US3423256A - Explosives containing an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate and process of conitrating mixtures of polyols and trimethylol ethane - Google Patents
Explosives containing an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate and process of conitrating mixtures of polyols and trimethylol ethane Download PDFInfo
- Publication number
- US3423256A US3423256A US696106A US3423256DA US3423256A US 3423256 A US3423256 A US 3423256A US 696106 A US696106 A US 696106A US 3423256D A US3423256D A US 3423256DA US 3423256 A US3423256 A US 3423256A
- Authority
- US
- United States
- Prior art keywords
- polyol
- trimethylolethane
- explosive
- sensitivity
- impact
- 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
- 239000000203 mixture Substances 0.000 title description 83
- 229920005862 polyol Polymers 0.000 title description 72
- 150000003077 polyols Chemical class 0.000 title description 67
- 239000002360 explosive Substances 0.000 title description 61
- 239000007788 liquid Substances 0.000 title description 35
- IPPYBNCEPZCLNI-UHFFFAOYSA-N trimethylolethane trinitrate Chemical compound [O-][N+](=O)OCC(C)(CO[N+]([O-])=O)CO[N+]([O-])=O IPPYBNCEPZCLNI-UHFFFAOYSA-N 0.000 title description 32
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 title description 25
- 238000000034 method Methods 0.000 title description 18
- 230000035945 sensitivity Effects 0.000 description 46
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 44
- 239000007800 oxidant agent Substances 0.000 description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 24
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 23
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 22
- 229960003711 glyceryl trinitrate Drugs 0.000 description 22
- 239000000446 fuel Substances 0.000 description 21
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 16
- 229910017604 nitric acid Inorganic materials 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- 235000011187 glycerol Nutrition 0.000 description 15
- UQXKXGWGFRWILX-UHFFFAOYSA-N ethylene glycol dinitrate Chemical compound O=N(=O)OCCON(=O)=O UQXKXGWGFRWILX-UHFFFAOYSA-N 0.000 description 12
- -1 nitrate ester Chemical class 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- 238000006396 nitration reaction Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 230000000802 nitrating effect Effects 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000035939 shock Effects 0.000 description 6
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 150000002823 nitrates Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 4
- 239000002250 absorbent Substances 0.000 description 4
- 230000002745 absorbent Effects 0.000 description 4
- 230000001476 alcoholic effect Effects 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229910001959 inorganic nitrate Inorganic materials 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 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
- 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 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- 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 3
- 239000000026 Pentaerythritol tetranitrate Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000012054 meals Nutrition 0.000 description 3
- 229960004321 pentaerithrityl tetranitrate Drugs 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000015 trinitrotoluene Substances 0.000 description 3
- GFVHBTOOPNJKLV-UHFFFAOYSA-N 1,2-dinitroglycerol Chemical compound [O-][N+](=O)OC(CO)CO[N+]([O-])=O GFVHBTOOPNJKLV-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- 239000000020 Nitrocellulose Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- BGXZDPSXQZVBGX-UHFFFAOYSA-N [3-nitrooxy-2-[[3-nitrooxy-2,2-bis(nitrooxymethyl)propoxy]methyl]-2-(nitrooxymethyl)propyl] nitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)COCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O BGXZDPSXQZVBGX-UHFFFAOYSA-N 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- IWOUKMZUPDVPGQ-UHFFFAOYSA-N barium nitrate Chemical compound [Ba+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O IWOUKMZUPDVPGQ-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000005422 blasting Methods 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000005474 detonation 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
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- DGMJZELBSFOPHH-KVTDHHQDSA-N mannite hexanitrate Chemical compound [O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)CO[N+]([O-])=O DGMJZELBSFOPHH-KVTDHHQDSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920001220 nitrocellulos Polymers 0.000 description 2
- 229910052573 porcelain Inorganic materials 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 235000010344 sodium nitrate Nutrition 0.000 description 2
- 239000004317 sodium nitrate Substances 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- DHEQXMRUPNDRPG-UHFFFAOYSA-N strontium nitrate Chemical compound [Sr+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O DHEQXMRUPNDRPG-UHFFFAOYSA-N 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- AWLRGVVJNHRLIV-JJYYJPOSSA-N (2S,3R,4R)-2,3,4,5-tetrahydroxy-1-nitropentan-1-one Chemical compound [N+](=O)([O-])C(=O)[C@@H](O)[C@H](O)[C@H](O)CO AWLRGVVJNHRLIV-JJYYJPOSSA-N 0.000 description 1
- CKJSNZAKSPJLJC-MBMOQRBOSA-N (2S,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-nitrohexan-1-one Chemical compound [N+](=O)([O-])C(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO CKJSNZAKSPJLJC-MBMOQRBOSA-N 0.000 description 1
- MAZFDDKWYCRUHJ-JTCNWYOESA-N (3R,4R,5S,6R)-6-(hydroxymethyl)-2-nitro-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,3,4-triol Chemical compound [N+](=O)([O-])C1(O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO MAZFDDKWYCRUHJ-JTCNWYOESA-N 0.000 description 1
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 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 1
- UNMSQGCYXOMOAC-UHFFFAOYSA-N 2-(n,2,4,6-tetranitroanilino)ethyl nitrate Chemical group [O-][N+](=O)OCCN([N+]([O-])=O)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O UNMSQGCYXOMOAC-UHFFFAOYSA-N 0.000 description 1
- ZCSHACFHMFHFKK-UHFFFAOYSA-N 2-methyl-1,3,5-trinitrobenzene;2,4,6-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)C1NC([N+]([O-])=O)NC([N+]([O-])=O)N1.CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O ZCSHACFHMFHFKK-UHFFFAOYSA-N 0.000 description 1
- HZTVIZREFBBQMG-UHFFFAOYSA-N 2-methyl-1,3,5-trinitrobenzene;[3-nitrooxy-2,2-bis(nitrooxymethyl)propyl] nitrate Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O.[O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O HZTVIZREFBBQMG-UHFFFAOYSA-N 0.000 description 1
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 description 1
- KOSAMXZBGUIISK-UHFFFAOYSA-N 3-nitrooxypropyl nitrate Chemical compound [O-][N+](=O)OCCCO[N+]([O-])=O KOSAMXZBGUIISK-UHFFFAOYSA-N 0.000 description 1
- QELUAJBXJAWSRC-UHFFFAOYSA-N 4-nitrooxybutyl nitrate Chemical compound [O-][N+](=O)OCCCCO[N+]([O-])=O QELUAJBXJAWSRC-UHFFFAOYSA-N 0.000 description 1
- 241000609240 Ambelania acida Species 0.000 description 1
- 239000004451 Ballistite Substances 0.000 description 1
- 235000009025 Carya illinoensis Nutrition 0.000 description 1
- 241001453450 Carya illinoinensis Species 0.000 description 1
- 239000004450 Cordite Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 229910000519 Ferrosilicon Inorganic materials 0.000 description 1
- 206010021143 Hypoxia Diseases 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- AGUIVNYEYSCPNI-UHFFFAOYSA-N N-methyl-N-picrylnitramine Chemical group [O-][N+](=O)N(C)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O AGUIVNYEYSCPNI-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- DGMJZELBSFOPHH-JGWLITMVSA-N [(2S,3R,4R,5R)-1,2,4,5,6-pentanitrooxyhexan-3-yl] nitrate Chemical compound [O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)CO[N+]([O-])=O DGMJZELBSFOPHH-JGWLITMVSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910001963 alkali metal nitrate Inorganic materials 0.000 description 1
- 229910001964 alkaline earth metal nitrate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
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- 230000001458 anti-acid effect Effects 0.000 description 1
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- ISFLYIRWQDJPDR-UHFFFAOYSA-L barium chlorate Chemical compound [Ba+2].[O-]Cl(=O)=O.[O-]Cl(=O)=O ISFLYIRWQDJPDR-UHFFFAOYSA-L 0.000 description 1
- OOULUYZFLXDWDQ-UHFFFAOYSA-L barium perchlorate Chemical compound [Ba+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O OOULUYZFLXDWDQ-UHFFFAOYSA-L 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
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- PZIMIYVOZBTARW-UHFFFAOYSA-N centralite Chemical compound C=1C=CC=CC=1N(CC)C(=O)N(CC)C1=CC=CC=C1 PZIMIYVOZBTARW-UHFFFAOYSA-N 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
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- 238000011109 contamination Methods 0.000 description 1
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- FYGDTMLNYKFZSV-MRCIVHHJSA-N dextrin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[C@@H]1[C@@H](CO)OC(O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-MRCIVHHJSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- AXZAYXJCENRGIM-UHFFFAOYSA-J dipotassium;tetrabromoplatinum(2-) Chemical compound [K+].[K+].[Br-].[Br-].[Br-].[Br-].[Pt+2] AXZAYXJCENRGIM-UHFFFAOYSA-J 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- SNFOERUNNSHUGP-ZXZARUISSA-N erythrityl tetranitrate Chemical compound [O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)CO[N+]([O-])=O SNFOERUNNSHUGP-ZXZARUISSA-N 0.000 description 1
- 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 description 1
- 235000013312 flour Nutrition 0.000 description 1
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- 239000008187 granular material Substances 0.000 description 1
- 239000011361 granulated particle Substances 0.000 description 1
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- 238000011065 in-situ storage Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229960001765 mannitol hexanitrate Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 229910001487 potassium perchlorate Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- PSXCGTLGGVDWFU-UHFFFAOYSA-N propylene glycol dinitrate Chemical compound [O-][N+](=O)OC(C)CO[N+]([O-])=O PSXCGTLGGVDWFU-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
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- 238000011160 research Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011787 zinc oxide 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
- C06B25/00—Compositions containing a nitrated organic compound
- C06B25/10—Compositions containing a nitrated organic compound the compound being nitroglycerine
- C06B25/12—Compositions containing a nitrated organic compound the compound being nitroglycerine with other nitrated organic compounds
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B31/00—Compositions containing an inorganic nitrogen-oxygen salt
- C06B31/28—Compositions containing an inorganic nitrogen-oxygen salt the salt being ammonium nitrate
- C06B31/32—Compositions containing an inorganic nitrogen-oxygen salt the salt being ammonium nitrate with a nitrated organic compound
- C06B31/44—Compositions containing an inorganic nitrogen-oxygen salt the salt being ammonium nitrate with a nitrated organic compound the compound being nitroglycerine
Definitions
- An explosive sensitizer composition including at least one impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate.
- the trimethylolethane trinitrate decreases the impact-sensitivity of the composition as compared to the liquid nitrated polyol alone but does not decrease the detonator sensitivity.
- Examples of the preferred liquid nitrated polyols are nitroglycerine and ethylene glycol dinitrate.
- an explosive composition containing the above sensitizer composition, an inorganic oxidizer and a fuel.
- This invention relates to explosive compositions based on a combination of an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate as explosive sensitizers, and more particularly to explosive compositions comprising an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate produced 'by conitration of the respective polyols, and also to explosive compositions comprising such a nitrated polyol, trimethylolethane trinitrate, and an inorganic oxidizer, such as an inorganic nitrate, and to a process for forming the same.
- the nitration of cotton was effected by Schtinbein by the use of a mixture of nitric acid and sulfuric acid in the proportion of 1:3 by volume (British Patent No. 11,407/ 1846). Mixed acids were nearly always used thereafter in the nitration of these raw materials.
- nitroglycerine led to experiments in the nitration of other polyols, and from these experiments a series of polyol nitric acid esters were obtained, including pentaerythritol tetranitrate, 'dipentaerythritol hexanitrate, trimethylolethane trinitrate, the various nitro sugars, including nitroglycose, nitromannose, nitromal- 3,423,256 Patented Jan.
- Nitroglycerine is probably the best known of the liquid nitroesters. It crystallizes in two forms, a stable form melting or freezing at 13.2-13.5 C., and a labile form melting at l.92.2 C. It is very sensitive to impact. A blow of a steel hammer, or the impact of iron striking against stone, or of porcelain against porcelain, can detonate it. It is, however, a very powerful explosive, and has consequently found wide use in dynamites as well as in propellants, ballistite and cordite. Despite its sensitivity, it is still used as a liquid to a limited extent, such as in the blasting of oil wells.
- nitrated polyols have a similarly high sensitivity to impact, and no marked advantages from the standpoint of safety.
- Dinitroglycerine for example, is hardly distinguishable from trinitroglycerine in this respect.
- Nitroglycide is even more sensitive than trinitroglycerine or dinitroglycerine, nitroglycol slightly less so, and the nitro sugars are in the same category as nitroglycol.
- dynamite In order to make nitroglycerine both safe and more convenient to use, Nobel developed dynamite, a mixture of nitroglycerine and a nonexplosive porous absorbent, the straight dynamites, dynamites with an active base such as an inorganic nitrate with a carbonaceous fuel, and the blasting gelatins or gelatin dynamites, which included nitrocellulose as well. These, however, still presented a possible danger resulting from exudation of the nitroglycerine.
- explosive compositions which have excellent detonator sensitivity but which are relatively insensitive to impact and which have a reduced tendency to ignite and detonate upon exposure to an open flame, are prepared by combining an impactsensitive liquid nitrated polyol with trimethylolethane trinitrate.
- the trimethylolethane trinitrate is miscible therewith in all proportions, and the mixture can thus be readily prepared 'by careful and safe blending procedures.
- One or more liquid nitrated polyols can be used in these combinations.
- the combinations of the invention can be prepared by simple mixing or blending of the components, but from the standpoint of safety in handling, it is in general preferred to prepare the mixture in situ by conitration of a mixture of the polyol starting materials, and preferably a solution of the trimethylolethane in a liquid polyol.
- the combinations of the invention can be prepared by conitration of (1) the polyol or polyols which are the starting material for the liquid nitrated polyol component, and (2) trimethylolethane, using nitric acid as a nitrating agent, preferably in admixture with sulfuric acid.
- the conitrates as well as the blends of the invention are liquids, being based on the liquid nitrated polyol and the liquid trimethylolethane trinitrate.
- the relative proportion of trimethylolethane trinitrate required is determined by the amount required to reduce sensitivity to impact, -while not significantly reducing detonator sensitivity.
- the maximum amount is established as that which can be tolerated without rendering the composition nondetonable.
- the amount of trimethylolethane trinitrate lies within the range from about 5 to about and the proportion of nitrated polyol is within the range from about 95 to about 5%, based on the total explosive sensitizer of the composition.
- a conitrated polyol-trimethylolethane mixture is prepared by nitrating the polyols together by action of a concentrated nitric acid.
- the conitration is applicable to any aliphatic polyol, or combination of two or more aliphatic polyols, having at least two up to about six alcoholic hydroxyl groups, and from two to about ten carbon atoms, that upon nitration yields an impact-sensitive liquid nitrate ester.
- the preferred polyols are glycerol and ethylene glycol, alone or in combination.
- the conitration reaction mixture comprises a solution of the trimethylolethane in a liquid polyol
- the reaction can be carried out in the liquid phase in conventional equipment adapted to handle liquids, in the usual liquid nitration procedures.
- Trimethylolethane is soluble in liquid polyols such as ethylene glycol (up to 25% by weight of the solution at 25 C.) and glycerol (up to 20% by weight of the solution at 25 C.).
- the trimethylolethane is dissolved in the polyol, in this procedure, and the solution is conitrated in the usual way, as described below. :If the proportion of trimethylolethane trinitrate in the conitrated liquid polyol polynitrates of the invention exceeds the solubility of trimethylolethane in the polyol, then of course this procedure cannot be used.
- the polyol and the trimethylolethane are used in the proportions required to give the desired final conitrate, which proportions, as indicated above, are determined by the sensitivity desired in the composition.
- the usual nitrating agent is nitric acid. However, fuming nitric acid can also be used.
- the reaction proceeds well in a concentrated nitric acid solution containing at least 10%, and preferably about 12.75%, nitrogen, or more.
- the conitrate is soluble in nitric acid at this concem tration, and thus it is necessary to isolate the product by precipitation. Dilution of the reaction solution with water, with sulfuric acid, or with spent acid from some previous nitration, will result in separation of the liquid ester. This can be removed, and washed.
- a sufficient amount of sulfuric acid is blended with the concentrated nitric acid to form a reaction mixture in which the conitrate is insoluble.
- the polyol and trimethylolethane or solution thereof may or may not be soluble in the reaction mixture. If they are soluble, or are all liquids, the reaction mixture can be processed in liquid nitration equipment. If solids can be tolerated in the equipment used, i.e., if the equipment can handle slurries, whether any of the components is insoluble in the reaction mixture is unimportant. If the starting materials are soluble, the presence of the conitrate in a separate phase aids in driving the reaction to completion.
- Satisfactory proportions of nitric acid in a mixture of nitric and sulfuric acids are withinthe range from about 95 to about 25% by weight, and of sulfuric acid, within the range from about 5 to about 75% by weight.
- the reaction mixture can also include up to water.
- Preferred proportions of nitric acid are within the range from 33 to 43% and of sulfuric acid from 57 to 67% by weight.
- the polyols can be mixed and then blended with the nitrating agent. This is the procedure used when a solution of trimethylolethane in the polyol is employed. However, if the trimethylolethane is used in an amount in excess of that soluble in the polyol, or if a solution of trimethylolethane in polyol is not used, it is usually preferable to add the polyol slowly to the nitrating agent, and then add the trimethylolethane.
- the polyols are best conitrated together, but if desired, a proportion of one of the polyols can be nitrated first separately, and then the other added, and the conitration continued until completion.
- the reaction mixture is preferably stirred or otherwise agitated throughout the reaction.
- nitric acid employed is normally that stoichiometrically required to nitrate the free hydroxyl groups of the polyols. A small excess, ranging from about J to 25%, can be used to ensure completion of the nitration.
- the nitration is carried out at a temperature at which the esterification proceeds but below the temperature of decomposition of the conitrate reaction product. Since the reaction will proceed at a satisfactory speed, even at room temperature, the maximum temperature normally used is about 75 F. Excellent yields are obtained if the reaction is conducted at from about 25 to about 45 -F., and consequently, these temperatures are preferred.
- the reaction is exothermic, and cooling may be required to maintain the temperature within this range.
- the conitrate is separated from the reaction mixture upon completion of the esterification, and washed several times with cold water to remove excess acid.
- the product can be washed with an aqueous alkali solution, so as to bring the pH to with-in the range from about 6 to about 8.
- Any alkaline substance can be used for this purpose, but it is usually preferable to employ an organic or inorganic base, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, or a quaternary ammonium hydroxide, such as trimethyl phenyl amrnonium hydroxide, or an organic amine, such as triethanolamine or tributylamine.
- a volatile base such as an organic amine or ammonia can be used, to avoid contamination of the product by residual solid alkali.
- the conitrates of the invention are useful as sensitizing explosives in any type of explosive formulation.
- the conitrates just as the simple blends, display the desirable properties of the nitrated polyols, with excellent detonator sensitivity, plus the additional feature of being less sensitive to impact.
- compositions of the invention are liquid unless solid ingredients are added thereto in a sufiicient amount to absorb or adsorb the liquid.
- Solid carbonaceous fuels can be added to the composition, and in addition or alternatively, there can be added inorganic oxidizers.
- Inert sorbents for the liquid nitrated polyol and trimethylolethane trinitrate can also be added, such as kieselguhr, diatomaceous earth, charcoal, siliceous earth, and fullers earth.
- compositions containing upwards of 15% of the mixture of nitrated polyl and trimethylolethane trinitrate will be of a soft consistency, extrudable using a screw type or cylinder type extruder, while compositions in which the proportion of nitrated polyol and trimethyloletllraine trinitrate together is less than 15% are granular so 1 s.
- compositions which are formulated as dry or dryappearing solids will be found to have a cohesiveness which reduces dusting, due to the presence of the liquid nitrated polyol and trimethylolethane trinitrate.
- Such compositions can be formulated as granules which will retain their shape, and are essentially nonfriable.
- the nitrated polyol and trimethylolethane trinitrate blended or cointrated compositions are useful explosive sensitizers for explosive compositions. They can serve as the only explosive sensitizers, and such compositions are preferred. However, if desired, additional explosive sensitizers, either liquids or solids, can be added, in an amount up to approximately 50% of the total explosive sensitizer.
- Exemplary additional sensitizers include pentaerythritol tetranitrate, trinitrotoluene, pentryl, dipentaerythritol hexanitrate, mannitol hexanitrate, sorbitol hexanitrate, sucrose octanitrate, Pentolite (an equal parts by weight mixture of pentae-rythritol tetranitrate and trinitrotoluene), nitrostarch, Cyclonite (RDX, cyclotrimethylene trinitramine), Composition B (a mixture of up to 60% RDS, up to 40% TNT and 1 to 4% wax), Cyclotol (Composition B without the wax), dinitrotoluene, and tetryl.
- Pentolite an equal parts by weight mixture of pentae-rythritol tetranitrate and trinitrotoluene
- Pentolite an equal parts by weight mixture of pentae-ry
- these explosive sensitizers are preferably used with an inorganic oxidizer salt, to compensate for the oxygen deficiency of the nitrated polyol and the trimethylolethane trinitrate.
- the oxidizer employed is an inorganic nitrate.
- Ammonium nitrate and nitrates of the alkali and alkaline earth metals such as sodium nitrate, potassium nitrate, calcium nitrate, magnesium nitrate, strontium nitrate, and barium nitrate are exemplary inorganic nitrates.
- Ammonium nitrate and mixtures of ammonium nitrate and another nitrate in minor proportion are preferred. Excellent results are obtained with mixtures of ammonium nitrate and sodium nitrate, and such mixtures are frequently preferred over ammonium nitrate alone.
- the inorganic oxidizer there can also be used a chlorate or a perchlorate of an alkali or alkaline earth metal, such as sodium chlorate, potassium chlorate, barium chlorate, sodium perchlorate, potassium perchlorate, barium perchlorate and calcium perchlorate.
- a chlorate or a perchlorate of an alkali or alkaline earth metal such as sodium chlorate, potassium chlorate, barium chlorate, sodium perchlorate, potassium perchlorate, barium perchlorate and calcium perchlorate.
- ammonium oxidizer When mixtures of ammonium oxidizer and the other oxidizer are used, the relative proportion of ammonium oxidizer is important for good explosive shock and power.
- the ammonium oxidizer is employed in a proportion Within the range from about 50 to 95% by weight of the total oxidizer, and the other oxidizer or oxidizers in the proportion of from about 5 to about 50% of the total oxidizer. For optimum power, the proportions are from 80 to 90% ammonium oxidizer, and from to 20% other oxidizer or oxidizers. The proportions of oxidizers selected within these ranges will depend upon the sensitivity and explosive effect desired, and these, in turn, are dependent upon the particular oxidizer used.
- the inorganic oxidizer can be fine, coarse, or a blend of fine and coarse materials. Mill and prill inorganic oxidizers are quite satisfactory. For best results, the inorganic oxidizers should be fine-grained.
- the relative proportions of oxidizer and explosive sensitizers will depend upon the sensitivity and explosive power desired, and these, in turn, are dependent upon the particular oxidizer and explosive sensitizers.
- the oxidizer is used in an amount within the range from about 5 to about 80%, and the explosive sensitizer in an amount within the range from about 5 to about 40% by weight of the explosive composition. From about 10 to about 40% explosive sensitizer, and from about 50 to about 80% inorganic oxidizer give the best results.
- the proportions of oxidizers selected within these ranges will depend upon the sensitivity and explosive effect desired, and these in turn are dependent upon the particular oxidize-r used.
- the explosive compositions of the invention can include a fuel, which can be either a metal fuel or a carbonaceous fuel, in an amount of from about 0.5 to about 30%.
- a carbonaceous fuel can also be included, either as the only fuel or in combination with a metal fuel. Satisfactory carbonaceous fuels include powdered coal, petroleum oil, coke dust, charcoal, bagasse, dextrine, starch, wood meal, wheat flour, bran pecan meal, and similar nut shell meals. The carbonaceous fuel will usually be used in an amount within the range from 0.5 to about 30%.
- Mixtures of metal and carbonaceous fuels can also be used, if desired.
- Stabilizers can be included in an amount within the range from about 0.3 to about 2% of the composition.
- Zinc oxide, ethyl centralite, diphenylamine, carbazole, calcium carbonate, aluminum oxide and sodium carbonate are useful stabilizers.
- the solid materials including the inorganic oxidizer and explosive sensitizers, fuels and antacid, if any, would be mixed first, to form a homogeneous solid blend, and then the nitrated polyol-trimethylolethane trinitrate mixture and any other liquid ingredients, such as oil, and fuel, if used, would then be added, with stirring until a homogeneous mixture is formed.
- the nitrated polyol-trimethylolethane trinitrate combinations of the invention when absorbed or adsorbed on a solid material, which may or may not be inert, are also useful as the sensitizing explosive in detonating fuse.
- the combination would be used as the core Within the tube of protective material, such as a waterproofed textile.
- Examples 1 to 5 A group of conitrates was prepared from glycerol and trimethylolethane in which the proportions of the conitrates ranged from parts by weight of nitroglycerine and 5 parts by weight of trimethylolethane trinitrate to 5 parts by weight of nitroglycerine and 95 parts by weight of trimethylolethane trinitrate.
- the nitrating procedure for the 95 :5 product was as follows:
- the contents of the reactor was dumped into gallons of cold water, and the conitrate product which separated was removed by decantation. The conitrate was then washed with aqueous ammonia, and then with several cold water washings. The final product had a pH of 7.5, and contained 95 nitroglycerine and 5% trimethylolethane trinitrate.
- the resulting conitrates were tested for impact sensitivity by dropping a 2 kilogram weight on 0.1 gram samples of the material, starting at a height of 100 cm., and decreasing the height in 5 cm. increments until no detonation occurred. The maximum height at which no detonation occurred was then noted. The following results were obtained.
- Examples 6 to Examples 1 to 5 were repeated, substituting ethylene glycol for the glycerol.
- the conitrates were then subjected to impact sensitivity tests, exactly as in the previous examples, with the following results.
- Example 11 A dry stick dynamite powder was prepared, using the 25:75 conitrate of Example 4, formed by mixing the conitrate with the premixed solid ingredients noted in the table below. For comparison purposes, a control composition also was prepared using nitroglycerine.
- Example 13 A dry stick powder was prepared, using the 25:75 conitrate of Example 9, formed by mixing the conitrate with the premixed solid ingredients noted in the Table below.
- Cartridges 1% inch in diameter by 8 inches long were filled with the above compositions. These cartridges were subjected to the D sensitivity test, and the impact sensitivity in the 2 kg. weight test, and the ballistic pendulum values were determined.
- Example 12 TABLE IV Test Example 12 Control "D sensitivity, 1% x 8 #1 cap #1 cap. Ballistic pendulum value .6. 9.5. Impact sensitivity, 2 kg. weight 80 cm 35 cm.
- Example 15 A conitrate was prepared from glycerol and trimethylolethane containing 83 parts by weight of nitroglycerine and 17 parts by weight of trimethylolethane trinitrate. The nitrating procedure was as follows:
- the contents of the reactor was dumped into 2000 gallons of cold water, and the conitrate product which separated was removed by decantation.
- the conitrate was then washed with aqueous ammonia, and then with several cold water washings.
- the final product had a pH of 7.5, and contained 82.3% nitroglycerine and 17.7% trimethylolethane trinitrate.
- Example 16 Example 15 was repeated, substituting ethylene glycol for the glycerol.
- the conitrates prepared had ratios of ethylene glycol dinitrateztrimethylol ethane trinitrate from 95:5 to 77:23.
- An explosive sensitizer composition consisting essentially of an amount within the range from about 95% to about of an impact-sensitive liquid nitrated polyol derived from an aliphatic polyol having from two to about six alcoholic hydroxyl groups and from two to about ten carbon atoms and an amount within the range from about 5 to about 95% of trimethylolethane trinitrate, sufiicient to lessen the shock sensitivity of the nitrated polyol without significantly reducing the detonator sensitivity.
- An explosive composition in accordance with claim 1 including in addition an inorganic oxidizer salt.
- An explosive composition in accordance with claim 1 including in addition a metal or carbonaceous fuel.
- An explosive sensitizer composition in accordance with claim 1 including at least two of said nitrated poly- 01s.
- An explosive composition in accordance with claim 10 including an inert particulate absorbent for the explosive sensitizers.
- An explosive composition in accordance with claim 10 wherein the inorganic oxidizer salt comprises a mixture of ammonium nitrate and an alkali or alkaline earth metal nitrate.
- a process for preparing an explosive composition comprising an explosive sensitizer consisting essentially of an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate in an amount suflicient to lessen the impact sensitivity of the nitrated polyol without significantly reducing dctonator sensitivity, which comprises conitrating a mixture of a polyol having from two to about six alcoholic hydroxyl groups and from two to about ten carbon atoms and trimethylolethane with concentrated aqueous nitric acid solution, and thereby forming a mixture of the liquid nitrated polyol and trimethylolethane trinitrate.
- a process in accordance with claim 21 which comprises absorbing the reaction product on a particulate absorbent for the explosive sensitizers.
- polyl should read polyol line 56, "cointrated Column 9, line 31, "setnsitizer should read line 41, the claim reference numeral "21" Column 4, line 43, should read coni trated sensitizer Column 10,
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69610668A | 1968-01-08 | 1968-01-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3423256A true US3423256A (en) | 1969-01-21 |
Family
ID=24795731
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US696106A Expired - Lifetime US3423256A (en) | 1968-01-08 | 1968-01-08 | Explosives containing an impact-sensitive liquid nitrated polyol and trimethylolethane trinitrate and process of conitrating mixtures of polyols and trimethylol ethane |
Country Status (5)
Country | Link |
---|---|
US (1) | US3423256A (enrdf_load_stackoverflow) |
DE (1) | DE1900785B2 (enrdf_load_stackoverflow) |
FR (1) | FR2000065A6 (enrdf_load_stackoverflow) |
GB (1) | GB1259634A (enrdf_load_stackoverflow) |
IL (1) | IL31366A0 (enrdf_load_stackoverflow) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3793096A (en) * | 1972-03-01 | 1974-02-19 | Hercules Inc | Aqueous slurry explosive containing a nitratoalkanolamine nitrate sensitizer |
US4196026A (en) * | 1975-09-04 | 1980-04-01 | Walker Franklin E | Donor free radical explosive composition |
US4352699A (en) * | 1981-06-01 | 1982-10-05 | Hercules Incorporated | Co-nitrating trimetholethane and diethylene glycol |
US4371409A (en) * | 1981-06-01 | 1983-02-01 | Hercules Incorporated | Gelatinized high explosive composition and method of preparation |
US4490196A (en) * | 1984-04-05 | 1984-12-25 | Hercules Incorporated | Low detonation velocity explosive composition |
US4547232A (en) * | 1984-09-24 | 1985-10-15 | Hercules Incorporated | Sensitization of water-in-oil emulsion explosives |
US4555279A (en) * | 1984-04-05 | 1985-11-26 | Hercules Incorporated | Low detonation velocity explosive composition |
US4980000A (en) * | 1990-01-17 | 1990-12-25 | Atlas Powder Company | Nitrostarch emulsion explosives production process |
US5051142A (en) * | 1990-01-17 | 1991-09-24 | Atlas Powder Company | Emulsion explosive containing nitrostarch |
US5074938A (en) * | 1990-05-25 | 1991-12-24 | Thiokol Corporation | Low pressure exponent propellants containing boron |
US5089652A (en) * | 1990-01-17 | 1992-02-18 | Atlas Powder Company | Nitrate ester preparation |
US5482581A (en) * | 1988-08-25 | 1996-01-09 | Ici Explosives Usa Inc. | Low vulnerability propellant plasticizers |
US5520757A (en) * | 1988-08-25 | 1996-05-28 | Ici Explosives Usa Inc. | Low vulnerability propellants |
WO2008048146A2 (fr) | 2006-10-16 | 2008-04-24 | Obshestvo S Ogranichennoy Otvetstvennjctyu 'ifokhim' | Modificateur pour substances explosives |
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US2709130A (en) * | 1953-06-26 | 1955-05-24 | Trojan Powder Co | Blasting explosives |
US3140210A (en) * | 1963-01-25 | 1964-07-07 | Henry T Sampson | Binder system for propellants and explosives |
US3306790A (en) * | 1967-02-28 | Slow burning plastisol cellulose ace- tate propellant composition contain- ing resorcinol | ||
US3344005A (en) * | 1966-02-23 | 1967-09-26 | Trojan Powder Co | Pentaerythritol tetranitrate-trimethylolethane trinitrate explosives |
-
1968
- 1968-01-08 US US696106A patent/US3423256A/en not_active Expired - Lifetime
-
1969
- 1969-01-05 IL IL31366A patent/IL31366A0/xx unknown
- 1969-01-08 GB GB1259634D patent/GB1259634A/en not_active Expired
- 1969-01-08 DE DE19691900785 patent/DE1900785B2/de active Granted
- 1969-01-08 FR FR6900128A patent/FR2000065A6/fr not_active Expired
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3306790A (en) * | 1967-02-28 | Slow burning plastisol cellulose ace- tate propellant composition contain- ing resorcinol | ||
US2709130A (en) * | 1953-06-26 | 1955-05-24 | Trojan Powder Co | Blasting explosives |
US3140210A (en) * | 1963-01-25 | 1964-07-07 | Henry T Sampson | Binder system for propellants and explosives |
US3344005A (en) * | 1966-02-23 | 1967-09-26 | Trojan Powder Co | Pentaerythritol tetranitrate-trimethylolethane trinitrate explosives |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3793096A (en) * | 1972-03-01 | 1974-02-19 | Hercules Inc | Aqueous slurry explosive containing a nitratoalkanolamine nitrate sensitizer |
US4196026A (en) * | 1975-09-04 | 1980-04-01 | Walker Franklin E | Donor free radical explosive composition |
US4352699A (en) * | 1981-06-01 | 1982-10-05 | Hercules Incorporated | Co-nitrating trimetholethane and diethylene glycol |
US4371409A (en) * | 1981-06-01 | 1983-02-01 | Hercules Incorporated | Gelatinized high explosive composition and method of preparation |
EP0067560A3 (en) * | 1981-06-01 | 1983-11-30 | Hercules Incorporated | Gelatinized highly explosive composition and method of preparation |
US4555279A (en) * | 1984-04-05 | 1985-11-26 | Hercules Incorporated | Low detonation velocity explosive composition |
US4490196A (en) * | 1984-04-05 | 1984-12-25 | Hercules Incorporated | Low detonation velocity explosive composition |
US4547232A (en) * | 1984-09-24 | 1985-10-15 | Hercules Incorporated | Sensitization of water-in-oil emulsion explosives |
US5482581A (en) * | 1988-08-25 | 1996-01-09 | Ici Explosives Usa Inc. | Low vulnerability propellant plasticizers |
US5520757A (en) * | 1988-08-25 | 1996-05-28 | Ici Explosives Usa Inc. | Low vulnerability propellants |
US4980000A (en) * | 1990-01-17 | 1990-12-25 | Atlas Powder Company | Nitrostarch emulsion explosives production process |
US5051142A (en) * | 1990-01-17 | 1991-09-24 | Atlas Powder Company | Emulsion explosive containing nitrostarch |
US5089652A (en) * | 1990-01-17 | 1992-02-18 | Atlas Powder Company | Nitrate ester preparation |
US5074938A (en) * | 1990-05-25 | 1991-12-24 | Thiokol Corporation | Low pressure exponent propellants containing boron |
WO2008048146A2 (fr) | 2006-10-16 | 2008-04-24 | Obshestvo S Ogranichennoy Otvetstvennjctyu 'ifokhim' | Modificateur pour substances explosives |
Also Published As
Publication number | Publication date |
---|---|
DE1900785A1 (de) | 1971-04-22 |
GB1259634A (enrdf_load_stackoverflow) | 1972-01-05 |
IL31366A0 (en) | 1969-07-30 |
DE1900785B2 (de) | 1973-05-03 |
FR2000065A6 (enrdf_load_stackoverflow) | 1969-08-29 |
DE1900785C3 (enrdf_load_stackoverflow) | 1973-11-29 |
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