CN117263198A - Borane compound NH 3 B 9 H 13 Synthetic method and application of (2) - Google Patents
Borane compound NH 3 B 9 H 13 Synthetic method and application of (2) Download PDFInfo
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- CN117263198A CN117263198A CN202311297438.6A CN202311297438A CN117263198A CN 117263198 A CN117263198 A CN 117263198A CN 202311297438 A CN202311297438 A CN 202311297438A CN 117263198 A CN117263198 A CN 117263198A
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- UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 229910000085 borane Inorganic materials 0.000 title claims abstract description 39
- -1 Borane compound Chemical class 0.000 title claims abstract description 38
- 238000010189 synthetic method Methods 0.000 title description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 39
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 239000001257 hydrogen Substances 0.000 claims abstract description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 23
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 14
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000011232 storage material Substances 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 11
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 10
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 9
- 238000005086 pumping Methods 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 238000005979 thermal decomposition reaction Methods 0.000 claims abstract description 5
- 238000005406 washing Methods 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 3
- 238000000605 extraction Methods 0.000 claims abstract description 3
- 239000006228 supernatant Substances 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 18
- 238000001308 synthesis method Methods 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000000706 filtrate Substances 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 239000012535 impurity Substances 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 239000003929 acidic solution Substances 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims 1
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 238000011160 research Methods 0.000 abstract description 3
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 2
- 238000012360 testing method Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- UORVGPXVDQYIDP-BJUDXGSMSA-N borane Chemical class [10BH3] UORVGPXVDQYIDP-BJUDXGSMSA-N 0.000 description 4
- 229910052796 boron Inorganic materials 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 238000001291 vacuum drying Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- YMWUJEATGCHHMB-DICFDUPASA-N dichloromethane-d2 Chemical compound [2H]C([2H])(Cl)Cl YMWUJEATGCHHMB-DICFDUPASA-N 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 241000208818 Helianthus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical class SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- AIGRXSNSLVJMEA-FQEVSTJZSA-N ethoxy-(4-nitrophenoxy)-phenyl-sulfanylidene-$l^{5}-phosphane Chemical compound O([P@@](=S)(OCC)C=1C=CC=CC=1)C1=CC=C([N+]([O-])=O)C=C1 AIGRXSNSLVJMEA-FQEVSTJZSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B35/00—Boron; Compounds thereof
- C01B35/02—Boron; Borides
- C01B35/026—Higher boron hydrides, i.e. containing at least three boron atoms
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/0005—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes
- C01B3/001—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes characterised by the uptaking medium; Treatment thereof
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/02—Processes for making hydrogen or synthesis gas
- C01B2203/0266—Processes for making hydrogen or synthesis gas containing a decomposition step
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/80—Compositional purity
-
- 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
- Y02E60/36—Hydrogen production from non-carbon containing sources, e.g. by water electrolysis
Abstract
The invention discloses a borane compound NH 3 B 9 H 13 The specific synthesis process is as follows: commercially available B 10 H 14 Dissolving in tetrahydrofuran solution, and introducing NH into the reaction solution 3 Stirring at 5-60 deg.c for reaction, vacuum pumping supernatant, acid solution acidolysis, extraction with dichloromethane, and washing with n-hexane to obtain the pure target borane compound NH 3 B 9 H 13 . At the same time by testing the borane compound NH 3 B 9 H 13 Indicating the thermal decomposition properties of the borane compound NH 3 B 9 H 13 Can be used as a potential solid hydrogen storage material. The invention has simple operation, environmental protection, safety, environmental protection and lower cost, is suitable for large-scale production, and is NH 3 B 9 H 13 Application research of (2)Lays a foundation.
Description
Technical Field
The invention belongs to the technical field of synthesis of borane compounds and solid hydrogen storage materials, and in particular relates to a borane compound NH 3 B 9 H 13 Is a synthetic method and application thereof.
Background
Boron with polyhedral structureThe use of the compounds has attracted considerable attention from researchers due to their wide range of uses. Among such polyhedral boron compounds, sunflower borane (B) 10 H 14 ) Is one of the most important, and a plurality of companies are producing and selling the compound at home. B (B) 10 H 14 Has great application prospect in the aspects of chemical synthesis, drug synthesis, luminescent material preparation and the like. For example, in B 10 H 14 Can synthesize various organic derivatives as starting materials, and the derivatives have certain biological activity and can be used as medicaments for treating related diseases; b (B) 10 H 14 Can be used to synthesize some luminescent materials, which display light of a specific color at a specific wavelength; b (B) 10 H 14 Can also be used for synthesizing anions B 9 H 14 - The compound is a solid ion conductor material with excellent performance. However, due to the limitations of the synthesis method, B 10 H 14 And derivatives thereof have not been well developed.
At B 10 H 14 Of the derivatives of (2), NH 3 B 9 H 13 Is a very specific compound. NH (NH) 3 B 9 H 13 The boron-rich compound has great application in medicine synthesis, especially as a boron-containing medicine compound for potential boron neutron capture therapy. However, at present, NH is concerned with 3 B 9 H 13 The synthesis method of (1) has few reports and certain disadvantages, for example, 1) involves the use of diborane and pentaborane, which are extremely easy to spontaneously combust, and have great potential safety hazards in the use process; 2) Some thioether or mercaptan compounds are used, and the compounds have very bad smell and harm the physical health of operators, and meanwhile, the protection cost of the operators is increased; 3) The reaction process is not easy to control due to the conditions required by the reaction, so that various other borane compounds are mixed in the generated product, the difficulty is increased for separation and purification, and the yield is difficult to improve.
Thus, to be able to continue to develop NH 3 B 9 H 13 Related researches and large-scale practical application of the method are necessary to design a synthesis method which is controllable in synthesis process, simple to operate, low in cost, safe and reliable.
Disclosure of Invention
The invention solves the technical problems of providing a borane compound NH with controllable synthesis process, simple operation, safety, reliability and low cost 3 B 9 H 13 Is synthesized by a method of synthesizing a borane compound NH 3 B 9 H 13 Has higher hydrogen content, and the heat analysis of the borane compound shows that the borane compound NH 3 B 9 H 13 Can be used as a potential solid hydrogen storage material.
The invention adopts the following technical proposal to solve the technical problems, namely a borane compound NH 3 B 9 H 13 The synthesis method is characterized by comprising the following specific steps: under anhydrous and anaerobic conditions, commercially available B 10 H 14 Dissolving in tetrahydrofuran solution, and introducing NH into the reaction solution 3 Stirring at 5-60 deg.c for reaction, vacuum pumping supernatant, acid solution acidolysis, extraction with dichloromethane, and washing with n-hexane to obtain the pure target borane compound NH 3 B 9 H 13 。
Further preferably, the acidic solution is dilute hydrochloric acid, dilute sulfuric acid, dilute nitric acid or acetic acid.
Further preferably, the borane compound NH 3 B 9 H 13 The synthesis method is characterized by comprising the following specific steps: under anhydrous and anaerobic conditions, commercially available B 10 H 14 Dissolving in tetrahydrofuran solution, and introducing NH into the reaction solution 3 Stirring at 5-60 deg.c for reaction for 36-60 hr, standing, needle bridge filtering, vacuum pumping to dry the filtrate, adding dilute hydrochloric acid for acidolysis, vacuum pumping to dry dichloromethane to extract the water phase product, washing with n-hexane to eliminate impurity, and final drying to obtain white solid borane compound NH with purity near 100% 3 B 9 H 13 。
Further preferably, the reaction temperature during the synthesis is 25℃and the reaction time is 48 hours.
Borane compounds NH according to the invention 3 B 9 H 13 The reaction equation in the synthesis method is:
B 10 H 14 +2NH 3 ＝B 10 H 12 (NH 3 ) 2 +H 2
B 10 H 12 (NH 3 ) 2 +HCl+3H 2 O＝NH 3 B 9 H 13 +NH 4 Cl+B(OH) 3 +H 2 。
borane compounds NH according to the invention 3 B 9 H 13 Use of the borane compound NH as a solid hydrogen storage material 3 B 9 H 13 Thermal decomposition at 120-140 deg.c to release hydrogen as borane compound NH 3 B 9 H 13 7-9% of the weight of the hydrogen storage material can meet the requirements of releasing hydrogen and the hydrogen release amount of the hydrogen storage material under mild conditions.
Compared with the prior art, the invention has the following advantages and beneficial effects: the invention has simple operation, environmental protection, safety, environmental protection and lower cost, is suitable for large-scale production, and lays a foundation for application research. By testing the borane compound NH 3 B 9 H 13 And confirm the released gas as hydrogen by mass spectrometry, indicating that the borane compound NH 3 B 9 H 13 Can be used as a potential solid hydrogen storage material.
Drawings
FIG. 1 is a borane compound NH synthesized in example 1 3 B 9 H 13 In deuterated dichloromethane 11 B and 11 B{ 1 h } liquid nuclear magnetic diagram, and the target product prepared by the diagram is pure NH 3 B 9 H 13 。
FIG. 2 is a borane compound NH synthesized in example 1 3 B 9 H 13 Thermal decomposition performance diagram, from which the borane compound NH can be seen 3 B 9 H 13 At 130 DEG CThe thermal decomposition starts to release hydrogen, and the release hydrogen amount is about that of borane compound NH 3 B 9 H 13 8% by weight of the catalyst can meet the requirements of hydrogen release and hydrogen release amount of the hydrogen storage material under mild conditions, and shows that the borane compound NH 3 B 9 H 13 Can be used as a potential solid hydrogen storage material.
Detailed Description
The above-described matters of the present invention will be described in further detail by way of examples, but it should not be construed that the scope of the above-described subject matter of the present invention is limited to the following examples, and all techniques realized based on the above-described matters of the present invention are within the scope of the present invention.
Example 1
All operations were performed under nitrogen atmosphere. Into a 50mL schlenk flask containing a magneton, 0.611g of commercially available B was added 10 H 14 And 30mL of Tetrahydrofuran (THF) solution, and NH was introduced into the reaction solution 3 The reaction was carried out at 5℃for 60h. After standing, needle bridge filtration is carried out, and 10mL of dilute hydrochloric acid with the molar concentration of 0.5mol/L is added for acidolysis after the filtrate is pumped down in vacuum. Subsequently, the aqueous phase is extracted with methylene chloride, the methylene chloride is dried in vacuum and then is washed with n-hexane for 3 times to remove impurities, and the white solid borane compound NH is obtained after the vacuum drying 3 B 9 H 13 The calculated yield is 71% and the purity of the nuclear magnetic resonance is close to 100%.
Example 2
All operations were performed under nitrogen atmosphere. Into a 50mL schlenk flask containing a magneton, 0.611g of commercially available B was added 10 H 14 And 30mL of Tetrahydrofuran (THF) solution, and NH was introduced into the reaction solution 3 The reaction was carried out at 25℃for 36h. After standing and needle bridge filtration, the filtrate is pumped down in vacuum, and then 10mL of dilute hydrochloric acid with the molar concentration of 0.5mol/L is added for acidolysis. Subsequently, the aqueous phase is extracted with methylene chloride, the methylene chloride is dried in vacuum and then is washed with n-hexane for 3 times to remove impurities, and the white solid borane compound NH is obtained after the vacuum drying 3 B 9 H 13 The yield was calculated to be 74% and the purity was close to 100% by nuclear magnetic detection.
Example 3
All operations were performed under nitrogen atmosphere. Into a 50mL schlenk flask containing a magneton, 0.611g of commercially available B was added 10 H 14 And 30mL of Tetrahydrofuran (THF) solution, and NH was introduced into the reaction solution 3 The reaction was carried out at 25℃for 48h. After standing and needle bridge filtration, the filtrate is pumped down in vacuum, and then 10mL of dilute hydrochloric acid with the molar concentration of 0.5mol/L is added for acidolysis. The aqueous phase is then extracted with dichloromethane, the dichloromethane is dried under vacuum, and then washed with n-hexane for 3 times to remove impurities, and the white solid borane compound NH is obtained after the vacuum drying 3 B 9 H 13 The calculated yield is 82% and the purity of the nuclear magnetic resonance is close to 100%.
Example 4
All operations were performed under nitrogen atmosphere. Into a 50mL schlenk flask containing a magneton, 0.611g of commercially available B was added 10 H 14 And 30mL of Tetrahydrofuran (THF) solution, and NH was introduced into the reaction solution 3 The reaction was carried out at 60℃for 36h. After standing and needle bridge filtration, the filtrate is pumped down in vacuum, and then 10mL of dilute hydrochloric acid with the molar concentration of 0.5mol/L is added for acidolysis. Subsequently, the aqueous phase is extracted with methylene chloride, the methylene chloride is dried in vacuum and then is washed with n-hexane for 3 times to remove impurities, and the white solid borane compound NH is obtained after the vacuum drying 3 B 9 H 13 The calculated yield was 70% and the purity of the nuclear magnetic detection was close to 100%.
While the basic principles, principal features and advantages of the present invention have been described in the foregoing examples, it will be appreciated by those skilled in the art that the present invention is not limited by the foregoing examples, but is merely illustrative of the principles of the invention, and various changes and modifications can be made without departing from the scope of the invention, which is defined by the appended claims.
Claims (7)
1. Borane compound NH 3 B 9 H 13 The synthesis method is characterized by comprising the following specific steps: under anhydrous and anaerobic conditions, commercially available B 10 H 14 Dissolving in tetrahydrofuran solution, and introducing NH into the reaction solution 3 Stirring at 5-60 DEG CAfter the reaction, vacuum pumping supernatant fluid, adding acid solution for acidolysis, adding dichloromethane for extraction, and washing with n-hexane to obtain pure target product borane compound NH 3 B 9 H 13 。
2. Borane compound NH according to claim 1 3 B 9 H 13 The synthesis method of (2) is characterized in that: the acidic solution is dilute hydrochloric acid, dilute sulfuric acid, dilute nitric acid or acetic acid.
3. Borane compound NH according to claim 1 3 B 9 H 13 The synthesis method is characterized by comprising the following specific steps: under anhydrous and anaerobic conditions, commercially available B 10 H 14 Dissolving in tetrahydrofuran solution, and introducing NH into the reaction solution 3 Stirring at 5-60 deg.c for reaction for 36-60 hr, standing, needle bridge filtering, vacuum pumping to dry the filtrate, adding dilute hydrochloric acid for acidolysis, vacuum pumping to dry dichloromethane to extract the water phase product, washing with n-hexane to eliminate impurity, and final drying to obtain white solid borane compound NH with purity near 100% 3 B 9 H 13 。
4. A borane compound NH according to claim 3 3 B 9 H 13 The synthesis method of (2) is characterized in that: the reaction temperature in the synthesis process is 25 ℃ and the reaction time is 48h.
5. A borane compound NH according to claim 1 or 3 3 B 9 H 13 The synthesis method is characterized in that the reaction equation in the synthesis process is as follows:
B 10 H 14 +2NH 3 ＝B 10 H 12 (NH 3 ) 2 +H 2
B 10 H 12 (NH 3 ) 2 +HCl+3H 2 O＝NH 3 B 9 H 13 +NH 4 Cl+B(OH) 3 +H 2 。
6. a borane compound NH synthesized according to the method of claim 1 or 3 3 B 9 H 13 As solid hydrogen storage materials.
7. The application according to claim 6, characterized by the specific process of: the borane compound NH 3 B 9 H 13 Thermal decomposition at 120-140 deg.c to release hydrogen as borane compound NH 3 B 9 H 13 7-9% of the weight of the hydrogen storage material can meet the requirements of releasing hydrogen and the hydrogen release amount of the hydrogen storage material under mild conditions.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311297438.6A CN117263198A (en) | 2023-10-08 | 2023-10-08 | Borane compound NH 3 B 9 H 13 Synthetic method and application of (2) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311297438.6A CN117263198A (en) | 2023-10-08 | 2023-10-08 | Borane compound NH 3 B 9 H 13 Synthetic method and application of (2) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117263198A true CN117263198A (en) | 2023-12-22 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311297438.6A Pending CN117263198A (en) | 2023-10-08 | 2023-10-08 | Borane compound NH 3 B 9 H 13 Synthetic method and application of (2) |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117263198A (en) |
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2023
- 2023-10-08 CN CN202311297438.6A patent/CN117263198A/en active Pending
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