CN108997132A - A kind of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- and preparation method thereof - Google Patents
A kind of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- and preparation method thereof Download PDFInfo
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- CN108997132A CN108997132A CN201811021427.4A CN201811021427A CN108997132A CN 108997132 A CN108997132 A CN 108997132A CN 201811021427 A CN201811021427 A CN 201811021427A CN 108997132 A CN108997132 A CN 108997132A
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- OIEKUCWITPFRIB-UHFFFAOYSA-N Nc(c([N+]([O-])=O)c(c(F)c1F)F)c1[N+]([O-])=O Chemical compound Nc(c([N+]([O-])=O)c(c(F)c1F)F)c1[N+]([O-])=O OIEKUCWITPFRIB-UHFFFAOYSA-N 0.000 description 1
- XOZQJJLITIMPGX-UHFFFAOYSA-N Nc(c([N+]([O-])=O)c(c(F)c1N)N)c1[N+]([O-])=O Chemical compound Nc(c([N+]([O-])=O)c(c(F)c1N)N)c1[N+]([O-])=O XOZQJJLITIMPGX-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/10—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
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- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B25/00—Compositions containing a nitrated organic compound
- C06B25/04—Compositions containing a nitrated organic compound the nitrated compound being an aromatic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
- C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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Abstract
The structural formula of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2- of the invention is
Description
Technical field
The invention belongs to technical field of compound preparation, and in particular to a kind of heat resistive compounds 2- fluoro- 1,3,5- triamidos-
4,6- dinitrobenzene and preparation method thereof.
Background technique
Precision strike, efficient Kill capability and failure-survival capability are the targets that modern weapons are pursued, and to realize these targets,
High Energy Density Materials (HEDM) as weapon energy carrier must satisfy high-energy, high density, Low vulnerability, environment and adapt to
The requirement of property and high thermal stability.In recent years, with the subterranean resource such as space travel cause and petroleum gas exploit development,
A kind of energy high pressure resistant (or low pressure), explosive resistant to high temperature of more more and more urgent needs, abbreviation heat-resistant explosive.Heat-resistant explosive, which refers to, to be subjected to
A kind of explosive of mechanical sensitivity appropriate and reliable initiation is still able to maintain after prolonged hot environment, this kind of explosive is removed with general
Outside the detonation property that logical explosive is possessed, it usually should also have higher fusing point and higher thermal decomposition temperature (more than 250 DEG C).
The research of heat-resistant explosive is that (universe for such as needing to be subjected to hot environment flies in order to meet the needs of military and aerospace etc. earliest
Row device, separation at different levels of airship etc.), now, the most important purposes of heat-resistant explosive is the explosive for perforating oil gas well bullet
In, it is divided into heat-resisting single chmical compound explosive and heat-resisting composite explosives.Meanwhile by the difference of institute's tolerable temperature, heat-resistant explosive is drawn
It is divided into high temperature resistant explosive (thermal decomposition temperature is in 250 DEG C or more and 300 DEG C of energy-containing compounds below) and superhigh temperature resistant degree explosive
(thermal decomposition temperature is more than 300 DEG C or more of energy-containing compound).Heat-resisting single chmical compound explosive can be used for loading heat-resisting detonator and resistance to thermal conductivity
In quick-fried rope, it is often more important that, it can be used as the basic components of heat-resisting composite explosives, and such as obtaining widely applied is in petroleum technology
Perforating bullet powder charge etc.；On the other hand, put forth effort to develop some new heat-resisting single chmical compound explosives to be to meet cosmonautic special type
It needs, because the development of rocket, guided missile and space shuttle in speed, the especially appearance of space weapon, propose explosive
The requirement of thermostability.Spaceship is in flight course due to will receive aerodynamic effects and space and moon vacuum
The influence of environment etc., thus space vehicle is both needed to heating before entering space and returning to the earth with sterilization, but routine is fried
Medicine (such as heisuojin) is not sufficiently stable under high temperature or low pressure for a long time, or even is easy to evaporate under aerodynamic effects, is not able to satisfy
Above-mentioned requirements.Thus, in recent years, some countries both focus on how research improves now developed explosive such as hexogen, Losec support
The thermostability of gold etc., and put forth effort to develop the heat-resistant explosive of some new superhigh temperature resistants to meet the special type of space travel etc.
It needs.
Summary of the invention
The purpose of the present invention is to provide a kind of using phenyl ring as the heat resistive compounds of parent --- fluoro- tri- ammonia of 1,3,5- of 2-
Base -4,6- dinitrobenzene (ZXC-11), the heat-resistant explosive thermal stability are very good.
Another object of the present invention is to provide the preparation method of above-mentioned heat resistive compounds, raw materials used safety is required to set
Standby simple, preparation method is simple, and yield is higher.
To achieve the above object, the invention adopts the following technical scheme:
The present invention provides a kind of using phenyl ring as fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- of parent, knot
Structure formula is shown in formula I:
The present invention provides the preparation method of above-mentioned fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- again, packet
Include following steps:
Step 1: under magnetic stirring, by N- carbonate group -3,4 shown in Formula II, 5- trifluoromethyl aniline, quality hundred in ice-water bath
The fuming nitric aicd or nitrate of score 95% are mixed with the concentrated sulfuric acid of mass percent 95%~98%, stirring, after completion of the reaction
Reaction system is slowly added in ice water, continues stirring 1 hour, is filtered, washed, dries, obtain formula III compound represented
The fluoro- 2,6- dinitroaniline of 3,4,5- tri-；
R is methyl or ethyl in formula；
Step 2: under magnetic stirring, by the alcoholic solution of ammonium hydroxide or ammonia and solid 3,4,5- tri- fluoro- 2,6- dinitroanilines are mixed,
Stirring, is filtered, washed after completion of the reaction, is dried to obtain fluoro- 1 heat resistive compounds 2- shown in Formulas I, 3,5- triamidos -4,6- bis-
Nitrobenzene.
Further, by N- carbonate group -3,4 shown in Formula II, 5- trifluoromethyl aniline, mass percent in the step 1
When 95% fuming nitric aicd is mixed with the concentrated sulfuric acid of mass percent 95%~98%, the hair of every 3 milliliters of mass percents 95%
The corresponding N- carbonate group -3,4,5- trifluoromethyl aniline that 10mmol is added of cigarette nitric acid；When in step 1 by N- carbonic ester shown in Formula II
Base -3,4, when 5- trifluoromethyl aniline, nitrate are mixed with the concentrated sulfuric acid of mass percent 95%~98%, every 5mmol nitrate pair
N- carbonate group -3,4,5- the trifluoromethyl aniline of 2mmol should be added.
Further, nitrate described in step 1 is potassium nitrate, sodium nitrate or ammonium nitrate.
Step 2 specifically includes following two mode:
One: under magnetic stirring, the alcoholic solution of ammonium hydroxide or ammonia is added in fluoro- 2, the 6- dinitroaniline of solid 3,4,5- tri-,
Stirring, it is filtering, washing, dry after fully reacting, obtain fluoro- 1 product 2- shown in Formulas I, 3,5- triamido -4,6- dinitrobenzenes,
Reaction temperature is 0~100 DEG C.
Two: under magnetic stirring, fluoro- 2, the 6- dinitroaniline of solid 3,4,5- tri- being added to the alcoholic solution of ammonium hydroxide or ammonia
In, stirring, after fully reacting, filtering, washing, drying obtain fluoro- 1 product 2- shown in Formulas I, 3,5- triamido -4,6- dinitros
Benzene, reaction temperature are 0~100 DEG C.
Further, the ammonia and 3 in the alcoholic solution of ammonium hydroxide described in step 2 or ammonia, 4,5- tri- fluoro- 2,6- dinitroanilines
Molar ratio be more than or equal to 4.
Further, the mass percent of ammonia is 10%~100% in the alcoholic solution of ammonium hydroxide described in step 2 or ammonia.
Further, the mass percent of ammonia is 40% in ammonium hydroxide described in step 2.
Compared to the heat-resistant explosive of existing superior performance, the beneficial effects of the present invention are:
1. the performance (being shown in Table 1) of the obtained fluoro- 1,3,5- triamido -4,6- dinitrobenzene of target compound 2- of the present invention is excellent
More, the special dimensions such as deep oil well or space exploration be can be widely used in；It compares common heat-resistant explosive, such as TATB (1,3,5- tri-
Amido -2,4,6-trinitrotoluene), there is better detonation property, not soluble in water, environmentally friendly, potential industrialization valence
Value is higher, is of great significance to the research of heat resistance explosive.
2. original used in the preparation method of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of target compound 2- of the invention
Material safety, required equipment is simple, and preparation method is simple and easy more than TATB, and yield is higher, purity is also higher, easy purification, Yi Chong
Crystallization；
3. heat resistive compounds of the present invention are compared with TATB, it is easier to industrialized production.
Specific embodiment
The following examples are intended to illustrate the invention, but is not used to limit the scope of protection of the present invention.Unless otherwise specified, real
Apply the conventional means that technological means used in example is well known to those skilled in the art.Test method in following embodiments, such as
It is conventional method without special instruction.
Thin-layer chromatography (Thin Layer Chromatography, TLC), also known as thin-layer chromatography, belong to solid-liquid adsorption color
Spectrum.Whether the present invention judges reaction using the surplus of TLC technology detection fluoro- 2, the 6- dinitroaniline of reaction kettle 3,4,5- tri-
It completes, if surplus is 0, reacts completion.
In the embodiment of the present invention, fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2- is denoted as ZXC-11；Tri- amido of 1,3,5--
2,4,6- trinitrotoluene is denoted as TATB.
Embodiment 1
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 125mmol nitre is sequentially added in 100 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
After fully reacting, reaction system is slowly inclined for sour potassium and 10.95 grams of N- ethyl carbonate bases -3,4,5- trifluoromethyl aniline (50mmol)
Enter in ice water, continues stirring and restore to system to room temperature for 1 hour, be filtered, washed, dry, obtain 11.02 grams of faint yellow solid, receive
Rate is 93%, and the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitroanilines.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
3,4,5- tri- 5.0 grams of fluoro- 2,6- dinitroanilines are accurately weighed, are put into one 100 milliliters of eggplant-shape bottle, room temperature magnetic
Power is added with stirring 50 milliliters of 40% concentrated ammonia liquor of mass percent, after adding, continues to be stirred to react 27 hours at room temperature to anti-
Should completely (TLC detection), filtering, washing, drying, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-, i.e.,
ZXC-11), yield 90.04%；Its nucleus magnetic hydrogen spectrum is characterized as1H NMR(600MHz,DMSO-d6, TMS, ppm), δ=8.98
(s, broad peak, 2H), 7.34 (s, broad peak 4H)；13C NMR(125MHz,DMSO-d6, TMS, ppm), δ=139.60,136.50,
134.91,121.78；Elemental Analysis for C6H5FN4O4(216.13):calcd.C,31.345；H,2.59；
F:8.19；N,30.12；found:C,31.18；H,2.62；F,8.22；N,30.30；O,27.69.
Embodiment 2
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 10.95 grams of N- carbonic acid are added in (mass percent 98%) in 100 milliliters of concentrated sulfuric acids in ice-water bath
15 milliliters of fuming nitric aicds (mass percent 95%) are then slowly added dropwise, instead in ethoxycarbonyl -3,4,5- trifluoromethyl aniline (50mmol)
After answering completely, reaction system is slowly poured into ice water, continues stirring and restores to system to room temperature for 1 hour, be filtered, washed, do
It is dry, 10.95 grams of faint yellow solid are obtained, yield 92.4%, the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitrobenzenes
Amine.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
3,4,5- tri- 5.0 grams of fluoro- 2,6- dinitroanilines are accurately weighed, are put into one 100 milliliters of eggplant-shape bottle, room temperature magnetic
Power is added with stirring 50 milliliters of 40% concentrated ammonia liquor of mass percent, after adding, continues to be stirred to react 27 hours at room temperature to instead
Should completely (TLC detection), filtering, washing, drying, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-, i.e.,
ZXC-11), yield 90.04%；Its nucleus magnetic hydrogen spectrum is characterized as1H NMR(600MHz,DMSO-d6, TMS, ppm), δ=8.98
(s, broad peak, 2H), 7.34 (s, broad peak 4H)；13C NMR(125MHz,DMSO-d6, TMS, ppm), δ=139.60,136.50,
134.91,121.78；Elemental Analysis for C6H5FN4O4(216.13):calcd.C,31.345；H,2.59；
F:8.19；N,30.12；found:C,31.18；H,2.62；F,8.22；N,30.30；O,27.69.
Embodiment 3
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 125mmol nitre is sequentially added in 100 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
After fully reacting, reaction system is slowly inclined for sour sodium and 10.95 grams of N- ethyl carbonate bases -3,4,5- trifluoromethyl aniline (50mmol)
Enter in ice water, continues stirring and restore to system to room temperature for 1 hour, be filtered, washed, dry, obtain 11.02 grams of faint yellow solid, receive
Rate is 93%, and the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitroanilines.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
3,4,5- tri- 5.0 grams of fluoro- 2,6- dinitroanilines are accurately weighed, are put into one 100 milliliters of eggplant-shape bottle, room temperature magnetic
Power is added with stirring 10 milliliters of 40% concentrated ammonia liquor of mass percent, after adding, continues to be stirred to react 56 hours at room temperature to anti-
Should completely (TLC detection), filtering, washing, drying, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-, i.e.,
ZXC-11), yield 89.44%.
Embodiment 4
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 10.95 grams of N- carbonic acid are added in 100 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
15 milliliters of fuming nitric aicds (mass percent 95%) are then slowly added dropwise, instead in ethoxycarbonyl -3,4,5- trifluoromethyl aniline (50mmol)
After answering completely, reaction system is slowly poured into ice water, continues stirring and restores to system to room temperature for 1 hour, be filtered, washed, do
It is dry, 10.95 grams of faint yellow solid are obtained, yield 92.4%, the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitrobenzenes
Amine.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
It accurately weighs 3,4,5- tri- 5.0 grams of fluoro- 2,6- dinitroanilines, under room temperature magnetic agitation, is added to one equipped with 50 millis
In 100 milliliters of eggplant-shape bottles of 40% concentrated ammonia liquor of mass per liter percentage, after adding, continue to be stirred to react 21 hours at room temperature to anti-
Should completely (TLC detection), filtering, washing, drying, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-, i.e.,
ZXC-11), yield 90.13%.
Embodiment 5
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 10.95 grams of N- carbonic acid are added in 100 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
15 milliliters of fuming nitric aicds (mass percent 95%) are then slowly added dropwise, instead in ethoxycarbonyl -3,4,5- trifluoromethyl aniline (50mmol)
After answering completely, reaction system is slowly poured into ice water, continues stirring and restores to system to room temperature for 1 hour, be filtered, washed, do
It is dry, 10.95 grams of faint yellow solid (yield 92.4%) are obtained, the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitros
Aniline.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
3,4,5- tri- 5.0 grams of fluoro- 2,6- dinitroanilines are accurately weighed, are put into one 100 milliliters of eggplant-shape bottle, room temperature magnetic
Power is added with stirring 20 milliliters of ethylene glycol, is passed through ammonia, filtering, is done washing to fully reacting (TLC detection) within reaction 11 hours
It is dry, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-, i.e. ZXC-11), yield 81.23%.
Embodiment 6
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 1250mmol is sequentially added in 1000 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
Ammonium nitrate and 109.5 grams of N- ethyl carbonate bases -3,4,5- trifluoromethyl aniline (500mmol), after fully reacting, slowly by reaction system
It is poured into ice water, continues stirring and restore to system to room temperature for 1 hour, be filtered, washed, dry, obtain 100.7 grams of faint yellow solid,
Yield is 85%, and the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitroanilines.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
It accurately weighs 3,4,5- tri- 100.0 grams of fluoro- 2,6- dinitroanilines, under room temperature magnetic agitation, is added to one equipped with 300
In 500 milliliters of eggplant-shape bottles of milliliter 40% concentrated ammonia liquor of mass percent, after adding, continue to be stirred to react 35 hours at room temperature extremely
Fully reacting (TLC detection), it is filtering, washing, dry, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-,
That is ZXC-11), yield 91.25%.
Embodiment 7
A kind of preparation of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, comprising the following steps:
The preparation of the fluoro- 2,6- dinitroaniline of step 1:3,4,5- tri-:
Under magnetic agitation, 1250mmol is sequentially added in 1000 milliliters of concentrated sulfuric acids (mass percent 98%) in ice-water bath
Reaction system after fully reacting, is slowly poured into ice by ammonium nitrate and N- methyl carbonate base -3,4,5- trifluoromethyl aniline (500mmol)
In water, continues stirring and restore to system to room temperature for 1 hour, be filtered, washed, dry, obtain 100.7 grams of faint yellow solid, yield is
85%, the faint yellow solid is 3,4,5- tri- fluoro- 2,6- dinitroanilines.
The preparation of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene of step 2:2-:
It accurately weighs 3,4,5- tri- 100.0 grams of fluoro- 2,6- dinitroanilines, under room temperature magnetic agitation, is added to one equipped with 300
In 500 milliliters of eggplant-shape bottles of milliliter 40% concentrated ammonia liquor of mass percent, after adding, continue to be stirred to react 35 hours at room temperature extremely
Fully reacting (TLC detection), it is filtering, washing, dry, obtain bright yellow solid (fluoro- 1,3,5- triamido -4,6- dinitrobenzene of 2-,
That is ZXC-11), yield 91.25%.
8 performance parameter of embodiment compares
Bibliography (Shreeve J, Yin P, Mitchell L, et al.Comparative Study of Various
Pyrazole-based Anions:A Promising Family of Ionic derivatives as Insensitive
Energetic Materials. [J] .Chemistry-An Asian Journal, 2017,12.) the method measurement is implemented
Tri- amido -2,4,6- trinitro- first of the fluoro- 1,3,5- triamido -4,6- dinitrobenzene (ZXC-11) of the resulting 2- of example 1 and 1,3,5-
Benzene (TATB) the enthalpy of formation (ΔHT), it generates hot (Q), explosion velocity (D), detonation pressure (P) uses densimeter (3H-2000 Bei Shide company)
Survey the fluoro- 1,3,5- triamido -4,6- dinitrobenzene (ZXC-11) of 2- and tri- amido -2,4,6- trinitrotoluene (TATB) of 1,3,5-
Density (Density), see Table 1 for details.
The performance parameter of table 1 ZXC-11 and TATB
As the result is shown: the big 0.21g/cm of density ratio TATB of ZXC-113, exceeded 2.0g/cm3, the explosion velocity ratio of ZXC-11
The detonation pressure ratio TATB that TATB increases 2.41%, ZXC-11 increases 9.80%, the two very insensitiveness, thus compared with TATB,
ZXC-11 performance is more superior, can be used as heat-resisting desensitized explosive application.
The embodiment of the above, only presently preferred embodiments of the present invention, is only used to explain the present invention, not limit
The scope of the present invention processed to those of ordinary skill in the art certainly can be according to skill disclosed in this specification
Art content makes other embodiments easily by way of replacing or changing, therefore all made in the principle of the present invention
Changes and improvements etc., should be included in scope of the present invention patent.
Claims (9)
1. a kind of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2-, which is characterized in that fluoro- 1,3,5- tri- ammonia of 2-
The structural formula of base -4,6- dinitrobenzene is shown in formula I:
2. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- described in claim 1, special
Sign is, comprising the following steps:
Step 1: under magnetic stirring, by N- carbonate group -3,4 shown in Formula II, 5- trifluoromethyl aniline, quality hundred in ice-water bath
The fuming nitric aicd or nitrate of score 95% are mixed with the concentrated sulfuric acid of mass percent 95%~98%, stirring, after completion of the reaction
Reaction system is slowly added in ice water, continues stirring 1 hour, is filtered, washed, dries, obtain formula III compound represented
The fluoro- 2,6- dinitroaniline of 3,4,5- tri-；
R is methyl or ethyl in formula；
Step 2: under magnetic stirring, by the alcoholic solution of ammonium hydroxide or ammonia and solid 3,4,5- tri- fluoro- 2,6- dinitroanilines are mixed,
Stirring, is filtered, washed after completion of the reaction, dries, obtain fluoro- 1 heat resistive compounds 2- shown in Formulas I, 3,5- triamidos -4,6- bis-
Nitrobenzene.
3. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, by N- carbonate group -3,4 shown in Formula II in the step 1,5- trifluoromethyl aniline, mass percent 95%
When fuming nitric aicd is mixed with the concentrated sulfuric acid of mass percent 95%~98%, the fuming nitric aicd of every 3 milliliters of mass percents 95%
The corresponding N- carbonate group -3,4,5- trifluoromethyl aniline that 10mmol is added；When in step 1 by carbonate group -3 N- shown in Formula II,
When 4,5- trifluoromethyl anilines, nitrate are mixed with the concentrated sulfuric acid of mass percent 95%~98%, every 5mmol nitrate is corresponding to be added
N- carbonate group -3,4,5- the trifluoromethyl aniline of 2mmol.
4. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, nitrate described in step 1 is potassium nitrate, sodium nitrate or ammonium nitrate.
5. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, the step 2 specifically: under magnetic stirring, the alcoholic solution of ammonium hydroxide or ammonia is added to solid 3,4,5- tri-
In fluoro- 2,6- dinitroaniline, stirring is filtering, washing, dry after fully reacting, obtains fluoro- 1 product 2- shown in Formulas I, and 3,
5- triamido -4,6- dinitrobenzene, reaction temperature are 0~100 DEG C.
6. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, the step 2 specifically: under magnetic stirring, fluoro- 2, the 6- dinitroaniline of solid 3,4,5- tri- is added to
In the alcoholic solution of ammonium hydroxide or ammonia, stirring is filtering, washing, dry after fully reacting, obtains fluoro- 1 product 2- shown in Formulas I, and 3,
5- triamido -4,6- dinitrobenzene, reaction temperature are 0~100 DEG C.
7. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, the ammonia and 3 in the alcoholic solution of ammonium hydroxide described in step 2 or ammonia, mole of 4,5- tri- fluoro- 2,6- dinitroanilines
Than being more than or equal to 4.
8. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, the mass percent of ammonia is 10%~100% in the alcoholic solution of ammonium hydroxide described in step 2 or ammonia.
9. the preparation method of fluoro- 1,3,5- triamido -4,6- dinitrobenzene of heat resistive compounds 2- according to claim 2,
It is characterized in that, the mass percent of ammonia is 40% in ammonium hydroxide described in step 2.
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| CN109810006A (en) * | 2019-02-21 | 2019-05-28 | 信阳师范学院 | Fluoro- 2,6- dinitroaniline of a kind of castexplosive 3,4,5- tri- and its preparation method and application |
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Cited By (2)
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| CN109810006A (en) * | 2019-02-21 | 2019-05-28 | 信阳师范学院 | Fluoro- 2,6- dinitroaniline of a kind of castexplosive 3,4,5- tri- and its preparation method and application |
| CN109810006B (en) * | 2019-02-21 | 2021-11-23 | 信阳师范学院 | Fusion-cast explosive 3,4, 5-trifluoro-2, 6-dinitroaniline and preparation method and application thereof |
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