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Photocatalyst for synthesizing o-(p-)benzenediol, and synthetic method for o-(p-)benzenediol

A technology of photocatalyst and hydroquinone, applied in the field of photocatalytic reaction, can solve the problems of low selectivity of CAL and HQE, low yield of CAL and HQE, low conversion rate of phenol, etc., achieve high yield and great industrial application value , the effect of high total yield

Inactive Publication Date: 2013-08-14
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In view of the shortcomings of the traditional multi-step reaction method for the preparation of CAL and HQE, as well as the low conversion rate of phenol, low yield of CAL and HQE, low selectivity of CAL and HQE, high reaction temperature and long reaction time in the direct hydroxylation of phenol Problem, the present invention especially proposes a new photocatalyst reaction, the method that phenol is directly hydroxylated into CAL and HQE
It overcomes the shortcomings of the original traditional process, such as large pollution, long process, complex process, and many by-products.

Method used

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  • Photocatalyst for synthesizing o-(p-)benzenediol, and synthetic method for o-(p-)benzenediol
  • Photocatalyst for synthesizing o-(p-)benzenediol, and synthetic method for o-(p-)benzenediol
  • Photocatalyst for synthesizing o-(p-)benzenediol, and synthetic method for o-(p-)benzenediol

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Experimental program
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Effect test

Embodiment 1

[0038] The material ratio is:

[0039] TiO 2 : C.I. Pigment Yellow 154=1:0.09 (mass ratio);

[0040] TiO 2 : dimethyl sulfoxide = 1: 16 (mass ratio);

[0041] TiO 2 : Tween-80 = 1:0.12 (mass ratio);

[0042] Add 0.9 g of C.I. Pigment Yellow 154 to the beaker, and then add 160 g of dimethyl sulfoxide, and stir to dissolve it. Then add 10g TiO to it 2 (commercial brand P25), and add 1.2g Tween-80, stir until a yellow uniform suspension slurry is formed. The suspension slurry system was transferred to a stainless steel autoclave, and treated at a constant temperature of 190° C. for 4 hours. After the treatment is completed, it is naturally cooled to room temperature. The obtained suspension slurry was separated by filtration, and the obtained filter cake was washed with distilled water several times until the filtrate was colorless. Then place the obtained precipitate in a drying oven to dry at 100°C, and grind it into powder after drying completely to obtain light yello...

Embodiment 2

[0044] The material ratio is:

[0045] TiO 2 : C.I. Pigment Yellow 154=1:0.05 (mass ratio);

[0046] TiO 2 : dimethyl sulfoxide = 1: 13 (mass ratio);

[0047] TiO 2 : Tween-80 = 1:0.05 (mass ratio);

[0048] Add 0.5 g of C.I. Pigment Yellow 154 to the beaker, and then add 130 g of dimethyl sulfoxide, and stir to dissolve it. Then add 10g TiO to it 2(commercial brand P25), and add 0.5g Tween-80, stir until a yellow uniform suspension slurry is formed. The suspension slurry system was transferred to a stainless steel autoclave, and treated at a constant temperature of 210° C. for 3 hours. After the treatment is completed, it is naturally cooled to room temperature. The obtained suspension slurry was separated by filtration, and the obtained filter cake was washed with distilled water several times until the filtrate was colorless. Then place the obtained precipitate in a drying oven to dry at 100°C, and grind it into powder after drying completely to obtain light yellow...

Embodiment 3

[0050] The material ratio is:

[0051] TiO 2 : C.I. Pigment Yellow 154=1:0.1 (mass ratio);

[0052] TiO 2 : dimethyl sulfoxide = 1:20 (mass ratio);

[0053] TiO 2 : Tween-80 = 1:0.15 (mass ratio);

[0054] Add 1 g of C.I. Pigment Yellow 154 to the beaker, and then add 200 g of dimethyl sulfoxide, and stir to dissolve it. Then add 10g TiO to it 2 (commercial brand P25), and add 1.5g Tween-80, stir until a yellow homogeneous suspension slurry is formed. The suspension slurry system was transferred to a stainless steel autoclave, and treated at a constant temperature of 180° C. for 2 hours. After the treatment is completed, it is naturally cooled to room temperature. The obtained suspension slurry was separated by filtration, and the obtained filter cake was washed with distilled water several times until the filtrate was colorless. Then place the obtained precipitate in a drying oven to dry at 100°C, and grind it into powder after drying completely to obtain light yello...

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Abstract

The invention discloses a photocatalyst for synthesizing o-(p-)benzenediol, and a synthetic method for o-(p-)benzenediol. The photocatalyst is prepared by the following steps of: dissolving C.I. pigment yellow 154 into dimethyl sulfoxide solvent, then, adding TiO2 powder into the solution, adding surface active agent Twain-80, and treating under 180-210 DEG C to get the photocatalyst. By photocatalytic reaction, phenol is used as hydroxylation reaction substrate, water and acetonitrile mixture are used as the solvent, H2O2 is used as a hydroxylation reaction reagent, and o-benzenediol and p-benzenediol are synthesized by single step reaction of photocatalytic hydroxylation. In the method disclosed by the invention, hydroxylation reaction is performed just under normal temperature, and high temperature and energy consumption are avoided; the exciting light can be the sunlight which is a clean and cheap reaction driving force, thus, energy is saved; H2O2 can be fully used, and emission of wastewater, waste gas and residue is reduced; phenol conversion rate (more than 62%), product selectivity (more than 86%) and total recovery of catechol and hydroquinone (more than 53) are higher; and the photocatalysis operation process is easier to implement.

Description

technical field [0001] The invention belongs to the field of photocatalytic reaction, and particularly proposes a photocatalyst for synthesizing o-(p-)quinone and a synthesis method of o-(p-)quinone. It is a method for synthesizing catechol (CAL for short) and hydroquinone (HQE for short) by photocatalytic reaction. Background technique [0002] CAL and HQE are widely used and are important fine chemical products, which can be used in industries such as medicine, pesticide, fragrance, photography, food, dye, resin and coating. [0003] CAL is mainly obtained by hydrolysis of o-chlorophenol or o-methoxyphenol. HQE production process includes aniline oxidation method, p-dicumyl oxidation method, etc. However, these existing production methods have problems such as high raw material cost, many reaction steps, complex process, large waste water discharge, low production efficiency, serious corrosion, and many equipments. [0004] CAL and HQE can also be prepared by thermally ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/38C07C39/08C07C29/48
Inventor 张天永商希礼李彬
Owner TIANJIN UNIV
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