Process for preparing light curable energetic binder

Patent metadata

Field	Value
Publication number	US-11535707-B1
Application number	US-201916540386-A
Country	US
Kind code	B1
Filing date	Aug 14, 2019
Priority date	Aug 14, 2018
Publication date	Dec 27, 2022
Grant date	Dec 27, 2022

Abstract

The present invention is directed to a process for preparing light curable energetic polymeric binders. The process for preparing such binder comprises the steps of mixing a pre-polymer such as PGN or GAP having a terminal hydroxyl group with a solvent and adding reactants wherein the reactant has a light curable moiety and a pre-polymer reactive moiety. Catalysts such as carbodiimide and DMAP may be further added to the mixture.

First claim

What is claimed is:

1. A process for preparing light curable energetic polymeric binder comprising:
a. combining a pre-polymer, wherein the pre-polymer is polyglycidyl nitrate (PGN) having a terminal hydroxyl group or polyglycidyl azide (GAP) having a terminal hydroxyl group, with a solvent wherein said solvent is dichloromethane, acetone or tetrahydrofuran to form a mixture;
b. adding a reactant having a pre-polymer reactive moiety and a light curable moiety wherein said light curable moiety is an alkene, alkyne or acrylate to the mixture;
c. cooling the mixture to below 0° C.;
d. warming the mixture to room temperature; and
e. recovering the formed light curable energetic polymer.

2. The process of claim 1 , wherein the reactant having a pre-polymer reactive moiety is selected from the group consisting of 4-pentynoic acid, 4-pentenoic acid, acrylic acid, acryloyl chloride, acrylic anhydride, and 2-isocyanatoethyl acrylate.

3. The process of claim 2 , wherein a catalyst is added to the mixture.

4. The process of claim 3 , wherein the catalyst is a carbodiimide.

5. The process of claim 3 , wherein the carbodiimide is N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide (EDCI), dicyclohexylcarbodiimide (DCC), or N,N′-Diisopropylcarbodiimide (DIC).

6. The process of claim 3 , wherein the catalyst is EDCI or 4-Dimethylaminopyridine (DMAP).

7. The process of claim 1 , wherein the reactant having a prep-polymer reactive moiety is a carboxylic acid.

8. The process of claim 7 , wherein the carboxylic acid is 4-pentynoic or 4-pentenoic acid.

9. A process for preparing light curable energetic polymer binder comprising:
a. combining a pre-polymer, wherein the pre-polymer is polyglycidyl nitrate (PGN) having a terminal hydroxyl group or polyglycidyl azide (GAP) having a terminal hydroxyl group, with a solvent wherein said solvent is dichloromethane, acetone or tetrahydrofuran to form a mixture;
b. adding a reactant having pre-polymer reactive moiety, wherein the pre-polymer reactive moiety is a carboxylic acid and a light curable moiety wherein said light curable moiety is an alkene, alkyne or acrylate to the mixture;
c. cooling the mixture to below 0° C.;
d. adding a catalyst to the mixture wherein the catalyst is a carbodiimide or DMAP;
e. warming the mixture to room temperature; and
f. recovering the formed light curable energetic polymer.

10. A process for preparing light curable energetic polymer binder comprising:
a. combining a pre-polymer, wherein the pre-polymer is polyglycidyl nitrate (PGN) having a terminal hydroxyl group or polyglycidyl azide (GAP) having a terminal hydroxyl group, with a solvent wherein said solvent is dichloromethane, acetone or tetrahydrofuran to form a mixture;
b. adding a reactant having pre-polymer reactive moiety, wherein the pre-polymer reactive moiety is a acryloyl chloride, acrylic anhydride, or 2-isocyanatoethyl acrylate and a light curable moiety wherein said light curable moiety is an alkene, alkyne or acrylate to the mixture;
c. cooling the mixture to below 0° C.;
d. warming the mixture to room temperature; and
e. recovering the formed light curable energetic polymer.

Assignees

• Us Gov Sec Army
• Us Army

Inventors

• Paraskos Alexander
• Cooke Edward D
• Beckel Eric R

Classifications

• C08G18/5021 Primary

  having nitrogen · CPC title

• C08G65/3322

  acyclic · CPC title

• C08G65/33348 Primary

  containing isocyanate group · CPC title

• C08G65/332 Primary

  containing carboxyl groups, or halides, or esters thereof · CPC title

• C06B45/105

  The resin being a polymer bearing energetic groups or containing a soluble organic explosive · CPC title