Organic compounds -- part of the class 532-570 series – Organic compounds – Azides
Reexamination Certificate
2000-08-15
2001-05-15
Richter, Johann (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Azides
C568S012000, C149S108600, C149S121000
Reexamination Certificate
active
06232479
ABSTRACT:
CROSS REFERENCE TO RELATED APPLICATIONS
None
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a novel cyclotetraphosphazene compound and a method of producing the same. In particular, the present invention relates to 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene, which has shown to be useful as an energetic composition and a percussion primer.
2. Description of Related Art
Many energetic compositions, and particularly percussion primers, are environmentally objectionable. Prior art percussion primers typically use lead azide, lead styphnate, antimony sulfide, barium nitrate, mercury fulmanate and other materials containing heavy metals that are known to contribute to environmental pollution during manufacturing and use. Firing of small arms, especially in indoor firing ranges, releases clouds of hazardous gases in addition to increased contamination of the soil and ground water.
The need for an alternative primary explosive that is more environmentally friendly has been felt for some time, and several attempts have been made to provide such a compound.
U.S. Pat. No. 5,717,159 issued to Dixon, Martin, and Thompson on Feb. 10, 1998. This reference is entitled Lead-Free Percussion Primer Mixes Based on Metastable Interstitial Composite (MIC) Technology, and discloses a mixture of aluminum powder having an outer coating of aluminum oxide and either molybdenum trioxide or polytetrafluoroethylene.
U.S. Pat. No. 5,993,577 issued to Erickson, Melberg and Sandstrom on Nov. 30, 1999. This reference is entitled Lead-Free, Heavy-Metal-Free Rim-Fire Priming Composition, and discloses a combination of diazodinitrophenol, tetracene, ground glass, and a lead-free, heavy-metal-free oxidizer, together with a binder and a dye.
Cyclotriphosphazenes have been reported as energetic compounds in
Novel Spiro Substituted Cyclotriphosphazenes Incorporating Ethylenedinitramine Units,
Dave, et al., Phosphorus, Sulfur, and Silicon, 1994, vol. 90, pp. 175-184, and in
Synthesis Of Ethylenedinitramine Deriatives Of Fluorocyclotriphosphazenes,
Forohar, et al., Phosphorus, Sulfur, and Silicon, 1995, vol. 101, pp. 161-166.
BRIEF SUMMARY OF THE INVENTION
OBJECTS OF THE INVENTION
It is an object of the present invention to provide an environmentally friendly energetic compound.
It is a further object of the present invention to provide an environmentally friendly percussion primer.
It is a still further object of the present invention to provide an environmentally friendly energetic compound useful as a percussion primer that meets or exceeds the properties of the prior art.
The other objects, features and advantages of the present invention will become more apparent in light of the following detailed description of the preferred embodiment thereof.
SUMMARY OF THE INVENTION
According to the present invention, a novel compound, 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene, is disclosed.
According to another embodiment of the present invention, there is disclosed a novel energetic composition comprising 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene.
According to a further embodiment of the present invention, there is disclosed a novel percussion primer comprising 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene.
According to a still further embodiment of the present invention, there is disclosed a method of preparation of 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene, which method comprises the steps of:
a. reacting a quantity of octachlorocyclotetraphosphazene with ammonium hydroxide in ether to produce isomers of diaminohexachlorocyclotetraphosphazene;
b. isolating 1,1-diamino-3,3,5,5,7,7-hexachlorocyclotetraphosphazene from the reaction product of step (a);
c. reacting the 1,1-diamino-3,3,5,5,7,7-hexachlorocyclotetraphosphazene with sodium azide in acetone to produce 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene.
REFERENCES:
Database CAPLUS on STN, Acc. No. 1981:408685, Heitsch et al., ‘Fire retardant textiles—cotton treated with amidophosphazene.’ Org. Coat. Plast. Chem. (1979), 41, pp. 97-102 (abstract).
Dave Paritosh R.
Forohar Farhad
Iyer Sury
Beam Robert
Davis Brian J.
Moran John F.
Richter Johann
Sachs Michael C.
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