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Preparation method for 4-thiophenyl-thiophenol

A technology of phenylthio and benzene thiol, applied in the field of preparation of 4-phenylthio-benzene thiol, can solve problems such as difficulty in meeting industrialized mass production, cost control, environmental friendliness improvement cannot be said to be sufficient, etc. Production environment, lower synthesis costs, wide-ranging effects

Active Publication Date: 2018-06-08
ZHEJIANG NHU CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] In summary, although PTT has been reported on synthetic methods, the improvement in cost control, yield, and environmental friendliness cannot be said to be sufficient, and it is difficult to meet the higher requirements of industrial mass production.

Method used

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  • Preparation method for 4-thiophenyl-thiophenol
  • Preparation method for 4-thiophenyl-thiophenol
  • Preparation method for 4-thiophenyl-thiophenol

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no. 1 Embodiment approach

[0050]In the first embodiment, the present invention provides a method for preparing 4-phenylthio-benzenethiol, which includes: using phenylene sulfide as a raw material to perform a halogenation reaction to obtain halogenated phenylene sulfide. In the embodiment of the present invention wherein, the halogenated phenylene sulfide is 4-halogenated phenylene sulfide; the 4-halogenated phenylene sulfide is reacted with a sulfhydrylating reagent to obtain 4-phenylthio-phenylthiolate; Said 4-phenylthio-benzenethiol is hydrochloridized to obtain 4-phenylthio-benzenethiol.

[0051] Specifically, the preparation method includes the following steps:

[0052] 1) Halogenation reaction: add peroxide into a mixed solution containing phenylene sulfide, organic solvent, halogenating agent, and inorganic acid to carry out bromination reaction; after the reaction is completed, separate layers, and remove the organic solvent in the organic layer to obtain 4-halogenated Phenyl sulfide;

[0053...

no. 2 Embodiment approach

[0092] The second embodiment of the present invention provides a method for preparing 4-phenylthio-benzenethiol. The raw materials, solvents and water used in the preparation process are recovered and reused. That is to say, in this embodiment, except that the raw materials required for the initial reaction are all unused new products, in the subsequent continuous production, the aqueous phase produced in the middle of step 1)-step 3) of the present invention is , organic solvents for application. Wherein the total recycling rate of the aqueous phase and the organic phase is 80%, preferably more than 90%, more preferably more than 95%, most preferably close to 100%.

[0093] In this embodiment, in step 1), the halogenation reaction adopts a two-phase system. The halogenation reaction takes place in the organic phase, and the inorganic salts produced during the reaction remain in the aqueous phase.

[0094] Considering the recycling of the water layer in step 1), the inorgani...

Embodiment 1

[0102] 1) Halogenation reaction

[0103] In the glass-lined reaction kettle, add 34.0kg (400mol) of dichloromethane, 18.6kg (100mol) of phenylene sulfide, 9.27kg (90mol) of sodium bromide, 44.1kg (90mol) of 20% sulfuric acid, protect it with nitrogen, and stir The temperature of the mixed solution was raised to 40° C., and then 5.1 kg (45 mol) of 30% concentration hydrogen peroxide was added dropwise to the reactor, and the time for adding was controlled to be 2 hours. After the addition was completed, the reaction was continued for 2 hours. After the reaction is completed, the obtained reaction solution is left to stand for stratification, and the water layer is used for the acidification reaction of step 3); 2) The extraction process in.

[0104] 2) Sulfhydryl reaction

[0105] In the stainless steel reaction kettle, add N-methyl-2-pyrrolidone (hereinafter referred to as NMP) 39.6kg (400mol), 50% sodium hydroxide aqueous solution 7.2kg (90mol), under the condition of stirr...

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Abstract

The invention discloses a preparation method for 4-thiophenyl-thiophenol. The preparation method comprises the following steps: with diphenyl sulfide as a raw material, subjecting the diphenyl sulfideto a halogenation reaction so as to obtain 4-halogeno diphenyl sulfide; subjecting the 4-halogeno diphenyl sulfide to a mercapto substitution reaction so as to obtain 4-thiophenyl-thiophenol salt; and subjecting the 4-thiophenyl-thiophenol salt to acidification. The preparation method provided by the invention avoids the use of substances like benzenethiol with pollution to the environment, and realizes highly-efficient cyclic recovery and utilization of reaction materials, solvents, water, etc. The preparation method provided by the invention does not discharge organic wastes, waste acid andwaste alkaline water, and is a green process for synthesis of the 4-thiophenyl-thiophenol.

Description

technical field [0001] The invention relates to a preparation method of 4-phenylthio-benzenethiol, which belongs to the field of organic chemical synthesis. Background technique [0002] As the public pays more and more attention to environmental protection issues, the halogen laws and regulations of various countries are becoming more and more stringent. Among them, Europe requires that the bromine and chlorine content in materials used in the electronics industry be less than 900ppm respectively. At present, 70% of polyphenylene sulfide (hereinafter referred to as PPS) products are used in electronic appliances and automobile industries, but due to the limitation of sodium sulfide method, PPS will have a large number of chlorine end groups, making it difficult for conventional PPS resin products to meet the current halogen regulations requirements. [0003] Citation 1 discloses a method of using 4-phenylthio-benzenethiol (hereinafter referred to as PTT) as an end-capping ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/20C07C323/09C01D5/02
CPCC01D5/02C07C319/20C07C323/09C07C321/30
Inventor 陈志荣李沃源尹红胡柏剡周贵阳李浩然潘帅锋连明覃广德李其川
Owner ZHEJIANG NHU CO LTD
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