Methods to desensitize hydrazinium nitroformate (HNF)

Patent metadata

Field	Value
Publication number	US-9505666-B2
Application number	US-201414268470-A
Country	US
Kind code	B2
Filing date	May 2, 2014
Priority date	May 2, 2014
Publication date	Nov 29, 2016
Grant date	Nov 29, 2016

Abstract

Disclosed herein are energetic compositions and methods of making thereof. A composition includes hydrazinium nitroformate (HNF) particles dispersed in a polymeric binder and a bonding agent bonded to a surface of at least a portion the HNF particles. The bonding agent disclosed is a Lewis acid.

First claim

What is claimed is:

1. A composition comprising:
hydrazinium nitroformate (HNF) particles dispersed in a polymeric binder; and
a bonding agent bonded to a surface of at least a portion the HNF particles;
wherein the bonding agent is a Lewis acid, and the Lewis acid is a boron-containing polymer having the following structure:

wherein n is an integer from 1 to 20, and x and y are each independently a hydrogen, an acrylate group, an acyl halide group, an amide group, an amine group, a carboxylate group, a carboxylate thiol group, an ester group, an ether group, a hydroxamic acid group, a hydroxyl group, a methacrylate group, a nitrate group, a nitrile group, a phosphate group, a phosphine group, a phosphonic acid group, a silane group, a sulfate group, a sulfide group, a sulfite group, a thiolate group, an alkane group, an alkene group, an alkyne group, an azide group, an acetal group, an aldehyde group, a diene group, an anhydride group, a 3-membered ring group, 4-membered ring group, a 5-membered ring group, or a 6-membered ring group, or any combination thereof.

2. The composition of claim 1 , wherein the polymeric binder is a hydroxyl terminated polybutadiene, a glycidyl azide polymer, a polyether, a polyester, or any combination thereof.

3. The composition of claim 1 , wherein the HNF particles comprise hydrazine and nitroformate in substantially equimolar ratios.

4. The composition of claim 1 , wherein the bonding agent is bonded to the HNF particles with a chemical bond or an adhesive bond.

5. A composition comprising:
HNF oxidizer particles dispersed in a polymeric binder; and
a Lewis acid bonding agent bonded to at least a portion of a surface the HNF particles to form an encapsulating film, wherein the HNF particles have an average diameter in a range between about 5 and about 200 microns.

6. The composition of claim 5 , wherein the Lewis acid bonding agent is a boron-containing copolymer having the following structure:

wherein n is an integer from 1 to 20, m is an integer from 1 to 20, and x, y, and z are each independently a hydrogen, an acrylate group, an acyl halide group, an amide group, an amine group, a carboxylate group, a carboxylate thiol group, an ester group, an ether group, a hydroxamic acid group, a hydroxyl group, a methacrylate group, a nitrate group, a nitrile group, a phosphate group, a phosphine group, a phosphonic acid group, a silane group, a sulfate group, a sulfide group, a sulfite group, a thiolate group, an alkane group, an alkene group, an alkyne group, an azide group, an acetal group, an aldehyde group, a diene group, an anhydride group, a 3-membered ring group, 4-membered ring group, a 5-membered ring group, or a 6-membered ring group, or any combination thereof.

7. The composition of claim 5 , further comprising a polyisocyanate.

8. The composition of claim 5 , wherein the Lewis acid bonding agent is an enone compound.

9. The composition of claim 8 , further comprising a curing agent.

10. A method of making a composition, the method comprising:
coating at least a portion of a surface of HNF particles with a Lewis acid bonding agent to form coated HNF particles with the Lewis acid bonding agent bonded to at least a portion of the surface of the HNF particles to form an encapsulating film, the HNF particles having an average diameter in a range between about 5 and about 200 microns; and
mixing the coated HNF particles with a polymeric binder such that the coated HNF particles are dispersed in the polymeric binder to form the composition.

11. The method of claim 10 , wherein the Lewis acid bonding agent is a boron-containing monomer having the following structure:

wherein x, y, and z are each independently a hydrogen, an acrylate group, an acyl halide group, an amide group, an amine group, a carboxylate group, a carboxylate thiol group, an ester group, an ether group, a hydroxamic acid group, a hydroxyl group, a methacrylate group, a nitrate group, a nitrile group, a phosphate group, a phosphine group, a phosphonic acid group, a silane group, a sulfate group, a sulfide group, a sulfite group, a thiolate group, an alkane group, an alkene group, an alkyne group, an azide group, an acetal group, an aldehyde group, a diene group, an anhydride group, a 3-membered ring group, 4-membered ring group, a 5-membered ring group, or a 6-membered ring group, or any combination thereof.

12. The method of claim 10 , wherein the Lewis acid is a boron-containing polymer having the following structure:

wherein n is an integer from 1 to 20, and x and y are each independently a hydrogen, an acrylate group, an acyl halide group, an amide group, an amine group, a carboxylate group, a carboxylate thiol group, an ester group, an ether group, a hydroxamic acid group, a hydroxyl group, a methacrylate group, a nitrate group, a nitrile group, a phosphate group, a phosphine group, a phosphonic acid group, a silane group, a sulfate group, a sulfide group, a sulfite group, a thiolate group, an alkane group, an alkene group, an alkyne group, an azide group, an acetal group, an aldehyde group, a diene group, an anhydride group, a 3-membered ring group, 4-membered ring group, a 5-membered ring group, or a 6-membered ring group, or any combination thereof.

13. The method of claim 10 , wherein the HNF comprises hydrazine and nitroformate in a molar ratio in a range from about 0.99:1 to 1:0.99.

14. The method of claim 10 , wherein the composition is a propellant or an explosive.

15. The method of claim 10 , further comprising curing the composition.

Assignees

• Raytheon Co

Inventors

• Deppert Thomas M
• Smith David R
• Shanholtz Carl

Classifications

• C06B47/08

  a component containing hydrazine or a hydrazine derivative · CPC title

• C06B25/36

  the compound being a nitroparaffin · CPC title

• C06B45/32

  the coating containing an organic compound · CPC title

• C06B45/10 Primary

  the organic component containing a resin · CPC title