CN108727289B - 1,5- nitre aminotetrazole barium salt dihydrate - Google Patents
1,5- nitre aminotetrazole barium salt dihydrate Download PDFInfo
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- CN108727289B CN108727289B CN201810815704.2A CN201810815704A CN108727289B CN 108727289 B CN108727289 B CN 108727289B CN 201810815704 A CN201810815704 A CN 201810815704A CN 108727289 B CN108727289 B CN 108727289B
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- aminotetrazole
- barium salt
- salt dihydrate
- nitre
- nitre aminotetrazole
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
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- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B25/00—Compositions containing a nitrated organic compound
- C06B25/34—Compositions containing a nitrated organic compound the compound being a nitrated acyclic, alicyclic or heterocyclic amine
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- 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
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- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention discloses one kind 1,5- nitre aminotetrazole barium salt dihydrates, and structural formula is such as shown in (I):
Description
Technical field
The present invention relates to a kind of energetic materials, and in particular to one kind 1,5- nitre aminotetrazole barium salt dihydrate.
Background technique
Priming is most sensitive chemical energy source, has the characteristics that high sensitivity, high-voltage instant, high-power, when by the external world compared with
When small initial punching can be such as shock, friction, needle thorn, flame equal excitation, detonation can be generated and cause secondary charging explosion.Currently,
In dual-use field, widely used priming is lead azide and lead styphnate, is had since both primings contain
Malicious heavy metal element --- lead causes to cause seriously to pollute to personnel and environment using such priming, as people are to weapon
The performance deficiency of the raising of ammumtion safety and environmental quality requirement, lead azide and lead styphnate leads to priming system and medicament
Major accident occurs in duties processing and use, also counteracts the development of priming system, therefore, various countries' researcher is all positive
Carry out the research work of Novel detonating medicine, desired design goes out to prepare safety, sensitivity is suitable for rising with a new generation of high energy output, environment-friendly type
Quick-fried drug kind.High nitrogen tetrazole derivatives structure contains a large amount of N-N and C-N key, with aromatic structure stability, have compared with
The features such as good thermal stability, higher positive generation heat and biggish gas production, and its decomposition product is predominantly cleaned without dirt
The nitrogen of dye has bright prospects in terms of constructing novel environment-friendly priming.5- nitro tetrazolium has chemical potential height, energy
The features such as density is big, high nitrogen, low-carbon hydrogen content are easy to reach oxygen balance, are a kind of potential energetic material ligands of tool, wherein
It is a kind of novel green, environment-friendly type that preparation is designed based on 5- nitro tetrazolium that four (5- nitro tetrazolium) two hydrated irons (II), which change sodium,
Priming.
Zhu Yahong etc. " synthesis and characteristic that environmentally friendly four (5- nitro tetrazolium) two hydrated irons (II) of priming change sodium ", contains energy
Material, 2012,20 (6), 726-730 disclose the molecular structure that four (5- nitro tetrazolium) two hydrated irons (II) change sodium compound
And detonation property, the compound structure are as follows:
The explosion velocity of the compound is only 5550m/s.But the compound explosion velocity is lower.
Summary of the invention
The technical problem to be solved by the present invention is to overcome the shortcomings of background technique and defect, it is higher to provide a kind of explosion velocity
1,5- nitre aminotetrazole barium salt dihydrate.
The synthetic route of 1,5- nitre aminotetrazole barium salt dihydrate of the invention is as follows:
With 1,5- dinitro aminotetrazole for raw material, is reacted with potassium hydroxide generate 1,5- dinitro aminotetrazole sylvite first,
Then metathesis reaction occurs with barium chloride dihydrate and generates 1,5- nitre aminotetrazole barium salt dihydrate.
1,5- nitre aminotetrazole barium salt dihydrate of the invention, structural formula is such as shown in (I):
The synthetic method of 1,5- nitre aminotetrazole barium salt dihydrate of the invention, comprising the following steps:
(1) synthesis of 1,5- dinitro aminotetrazole sylvite
At room temperature, successively 1,5- dinitro aminotetrazole, methanol are added in reaction flask, ice-water bath is cooled to 0~5 DEG C, drop
The methanol solution for adding potassium hydroxide, the reaction was continued at 0~5 DEG C 0.5h, filtering, methanol are washed, are dried in vacuo to obtain white solid；Wherein
The molar ratio of 1,5- dinitro aminotetrazole and potassium hydroxide is 1:2~3.
(2) synthesis of 1,5- nitre aminotetrazole barium salt dihydrate
At room temperature, 1,5- dinitro aminotetrazole sylvite, water are added in reaction flask, after stirring and dissolving, two hydration chlorine is added
Change barium, is heated to 55 DEG C of reaction 2h, cooling, filtering, reduced pressure filtrate, cooling, filtering, dry light yellow crystal；Wherein
The molar ratio of 1,5- dinitro aminotetrazole sylvite and barium chloride dihydrate is 1:1~2.
Advantages of the present invention:
1,5- nitre aminotetrazole barium salt dihydrate explosion velocity of the invention is higher, explosion velocity 8135m/s, documents
The explosion velocity that four (5- nitro tetrazolium) two hydrated irons (II) change sodium is 5550m/s.
Specific embodiment
Invention is further described in detail with reference to embodiments.
Embodiment 1
(1) synthesis of 1,5- dinitro aminotetrazole sylvite
At room temperature, successively 0.17g (0.89mmol) 1,5- dinitro aminotetrazole, 3.0mL methanol are added in reaction flask, ice
To 0~5 DEG C the methanol solution that 3.0mL contains 0.112g (2mmol) potassium hydroxide is added dropwise, the reaction was continued at 0~5 DEG C in water-bath cooling
0.5h, filtering, methanol are washed, are dried in vacuo to obtain 0.19g white solid, yield 79.8%.
Structural Identification:
Infrared spectroscopy: IR (KBr, cm-1), υ: 1510,1439,1412,1367,1291,1236,1228,1099,1034,
912,856
Nuclear magnetic spectrum:13C NMR(DMSO-d6, 125MHz), δ: 154.42
Elemental analysis: molecular formula CK2N8O4
Theoretical value: C 4.51, N 42.08
Measured value: C 4.62, N 42.03.
Above structure appraising datum confirms to obtain substance to be strictly 1,5- dinitro aminotetrazole sylvite.
(2) synthesis of 1,5- nitre aminotetrazole barium salt dihydrate
At room temperature, 0.133g (0.5mmol) 1,5- dinitro aminotetrazole sylvite, 3.0mL water are added in reaction flask, stirring
After dissolution, 0.134g (0.55mmol) barium chloride dihydrate is added, is heated to 55 DEG C of reaction 2h, filter is concentrated under reduced pressure in cooling, filtering
Liquid, cooling, filtering, dry 0.091g light yellow crystal, yield 50.4%.
Structural Identification:
Infrared spectroscopy: IR (KBr, cm-1), υ: 3542,3429,1533,1442,1418,1347,1289,1110,1031,
922
Elemental analysis: molecular formula CH4N8O6Ba
Theoretical value: C 3.32, H 1.12, N 31.00
Measured value: C 3.43, H 1.04, N 31.12
Mono-crystalline structures parameter: the compound crystal is monoclinic system, and space group is P2 (1)/n, crystallographic parameter are as follows: α=90 °, β=93.396 (2) °, γ=90 °,Z=4, μ=4.501mm-1, F (000)=680.
Above structure appraising datum confirms to obtain substance to be strictly 1,5- nitre aminotetrazole barium salt dihydrate.
The performance of 1,5- nitre aminotetrazole barium salt dihydrate of the present invention
(1) physical and chemical performance
Appearance: light yellow crystal
Solubility: dimethyl sulfoxide, water etc. are soluble in；Insoluble in petroleum ether, n-hexane, ether, ethyl acetate, acetonitrile etc.
Density: 2.697g/cm3X-ray single crystal diffractometer
(2) detonation property
Explosion velocity: density 2.697g/cm3, calculating explosion velocity is 8135m/s K-J equation
Quick-fried heat: density 2.697g/cm3, calculating detonation pressure is 36.0GPa K-J equation
Quick-fried appearance: density 2.697g/cm3, calculate quick-fried hold for 465L/kg K-J equation
The purposes of 1,5- nitre aminotetrazole barium salt dihydrate of the invention
1,5- nitre aminotetrazole barium salt dihydrate of the invention has the characteristics that explosion velocity and detonation pressure are higher, is expected to as new
Type ring is protected priming and is used.
Claims (1)
1. one kind 1,5- nitre aminotetrazole barium salt dihydrate, structural formula is such as shown in (I):
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| CN201810815704.2A CN108727289B (en) | 2018-07-24 | 2018-07-24 | 1,5- nitre aminotetrazole barium salt dihydrate |
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| CN201810815704.2A CN108727289B (en) | 2018-07-24 | 2018-07-24 | 1,5- nitre aminotetrazole barium salt dihydrate |
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| CN108727289A CN108727289A (en) | 2018-11-02 |
| CN108727289B true CN108727289B (en) | 2019-11-22 |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101434617A (en) * | 2008-08-20 | 2009-05-20 | 西北大学 | Energetic coordination complex based on azo tetrazole azotetrazole and use thereof |
| CN107698532A (en) * | 2017-10-09 | 2018-02-16 | 西安近代化学研究所 | The diazanyl tetrazine salt compound of 1,5 dinitro aminotetrazole two |
-
2018
- 2018-07-24 CN CN201810815704.2A patent/CN108727289B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101434617A (en) * | 2008-08-20 | 2009-05-20 | 西北大学 | Energetic coordination complex based on azo tetrazole azotetrazole and use thereof |
| CN107698532A (en) * | 2017-10-09 | 2018-02-16 | 西安近代化学研究所 | The diazanyl tetrazine salt compound of 1,5 dinitro aminotetrazole two |
Non-Patent Citations (3)
| Title |
|---|
| A Simple Method for the Prediction of the Detonation Performances of Metal-Containing Explosives;Yuan Wang，等;《Journal of Physical Chemistry A》;20140602;第118卷(第25期);摘要，第4578页化合物2-7d * |
| Metal perchlorate complexes with 1,5-diaminotetrazole;Lavrenova, L. G.，等;《Zhurnal Neorganicheskoi Khimii》;19881231;第33卷(第10期);第2583-2586页 * |
| 绿色四唑类起爆药研究的最新进展;张光全;《含能材料》;20110831;第19卷(第4期);473-478页 * |
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