IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0833025
(2004-04-28)
|
등록번호 |
US-7279572
(2007-10-09)
|
우선권정보 |
FR-03 06160(2003-05-22) |
발명자
/ 주소 |
- Cagnon,Guy
- Eck,Genevi?ve
- Herve,Gr?goire
- Jacob,Guy
|
출원인 / 주소 |
- SNPE Materiaux Energetiques
|
대리인 / 주소 |
|
인용정보 |
피인용 횟수 :
2 인용 특허 :
2 |
초록
▼
A subject-matter of the present invention is a novel process for the synthesis of hexanitrohexaazaisowurtzitane (HNIW), a compound of use as energetic filler in powders, propellants and explosives. This process comprises a first stage of reaction of an α,β-dicarbonyl derivative with a prim
A subject-matter of the present invention is a novel process for the synthesis of hexanitrohexaazaisowurtzitane (HNIW), a compound of use as energetic filler in powders, propellants and explosives. This process comprises a first stage of reaction of an α,β-dicarbonyl derivative with a primary amine which makes it possible to form a hexasubstituted hexaazaisowurtzitane derivative. The HNIW is subsequently obtained directly, in a single reaction stage, by nitration of the hexasubstituted hexaazaisowurtzitane derivative. This process, in only 2 stages starting from a primary amine, is particularly simple and inexpensive.
대표청구항
▼
The invention claimed is: 1. A process for the synthesis of hexanitrohexaazaisowurtzitane, consisting of: a) reacting an α,β-dicarbonyl compound with a primary amine to form a hexasubstituted hexaazaisowurtzitane compound, and b) nitrating the hexasubstituted hexaazaisowurtzitane compound
The invention claimed is: 1. A process for the synthesis of hexanitrohexaazaisowurtzitane, consisting of: a) reacting an α,β-dicarbonyl compound with a primary amine to form a hexasubstituted hexaazaisowurtzitane compound, and b) nitrating the hexasubstituted hexaazaisowurtzitane compound obtained in step (a) to directly obtain the hexanitrohexaazaisowurtzitane. 2. The process according to claim 1, wherein the α,β-dicarbonyl compound is glyoxal. 3. The process according to claim 1, wherein the primary amine is chosen from the group consisting of heteroarylmethylamines and allylamines; propargylamine; parachlorobenzenesulphenamide and 1-napthylmethylamine. 4. The process according to claim 3, wherein the primary amine is allylamine or 2-aminomethylfuran. 5. The process according to claim 1, wherein the first stage of reaction of an α,β-dicarbonyl compound with a primary amine is carried out in a mixture of a polar organic solvent and water, in the presence of an acid catalyst. 6. The process according to claim 5, wherein the acid catalyst/α,β-dicarbonyl compound molar ratio is between 0.25 and 0.6. 7. The process according to claim 1, wherein the primary amine/α,β-dicarbonyl compound molar ratio is between 2.5 and 3.5. 8. The process according to claim 1, wherein the temperature of the reaction of the primary amine with the α,β-dicarbonyl compound is between 0? C. and 25? C. 9. The process according to claim 1, wherein the hexasubstituted hexaazaisowurtzitane compound formed is isolated from the reaction medium before nitration. 10. The process according to claim 1, wherein the nitration of the hexasubstituted hexaazaisowurtzitane compound is carried out using a sulphuric acid/nitric acid mixture. 11. The process according to claim 1, wherein the nitration of the hexasubstituted hexaazaisowurtzitane compound is carried out in the presence of an organic solvent. 12. The process according to claim 11, wherein during the stage of nitration of the hexasubstituted hexaazaisowurtzitane compound, the reactants are mixed in the presence of the organic solvent at a temperature of between-10? C. and 25? C., all or part of the organic solvent is subsequently removed and then the nitration reaction is continued at a temperature of between 45? C. and 85? C. 13. 2,4,6,8,10,12-hexa R-2,4,6,8,10,12-hexaazatetracylco(5.5.0.055,9.03,11) dodecane compounds, wherein R is chosen from the group consisting of heteroarylmethyl groups, allyl groups, propargyl groups, trimethylsilyethyl groups, naphthylmethyl groups and sulphenyl groups.
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