CN114478648B - 一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 - Google Patents
一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 Download PDFInfo
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- CN114478648B CN114478648B CN202111584527.XA CN202111584527A CN114478648B CN 114478648 B CN114478648 B CN 114478648B CN 202111584527 A CN202111584527 A CN 202111584527A CN 114478648 B CN114478648 B CN 114478648B
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- Prior art keywords
- pyrrole
- pyridine
- ruthenium complex
- formula
- ruthenium
- Prior art date
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims abstract description 74
- 239000012327 Ruthenium complex Substances 0.000 title claims abstract description 38
- 229910021529 ammonia Inorganic materials 0.000 title claims abstract description 36
- 230000003647 oxidation Effects 0.000 title claims abstract description 25
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 25
- 239000003054 catalyst Substances 0.000 title claims abstract description 6
- 238000002360 preparation method Methods 0.000 title abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 33
- -1 pyridine-pyrrole ruthenium Chemical compound 0.000 claims abstract description 23
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 37
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 17
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 15
- 238000010992 reflux Methods 0.000 claims description 12
- HWLQJKMTFHIDBF-UHFFFAOYSA-N 2-(5-pyridin-2-yl-1h-pyrrol-2-yl)pyridine Chemical compound C=1C=C(C=2N=CC=CC=2)NC=1C1=CC=CC=N1 HWLQJKMTFHIDBF-UHFFFAOYSA-N 0.000 claims description 8
- VIBZXIQHXZWZMU-UHFFFAOYSA-N CC=1C(=C(NC=1C1=NC=CC=C1)C1=NC=CC=C1)C(C)=O Chemical compound CC=1C(=C(NC=1C1=NC=CC=C1)C1=NC=CC=C1)C(C)=O VIBZXIQHXZWZMU-UHFFFAOYSA-N 0.000 claims description 7
- 150000007514 bases Chemical class 0.000 claims description 7
- 238000001308 synthesis method Methods 0.000 claims description 4
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 claims description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 2
- 238000005342 ion exchange Methods 0.000 claims description 2
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 2
- 239000012312 sodium hydride Substances 0.000 claims description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 230000002194 synthesizing effect Effects 0.000 claims 2
- 238000010189 synthetic method Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 abstract description 26
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract description 25
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 22
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract description 18
- 239000003446 ligand Substances 0.000 abstract description 8
- 229910052751 metal Inorganic materials 0.000 abstract description 8
- 239000002184 metal Substances 0.000 abstract description 8
- 230000003197 catalytic effect Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 229910021645 metal ion Inorganic materials 0.000 abstract description 3
- 150000003304 ruthenium compounds Chemical class 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 33
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 27
- 239000000243 solution Substances 0.000 description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 18
- 239000007787 solid Substances 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000002904 solvent Substances 0.000 description 13
- 239000013078 crystal Substances 0.000 description 11
- 239000007789 gas Substances 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
- 239000012299 nitrogen atmosphere Substances 0.000 description 10
- 230000008569 process Effects 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 238000006356 dehydrogenation reaction Methods 0.000 description 5
- 238000009792 diffusion process Methods 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 5
- 238000003760 magnetic stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000003792 electrolyte Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000003384 small molecules Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000002815 homogeneous catalyst Substances 0.000 description 3
- RDRCCJPEJDWSRJ-UHFFFAOYSA-N pyridine;1h-pyrrole Chemical compound C=1C=CNC=1.C1=CC=NC=C1 RDRCCJPEJDWSRJ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000010718 Oxidation Activity Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000002803 fossil fuel Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000011232 storage material Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 description 1
- JFJNVIPVOCESGZ-UHFFFAOYSA-N 2,3-dipyridin-2-ylpyridine Chemical compound N1=CC=CC=C1C1=CC=CN=C1C1=CC=CC=N1 JFJNVIPVOCESGZ-UHFFFAOYSA-N 0.000 description 1
- FEKWWZCCJDUWLY-UHFFFAOYSA-N 3-methyl-1h-pyrrole Chemical compound CC=1C=CNC=1 FEKWWZCCJDUWLY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 206010041067 Small cell lung cancer Diseases 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 230000001028 anti-proliverative effect Effects 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- WXHIJDCHNDBCNY-UHFFFAOYSA-N palladium dihydride Chemical compound [PdH2] WXHIJDCHNDBCNY-UHFFFAOYSA-N 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 208000000587 small cell lung carcinoma Diseases 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/02—Hydrogen or oxygen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds
- C07F15/0053—Ruthenium compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/50—Processes
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B11/00—Electrodes; Manufacture thereof not otherwise provided for
- C25B11/04—Electrodes; Manufacture thereof not otherwise provided for characterised by the material
- C25B11/051—Electrodes formed of electrocatalysts on a substrate or carrier
- C25B11/073—Electrodes formed of electrocatalysts on a substrate or carrier characterised by the electrocatalyst material
- C25B11/075—Electrodes formed of electrocatalysts on a substrate or carrier characterised by the electrocatalyst material consisting of a single catalytic element or catalytic compound
- C25B11/085—Organic compound
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/01—Products
- C25B3/09—Nitrogen containing compounds
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Electrochemistry (AREA)
- Metallurgy (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Pyridine Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111584527.XA CN114478648B (zh) | 2021-12-22 | 2021-12-22 | 一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 |
| US18/272,369 US20240101586A1 (en) | 2021-12-22 | 2022-12-15 | Pyridine pyrrole ruthenium coordination complex, preparation method therefor and use thereof as catalyst for electrocatalyzing ammonia oxidation to prepare hydrazine |
| JP2023524432A JP7629655B2 (ja) | 2021-12-22 | 2022-12-15 | ピリジン－ピロール－ルテニウム錯体とその生成方法、及びアンモニア酸化に対し電極触媒作用を発揮してヒドラジンを生成する触媒としての応用 |
| KR1020237024287A KR20230119704A (ko) | 2021-12-22 | 2022-12-15 | 피리딘피롤루테늄 배위결합복합체, 이의 제조방법 및암모니아의 전기 촉매 산화에 의한 하이드라진 제조를 위한 촉매제로서의 응용 |
| EP22909854.6A EP4261216A4 (en) | 2021-12-22 | 2022-12-15 | PYRIDINE PYRROLE RUTHENIUM COMPLEX, PROCESS FOR ITS PREPARATION AND ITS USE AS A CATALYST FOR THE PREPARATION OF HYDRAZINE BY ELECTROCATALYTIC OXIDATION OF AMMONIA |
| PCT/CN2022/139184 WO2023116540A1 (zh) | 2021-12-22 | 2022-12-15 | 一种吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化制备肼的催化剂的应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111584527.XA CN114478648B (zh) | 2021-12-22 | 2021-12-22 | 一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114478648A CN114478648A (zh) | 2022-05-13 |
| CN114478648B true CN114478648B (zh) | 2024-01-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111584527.XA Active CN114478648B (zh) | 2021-12-22 | 2021-12-22 | 一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20240101586A1 (https=) |
| EP (1) | EP4261216A4 (https=) |
| JP (1) | JP7629655B2 (https=) |
| KR (1) | KR20230119704A (https=) |
| CN (1) | CN114478648B (https=) |
| WO (1) | WO2023116540A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114478648B (zh) * | 2021-12-22 | 2024-01-30 | 中南大学 | 一种类吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化催化剂的应用 |
| CN114853798B (zh) * | 2022-06-07 | 2024-07-02 | 海南贝欧亿科技有限公司 | 一种吡咯环三齿金属配合物及其应用 |
| JPWO2024225204A1 (https=) * | 2023-04-24 | 2024-10-31 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1785501A (zh) * | 2004-12-06 | 2006-06-14 | 罗门哈斯公司 | 改进的（氨）氧化催化剂和用来转化低级烷烃的催化（氨）氧化法 |
| WO2014050528A1 (ja) * | 2012-09-28 | 2014-04-03 | 富士フイルム株式会社 | 光電変換素子および色素増感太陽電池 |
| CN108997435A (zh) * | 2018-05-29 | 2018-12-14 | 中南大学 | 一种二吡啶基吡咯-钌(i)配合物及其制备方法和作为电化学还原催化剂的应用 |
| WO2023116540A1 (zh) * | 2021-12-22 | 2023-06-29 | 中南大学 | 一种吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化制备肼的催化剂的应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8524903B2 (en) * | 2009-08-24 | 2013-09-03 | The University Of North Carolina At Chapel Hill | Ruthenium or osmium complexes and their uses as catalysts for water oxidation |
| US11465136B2 (en) * | 2019-10-23 | 2022-10-11 | Wisconsin Alumni Research Foundation | Metal-metal bonded ammonia oxidation catalysts |
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2021
- 2021-12-22 CN CN202111584527.XA patent/CN114478648B/zh active Active
-
2022
- 2022-12-15 KR KR1020237024287A patent/KR20230119704A/ko not_active Ceased
- 2022-12-15 JP JP2023524432A patent/JP7629655B2/ja active Active
- 2022-12-15 EP EP22909854.6A patent/EP4261216A4/en not_active Withdrawn
- 2022-12-15 US US18/272,369 patent/US20240101586A1/en active Pending
- 2022-12-15 WO PCT/CN2022/139184 patent/WO2023116540A1/zh not_active Ceased
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1785501A (zh) * | 2004-12-06 | 2006-06-14 | 罗门哈斯公司 | 改进的（氨）氧化催化剂和用来转化低级烷烃的催化（氨）氧化法 |
| WO2014050528A1 (ja) * | 2012-09-28 | 2014-04-03 | 富士フイルム株式会社 | 光電変換素子および色素増感太陽電池 |
| CN108997435A (zh) * | 2018-05-29 | 2018-12-14 | 中南大学 | 一种二吡啶基吡咯-钌(i)配合物及其制备方法和作为电化学还原催化剂的应用 |
| WO2023116540A1 (zh) * | 2021-12-22 | 2023-06-29 | 中南大学 | 一种吡啶吡咯钌配合物及其制备方法和作为电催化氨氧化制备肼的催化剂的应用 |
Non-Patent Citations (3)
| Title |
|---|
| Chemistry – A European Journal.An Easy One-Pot Synthesis of Diverse 2,5-Di(2-pyridyl)pyrroles: A Versatile Entry Point to Metal Complexes of Functionalised, Meridial and Tridentate 2,5-Di(2-pyridyl)pyrrolato Ligands.Chemistry – A European Journal.2014,第20卷(第36期),第11445-11456页. * |
| Direct synthesis of hydrazine by efficient electrochemical ruthenium-catalysed ammonia oxidation;Guo Chen，等;06;第06卷(第10期);第949-958页 * |
| 双吡啶单吡咯钌配合物与DNA的相互作用;甘志良，等;华中师范大学学报(自然科学版);第53卷(第03期);第365-372页 * |
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| JP7629655B2 (ja) | 2025-02-14 |
| EP4261216A4 (en) | 2025-07-09 |
| JP2024504897A (ja) | 2024-02-02 |
| US20240101586A1 (en) | 2024-03-28 |
| EP4261216A1 (en) | 2023-10-18 |
| KR20230119704A (ko) | 2023-08-16 |
| WO2023116540A1 (zh) | 2023-06-29 |
| CN114478648A (zh) | 2022-05-13 |
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