Method of quickly and continuously preparing benzenediol from low-concentration water solution of phenol

An aqueous solution and hydroquinone technology, applied in the design and preparation of copper-based quaternary hydrotalcites, can solve the problems of short process flow, many influencing factors, and weak catalytic performance

Inactive Publication Date: 2017-07-04
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many traditional synthesis methods of hydroquinone, such as o-dichlorobenzene alkali fusion method, o-chlorophenol hydrolysis method, bisphenol A method, etc., but the problems of traditional methods are serious equipment corrosion, low yield, and serious pollution of three wastes
[0004] Patent CN105618130A discloses a metal oxide-supported molecular sieve catalyst for phenol hydroxylation reaction. Although this type of catalyst has good selectivity and reduces the corrosion of the catalyst to equipment, the synthesis process is complicated and the cost is high
[0005] Patent 200810090830.2 Fe treated with reducing agent 2 o 3 As a catalyst for the hydroxylation of phenol to diquinone, the preparation process of this type of catalyst is simple and the cost is low, but there are many influencing factors and the catalytic performance varies greatly
[0006] The patent CN103537320B invention provides a resin catalyst for phenol hydroxylation, although the compatibility between the resin and phenol is improved, but the catalytic performance is weak and the thermal stability is poor
[0007] Patent CN103570503B provides a new process for the synthesis of hydroquinone, which has a short process flow, cheap raw materials, and less waste, but cannot be produced continuously, and by-products such as tar have not been effectively controlled.
[0008] restricts its application in industry

Method used

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  • Method of quickly and continuously preparing benzenediol from low-concentration water solution of phenol
  • Method of quickly and continuously preparing benzenediol from low-concentration water solution of phenol
  • Method of quickly and continuously preparing benzenediol from low-concentration water solution of phenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Prepare 150mL NaOH alkali solution with a molar concentration of 1mol / L, which is recorded as A solution. 0.024mol Cu(NO 3 ) 2 ·3H 2 O, 0.036Zn (NO 3 ) 2 ·6H 2 O and 0.005mol Fe(NO 3 ) 3 9H 2 O, 0.015mol Al(NO 3 ) 3 9H 2 O was dissolved in 150 mL deionized water, and treated under ultrasonic conditions for 5 min to obtain a clear solution, which was designated as solution B. Drop A solution and B solution into a 500mL four-necked flask at the same time, and use N 2 Protected and accompanied by mechanical stirring, control the pH of the system between 9-10, and finally keep the pH of the system at 10, dynamically crystallize in an oil bath at 60°C for 6h, and then microwave crystallize for 15min (keep the temperature at 60°C, microwave The power is controlled at 700W), centrifuged, and dried at 60° C. for 24 hours to obtain a gray-black powder, which is a copper-based quaternary nano-hydrotalcite catalyst.

[0038] The continuous production of phenol hydroxy...

Embodiment 2

[0040] Using the catalyst prepared in Example 1, the continuous production of phenol hydroxylation was carried out in a tubular reactor with a reaction tube length of 10 meters and an inner diameter of 100 mm. Put phenol, water, 15% hydrogen peroxide, and copper-based quaternary nano-hydrotalcite catalysts into the reaction tube at flow rates of 15kg / h, 400kg / h, 100kg / h, and 1kg / h respectively, and adjust the water temperature in the jacketed tube to maintain 45°C, keep the reaction time for 15 minutes, and run continuously for 24 hours.

Embodiment 3

[0042] Except for the following steps, the rest are the same as in Example 2, and the water temperature in the jacketed tube is adjusted to maintain 48° C. for continuous production of phenol hydroxylation.

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PUM

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Abstract

The invention discloses a method of quickly and continuously preparing benzenediol from a low-concentration water solution of phenol and belongs to the field of organic chemistry. The benzenediol is prepared by catalyzing a phenol water solution, of which mass percentage is 3-6%, with a copper-based quaternary nano hydrotalcite-like catalyst, wherein the hydrotalcite-like compound is CuM2<+>FeAl, the M2<+> being any one of Mg<2+>, Zn<2+> and Ni<2+>. The catalyst, in a hydroxylation reaction process, has excellent conversion rate and high selectivity.

Description

technical field [0001] The invention relates to a catalytic reaction technology for rapidly preparing hydroquinone with a low-concentration aqueous solution of phenol, in particular to a design and preparation method of a copper-based quaternary hydrotalcite. Background technique [0002] The products of phenol hydroxylation reaction are catechol and hydroquinone, which are important fine chemical products. It can be used to synthesize carbofuran (carbofuran), propoxur, berberine, adrenaline, vanillin, piperonal, etc.; it can also be used in dyes, photosensitive materials, electroplating materials, special inks, additives, etc. There are many traditional synthesis methods of hydroquinone, such as o-dichlorobenzene alkali fusion method, o-chlorophenol hydrolysis method, bisphenol A method, etc., but the problems of traditional methods are serious equipment corrosion, low yield, and serious pollution of three wastes . The phenol hydroxylation method is a method in which hydr...

Claims

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Application Information

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IPC IPC(8): C07C37/60C07C39/08B01J23/745B01J23/755B01J23/80
CPCC07C37/60B01J23/755B01J23/78B01J23/80C07C39/08Y02P20/52
Inventor 任晓乾王俊杰梁金花孟雷丁中协刘振武文良姜岷
Owner NANJING UNIV OF TECH
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