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Ring-opening reaction new method of process for reclaiming epoxy cyclohexane from light oil

A technology of epoxycyclohexane and ring-opening reaction, applied in the direction of organic chemistry, etc., can solve problems such as weak strength, increased various costs, difficult practicability of raw materials, etc.

Active Publication Date: 2008-07-23
昌德新材科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of an organic solution of hydrogen chloride is indeed a way to increase the yield, but the raw materials are rare and not practical. For example, the benefits brought by the increased yield are not enough to make up for the increased costs caused by the increase in organic solvents.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Take 100g of hydrochloric acid with a concentration of 36.5%, add 20g of sodium chloride, start stirring, control the reaction temperature at about 10°C, slowly add 293g of light oil (containing 36.44% (w / w) of epoxycyclohexane), and finish adding Then keep warm and stir for 1.0 hour. Get reaction liquid sample analysis: 2-chlorocyclohexanol 36.44% (w / w), cyclohexanediol 0.67% (w / w), epoxy cyclohexane 0% (w / w), calculate epoxy ring The conversion rate of hexane is 100%, and the selectivity is 98.2%.

Embodiment 2

[0019] Get 500g of light oil, which contains epoxycyclohexane 57.38% (w / w), start stirring, control the reaction temperature at about 40°C, start to drop 340g of hydrochloric acid with a concentration of 30.0% (add 120g of zinc chloride to it in advance ), measure pH=7 after adding. Get reaction liquid sample analysis: 2-chlorocyclohexanol 60.8% (w / w), cyclohexanediol 1.3% (w / w), epoxycyclohexane 3.1% (w / w), calculate epoxy ring The conversion rate of hexane was 94.5% (hydrochloric acid deficiency), and the selectivity was 97.9%.

Embodiment 3

[0021] Get light oil 1000g, wherein contain epoxycyclohexane 18.70% (w / w), start stirring, control temperature 80 ℃, slowly feed HCl gas; When reaction system PH=4, stop feeding HCl gas; Then in Stir for a further 0.5 hours at 50°C. Get reaction liquid sample analysis: 2-chlorocyclohexanol 23.64% (w / w), cyclohexanediol 0.24% (w / w), epoxy cyclohexane 0.01% (w / w), calculate epoxy ring The conversion rate of hexane is 99.5%, and the selectivity is 99.0%.

[0022] For steps such as distillation in the present invention, adding alkali to carry out ring-closing reaction and product refining, as the whole some steps of separation and recovery technology of epoxycyclohexane of the present invention, already disclosed in prior art CN1331077A and CN1380291A, above-mentioned we only have significant progress Ring opening reactions are exemplified. Does not affect the overall implementation effect.

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Abstract

The invention relates to a new method of ring-opening reaction for recovering cyclohexene oxide from light oil, which mainly comprises the following steps: a. mixing cyclohexene oxide in light oil and hydrogen chloride for ring-opening reaction, enabling the cyclohexene oxide to be converted into 2-chlorocyclohexanol with high boiling point; b. adopting method of vacuum distillation or atmospheric distillation to separate the 2-chlorocyclohexanol with high boiling point from other components in light oil; c. mixing alkali and the collected 2-chlorocyclohexanol for ring-closing reaction after separation, and cyclohexene oxide is obtained through distillation. The new method of ring-opening reaction for recovering cyclohexene oxide from light oil is characterized in that in step a, the hydrogen chloride can either be liquid or gaseous; the molar ration of the cyclohexene oxide in light oil to the hydrogen chloride is 1:0.80 to 1.30; the reaction temperature is -20 to 130 DEG C.

Description

technical field [0001] The invention relates to a new ring-opening reaction method for recovering epoxycyclohexane from light oil. Background technique [0002] There are many sets of cyclohexane oxidation devices at home and abroad. In recent years, the downstream products produced by cyclohexane oxidation liquid have reached 3 million tons per year. During this oxidation process, 2-5% (w / w) low boiling by-products - colloquially known as "light oils", rich in epoxycyclohexane components - are produced simultaneously. It is of great practical significance to fully recycle components such as epoxycyclohexane. [0003] CN1331077A has introduced a kind of method that utilizes hydrogen halide reaction to generate 2-halogenated cyclohexanol, and reclaims epoxy cyclohexane. But in this method, when epoxycyclohexane reacts with hydrochloric acid to generate 2-halogenated cyclohexanol, there is also a competing reaction of epoxycyclohexane hydrolysis to generate by-product cyclod...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/04C07D301/32
Inventor 郑宏翠郑寿平唐召兰屈铠甲肖海军蒋卫和
Owner 昌德新材科技股份有限公司
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