EP0816306A1 - Furazan derivatives containing propellants with a high specific impulse - Google Patents
Furazan derivatives containing propellants with a high specific impulse Download PDFInfo
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- EP0816306A1 EP0816306A1 EP97401484A EP97401484A EP0816306A1 EP 0816306 A1 EP0816306 A1 EP 0816306A1 EP 97401484 A EP97401484 A EP 97401484A EP 97401484 A EP97401484 A EP 97401484A EP 0816306 A1 EP0816306 A1 EP 0816306A1
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- Prior art keywords
- binder
- energy
- propellant
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- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B45/00—Compositions or products which are defined by structure or arrangement of component of product
- C06B45/04—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive
- C06B45/06—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component
- C06B45/10—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component the organic component containing a resin
- C06B45/105—The resin being a polymer bearing energetic groups or containing a soluble organic explosive
-
- 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
Definitions
- the present invention relates to the field of solid propellants with high specific impulse and / or strong volume impulse.
- the specific impulse is the thrust developed per unit of flow-weight of the products combustion.
- the volume pulse is the product of the specific impulse by the density of the solid propellant.
- the solid propellants concerned belong to the families of composite propellants or propellants modified double base, they include in particular a binder inert or energetic, at least one energetic charge and possibly conventional additives.
- the present invention relates more particularly such solid propellants very discrete called "clean", that is to say, those not containing no constituents whose combustion gives halogenated products or liquid or solid products giving a visible or infrared "signature" important.
- Clean very discrete
- Ammonium perchlorate whose combustion produces hydrochloric gas and aluminum in particular whose combustion produces alumina are examples of such constituents.
- propellants containing such constituents which will therefore slightly degrade the propellant discretion, are also part of the invention.
- nitramines such as octogen (HMX) or hexogen (RDX) give a boost higher specific but you still have to add aluminum to get impulses important.
- the purpose of the present invention is to provide solid propellants, essentially "clean", and strong specific and / or volume impulses.
- the present invention relates to solid propellants, with a high specific and / or volume impulse, comprising in particular a binder, at least one energy charge and various additives, characterized in that the energy charge is essentially chosen from the group of dinitrated bifurazanes constituted by 3,3'-azoxybis [4 nitrofurazane] (C 4 N 8 O 7 ), 3,3'-azobis [4 nitrofurazane] (C 4 N 8 O 6 ), 3,3'-bis [4 nitrofurazane] (C 4 N 6 O 6 ).
- the solid propellant binder is of the binder type inert or energy binding.
- the essential charge is chosen from the aforementioned group. It can include also, for various reasons, other charges used moreover, such as nitramines for example.
- the various additives mentioned here are those conventionally used by those skilled in the art for improve for example chemical stability, kinetics of combustion, mechanical properties, etc ... These additives represent only a few for hundred, by weight, of the propellant.
- the energy charge in dinitrated bifurazane represents at least 55% by weight of the propellant.
- the energy binders of the present invention are obtained with oxetane or oxirane polymers substituted, nitraminated or nitrated polymers, polyethers, polyesters. These polymers being possibly plasticized by inert plasticizers or themselves energetic such as in particular oils nitrated.
- the charge energy in dinitrated bifurazane represents at least 75% by weight of the propellant.
- the energy type binder is based on polymer with pendant chains with azide endings such as for example a glycidyl polyazide (PAG), a polybisazidomethyl oxetane (BAMO), the polyazide of glycidyl being the preferred polymer.
- PAG glycidyl polyazide
- BAMO polybisazidomethyl oxetane
- the energy load in dinitrated bifurazane represents at least 70% by weight of the propellant.
- the inert binders of the present invention are especially those obtained from polybutadian carboxy-telechelic or hydroxytelechelic, optionally grafted.
- the energy load in dinitrated bifurazane represents minus 80% by weight of the propellant.
- solid propellants according to the invention also comprise up to 10% by weight of a powdery metallic filler, such as aluminum, to further increase its specific impulse and by elsewhere remove any instabilities of combustion.
- a metallic charge introduced in such a proportion degrades the discretion of the propellant.
- the propellants are produced according to the techniques usual in their family; basically mixing-casting techniques or kneading extrusion.
- the specific pulse is determined under standard conditions: equilibrium relaxation and relaxation ratio 70/1.
- the specific pulse is designated by Is, it is expressed in seconds.
- the volume pulse is the product of the specific pulse by the propellant density: it is designated by p.Is and it is expressed in sgcm -3 .
- This example relates to propellants whose binder, of energy type, is based on glycidyl polyazide (PAG) 24% by weight, crosslinked with 6% of trimer of hexamethylene diisocyanate, the binder is highly plasticized, 66%, with a mixture of trimethylol ethane trinitrate and butanetriol trinitrate in the proportions 70/30, the complement comprising various additives (antioxidants, ).
- the energy charge is 3,3'-azoxybis [4 nitrofurazane]; for the reference propellant the energy load is octogen (HMX). Table 1 gives the results.
- the propellant according to the invention has a specific pulse and a volume pulse superior.
- the energy charge rate can be decreased to around 55% while still retaining a higher specific impulse, on the other hand the impulse volume tends to decrease.
- the energy charge rate may be 15% less than that of the propellant of reference while having a specific impulse and a volume pulse at least equal.
- This example always relates to propellants with an energy-type binder;
- the binder called G
- the binder is produced from a polyester: 20% by weight of diethylene glycol polyadipate crosslinked by 4% of trimer of diisocyante hexamethylene, plasticized with 71% of a mixture of nitroglycerin and butanetriol trinitrate in the 80/20 proportions, the complement comprising various feasibility and stability additives.
- These propellants, except one additionally contain various additives in small quantities.
- the reference propellant is loaded with octogen and additives. Table 2 gives the results, [A] corresponding to the designation [4 nitrofurazane].
- This example relates to composite propellants with an inert binder; it is a binder based on 70% by weight of hydroxytelechelic polybutadiene (PBHT, type R45M) crosslinked with 6.5% methylene cyclohexyl diisocyanate all plasticized with 23% dioctyl azelaate.
- PBHT hydroxytelechelic polybutadiene
- the reference propellant has an 85% octogen charge. Table 3 gives the results obtained.
- the different dinitrated bifurazans give propellants including the specific impulse is considerably higher, from 20 to 30s, to that of the reference propellant. It the same is true for the volume pulse.
- the rate of energy charge can be reduced up to around 75% retaining high specific impulses and comparable volume pulses.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
La présente invention concerne le domaine des propergols solides à forte impulsion spécifique et/ou forte impulsion volumique. L'impulsion spécifique est la poussée développée par unité de débit-poids des produits de combustion. L'impulsion volumique est le produit de l'impulsion spécifique par la masse volumique du propergol solide.The present invention relates to the field of solid propellants with high specific impulse and / or strong volume impulse. The specific impulse is the thrust developed per unit of flow-weight of the products combustion. The volume pulse is the product of the specific impulse by the density of the solid propellant.
Les propergols solides concernés appartiennent aux familles des propergols composites ou des propergols double base modifiés, ils comportent notamment un liant inerte ou énergétique, au moins une charge énergétique et éventuellement des additifs conventionnels.The solid propellants concerned belong to the families of composite propellants or propellants modified double base, they include in particular a binder inert or energetic, at least one energetic charge and possibly conventional additives.
La présente invention concerne plus particulièrement de tels propergols solides très discrets dits "propres", c'est à dire, ceux ne contenant pas de constituants dont la combustion donne des produits halogénés ou des produits liquides ou solides donnant une "signature" visible ou infrarouge importante. Le perchlorate d'ammonium dont la combustion produit notamment du gaz chlorhydrique et l'aluminium dont la combustion produit de l'alumine sont des exemples de tels constituants.The present invention relates more particularly such solid propellants very discrete called "clean", that is to say, those not containing no constituents whose combustion gives halogenated products or liquid or solid products giving a visible or infrared "signature" important. Ammonium perchlorate whose combustion produces hydrochloric gas and aluminum in particular whose combustion produces alumina are examples of such constituents.
Toutefois des propergols contenant de tels constituants qui vont donc dégrader légèrement la discrétion du propergol, font aussi partie de l'invention.However, propellants containing such constituents which will therefore slightly degrade the propellant discretion, are also part of the invention.
Actuellement les propergols dits "propres" ont pour charge oxydante ou énergétique essentiellement du nitrate d'ammonium, mais l'impulsion spécifique reste faible, de plus d'autres problèmes sont liés à l'utilisation du nitrate d'ammonium. Un autre type de charge énergétique, des nitramines telles que l'octogène (HMX) ou l'hexogène (RDX) donnent une impulsion spécifique plus élevée mais il faut tout de même ajouter de l'aluminium pour arriver à des impulsions importantes.Currently the so-called "clean" propellants have for oxidative or energetic charge essentially of ammonium nitrate, but the specific impulse remains low, more other problems are related to the use of ammonium nitrate. Another type of energy charge, nitramines such as octogen (HMX) or hexogen (RDX) give a boost higher specific but you still have to add aluminum to get impulses important.
Le but de la présente invention est de proposer des propergols solides, essentiellement "propres", et de fortes impulsions spécifiques et/ou volumiques.The purpose of the present invention is to provide solid propellants, essentially "clean", and strong specific and / or volume impulses.
La présente invention concerne des propergols solides, à forte impulsion spécifique et/ou volumique, comportant notamment un liant, au moins une charge énergétique et divers additifs, caractérisés en ce que la charge énergétique est essentiellement choisie dans le groupe des bifurazanes dinitrés constitué par le 3,3'-azoxybis [4 nitrofurazane] (C4N8O7), le 3,3'-azobis [4 nitrofurazane] (C4N8O6), le 3,3'-bis [4 nitrofurazane] (C4N6O6).The present invention relates to solid propellants, with a high specific and / or volume impulse, comprising in particular a binder, at least one energy charge and various additives, characterized in that the energy charge is essentially chosen from the group of dinitrated bifurazanes constituted by 3,3'-azoxybis [4 nitrofurazane] (C 4 N 8 O 7 ), 3,3'-azobis [4 nitrofurazane] (C 4 N 8 O 6 ), 3,3'-bis [4 nitrofurazane] (C 4 N 6 O 6 ).
Le liant du propergol solide est du type liant inerte ou liant énergétique. La charge essentielle est choisie dans le groupe précité. Elle peut comporter aussi, pour diverses raisons, d'autres charges utilisées par ailleurs, telles des nitramines par exemple. Les divers additifs ici évoqués sont ceux conventionnellement utilisés par l'homme de métier pour améliorer par exemple la stabilité chimique, la cinétique de combustion, les propriétés mécaniques, etc... Ces additifs ne représentent que quelques pour cent, en poids, du propergol.The solid propellant binder is of the binder type inert or energy binding. The essential charge is chosen from the aforementioned group. It can include also, for various reasons, other charges used moreover, such as nitramines for example. The various additives mentioned here are those conventionally used by those skilled in the art for improve for example chemical stability, kinetics of combustion, mechanical properties, etc ... These additives represent only a few for hundred, by weight, of the propellant.
Avantageusement pour les propergols solides dont le liant est du type énergétique, la charge énergétique en bifurazane dinitré représente au moins 55% en poids du propergol. Advantageously for solid propellants whose binder is of the energy type, the energy charge in dinitrated bifurazane represents at least 55% by weight of the propellant.
Les liants énergétiques de la présente invention sont obtenus avec des polymères d'oxétanes ou d'oxiranes substitués, des polymères nitraminés ou nitratés, des polyéthers, des polyesters. Ces polymères étant éventuellement plastifiés par des plastifiants inertes ou eux-mêmes énergétiques tels que notamment des huiles nitrées.The energy binders of the present invention are obtained with oxetane or oxirane polymers substituted, nitraminated or nitrated polymers, polyethers, polyesters. These polymers being possibly plasticized by inert plasticizers or themselves energetic such as in particular oils nitrated.
Avantageusement encore pour des propergols solides dont le liant est du type énergétique, la charge énergétique en bifurazane dinitré représente au moins 75% en poids du propergol.Advantageously also for solid propellants whose binder is of the energy type, the charge energy in dinitrated bifurazane represents at least 75% by weight of the propellant.
Dans une réalisation particulière de l'invention, le liant de type énergétique est à base de polymère avec des chaínes pendantes à terminaisons azotures tel que par exemple un polyazoture de glycidyle (PAG), un polybisazidométhyl oxétane (BAMO), le polyazoture de glycidyle étant le polymère préféré.In a particular embodiment of the invention, the energy type binder is based on polymer with pendant chains with azide endings such as for example a glycidyl polyazide (PAG), a polybisazidomethyl oxetane (BAMO), the polyazide of glycidyl being the preferred polymer.
Avantageusement pour les propergols solides dont le liant est de type inerte la charge énergétique en bifurazane dinitré représente au moins 70% en poids du propergol.Advantageously for solid propellants whose binder is of inert type the energy load in dinitrated bifurazane represents at least 70% by weight of the propellant.
Les liants inertes de la présente invention sont notamment ceux obtenus à partir de polybutadienne carboxytéléchélique ou hydroxytéléchélique, éventuellement greffés.The inert binders of the present invention are especially those obtained from polybutadian carboxy-telechelic or hydroxytelechelic, optionally grafted.
Avantageusement pour les propergols solides selon l'invention lorsque le liant est de type inerte la charge énergétique en bifurazane dinitré représente au moins 80% en poids du propergol.Advantageously for solid propellants according to the invention when the binder is of inert type the energy load in dinitrated bifurazane represents minus 80% by weight of the propellant.
Eventuellement les propergols solides selon l'invention comportent aussi jusqu'à 10% en poids d'une charge métallique pulvérulente, telle que l'aluminium, pour accroítre encore son impulsion spécifique et par ailleurs supprimer d'éventuelles instabilités de combustion. Toutefois, une charge métallique introduite dans une telle proportion dégrade la discrètion du propergol.Possibly solid propellants according to the invention also comprise up to 10% by weight of a powdery metallic filler, such as aluminum, to further increase its specific impulse and by elsewhere remove any instabilities of combustion. However, a metallic charge introduced in such a proportion degrades the discretion of the propellant.
La synthèse des bifurazanes dinitrés utilisés dans la présente invention est décrite dans la littérature :
- pour le 3,3'-azoxybis [4 nitrofurazane] (C4N8O7), dans Heteroatom Chemistry - Vol.5 No.5/6 - page 444 (1994), La formule développée de ce composé est :
- pour le 3,3'-azobis [4 nitrofurazane] (C4N8O6), dans Journal of Organic Chemistry Vol. 61 pages 1510 à 1511 (1996), La formule développée de ce composé est :
- pour le 3,3'bis [4 nitrofurazane] (C4N6O6) dans J. of Heterocyclic Chemistry - Vol.5 - page 83 - (1968), La formule développé de ce composé est :
- for 3,3'-azoxybis [4 nitrofurazane] (C 4 N 8 O 7 ), in Heteroatom Chemistry - Vol.5 No.5 / 6 - page 444 (1994), The structural formula of this compound is:
- for 3,3'-azobis [4 nitrofurazane] (C 4 N 8 O 6 ), in Journal of Organic Chemistry Vol. 61 pages 1510 to 1511 (1996), The structural formula of this compound is:
- for 3,3'bis [4 nitrofurazane] (C 4 N 6 O 6 ) in J. of Heterocyclic Chemistry - Vol.5 - page 83 - (1968), The developed formula of this compound is:
Les propergols sont réalisés suivant les techniques habituelles à leur famille d'appartenance ; essentiellement des techniques de malaxage-coulée ou de malaxage extrusion.The propellants are produced according to the techniques usual in their family; basically mixing-casting techniques or kneading extrusion.
Pour divers propergols selon l'invention, les exemples suivants donnent les performances : impulsion spécifique et impulsion volumique. L'impulsion spécifique est déterminée dans des conditions standards : détente en équilibre et rapport de détente 70/1. L'impulsion spécifique est désignée par Is, elle est exprimée en secondes. L'impulsion volumique est le produit de l'impulsion spécifique par la masse volumique propergol : elle est désignée par p.Is et elle est exprimée en s.g.cm-3.For various propellants according to the invention, the following examples give the performances: specific pulse and volume pulse. The specific impulse is determined under standard conditions: equilibrium relaxation and relaxation ratio 70/1. The specific pulse is designated by Is, it is expressed in seconds. The volume pulse is the product of the specific pulse by the propellant density: it is designated by p.Is and it is expressed in sgcm -3 .
Cet exemple concerne des propergols dont le liant, de type énergétique, est à base de polyazoture de glycidyle (PAG) 24% en poids, réticulé par 6% de trimère d'hexaméthylène diisocyanate, le liant est fortement plastifié, 66%, par un mélange de triméthylol éthane trinitrate et de butanetriol trinitrate dans les proportions 70/30, le complément comportant divers additifs (antioxydants,...). La charge énergétique est du 3,3'-azoxybis [4 nitrofurazane] ; pour le propergol de référence la charge énergétique est de l'octogène (HMX). Le tableau 1 donne les résultats. This example relates to propellants whose binder, of energy type, is based on glycidyl polyazide (PAG) 24% by weight, crosslinked with 6% of trimer of hexamethylene diisocyanate, the binder is highly plasticized, 66%, with a mixture of trimethylol ethane trinitrate and butanetriol trinitrate in the proportions 70/30, the complement comprising various additives (antioxidants, ...). The energy charge is 3,3'-azoxybis [4 nitrofurazane]; for the reference propellant the energy load is octogen (HMX). Table 1 gives the results.
A taux de charge égal ou supérieur à celui du propergol de référence, le propergol selon l'invention a une impulsion spécifique et une impulsion volumique supérieure. Le taux de charge énergétique peut être diminué jusqu'à environ 55% en conservant toujours une impulsion spécifique supérieure, par contre l'impulsion volumique tend à diminuer. Le taux de charge énergétique peut être inférieur de 15% de celui du propergol de référence tout en ayant une impulsion spécifique et une impulsion volumique au moins égale.At a charge rate equal to or higher than that of the reference propellant, the propellant according to the invention has a specific pulse and a volume pulse superior. The energy charge rate can be decreased to around 55% while still retaining a higher specific impulse, on the other hand the impulse volume tends to decrease. The energy charge rate may be 15% less than that of the propellant of reference while having a specific impulse and a volume pulse at least equal.
Cet exemple concerne toujours des propergols à liant de type énergétique ; le liant, appelé G, est élaboré à partir d'un polyester : 20% en poids de polyadipate de diéthylène glycol réticulé par 4% de trimère d'hexaméthylène diisocyante, plastifié par 71% d'un mélange de nitroglycérine et de butanetriol trinitrate dans les proportions 80/20, le complément comprenant divers additifs de faisabilité et de stabilité. Ces propergols, sauf un, comportent de plus divers additifs en faible quantité. Le propergol de référence est chargé en octogène et additifs. Le tableau 2 donne les résultats, [A] correspondant à la désignation [4 nitrofurazane]. This example always relates to propellants with an energy-type binder; the binder, called G, is produced from a polyester: 20% by weight of diethylene glycol polyadipate crosslinked by 4% of trimer of diisocyante hexamethylene, plasticized with 71% of a mixture of nitroglycerin and butanetriol trinitrate in the 80/20 proportions, the complement comprising various feasibility and stability additives. These propellants, except one, additionally contain various additives in small quantities. The reference propellant is loaded with octogen and additives. Table 2 gives the results, [A] corresponding to the designation [4 nitrofurazane].
Les impulsions spécifiques et les impulsions volumiques des propergols selon l'invention sont nettement supérieures à celles du propergol de référence.Specific impulses and impulses volumes of the propellants according to the invention are significantly higher than those of the propellant of reference.
Cet exemple concerne des propergols composites à
liant inerte ; il s'agit d'un liant à base de 70% en
poids de polybutadiène hydroxytéléchélique (PBHT, type
R45M) réticulé par 6,5% de méthylène cyclohexyl
diisocyanate le tout plastifié par 23% de dioctyl
azèlate. Le propergol de référence a une charge de 85%
d'octogène. Le tableau 3 donne les résultats obtenus.
Pour un même taux de charge les différents bifurazanes dinitrés donnent des propergols dont l'impulsion spécifique est considérablement supérieure, de 20 à 30s, à celle du propergol de référence. Il en est de même pour l'impulsion volumique. Le taux de charge énergétique peut être réduit jusqu'à environ 75% en conservant des impulsions spécifiques élevées et des impulsions volumiques comparables.For the same charge rate, the different dinitrated bifurazans give propellants including the specific impulse is considerably higher, from 20 to 30s, to that of the reference propellant. It the same is true for the volume pulse. The rate of energy charge can be reduced up to around 75% retaining high specific impulses and comparable volume pulses.
Les exemples ci-dessous concernent des
propergols aluminisés dont le liant est de type
énergétique à base d'un polyazoture de glycidyle (PAG),
identique à celui de l'exemple 1 ; la charge énergétique
du propergol de référence est de l'octogène (HMX). Le
tableau 4 donne les résultats obtenus, [A] correspondant
à la désignation [4 nitrofurazafne].
L'ajout d'aluminium, aux propergols selon l'invention (voir aussi le tableau 1), au détriment de la charge énergétique améliore ou du moins maintient les performances en particulier l'impulsion volumique.Ces performances sont nettement supérieures à celles de propergol de même taux de charge d'aluminium mais dont la charge énergétique est de l'octogène. L'ajout d'aluminium, s'il dégrade la discrétion du propergol peut être nécessaire pour supprimer d'éventuelles instabilités de combustion par exemple.The addition of aluminum, to the propellants according to the invention (see also Table 1), to the detriment of the energy charge improves or at least maintains the performance, in particular the volume impulse. performances are clearly superior to those of propellant with the same aluminum charge rate but of which the energy charge is octogen. The addition aluminum, if it degrades the discretion of the propellant may be necessary to remove any combustion instabilities for example.
Claims (9)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9608051 | 1996-06-28 | ||
FR9608051A FR2750421B1 (en) | 1996-06-28 | 1996-06-28 | HIGH SPECIFIC IMPULSE PROPERGOLS WITH FURAZANE DERIVATIVES |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0816306A1 true EP0816306A1 (en) | 1998-01-07 |
EP0816306B1 EP0816306B1 (en) | 2000-03-15 |
Family
ID=9493509
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97401484A Expired - Lifetime EP0816306B1 (en) | 1996-06-28 | 1997-06-26 | Propellants with a high specific impulsion, containing furazane derivatives |
Country Status (4)
Country | Link |
---|---|
US (1) | US5747729A (en) |
EP (1) | EP0816306B1 (en) |
DE (1) | DE69701422T2 (en) |
FR (1) | FR2750421B1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2911339A1 (en) * | 2007-01-16 | 2008-07-18 | Snpe Materiaux Energetiques Sa | New nitrofurazan compounds substituted at position 4 with nitroazolyl or tetrazolyl groups, useful in energy-producing compositions for use as explosives or propellants |
WO2008102111A2 (en) * | 2007-02-19 | 2008-08-28 | Qinetiq Limited | Explosive liquid crystal compounds |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2954309B1 (en) * | 2009-12-21 | 2012-03-23 | Eurenco France | MALLEABLE SOLID EXPLOSIVE AND ITS OBTAINING |
CN103121977A (en) * | 2011-11-21 | 2013-05-29 | 北京理工大学 | Diazo(N-dinitryl ethyl) furazan energy-containing ionic salts and preparation method thereof |
CN106810410B (en) * | 2016-12-30 | 2019-10-29 | 北京理工大学 | A kind of pyrotechnic gas propellant composition and preparation method thereof |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5460669A (en) * | 1993-06-28 | 1995-10-24 | Thiokol Corporation | 3-nitramino-4-nitrofurazan and salts thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5529649A (en) * | 1993-02-03 | 1996-06-25 | Thiokol Corporation | Insensitive high performance explosive compositions |
-
1996
- 1996-06-28 FR FR9608051A patent/FR2750421B1/en not_active Expired - Fee Related
-
1997
- 1997-05-27 US US08/863,243 patent/US5747729A/en not_active Expired - Lifetime
- 1997-06-26 EP EP97401484A patent/EP0816306B1/en not_active Expired - Lifetime
- 1997-06-26 DE DE69701422T patent/DE69701422T2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5460669A (en) * | 1993-06-28 | 1995-10-24 | Thiokol Corporation | 3-nitramino-4-nitrofurazan and salts thereof |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2911339A1 (en) * | 2007-01-16 | 2008-07-18 | Snpe Materiaux Energetiques Sa | New nitrofurazan compounds substituted at position 4 with nitroazolyl or tetrazolyl groups, useful in energy-producing compositions for use as explosives or propellants |
WO2008102092A1 (en) * | 2007-01-16 | 2008-08-28 | Snpe Materiaux Energetiques | Furazane derivatives, preparation thereof and energetic compositions containing them |
CN101578282B (en) * | 2007-01-16 | 2012-01-04 | Snpe巨能材料公司 | Furazane derivatives, preparation thereof and energetic compositions containing them |
RU2453545C2 (en) * | 2007-01-16 | 2012-06-20 | Снпе Материо Энергетик | Furazan derivatives, synthesis method thereof and energy compositions containing said compounds |
US8211252B2 (en) | 2007-01-16 | 2012-07-03 | Eurenco | Furazane derivatives, preparation thereof and energetic compositions containing them |
WO2008102111A2 (en) * | 2007-02-19 | 2008-08-28 | Qinetiq Limited | Explosive liquid crystal compounds |
WO2008102111A3 (en) * | 2007-02-19 | 2008-12-31 | Qinetiq Ltd | Explosive liquid crystal compounds |
GB2459795A (en) * | 2007-02-19 | 2009-11-11 | Qinetiq Ltd | Explosive liquid crystal compounds |
Also Published As
Publication number | Publication date |
---|---|
EP0816306B1 (en) | 2000-03-15 |
FR2750421B1 (en) | 1998-08-07 |
FR2750421A1 (en) | 1998-01-02 |
DE69701422D1 (en) | 2000-04-20 |
US5747729A (en) | 1998-05-05 |
DE69701422T2 (en) | 2000-09-07 |
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