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Catalyst for preparing alpha-tetralone through catalytic oxidation and preparation method and application of catalyst

A technology for catalytic oxidation of tetralone, which is applied in the direction of oxidative preparation of carbonyl compounds, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problem of high experimental cost, complicated experimental operation, synthetic Problems such as complex process, to achieve the effect of lower conversion rate and selectivity, good reusability, and simple recovery process

Pending Publication Date: 2021-09-24
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] (1) Anhydrous aluminum trichloride or anhydrous tin tetrachloride: α-tetralone is obtained by catalyzing the dehydrochlorination of γ-phenylbutyryl chloride, but using this catalyst will produce a large amount of aluminum trichloride wastewater or Tin tetrachloride wastewater, causing environmental pollution and high experimental costs
[0004] (2) Molecular sieve catalyst: 4-phenylbutyric acid is used as raw material, and it is dissolved in 1,2-dichlorobenzene according to a certain solid-liquid ratio, and the mixed solution flows through the catalyst bed continuously after being gasified. -Beta molecular sieve catalyst for reaction, catalytic oxidation of tetralin to synthesize α-tetralone, but the synthesis of the catalyst is expensive and the experimental operation is complicated
[0005] (3) Chromium-based catalyst: with activated alumina as the carrier, the oxide of Cr is the main active component of the chromium-based catalyst, and the oxide of transition metal is the auxiliary active component of the chromium-based catalyst. It is obtained by impregnation and roasting. To synthesize α-tetralone, but the catalyst is expensive to prepare, and the α-tetralone productive rate is low
[0006] In summary, the catalysts involved in the existing methods have problems such as easy loss of heavy metal ions, environmental pollution, unsatisfactory yield, complex synthesis process, high cost of material preparation, and difficulty in recycling and recycling.

Method used

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  • Catalyst for preparing alpha-tetralone through catalytic oxidation and preparation method and application of catalyst
  • Catalyst for preparing alpha-tetralone through catalytic oxidation and preparation method and application of catalyst
  • Catalyst for preparing alpha-tetralone through catalytic oxidation and preparation method and application of catalyst

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Embodiment 1

[0027] A kind of preparation method of the catalyst that is used for catalytic oxidation preparation α-tetralone, specifically comprises the following steps:

[0028] (1) Preparation of silica gel amination: Weigh 3g of silica gel and 3mL of APTES (3-aminopropyltriethoxysilane), add 80mL of anhydrous toluene, condense and reflux at 100°C for 24h, cool to After room temperature, wash and filter with ethanol and water successively, and then dry in a 60°C oven to obtain silica gel-NH 2 .

[0029] (2) Silicone-NH 2 Adsorption of metal ions Cu: amination of the dried silica gel into a copper sulfate solution with a concentration of 1.25mol / L, ultrasonic vibration for 10 minutes, stirring for 24 hours, washing and drying with a large amount of water, then silica gel-NH can be obtained 2 -Cu.

[0030] The silica gel-NH prepared in this embodiment 2 -Cu is used for catalytic oxidation to prepare α-tetralone: ​​weigh 0.1g of silica gel-NH 2 -Cu catalyst was added to the round bott...

Embodiment 2

[0033] A kind of preparation method of the catalyst that is used for catalytic oxidation preparation α-tetralone, specifically comprises the following steps:

[0034] (1) Preparation of silica gel amination: Weigh 3g of silica gel and 6mL of APTES (3-aminopropyltriethoxysilane), add 80mL of anhydrous toluene, condense and reflux at 110°C for 12h, cool down After reaching room temperature, wash and filter with ethanol and water successively, and then dry in an oven at 70°C to obtain silica gel-NH 2 .

[0035] (2) Silicone-NH 2 Adsorption of metal ions Cu: Amination of the dried silica gel into a copper sulfate solution with a concentration of 0.7mol / L, ultrasonic vibration for 30 minutes, stirring for 12 hours, washing and drying with a large amount of water, then silica gel-NH can be obtained 2 -Cu.

[0036] The silica gel-NH prepared in this embodiment 2 -Cu is used for catalytic oxidation to prepare α-tetralone: ​​weigh 0.3g of silica gel-NH 2 -Cu catalyst was added to ...

Embodiment 3

[0039] A kind of preparation method of the catalyst that is used for catalytic oxidation preparation α-tetralone, specifically comprises the following steps:

[0040] (1) Preparation of silica gel amination: Weigh 3 g of silica gel and 8 mL of APTES (3-aminopropyltriethoxysilane), add 100 mL of anhydrous toluene, reflux at 120 ° C for 8 h, cool to After room temperature, wash and filter with ethanol and water successively, and then dry in an oven at 80°C to obtain silica gel-NH 2 .

[0041] (2) Silicone-NH 2 Adsorption of metal ions Cu: Amination of the dried silica gel into a copper sulfate solution with a concentration of 1.0 mol / L, ultrasonic vibration for 15 minutes, stirring for 20 hours, washing and drying with a large amount of water, then silica gel-NH can be obtained 2 -Cu.

[0042] The silica gel-NH prepared in this embodiment 2 -Cu is used for catalytic oxidation to prepare α-tetralone: ​​weigh 0.15g of silica gel-NH 2 -Cu catalyst was added to the round bottom...

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Abstract

The invention discloses a catalyst for preparing alpha-tetralone through catalytic oxidation and a preparation method and application thereof. The preparation method includes the steps: adopting silica gel as a matrix, preparing aminated silica gel for adsorbing bivalent copper ions, and then performing catalytic oxidation on tetrahydronaphthalene to synthesize alpha-tetralone; wherein when the catalyst is used for preparing the alpha-tetralone through catalytic oxidation, the dosage of the catalyst is small, reaction conditions are optimized, the catalyst is environmentally friendly, the conversion rate of tetrahydronaphthalene is high, and the selectivity of the alpha-tetralone is high. And the catalyst is simple in recovery process and good in reusability, and the conversion rate and the selectivity are not obviously reduced after the catalyst is recycled for more than 4 times.

Description

technical field [0001] The invention relates to a catalyst for preparing α-tetralone by catalytic oxidation, a preparation method and application thereof, and belongs to the technical field of organic synthesis. Background technique [0002] Tetralin is a toxic and harmful colorless liquid, insoluble in water, easily soluble in organic solvents such as ethanol and ether, and its catalytic product α-tetralone is an important organic intermediate in the pharmaceutical industry. α-tetrahydro Naphthalenone is mainly an important intermediate for the synthesis of 18-methyl norethindrone (contraceptive), rodenticide, benazepril (hypertensive drug), and is also used in the dehydrogenation of methylnaphthol; in addition, it can also be used As a solvent and plastic softener, its chloride has insecticidal effect. However, the currently existing preparation methods have low yields and many by-products. The catalyst used in the present preparation method has following several: [00...

Claims

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Application Information

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IPC IPC(8): B01J31/18B01J31/02B01J35/10C07C45/28C07C49/637
CPCB01J31/1805B01J31/0274B01J31/0275C07C45/28C07C2602/10B01J2531/16B01J2531/0213B01J2231/763B01J35/615B01J35/633B01J35/647C07C49/637Y02P20/584
Inventor 马永平雷月香高培元李英萍陈阵字富庭
Owner KUNMING UNIV OF SCI & TECH
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