CA2301392C - Desensitisation of energetic materials - Google Patents
Desensitisation of energetic materials Download PDFInfo
- Publication number
- CA2301392C CA2301392C CA2301392A CA2301392A CA2301392C CA 2301392 C CA2301392 C CA 2301392C CA 2301392 A CA2301392 A CA 2301392A CA 2301392 A CA2301392 A CA 2301392A CA 2301392 C CA2301392 C CA 2301392C
- Authority
- CA
- Canada
- Prior art keywords
- energetic
- plasticiser
- binder
- azide
- intermediate material
- 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
Links
- 239000000463 material Substances 0.000 title claims abstract description 86
- 238000000586 desensitisation Methods 0.000 title description 6
- 239000004014 plasticizer Substances 0.000 claims abstract description 66
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 239000002178 crystalline material Substances 0.000 claims abstract description 31
- 239000003380 propellant Substances 0.000 claims abstract description 30
- 239000011230 binding agent Substances 0.000 claims abstract description 25
- 150000001540 azides Chemical class 0.000 claims abstract description 15
- LSLGCKBDVWXMSH-UHFFFAOYSA-N 1-[1-(2,2-dinitropropoxy)ethoxy]-2,2-dinitropropane;1-(2,2-dinitropropoxymethoxy)-2,2-dinitropropane Chemical compound [O-][N+](=O)C([N+]([O-])=O)(C)COCOCC(C)([N+]([O-])=O)[N+]([O-])=O.[O-][N+](=O)C(C)([N+]([O-])=O)COC(C)OCC(C)([N+]([O-])=O)[N+]([O-])=O LSLGCKBDVWXMSH-UHFFFAOYSA-N 0.000 claims abstract description 9
- JSOGDEOQBIUNTR-UHFFFAOYSA-N 2-(azidomethyl)oxirane Chemical compound [N-]=[N+]=NCC1CO1 JSOGDEOQBIUNTR-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920000642 polymer Polymers 0.000 claims abstract description 7
- QUAMCNNWODGSJA-UHFFFAOYSA-N 1,1-dinitrooxybutyl nitrate Chemical compound CCCC(O[N+]([O-])=O)(O[N+]([O-])=O)O[N+]([O-])=O QUAMCNNWODGSJA-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZQXWPHXDXHONFS-UHFFFAOYSA-N 1-(2,2-dinitropropoxymethoxy)-2,2-dinitropropane Chemical compound [O-][N+](=O)C([N+]([O-])=O)(C)COCOCC(C)([N+]([O-])=O)[N+]([O-])=O ZQXWPHXDXHONFS-UHFFFAOYSA-N 0.000 claims abstract description 5
- SIKUYNMGWKGHRS-UHFFFAOYSA-N 1-[1-(2,2-dinitropropoxy)ethoxy]-2,2-dinitropropane Chemical compound [O-][N+](=O)C(C)([N+]([O-])=O)COC(C)OCC(C)([N+]([O-])=O)[N+]([O-])=O SIKUYNMGWKGHRS-UHFFFAOYSA-N 0.000 claims abstract description 5
- FEKVXSGCKZHFCO-UHFFFAOYSA-N ethane nitric acid Chemical compound [N+](=O)(O)[O-].[N+](=O)(O)[O-].[N+](=O)(O)[O-].CC FEKVXSGCKZHFCO-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000843 powder Substances 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 229910002651 NO3 Inorganic materials 0.000 claims 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 1
- -1 poly(3-nitratomethyl-3-methyloxetane) Polymers 0.000 claims 1
- 239000002360 explosive Substances 0.000 abstract description 18
- 239000000945 filler Substances 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 5
- 238000010348 incorporation Methods 0.000 abstract description 5
- 238000000034 method Methods 0.000 description 15
- 238000002156 mixing Methods 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 10
- 238000009472 formulation Methods 0.000 description 9
- 230000008569 process Effects 0.000 description 8
- UZGLIIJVICEWHF-UHFFFAOYSA-N octogen Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)CN([N+]([O-])=O)C1 UZGLIIJVICEWHF-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 5
- 230000004044 response Effects 0.000 description 5
- RUKISNQKOIKZGT-UHFFFAOYSA-N 2-nitrodiphenylamine Chemical compound [O-][N+](=O)C1=CC=CC=C1NC1=CC=CC=C1 RUKISNQKOIKZGT-UHFFFAOYSA-N 0.000 description 4
- GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 description 4
- 238000007580 dry-mixing Methods 0.000 description 4
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000004200 deflagration Methods 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000004449 solid propellant Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- POCJOGNVFHPZNS-ZJUUUORDSA-N (6S,7R)-2-azaspiro[5.5]undecan-7-ol Chemical compound O[C@@H]1CCCC[C@]11CNCCC1 POCJOGNVFHPZNS-ZJUUUORDSA-N 0.000 description 1
- FZIIBDOXPQOKBP-UHFFFAOYSA-N 2-methyloxetane Chemical compound CC1CCO1 FZIIBDOXPQOKBP-UHFFFAOYSA-N 0.000 description 1
- 241001082241 Lythrum hyssopifolia Species 0.000 description 1
- BSPUVYFGURDFHE-UHFFFAOYSA-N Nitramine Natural products CC1C(O)CCC2CCCNC12 BSPUVYFGURDFHE-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 238000005474 detonation Methods 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000013020 final formulation Substances 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- POCJOGNVFHPZNS-UHFFFAOYSA-N isonitramine Natural products OC1CCCCC11CNCCC1 POCJOGNVFHPZNS-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- ADZAAKGRMMGJKM-UHFFFAOYSA-N oxiran-2-ylmethyl nitrate Chemical compound [O-][N+](=O)OCC1CO1 ADZAAKGRMMGJKM-UHFFFAOYSA-N 0.000 description 1
- 230000010399 physical interaction Effects 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000006163 transport media 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
- C06B45/00—Compositions or products which are defined by structure or arrangement of component of product
- C06B45/18—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component
- C06B45/20—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component the component base containing an organic explosive or an organic thermic component
- C06B45/22—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component the component base containing an organic explosive or an organic thermic component the coating containing an organic compound
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B21/00—Apparatus or methods for working-up explosives, e.g. forming, cutting, drying
- C06B21/0008—Compounding the ingredient
- C06B21/0025—Compounding the ingredient the ingredient being a polymer bonded explosive or thermic component
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B45/00—Compositions or products which are defined by structure or arrangement of component of product
- C06B45/04—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive
- C06B45/06—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component
- C06B45/10—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component the organic component containing a resin
- C06B45/105—The resin being a polymer bearing energetic groups or containing a soluble organic explosive
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B45/00—Compositions or products which are defined by structure or arrangement of component of product
- C06B45/18—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component
- C06B45/20—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component the component base containing an organic explosive or an organic thermic component
- C06B45/22—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component the component base containing an organic explosive or an organic thermic component the coating containing an organic compound
- C06B45/24—Compositions or products which are defined by structure or arrangement of component of product comprising a coated component the component base containing an organic explosive or an organic thermic component the coating containing an organic compound the compound being an organic explosive or an organic thermic component
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Glass Compositions (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9913262.3A GB9913262D0 (en) | 1999-06-09 | 1999-06-09 | Desensitation of energetic materials |
| GB9913262.3 | 1999-06-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2301392A1 CA2301392A1 (en) | 2004-01-28 |
| CA2301392C true CA2301392C (en) | 2010-10-12 |
Family
ID=10854917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2301392A Expired - Lifetime CA2301392C (en) | 1999-06-09 | 2000-03-30 | Desensitisation of energetic materials |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US20040221934A1 (es) |
| CA (1) | CA2301392C (es) |
| DE (1) | DE10027413B4 (es) |
| ES (1) | ES2190838B2 (es) |
| FR (1) | FR2840604B1 (es) |
| GB (2) | GB9913262D0 (es) |
| IT (1) | ITRM20000309A1 (es) |
| NL (1) | NL1015399C2 (es) |
| SE (1) | SE524594C2 (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2925488B1 (fr) * | 2007-12-19 | 2011-12-23 | Snpe Materiaux Energetiques | Desensibilisation par enrobage de cristaux de substances energetiques explosives ; cristaux de telles substances enrobes, materiaux energetiques. |
| CN103044173B (zh) * | 2012-12-06 | 2015-03-04 | 中国工程物理研究院化工材料研究所 | 一种有序多孔含能晶体材料的制备方法 |
| CN103396274B (zh) * | 2013-08-16 | 2015-08-05 | 中国工程物理研究院化工材料研究所 | 六硝基六氮杂异伍兹烷与间二硝基苯共晶炸药的制备方法 |
| RU2670111C1 (ru) * | 2018-01-25 | 2018-10-18 | Амир Рахимович Арисметов | Способ повышения температурной стойкости взрывчатых веществ |
| RU2703204C1 (ru) * | 2018-06-27 | 2019-10-15 | Акционерное общество "Взрывгеосервис" | Взрывчатый состав |
| CN114539012A (zh) * | 2020-11-25 | 2022-05-27 | 北京理工大学 | 一种适用于gap基浇注炸药及推进剂的复合含能增塑剂及其制法和应用 |
| CN113416308B (zh) * | 2021-07-08 | 2022-02-01 | 北京理工大学 | 多孔芳香骨架epaf-2材料和cl-20@epaf-2复合含能材料及制备方法 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1932050A (en) * | 1933-10-24 | Explosive coating material | ||
| US2615800A (en) * | 1948-04-27 | 1952-10-28 | Commercial Solvents Corp | Coated granular explosive composition |
| US3151164A (en) * | 1960-01-25 | 1964-09-29 | Phillips Petroleum Co | Nitraza thia polymer compositions |
| US3461007A (en) * | 1968-04-29 | 1969-08-12 | Commercial Solvents Corp | Reducing sensitivity of primary explosives to initiation by electrostatic discharges |
| US3984264A (en) * | 1969-04-01 | 1976-10-05 | The United States Of America As Represented By The Secretary Of The Army | Siloxane coatings for solid propellant ingredients |
| US4163681A (en) * | 1970-04-15 | 1979-08-07 | The United States Of America As Represented By The Secretary Of The Navy | Desensitized explosives and castable thermally stable high energy explosive compositions therefrom |
| FR2501194A1 (fr) * | 1971-08-04 | 1982-09-10 | Aerojet General Co | Explosif desensibilise et son procede de preparation |
| US3778319A (en) * | 1973-01-30 | 1973-12-11 | Atomic Energy Commission | High-energy plastic-bonded explosive |
| NZ187824A (en) * | 1977-08-01 | 1980-08-26 | Ici Australia Ltd | Fusecord wherein outer thermoplastic sheath enclosed by flexible strands adhered to sheath by adhesive from a water-bearing adhesive composition |
| US4168191A (en) * | 1978-06-29 | 1979-09-18 | The United States Of America As Represented By The United States Department Of Energy | Thermally stable, plastic-bonded explosives |
| DE3010052C2 (de) * | 1980-03-15 | 1982-09-09 | Friedrich-Ulf 8899 Rettenbach Deisenroth | Verfahren zur Herstellung von kunststoffgebundenen Explosivstoffen |
| FR2545478B1 (fr) * | 1983-05-03 | 1985-07-05 | Commissariat Energie Atomique | Composition explosive moulable a froid et son procede de preparation |
| US5049213A (en) * | 1985-10-10 | 1991-09-17 | The United States Of America As Represented By The Secretary Of The Navy | Plastic bonded explosives using fluorocarbon binders |
| US4842659A (en) * | 1988-04-22 | 1989-06-27 | The United States Of America As Represented By The Secretary Of The Army | Insensitive high energy explosive compositions |
| DE3934368C1 (es) * | 1989-10-14 | 1990-11-15 | Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung Ev, 8000 Muenchen, De | |
| US5547526A (en) * | 1990-03-06 | 1996-08-20 | Daimler-Benz Aerospace Ag | Pressable explosive granular product and pressed explosive charge |
| DE4233629C2 (de) * | 1992-10-06 | 1994-09-15 | Wasagchemie Sythen Gmbh | Verfahren zur Herstellung eines Pulver-Vorproduktes und Pulver-Vorprodukt |
| US5567912A (en) * | 1992-12-01 | 1996-10-22 | The United States Of America As Represented By The Secretary Of The Army | Insensitive energetic compositions, and related articles and systems and processes |
| US5487851A (en) * | 1993-12-20 | 1996-01-30 | Thiokol Corporation | Composite gun propellant processing technique |
| US5587553A (en) * | 1994-11-07 | 1996-12-24 | Thiokol Corporation | High performance pressable explosive compositions |
| US5759458A (en) * | 1996-07-26 | 1998-06-02 | Thiokol Corporation | Process for the manufacture of high performance gun propellants |
| US5750921A (en) * | 1997-07-07 | 1998-05-12 | Chan; May L. | Waste-free method of making molding powder |
| US6217799B1 (en) * | 1997-10-07 | 2001-04-17 | Cordant Technologies Inc. | Method for making high performance explosive formulations containing CL-20 |
| US6214137B1 (en) * | 1997-10-07 | 2001-04-10 | Cordant Technologies Inc. | High performance explosive containing CL-20 |
| DE19907809C2 (de) * | 1999-02-24 | 2002-10-10 | Nitrochemie Gmbh | Verfahren zur Herstellung von ein-, zwei- oder dreibasigen Triebladungspulvern für Rohrwaffenmunition |
-
1999
- 1999-06-09 GB GBGB9913262.3A patent/GB9913262D0/en not_active Ceased
-
2000
- 2000-03-30 CA CA2301392A patent/CA2301392C/en not_active Expired - Lifetime
- 2000-04-04 ES ES200000843A patent/ES2190838B2/es not_active Expired - Fee Related
- 2000-04-27 FR FR0005389A patent/FR2840604B1/fr not_active Expired - Lifetime
- 2000-05-18 GB GB0011861A patent/GB2374867B/en not_active Expired - Lifetime
- 2000-05-30 DE DE10027413.7A patent/DE10027413B4/de not_active Expired - Lifetime
- 2000-06-06 IT IT000309A patent/ITRM20000309A1/it unknown
- 2000-06-08 SE SE0002149A patent/SE524594C2/sv not_active IP Right Cessation
- 2000-06-08 NL NL1015399A patent/NL1015399C2/nl not_active IP Right Cessation
-
2002
- 2002-02-21 US US10/093,885 patent/US20040221934A1/en not_active Abandoned
-
2010
- 2010-09-20 US US12/923,411 patent/US20110108171A1/en not_active Abandoned
-
2014
- 2014-03-05 US US14/197,543 patent/US20140261928A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US20140261928A1 (en) | 2014-09-18 |
| GB2374867B (en) | 2003-12-10 |
| DE10027413A1 (de) | 2003-08-07 |
| ES2190838B2 (es) | 2005-06-16 |
| GB9913262D0 (en) | 2002-08-21 |
| US20110108171A1 (en) | 2011-05-12 |
| FR2840604A1 (fr) | 2003-12-12 |
| CA2301392A1 (en) | 2004-01-28 |
| NL1015399A1 (nl) | 2003-03-13 |
| FR2840604B1 (fr) | 2006-03-17 |
| NL1015399C2 (nl) | 2003-08-19 |
| GB0011861D0 (en) | 2002-08-21 |
| ES2190838A1 (es) | 2003-08-16 |
| SE524594C2 (sv) | 2004-08-31 |
| DE10027413B4 (de) | 2014-11-06 |
| GB2374867A (en) | 2002-10-30 |
| SE0002149L (sv) | 2003-06-13 |
| US20040221934A1 (en) | 2004-11-11 |
| ITRM20000309A1 (it) | 2001-12-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20200330 |