US4670068A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyfunctional isocyanate crosslinking agents for propellant binders
Assignee: Hercules LLC
•
Filing: 1984-06-27
•
Granted: 1987-06-02
•
Expires: 2004-06-27
Abstract
Abstract A process for preparation of polyfunctional isocyanates having an NCO functionality of at least 4 is provided. The process is conducted at temperatures below 50 DEG C. Polyols having a hydroxyl functionality of at least 4 are reacted with diisocyanates to produce the polyfunctional isocyanates. The ratio of isocyanate groups to hydroxyl groups of the polyol must be at least 4/l. The new polyfunctional isocyanates are particularly useful as crosslinking agents for propellant compositions having a binder containing pendant hydroxyl groups.
Inventors
- 👤 Minn-Shong Chi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 21:19
CPC Classifications
C; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
177 words
In a propellant composition comprising a binder prepolymer having pendant hydroxyl groups, an auxiliary crosslinking agent comprising nitrocellulose, an energetic plasticizer, oxidizer solids selected from inorganic and organic materials, a crosslinxing agent for said binder prepolymer and a curing catalyst for said propellant composition, the improvement comprising as the crosslinking agent a polyfunctional isocyanate composition having an average isocyanate functionality of at least 4, said polyfunctional isocyanate being made by a process comprising reacting (a) a polyol having a hydroxyl functionality of at least 4 dissolved in a solvent inert to reaction witn said polyol, and (b) a diisocyanate, at a temperature of from about room temperature (22° C.) to below about 50° C. forming a reaction mass, the initial ratio of isocyanate groups of the diisocyanate to the hydroxyl groups of the polyol being at least 4/1, said reaction being continued until substantially all of hydroxyl groups of the polyol in the reaction mass have reacted with the isocyanate groups of the diisocyanate and recovering polyfunctional isocyanates having an average isocyanate functionality of at least 4.
Claim 2
Dependent Claim
177 words
In a propellant composition comprising a binder prepolymer having pendant hydroxyl groups, an auxiliary crosslinking agent comprising nitrocellulose, an energetic plasticizer, oxidizer solids selected from inorganic and organic materials, a crosslinxing agent for said binder prepolymer and a curing catalyst for said propellant composition, the improvement comprising as the crosslinking agent a polyfunctional isocyanate composition having an average isocyanate functionality of at least 4, said polyfunctional isocyanate being made by a process comprising reacting (a) a polyol having a hydroxyl functionality of at least 4 dissolved in a solvent inert to reaction witn said polyol, and (b) a diisocyanate, at a temperature of from about room temperature (22° C.) to below about 50° C. forming a reaction mass, the initial ratio of isocyanate groups of the diisocyanate to the hydroxyl groups of the polyol being at least 4/1, said reaction being continued until substantially all of hydroxyl groups of the polyol in the reaction mass have reacted with the isocyanate groups of the diisocyanate and recovering polyfunctional isocyanates having an average isocyanate functionality of at least 4.
Claim 3
Dependent Claim
178 words
In a propellant composition comprising a binder prepolymer having pendant hydroxyl groups, a crosslinking aid comprising cellulose acetate butyrate, an energetic plasticizer, oxidizer solids selected from inorganic and organic materials, a crosslinking agent for said binder prepolymer and a curing catalyst for said propellant composition, the improvement comprising as the crosslinking agent a polyfunctional isocyanate composition having an average isocyanate functionality of at least 4, said polyfunctional isocyanate being made by a process comprising reacting (a) a polyol having a hydroxyl functionality of at least 4 dissolved in a solvent inert to reaction witn said polyol, and (b) a diisocyanate, at a temperature of from about room temperature (22° C.) to below about 50° C. forming a reaction mass, the initial ratio of isocyanate groups of the diisocyanate to the hydroxyl groups of the polyol being at least 4/1, said reaction being continued until substantially all of hydroxyl groups of the polyol in the reaction mass have reacted with the isocyanate groups of the diisocyanate and recovering polyfunctional isocyanates having an average isocyanate functionality of at least 4.
Claim 4
Dependent Claim
178 words
In a propellant composition comprising a binder prepolymer having pendant hydroxyl groups, a crosslinking aid comprising cellulose acetate butyrate, an energetic plasticizer, oxidizer solids selected from inorganic and organic materials, a crosslinking agent for said binder prepolymer and a curing catalyst for said propellant composition, the improvement comprising as the crosslinking agent a polyfunctional isocyanate composition having an average isocyanate functionality of at least 4, said polyfunctional isocyanate being made by a process comprising reacting (a) a polyol having a hydroxyl functionality of at least 4 dissolved in a solvent inert to reaction witn said polyol, and (b) a diisocyanate, at a temperature of from about room temperature (22° C.) to below about 50° C. forming a reaction mass, the initial ratio of isocyanate groups of the diisocyanate to the hydroxyl groups of the polyol being at least 4/1, said reaction being continued until substantially all of hydroxyl groups of the polyol in the reaction mass have reacted with the isocyanate groups of the diisocyanate and recovering polyfunctional isocyanates having an average isocyanate functionality of at least 4.
Claim 5
Dependent Claim
36 words
The propellant of claim 1 in which the binder prepolymer comprises polyetnylene glycol having a molecular weignt of from about 3,144 to about 7,634 and the polyfunctional isocyanate is prepared by reaction of pentaerythritol and hexamethylenediisocyanate.
Claim 6
Dependent Claim
20 words
The propellant of claim 1 in which the polyfunctional isocyanate is prepared by reaction of a tetraol and hexamethylene diisocyanate.
Claim 7
Dependent Claim
18 words
The propellant of claim 1 in which polyfunctional isocyanate is prepared by reaction of dipentaerythritol and hexamethylene diisocyanate.
Claim 8
Dependent Claim
15 words
The propellant of claim 1 in which the nitrocellulose is 5 sec Nitrocellulose (solution viscosity).
References Cited (Backward Citations)
US2855421A
Cited
US3956890A
Cited
US3198677A
Cited
US3455883A
Cited
US4165247A
Cited
US3811967A
Cited
US4298411A
Cited
US4038115A
Cited
US3658763A
Cited
US3790416A
Cited
US4110135A
Cited
US4158583A
Cited
US4154633A
Cited
US4234364A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-06-01 | 1990-12-01 | 1991-06-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-06-01 | 1994-12-01 | 1995-06-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-06-01 | 1998-12-01 | 1999-06-02 | $7700.00 | Window Closed / Lapsed |