US2929699A - Explosive - Google Patents
Explosive Download PDFInfo
- Publication number
- US2929699A US2929699A US550294A US55029444A US2929699A US 2929699 A US2929699 A US 2929699A US 550294 A US550294 A US 550294A US 55029444 A US55029444 A US 55029444A US 2929699 A US2929699 A US 2929699A
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- US
- United States
- Prior art keywords
- explosive
- triaminoguanidine
- explosives
- salts
- acid
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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
- C06B25/04—Compositions containing a nitrated organic compound the nitrated compound being an aromatic
-
- 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-an explosive compopurposes without the We have discovered that certain salts of triaminoguanidine are explosives possessing highly favorable characteristics which make them of value for military and commercial applications. These explosive compounds are represented by the type formula:
- triaminoguanidine perchlorate which is not only a powerful high explosive, crushing 51 g. 'of sand in the sand test as compared with 22 g. for the same weight of mercuric fulminate, but like the latter maybe initiated to detonation by the spit of a black powder fuze. It is furthermore extremely sensitive 1' to impact and will detonate when subjected to the blow The complete conversion of the ammonia of a 2 kg. hammer when dropped from a height of only 7 cm.
- triaminoguanidine compounds can be shown by calculation to yield relatively low temperature on explo- Patlented Mar. 22, 1960 and picrate of triaminoguanigiven in the above table with sion and would therefore offer advantages over many other high explosives where a cool explosive isdesired.
- An explosive composition consisting essentiall'yof tiaminoguanidine salt of an acidic agent selectedfrom the group consisting of nitric acid; picric acid; 'perchloric 15 acid; chloric acid, hydrazoic acid; styphnic acid; ,dinitrophenol; and dinitroresorcinol, and a detonating'agent'for said salt.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
sition.
- organic acids which will (see structural Formulas I and II).
t have beenreplaced by the dine cannot be so detonated when derivative of The invention described hereinmay be manufactured and-.used by or for the Government for governmental payment to us of any royalty thereon.
The present invention relates to-an explosive compopurposes without the We have discovered that certain salts of triaminoguanidine are explosives possessing highly favorable characteristics which make them of value for military and commercial applications. These explosive compounds are represented by the type formula:
' NH-Nmi whereHX represents any one of a series of inorganic or the triaminoguanidinewhen combined with it. t
Triaminoguanidine is structurally related to carbonic acid and may in fact be looked upon as the hydrazine analog of carbonic acid in which the oxygen and hydroxyl groupshave been replaced by groupings, =N-NH and HNH respectively In a similar manner triaminoguanidine is related structurally to guanidine (see structural Formula HI) except that in this instance the amino, NH and imino, =NH, groups of guanidine corresponding isosteric hydrajzme groupings.
I v II III Carbonic acid Trlaminoguanidine Guanidine on NH-NH; NH, g c o O=NNH, C\=\NH on NHNH= NH:
Whilev the acid derivatives of guanidine have been have found that they do, not possess the favorable proper- ,ties of the correspondingtriaminoguanidine salt" and have not been used for military or industrial purposes so far as is known due largely to the extreme insensitivity of the compounds. We have discovered that the sensitivity of the triaminoguanidine salts as well as of diaminoguanidine salts, covered by our copending application, is such that they canbe readily broughtjto complete high order detonation by a priming charge of-mer- 'curic fulminate, whereas the corresponding salts of guanitested under the same conditions.
carbonic acid, i.e., of guanidine into the corresponding hydrazine derivative triaminoguanidine has a marked effect in increasing the sensitivity of the salts, that is, the ease in which the salts can be made to explode. This is considered an important discovery as no reference to such an effect has yet been encountered in the field of explosives. It is of particular interest that these new more sensitive explosive salts of triaminoguanidine can be used, per se, as high explosives.
part explosives properties to the isosteric hydrazine a United States Pater-re In :fact, one off these, triaminoguanidine perchlorate is 3 actually capable of beinginitiated to detonation by the previously considered for use in explosive mixtures, we
order and at a high rate with v. of storage and use to which spit of a blackpowderfuze.
-,IIot only do the triaminoguanidine salts possess favor alile sensitivity, to, initiation, but they have been found to be stable towards storage at temperatures far above thoseusually met withundercondition s of use, and they have been foundtoexhibitpower andbrisance comparable to trinitrotoluene and other high explosives'which have found extensive use as 'ftaryexplosives.
Themore important; and significant explosive characs; teristics of typical inorganic and organic salts of triamino standard methods are sum 'guanidine, -,as determined by marized in Table I. While we cite here, for purposes of illustration only the nitrate dine, we do not wish to be limited to these salts, for it is indicated that such acids as chloric, hydrazoic, styphnic, dinitrophenol, dinitroresorcinol andthe like will combine with the base to give exposive products.
Comparison of the values those for well known explosives will serve to emphasize their favorable properties. Both triaminoguanidine salts are safer to handle in bulk than the important military explosive, pentaerythritol tetranitrate which explodes when subjected to the drop of 2 kg. weight of only 17 cm. The sand test values, generally recognized by those skilled in the art as a measure of the brisance or shattering effect of an explosive place these compounds in the same class with trinitrotoluene. Since these sandtest values were obtained under standard test conditions through initiation by 0.3 g. of mercuric fulminate, it is furthermore pertinent from a practical point of view that these explosives can easily be made to detonate at high commonly used initial detonating agents. The figures for stability indicate that triaminoguanidine compounds possess excellent stability and would undergo no decomposition under the conditions military and commercial explosives are now subjected. They are, in fact, more stable than such widely used high explosive compositions as 35/65 trinitrotoluene/trinitrophenylmethylnitramine and 50/50 trinitrotoluene/pentaerythritol. tetranitrate both of which fail in this same test.
Particular reference is made to triaminoguanidine perchlorate Which is not only a powerful high explosive, crushing 51 g. 'of sand in the sand test as compared with 22 g. for the same weight of mercuric fulminate, but like the latter maybe initiated to detonation by the spit of a black powder fuze. It is furthermore extremely sensitive 1' to impact and will detonate when subjected to the blow The complete conversion of the ammonia of a 2 kg. hammer when dropped from a height of only 7 cm. These characteristics place the perchlorate of triaminoguanidine in the same class with other powerful initiating agents, such as mercury fulminate and lead azide, but it differs from these by virtue of the fact that it possesses an extraordinarily high brisance or shattering efiect. Its use as an initiator or as a component of priming and detonating compositions is thereby indicated.
The triaminoguanidine compounds can be shown by calculation to yield relatively low temperature on explo- Patlented Mar. 22, 1960 and picrate of triaminoguanigiven in the above table with sion and would therefore offer advantages over many other high explosives where a cool explosive isdesired. Triaminoguanidine compounds, in particular thenitrate,
can also be used as componentsfof mixed explosives.
We-have found (a) that an explosive mixtureconsisting" of a 50/50 mixture of triaminoguanidinenitrate plus trinitrotoluene possesses greater brisance than, the widely used composite of ammonium nitrate and trinit'rot'oluene'j and (b)' thatsuch a mixture in the moltenstate can be? cast loaded into shell, bombs, mines; and other devices used for blasting and demolition purposes,
We claim:
An explosive composition consisting essentiall'yof tiaminoguanidine salt of an acidic agent selectedfrom the group consisting of nitric acid; picric acid; 'perchloric 15 acid; chloric acid, hydrazoic acid; styphnic acid; ,dinitrophenol; and dinitroresorcinol, and a detonating'agent'for said salt.
References Cited in the file of this patent UNITED STATES PATENTS OTHER REFERENCES Beilstein: Handbuchider Organi cfl Chemie, vol. 1 (1st sup. tothe4thed.),p a 57 I I I Davis: ry of Powder and Explosives," II,
pages 280-81 (1943).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US550294A US2929699A (en) | 1944-08-19 | 1944-08-19 | Explosive |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US550294A US2929699A (en) | 1944-08-19 | 1944-08-19 | Explosive |
Publications (1)
Publication Number | Publication Date |
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US2929699A true US2929699A (en) | 1960-03-22 |
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US550294A Expired - Lifetime US2929699A (en) | 1944-08-19 | 1944-08-19 | Explosive |
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Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3226438A (en) * | 1960-02-01 | 1965-12-28 | Dow Chemical Co | Method for the preparation of triaminoguanidine |
US3293853A (en) * | 1962-07-02 | 1966-12-27 | Monsanto Res Corp | Eutectics of triaminoguanidine perchlorate with lithium perchlorate and propulsive method |
US3322042A (en) * | 1965-02-16 | 1967-05-30 | Economy Tooling Company | Box breaker |
US3375230A (en) * | 1962-01-24 | 1968-03-26 | Dow Chemical Co | High nitrogen polymers prepared by reacting aldehydes with aminoguanidines, tetrazoles, or triazoles |
US3909323A (en) * | 1973-06-14 | 1975-09-30 | Rockwell International Corp | Cool burning gun propellants containing triaminoguanidine nitrate and cyclotetramethylene tetranitramine with ethyl cellulose binder |
US3950196A (en) * | 1973-06-14 | 1976-04-13 | Rockwell International Corporation | Cool-burning gun propellant containing triaminoquanidine ethylene dinitramine |
US3954528A (en) * | 1970-11-06 | 1976-05-04 | The United States Of America As Represented By The Secretary Of The Navy | Solid gas generating and gun propellant composition containing triaminoguanidine nitrate and synthetic polymer binder |
US4047987A (en) * | 1973-02-27 | 1977-09-13 | Director-General Of The Agency Of Industrial Science And Technology | Underwater blasting explosives |
US4094710A (en) * | 1973-08-16 | 1978-06-13 | The United States Of America As Represented By The Secretary Of The Navy | Explosive composition containing guanidinium picrate |
US4381958A (en) * | 1980-08-07 | 1983-05-03 | Hercules Incorporated | Triaminoguanidine nitrate-containing propellants |
US4472214A (en) * | 1982-06-18 | 1984-09-18 | Rockwell International Corporation | Triaminoguanidinium phosphate propellant additive |
US5024708A (en) * | 1988-02-10 | 1991-06-18 | Contec Chemieanlagen Gmbh | Castable and/or pressable gas generating propellants |
US20100116385A1 (en) * | 2005-03-30 | 2010-05-13 | Alliant Techsystems Inc. | Methods of forming a sensitized explosive and a percussion primer |
US20110100246A1 (en) * | 2006-03-02 | 2011-05-05 | Alliant Techsystems Inc. | Percussion primers comprising a primer composition and ordnance including the same |
US8206522B2 (en) | 2010-03-31 | 2012-06-26 | Alliant Techsystems Inc. | Non-toxic, heavy-metal free sensitized explosive percussion primers and methods of preparing the same |
US8454769B2 (en) | 2007-02-09 | 2013-06-04 | Alliant Techsystems Inc. | Non-toxic percussion primers and methods of preparing the same |
US8454770B1 (en) | 2007-02-09 | 2013-06-04 | Alliant Techsystems Inc. | Non-toxic percussion primers and methods of preparing the same |
US8540828B2 (en) | 2008-08-19 | 2013-09-24 | Alliant Techsystems Inc. | Nontoxic, noncorrosive phosphorus-based primer compositions and an ordnance element including the same |
US8641842B2 (en) | 2011-08-31 | 2014-02-04 | Alliant Techsystems Inc. | Propellant compositions including stabilized red phosphorus, a method of forming same, and an ordnance element including the same |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB190112617A (en) * | 1901-02-08 | 1901-10-12 | Alvaro Alberto Da Silva | New or Improved Explosives. |
US1312464A (en) * | 1919-08-05 | Cotofty | ||
US1758169A (en) * | 1925-10-16 | 1930-05-13 | Olsen Fredrich | Explosive composition |
-
1944
- 1944-08-19 US US550294A patent/US2929699A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1312464A (en) * | 1919-08-05 | Cotofty | ||
GB190112617A (en) * | 1901-02-08 | 1901-10-12 | Alvaro Alberto Da Silva | New or Improved Explosives. |
US1758169A (en) * | 1925-10-16 | 1930-05-13 | Olsen Fredrich | Explosive composition |
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3226438A (en) * | 1960-02-01 | 1965-12-28 | Dow Chemical Co | Method for the preparation of triaminoguanidine |
US3375230A (en) * | 1962-01-24 | 1968-03-26 | Dow Chemical Co | High nitrogen polymers prepared by reacting aldehydes with aminoguanidines, tetrazoles, or triazoles |
US3293853A (en) * | 1962-07-02 | 1966-12-27 | Monsanto Res Corp | Eutectics of triaminoguanidine perchlorate with lithium perchlorate and propulsive method |
US3322042A (en) * | 1965-02-16 | 1967-05-30 | Economy Tooling Company | Box breaker |
US3954528A (en) * | 1970-11-06 | 1976-05-04 | The United States Of America As Represented By The Secretary Of The Navy | Solid gas generating and gun propellant composition containing triaminoguanidine nitrate and synthetic polymer binder |
US4047987A (en) * | 1973-02-27 | 1977-09-13 | Director-General Of The Agency Of Industrial Science And Technology | Underwater blasting explosives |
US3909323A (en) * | 1973-06-14 | 1975-09-30 | Rockwell International Corp | Cool burning gun propellants containing triaminoguanidine nitrate and cyclotetramethylene tetranitramine with ethyl cellulose binder |
US3950196A (en) * | 1973-06-14 | 1976-04-13 | Rockwell International Corporation | Cool-burning gun propellant containing triaminoquanidine ethylene dinitramine |
US4094710A (en) * | 1973-08-16 | 1978-06-13 | The United States Of America As Represented By The Secretary Of The Navy | Explosive composition containing guanidinium picrate |
US4381958A (en) * | 1980-08-07 | 1983-05-03 | Hercules Incorporated | Triaminoguanidine nitrate-containing propellants |
US4472214A (en) * | 1982-06-18 | 1984-09-18 | Rockwell International Corporation | Triaminoguanidinium phosphate propellant additive |
US5024708A (en) * | 1988-02-10 | 1991-06-18 | Contec Chemieanlagen Gmbh | Castable and/or pressable gas generating propellants |
US20100116385A1 (en) * | 2005-03-30 | 2010-05-13 | Alliant Techsystems Inc. | Methods of forming a sensitized explosive and a percussion primer |
US8282751B2 (en) | 2005-03-30 | 2012-10-09 | Alliant Techsystems Inc. | Methods of forming a sensitized explosive and a percussion primer |
US8460486B1 (en) | 2005-03-30 | 2013-06-11 | Alliant Techsystems Inc. | Percussion primer composition and systems incorporating same |
US20110100246A1 (en) * | 2006-03-02 | 2011-05-05 | Alliant Techsystems Inc. | Percussion primers comprising a primer composition and ordnance including the same |
US8524018B2 (en) | 2006-03-02 | 2013-09-03 | Alliant Techsystems Inc. | Percussion primers comprising a primer composition and ordnance including the same |
US9199887B2 (en) | 2006-03-02 | 2015-12-01 | Orbital Atk, Inc. | Propellant compositions including stabilized red phosphorus and methods of forming same |
US8454769B2 (en) | 2007-02-09 | 2013-06-04 | Alliant Techsystems Inc. | Non-toxic percussion primers and methods of preparing the same |
US8454770B1 (en) | 2007-02-09 | 2013-06-04 | Alliant Techsystems Inc. | Non-toxic percussion primers and methods of preparing the same |
US8540828B2 (en) | 2008-08-19 | 2013-09-24 | Alliant Techsystems Inc. | Nontoxic, noncorrosive phosphorus-based primer compositions and an ordnance element including the same |
US8206522B2 (en) | 2010-03-31 | 2012-06-26 | Alliant Techsystems Inc. | Non-toxic, heavy-metal free sensitized explosive percussion primers and methods of preparing the same |
US8470107B2 (en) | 2010-03-31 | 2013-06-25 | Alliant Techsystems Inc. | Non-toxic, heavy-metal free explosive percussion primers and methods of preparing the same |
US8641842B2 (en) | 2011-08-31 | 2014-02-04 | Alliant Techsystems Inc. | Propellant compositions including stabilized red phosphorus, a method of forming same, and an ordnance element including the same |
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