US2719153A - Free flowing cyclotmmethylene - Google Patents
Free flowing cyclotmmethylene Download PDFInfo
- Publication number
- US2719153A US2719153A US2719153DA US2719153A US 2719153 A US2719153 A US 2719153A US 2719153D A US2719153D A US 2719153DA US 2719153 A US2719153 A US 2719153A
- Authority
- US
- United States
- Prior art keywords
- cyclotrimethylenetrinitramine
- slurry
- water
- salt
- fatty acid
- 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
- 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 claims description 48
- 239000011780 sodium chloride Substances 0.000 claims description 40
- 150000003839 salts Chemical class 0.000 claims description 38
- 239000002002 slurry Substances 0.000 claims description 32
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 28
- 239000000194 fatty acid Substances 0.000 claims description 28
- 150000004665 fatty acids Chemical class 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 8
- 239000002360 explosive Substances 0.000 description 14
- 239000007787 solid Substances 0.000 description 14
- CJZGTCYPCWQAJB-UHFFFAOYSA-L Calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 8
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 8
- 239000001110 calcium chloride Substances 0.000 description 8
- 229910001628 calcium chloride Inorganic materials 0.000 description 8
- 239000008116 calcium stearate Substances 0.000 description 8
- 235000013539 calcium stearate Nutrition 0.000 description 8
- 125000004432 carbon atoms Chemical group C* 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- -1 alkali metal salts Chemical class 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L MgCl2 Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- RYYKJJJTJZKILX-UHFFFAOYSA-M Sodium stearate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 239000011133 lead Substances 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 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 2
- RMBFBMJGBANMMK-UHFFFAOYSA-N 2,4-Dinitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O RMBFBMJGBANMMK-UHFFFAOYSA-N 0.000 description 2
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-Nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 description 2
- 210000001142 Back Anatomy 0.000 description 2
- QMMRZOWCJAIUJA-UHFFFAOYSA-L Nickel(II) chloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 2
- 229940114930 POTASSIUM STEARATE Drugs 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- AGUIVNYEYSCPNI-UHFFFAOYSA-N Tetryl 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 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 239000011872 intimate mixture Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 229920001220 nitrocellulos Polymers 0.000 description 2
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 230000003068 static Effects 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000015 trinitrotoluene Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
Definitions
- the present invention relates to a method for improving the flowing properties of cyclotrimethylenetrinitramine.
- Cyclotrimethylenetrinitramine can be recovered from compositions in which it was mixed with trinitrotoluene, dinitrotoluene, mononitrotoluene, tetryl, and nitrocotton in the form of finely divided particles which pass a 50 mesh screen.
- This finely divided cyclotrimethylenetrinitramine is not suitable for direct use in new explosive compositions because of its poor flowing properties which make handling difficult.
- Cyclotrimethylenetrinitramine of suitable particle size can be obtained by recrystallization from a suitable solvent, but this method of improving flowing properties involves considerable expense.
- the suitable solvents are highly flammable and introduce a fire hazard which is particularly undesirable Where explosives are involved.
- An object of the present invention is to provide a process for improving the flowing properties of finely divided cyclotrimethylenetrinitramine. Another object of the present invention is to produce free-flowing cyclotrimethylenetrinitramine as a result of combination with a water-insoluble metallic salt of a high molecular weight fatty acid. A still further object of this invention is to provide a process for the uniform intermingling of calcium stearate or a similar water-insoluble metallic salt of a high molecular weight fatty acid with finely divided cyclotrimethylenetrinitramine, even when fractional percentages of the salt are to be used with the explosive compound. Additional objects will become apparent as the invention is further described.
- finely divided, water-insoluble cyclotrimethylenetrinitramine is suspended in water with vigorous agitation and (LS-5% by weight of a water-soluble salt of a solid fatty acid having more than carbon atoms is added.
- a water-soluble salt of a solid fatty acid having more than carbon atoms is added to this aqueous slurry.
- Typical salts of this type are calcium chloride, magnesium chloride, zinc chloride, lead chloride, and nickel chloride.
- the insoluble precipitate thus formed coats the larger grains of cyclotrimethylenetrinitramine and agglomerates the finer crystals during the precipitation.
- Ordinary hand soap and alkali metal salts of stearic acid may be used as the source of the water-soluble coating agent.
- Solid fatty acids having more than 10 carbon atoms, especially those with an even number of carbon atoms, are preferred, and the fatty acids are added in amounts of 0.55% by weight of the explosive compound.
- Example 1 To a slurry of 500 parts of cyclotrimethylenetrinitramine and 500 parts of warm water containing 15 parts (3% by weight) of dissolved soap, i. e. sodium stearate, was added, slowly, with constant agitation, 12 parts of calcium chloride in parts of water. The solid obtained was filtered and dried. The treated cyclotrimethylenetrinitramine had excellent flowing properties.
- Example 2 Two hundred parts of finely divided cyclotrimethylenetrinitramine was mixed with 0.5% of a fatty alcohol sulfate in 500 parts of water. The fatty alcohol sulfate was added to reduce any static electricity on the cyclotrimethylenetrinitramine. Ten parts of soap, i. e. sodium stearate (5% by weight), was added and the slurry heated to 45 C. A solution of 5 parts of calcium chloride in 100 parts of water was slowly added to the wellagitated slurry. The solid obtained was filtered and dried. The treated cyclotrimethylenetrinitramine had excellent flowing properties.
- a process for producing cyclotrimethylenetrinitramine with improved flowing properties comprising forming a slurry of cyclotrimethylenetrinitramine particles in warm water, adding thereto from 0.55% by weight of a water-soluble salt of a fatty acid and thereafter adding to said slurry an excess of an aqueous solution of a watersoluble salt of a metal which forms an insoluble salt with said fatty acid.
- a process for producing cyclotrimethylenetrinitramine with improved flowing properties comprising forming a slurry of the cyclotrimethylenetrinitramine in warm water, adding to said slurry 0.55% by weight of a solution of potassium stearate, and thereafter adding to said slurry an excess of an aqueous solution of calcium chloride.
- a process for producing cyclotrimethylenetrinitramine with improved flowing properties comprising forming a slurry of said cyclotrimethylenetrinitramine in warm water; adding thereto 0.55% by weight of a soluble salt of a normally solid fatty acid of over 10 carbon atoms; agitating the slurry; and thereafter adding to the slurry, with mixing, an aqueous solution of a salt of a metal selected from the group consisting of calcium, magnesium, zinc, lead and nickel. 5
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
United States Patent --2,719'-,is"' Y t iLowlN sacrum" IMETHYLENE- TRINITRAMINE William Earle Schulz, Wenonah, N. 1., assignor to E. I.
du Pont de Nemours and Company, Wilmington, Del., a corporation of Delaware No Drawing. Application March 23, 1953, Serial No. 344,194
3 Claims. (Cl. 260-248) The present invention relates to a method for improving the flowing properties of cyclotrimethylenetrinitramine.
Cyclotrimethylenetrinitramine can be recovered from compositions in which it was mixed with trinitrotoluene, dinitrotoluene, mononitrotoluene, tetryl, and nitrocotton in the form of finely divided particles which pass a 50 mesh screen. This finely divided cyclotrimethylenetrinitramine is not suitable for direct use in new explosive compositions because of its poor flowing properties which make handling difficult. Cyclotrimethylenetrinitramine of suitable particle size can be obtained by recrystallization from a suitable solvent, but this method of improving flowing properties involves considerable expense. Moreover, the suitable solvents are highly flammable and introduce a fire hazard which is particularly undesirable Where explosives are involved.
Mechanical mixing of calcium stearate with finely divided explosive compounds is frequently used to produce compositions with improved flowing properties. The calcium stearate has the added advantage of acting as a desensitizer and a mold lubricant for most explosive compounds. However, when mixed with finely divided cyclotrimethylenetrinitramine, calcium stearate produces a flocculent solid having only fair flowing properties.
An object of the present invention is to provide a process for improving the flowing properties of finely divided cyclotrimethylenetrinitramine. Another object of the present invention is to produce free-flowing cyclotrimethylenetrinitramine as a result of combination with a water-insoluble metallic salt of a high molecular weight fatty acid. A still further object of this invention is to provide a process for the uniform intermingling of calcium stearate or a similar water-insoluble metallic salt of a high molecular weight fatty acid with finely divided cyclotrimethylenetrinitramine, even when fractional percentages of the salt are to be used with the explosive compound. Additional objects will become apparent as the invention is further described.
I have found that the foregoing objects may be accomplished by treating the cyclotrimethylenetrinitramine dispersed in a water slurry with a water-soluble salt of high molecular weight fatty acid, and thereafter adding to said water slurry a water-soluble salt of a metal which forms a water-insoluble metallic salt of said fatty acid.
In accordance with the process of this invention, finely divided, water-insoluble cyclotrimethylenetrinitramine is suspended in water with vigorous agitation and (LS-5% by weight of a water-soluble salt of a solid fatty acid having more than carbon atoms is added. To this aqueous slurry is added an excess of an aqueous solution of a salt of a metal capable of forming a waterinsoluble salt with the fatty acid. Typical salts of this type are calcium chloride, magnesium chloride, zinc chloride, lead chloride, and nickel chloride. The insoluble precipitate thus formed coats the larger grains of cyclotrimethylenetrinitramine and agglomerates the finer crystals during the precipitation.
ice
The dustiness usually produced when solid, waterinsoluble metallic salts of fatty acids are mixed mechanicall y 'cfys't'alliiie entrees-Ins rs thu's avoided by the present riieth'oil of 'fo'r'ihing' the ih'soluble coating by t si ite iea .erslt emie. .ee s eng the presence of the explosive chrr'ipound. Moreover, various amounts of the agent may be added and a more intimate mixture obtained.
Ordinary hand soap and alkali metal salts of stearic acid may be used as the source of the water-soluble coating agent. Solid fatty acids having more than 10 carbon atoms, especially those with an even number of carbon atoms, are preferred, and the fatty acids are added in amounts of 0.55% by weight of the explosive compound.
Example 1 To a slurry of 500 parts of cyclotrimethylenetrinitramine and 500 parts of warm water containing 15 parts (3% by weight) of dissolved soap, i. e. sodium stearate, was added, slowly, with constant agitation, 12 parts of calcium chloride in parts of water. The solid obtained was filtered and dried. The treated cyclotrimethylenetrinitramine had excellent flowing properties.
Example 2 Two hundred parts of finely divided cyclotrimethylenetrinitramine was mixed with 0.5% of a fatty alcohol sulfate in 500 parts of water. The fatty alcohol sulfate was added to reduce any static electricity on the cyclotrimethylenetrinitramine. Ten parts of soap, i. e. sodium stearate (5% by weight), was added and the slurry heated to 45 C. A solution of 5 parts of calcium chloride in 100 parts of water was slowly added to the wellagitated slurry. The solid obtained was filtered and dried. The treated cyclotrimethylenetrinitramine had excellent flowing properties.
Although the invention has been described in detail in the foregoing description, it will be apparent that many variations may be made without departing from the basic inventive concept. It is intended, therefore, to be limited only in accordance with the following claims:
I claim:
1. A process for producing cyclotrimethylenetrinitramine with improved flowing properties comprising forming a slurry of cyclotrimethylenetrinitramine particles in warm water, adding thereto from 0.55% by weight of a water-soluble salt of a fatty acid and thereafter adding to said slurry an excess of an aqueous solution of a watersoluble salt of a metal which forms an insoluble salt with said fatty acid.
2. A process for producing cyclotrimethylenetrinitramine with improved flowing properties comprising forming a slurry of the cyclotrimethylenetrinitramine in warm water, adding to said slurry 0.55% by weight of a solution of potassium stearate, and thereafter adding to said slurry an excess of an aqueous solution of calcium chloride.
3. A process for producing cyclotrimethylenetrinitramine with improved flowing properties, comprising forming a slurry of said cyclotrimethylenetrinitramine in warm water; adding thereto 0.55% by weight of a soluble salt of a normally solid fatty acid of over 10 carbon atoms; agitating the slurry; and thereafter adding to the slurry, with mixing, an aqueous solution of a salt of a metal selected from the group consisting of calcium, magnesium, zinc, lead and nickel. 5
References Cited in the file of thispatent UNITED STATES PATENTS 1,728,307 Ripp Sept. 17, 1929 10 4 Nichol Mar. 8, 1932 Baldwin Feb. 6, 1934 Meister Apr. 5, 1938 Lewis July 19, 1938 FOREIGN PATENTS Great Britain Dec. 31, 1945 Great Britain 1946
Claims (1)
1. A PROCESS FOR PRODUCING CYCLOTRIMETHYLENETRINITRAMINE WITH IMPROVED FLOWING PROPERTIES COMPRISING FORMING A SLURRY OF CYCLOTRIMETHYLENETRINITRAMINE PARTICLES IN WARM WATER, ADDING THERETO FROM 0.5-5% BY WEIGHT OF A WATER-SOLUBLE SALT OF A FATTY ACID THEREAFTER ADDING TO SAID SLURRY AN EXCESS OF AN AQUEOUS SOLUTION OF A WATERSOLUBLE SALT OF A METAL WHICH FORMS AN INSOLUBLE SALT WITH SAID FATTY ACID.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2719153A true US2719153A (en) | 1955-09-27 |
Family
ID=3441339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US2719153D Expired - Lifetime US2719153A (en) | Free flowing cyclotmmethylene |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2719153A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3281292A (en) * | 1963-06-04 | 1966-10-25 | Canadian Ind | Explosive compositions containing static-proofing ingredient |
| US3303073A (en) * | 1964-05-29 | 1967-02-07 | Canadian Ind | Ammonium nitrate-fuel oil explosive containing anti-static ingredinent |
| US3368929A (en) * | 1964-12-28 | 1968-02-13 | Commercial Solvents Corp | Particulate ammonium nitrate sensitized with a liquid hydrocarbon fuel containing calcium chloride as anti-caking agent |
| US3544360A (en) * | 1968-04-18 | 1970-12-01 | Nat Defence Canada | Process for desensitizing solid explosive particles by coating with wax |
| US4092187A (en) * | 1976-08-18 | 1978-05-30 | The United States Of America As Represented By The Secretary Of The Army | Process for coating crystalline high explosives |
| US4425170A (en) | 1977-05-11 | 1984-01-10 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Desensitizing explosives |
| US4430132A (en) | 1977-05-11 | 1984-02-07 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Desensitizing explosives |
| US20100218861A1 (en) * | 2000-10-26 | 2010-09-02 | Denis Gordon Verity | Metal and metal oxide granules, forming process and granule containing explosives |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1728307A (en) * | 1928-02-29 | 1929-09-17 | Trojan Powder Co | Explosive |
| US1848193A (en) * | 1924-04-22 | 1932-03-08 | Harry J Nichols | Filler for projectiles |
| US1946053A (en) * | 1929-10-12 | 1934-02-06 | Sandura Company Inc | Pigment |
| US2113539A (en) * | 1933-06-07 | 1938-04-05 | United Color And Pigment Compa | Pigments of improved wetting, dispersing, and nonsettling characteristics and the process of manufacturing same |
| US2124202A (en) * | 1936-12-03 | 1938-07-19 | Du Pont | Explosive |
| GB574271A (en) * | 1942-09-09 | 1945-12-31 | Ernest Gordon Cockbain | Desensitization of explosives |
| GB579302A (en) * | 1943-08-27 | 1946-07-30 | Du Pont | Improvement in propellent smokeless powders |
-
0
- US US2719153D patent/US2719153A/en not_active Expired - Lifetime
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1848193A (en) * | 1924-04-22 | 1932-03-08 | Harry J Nichols | Filler for projectiles |
| US1728307A (en) * | 1928-02-29 | 1929-09-17 | Trojan Powder Co | Explosive |
| US1946053A (en) * | 1929-10-12 | 1934-02-06 | Sandura Company Inc | Pigment |
| US2113539A (en) * | 1933-06-07 | 1938-04-05 | United Color And Pigment Compa | Pigments of improved wetting, dispersing, and nonsettling characteristics and the process of manufacturing same |
| US2124202A (en) * | 1936-12-03 | 1938-07-19 | Du Pont | Explosive |
| GB574271A (en) * | 1942-09-09 | 1945-12-31 | Ernest Gordon Cockbain | Desensitization of explosives |
| GB579302A (en) * | 1943-08-27 | 1946-07-30 | Du Pont | Improvement in propellent smokeless powders |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3281292A (en) * | 1963-06-04 | 1966-10-25 | Canadian Ind | Explosive compositions containing static-proofing ingredient |
| US3303073A (en) * | 1964-05-29 | 1967-02-07 | Canadian Ind | Ammonium nitrate-fuel oil explosive containing anti-static ingredinent |
| US3368929A (en) * | 1964-12-28 | 1968-02-13 | Commercial Solvents Corp | Particulate ammonium nitrate sensitized with a liquid hydrocarbon fuel containing calcium chloride as anti-caking agent |
| US3544360A (en) * | 1968-04-18 | 1970-12-01 | Nat Defence Canada | Process for desensitizing solid explosive particles by coating with wax |
| US4092187A (en) * | 1976-08-18 | 1978-05-30 | The United States Of America As Represented By The Secretary Of The Army | Process for coating crystalline high explosives |
| US4425170A (en) | 1977-05-11 | 1984-01-10 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Desensitizing explosives |
| US4430132A (en) | 1977-05-11 | 1984-02-07 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Desensitizing explosives |
| US20100218861A1 (en) * | 2000-10-26 | 2010-09-02 | Denis Gordon Verity | Metal and metal oxide granules, forming process and granule containing explosives |
| US7806999B2 (en) | 2000-10-26 | 2010-10-05 | Dennis Gordon Verity | Metal and metal oxide granules and forming process |
| US7985310B2 (en) | 2000-10-26 | 2011-07-26 | Denis Gordon Verity | Metal and metal oxide granules, forming process and granule containing explosives |
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