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US3902935A Expired / Lapsed US ⏱️ 0.0 years remaining

Stable propellant compositions containing carboxyl-terminated polyalkadiene with imine-epoxide curing agent

Assignee: ATK Launch Systems LLC
•
Filing: 1964-01-29
•
Granted: 1975-09-02
•
Expires: 1984-01-29
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Abstract

Abstract 1. A method for stabilizing propellant compositions containing carboxyl terminated hydrocarbon fuel binder, oxidizer and propellant adjuvants, from the adverse effects of aging at elevated temperatures, comprising incorporating into said propellant compositions prior to curing, from about 0.50 to 6.0 percent by weight of a imine/epoxide curing composition, said curing composition consisting essentially of epoxide resin and an imine curing agent selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl) phosphine sulfides in the proportion of about 10.0 to 1 parts by weight of imine for each part by weight of epoxide resin.

Inventors

  • 👤 Bobby M Wall
  • 👤 Grant Thompson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 01:12
CPC Classifications
C; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4071; C08G59/50; C08G59/5046; C08G59/5053; C08G59/506; C08G59/5066

Claims Analysis

Total Claims: 58
Claim 1
Independent Claim 94 words
A METHOD FOR STABILIZING PROPELLANT COMPOSITION CONTAINING CARBOXYL TERMINATED HYDROCARBON FUEL BINDER, OXIDIZER AND PROPELLANT ADJUVANTS FROM THE ADVERSE EFFECTS OF AGENT AT ELEVATED TEMPERATURES, COMPRISING INCORPORATING INTO SAID PROPELLANT COMPOSITION PRIOR TO CURING, FROM ABOUT 0.50 TO 6.0 PERCENT BY WEIGHT OF A IMINE-EPOXIDE CURING COMPOSITION, SAID CURING COMPOSITION CONSISTING ESSENTIALLY OF EPOXIDE RESIN AND AN IMINE CURING AGENT SELECTED FROM THE GROUP CONSISTING OF TRI(AXIRIDINYL) PHOSPHINE OXIDES AND TRI(AXIRDINYL) PHOSPHINE SULFIDES IN THE PROPORTION OF ABOUT 10.0 TO 1 PARTS BY WEIGHT OF AMINE FOR EACH PART BY WEIGHT OF EPOXIDE RESIN.
Claim 2
Independent Claim 94 words
A METHOD FOR STABILIZING PROPELLANT COMPOSITION CONTAINING CARBOXYL TERMINATED HYDROCARBON FUEL BINDER, OXIDIZER AND PROPELLANT ADJUVANTS FROM THE ADVERSE EFFECTS OF AGENT AT ELEVATED TEMPERATURES, COMPRISING INCORPORATING INTO SAID PROPELLANT COMPOSITION PRIOR TO CURING, FROM ABOUT 0.50 TO 6.0 PERCENT BY WEIGHT OF A IMINE-EPOXIDE CURING COMPOSITION, SAID CURING COMPOSITION CONSISTING ESSENTIALLY OF EPOXIDE RESIN AND AN IMINE CURING AGENT SELECTED FROM THE GROUP CONSISTING OF TRI(AXIRIDINYL) PHOSPHINE OXIDES AND TRI(AXIRDINYL) PHOSPHINE SULFIDES IN THE PROPORTION OF ABOUT 10.0 TO 1 PARTS BY WEIGHT OF AMINE FOR EACH PART BY WEIGHT OF EPOXIDE RESIN.
Claim 3
Dependent Claim 16 words
The method of claim 1 wherein the carboxyl terminated hydrocarbon fuel binder is a carboxyl-terminated polyalkadiene.
Claim 4
Dependent Claim 11 words
from about 15-35% by weight of carboxyl terminated hydrocarbon fuel binder.
Claim 5
Dependent Claim 11 words
from about 15-35% by weight of carboxyl terminated hydrocarbon fuel binder.
Claim 6
Dependent Claim 13 words
from about 15 - 35% by weight of carboxyl terminated polyalkadiene fuel binder.
Claim 7
Dependent Claim 13 words
from about 15 - 35% by weight of carboxyl terminated polyalkadiene fuel binder.
Claim 8
Dependent Claim 8 words
the fuel binder is a carboxyl terminated polybutadiene.
Claim 9
Dependent Claim 8 words
the fuel binder is a carboxyl terminated polybutadiene.
Claim 10
Dependent Claim 8 words
the fuel binder is a carboxyl terminated polybutadiene.
Claim 11
Dependent Claim 8 words
the fuel binder is a carboxyl terminated polybutadiene.
Claim 12
Dependent Claim 18 words
from about 15-35% by weight of carboxyl terminated polybutadiene having a molecular weight of from about 500 -6000.
Claim 13
Dependent Claim 18 words
from about 15-35% by weight of carboxyl terminated polybutadiene having a molecular weight of from about 500 -6000.
Claim 14
Dependent Claim 46 words
from about 0.30 - 2.0% by weight of imine/epoxide curing composition and curing catalysts, said curing composition being composed of tris(1-(2-methyl)aziridine)phosphine oxide epoxide resin in the proportion of about 4 - 1% by weight of tris(1-(2-methyl) aziridine) phosphine oxide to each part by weight of epoxide.
Claim 15
Dependent Claim 46 words
from about 0.30 - 2.0% by weight of imine/epoxide curing composition and curing catalysts, said curing composition being composed of tris(1-(2-methyl)aziridine)phosphine oxide epoxide resin in the proportion of about 4 - 1% by weight of tris(1-(2-methyl) aziridine) phosphine oxide to each part by weight of epoxide.
Claim 16
Dependent Claim 8 words
the imine curing agent is tris(1-(2-methyl)aziridine) phosphine sulfide.
Claim 17
Dependent Claim 8 words
the imine curing agent is tris(1-(2-methyl)aziridine) phosphine sulfide.
Claim 18
Dependent Claim 9 words
the imine curing agent is tris (1-(2-methyl)aziridine) phosphine oxide.
Claim 19
Dependent Claim 9 words
the imine curing agent is tris (1-(2-methyl)aziridine) phosphine oxide.
Claim 20
Dependent Claim 52 words
from about 0.5 - 6.0% by weight of imine/epoxide curing composition and curing catalysts, the imine being selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl) sulfides and being present in the proportion of from about 10 - 1 parts by weight of imine to each part by weight of epoxide.
Claim 21
Dependent Claim 52 words
from about 0.5 - 6.0% by weight of imine/epoxide curing composition and curing catalysts, the imine being selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl) sulfides and being present in the proportion of from about 10 - 1 parts by weight of imine to each part by weight of epoxide.
Claim 22
Dependent Claim 54 words
from about 0.50 - 6.0% by weight of a curing imine/epoxide composition and curing catalysts, the imine being selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl) phosphine sulfides and being present in the proportion of from about 10 to 1 parts by weight of imine to each part by weight of epoxide.
Claim 23
Dependent Claim 54 words
from about 0.50 - 6.0% by weight of a curing imine/epoxide composition and curing catalysts, the imine being selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl) phosphine sulfides and being present in the proportion of from about 10 to 1 parts by weight of imine to each part by weight of epoxide.
Claim 24
Dependent Claim 23 words
The method of claim 2 wherein the carboxyl terminated polyalkadiene is a carboxyl-terminated polybutadiene having a molecular weight between about 500 - 6000.
Claim 25
Dependent Claim 46 words
from about 0.30 - 2.0% by weight of imine/epoxide curing composition and curing catalysts, said curing composition being composed of tris(1-(2-methyl)aziridine)phosphine sulfide epoxide resin in the proportion of about 4 - 1% by weight of tris (1-(2-methyl) aziridine)Phosphine sulfide to each part by weight of epoxide.
Claim 26
Dependent Claim 46 words
from about 0.30 - 2.0% by weight of imine/epoxide curing composition and curing catalysts, said curing composition being composed of tris(1-(2-methyl)aziridine)phosphine sulfide epoxide resin in the proportion of about 4 - 1% by weight of tris (1-(2-methyl) aziridine)Phosphine sulfide to each part by weight of epoxide.
Claim 27
Dependent Claim 10 words
from about 1 - 24% by weight of aluminum powder.
Claim 28
Dependent Claim 10 words
from about 1 - 24% by weight of aluminum powder.
Claim 29
Dependent Claim 10 words
from about 1 - 24% by weight of aluminum powder.
Claim 30
Dependent Claim 10 words
from about 1 - 24% by weight of aluminum powder.
Claim 31
Independent Claim 92 words
A method of stabilizing propellant compositions containing carboxyl terminated polybutadiene fuel binder, perchlorate oxidizer and propellant adjuvants, from the adverse effects of aging at elevated temperatures comprising incorporating into the propellant composition prior to curing, 0.30 to 2.0 percent by weight of imine/epoxide curing composition, said curing composition being composed essentially of epoxide curing agent and an imine curing agent selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl)phosphine sulfides in the proportion of about 10.0 to 1 parts by weight of imine for each part by weight of epoxide resin.
Claim 32
Independent Claim 92 words
A method of stabilizing propellant compositions containing carboxyl terminated polybutadiene fuel binder, perchlorate oxidizer and propellant adjuvants, from the adverse effects of aging at elevated temperatures comprising incorporating into the propellant composition prior to curing, 0.30 to 2.0 percent by weight of imine/epoxide curing composition, said curing composition being composed essentially of epoxide curing agent and an imine curing agent selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl)phosphine sulfides in the proportion of about 10.0 to 1 parts by weight of imine for each part by weight of epoxide resin.
Claim 33
Dependent Claim 10 words
from about 0 0 10% by weight of propellant adjuvants.
Claim 34
Dependent Claim 10 words
from about 0 0 10% by weight of propellant adjuvants.
Claim 35
Dependent Claim 11 words
from about 0 - 10% parts by weight of propellant adjuvants.
Claim 36
Dependent Claim 11 words
from about 0 - 10% parts by weight of propellant adjuvants.
Claim 37
Dependent Claim 34 words
The method of claim 4 wherein the carboxyl terminated polyalkadiene has a molecular weight ranging between about 500 -6000, the perchlorate oxidizer is ammonium perchlorate and the imine curing agent is tris (1-(2-methyl)aziridine)phosphine oxide.
Claim 38
Dependent Claim 34 words
The method of claim 4 wherein the carboxyl terminated polyalkadiene has a molecular weight ranging between about 500 -6000, the perchlorate oxidizer is ammonium perchlorate and the imine curing agent is tris (1-(2-methyl)aziridine)phosphine sulfide.
Claim 39
Dependent Claim 9 words
A curable homogenous solid propellant composition composed essentially of:
Claim 40
Dependent Claim 9 words
A curable homogenous solid propellant composition composed essentially of:
Claim 41
Dependent Claim 17 words
The composition of claim 7 wherein the carboxyl terminated hydrocarbon fuel binder is a carboxyl terminated polyalkadiene.
Claim 42
Dependent Claim 26 words
The composition of claim 8 wherein the carboxyl terminated fuel binder is a carboxyl terminated polybutadiene having a molecular weight ranging from about 500 - 6000.
Claim 43
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 44
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 45
Dependent Claim 8 words
The solid propellant composition of claim 10 wherein
Claim 46
Dependent Claim 8 words
The solid propellant composition of claim 10 wherein
Claim 47
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 48
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 49
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 50
Dependent Claim 9 words
A curable homogeneous solid propellant composition composed essentially of:
Claim 51
Independent Claim 90 words
A method of curing liquid carboxyl terminated hydrocarbon resins comprising the steps of admixing with said liquid resins a 0.5 to 6.0% by weight portion of imine epoxide curing compositions, said curing composition being composed essentially of 10 to 1 parts by weight of imine to each part by weight of epoxide resin, said imine being selected from the group consisting of tri(aziridinyl) phosphine oxides and tri(aziridinyl) phosphine sulfides, and heating said admixed liquid resin curing composition mixture to an elevated temperature until a satisfactory state of cure is obtained.
Claim 52
Independent Claim 90 words
A method of curing liquid carboxyl terminated hydrocarbon resins comprising the steps of admixing with said liquid resins a 0.5 to 6.0% by weight portion of imine epoxide curing compositions, said curing composition being composed essentially of 10 to 1 parts by weight of imine to each part by weight of epoxide resin, said imine being selected from the group consisting of tri(aziridinyl) phosphine oxides and tri(aziridinyl) phosphine sulfides, and heating said admixed liquid resin curing composition mixture to an elevated temperature until a satisfactory state of cure is obtained.
Claim 53
Dependent Claim 15 words
The method of claim 15 wherein the liquid carboxyl terminated hydrocarbon resin is a polyalkadiene.
Claim 54
Dependent Claim 25 words
The method of claim 16 wherein the liquid carboxyl terminated polyalkadiene is a carboxyl terminated polybutadiene having a molecular weight of between 500 - 6000.
Claim 55
Independent Claim 112 words
A method of curing liquid carboxyl terminated polybutadiene resins having a molecular weight between 500 - 6000 comprising the steps of admixing with said liquid resins a 0.5 to 6.0% by weight portion of a curing composition, said curing composition being composed essentially of imine curing agent selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl)phosphine sulfides and epoxide curing agent, in the proportion of from about 2 to 1 parts by weight of an imine to each part by weight of epoxide and heating said admixed liquid resin curing composition mixutre to a temperature to between about 100* to 170* F for a period ranging from 24 to 300 hours.
Claim 56
Independent Claim 112 words
A method of curing liquid carboxyl terminated polybutadiene resins having a molecular weight between 500 - 6000 comprising the steps of admixing with said liquid resins a 0.5 to 6.0% by weight portion of a curing composition, said curing composition being composed essentially of imine curing agent selected from the group consisting of tri(aziridinyl)phosphine oxides and tri(aziridinyl)phosphine sulfides and epoxide curing agent, in the proportion of from about 2 to 1 parts by weight of an imine to each part by weight of epoxide and heating said admixed liquid resin curing composition mixutre to a temperature to between about 100* to 170* F for a period ranging from 24 to 300 hours.
Claim 57
Dependent Claim 17 words
The method of claim 18 wherein the imine is tris(1-(-methyl) aziridine)phosphine oxide and the epoxide is trifunctional.
Claim 58
Dependent Claim 18 words
The method of claim 18 wherein the imine is tris (1-(2-methyl) aziridine)phosphine sulfide and the epoxide is trifunctional.

References Cited (Backward Citations)

US3155552A Cited
US3147161A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-09-01 1979-03-03 1979-09-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-09-01 1983-03-03 1983-09-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-09-01 1987-03-03 1987-09-02 $7700.00 Window Closed / Lapsed

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