EP0853603B1 - Molded gas generating compositions containing a quick cure hydroxyl-terminated binder system and process for producing the same - Google Patents
Molded gas generating compositions containing a quick cure hydroxyl-terminated binder system and process for producing the same Download PDFInfo
- Publication number
- EP0853603B1 EP0853603B1 EP96929767A EP96929767A EP0853603B1 EP 0853603 B1 EP0853603 B1 EP 0853603B1 EP 96929767 A EP96929767 A EP 96929767A EP 96929767 A EP96929767 A EP 96929767A EP 0853603 B1 EP0853603 B1 EP 0853603B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- gas
- generating composition
- weight percent
- hydroxyl
- molded
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 99
- 239000011230 binding agent Substances 0.000 title claims description 33
- 238000000034 method Methods 0.000 title claims description 18
- 229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 claims description 22
- 239000003054 catalyst Substances 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 239000007800 oxidant agent Substances 0.000 claims description 13
- -1 alkali metal chlorates Chemical class 0.000 claims description 7
- 238000001125 extrusion Methods 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 238000001746 injection moulding Methods 0.000 claims description 3
- ZHXAZZQXWJJBHA-UHFFFAOYSA-N triphenylbismuthane Chemical compound C1=CC=CC=C1[Bi](C=1C=CC=CC=1)C1=CC=CC=C1 ZHXAZZQXWJJBHA-UHFFFAOYSA-N 0.000 claims description 3
- GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 claims description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910001485 alkali metal perchlorate Inorganic materials 0.000 claims description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 claims description 2
- 150000002513 isocyanates Chemical class 0.000 claims description 2
- 238000007493 shaping process Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000007789 gas Substances 0.000 description 7
- 238000000465 moulding Methods 0.000 description 7
- 238000002485 combustion reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000001681 protective effect Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- AXZAYXJCENRGIM-UHFFFAOYSA-J dipotassium;tetrabromoplatinum(2-) Chemical compound [K+].[K+].[Br-].[Br-].[Br-].[Br-].[Pt+2] AXZAYXJCENRGIM-UHFFFAOYSA-J 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- 229910001487 potassium perchlorate Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 231100001261 hazardous Toxicity 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 description 1
- AMUBKBXGFDIMDJ-UHFFFAOYSA-N 3-heptyl-1,2-bis(9-isocyanatononyl)-4-pentylcyclohexane Chemical compound CCCCCCCC1C(CCCCC)CCC(CCCCCCCCCN=C=O)C1CCCCCCCCCN=C=O AMUBKBXGFDIMDJ-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000567 combustion gas Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- XQHAGELNRSUUGU-UHFFFAOYSA-M lithium chlorate Chemical compound [Li+].[O-]Cl(=O)=O XQHAGELNRSUUGU-UHFFFAOYSA-M 0.000 description 1
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 1
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 1
- GTWLADZKJJZKTE-UHFFFAOYSA-N magnesium furan-2,5-dione oxygen(2-) triphenylbismuthane Chemical compound [O--].[Mg++].O=C1OC(=O)C=C1.c1ccc(cc1)[Bi](c1ccccc1)c1ccccc1 GTWLADZKJJZKTE-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 150000003071 polychlorinated biphenyls Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B45/00—Compositions or products which are defined by structure or arrangement of component of product
- C06B45/04—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive
- C06B45/06—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component
- C06B45/10—Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component the organic component containing a resin
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06D—MEANS FOR GENERATING SMOKE OR MIST; GAS-ATTACK COMPOSITIONS; GENERATION OF GAS FOR BLASTING OR PROPULSION (CHEMICAL PART)
- C06D5/00—Generation of pressure gas, e.g. for blasting cartridges, starting cartridges, rockets
- C06D5/06—Generation of pressure gas, e.g. for blasting cartridges, starting cartridges, rockets by reaction of two or more solids
Definitions
- the present invention relates to inflators for devices such as protective passive restraints or "air bags” used in motor vehicles, escape slide chutes, life rafts, and the like. More particularly, the present invention relates to molded gas-generating compositions according to claim 8 which are used in inflators and a method according to claim 1.
- Inflation is generally accomplished by means of a gas, such as air, nitrogen, carbon dioxide, helium, and the like which is stored under pressure and further pressurized and supplemented at the time of use by the addition of high temperature combustion gas products produced by the burning of a gas-generating composition.
- a gas such as air, nitrogen, carbon dioxide, helium, and the like which is stored under pressure and further pressurized and supplemented at the time of use by the addition of high temperature combustion gas products produced by the burning of a gas-generating composition.
- the inflation gases are solely produced by gas-generating compositions.
- gas-generating compositions are incorporated into mechanical inflator devices in the form of powders, grains, pellets, or the like.
- a particular convenient manner to incorporate gas-generating compositions into inflator devices is to form or mold the compositions into solid structures.
- molded gas-generating components In order to be moldable they generally include binder components, some of which are suspected to produce hazardous combustion products.
- binder components some of which are suspected to produce hazardous combustion products.
- PVC polyvinyl chloride
- PCB's polychlorinated biphenyls
- the present invention is directed to the use in the method of claim 1 of moldable gas-generating compositions which do not include binder components which are suspected of producing harmful combustion products. More particularly, the present invention is directed to the use in the method of claim 1 of moldable gas-generating compositions which avoid the use of polyvinyl chloride (PVC) binders.
- PVC polyvinyl chloride
- Gas-generating compositions containing hydroxyl terminated polybutadiene are known from EP 0194180 for use in gun propellant, from US4184031 for use in vorket propellants and from EP 0685368 (prior art as defined in Ar 54(3) EPC) for use in hydrid air bag inflation systems.
- Another object of the present invention is to use gas-generating compositions which can be injection molded or extruded.
- a further object of the present invention is to use moldable gas-generating compositions which do not include polyvinyl chloride binder components.
- a still further object of the present invention is to use moldable gas-generating compositions which include hydroxyl terminated polybutadiene (HTPB) binder systems.
- HTPB hydroxyl terminated polybutadiene
- a still further object of the present invention is to use moldable gas-generating compositions which can be quick cured.
- a still further object of the present invention is to use moldable gas-generating compositions which can be cured in approximately 7 minutes or less.
- a yet further object of the present invention is to provide a method of molding gas-generating compositions according to claim 1.
- a yet further object of the present invention is to provide a method of molding gas-generating compositions which include hydroxyl terminated polybutadiene (HTPB) binder systems which can be quick cured.
- HTPB hydroxyl terminated polybutadiene
- the present invention provides a molded gas-generating composition according to claim 8 which includes:
- the present invention further provides a method of forming a molded gas-generating according to claim 1 which comprises:
- the present invention further provides an inflator for inflating emergency devices which inflator includes a molded gas-generating composition according to claim 8 that consists essentially of an oxidizer component and a hydroxyl-terminated polybutadiene binder component.
- the present invention is directed to the use in the method of claim 1 of gas-generating compositions which, upon ignition, rapidly generate large amounts of gaseous reaction products.
- the gas-generating compositions used in the present invention are moldable. In this regard, they can be prepared so as to have a suitable viscosity for injection molding, extrusion, or the like. After molding the composition can be cured to form solid structures
- the gas-generating compositions are molded into solid shapes which are incorporated into mechanical inflator devices such as protective passive restraints or "air bags” used in motor vehicles, escape slide chutes, life rafts, or the like.
- the present gas-generating compositions can be used in conjunction with inflator devices which primarily rely upon stored pressurized gas, and combustible gas-generating compositions to supplement the pressure of the stored gas at the time of use.
- the present gas-generating compositions can be used as the primary source of gas used to inflate an inflation device.
- the molded gas-generating compositions of the present invention can be ignited by a conventional initiator or ignitor.
- a conventional initiator or ignitor For example, when used in conjunction with protective passive restraints or "air bags" used in motor vehicles, electric squibs which are activated upon a sensed impact of the motor vehicle can be used to ignite the gas-generating compositions.
- the gas-generating compositions used in the present invention according to claim 8 include an oxidizer component, a binder component which serves as a fuel, a curing agent for the binder component, and a cure catalyst.
- the essential components include the oxidizer component and the binder component.
- the curing agent and cure catalyst can be considered essential components. However, it is to be understood that the cure catalyst is only necessary when one desired to quicken the curing rate of the compositions.
- Suitable oxidizers which can be used in the gas-generating compositions include alkali metal chlorates, alkali metal perchlorates, and mixtures thereof. Examples of these oxidizers include sodium chlorate, potassium chlorate, lithium chlorate, sodium perchlorate, potassium perchlorate, and lithium perchlorate. Other oxidizers which can be use include alkaline earth metal perchlorates and ammonium perchlorate.
- One oxidizer which has been found to be particularly useful for purposes of the present invention is potassium perchlorate.
- the binder component used in the gas-generating compositions is a hydroxyl-terminated polybutadiene (HTPB).
- HTPB hydroxyl-terminated polybutadiene
- This binder functions as both a binder and a fuel component in the composition.
- Hydroxyl-terminated polybutadiene has been found to be a desirable binder component since it does not produce hazardous compounds upon combustion.
- a curing agent for the binder component is included in the gas-generating composition.
- the curing agent causes the binder component to cure during the molding process.
- Curing agents include isocyanates and diisocyanates, particularly di-polyfuncational diisocyanates.
- exemplary curing agents include hexamethylene diisocyanate, poly phenylmethylene isocyanate, isophorone diisocyanate, dimeryl diisocyanate, and the like.
- a cure catalyst is included in the gas-generating compositions.
- the cure catalyst accelerates the curing speed of the gas-generating compositions so that they can be quick cured after molding.
- the curing catalysts are selected from the group consisting of triphenylbismuth, dibutyltin dilaurate, and mixtures thereof.
- the curing catalyst accelerates the curing of the gas-generating compositions so that they can be molded quickly.
- the oxidizer component comprises about 83 to 95 weight percent of the gas-generating compositions
- the binder component and the curing agent together comprise about 5 to 17 weight percent of the composition
- the cure catalyst comprises about 0.025 to 0.5 weight percent of the composition.
- the oxidizer component comprises about 85 to 90 weight percent of the gas-generating compositions
- the binder component and the curing agent together comprise about 10 to 15 weight percent of the composition
- the cure catalyst comprises about 0.025 to 0.5 weight percent of the composition.
- the oxidizer component comprises about 88 weight percent of the gas-generating compositions
- the binder component and the curing agent together comprise about 11.8 to 11.9 weight percent of the composition
- the cure catalyst comprises about 0.1 to 0.2 weight percent of the composition.
- the gas-generating compositions used in the present invention have a cure rate of less than 7 minutes and more typically between about 3 to 5 minutes, over a temperature range of about 93.3 to 190.6°C (200 to 375°F).
- the curing rate of the gas-generating compositions used in the present invention is dependent upon the curing temperature, as one would expect. The fastest curing times are obtained at higher curing temperatures.
- the upper limit of the curing temperature is just below the decomposition temperature of the composition. Therefore, for purposes of the present invention, the upper cure temperature should be limited to about 190.6°C (375°F)
- a composition which included about 88 weight percent of the oxidizer component, about 11.8 to 11.9 weight percent of the binder component, and about 0.1 to 0.2 weight percent of the cure catalyst was found to have a curing rate of between about 3 to 5 minutes at 176.7°C (350°F).
- the gas-generating compositions used in the present invention are prepared by mixing the individual components together.
- the binder component and oxidizer component can be premixed together. It is preferred to add the curing agent and cure catalyst to the binder component and oxidizer component just prior to molding or extruding the composition so that the composition does not begin to cure prematurely.
- the components can be mixed together utilizing conventional mixers, blenders, mills, etc. which are known to be useful for mixing pyrotechnic compositions.
- an extrudable mass of the composition is prepared by mixing the components together.
- the extrudable mass is then fed into an extruder, extruded and blocked as desired.
- the extrudable mass is extruded, cut free and cured.
- the viscosity of the mixed composition can be adjusted as necessary by incorporating a removable solvent such as ethyl acetate, acetone, ethyl alcohol, or mixtures thereof.
- a removable solvent such as ethyl acetate, acetone, ethyl alcohol, or mixtures thereof.
- the necessary viscosity for extrusion (or injection molding) can easily be determined based upon the specifications of the processing equipment used.
- a preferred stabilizer used in the examples which follow includes Triphenylbismuth, Maleic Anhydride, and Magnesium Oxide used together in substantially equal proportions or about 2:1:1.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Combustion & Propulsion (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Air Bags (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
- Feeding, Discharge, Calcimining, Fusing, And Gas-Generation Devices (AREA)
Description
| Component | Parts by Weight | |||
| Hydroxyl-terminated Polybutadiene | 15.63 | 10.85 | 9.61 | 2.54 |
| Isophorone Diisocyanate | 1.37 | 0.95 | 0.84 | 0.39 |
| Potassium Perchlorate | 83 | 88 | 89.5 | 94 |
| Triphenylbismuth Maleic Anhydride Magnesium Oxide | 0.2 | 0.2 | 0.2 | 0.2 |
| Performance Properties | ||||
| Viscosity (Kp) | 2.5 | 5.5 | 5.3 | 5.3 |
| Burning rates @ 6.9 mPa (1000 psi) 2.54 cm/s (in/sec) | 2.0 (0.80) | 2.2 (0.87) - 2.3 (0.90) | ∼2.4 (∼0.95) | 4.4 (1.73) |
| Sensitivity - -Impact, friction, ESO and auto ignition | Low | Low | Low | Low |
| Mechanical Properties | ||||
| Stress mPa (psi) | 0.81 (118) | 1.04 (151) | 1.46 (212) | 0.26 (38) |
| Strain (%) | 26 | 18 | 8 | 6.4 |
| Modulus mPa (psi) | 10.7 (1550) | 12.4 (1800) | 21.6 (4584) | 8.6 (1250) |
Claims (8)
- A method of forming a molded gas-generating composition suitable for inflators which comprises:forming a moldable gas-generating composition which includes an oxidizer component selected from the group consisting of alkali metal chlorates, alkali metal perchlorates, alkaline earth metal chlorates, alkaline earth metal perchlorates, ammonium perchlorate, and mixtures thereof, a hydroxyl-terminated polybutadiene binder component, a curing agent selected from the group consisting of isocyanates, diisocynates, and mixtures thereof for curing said hydroxyl-terminated polybutadiene binder component, and a cure catalyst selected from the group consisting of triphenylbismuth, dibutyltin dilaurate, and mixtures thereof for accelerating the curing rate of said hydroxyl-terminated polybutadiene component;shaping said moldable gas-generating composition by injection molding or extrusion thereof; andcuring said shaped gas-generating composition.
- A method of forming a molded gas-generating composition according to Claim 1, wherein said gas-generating composition has a cure rate of 5 minutes or less at a temperature of 93.3 to 190.6°C (200 to 375°F)
- A method of forming a molded gas-generating composition according to Claim 1, wherein said gas-generating composition further includes a removable solvent.
- A method of forming a molded gas-generating composition according to Claim 1, wherein said moldable gas-generating composition comprises about 85 to 95 weight percent of said gas-generating composition, said hydroxyl-terminated polybutadiene binder component and the curing agent together comprise about 5 to 15 weight percent of said gas-generating composition, and said cure catalyst comprises about 0.025 to 0.5 weight percent of said gas-generating composition.
- A method of forming a molded gas-generating composition according to Claim 4, wherein said moldable gas-generating composition comprises about 85 to90 weight percent of said gas-generating composition, said hydroxyl-terminated polybutadiene binder component and the curing agent together comprise about 10 to 15 weight percent of said gas-generating composition, and said cure catalyst comprises about 0.025 to 0.5 weight percent of said gas-generating composition.
- A method of forming a molded gas-generating composition according to Claim 5, wherein said moldable gas-generating composition comprises about 88 weight percent of said gas-generating composition, said hydroxyl-terminated polybutadiene binder component and the curing agent together comprise about 11.8 to 11.9 weight percent of said gas-generating composition, and said cure catalyst comprises about 0.01 to0.2 weight percent of said gas-generating composition.
- A method of forming a molded gas-generating composition according to Claim 6, wherein said gas-generating composition has a cure time of about 3 minutes at a temperature of about 176.7°C (350°F).
- A molded gas-generating composition obtainable by the method according to Claim 1.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53848795A | 1995-10-03 | 1995-10-03 | |
| US538487 | 1995-10-03 | ||
| PCT/US1996/013827 WO1997012846A1 (en) | 1995-10-03 | 1996-08-29 | Quick cure hydroxyl-terminated binder system for gas-generating compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0853603A1 EP0853603A1 (en) | 1998-07-22 |
| EP0853603A4 EP0853603A4 (en) | 2000-11-22 |
| EP0853603B1 true EP0853603B1 (en) | 2003-12-03 |
Family
ID=24147121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP96929767A Expired - Lifetime EP0853603B1 (en) | 1995-10-03 | 1996-08-29 | Molded gas generating compositions containing a quick cure hydroxyl-terminated binder system and process for producing the same |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0853603B1 (en) |
| JP (1) | JPH11513354A (en) |
| KR (1) | KR19990044368A (en) |
| AU (1) | AU6903996A (en) |
| DE (1) | DE69630965T2 (en) |
| WO (1) | WO1997012846A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2818636B1 (en) | 2000-12-22 | 2003-02-28 | Poudres & Explosifs Ste Nale | HYDROCARBON BINDER GAS GENERATING PYROTECHNIC COMPOSITIONS AND CONTINUOUS MANUFACTURING METHOD |
| JP5666105B2 (en) * | 2009-07-15 | 2015-02-12 | 株式会社Ihiエアロスペース | Hybrid rocket solid fuel |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3692495A (en) * | 1970-06-19 | 1972-09-19 | Thiokol Chemical Corp | Gas generator |
| US4184031A (en) * | 1976-11-11 | 1980-01-15 | Thiokol Corporation | Control of cure rate of polyurethane resins |
| US4944815A (en) * | 1980-07-24 | 1990-07-31 | The United States Of America As Represented By The Secretary Of The Navy | Bonding agent for composite propellants |
| US4670068A (en) * | 1981-02-19 | 1987-06-02 | Hercules Incorporated | Polyfunctional isocyanate crosslinking agents for propellant binders |
| NO831850L (en) * | 1982-05-28 | 1997-02-26 | Royal Ordnance Plc | Process for producing a shaped rubbery propellant charge for rockets and the like |
| US4803019A (en) * | 1984-02-10 | 1989-02-07 | Morton Thiokol, Inc. | Process for forming a liner and cast propellant charge in a rocket motor casing |
| FR2577919B1 (en) * | 1985-02-27 | 1987-02-20 | Poudres & Explosifs Ste Nale | PROCESS FOR THE MANUFACTURE WITHOUT SOLVENT OF COMPOSITE PYROTECHNIC PRODUCTS WITH THERMOSETTING BINDER AND PRODUCTS THUS OBTAINED, IN PARTICULAR COMPOSITE PROPULSIVE POWDERS |
| US4597811A (en) * | 1985-07-03 | 1986-07-01 | The United States Of America As Represented By The Secretary Of The Army | Prevention of unwanted cure catalysis in isocyanate cured binders |
| US4925909A (en) * | 1988-10-26 | 1990-05-15 | Japan As Represented By Director General, Technical Research And Development Institute, Japan Defense Agency | Gas-generating agent for use in ducted rocket engine |
| USH934H (en) * | 1990-07-09 | 1991-07-02 | The United States Of America As Represented By The Secretary Of The Army | Maleic anhydride adjunct to triphenylbismuthine to improve mechanical properties of hydroxy terminated binders |
| US5472532A (en) * | 1993-06-14 | 1995-12-05 | Thiokol Corporation | Ambient temperature mix, cast, and cure composite propellant formulations |
| US5474625A (en) * | 1993-12-16 | 1995-12-12 | The United States Of America As Represented By The Secretary Of The Navy | Desensitized solid rocket propellant formulation |
| US5486248A (en) * | 1994-05-31 | 1996-01-23 | Morton International, Inc. | Extrudable gas generant for hybrid air bag inflation system |
-
1996
- 1996-08-29 WO PCT/US1996/013827 patent/WO1997012846A1/en not_active Ceased
- 1996-08-29 AU AU69039/96A patent/AU6903996A/en not_active Abandoned
- 1996-08-29 DE DE69630965T patent/DE69630965T2/en not_active Expired - Fee Related
- 1996-08-29 KR KR1019980701612A patent/KR19990044368A/en not_active Withdrawn
- 1996-08-29 JP JP9514251A patent/JPH11513354A/en not_active Ceased
- 1996-08-29 EP EP96929767A patent/EP0853603B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU6903996A (en) | 1997-04-28 |
| JPH11513354A (en) | 1999-11-16 |
| EP0853603A1 (en) | 1998-07-22 |
| KR19990044368A (en) | 1999-06-25 |
| EP0853603A4 (en) | 2000-11-22 |
| DE69630965T2 (en) | 2004-10-28 |
| WO1997012846A1 (en) | 1997-04-10 |
| DE69630965D1 (en) | 2004-01-15 |
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