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Industrial preparation method for p-chloroalkylphenols

A technology of chlorinated alkylphenols and alkylphenols, which is applied in the field of industrial preparation of chemical intermediate p-chlorinated alkylphenols, and can solve the limitations of commercialization and no significant improvement in the selectivity of para-chlorinated products. Application and other issues to achieve the effect of improving product selectivity, reducing production costs and by-products

Active Publication Date: 2007-12-12
湖南瑞冠生物化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the organic sulfides mentioned in this method are expensive because they have not been commercialized, which limits their application; meanwhile, according to the examples in this patent, the adoption of these novel organic sulfides does not significantly improve the para-chlorine Substitute selectivity, the highest selectivity is less than 90%

Method used

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  • Industrial preparation method for p-chloroalkylphenols

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: Preparation of 4-chloro-3,5-dimethylphenol.

[0033] Add 2.5Kg tetrachlorethylene to the 5000ml four-necked reaction flask equipped with thermometer, stirring, condensing reflux device, and equal pressure funnel, then add 600g (5mol) 3,5-dimethylphenol, 6g iron trichloride respectively (1.0% based on the weight of 3,5-dimethylphenol), 1.22g organosulfide (0.2% based on the weight of 3,5-dimethylphenol), and 30g isopropyl ether (5% based on the weight of 3,5- weight of dimethylphenol). 675 g (5 mol) of sulfuryl chloride was added dropwise at a constant speed under stirring, and the dropping time was controlled within 3 hours. The reaction temperature was controlled at 20°C. After the dropwise addition, keep warm and continue to stir for 1 hour. Then the temperature was raised to 40° C., 250 g of tap water was added for washing, and then the layers were statically separated, and the organic solvent in the lower layer was removed for cold analysis, and sample...

Embodiment 2

[0039] Example 2: Preparation of 4-chloro-3-methylphenol.

[0040] Add respectively 2.16Kg (20mol) 3-methylphenol and 216g iron trichloride (1.0% is based on 3-methylphenol weight), 7.72g organic sulfide (0.2% based on the weight of 3-methylphenol), and 54g isopropyl ether (2.5% based on the weight of 3,5-dimethylphenol). 2.7Kg (1mol) sulfuryl chloride was added dropwise at a constant speed under stirring, and the dropping time was controlled within 3 hours. The reaction temperature was controlled at 20°C. After the dropwise addition, keep warm and continue to stir for 1 hour. Then the temperature was raised to 40°C, 1Kg of tap water was added for washing, and then the layers were statically separated, and the organic solvent in the lower layer was removed for cold analysis, and samples were taken for analysis at the same time. The analysis results are shown in Table 2:

[0041] 4-Chloro-3-methylphenol: 93.6% mol

[0042] 2-Chloro-3-methylphenol: 5.3% mol

[0043] 2,4 Ch...

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Abstract

The invention provides an industrial method for preparing chloro- alkyl- phenol. It takes alkyl- phenol and chlorizating agent for addition reaction to prepare said product. Said reaction is carried out at -10- 100 Deg. C under co-catalytic action. Said co- catalyst comprises metallic chloride, organic sulfide and alkyl ether. The invention is characterized by greatly reduced production cost and side production production, increased purity and yield.

Description

technical field [0001] The invention relates to an industrialized preparation method of a chemical intermediate p-chlorinated alkylphenol. Background technique [0002] Chlorinated alkylphenol is an important chemical intermediate, which can be used as an antibacterial agent, antifungal agent, and disinfectant, and is widely used in industry and cosmetics. It has excellent inhibitory effect on bacteria, mold and most fungi. Such chloroalkylphenols have the following structures: [0003] [0004] Where: R 1 and R 2 It is a lower alkyl functional group containing 1-4 carbon atoms, including methyl, ethyl, propyl and isopropyl, etc. R 1 and R 2 Can be the same or different. [0005] Among this class of chloroalkylphenols, 4-chloro-3,5-dimethylphenol (trade name Chloroxylenol) and 4-chloro-3-methylphenol (trade name Chlorocresol) have been found to act as anion Surfactants, nonionic surfactants, and their complex systems have excellent antibacterial effects in deterge...

Claims

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Application Information

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IPC IPC(8): C07C37/62C07C39/02
CPCY02P20/52
Inventor 胡汉忠
Owner 湖南瑞冠生物化工科技有限公司
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