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A method for preparing corresponding hydroxy acids by catalytic oxidation of lactones

A technology of catalytic oxidation and hydroxy acid, which is applied in the direction of oxidative preparation of carboxylic acid, chemical instruments and methods, and preparation of organic compounds. Effect of good activity stability, high lactone conversion and corresponding hydroxy acid yield

Active Publication Date: 2014-10-01
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the above-mentioned methods use strong acid and strong alkali as reactants, the equipment is severely corroded, a large amount of waste is generated, and the environment is affected, so it does not conform to the principles of green and sustainable development chemistry

Method used

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  • A method for preparing corresponding hydroxy acids by catalytic oxidation of lactones
  • A method for preparing corresponding hydroxy acids by catalytic oxidation of lactones

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026]Take by weighing 2.3 grams of hollow titanium-silicon molecular sieves (produced by Hunan Jianchang Petrochemical Company, brand HTS, analyzed by X-ray diffraction to be the titanium-silicon molecular sieve of MFI structure, the adsorption isotherm and the desorption isotherm of the low-temperature nitrogen adsorption of this molecular sieve are between There is a hysteresis ring, the grains are hollow grains and the radial length of the cavity part is 15-180 nanometers; the molecular sieve sample is at 25°C, P / P 0 =0.10, the benzene adsorption capacity recorded under the condition of adsorption time 1 hour is 78 mg / g, the same below) is installed in the 100ml three-necked flask, then adds magnetic stirrer, 20.02 gram δ-cyclopentarolactone, 18 Gram water and 23ml concentration are 30% hydrogen peroxide, at this moment the mol ratio of δ-cyclopentalactone and hydrogen peroxide is 1: 1. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the ...

Embodiment 2

[0028] Weigh 2.44 grams of hollow titanium-silicon molecular sieves and put them in a 100ml three-necked flask, then add a magnetic stirrer, 20.02 grams of δ-cyclopentarolactone, 6.4 grams of water, 15 grams of methanol and 23ml of hydrogen peroxide at a concentration of 30%. The molar ratio of δ-cyclopentarolactone to hydrogen peroxide is 1:1. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the upper part of the three-necked flask is condensed and refluxed with a condenser, and the magnetic stirrer and heating device are started to start the reaction. The reaction temperature was controlled at about 75° C., and after 2 hours of reaction, the conversion rate of δ-cyclopentarolactone was 22.85%, and the selectivity to 5-hydroxyvaleric acid was 70.26%.

Embodiment 3

[0030] Weigh 2.65 grams of hollow titanium-silicon molecular sieves and put them in a 100ml three-necked flask, then add a magnetic stirrer, 20.02 grams of δ-cyclopentarolactone, 14.8 grams of tert-butanol and 46ml of 30% hydrogen peroxide. At this time, δ- The molar ratio of cyclopentalactone to hydrogen peroxide is 1:2. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the upper part of the three-necked flask is condensed and refluxed with a condenser, and the magnetic stirrer and heating device are started to start the reaction. The reaction temperature was controlled at about 80° C., and after 1 hour of reaction, the conversion rate of δ-cyclopentarolactone was 30.82%, and the selectivity to 5-hydroxyvaleric acid was 55.01%.

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Abstract

The invention discloses a method for preparing a corresponding hydroxy acid by catalytically oxidizing lactone. The method is characterized by comprising the following steps of: undergoing a reaction at the temperature of 40-95 DEG C under the pressure of 0-3.0 MPa in the presence of a catalyst in the molar ratio of 1:(0-80):(0.2-20) of the lactone to a solvent to hydrogen peroxide; and recovering to obtain the hydroxy acid, wherein the catalyst is a titanium-silicon molecular sieve; and the mass ratio of the catalyst to the lactone is 1:(5-300). Compared with the prior art, the method has the advantage that: the defects of large using quantities of acids and alkalis, complex production process, corrosion of equipment, potential safety hazard, severe environmental pollution and the like existing in the conventional oxidizing method are overcome.

Description

technical field [0001] The invention relates to a method for preparing corresponding hydroxyacids by catalytic oxidation of lactones, more specifically a method for preparing corresponding hydroxyacids for lactones by oxidizing hydrogen peroxide. Background technique [0002] Hydroxy acids are important organic chemical raw materials. Taking 6-hydroxycaproic acid as an example, its melting point is 38-40°C, its boiling point is 113-116°C, its density is 0.981g / ml, its refractive index is 1.044, and its flash point is >110°C. It is an important organic chemical raw material, which has a wide range of applications in the fields of organic synthesis and polymer materials. For example, the preparation of 6-formyl caproic acid, ε-caprolactone, adipic acid, etc. Its derivative 6-hydroxyhexanoic acid ethyl ester etc. are commonly used organic chemical intermediates. US Patent USP2008306153 introduces a CH 2 Cl 2 In a solvent, using PCC (Pyridinium Chlorochromate) as an oxid...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/31C07C51/285C07C59/01
CPCY02P20/582
Inventor 夏长久林民朱斌史春风龙立华舒兴田邹飞艳汝迎春
Owner CHINA PETROLEUM & CHEM CORP