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Chitosan tetrakis (p-sulfophenyl) metalloporphyrin and preparation method and application

A technology of sulfophenyl phenyl and metalloporphyrin, which is applied in the field of chemical engineering, can solve the problems of long reaction time, large pollution, low reuse rate of metalloporphyrin, etc., and achieves simple preparation, low cost, and improved reuse efficiency. Effect

Inactive Publication Date: 2016-02-10
GUANGXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The object of the present invention is to use tetrakis (p-sulfonic acid phenyl) metal porphyrin as the core catalyst, and immobilize it on chitosan through a salt bond to obtain chitosan tetrakis (p-sulfonic acid phenyl) Metalloporphyrins, under environmentally friendly catalytic conditions, catalyze oxygen oxidation of ethylbenzene to generate acetophenone and DL-1-phenylethanol, to overcome the large amount of metalloporphyrins existing in the current ethylbenzene oxidation process, the reaction time is too long, Insufficiencies such as large pollution and low reuse rate of metal porphyrins

Method used

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  • Chitosan tetrakis (p-sulfophenyl) metalloporphyrin and preparation method and application
  • Chitosan tetrakis (p-sulfophenyl) metalloporphyrin and preparation method and application
  • Chitosan tetrakis (p-sulfophenyl) metalloporphyrin and preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0031] 1. Preparation of chitosan tetrakis (p-sulfophenyl) cobalt porphyrin

[0032] Add 30 parts of chitosan and 300 parts of distilled water in the reaction vessel, mechanically stir at high speed for 1 hour at room temperature until uniformly dispersed, slowly add 100ml of 0.3g / L tetrakis (p-sulfonic acid phenyl) cobalt porphyrin through the dropping funnel After stirring for 24 hours, filter with suction, and wash the filter cake with distilled water. The filter cake was then washed in a Soxhlet extractor to remove unreacted metalloporphyrins. Finally, the product was vacuum-dried for 6 hours at a controlled temperature of 60° C. and 0.007 MPa to obtain chitosan tetrakis(p-sulfophenyl)cobalt porphyrin.

[0033] 2. Application of chitosan tetrakis(p-sulfophenyl)cobalt porphyrin

[0034] (1) Chitosan tetrakis (p-sulfophenyl) cobalt porphyrin loaded with 1.0 mg tetrakis (p-sulfophenyl) cobalt porphyrin was put into a 500ml reactor, and 173.2g ethylbenzene was added , oxyge...

Embodiment 2

[0045] Reuse of chitosan tetrakis(p-sulfophenyl)cobalt porphyrin

[0046] Chitosan tetrakis (p-sulfonate phenyl) cobalt porphyrin loaded with 1mg tetrakis (p-sulfonate phenyl) cobalt porphyrin is put into 500ml reactor, adds 173.2g ethylbenzene, reaction temperature 140 ℃, oxygen pressure 0.8MPa, stirring speed 200 rpm, reaction time 4h, oxygen flow rate 0.03m 3 / h. At 3.0h, the conversion rate of ethylbenzene was 17.78%, the selectivity of alcohol and ketone was 71.46%, the yield of alcohol and ketone was 12.71%, and the catalyst conversion number was 2.20×10 5 ; At 3.5h, the conversion rate of ethylbenzene was 20.67%, the selectivity of alcohol and ketone was 75.80%, the yield of alcohol and ketone was 15.67%, and the conversion number of catalyst was 2.54×10 5 ; At 4.0h, the conversion rate of ethylbenzene was 26.92%, the selectivity of alcohol and ketone was 74.01%, the yield of alcohol and ketone was 19.92%, and the conversion number of catalyst was 3.36×10 5 . After ...

Embodiment 3

[0055] 1. Preparation of chitosan tetrakis(p-sulfophenyl)manganese porphyrin

[0056] Add 35 parts of chitosan and 300 parts of distilled water that have been weighed in the reaction vessel, mechanically stir at high speed for 1.5h at room temperature, until uniform, slowly add 100ml0.35g / L tetrakis (p-sulfonic acid benzene) through the dropping funnel Base) manganese porphyrin aqueous solution, after stirring for 30h, suction filtration, wash the filter cake with distilled water. The filter cake was then washed in a Soxhlet extractor to remove unreacted metalloporphyrins. Finally, the product was vacuum-dried for 7 hours at a controlled temperature of 65° C. and 0.007 MPa to obtain chitosan tetrakis(p-sulfophenyl)manganese porphyrin.

[0057] 2. Application of chitosan tetrakis(p-sulfophenyl)manganese porphyrin

[0058](1) Put chitosan tetrakis(p-sulfophenyl)manganese porphyrin loaded with 1.0mg tetrakis(p-sulfophenyl)manganese porphyrin into a 500ml reactor, add 173.2g eth...

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Abstract

The invention discloses chitosan tetra(p-sulfonic phenyl) metalloporphyrin which is prepared from the following raw materials in parts by weight: 30-35 parts of chitosan, 0.0300-0.0350 part of tetra(p-sulfonic phenyl) metalloporphyrin and 500 parts of distilled water. The preparation method comprises the following steps: carrying out a reaction at a constant temperature in a reaction container and suction filtration; washing by distilled water; then, washing unreacted metalloporphyrin through a Soxhlet extractor; and vacuum drying to obtain the tetra(p-sulfonic phenyl) metalloporphyrin. The preparation method of the product is simple, and compared with preparation methods of a homogeneous catalyst, the product is less in environmental pollution and easy to separate. The product is applied to catalyzing oxygen oxidized ethylbenzene to produce acetophenone and DL-1-phenethyl alcohol. In the process of catalyzing oxygen oxidized ethylbenzene, recovery and repeated catalysis can be carried out for at least four times. The average conversion rate of ethylbenzene is 16.84-33.01%, and the average productive rate of ketone alcohol (sum of acetophenone and DL-1-phenethyl alcohol) is 13.52-27.33%.

Description

technical field [0001] The invention belongs to the technical field of chemical engineering, and relates to a preparation method and application of a biomimetic catalyst, in particular to a chitosan tetrakis(p-sulfonic acid phenyl)metalloporphyrin, a preparation method and an application. Background technique [0002] Acetophenone and DL-1-phenylethanol are very important chemical raw materials, which are widely used in industries such as medicine, spices and dyes. Acylation of benzene by Fried-Crafts is the traditional method for the production of acetophenone, the reaction is from acetyl chloride or acetic anhydride in homogeneous Lewis acid (AlCl 3 ,BF 3 ,FeCl 3 ,ZnCl 2 ,SnCl 4 ,TiCl 4 ) or strong protic acid (H 2 SO 4 , HF) in a catalytic system. However, the process produces a large amount of toxic and corrosive wastewater, which is easy to cause damage to the environment and production equipment. In recent years, in the hydrogen peroxide oxidation system, some...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08B01J31/22C07C33/22C07C29/50C07C45/36C07C49/78
Inventor 黄冠蔡景莉曾凯危素绢郭勇安赵树凯
Owner GUANGXI UNIV
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