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Preparation method of electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and application of electrocatalyst in zinc-air battery

An electrocatalyst and organic molecule technology, applied in the application field of zinc-air batteries, can solve the problems that the catalytic active sites cannot be precisely synthesized and regulated, and the material system with high catalytic activity cannot be further accurately designed, so as to avoid high cost, The effect of modulating catalytic activity

Active Publication Date: 2021-04-30
QINGDAO UNIV
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  • Description
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  • Application Information

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Problems solved by technology

Although researchers have carried out a lot of research on catalytic activity, they cannot precisely synthesize and regulate catalytic active sites, and cannot further accurately design material systems with high catalytic activity.

Method used

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  • Preparation method of electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and application of electrocatalyst in zinc-air battery
  • Preparation method of electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and application of electrocatalyst in zinc-air battery
  • Preparation method of electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and application of electrocatalyst in zinc-air battery

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Preparation of compound 2:

[0067] Under the protection of argon, 800.2mg of compound 1 (reference reference for the preparation method: Polymer AcceptorBased on Double B←N Bridged Bipyridine (BNBP) Unit for High-Efficiency All-Polymer Solar Cells.Adv.Mater, 2016,28(30) :6504-6508; Electron-DeficientBuilding Block Based on B←N Unit for Polymer Acceptor ofAll-Polymer SolarCells.Angew.Chem.Int.Ed.2016,55(4):1436-1440) dissolved in dry dichloromethane ( 15 mL), while slowly adding 10 times equivalents of boron trifluoride diethyl ether and 5 times equivalents of triethylamine dropwise, refluxed at 50°C for 2 hours, cooled to room temperature, distilled off the solvent, extracted the organic phase with n-hexane, Column chromatography separation (dichloromethane: petroleum ether mobile phase) gave compound 2, yield: 570 mg (67%). 1 H NMR (400MHz, CDCl 3 ,20℃): δ10.75-10.72(m,1H),8.09(d,J=2.0Hz,1H),7.94(d,J=2.0Hz,1H),7.41(d,J=1.6Hz, 1H ),7.30(d,J=2.0Hz,1H),3.39(d,J=7.2Hz,...

Embodiment 2

[0079] Compound 4:

[0080] Dissolve 400.3 mg of compound 3 and 2 equivalents of NaH in dry THF (10 mL), and after reflux at 70°C for 2 h, add 3 equivalents of C 4 h 9 Br, continued to reflux at 70°C for 24h, cooled to room temperature and added a small amount of water dropwise to quench the reaction, extracted with dichloromethane (150mL), and separated by column chromatography (dichloromethane:petroleum ether mobile phase) to obtain compound 4, Yield: 241 mg (52%). 1 HNMR (400MHz, CDCl 3 ,20℃):δ9.41(s,1H),7.94 (d,J=2.0Hz,1H),7.86(d,J=2.0Hz,1H),7.17(d,J=2.0Hz,1H), 7.11(d,J=1.6Hz,1H), 6.52(s,2H),3.18-3.13(m,2H),1.74-1.67(m,2H),1.52-1.46(m,2H),1.01-0.97( m,3H).

[0081]

[0082] Compound 5:

[0083] Dissolve 210.4 mg of compound 4 and 4 equivalents of NaH in dry THF (10 mL), reflux at 70°C for 2 h, then add 4 equivalents of C 16 h 33 1, after continuing to reflux at 70°C for 24h, cool to room temperature and drop a small amount of water to quench the reaction, extrac...

Embodiment 3

[0095] as-BNT:

[0096] Under argon protection, 200.2 mg of compound 9, 158.9 mg of 2-tributylstannylthiophene, 0.02 equivalents of tris(dibenzylideneacetone) dipalladium and 0.16 equivalents of tris(o-methylphenyl)phosphorus were dissolved in Dry toluene (20 mL). Refluxed at 100°C for 24h, cooled to room temperature, extracted with dichloromethane (150mL), and separated by column chromatography (dichloromethane:petroleum ether mobile phase) to obtain as-BNT, yield: 196mg (97%). 1 H NMR (400MHz, CDCl 3 ,20℃): δ8.41(d,J=1.6Hz,1H),8.17-8.16(m,1H),7.68(d,J=1.2Hz,1H),7.58-7.48(m,4H), 7.21 -7.18(m,1H),3.59-3.53(m,4H),1.71(d,J=6Hz,2H),1.45-1.25(m,16H),0.97-0.86(m,12H).

[0097]

[0098] In order to explore the advantages of small molecules with asymmetric structure in various properties, we synthesized the corresponding small molecules with symmetrical structure according to the same method. The synthetic route is as follows:

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Abstract

The invention relates to the field of oxygen reduction electrocatalysts, in particular to a preparation method of an electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and application of the electrocatalyst in a zinc-air battery. The asymmetric organic molecule oxygen reduction electrocatalyst is prepared, the structure of the asymmetric organic molecule is adjustable, the active site is controllable, and the problem that the heteroatom / defect catalytic center and the active site are unclear in understanding due to the fact that the exact molecular structure cannot be accurately synthesized by a conventional carbonization or doping method can be effectively avoided. Due to the asymmetric molecular structure, the integrity of a pi conjugated system can be broken, electrons on a conjugated framework are redistributed in a large area, and then the catalytic activity and the number of active sites of the material are affected. By adjusting the asymmetric degree of organic molecules, compared with corresponding symmetric organic molecules, the catalytic activity of the oxygen reduction electrocatalyst under the alkaline condition is obviously improved, and a new thought is provided for revealing the catalytic action mechanism research of asymmetric heterocyclic organic molecules.

Description

technical field [0001] The invention relates to the technical field of oxygen reduction electrocatalysts, in particular to a method for preparing an electrocatalyst based on intramolecular or intermolecular asymmetric organic molecules and its application in zinc-air batteries. Background technique [0002] Energy and the environment are important supports for human survival and development, and traditional fossil energy has always been the main source of energy supply for human society. With the rapid development of the global economy and the continuous deepening of industrialization, energy resource bottlenecks have become increasingly prominent, and environmental constraints have also continued to intensify. Therefore, the development of high-efficiency, pollution-free, stable and renewable new energy has become an important direction for future energy development. In recent years, among many energy conversion technologies, fuel cells, as a device that converts chemical ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01M4/88H01M4/90H01M12/06
CPCH01M4/8825H01M4/9008H01M4/9083H01M12/06H01M2004/8689
Inventor 龙晓静王彬彬王美龙宋伟琛赵子杰张乾坤
Owner QINGDAO UNIV
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