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US4133706A Expired / Lapsed US ⏱️ 0.0 years remaining

Propellants containing carboranylmethyl alkyl sulfide plasticizers

Assignee: United States Department of the Army
•
Filing: 1972-10-03
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Granted: 1979-01-09
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Expires: 1992-10-03
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Abstract

Abstract Carboranylmethyl alkyl sulfides are disclosed along with propellant compositions which employ the sulfides as plasticizers. The propellant compositions using the carboranylmethyl alkyl sulfides yield high burning rates and possess good physical properties at high and low temperatures. Processability of the propellants are good and the quality of the propellants are quite attractive. Representative of the carboranylmethyl alkyl sulfides (CB plasticizers) are carboranylmethyl ethyl sulfide (CMES), carboranylmethyl n-propyl sulfide (CMPS), carboranylmethyl n-butyl sulfide (CMBS), carboranylmethyl iso-butyl sulfide (CMIBS), and carboranylmethyl iso-propyl sulfide (CMIPS). Mixture and eutectic mixtures of the carboranylmethyl alkyl sulfides are also employed. Eutectic mixtures of CMPS and CMES (20 to 80%) yield very low-melting-point plasticizers which are very attractive for propellants subjected to low temperature environments.

Inventors

  • 👤 Royland D. Shoults

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 22:42
CPC Classifications
C; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 92 words
A propellant composition comprising a binder selected from the group consisting of hydroxy terminated polybutadiene, carboxy terminated polybutadiene, and polybutadiene-acrylic acid copolymer; ammonium perchlorate oxidizer; aluminum metal; a crosslinking agent selected from the group consisting of toluene diisocyanate, epoxy resins, and tris[1-(2-methyl)-aziridinyl]phosphine oxide, said crosslinking agent selected being a crosslinking agent that is reactive with said binder selected; and a carboranylmethyl alkyl sulfide plasticizer selected from the group consisting of carboranylmethyl ethyl sulfide, carboranylmethyl n-propyl sulfide, carboranylmethyl iso-propyl sulfide, carboranylmethyl n-butyl sulfide, carboranylmethyl iso-butyl sulfide, and mixtures of said carboranylmethyl alkyl sulfides.
Claim 2
Dependent Claim 92 words
A propellant composition comprising a binder selected from the group consisting of hydroxy terminated polybutadiene, carboxy terminated polybutadiene, and polybutadiene-acrylic acid copolymer; ammonium perchlorate oxidizer; aluminum metal; a crosslinking agent selected from the group consisting of toluene diisocyanate, epoxy resins, and tris[1-(2-methyl)-aziridinyl]phosphine oxide, said crosslinking agent selected being a crosslinking agent that is reactive with said binder selected; and a carboranylmethyl alkyl sulfide plasticizer selected from the group consisting of carboranylmethyl ethyl sulfide, carboranylmethyl n-propyl sulfide, carboranylmethyl iso-propyl sulfide, carboranylmethyl n-butyl sulfide, carboranylmethyl iso-butyl sulfide, and mixtures of said carboranylmethyl alkyl sulfides.
Claim 3
Dependent Claim 244 words
The propellant composition of claim 1 wherein said binder is used in amounts from about 5 to about 20 weight percent of said propellant composition; said ammonium perchlorate oxidizer is used in amounts from about 50 to about 75 weight percent of said propellant composition; said crosslinking agent is used in amounts from about 0.5 to about 2 weight percent of said propellant composition; said carboranylmethyl alkyl sulfides are used in amounts from about 5 to about 20 weight percent of said propellant composition; and wherein an interfacial bonding agent is employed as an additional ingredient in said propellant composition, said bonding agent being used in amounts from about 0.1 to about 0.5 weight percent of said propellant composition, said bonding agent being a reaction product derived from di or tri-functional aziridinylphosphine oxides or their derivatives with polyfunctional carboxylic acids, said reaction product being represented by the following general formula: ##STR6## Where X 1 represents an aziridinyl group of the structure: ##STR7## and Q 1 and Q 2 are either hydrogen or alkyl groups of one to four carbon atoms (Q 1 and Q 2 may be the same or different), X 2 may be the same as X 1 or may be an organic radical such as phenyl, benzyl, ethyl, etc., R is an alkyl that contains at least one active hydrogen atom or an organic entity of molecules that contain one or more hydroxyl groups, and n is 2, 3, or 4.
Claim 4
Dependent Claim 119 words
The propellant composition of claim 2 wherein said binder is hydroxy terminated polybutadiene which is used in an amount of about 6.05 weight percent of said propellant composition; said ammonium perchlorate oxidizer is used in an amount of about 70.0 weight percent of said propellant composition; said crosslinking agent is toluene diisocyanate which is used in an amount of about 0.50 weight percent of said propellant composition; said aluminum is used in an amount of about 10.00 weight percent of said propellant composition; said bonding agent is used in an amount of about 0.35 weight percent of said propellant composition; and said carboranylmethyl alkyl sulfide is used in an amount of about 13.10 weight percent of said propellant composition.
Claim 5
Dependent Claim 15 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is carboranylmethyl ethyl sulfide.
Claim 6
Dependent Claim 15 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is carboranylmethyl n-propyl sulfide.
Claim 7
Dependent Claim 15 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is carboranylmethyl n-butyl sulfide.
Claim 8
Dependent Claim 15 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is carboranylmethyl iso-butyl sulfide.
Claim 9
Dependent Claim 15 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is carboranylmethyl iso-propyl sulfide.
Claim 10
Dependent Claim 56 words
The propellant composition of claim 3 wherein said carboranylmethyl alkyl sulfide is a eutectic mixture of carboranylmethyl ethyl sulfide and carboranylmethyl n-propyl sulfide, said eutectic mixture containing from about 20 weight percent to about 40 weight percent carboranylmethyl n-propyl sulfide mixed with from about 60 weight percent to about 80 weight percent of carboranylmethyl ethyl sulfide.
Claim 11
Dependent Claim 26 words
The propellant composition of claim 9 wherein said eutectic mixture contains about 40 weight percent carboranylmethyl n-propyl sulfide and about 60 weight percent carboranylmethyl ethyl sulfide.

References Cited (Backward Citations)

US3627596A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-01-08 1982-07-10 1983-01-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-01-08 1986-07-10 1987-01-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-01-08 1990-07-10 1991-01-09 $7700.00 Window Closed / Lapsed

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