CN112886031A - High-performance oxygen reduction catalyst - Google Patents
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- CN112886031A CN112886031A CN202110241420.9A CN202110241420A CN112886031A CN 112886031 A CN112886031 A CN 112886031A CN 202110241420 A CN202110241420 A CN 202110241420A CN 112886031 A CN112886031 A CN 112886031A
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- 239000003054 catalyst Substances 0.000 title claims abstract description 43
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 20
- 239000001301 oxygen Substances 0.000 title claims abstract description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 43
- 238000012360 testing method Methods 0.000 claims abstract description 26
- 239000000243 solution Substances 0.000 claims abstract description 20
- 239000013078 crystal Substances 0.000 claims abstract description 19
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002041 carbon nanotube Substances 0.000 claims abstract description 11
- 229910021393 carbon nanotube Inorganic materials 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000005303 weighing Methods 0.000 claims abstract description 7
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims abstract description 5
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 claims abstract description 5
- 239000012153 distilled water Substances 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000011259 mixed solution Substances 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- OJKHMTQIHSNKLD-UHFFFAOYSA-N 4-nitro-N'-(2-oxopropanoyl)benzohydrazide Chemical compound [N+](=O)([O-])C1=CC=C(C(=O)NN=C(C(C)=O)O)C=C1 OJKHMTQIHSNKLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 3
- 230000002335 preservative effect Effects 0.000 claims description 3
- 238000007789 sealing Methods 0.000 claims description 3
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- AUZYHGFRKKTWJF-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C(=O)NN=C(C(C)=C=O)O)C=C1 Chemical compound [N+](=O)([O-])C1=CC=C(C(=O)NN=C(C(C)=C=O)O)C=C1 AUZYHGFRKKTWJF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 description 14
- 230000003197 catalytic effect Effects 0.000 description 6
- 239000000446 fuel Substances 0.000 description 6
- 238000002484 cyclic voltammetry Methods 0.000 description 4
- 239000012670 alkaline solution Substances 0.000 description 3
- 239000008151 electrolyte solution Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 239000003637 basic solution Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000002447 crystallographic data Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229910021397 glassy carbon Inorganic materials 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000027756 respiratory electron transport chain Effects 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 208000021251 Methanol poisoning Diseases 0.000 description 1
- -1 before the test Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000001075 voltammogram Methods 0.000 description 1
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
- H01M4/90—Selection of catalytic material
- H01M4/9016—Oxides, hydroxides or oxygenated metallic salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
- H01M4/90—Selection of catalytic material
- H01M4/9075—Catalytic material supported on carriers, e.g. powder carriers
- H01M4/9083—Catalytic material supported on carriers, e.g. powder carriers on carbon or graphite
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1009—Fuel cells with solid electrolytes with one of the reactants being liquid, solid or liquid-charged
- H01M8/1011—Direct alcohol fuel cells [DAFC], e.g. direct methanol fuel cells [DMFC]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/50—Fuel cells
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- General Chemical & Material Sciences (AREA)
- Electrochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Crystallography & Structural Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Life Sciences & Earth Sciences (AREA)
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Abstract
本发明公开了一种高性能氧还原催化剂，通过以下方法制备所得：准确称量适量五水合硫酸铜用蒸馏水溶解并置于试管底部，再将体积比为1:1的甲醇‑水的混合溶液作缓冲层，用注射器滴加到试管中，然后将2‑羰基丙酸‑4‑硝基苯甲酰腙与1‑甲基咪唑混合，用甲醇溶解后，滴加到试管中，置于溶液上层，最后用保鲜膜密封试管口，静置两周后，在试管壁上溶液的界面处得到深绿色的针状晶体，即为配合物晶体；按照不同比例分别称取适量配合物晶体和碳纳米管，置于乙醇中，超声分散1~2h，即得催化剂墨水。本发明的催化剂的制备简单，原料易得，成本远低与Pt/C。在最佳配比时，实现了氧气分子在电极上的一步4电子还原。
The invention discloses a high-performance oxygen reduction catalyst, which is prepared by the following method: accurately weighing an appropriate amount of copper sulfate pentahydrate, dissolving it in distilled water, placing it at the bottom of a test tube, and then adding a methanol-water mixed solution with a volume ratio of 1:1. Make a buffer layer, drop it into a test tube with a syringe, then mix 2-carbonylpropionic acid-4-nitrobenzoyl hydrazone and 1-methylimidazole, dissolve in methanol, add dropwise to the test tube, and place in the solution In the upper layer, the mouth of the test tube was sealed with plastic wrap, and after standing for two weeks, dark green needle-like crystals were obtained at the interface of the solution on the test tube wall, which were complex crystals; appropriate amounts of complex crystals and The carbon nanotubes were placed in ethanol, and ultrasonically dispersed for 1 to 2 hours to obtain the catalyst ink. The preparation of the catalyst of the invention is simple, the raw materials are easily obtained, and the cost is far lower than that of Pt/C. At the optimal ratio, a one-step 4-electron reduction of oxygen molecules on the electrode is achieved.
Description
Technical Field
The invention relates to the field of chemical industry, in particular to a high-performance oxygen reduction catalyst.
Background
Energy and environmental problems become important subjects restricting economic development, and countries around the world invest huge resources in developing and researching clean energy. As a new energy source, fuel cells do not produce pollutants during use, and therefore development and research of fuel cells are receiving more and more attention. Direct Methanol Fuel Cells (DMFCs), which are one type of fuel cells, are highly spotlighted because of their advantages, such as convenience, rapidity, and high specific energy. At present, DMFC cathode catalysts are mainly Pt/C, platinum is expensive and limited in resource, and methanol permeating into a cathode discharges on the Pt/C catalyst to reduce catalytic activity, and carbon monoxide generated by discharge poisons the catalyst. Therefore, the research on the oxygen reduction catalyst with higher catalytic activity and better methanol resistance is one of the key technologies to be solved by the direct methanol fuel cell.
With the continued search for fuel cells make internal disorder or usurp, it has become increasingly recognized that catalyst support materials play an important role in the performance of catalysts. The particle size and the morphology of the catalyst carrier have important influence on the performance of the catalyst, and meanwhile, the good catalyst carrier can effectively promote the mass transfer process and reduce the resistance of charge transfer, so that the selection of the good catalyst carrier is beneficial to exerting the performance of the catalyst, and the catalytic activity of the catalyst is effectively improved under the synergistic effect of the good catalyst carrier and the good catalyst carrier.
Disclosure of Invention
In order to solve the problems, the invention provides a high-performance oxygen reduction catalyst, which takes carbon nano tubes as catalyst carriers to greatly improve the electronic performance of the catalyst.
In order to achieve the purpose, the invention adopts the technical scheme that:
a high performance oxygen reduction catalyst is prepared by the following method:
s1, accurately weighing 0.2 mmol of copper sulfate pentahydrate (CuSO)4⋅5H2O) dissolving with 5mL of distilled water, placing the solution at the bottom of a test tube, taking 5mL of a methanol-water mixed solution with the volume ratio of 1:1 as a buffer layer, dropwise adding the buffer layer into the test tube by using an injector, mixing about 0.2 mmol of 2-oxo-propionic acid-4-nitrobenzoylhydrazone with about 0.8 mmol of 1-methylimidazole, dissolving with 5mL of a methanol solution, carefully dropwise adding the solution into the test tube, placing the test tube on the upper layer of the solution, finally sealing the opening of the test tube by using a preservative film, standing for two weeks, and obtaining dark green needle crystals, namely complex crystals, at the interface of solution layering on the wall of the test tube;
s2, weighing a proper amount of complex crystals and carbon nanotubes according to different proportions, respectively, placing the complex crystals and the carbon nanotubes in 2-5 mL of absolute ethyl alcohol, and performing ultrasonic dispersion for 1-2 hours to obtain the catalyst ink.
Further, the mass ratio of the complex crystal to the carbon nanotube is 0:5, 1:4, 2:3, 3:2, 4:1 or 5: 0.
The invention has the following beneficial effects:
the catalyst of the invention has simple preparation, easily obtained raw materials and low cost compared with Pt/C. In the optimal proportioning, the one-step 4-electron reduction of oxygen molecules on the electrode is realized. In the presence of methanol, no oxidation/reduction peak of methanol occurs, and the methanol resistance is better.
Drawings
FIG. 1 shows the crystal structure of a complex in an example of the present invention
FIG. 2 is a unit cell stacking diagram of a complex in an example of the present invention.
Fig. 3 is a CV curve of catalyst modified electrodes of different proportions in an oxygen saturated alkaline solution.
FIG. 4 is a linear sweep voltammogram of a rotating disk electrode modified with optimally matched catalyst in alkaline solution.
FIG. 5 shows that the optimum ratio of catalyst modified rotating disk electrode to oxygen reduction reaction is-0.8Vj –1Andω –1/2a relationship curve.
FIG. 6 shows the optimum ratio of catalyst in modified glassy carbon electrode saturated with oxygenAlkaline solution and alkaline solution + 0.5 mol. L-1 CH3Cyclic voltammogram in OH solution (solid line represents basic solution, dashed line represents basic solution + 0.5 mol. L)-1 CH3OH solution).
Detailed Description
The present invention will be described in detail with reference to specific examples. The following examples will assist those skilled in the art in further understanding the invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
Examples
Dissolving 2-oxo-propionic acid-4-nitrobenzoylhydrazone and 1-methylimidazole in absolute ethyl alcohol according to a certain mass ratio (0:5, 1:4, 2:3, 3:2, 4:1 and 5:0), dissolving copper sulfate in distilled water, preparing a complex monocrystal by adopting a test tube diffusion method, and specifically, accurately weighing 0.2 mmol of copper sulfate pentahydrate (CuSO)4⋅5H2O) dissolving with 5mL of distilled water, placing the solution at the bottom of a test tube, taking 5mL of a methanol-water mixed solution with the volume ratio of 1:1 as a buffer layer, dropwise adding the buffer layer into the test tube by using an injector, mixing about 0.2 mmol of 2-oxo-propionic acid-4-nitrobenzoylhydrazone with about 0.8 mmol of 1-methylimidazole, dissolving with 5mL of a methanol solution, carefully dropwise adding the solution into the test tube, placing the test tube on the upper layer of the solution, finally sealing the opening of the test tube by using a preservative film, standing for two weeks, and obtaining dark green needle crystals, namely complex crystals, at the interface of solution layering on the wall of the test tube; the single crystal structure, the crystallographic data and the partial bond length angle data of the complex are shown in tables 1 and 2, and the structure and unit cell stacking diagram of the complex are shown in fig. 1 and 2.
TABLE 1 crystallographic data for the complexes
TABLE 2 bond lengths and bond angles of the complexes
Preparation of the catalyst: respectively weighing complex crystals and carbon nanotubes with different masses according to the proportion of 0:5, 1:4, 2:3, 3:2, 4:1 and 5:0, placing the complex crystals and the carbon nanotubes into 2-5 mL of ethanol, and ultrasonically dispersing for 1-2 hours to prepare catalyst ink with different proportions. And (3) transferring 5-15 mu L of catalyst ink by using a liquid transfer gun, dropwise adding the catalyst ink to the surface of the glassy carbon electrode in batches, and airing for later use.
And (3) testing the catalytic performance: the catalytic oxygen reduction performance of the catalyst is tested by adopting a three-electrode system and an alkaline electrolyte solution, before the test, oxygen is introduced into the electrolyte solution until the electrolyte solution is saturated, and then the catalytic oxygen reduction performance of the catalyst is tested.
Determining the optimal proportion by cyclic voltammetry: according to the magnitude of the cyclic voltammetry current, the optimal ratio of the complex to the carbon nanotube is 2:3 as seen from fig. 3.
Electron transfer number for the best matched catalyst to catalyze the oxygen reduction reaction (fig. 5): through calculation, the electron transfer number of the optimal proportioning catalyst for catalyzing the oxygen reduction reaction is 3.7, and the one-step 4-electron reduction of oxygen molecules can be realized.
Methanol resistance: as can be seen from FIG. 6, in the presence of methanol, the oxidation peak of methanol does not appear in the cyclic voltammetry curve of the catalyst, but the peak current is slightly reduced, and the peak potential of the oxygen reduction reaction is not negatively shifted, which indicates that the catalyst sample has better methanol poisoning resistance.
The foregoing description of specific embodiments of the present invention has been presented. It is to be understood that the present invention is not limited to the specific embodiments described above, and that various changes or modifications may be made by one skilled in the art within the scope of the appended claims without departing from the spirit of the invention. The embodiments and features of the embodiments of the present application may be combined with each other arbitrarily without conflict.
Claims (2)
1. A high performance oxygen reduction catalyst characterized by: the preparation method comprises the following steps:
s1, accurately weighing 0.2 mmol of copper sulfate pentahydrate, dissolving the copper sulfate pentahydrate in 5mL of distilled water, placing the solution at the bottom of a test tube, taking 5mL of a methanol-water mixed solution with a volume ratio of 1:1 as a buffer layer, dropwise adding the buffer layer into the test tube by using an injector, mixing 0.2 mmol of 2-oxo-propionic acid-4-nitrobenzoylhydrazone with 0.8 mmol of 1-methylimidazole, dissolving the buffer layer in 5mL of a methanol solution, dropwise adding the solution into the test tube, placing the test tube on the upper layer of the solution, sealing the opening of the test tube by using a preservative film, and standing for two weeks to obtain dark green needle-like crystals, namely complex crystals, at the interface of solution layering on the wall of the test;
s2, weighing a proper amount of complex crystals and carbon nanotubes according to different proportions, respectively, placing the complex crystals and the carbon nanotubes in 2-5 mL of absolute ethyl alcohol, and performing ultrasonic dispersion for 1-2 hours to obtain the catalyst ink.
2. A high performance oxygen reduction catalyst according to claim 1, wherein: the mass ratio of the complex crystal to the carbon nanotube is 0:5, 1:4, 2:3, 3:2, 4:1 or 5: 0.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110241420.9A CN112886031B (en) | 2021-03-04 | 2021-03-04 | Oxygen reduction catalyst |
| AU2021101838A AU2021101838A4 (en) | 2021-03-04 | 2021-04-09 | A high-performance oxygen reduction catalyst |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110241420.9A CN112886031B (en) | 2021-03-04 | 2021-03-04 | Oxygen reduction catalyst |
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| Publication Number | Publication Date |
|---|---|
| CN112886031A true CN112886031A (en) | 2021-06-01 |
| CN112886031B CN112886031B (en) | 2022-07-19 |
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| CN202110241420.9A Active CN112886031B (en) | 2021-03-04 | 2021-03-04 | Oxygen reduction catalyst |
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| AU (1) | AU2021101838A4 (en) |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030228972A1 (en) * | 2002-06-05 | 2003-12-11 | Birss Viola | Oxygen reduction catalyst |
| CN101773855A (en) * | 2010-01-19 | 2010-07-14 | 华南理工大学 | Oxygen reduction catalyst prepared from grapheme modified by macrocyclic compound, and preparation method thereof |
| US20120171593A1 (en) * | 2010-12-29 | 2012-07-05 | Industrial Technology Research Institute | Metal catalyst composition modified by nitrogen-containing compound |
| CN106366113A (en) * | 2016-08-20 | 2017-02-01 | 衡阳师范学院 | 2-oxo-propionic acid p-toluyl hydrazone di-2, 4-dichlorobenzyltin complex and its preparation method and use |
| CN106633093A (en) * | 2016-12-06 | 2017-05-10 | 商洛学院 | N-(2-isopropyl) para hydroxybenzene carbonylhydrazone lead complex, and preparation method and application thereof |
| US10026970B1 (en) * | 2017-12-12 | 2018-07-17 | King Saud University | Oxygen reduction reaction electrocatalyst |
| CN108727436A (en) * | 2018-05-09 | 2018-11-02 | 商洛学院 | A kind of preparation method of novel tertiary nickel complex luminescent material |
| US20210005902A1 (en) * | 2020-04-23 | 2021-01-07 | Thu Ha Thi Vu | Method of preparing catalyst containing platinum dispersed on graphene quantum dot containing carrier for direct alcohol fuel cell and catalyst obtained by this method |
-
2021
- 2021-03-04 CN CN202110241420.9A patent/CN112886031B/en active Active
- 2021-04-09 AU AU2021101838A patent/AU2021101838A4/en not_active Ceased
Patent Citations (8)
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| US20030228972A1 (en) * | 2002-06-05 | 2003-12-11 | Birss Viola | Oxygen reduction catalyst |
| CN101773855A (en) * | 2010-01-19 | 2010-07-14 | 华南理工大学 | Oxygen reduction catalyst prepared from grapheme modified by macrocyclic compound, and preparation method thereof |
| US20120171593A1 (en) * | 2010-12-29 | 2012-07-05 | Industrial Technology Research Institute | Metal catalyst composition modified by nitrogen-containing compound |
| CN106366113A (en) * | 2016-08-20 | 2017-02-01 | 衡阳师范学院 | 2-oxo-propionic acid p-toluyl hydrazone di-2, 4-dichlorobenzyltin complex and its preparation method and use |
| CN106633093A (en) * | 2016-12-06 | 2017-05-10 | 商洛学院 | N-(2-isopropyl) para hydroxybenzene carbonylhydrazone lead complex, and preparation method and application thereof |
| US10026970B1 (en) * | 2017-12-12 | 2018-07-17 | King Saud University | Oxygen reduction reaction electrocatalyst |
| CN108727436A (en) * | 2018-05-09 | 2018-11-02 | 商洛学院 | A kind of preparation method of novel tertiary nickel complex luminescent material |
| US20210005902A1 (en) * | 2020-04-23 | 2021-01-07 | Thu Ha Thi Vu | Method of preparing catalyst containing platinum dispersed on graphene quantum dot containing carrier for direct alcohol fuel cell and catalyst obtained by this method |
Non-Patent Citations (4)
| Title |
|---|
| F. LIU ETAL: "Synthesis, Crystal Structure, and Biological Activity of the Binuclear Complex [Pr2(C10H9N2O4)2(C7H5O3)4(H2O)2] · 2H2O1", 《RUSSIAN JOURNAL OF COORDINATION CHEMISTRY》 * |
| 周悦等: "2个酰腙Schiff碱镍(Ⅱ)配合物的合成及其晶体结构研究", 《江西师范大学学报(自然科学版)》 * |
| 李忠芳等: "TDMNPPFe(Ⅱ)/C的制备及电催化氧还原性能研究", 《电源技术》 * |
| 陈凤英等: "酰腙类化合物修饰MCM-41吸附Cr(Ⅵ)性能", 《材料开发与应用》 * |
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| AU2021101838A4 (en) | 2021-05-27 |
| CN112886031B (en) | 2022-07-19 |
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