CN112125858A - Gemini energetic ion compound and preparation method thereof - Google Patents
Gemini energetic ion compound and preparation method thereof Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- -1 ion compound Chemical class 0.000 title claims description 3
- 150000008040 ionic compounds Chemical class 0.000 claims abstract description 33
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- SWRGUMCEJHQWEE-UHFFFAOYSA-N ethanedihydrazide Chemical compound NNC(=O)C(=O)NN SWRGUMCEJHQWEE-UHFFFAOYSA-N 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010992 reflux Methods 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
- 125000003431 oxalo group Chemical group 0.000 claims 1
- 239000007787 solid Substances 0.000 abstract description 13
- 239000008367 deionised water Substances 0.000 abstract description 5
- 229910021641 deionized water Inorganic materials 0.000 abstract description 5
- 239000000706 filtrate Substances 0.000 abstract description 5
- 239000007788 liquid Substances 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 5
- 238000003756 stirring Methods 0.000 abstract description 5
- 238000013341 scale-up Methods 0.000 abstract description 2
- 238000009835 boiling Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 238000001308 synthesis method Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 9
- UXWAJSLYHVAVKJ-UHFFFAOYSA-N 2-hydrazinyl-2-oxoacetic acid Chemical class NNC(=O)C(O)=O UXWAJSLYHVAVKJ-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000002360 explosive Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- SHHKWIJFVUHKCA-UHFFFAOYSA-N 5-(3-amino-1h-1,2,4-triazol-5-yl)-1h-1,2,4-triazol-3-amine Chemical compound NC1=NNC(C=2NN=C(N)N=2)=N1 SHHKWIJFVUHKCA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005474 detonation Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000004880 explosion Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- OTXHZHQQWQTQMW-UHFFFAOYSA-N (diaminomethylideneamino)azanium;hydrogen carbonate Chemical compound OC([O-])=O.N[NH2+]C(N)=N OTXHZHQQWQTQMW-UHFFFAOYSA-N 0.000 description 1
- FZAZPMLWYUKRAE-UHFFFAOYSA-N 2,4,6-trinitrobenzene-1,3-diamine Chemical compound NC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(N)=C1[N+]([O-])=O FZAZPMLWYUKRAE-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明公开了一种双子型含能离子化合物及其制备方法，属于含能材料制备技术领域。其步骤为：室温下，将5,5’‑二硝基‑3,3’‑双(1,2,4‑三唑)(DNBT)分散于去离子水中，将溶液加热至沸腾，搅拌反应30分钟后体系呈淡黄色澄清液。随后分批向溶液中加入草酰肼，将反应置于100℃下回流反应2小时，趁热过滤，将滤液置于4℃下冷却过夜，即得淡黄色固体粉末。本发明所合成离子化合物为首次公开报道，合成方法简单，性质稳定，易于放大制备。
The invention discloses a gemini-type energetic ionic compound and a preparation method thereof, belonging to the technical field of energetic material preparation. The steps are: at room temperature, dispersing 5,5'-dinitro-3,3'-bis(1,2,4-triazole) (DNBT) in deionized water, heating the solution to boiling, stirring and reacting After 30 minutes, the system was pale yellow clear liquid. Then, oxalic hydrazide was added to the solution in batches, the reaction was placed under reflux at 100° C. for 2 hours, filtered while hot, and the filtrate was cooled at 4° C. overnight to obtain a pale yellow solid powder. The ionic compound synthesized in the present invention is the first public report, the synthesis method is simple, the property is stable, and the scale-up preparation is easy.
Description
技术领域technical field
本发明涉及一种双子型含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的制备方法，属于含能材料制备领域。The invention relates to a preparation method of a gemini-type energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt, and belongs to the field of preparation of energetic materials .
背景技术Background technique
近些年来，高能密度材料(HEDM)作为新型高能炸药，成为含能材料领域的研究热点。新型含能材料的理想特征包括：较高的正生成焓、高密度、高爆速与爆压、良好的热稳定性、对外界刺激如撞击或摩擦感度低，其中含能离子化合物在炸药、推进剂和烟火剂中展示出优良的应用前景。应用研究主要表现在两个方面，一是在推进剂中的应用研究，二是作为熔铸炸药中TNT和HMX替代物的研究。含能离子化合物的易设计性和低感度的特点使其在低易损熔铸炸药的研究上受到了广泛的关注。与传统的含能分子化合物相比，含能离子化合物有多个优点：(1)蒸汽压力低，可消除通过暴露吸入的风险；(2)可设计性高，爆轰性质可以通过阳离子和阴离子的组合优化并改进，更易调控密度、氧平衡及其热稳定性；(3)化合物多样性，通过对已有含能化合物的官能团进行修饰，能显著增加可用的含能化合物的数量。近年来，含能离子化合物的研究已经取得了许多科研成果，基于目前对含能离子化合物的研究来看，含能离子化合物主要是针对唑类含能离子化合物的研究，但多数唑类含能离子化合物主要以单含能离子型化合物为主。相比单含能离子化合物，双子型含能离子化合物有更强的离子间作用力及更高的密度等优点。In recent years, high-energy-density materials (HEDMs), as new high-energy explosives, have become a research hotspot in the field of energetic materials. The desirable characteristics of new energetic materials include: high positive enthalpy of formation, high density, high detonation velocity and pressure, good thermal stability, low sensitivity to external stimuli such as impact or friction, where energetic ionic compounds are used in explosives, propulsion, etc. It has shown excellent application prospects in the agent and pyrotechnic agent. The application research is mainly manifested in two aspects, one is the application research in propellant, and the other is the research on the substitute of TNT and HMX in molten-cast explosives. The ease of design and low sensitivity of energetic ionic compounds make them widely concerned in the research of low-vulnerability fusion-cast explosives. Compared with traditional energetic molecular compounds, energetic ionic compounds have several advantages: (1) low vapor pressure, which eliminates the risk of inhalation through exposure; (2) high designability, detonation properties can be achieved by cations and anions It is easier to control density, oxygen balance and thermal stability by optimizing and improving the combination of these compounds; (3) compound diversity, by modifying the functional groups of existing energetic compounds, the number of available energetic compounds can be significantly increased. In recent years, many scientific achievements have been made in the research of energetic ionic compounds. Based on the current research on energetic ionic compounds, energetic ionic compounds are mainly aimed at the research on azole energetic ionic compounds, but most azole energetic ionic compounds The ionic compounds are mainly mono-energetic ionic compounds. Compared with single energetic ionic compounds, gemini energetic ionic compounds have the advantages of stronger interionic force and higher density.
发明内容SUMMARY OF THE INVENTION
本发明的目的在于提供一种双子型含能离子化合物及其制备方法。The purpose of the present invention is to provide a gemini energetic ionic compound and a preparation method thereof.
本发明的双子型含能离子化合物，命名5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐，具有如下结构式：The gemini energetic ionic compound of the present invention, named 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt, has the following structural formula:
上述双子型含能离子化合物的制备方法，包括将5,5’-二硝基-3,3’-双(1,2,4-三唑)(DNBT)在水中与草酰肼发生反应制备目标产物的步骤，The preparation method of the above-mentioned gemini-type energetic ionic compound, comprising: reacting 5,5'-dinitro-3,3'-bis(1,2,4-triazole) (DNBT) with oxalic hydrazide in water to prepare step of the target product,
较佳的，反应温度为回流温度。Preferably, the reaction temperature is reflux temperature.
较佳的，5,5’-二硝基-3,3’-双(1,2,4-三唑)与草酰肼的摩尔比为1:1。Preferably, the molar ratio of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) to oxalazide is 1:1.
与现有合成离子化合物技术相比，本发明具有以下优点：Compared with the existing technology of synthesizing ionic compounds, the present invention has the following advantages:
(1)与其他的离子化合物相比，本发明中的阴阳离子均为双子型离子。(1) Compared with other ionic compounds, the anions and cations in the present invention are all gemini ions.
(2)与其他的离子交换法制备含能离子化合物相比，本发明合成步骤简单，易于操作，性质稳定，易于放大制备。(2) Compared with other ion exchange methods for preparing energetic ionic compounds, the present invention has simple synthesis steps, easy operation, stable properties, and easy scale-up preparation.
(3)在该离子化合物的合成中，未引入其他金属离子，能有效确保所得含能离子化合物的纯度。(3) In the synthesis of the ionic compound, no other metal ions are introduced, which can effectively ensure the purity of the obtained energetic ionic compound.
附图说明Description of drawings
图1为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的晶体结构图。Fig. 1 is the crystal structure diagram of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt of the present invention.
图2为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的核磁氢谱(1H-NMR)。FIG. 2 is a hydrogen nuclear magnetic spectrum ( 1 H-NMR) of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt of the present invention.
图3为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的核磁碳谱(13C-NMR)。Fig. 3 is the carbon nuclear magnetic spectrum ( 13 C-NMR) of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole)oxalic hydrazide salt of the present invention.
具体实施方式Detailed ways
通过结合上述5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的合成路线，对本发明的做进一步详细说明。By combining the above-mentioned synthetic route of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt, the present invention is further described in detail.
下面实施例中涉及的原料5,5’-二硝基-3,3’-双(1,2,4-三唑)(DNBT)通过如下步骤制备：将草酸溶解在浓盐酸中，随后分批加入氨基胍碳酸氢盐，加热回流反应2h后冷却至室温，将生成的白色固体溶解于水中，并用氢氧化钠溶液调节PH至14，随后回流反应1h后，用乙酸调节反应液PH至4，过滤后得白色固体：3,3’-二氨基-5,5’-联(1H-1,2,4-三唑)(DABT)。The starting material 5,5'-dinitro-3,3'-bis(1,2,4-triazole) (DNBT) involved in the following examples was prepared by dissolving oxalic acid in concentrated hydrochloric acid, followed by Aminoguanidine bicarbonate was added in batches, heated and refluxed for 2 hours, cooled to room temperature, the resulting white solid was dissolved in water, and the pH of the reaction solution was adjusted to 14 with sodium hydroxide solution, and then the pH of the reaction solution was adjusted to 4 with acetic acid after refluxing for 1 hour. , after filtration, a white solid was obtained: 3,3'-diamino-5,5'-bi(1H-1,2,4-triazole) (DABT).
将3,3’-二氨基-5,5’-联(1H-1,2,4-三唑)(DATB)的20％浓硫酸溶液缓慢滴加到亚硝酸钠的水溶液中，加热50℃反应1h，溶液冷却至室温，用20％浓硫酸酸化直至无氮氧化物排出，过滤得到固体，重结晶得到淡黄色固体5,5’-二硝基-3,3’-双(1,2,4-三唑)(DNBT)。The 20% concentrated sulfuric acid solution of 3,3'-diamino-5,5'-bi(1H-1,2,4-triazole) (DATB) was slowly added dropwise to the aqueous solution of sodium nitrite and heated at 50°C After reaction for 1 h, the solution was cooled to room temperature, acidified with 20% concentrated sulfuric acid until no nitrogen oxides were discharged, filtered to obtain solid, and recrystallized to obtain light yellow solid 5,5'-dinitro-3,3'-bis(1,2 , 4-triazole) (DNBT).
实施例1Example 1
向100mL烧瓶中加入40mL去离子水，随后向烧瓶中加入0.226g(1mmol)5,5’-二硝基-3,3’-双(1,2,4-三唑)，搅拌均匀后，将溶液温度加热至100℃，反应30分钟后5,5’-二硝基-3,3’-双(1,2,4-三唑)完全溶解，体系呈淡黄色澄清液。随后向反应中加入0.118g(1mmol)草酰肼(市售)，搅拌反应30分钟，将混合液过滤，并将滤液置于4℃下冷却过夜，有淡黄色固体析出。将产物过滤、空气中干燥，得淡黄色固体0.176g，产率为51％。40 mL of deionized water was added to the 100 mL flask, and then 0.226 g (1 mmol) of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was added to the flask, and after stirring evenly, The temperature of the solution was heated to 100°C, and after 30 minutes of reaction, 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was completely dissolved, and the system was a pale yellow clear liquid. Subsequently, 0.118 g (1 mmol) of oxalic hydrazide (commercially available) was added to the reaction, the reaction was stirred for 30 minutes, the mixture was filtered, and the filtrate was cooled at 4° C. overnight, and a pale yellow solid was precipitated. The product was filtered and dried in air to obtain 0.176 g of a pale yellow solid with a yield of 51%.
实施例2Example 2
向100mL烧瓶中加入40mL去离子水，随后向烧瓶中加入0.226g(1mmol)5,5’-二硝基-3,3’-双(1,2,4-三唑)，搅拌均匀后，将溶液温度加热至100℃，反应30分钟后5,5’-二硝基-3,3’-双(1,2,4-三唑)完全溶解，体系呈淡黄色澄清液。随后向反应中加入0.118g(1mmol)草酰肼，搅拌反应1小时，将混合液过滤，并将滤液置于4℃下冷却过夜，有白色固体析出。将产物过滤、空气中干燥，得淡黄色固体0.258g，产率为75％。40 mL of deionized water was added to the 100 mL flask, and then 0.226 g (1 mmol) of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was added to the flask, and after stirring evenly, The temperature of the solution was heated to 100°C, and after 30 minutes of reaction, 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was completely dissolved, and the system was a pale yellow clear liquid. Then, 0.118 g (1 mmol) of oxalic hydrazide was added to the reaction, the reaction was stirred for 1 hour, the mixture was filtered, and the filtrate was cooled at 4° C. overnight, and a white solid was precipitated. The product was filtered and dried in air to obtain 0.258 g of a pale yellow solid with a yield of 75%.
实施例3Example 3
向100mL烧瓶中加入40mL去离子水，随后向烧瓶中加入0.226g(1mmol)5,5’-二硝基-3,3’-双(1,2,4-三唑)，搅拌均匀后，将溶液温度加热至100℃，反应30分钟后5,5’-二硝基-3,3’-双(1,2,4-三唑)完全溶解，体系呈淡黄色澄清液。随后向反应中加入0.118g(1mmol)草酰肼，搅拌反应2小时，将混合液过滤，并将滤液置于4℃下冷却过夜，有白色固体析出。将产物过滤、空气中干燥，得淡黄色固体0.279g，产率为81％。40 mL of deionized water was added to the 100 mL flask, and then 0.226 g (1 mmol) of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was added to the flask, and after stirring evenly, The temperature of the solution was heated to 100°C, and after 30 minutes of reaction, 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was completely dissolved, and the system was a pale yellow clear liquid. Subsequently, 0.118 g (1 mmol) of oxalic hydrazide was added to the reaction, the reaction was stirred for 2 hours, the mixture was filtered, and the filtrate was cooled at 4° C. overnight, and a white solid was precipitated. The product was filtered and dried in air to obtain 0.279 g of a pale yellow solid with a yield of 81%.
实施例4Example 4
向100mL烧瓶中加入40mL去离子水，随后向烧瓶中加入0.226g(1mmol)5,5’-二硝基-3,3’-双(1,2,4-三唑)，搅拌均匀后，将溶液温度加热至100℃，反应30分钟后5,5’-二硝基-3,3’-双(1,2,4-三唑)完全溶解，体系呈淡黄色澄清液。随后向反应中加入0.118g(1mmol)草酰肼，搅拌反应5小时，将混合液过滤，并将滤液置于4℃下冷却过夜，有白色固体析出。将产物过滤、空气中干燥，得淡黄色固体0.275g，产率为80％。40 mL of deionized water was added to the 100 mL flask, and then 0.226 g (1 mmol) of 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was added to the flask, and after stirring evenly, The temperature of the solution was heated to 100°C, and after 30 minutes of reaction, 5,5'-dinitro-3,3'-bis(1,2,4-triazole) was completely dissolved, and the system was a pale yellow clear liquid. Subsequently, 0.118 g (1 mmol) of oxalic hydrazide was added to the reaction, the reaction was stirred for 5 hours, the mixture was filtered, and the filtrate was cooled at 4° C. overnight, and a white solid was precipitated. The product was filtered and dried in air to obtain 0.275 g of a pale yellow solid with a yield of 80%.
由上述结果可知，当反应时间为2h时，该离子化合物产率最高，继续延长反应时间后产率无明显变化。It can be seen from the above results that when the reaction time is 2h, the yield of the ionic compound is the highest, and the yield does not change significantly after continuing to prolong the reaction time.
图1为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的晶体结构图。Fig. 1 is the crystal structure diagram of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt of the present invention.
图2为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的核磁氢谱(1H-NMR)。FIG. 2 is a hydrogen nuclear magnetic spectrum ( 1 H-NMR) of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole) oxalic hydrazide salt of the present invention.
图3为本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的核磁碳谱(13C-NMR)。Fig. 3 is the carbon nuclear magnetic spectrum ( 13 C-NMR) of the energetic ionic compound 5,5'-dinitro-3,3'-bis(1,2,4-triazole)oxalic hydrazide salt of the present invention.
本发明含能离子化合物5,5’-二硝基-3,3’-双(1,2,4-三唑)草酰肼盐的晶体为0.20×0.15×0.15mm3，晶胞参数为
本发明含能离子化合物实测密度为：1.733g/cm3，生成焓为：-107.691KJ/mol，计算爆压为：25.2GPa，计算爆速为：7983m/s。The measured density of the energetic ionic compound of the present invention is 1.733g/cm 3 , the formation enthalpy is -107.691KJ/mol, the calculated explosion pressure is 25.2GPa, and the calculated explosion velocity is 7983m/s.
Claims (4)
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