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Synthesis method of 1,6-hexanediol

A synthesis method and technology of cyclohexene, applied in 1 field, can solve problems such as many side reactions, lack of efficient catalysts, harsh reaction conditions, etc., and achieve the effects of low raw material cost, high product yield, and mild reaction conditions

Pending Publication Date: 2021-12-31
CHINA TIANCHEN ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are many side reactions during the direct hydrogenation of adipic acid, and the reaction conditions are relatively harsh, and there is a lack of efficient catalysts.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Put 16kg of cyclohexene, 50kg of tert-butanol, and 2kg of molybdenum sulfide catalyst in the reactor, start stirring to stir the reactants until uniform, and turn on the circulating water to control the temperature of the reaction solution at 40°C. Add 40kg, 50% hydrogen peroxide evenly into the reaction kettle, and the feeding time is 20min. After feeding, the temperature of the reactor was controlled at 40° C. by circulating water, and the reaction constant temperature time was 30 minutes to obtain a reaction solution containing adipaldehyde. After analysis, the conversion rate of cyclohexene in this reaction was 89.12%, and the selectivity of adipaldehyde was 95.83%.

[0033] The above reaction solution is passed through a filter membrane with a pore size of 1.2 μm, and then a fraction at 92-94° C. is obtained by rectification to obtain adipaldehyde.

[0034] Add 20kg of adipaldehyde and 0.8kg of nickel-loaded alumina catalyst into the reactor, heat the reactor to 2...

Embodiment 2

[0036] Put 16kg of cyclohexene, 60kg of dimethyl sulfoxide, and 2kg of molybdenum(IV) selenide catalyst in the reactor, start stirring to stir the reactants until uniform, and turn on the circulating water to control the temperature of the reaction solution at 40°C. Add 50kg of 30% hydrogen peroxide evenly into the reactor, and the feeding time is 15 minutes. After feeding, the temperature of the reactor was controlled at 40° C. by circulating water, and the reaction constant temperature time was 30 minutes to obtain a reaction solution containing adipaldehyde. After analysis, the conversion rate of cyclohexene in this reaction was 47.14%, and the selectivity of adipaldehyde was 81.77%.

[0037] The above reaction solution is passed through a filter membrane with a pore size of 1.2 μm, and then a fraction at 92-94° C. is obtained by rectification to obtain adipaldehyde.

[0038] Add 20kg of adipaldehyde and 0.5kg of platinum-supported alumina catalyst into the reactor, heat t...

Embodiment 3

[0040] Put 16kg of cyclohexene, 50kg of ethanol, and 2kg of molybdenum sulfide catalyst in the reactor, start stirring to stir the reactants until uniform, and turn on the circulating water to control the temperature of the reaction solution at 40°C. Add 40kg, 50% hydrogen peroxide evenly into the reaction kettle, and the feeding time is 20min. After feeding, the temperature of the reactor was controlled at 40° C. by circulating water, and the reaction constant temperature time was 30 minutes to obtain a reaction solution containing adipaldehyde. After analysis, the conversion rate of cyclohexene in this reaction was 97.76%, and the selectivity of adipaldehyde was 47.84%.

[0041] The above reaction solution is passed through a filter membrane with a pore size of 1.2 μm, and then a fraction at 92-94° C. is obtained by rectification to obtain adipaldehyde.

[0042] Add 20kg of adipaldehyde and 0.8kg of Raney nickel catalyst into the reactor, heat the reactor to 210°C, and rais...

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PUM

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Abstract

The invention provides a synthesis method of 1,6-hexanediol, which comprises the following steps: by taking cyclohexene as a raw material, firstly oxidizing cyclohexene into adipic dialdehyde through two steps of oxidation and hydrogenation, and then hydrogenating the adipic dialdehyde to generate the 1,6-hexanediol product. Compared with the prior art, the synthesis method disclosed by the invention has the advantages of low raw material cost, mild reaction conditions, high catalyst activity, high product yield and few byproducts.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, in particular to a method for synthesizing 1,6-hexanediol. Background technique [0002] 1,6-Hexanediol (HDO), the molecular formula is C 6 h 14 o 2 , It is a white solid at room temperature, easily soluble in water, methanol, ethanol, butyl acetate, slightly soluble in ether, etc., insoluble in toluene. 1,6-Hexanediol has two hydroxyl groups located at both ends of the carbon chain and has high activity. It is an emerging fine chemical raw material of polyester with high added value. [0003] 1,6-hexanediol endows products with excellent comprehensive properties in the fields of synthetic raw materials and modifiers, such as enhanced flexibility, impact resistance, color stability, and good low-temperature performance and hydrolysis resistance. These excellent properties The application market of 1,6-hexanediol is very broad. [0004] 1,6-Hexanediol can be used in UV coatings. UV coating...

Claims

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Application Information

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IPC IPC(8): C07C29/141C07C31/20
CPCC07C29/141C07C45/28C07C31/20C07C47/12Y02P20/52
Inventor 庄大为杜小宝杨磊刘喆刘新伟王聪
Owner CHINA TIANCHEN ENG
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