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A method for separating and recovering n-pentanol from cyclohexanone by-product light oil

A technology for separation and recovery of light oil, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of low recovery rate, low yield, long reaction time, etc., and achieve rich sources of raw materials , reduce production costs, and facilitate the separation effect

Active Publication Date: 2016-03-02
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process is relatively simple, but the purity of the product cannot meet the requirements of the product, and the recovery rate is not high
[0005] CN1175569A relates to the method for purifying n-pentanol from the light oil of cyclohexanone production by-product, it is characterized in that the n-pentanol crude product that content is 80%~95% is obtained by rectifying light oil first, then adds acidic substance in At 120-140°C, react at normal pressure for 8-22 hours, then wash with alkali, wash with water, and rectify to obtain the finished product; CN1269344A adds 0.4%-0.6% of hydroxylamine reactant after the reaction is completed. React at a temperature of 100°C for 2 to 3 hours, wash with water, separate the oil phase, and distill to obtain more than 98% n-amyl alcohol. This process has many steps and a long reaction time. Metal catalysts are introduced and cannot be effectively recovered. Easy to cause secondary environmental pollution
This process does not involve the recovery of entrainer and catalyst, which is easy to cause secondary environmental pollution, and the yield is not high

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Take 600g of light oil, of which the content of n-pentanol is 30.55%, add 300g of water under normal pressure to carry out azeotropic distillation, control the reflux ratio of 4:1, collect the fraction at 92-95°C as 196g of n-pentanol crude product, and pass through the gas phase Chromatographic detection and analysis showed that the sample contained 90.50% n-pentanol, 7.68% epoxycyclohexane, 0.93% cyclopentanol, and the rest were unknown impurities. Add the crude product of n-pentanol, 225g of 36% hydrochloric acid solution, 5g of 98% concentrated sulfuric acid, and 1.5g of zinc chloride into a 500mL four-neck flask, reflux for 3 hours, filter after cooling, separate oil from water, and carry out normal pressure for the oil phase. Distill, collect 106-109°C fraction as reaction raw material and co-heat with 840g of 10% sodium hydroxide solution, react under reflux for 2 hours, after cooling, separate oil from water, carry out normal pressure distillation on oil phase, c...

Embodiment 2

[0027] Take 600g of light oil, of which the content of n-pentanol is 34.39%, add 500g of water under normal pressure conditions for azeotropic distillation, control the reflux ratio of 6:1, collect the 92-95°C fraction as 221g of n-pentanol crude product, and pass through the gas phase Chromatographic detection and analysis showed that the sample contained 91.1% of n-pentanol, 6.97% of epoxycyclohexane, and 0.88% of cyclopentanol, and the rest were unknown impurities. Add crude n-amyl alcohol, 350g of phosphorus trichloride, 8g of 98% concentrated sulfuric acid, and 2.2g of ferric chloride into a 500mL four-neck flask, reflux for 3 hours, filter after cooling, carry out atmospheric distillation, and collect 106~ The fraction at 109°C was used as the reaction raw material and co-heated with 950g of 10% sodium hydroxide solution, and reacted under reflux for 2 hours. After cooling, the oil and water were separated, and the oil phase was distilled at atmospheric pressure, and the ...

Embodiment 3

[0029] Take 500g of light oil, of which the content of n-pentanol is 37.83%, add 500g of water under normal pressure conditions for azeotropic distillation, control the reflux ratio of 5:1, collect the fraction at 92-95°C as 203g of n-pentanol crude product, and pass through the gas phase Chromatographic analysis showed that the sample contained 90.8% n-pentanol, 7.66% epoxycyclohexane, 1.03% cyclopentanol, and the rest were unknown impurities. Add the crude n-amyl alcohol, 4g of 98% concentrated sulfuric acid, and 260g of thionyl chloride into a 500mL four-neck flask, reflux for 3 hours, and carry out atmospheric distillation after cooling. 890 g of sodium hydroxide solution were heated together, and reacted for 2 hours under reflux conditions. After cooling, the oil and water were separated, and the oil phase was subjected to atmospheric distillation to collect fractions at 135 to 137 ° C. Obtained product 176.2g, through gas chromatography detection and analysis, n-pentanol...

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Abstract

The invention belongs to the field of organic chemical technology, and relates to a method for separating and recovering n-amyl alcohol from a byproduct light oil from cyclohexene oxidation to produce cyclohexanone and cyclohexanol. The method is characterized in that the light oil is subjected to pre-distillation, the separated n-amyl alcohol crude product is subjected to a series of chemical treatments to remove epoxy cyclohexene and cyclopentanol impurities. The invention realizes the goal of recovering n-amyl alcohol in light oil, and can obtain n-amyl alcohol with purity more than 99%, and at the same time reach yield of n-amyl alcohol to more than 90%.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry, and relates to a method for separating and recovering n-pentanol from the by-product light oil produced by cyclohexane oxidation to cyclohexanone and cyclohexanol. Background technique [0002] N-pentanol is an important organic synthesis intermediate, which can be used as raw material for organic synthesis, paint solvent, raw material for medicine, flotation agent for non-ferrous metals, antifoaming agent for boiler water, etc.; it can also be used as a permitted Edible spices, used in chocolate, whiskey, chives, apples, nuts, bread, grains and other flavors. Its production methods mainly include photochlorination of pentane mixture and carbonyl synthesis of carbon tetraolefins. [0003] In the industrial production of cyclohexane oxidation to prepare cyclohexanone and cyclohexanol, various by-products such as X oil, light oil, and waste lye are also generated while the target product...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C31/125C07C29/88C07C29/82
CPCC07C29/82C07C29/92C07C31/125
Inventor 何育苗金汉强季峰琦刘卓王燕
Owner CHINA PETROLEUM & CHEM CORP