Ferrocenyl bonding agent oxidizers

Patent metadata

Field	Value
Publication number	US-10196324-B2
Application number	US-201414563348-A
Country	US
Kind code	B2
Filing date	Dec 8, 2014
Priority date	Dec 8, 2014
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

Disclosed herein are energetic compositions and methods of making thereof. A composition includes perchlorate or nitrate containing oxidizer particles, a polymeric binder, and a borylated ferrocene derivative bonding agent bonded to a surface of at least a portion the perchlorate or nitrate containing oxidizer particles to form a Lewis complex.

First claim

What is claimed is:

1. A composition comprising:
perchlorate or nitrate containing oxidizer particles;
a polymeric binder; and
a borylated ferrocene derivative bonding agent bonded to a surface of at least a portion the perchlorate or nitrate containing oxidizer particles to form a Lewis complex.

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 , further comprising a burning rate catalyst.

4. The composition of claim 3 , wherein the perchlorate containing oxidizer particles is ammonium perchlorate particles.

5. The composition of claim 1 , wherein the borylated ferrocene derivative bonding agent has the following structure:

wherein x, y, z, 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 halogen, a hydroxamic acid group, a hydroxyl 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 aryl group, an azide group, an acetal group, an aldehyde group, a diene group, a cycloalkyl group, a cycloaryl group, a polycycloaryl group, a substituted cycloaryl group, a metallocene group, a substituted metallocene group, or any combination thereof.

6. The composition of claim 1 , wherein the Lewis complex has the following formula: ˜B—O˜.

7. The composition of claim 1 , wherein the composition is a propellant composition or an explosive composition.

8. The composition of claim 1 , wherein the borylated ferrocene derivative bonding agent is an encapsulating film around the perchlorate or nitrate containing oxidizer particles.

9. The composition of claim 1 , wherein the perchlorate or nitrate containing oxidizer particles are chemically or adhesively bonded to the polymeric binder.

10. The composition of claim 1 , wherein the borylated ferrocene derivative bonding agent is a monomer, a homopolymer, or a copolymer.

11. A composition comprising:
a contact product of perchlorate or nitrate containing oxidizer particles, a polymeric binder, and a borylated ferrocene derivative bonding agent;
wherein the contact product includes a Lewis complex having the following formula: ˜B—O˜.

12. The composition of claim 11 , wherein the borylated ferrocene derivative bonding agent has the following formula:
(RBR′) n ,

wherein n is an integer from 1 to 20; R is ferrocenyl or substituted ferrocenyl; and R′ is 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 halogen, a hydroxamic acid group, a hydroxyl 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 aryl group, an azide group, an acetal group, an aldehyde group, a diene group, a cycloalkyl group, a cycloaryl group, a polycycloaryl group, a substituted cycloaryl group, a metallocene group, a substituted metallocene group, or any combination thereof.

13. The composition of claim 11 , wherein the borylated ferrocene derivative bonding agent has the following formula:
R 2 B 2 R ′ 2 ,
wherein R is ferrocenyl or substituted ferrocenyl; and R′ is 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 halogen, a hydroxamic acid group, a hydroxyl 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 aryl group, an azide group, an acetal group, an aldehyde group, a diene group, a cycloalkyl group, a cycloaryl group, a polycycloaryl group, a substituted cycloaryl group, a metallocene group, a substituted metallocene group, or any combination thereof.

14. A method of making a composition, the method comprising:
forming a contact product of perchlorate or nitrate containing oxidizer particles, a polymeric binder, and a borylated ferrocene derivative bonding agent;
wherein the borylated ferrocene derivative bonding agent is bonded to a surface of at least a portion the perchlorate or nitrate containing oxidizer particles to form a Lewis complex.

15. The method of claim 14 , wherein the Lewis complex has the following formula: ˜B—O˜.

16. The method of claim 14 , wherein the borylated ferrocene derivative bonding agent has the following structure:

wherein x, y, z, 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 halogen, a hydroxamic acid group, a hydroxyl 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 aryl group, an azide group, an acetal group, an aldehyde group, a diene group, a cycloalkyl group, a cycloaryl group, a polycycloaryl group, a substituted cycloaryl group, a metallocene group, a substituted metallocene group, or any combination thereof.

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

18. The method of claim 14 , further comprising a burning rate catalyst.

19. The method of claim 14 , wherein the perchlorate or nitrate containing oxidizer particles are chemically or adhesively bonded to the polymeric binder.

20. The composition of claim 1 , wherein the borylated ferrocene derivative bonding agent comprises a boron electron pair acceptor that shares electrons with the perchlorate or nitrate oxidizer particles to form a stable bond in the Lewis complex.

Assignees

• Raytheon Co

Inventors

• Deppert Thomas M
• Smith David R

Classifications

• C06B43/00

  Compositions characterised by explosive or thermic constituents not provided for in groups C06B25/00 - C06B41/00 · CPC title

• C06B45/10 Primary

  the organic component containing a resin · CPC title

• C06B23/007

  Ballistic modifiers, burning rate catalysts, burning rate depressing agents, e.g. for gas generating · CPC title

• C06B29/22

  the salt being ammonium perchlorate · CPC title