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A method for preparing cosmetic fragrance intermediates by selective epoxidation of nano functional materials

A nano-functional, iron oxide technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc., can solve separation difficulties, low selectivity, low yield, etc. problems, to achieve the effect of less dosage, optimized catalytic system, and reduced production costs

Inactive Publication Date: 2021-03-16
深圳伊赞泉生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] The purpose of the present invention is to provide a novel nano-catalyst material to selectively epoxidize the 9,10-position double bond of pseudoionone, to overcome the low selectivity, difficult separation and low yield caused by the use of simple oxidants in the prior art and other shortcomings

Method used

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  • A method for preparing cosmetic fragrance intermediates by selective epoxidation of nano functional materials
  • A method for preparing cosmetic fragrance intermediates by selective epoxidation of nano functional materials
  • A method for preparing cosmetic fragrance intermediates by selective epoxidation of nano functional materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Prepare the nano-functional catalytic material as follows:

[0046] 1) Add 100ml of anhydrous tetrahydrofuran, 10mmol of manganese(II) acetylacetonate, 4.0g of iron oxide magnetic nanoparticles (average particle size 20nm), and 1ml of oleic acid into a 500ml three-necked flask and stir to dissolve to obtain the first dispersion;

[0047] 2) Add 13 g of cucurbit [7] urea hydrochloride hydrate to 100 ml of tetrahydrofuran / water mixed solution (volume ratio tetrahydrofuran / water = 2:1), reflux for 24 hours, and then lower the temperature to 50-60 ° C and ultrasonically disperse to obtain the second The dispersion is ready for use;

[0048] 3) Raise the temperature of the first dispersion to 50-60°C, and then use a peristaltic pump to drop the second dispersion into the first dispersion at a rate of 5ml / min. After the addition, keep stirring for 30-60 minutes to obtain the third Dispersions;

[0049] 4) Under ultrasonic conditions, add ammonia water dropwise to the third di...

Embodiment 2

[0053] Catalyst performance characterization:

[0054] The catalyst prepared in Example 1 is used to catalyze pseudoionone, investigate the impact of different solvents on the reaction, and the reaction conditions are as follows:

[0055] 1) Dissolve the substrate pseudoionone (0.19g, ~1.0mmol) in 2ml of solvent in a parallel synthesizer, add nano-functional catalytic material (15mg, ~8.0%wt) and stir to disperse evenly;

[0056] 2) Lower the temperature of the system to 5°C, and then use a pipette gun to add dropwise a hydrogen peroxide solution (0.34g, ~3.0eq) with a concentration of 30%wt;

[0057] 3) After the dropwise addition, heat up to 40-50°C at a heating rate of 1-5°C / h and keep the temperature for reaction. Take the reaction solution every 2 hours to detect the concentration of the substrate pseudoionone by GC-MS. When there is another change, it is defaulted as the end of the reaction, and the conversion rate of different solvent substrates is counted. -Dien-2-ke...

Embodiment 3

[0063] Using acetone as a solvent to optimize the amount of catalyst and hydrogen peroxide, the steps are as follows:

[0064] 1) Dissolve the substrate pseudoionone (0.19g, ~1.0mmol) in 2ml of acetone in a parallel synthesizer, add nano-functional catalytic material (1-57mg, 0.5%wt~30.0%wt) and stir to disperse evenly;

[0065] 2) Lower the temperature of the system to 5°C, and then use a pipette gun to drop a hydrogen peroxide solution (0.12g-0.48g, 1.0-4.0eq) with a concentration of 30%wt;

[0066] 3) After the dropwise addition, heat up to 40-50°C at a heating rate of 1-5°C / h and keep the temperature for reaction. Take the reaction solution every 2 hours to detect the concentration of the substrate pseudoionone by GC-MS. When there is another change, it is defaulted as the end of the reaction, and the conversion rate of different solvent substrates is counted. -Dien-2-ketone is a standard substance, adopts the target product that GC positioning generates, and counts its c...

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Abstract

The invention belongs to the technical field of nano functional materials and specifically relates to a method for preparing a cosmetic spice intermediate from nano functional materials by selective epoxidation. According to the method disclosed by the invention, manganese acetyl acetonate (II) is utilized as a manganese source, cucurbituril is utilized as organic ligand, and a manganese / cucurbituril coordination compound is deposited on the surfaces of ferric oxide magnetic nanaparticles to form an even catalyst layer to obtain a nano functional catalytic material. The nano functional catalytic material prepared by the method disclosed by the invention can catalyze pseudoionone to selectively perform epoxidation reaction on 9,10-site double bonds to generate 9,10-epoxy-6,10-dimethylundecyl-3,5-diene-2-one. The method disclosed by the invention has the advantages of environment-friendly catalytic system, high atom economy, high target product yield and ability in catalyzing triazole alkene to prepare bactericide epoxiconazole by epoxidation.

Description

technical field [0001] The invention belongs to the technical field of nano-functional materials, and in particular relates to a method for preparing cosmetic fragrance intermediates through selective epoxidation of nano-functional materials. Background technique [0002] Ironone is a colorless or yellowish transparent liquid with a soft, sweet, fresh and pure aroma. It is the most high-grade one of the internationally recognized ionone series of precious spices. It is used in cosmetics, skin care products, food, cigarettes, and soaps. , Clothing, paper, calligraphy and painting and other products, due to the high price, the commercial application is mainly used for the deployment of high-end perfume. Irone mainly exists in the form of three isomers (α-type, β-type, γ-type), and different isomers have different aroma characteristics. The structural formulas of the three isomers are as follows: [0003] [0004] The plant production cycle for extracting natural irone is a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/28C07D301/12C07D303/32C07D405/06
CPCB01J31/28B01J2231/72B01J2531/72C07D301/12C07D303/32C07D405/06
Inventor 吕桂兰金英俊胡伟涛郭腾跃
Owner 深圳伊赞泉生物科技有限公司
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