Preparation and photocatalytic hydrogen generation performance of N-pyridyl perylenetetracarboxylic diimide

A pyridyl perylene tetracarboximide, catalytic decomposition technology, applied in physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, hydrogen and other directions, can solve narrow insecticidal spectrum, problems, serious resistance issues

Inactive Publication Date: 2015-04-29
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the large and frequent use of neonicotinoid insecticides has caused serious resistance problems, which limits the application of this type of compound to a certain extent; at the same time, the toxicity of this type of compound to bees has increasingly attracted people's at

Method used

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  • Preparation and photocatalytic hydrogen generation performance of N-pyridyl perylenetetracarboxylic diimide
  • Preparation and photocatalytic hydrogen generation performance of N-pyridyl perylenetetracarboxylic diimide
  • Preparation and photocatalytic hydrogen generation performance of N-pyridyl perylenetetracarboxylic diimide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Synthesis of 1, 7-bis(4-tert-octylphenoxy)-3,4,9,10-perylene tetraanhydride

[0021]

[0022] Add 150 mL of DMF to a 250 mL three-necked flask, then add 4.01 g of 1,7-dibromoperylene anhydride, 6.01 g of octylphenol, and 4.75 g of CsCO 3 , under the protection of argon, the reaction was heated to reflux. TCL traced the disappearance of the reaction raw materials, and the reaction was completed after 5 hours, and the heating was stopped. Cool to room temperature, add 80 mL of glacial acetic acid, and continue stirring at room temperature for 1 hour. The resulting solution was frozen to precipitate a solid, suction filtered and washed several times with cold methanol, and the resulting solid was dried;

[0023] (2) Synthesis of POPPDA

[0024]

[0025] Weigh 0.48g of the above-mentioned dried solid and place it in a 100mL three-neck flask, add 20mL of dried quinoline, then add 0.19g of 4-aminopyridine, 0.07g of zinc acetate, pass in argon, and heat to reflux for ...

Embodiment 2

[0029] Diacetyl oxime cobalt complex [Co(DH)(DH 2 ) Cl 2 ]Synthesis:

[0030] Add 25 g (0.105 mol) cobalt chloride hydrate, 750 mL acetone and 24.5 g (0.211 mol) dimethylglyoxime into a 250 mL three-neck flask, stir the mixture for 10 min, and filter to remove insoluble matter. The resulting mother liquor was allowed to stand overnight, and green crystals were precipitated, filtered, washed with acetone, and dried to obtain 28.5 g (76%) of the product.

Embodiment 3

[0032] Pyridyl dimethylglyoxime cobalt complex [(py)Co(DH)(DH 2 )Cl] synthesis:

[0033] The dimethylglyoxime cobalt complex (3.3 g, 0.009 mol) synthesized in Example 2 was suspended in 85 mL of chloroform solvent, and pyridine (1.8 g) was added to the solution and shaken. After reacting for 5 minutes, 30 mL of water was added, vigorously stirred for 2 hours, and the water layer was removed. The chloroform layer was washed 3 times with water, most of the chloroform was spin-dried, and 95% ethanol solution was added to precipitate a solid, which was recrystallized using dichloromethane ethanol solvent to obtain brown crystals with a yield of 60%. Anal. Calcd for C 13 ClCoH 19 N 5 o 4 : C, 38.9; H, 4.7; Co, 14.6, Found: C, 38.8; H, 5.0; Co, 14.7.

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PUM

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Abstract

The invention relates to N-pyridyl perylenetetracarboxylic diimide with a formula shown in specification, a preparation method and application thereof. The compound is prepared from substitutional perylenetetracarboxylic anhydride and 4-aminopyridine under a high temperature condition; the process is simple and easy to be carried out; N-pyridyl perylenetetracarboxylic diimide and a dimethylglyoxime complex are combined to be used as a photocatalyst for hydrogen generation through solar visible photocatalytic water decomposing; N-pyridyl perylenetetracarboxylic diimide can absorb the visible light, generate electrons and then transmit to cobalt through a coordinate bond, so as to catalyze the water decomposing for hydrogen generation.

Description

technical field [0001] The invention belongs to the preparation of N-pyridyl perylenetetracarboximide and its application in the field of new energy. It specifically relates to a preparation method of N-pyridylperylenetetracarboximide and the application of the material as a photocatalyst in solar visible light splitting water to produce hydrogen. Background technique [0002] Since the beginning of the 20th century, human industrial civilization has developed rapidly, and the energy crisis and environmental pollution caused by it have become serious problems that need to be solved urgently. The use and conversion of solar energy is an important way to solve the energy crisis and environmental problems worldwide. . Hydrogen production by photolysis of water is the best way for photochemical conversion and storage of solar energy, because hydrogen only generates water after combustion, which does not pollute the environment, and is a renewable energy that is easy to store an...

Claims

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Application Information

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IPC IPC(8): C07D471/06B01J31/02C01B3/04
CPCB01J31/22B01J2531/845C01B3/042C07D471/06Y02E60/36
Inventor 李冬梅田忠贞崔书霞
Owner UNIV OF JINAN
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