ES2684169T3 - Preparación de un explosivo primario exento de plomo - Google Patents
Preparación de un explosivo primario exento de plomo Download PDFInfo
- Publication number
- ES2684169T3 ES2684169T3 ES10701427.6T ES10701427T ES2684169T3 ES 2684169 T3 ES2684169 T3 ES 2684169T3 ES 10701427 T ES10701427 T ES 10701427T ES 2684169 T3 ES2684169 T3 ES 2684169T3
- Authority
- ES
- Spain
- Prior art keywords
- nitrotetrazolate
- salt
- cupric
- sodium
- mixture
- 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.)
- Active
Links
- 239000002360 explosive Substances 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title description 7
- 238000000034 method Methods 0.000 claims abstract description 26
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 15
- NKGQFSOOECRNTM-UHFFFAOYSA-N 5-nitrotetrazole-5-carboxylic acid Chemical class OC(=O)C1([N+]([O-])=O)N=NN=N1 NKGQFSOOECRNTM-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 229960003280 cupric chloride Drugs 0.000 claims description 17
- 239000000047 product Substances 0.000 claims description 16
- MGOIBVWXFUWGSW-UHFFFAOYSA-M sodium;5-nitrotetrazole-5-carboxylate Chemical compound [Na+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 MGOIBVWXFUWGSW-UHFFFAOYSA-M 0.000 claims description 13
- IWMOUXZYHULGCL-UHFFFAOYSA-N nitro 2H-tetrazole-5-carboxylate Chemical compound [O-][N+](=O)OC(=O)C1=NN=NN1 IWMOUXZYHULGCL-UHFFFAOYSA-N 0.000 claims description 12
- 235000010378 sodium ascorbate Nutrition 0.000 claims description 12
- 229960005055 sodium ascorbate Drugs 0.000 claims description 12
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 claims description 12
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 claims description 12
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 claims description 4
- 238000004566 IR spectroscopy Methods 0.000 claims description 3
- 235000010323 ascorbic acid Nutrition 0.000 claims description 3
- 239000011668 ascorbic acid Substances 0.000 claims description 3
- 229960005070 ascorbic acid Drugs 0.000 claims description 3
- 229910021590 Copper(II) bromide Inorganic materials 0.000 claims description 2
- 239000003495 polar organic solvent Substances 0.000 claims description 2
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 2
- 238000001228 spectrum Methods 0.000 claims 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 230000004907 flux Effects 0.000 claims 1
- LYNBZXLGELGYOY-UHFFFAOYSA-M potassium;5-nitrotetrazole-5-carboxylate Chemical compound [K+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 LYNBZXLGELGYOY-UHFFFAOYSA-M 0.000 claims 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical class [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 11
- 239000002244 precipitate Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- DHMKDGBSAQNNQB-UHFFFAOYSA-L [Cu+2].[N+](=O)([O-])N1N=NN=C1C(=O)[O-].[N+](=O)([O-])N1N=NN=C1C(=O)[O-] Chemical compound [Cu+2].[N+](=O)([O-])N1N=NN=C1C(=O)[O-].[N+](=O)([O-])N1N=NN=C1C(=O)[O-] DHMKDGBSAQNNQB-UHFFFAOYSA-L 0.000 description 6
- DMVZECXORHZBJT-UHFFFAOYSA-M copper(1+);1-nitrotetrazole-5-carboxylate Chemical compound [Cu+].[O-]C(=O)C1=NN=NN1[N+]([O-])=O DMVZECXORHZBJT-UHFFFAOYSA-M 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- -1 copper nitrotetrazolate compound Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- SFLZICZHQSFYOR-UHFFFAOYSA-N 1-nitrotetrazole-5-carboxylic acid Chemical compound OC(=O)C1=NN=NN1[N+]([O-])=O SFLZICZHQSFYOR-UHFFFAOYSA-N 0.000 description 2
- ZGZLYKUHYXFIIO-UHFFFAOYSA-N 5-nitro-2h-tetrazole Chemical compound [O-][N+](=O)C=1N=NNN=1 ZGZLYKUHYXFIIO-UHFFFAOYSA-N 0.000 description 2
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 2
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001879 copper Chemical class 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 238000005188 flotation Methods 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- QAUWSKAWRCSFKX-UHFFFAOYSA-M sodium 5-nitrotetrazole-5-carboxylate dihydrate Chemical compound O.O.[Na+].[O-]C(=O)C1([N+]([O-])=O)N=NN=N1 QAUWSKAWRCSFKX-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- PTVDYARBVCBHSL-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu] PTVDYARBVCBHSL-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229940045803 cuprous chloride Drugs 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 230000007407 health benefit Effects 0.000 description 1
- YOBAEOGBNPPUQV-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe].[Fe] YOBAEOGBNPPUQV-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B41/00—Compositions containing a nitrated metallo-organic compound
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06C—DETONATING OR PRIMING DEVICES; FUSES; CHEMICAL LIGHTERS; PYROPHORIC COMPOSITIONS
- C06C7/00—Non-electric detonators; Blasting caps; Primers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US146700P | 1999-07-30 | ||
| US14670009P | 2009-01-23 | 2009-01-23 | |
| PCT/US2010/021695 WO2010085583A1 (en) | 2009-01-23 | 2010-01-22 | Preparation of a lead-free primary explosive |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2684169T3 true ES2684169T3 (es) | 2018-10-01 |
Family
ID=42040280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES10701427.6T Active ES2684169T3 (es) | 2009-01-23 | 2010-01-22 | Preparación de un explosivo primario exento de plomo |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP2389367B1 (enExample) |
| JP (1) | JP5677980B2 (enExample) |
| BR (1) | BRPI1007320B1 (enExample) |
| ES (1) | ES2684169T3 (enExample) |
| WO (1) | WO2010085583A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8163786B2 (en) | 2006-05-16 | 2012-04-24 | Pacific Scientific Energetic Materials Company | Preparation of a lead-free primary explosive |
| BRPI0711825B1 (pt) | 2006-05-16 | 2016-12-06 | Pacific Scient Energetic Materials Co | nitrotetrazolato de cobre (i), e métodos para sua preparação |
| WO2009114347A1 (en) | 2008-03-10 | 2009-09-17 | Pacific Scientific Energetic Materials Company | Lead-free primers |
| GB2491225B (en) * | 2010-03-16 | 2013-05-01 | Qinetiq Ltd | MEMS detonator |
| US9278984B2 (en) | 2012-08-08 | 2016-03-08 | Pacific Scientific Energetic Materials Company | Method for preparation of a lead-free primary explosive |
| CZ307254B6 (cs) | 2012-11-14 | 2018-05-02 | Austin Detonator, S.R.O. | Iniciační látka zejména pro průmyslové rozbušky s dobou zpoždění výbuchu do 9000 ms od iniciace, způsoby její výroby, a průmyslová elektrická rozbuška a průmyslová neelektrická rozbuška |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2066954A (en) * | 1931-07-10 | 1937-01-05 | Herz Edmund Von | C-nitrotetrazole compounds |
| GB1519796A (en) | 1975-11-11 | 1978-08-02 | Secr Defence | Production of 5-nitotetrazole salts |
| US4093623A (en) | 1977-05-05 | 1978-06-06 | The United States Of America As Represented By The Secretary Of The Navy | Method of preparing the acid copper salt of 5-nitrotetrazole |
| US5329057A (en) * | 1991-04-19 | 1994-07-12 | The Dow Chemical Company | Process for the cyclodimerization of 1,3-butadienes to 4-vinylcyclohexenes |
| GB9223195D0 (en) * | 1992-11-05 | 1992-12-16 | Octel Chem Ltd | Preparation of substituted aryl compounds |
| US7498446B2 (en) | 2004-02-13 | 2009-03-03 | Los Alamos National Security, Llc | Primary explosives |
| BRPI0711825B1 (pt) * | 2006-05-16 | 2016-12-06 | Pacific Scient Energetic Materials Co | nitrotetrazolato de cobre (i), e métodos para sua preparação |
| CA2678941C (en) * | 2007-02-23 | 2018-11-27 | Aileron Therapeutics, Inc. | Triazole macrocycle systems |
-
2010
- 2010-01-22 ES ES10701427.6T patent/ES2684169T3/es active Active
- 2010-01-22 JP JP2011548109A patent/JP5677980B2/ja active Active
- 2010-01-22 EP EP10701427.6A patent/EP2389367B1/en active Active
- 2010-01-22 WO PCT/US2010/021695 patent/WO2010085583A1/en not_active Ceased
- 2010-01-22 BR BRPI1007320A patent/BRPI1007320B1/pt active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI1007320B1 (pt) | 2020-01-21 |
| EP2389367A1 (en) | 2011-11-30 |
| BRPI1007320A2 (pt) | 2015-08-25 |
| JP2012515709A (ja) | 2012-07-12 |
| EP2389367B1 (en) | 2018-07-18 |
| JP5677980B2 (ja) | 2015-02-25 |
| WO2010085583A1 (en) | 2010-07-29 |
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