IP Library Granted Patent US 8,778,103
Granted Patent B2
US 8,778,103 · App. 13/225,159 · Granted Jul 15, 2014

Energetic compositions including nitrate esters and articles including such energetic compositions

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Quick Facts
Patent No.
US 8,778,103
App. No.
13/225,159
Granted
Jul 15, 2014
Kind
B2
Abstract

Methods of forming energetic compositions include forming a premix comprising a nitrate ester, a polymer, and a stabilizer, and combining solids with the premix. Additional stabilizer may be added with the solids and may remain in a crystalline state. Some methods include dissolving a stabilizer in at least one of a plurality of nitrate esters. Energetic compositions include a continuous matrix and a stabilizer. The continuous matrix includes a nitrate ester and surrounds a solid energetic material. Some compositions include a first nitrate ester, a second nitrate ester having a decomposition rate lower than the first nitrate ester, and a stabilizer. An article includes a housing and an energetic composition in the housing.

Claims (56)

1. An energetic composition, comprising:

a suspension comprising a continuous matrix comprising nitrocellulose, 2-nitrodiphenyl amine, polyethylene glycol, and N-methyl-4-nitroaniline, wherein the N-methyl-4-nitroaniline is dissolved in the continuous matrix;

a solid energetic material suspended in the continuous matrix; and

a crystalline stabilizer comprising crystalline N-methyl-4-nitroaniline suspended in the continuous matrix.

2. The energetic composition of claim 1 , further comprising a nitrate ester having a greater resistance to decomposition than the nitrocellulose.

3. The energetic composition of claim 1 , wherein the continuous matrix is in a liquid state.

4. The energetic composition of claim 1 , wherein the continuous matrix is in a solid state.

5. An energetic composition, comprising:

nitroglycerin, nitrocellulose, 2-nitrodiphenyl amine, polyethylene glycol, N-methyl-4-nitroaniline, ammonium perchlorate, HMX, and aluminum;

a nitrate ester selected from the group consisting of 1,2,4-butanetriol trinitrate, pentaerythritol tetranitrate, ethylene glycol dinitrate, diethylene glycol dinitrate, diglycerol tetranitrate, 1,2-propanediol dinitrate, trimethylolethane trinitrate, butyl-nitratoethylnitramine, triethyleneglycol dinitrate, and poly(glycidyl nitrate); and

a stabilizer dissolved in each of the nitroglycerin and the nitrate ester.

6. The energetic composition of claim 5 , wherein a weight ratio of the nitroglycerin to the nitrate ester is from about 1.5 to about 2.5.

7. The energetic composition of claim 5 , further comprising an additional amount of the stabilizer as a crystalline solid, the crystalline solid substantially free of nitroglycerin and the nitrate ester.

8. The energetic composition of claim 5 , further comprising a solid energetic material suspended in the nitroglycerin and the nitrate ester.

9. An article, comprising:

a housing; and

an energetic composition in the housing, the energetic composition comprising:

a suspension comprising a continuous matrix comprising a nitrate ester;

a solid energetic material comprising HMX suspended in the continuous matrix;

a crystalline stabilizer suspended in the continuous matrix; and

a dissolved stabilizer in the continuous matrix, wherein the dissolved stabilizer comprises the same chemical composition as the crystalline stabilizer.

10. The article of claim 9 , wherein the energetic composition is selected from the group consisting of a propellant composition, a gas generator composition, a smokeless gun powder composition, a munitions composition, and an explosive composition.

11. The article of claim 9 , wherein the article comprises a rocket motor, a gas generating device, ordnance, or munitions.

12. The article of claim 9 , wherein the article comprises a rocket motor.

13. An article, comprising:

a housing; and

an energetic composition in the housing, the energetic composition comprising:

nitroglycerin, nitrocellulose, 2-nitrodiphenyl amine, polyethylene glycol, N-methyl-4-nitroaniline, ammonium perchlorate, HMX, and aluminum;

a nitrate ester selected from the group consisting of 1,2,4-butanetriol trinitrate, pentaerythritol tetranitrate, ethylene glycol dinitrate, diethylene glycol dinitrate, diglycerol tetranitrate, 1,2-propanediol dinitrate, trimethylolethane trinitrate, butyl-nitratoethylnitramine, triethyleneglycol dinitrate, and poly(glycidyl nitrate);

a stabilizer dissolved in each of the nitroglycerin and the nitrate ester.

14. The article of claim 13 , wherein the energetic composition is selected from the group consisting of a propellant composition, a gas generator composition, a smokeless gun powder composition, a munitions composition, and an explosive composition.

15. The article of claim 13 , wherein the article comprises a rocket motor, a gas generating device, ordnance, or munitions.

16. The article of claim 13 , wherein the article comprises a rocket motor.

17. The energetic composition of claim 1 , wherein the sum of the N-methyl-4-nitroaniline in the suspension and the crystalline N-methyl-4-nitroaniline comprises at least about 1.0% by weight of the energetic composition.

18. An energetic composition, comprising:

a suspension comprising a continuous matrix comprising a nitrate ester;

a solid energetic material comprising HMX suspended in the continuous matrix;

a crystalline stabilizer suspended in the continuous matrix; and

a dissolved stabilizer in the continuous matrix, wherein the dissolved stabilizer comprises the same chemical composition as the crystalline stabilizer.

19. The energetic composition of claim 1 , wherein the energetic composition comprises ammonium perchlorate, HMX, and aluminum, suspended in the continuous matrix.

20. An energetic composition, comprising:

a continuous matrix comprising nitroglycerin, nitrocellulose, 2-nitrodiphenyl amine, polyethylene glycol, and N-methyl-4-nitroaniline, wherein the N-methyl-4-nitroaniline is dissolved in the polyethylene glycol; and

ammonium perchlorate, HMX, aluminum, and N-methyl-4-nitroaniline suspended in the continuous matrix;

wherein

the nitroglycerine comprises from about 10% to about 18% by weight of the energetic composition;

the nitrocellulose comprises from about 0.07% to about 0.18% by weight of the energetic composition;

the 2-nitrodiphenyl amine comprises from about 0.17% to about 0.22% by weight of the energetic composition;

the polyethylene glycol comprises about 6.2% by weight of the energetic composition;

the N-methyl-4-nitroaniline comprises at least about 1.0% of the energetic composition; and

the ammonium perchlorate, HMX, and aluminum together comprise at least about 75% by weight of the energetic composition.

21. The energetic composition of claim 20 , further comprising a second nitrate ester selected from the group consisting of 1,2,4-butanetriol trinitrate, pentaerythritol tetranitrate, ethylene glycol dinitrate, diethylene glycol dinitrate, diglycerol tetranitrate, 1,2-propanediol dinitrate, trimethylolethane trinitrate, butyl-nitratoethyInitramine, triethyleneglycol dinitrate, and poly(glycidyl nitrate).

22. An energetic composition, comprising:

nitroglycerin; ammonium perchlorate, HMX, and aluminum;

a nitrate ester selected from the group consisting of 1,2,4-butanetriol trinitrate, pentaerythritol tetranitrate, ethylene glycol dinitrate, diethylene glycol dinitrate, diglycerol tetranitrate, 1,2-propanediol dinitrate, trimethylolethane trinitrate, butyl-nitratoethyInitramine, triethyleneglycol dinitrate, and poly(glycidyl nitrate); and

a stabilizer dissolved in each of the nitroglycerin and the nitrate ester;

wherein the ammonium perchlorate, HMX, and aluminum together comprise at least about 75% by weight of the energetic composition.

Assignments (11)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2021
From: NORTHROP GRUMMAN INNOVATION SYSTEMS LLC
To: NORTHROP GRUMMAN SYSTEMS CORPORATION
Reel/Frame 055256/0892 →
CHANGE OF NAME Recorded Feb 4, 2021
From: NORTHROP GRUMMAN INNOVATION SYSTEMS, INC.
To: NORTHROP GRUMMAN INNOVATION SYSTEMS LLC
Reel/Frame 055223/0425 →
CHANGE OF NAME Recorded Nov 1, 2018
From: ORBITAL ATK, INC.
To: NORTHROP GRUMMAN INNOVATION SYSTEMS, INC.
Reel/Frame 047400/0381 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jun 6, 2018
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
To: ORBITAL ATK, INC.
Reel/Frame 046477/0874 →
RELEASE OF SECURITY INTEREST Recorded Oct 8, 2015
From: BANK OF AMERICA, N.A.
To: ALLIANT TECHSYSTEMS INC.; FEDERAL CARTRIDGE CO.; EAGLE INDUSTRIES UNLIMITED, INC.; AMMUNITION ACCESSORIES, INC.; ORBITAL ATK, INC. (F/K/A ALLIANT TECHSYSTEMS INC.)
Reel/Frame 036816/0624 →
SECURITY AGREEMENT Recorded Sep 30, 2015
From: ORBITAL ATK, INC.; ORBITAL SCIENCES CORPORATION
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 036732/0170 →
CHANGE OF NAME Recorded May 22, 2015
From: ALLIANT TECHSYSTEMS INC.
To: ORBITAL ATK, INC.
Reel/Frame 035753/0373 →
SECURITY AGREEMENT Recorded Nov 26, 2013
From: ALLIANT TECHSYSTEMS INC.; CALIBER COMPANY; EAGLE INDUSTRIES UNLIMITED, INC.; FEDERAL CARTRIDGE COMPANY; SAVAGE ARMS, INC.; SAVAGE RANGE SYSTEMS, INC.; SAVAGE SPORTS CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 031731/0281 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT SUPPLEMENT Recorded Oct 31, 2011
From: ALLIANT TECHSYSTEMS INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 027151/0658 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ADDRESS OF ALLIANT TECHSYSTEMS INC. TO REFLECT 7480 FLYING CLOUD DRIVE PREVIOUSLY RECORDED ON REEL 026910 FRAME 0701. ASSIGNOR(S) HEREBY CONFIRMS THE SELL, ASSIGN AND TRANSFER TO ALLIANT TECHSYSTEMS INC. Recorded Sep 16, 2011
From: MOSER, JOHN R., JR.; RAUN, RICHARD L.; SHAW, DAVID D.
To: ALLIANT TECHSYSTEMS INC.
Reel/Frame 026923/0524 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2011
From: MOSER, JOHN R.; RAUN, RICHARD L.; SHAW, DAVID D.
To: ALLIANT TECHSYSTEMS INC.
Reel/Frame 026910/0701 →