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Method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol

A catalytic oxidation and aliphatic technology, applied in chemical instruments and methods, preparation of organic compounds, catalytic reactions, etc., can solve the problems of complex catalyst preparation process, numerous reaction by-products, and difficulty in recycling, and achieve good industrial application prospects , less reaction time, good catalytic effect

Active Publication Date: 2020-12-15
SHANGHAI INST OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology describes different methods that are currently being utilized to make specific chemicals from alkenes by reducing their carbon number or adding hydrogen atoms at one end. These techniques have been developed over several decades ago but they still face challenging issues such as requiring expensive equipment due to complex processes involving multiple steps and generating unwanted side products during production.

Problems solved by technology

This patents describes various technical problem addressed in this patented article relating to improving the production of valuable products from natural sources like essential oil components due to factors including resource scarcity issues associated with current processes involving fossil fuel combustion, waste disposals, and increased costs caused by increasing demand over petroleum resources. These challengings require new catalysis techniques for efficient oxidative decomposition of specific types of starting material called alkene metatharsaturates (MCO), particularly those containing unsymmetrical carbon atoms derived from α-,β-,γ,-unsatritable tert Lewis Group elements).

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The green catalytic oxidation reaction method of aliphatic primary alcohol in the present embodiment, the steps of this method are:

[0039] Add 10mL of acetonitrile, 1.4445g of isononyl alcohol, 0.3271g of NHPI, and 0.3846g of copper oxide into the three-necked flask in turn, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 12h, and finally detect and analyze by GC. The yield of isononanoic acid was 83.72%.

[0040] Wherein the proportioning of used isononanol and acetonitrile is calculated according to the molar volume ratio, i.e. isononanol: acetonitrile is 1mol: 1000mL; The ratio of nonanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of isononanol.

Embodiment 2

[0044] A kind of green catalytic oxidation reaction method of aliphatic primary alcohol, the steps of this method are:

[0045] Add 15mL of acetonitrile, 1.0221g of 1-hexanol, 0.3262g of NHPI, and 0.3850g of copper oxide into the three-necked flask in sequence, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 6 hours, and finally determine the final concentration by GC detection. The product was 1-hexanoic acid, and the solvent acetonitrile was distilled off with a rotary vacuum evaporator, and the yield of 1-hexanoic acid was calculated to be 56.63%.

[0046] The ratio of 1-hexanol and acetonitrile used is calculated according to the molar volume ratio, that is, 1-hexanol: acetonitrile is 1mol:1500mL; Copper: 1-hexanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of 1-hexanol.

Embodiment 3

[0048] A kind of green catalytic oxidation reaction method of aliphatic primary alcohol, the steps of this method are:

[0049] Add 10mL of acetonitrile, 1.3028g of n-octanol, 0.3271g of NHPI, and 0.3852g of copper oxide in the three-necked flask in sequence, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 24h, and finally detect and analyze by GC. The oxidation product is n-octanoic acid, and the yield of n-octanoic acid is 90.25%.

[0050] Wherein the proportioning of used n-octanol and acetonitrile is calculated according to the molar volume ratio, namely n-octanol: acetonitrile is 1mol: 1500mL; The ratio of octanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of n-octanol.

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Abstract

The invention relates to a method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol. The method comprises the following steps of: adding aliphatic primary alcoholinto a reaction solvent, adding an N-hydroxyphthalimide-copper oxide catalyst, introducing oxygen during reaction, and carrying out reaction at 50-80DEG C under normal pressure for 6-24h to obtain carboxylic acid with high yield. Compared with the prior art, the method has the advantages that the oxidizing agent is green and environment-friendly, the catalyst is cheap and easy to prepare, easy toseparate from the product, convenient to recycle, the reaction conditions are mild and the like, therefore the method is a green oxidation method of aliphatic primary alcohol.

Description

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Claims

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Application Information

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Owner SHANGHAI INST OF TECH
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