol / g, and set aside.

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Abstract

The invention discloses a preparation method of 2, 4-dimethyl-6-(1-methyl-pentadecyl) phenol. The method takes 2, 4-dimethyl phenol and hexadecane as raw materials, and comprises the steps of putting the 2, 4-dimethyl phenol and the hexadecane into a reactor according to the batch charge that molar ratio of the 2, 4-dimethyl phenol to the hexadecane is equal to (1.0-1.5): 1; feeding a sulfuric acid catalyst loaded on activated carbon into the reactor, wherein the dosage of the catalyst is 5-20% of the mass of the hexadecane; under the protection of nitrogen, mixing and heating up to 100-160 DEG C, carrying out reaction for 8-30 hours, and filtering to obtain a solid catalyst; carrying out reduced pressure distillation on filtrate to obtain unreacted raw materials; after that, carrying out reduced pressure distillation at the temperature of 180-200 DEG C under 1-2mmHg to obtain the 2, 4-dimethyl-6-(1-methyl-pentadecyl) phenol. Compared with the existing synthesis method, the preparation method has the product yield reaching up to more than 88% and the content reaching up to more than 96%. The preparation method of the 2, 4-dimethyl-6-(1-methyl-pentadecyl) phenol has the advantages of being mild in reaction conditions, fewer in side reactions, reusable in catalyst, etc.

Description

technical field [0001] The invention relates to the field of polymer material additives, and relates to a preparation method of 2,4-dimethyl-6-(1-methyl-pentadecyl)phenol, which belongs to the preparation technology of hindered phenolic antioxidants. Background technique [0002] 2,4-Dimethyl-6-(1-methyl-pentadecyl)phenol specifically refers to the following formula (I): [0003] [0004] Phenolic antioxidants all have a structure of hindered phenols, including alkylated monophenols, alkylated polyphenols, thiobisphenols, and derivatives of polyphenols and aminophenols. Alkylated monophenol, which contains only one hindered phenol unit in its structure, has excellent non-discoloration and non-polluting properties. Due to the small molecular weight, high volatility and extractability, it affects the anti-aging ability. The introduction of long-chain alkyl into its structure increases the molecular weight, effectively reduces its volatility and extractability, and improve...

Claims

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Application Information

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IPC IPC(8): C07C39/06C07C37/14
CPCY02P20/584C07C37/14C07C39/06
Inventor 云会霞孙春光范小鹏汤翠祥李海平徐丁
Owner RIANLON
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