US3166451A - Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide - Google Patents
Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide Download PDFInfo
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- US3166451A US3166451A US267321A US26732163A US3166451A US 3166451 A US3166451 A US 3166451A US 267321 A US267321 A US 267321A US 26732163 A US26732163 A US 26732163A US 3166451 A US3166451 A US 3166451A
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- United States
- Prior art keywords
- formaldehyde
- hydrogen peroxide
- urea
- sensitizing
- explosives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 230000001235 sensitizing effect Effects 0.000 title claims description 16
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Substances OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims description 13
- 239000003795 chemical substances by application Substances 0.000 title claims description 11
- 239000007795 chemical reaction product Substances 0.000 title description 2
- 239000002360 explosive Substances 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 15
- GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 claims description 7
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 claims description 7
- SPSSULHKWOKEEL-UHFFFAOYSA-N 2,4,6-trinitrotoluene Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O SPSSULHKWOKEEL-UHFFFAOYSA-N 0.000 claims description 5
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- 229910017604 nitric acid Inorganic materials 0.000 claims description 5
- 239000000015 trinitrotoluene Substances 0.000 claims description 5
- 238000000354 decomposition reaction Methods 0.000 claims description 4
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- 239000004317 sodium nitrate Substances 0.000 claims description 3
- 235000010344 sodium nitrate Nutrition 0.000 claims description 3
- FJIXKJZGSRJXOZ-UHFFFAOYSA-N methyl 2-hydrazinyl-2-oxoacetate Chemical compound COC(=O)C(=O)NN FJIXKJZGSRJXOZ-UHFFFAOYSA-N 0.000 claims 1
- DYSXLQBUUOPLBB-UHFFFAOYSA-N 2,3-dinitrotoluene Chemical compound CC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O DYSXLQBUUOPLBB-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000005065 mining Methods 0.000 description 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 3
- 239000003380 propellant Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- TZRXHJWUDPFEEY-UHFFFAOYSA-N Pentaerythritol Tetranitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O TZRXHJWUDPFEEY-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229940001516 sodium nitrate Drugs 0.000 description 2
- IUKSYUOJRHDWRR-UHFFFAOYSA-N 2-diazonio-4,6-dinitrophenolate Chemical compound [O-]C1=C([N+]#N)C=C([N+]([O-])=O)C=C1[N+]([O-])=O IUKSYUOJRHDWRR-UHFFFAOYSA-N 0.000 description 1
- ZPTVNYMJQHSSEA-UHFFFAOYSA-N 4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1 ZPTVNYMJQHSSEA-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229910000519 Ferrosilicon Inorganic materials 0.000 description 1
- USXDFAGDIOXNML-UHFFFAOYSA-N Fulminate Chemical compound [O-][N+]#[C-] USXDFAGDIOXNML-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- -1 chalk Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- PADMMUFPGNGRGI-UHFFFAOYSA-N dunnite Chemical compound [NH4+].[O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O PADMMUFPGNGRGI-UHFFFAOYSA-N 0.000 description 1
- FONBHTQCMAUYEF-UHFFFAOYSA-N ethane-1,2-diamine;nitric acid Chemical compound NCCN.O[N+]([O-])=O.O[N+]([O-])=O FONBHTQCMAUYEF-UHFFFAOYSA-N 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229960003711 glyceryl trinitrate Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- WETZJIOEDGMBMA-UHFFFAOYSA-L lead styphnate Chemical compound [Pb+2].[O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C([O-])=C1[N+]([O-])=O WETZJIOEDGMBMA-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910001960 metal nitrate Inorganic materials 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 150000002843 nonmetals Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000012255 powdered metal Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B43/00—Compositions characterised by explosive or thermic constituents not provided for in groups C06B25/00 - C06B41/00
-
- 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
Definitions
- the present invention relates to improvements in explosives, and more specifically to improvements in chemical explosive compounds.
- Explosives have become increasingly important articles of commerce. Civilian use extends to coal mining, metal mining, quarrying and. non -metal mining, railway and other construction. While the military uses extend .from small arms ammunition and high explosive shells to rocket propellants.
- UFP is also compatible and may be admixed with nonexplosive ingredients commonly found with explosives such. as aluminum, waxes, diphenylamine, metal nitrates, mononitrotoluene, ferrosilicon, wood pulps, meals, andother combustibles, paraffin, and other hydrocarbons, chalk, sulphur, carbon and the like.
- explosives such as aluminum, waxes, diphenylamine, metal nitrates, mononitrotoluene, ferrosilicon, wood pulps, meals, andother combustibles, paraffin, and other hydrocarbons, chalk, sulphur, carbon and the like.
- plosives obviously dependsupon the particular mixture.
- the explosive isinitiated bysimple ignition, by such means 7 u as spark, flame, impact, and other-primary sources of heat.
- ThisUFP product is known' to the art. While the precise chemical stnlcturefof the, UFP product is not knovm it possesses the empirical formula C H N Q and may be readily prepared by reacting urea, formaldehyde and hydrogen peroxide in the presence of concentratedfl (-71%) nitric acid; The product is. aflwhite crystalline compound which meltswith decomposition at 200, C. and is obtained in good yield using the method described above. Thisproduct is described in the literatureby r Griswald and Siegens in Berichte 47, pages 2464-9 and also in Berichte 54B, pages 4928 (1921). r
- An explosive composition comprising a sensitizing I amount of a'se'nsitizing agent having an empirical formula V C H N O obtained by reacting urea, formaldehyde, and;
- An explosive composition comprising a sensitizing amount of a sensitizing agent having an empirical formula C H N O obtained by reacting, urea, formaldehyde, and
- an explosive selected from the group consisting of ammonium perchiorat'e andtrinitrotoluene, and a powdered metal, said'metal having a particle size of from aboutf25-' 75 microns.
- a method of sensitizin'g'expiosives which comprises a adding a sensitizing amount of a sensitizing agent having anempirical formula C H N O ,obtained by reacting furea, formaldehydegand hydrogen peroxide in the presence of nitric aCid,.
- a sensitizing agent having anempirical formula C H N O obtained by reacting furea, formaldehydegand hydrogen peroxide in the presence of nitric aCid,.
- "S ⁇ id sensitizing agent inelting'jwith der compositionat 200 CI, to an explosive selected fI'OHl the group consisting of ammonium. perchlorate; ammon um nitrate, sodium-nitrate an'dtrinitrotoiuene.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Uflitfid stattistpflttiflt o lcfi SENSITIZING AGENTS COMPRISING THE- RE- ACTION PRODUCT OF UREA-FORMALDEHYDE- HYDRGGEN PEROXIDE i Luther 0. Young, Baltimore, Md., assignor to R.
Grace & C0,, a corporation of Connecticut No Drawing. Filed Mar. .22, 1963, Ser. No. 267,321
Claims. (Cl. 149-46) The present invention relates to improvements in explosives, and more specifically to improvements in chemical explosive compounds. I
Explosives have become increasingly important articles of commerce. Civilian use extends to coal mining, metal mining, quarrying and. non -metal mining, railway and other construction. While the military uses extend .from small arms ammunition and high explosive shells to rocket propellants.
These varied uses require difierent kinds of explosives,
ranging from the very low pressure explosives such as propellants, to the highest pressure military explosives. Between these two extremes, there exists an almost continuous distribution of conditions requiring explosives of all sorts of pressure and rate characteristics. Considerable interest has developed in the area of sensitizing compounds for relatively insensitive explosives. There are many requirements which must, be met by a Prior art sensitizing materials. sometimes fall It is" therefore an object of the present invention to pror explosives thereby rendering themmore useful. r r r j It is another object to provide a chemical senslitizerfor explosives which is inexpensive,- c'ompatible with-fox- -vide an improved chemicals'ensitizing age tror insensitive plosives and liberates a. high volume;of gas perunit Q weight. r Q K These and furtherobjects of. thepresent invention will become readily apparent from the scription andspecificexamples. Broadly, the present invention contemplates the use or;
following detailed deij 3,l66,451 I Patented Jan, 19,1965
(trinitrot ol uene, trimethylerietrinitramine), PETN (pentaerlythritol tetranitrate), ammonium picrate, ,pieric acid, ammonium nitrate, DNT (dinitrotoluene) EDNA- (ethylenediaminedinitrate), NG .(nitroglyceriuLAN (ammonir um nitrate, nitrostarch), and the like; low explosives such as smokeless powder, nitro-cotton, NG (nitroglycerine), black powder (potassium nitrate, sulfur, charcoal), DNT (dinitrotoluene) and the like. -The preferred explosives are sodium nitrate, ammonium perchlorate, ammonium nitrate, TNT, and DNT.
UFP is also compatible and may be admixed with nonexplosive ingredients commonly found with explosives such. as aluminum, waxes, diphenylamine, metal nitrates, mononitrotoluene, ferrosilicon, wood pulps, meals, andother combustibles, paraffin, and other hydrocarbons, chalk, sulphur, carbon and the like. u The method of detonating mixtures of UFP and ex: plosives, obviously dependsupon the particular mixture. When the UFPis mixed with a primary high explosive,
the explosive isinitiated bysimple ignition, by such means 7 u as spark, flame, impact, and other-primary sources of heat. For mixtures of- UFP and'secondary explosives,
(the most practical manner of --initiating an explosive is Preparation of UFP (urea-formaldehyde-hydrogen peroxide) a r A gallon stainless steel ma; provided with agrarian and a portable cooling unit was used as the reaction vessel.
The followingwereprecooled and placed in the-.tank:' 56.4 153. of 35% forr'iialdehydesolution,UFP;
79.1 lbs. of 37% hydrogen peroxide solution,'C.I.; i i
The mixture was stirred until the urea was completely dissolved and cooled until the temperature reached 5 C.
Concentrated nitric acid (reagent grade) was slowly added j to the mixturewithstirring. After- 5 pintsof acid were 7 i added, reaction aand precipitation began. After the addi-J a urea-formaldehyde-hydrogen3'peroxide reaction product.
(herein designated UFP).-as 'acsensitizing agent f0r.ex-
plosives. ThisUFP product is known' to the art. While the precise chemical stnlcturefof the, UFP product is not knovm it possesses the empirical formula C H N Q and may be readily prepared by reacting urea, formaldehyde and hydrogen peroxide in the presence of concentratedfl (-71%) nitric acid; The product is. aflwhite crystalline compound which meltswith decomposition at 200, C. and is obtained in good yield using the method described above. Thisproduct is described in the literatureby r Griswald and Siegens in Berichte 47, pages 2464-9 and also in Berichte 54B, pages 4928 (1921). r
UFP. is relatively insensitive t9 impact. However,'I
have foundthat if from about 5 percentto about per- Explosives with] which the present compounds 7 may be effectively blended are:
Primary high explosives, such as mercury'fulminate,
, lead azide, diazodinitrophenol, lead styphnate, nitrornannite and the like; secondary high explosives, such as TNT plosives drop test apparatus, using a two i weight and a 10 milligram sample.
determined on the a Thetable also shows tionof 38 pints of acid',:the temperature was 28 C. After thisacid addition the mixturewas stirred for 2 hours, and then'diluted 50% withWater. 'Ihe'rnixture was-allowed to stand for 48 hours, then filteredeand washedfree of aci r L EXAMPLE II Drop test for explosive sensitivity l This test was conducted using the Bureau of Ex- All mixtures were oxygen balanced, that is, sufficient oxygenwas present to convert carbon and'hydrogen present to CO 311(11120 respectively. Each-test value was 3 basis of a minimum vof '20 individual tests.
In these sensitivity testsPETN was usedas a comparison asno other commonly used secondary explosive is V more sensitive. r
In Table I are the results of mixtures of UFP and AP (ammonium perchlorate). These mixtures of UFP-AP and aluminum are similar to composite propellants. The results shown that' UFP andammonium perchlorate react readily.
monium perchlorate are more sensitive than mixtures of ammonium perchlorate and other organic materials. An
unobvious result was that UFP influenced sensitivity more than DNT (dinitrotoluene), an explosive itself.
kilogram drop 1 that the mixtures of and amy 7 I Mix SENSITIVITY l'OF UFP AND AMMONIUM PERCHLORATE MIXTURES i l V V D etorz aliilitf of :UFP mixes 67 0; 1.1owderedfa1uminum,
" "These iesults siiow irate, and trinitrotoluene v UFPjS superior to" fuel oil, a sensitizer for ammoniuminitrate'. l
I I claim: I
1.! An explosive composition comprising a sensitizing I amount of a'se'nsitizing agent having an empirical formula V C H N O obtained by reacting urea, formaldehyde, and;
hydrogen peroxide. in the presence ofnitric' acid, said sensitizing agent-'melting with decomposition at 200 C., J andan expiosive selected from thegroup consisting of ammonium perchlorate, ammonium 12;, A composition as'described inclaim 1, wherein the 7 amount of the sensitizing agent is from about 5-95 weight percent; and the amount of said Blendsof UFPandiexplosives were tested/or detonated V I u'singiSQ/SO PETN/TNT) boosters. Measurement of the I V explosive is from about 955 weight percent. 7 i I j p 3. An explosive composition comprising a sensitizing amount of a sensitizing agent having an empirical formula C H N O obtained by reacting, urea, formaldehyde, and
hydrogen peroxide in the'presence of nitric acid, said sensitizing agent melting with decomposition at 200 C.,
an explosive selected from the group consisting of ammonium perchiorat'e andtrinitrotoluene, and a powdered metal, said'metal having a particle size of from aboutf25-' 75 microns. I I
' 4. The composition as described infolaini 3, wherein said metal is aluminum. I I
5 A method of sensitizin'g'expiosives which comprisesa adding a sensitizing amount of a sensitizing agent having anempirical formula C H N O ,obtained by reacting furea, formaldehydegand hydrogen peroxide in the presence of nitric aCid,. "S\id sensitizing agent inelting'jwith der compositionat 200 CI, to an explosive selected fI'OHl the group consisting of ammonium. perchlorate; ammon um nitrate, sodium-nitrate an'dtrinitrotoiuene.
' l fiestas-ea; onesb yfl h ii V UNITED s Ar s ATEnTs I CCARLD- Q AR T s; r mqry im r R UBEN sesrism sx gme i nitrate, sodium ni- I
Claims (1)
1. AN EXPLOSIVE COMPOSITION COMPRISING A SENSITIZING AMOUNT OF A SENSITIZING AGENT HAVING AN EMPIRICAL FORMULA C3H6N2O3 OBTAINED BY REACTING UREA, FORMALDEHYDE, AND HYDROGEN PEROXIDE IN THE PRESENCE OF NITRIC ACID, SAID SENSITIZING AGENT MELTING WITH DECOMPOSITION AT 200*C., AND AN EXPLOSIVE SELECTED FROM THE GROUP CONSISTING OF AMMONIUM PERCHLORATE, AMMONIUM NITRATE, SODIUM NITRATE, AND TRINITROTOLUENE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US267321A US3166451A (en) | 1963-03-22 | 1963-03-22 | Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US267321A US3166451A (en) | 1963-03-22 | 1963-03-22 | Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3166451A true US3166451A (en) | 1965-01-19 |
Family
ID=23018289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US267321A Expired - Lifetime US3166451A (en) | 1963-03-22 | 1963-03-22 | Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3166451A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356545A (en) * | 1965-07-20 | 1967-12-05 | Hercules Inc | Aqueousslurry type nitrocarbonitrate blasting compositions containing flake aluminum-dinitro-toluene as the only sensitizer |
| US3839106A (en) * | 1970-04-13 | 1974-10-01 | Poudres & Explosifs Ste Nale | Composite explosive with a carboxylic polydiolefin binder |
| CN108586169A (en) * | 2018-05-09 | 2018-09-28 | 中国工程物理研究院化工材料研究所 | 2,4,6- triamido -5- nitro-pyrimidine -1,3- dioxide and hydrogen peroxide self-assembled crystal and preparation method |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2068641A (en) * | 1931-01-31 | 1937-01-26 | Carrie George Milroy | Spalling resistant refractory brick |
| US2334149A (en) * | 1938-02-18 | 1943-11-09 | American Cyanamid Co | Explosive |
| US2455205A (en) * | 1945-08-24 | 1948-11-30 | Ici Ltd | Compositions suitable for use as gas and power producing liquids |
| US2548693A (en) * | 1945-08-24 | 1951-04-10 | Ici Ltd | Process of producing explosives containing ammonium nitrate |
| US2817581A (en) * | 1955-05-18 | 1957-12-24 | Trojan Powder Co | Cast ammonium nitrate and urea explosive |
| US2841481A (en) * | 1954-03-11 | 1958-07-01 | Brock S Crystal Palace Firewor | Pyrotechnic masses |
| US2997501A (en) * | 1958-08-04 | 1961-08-22 | Shiino Kazuo | 1, 3-dinitro-1, 3-dimethyl urea |
| US3013382A (en) * | 1957-08-14 | 1961-12-19 | Phillips Petroleum Co | Monopropellants |
| US3031838A (en) * | 1958-03-10 | 1962-05-01 | Phillips Petroleum Co | Monopropellants |
| US3082598A (en) * | 1958-11-17 | 1963-03-26 | Phillips Petroleum Co | Rocket fuels |
-
1963
- 1963-03-22 US US267321A patent/US3166451A/en not_active Expired - Lifetime
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2068641A (en) * | 1931-01-31 | 1937-01-26 | Carrie George Milroy | Spalling resistant refractory brick |
| US2334149A (en) * | 1938-02-18 | 1943-11-09 | American Cyanamid Co | Explosive |
| US2455205A (en) * | 1945-08-24 | 1948-11-30 | Ici Ltd | Compositions suitable for use as gas and power producing liquids |
| US2548693A (en) * | 1945-08-24 | 1951-04-10 | Ici Ltd | Process of producing explosives containing ammonium nitrate |
| US2841481A (en) * | 1954-03-11 | 1958-07-01 | Brock S Crystal Palace Firewor | Pyrotechnic masses |
| US2817581A (en) * | 1955-05-18 | 1957-12-24 | Trojan Powder Co | Cast ammonium nitrate and urea explosive |
| US3013382A (en) * | 1957-08-14 | 1961-12-19 | Phillips Petroleum Co | Monopropellants |
| US3031838A (en) * | 1958-03-10 | 1962-05-01 | Phillips Petroleum Co | Monopropellants |
| US2997501A (en) * | 1958-08-04 | 1961-08-22 | Shiino Kazuo | 1, 3-dinitro-1, 3-dimethyl urea |
| US3082598A (en) * | 1958-11-17 | 1963-03-26 | Phillips Petroleum Co | Rocket fuels |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356545A (en) * | 1965-07-20 | 1967-12-05 | Hercules Inc | Aqueousslurry type nitrocarbonitrate blasting compositions containing flake aluminum-dinitro-toluene as the only sensitizer |
| US3839106A (en) * | 1970-04-13 | 1974-10-01 | Poudres & Explosifs Ste Nale | Composite explosive with a carboxylic polydiolefin binder |
| CN108586169A (en) * | 2018-05-09 | 2018-09-28 | 中国工程物理研究院化工材料研究所 | 2,4,6- triamido -5- nitro-pyrimidine -1,3- dioxide and hydrogen peroxide self-assembled crystal and preparation method |
| CN108586169B (en) * | 2018-05-09 | 2020-04-28 | 中国工程物理研究院化工材料研究所 | 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled crystal and preparation method thereof |
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