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US4707540A
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Nitramine oxetanes and polyethers formed therefrom
Assignee: ATK Launch Systems LLC
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Filing: 1986-10-29
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Granted: 1987-11-17
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Expires: 2006-10-29
Abstract
Abstract Nitramine oxetanes, specifically 3-methyl nitraminomethyl-3-methyl oxetane and 3,3-Bis (methyl nitraminomethyl) oxetane are synthesized. Polyethers are formed incorporating the nitramine oxetanes, which polyethers are curable with isocyanates to form elastomers suitable for use as binders in propellants or the like.
Inventors
- 👤 Gerald E. Manser
- 👤 Richard W. Fletcher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 15:51
CPC Classifications
C; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10; C06B45/105; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/16; C08G65/18; C08G65/22; C08G65/223
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
54 words
A nitramine oxetane having the formula: ##STR9## wherein at least one of R 1 and R 2 have the formula (CH 2 ) 4 --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is ##STR10##
Claim 2
Dependent Claim
54 words
A nitramine oxetane having the formula: ##STR9## wherein at least one of R 1 and R 2 have the formula (CH 2 ) 4 --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is ##STR10##
Claim 3
Dependent Claim
22 words
An oxetane according to claim 1 wherein said oxetane is selected from the group consisting of 3-methyl nitraminomethyl-3-methyl oxetane and 3,3-Bis(methylnitraminomethyl) oxetane.
Claim 4
Dependent Claim
97 words
A polyether having mer units derived from cyclic ethers having the general formula: ##STR11## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR12## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is ##STR13##
Claim 5
Dependent Claim
97 words
A polyether having mer units derived from cyclic ethers having the general formula: ##STR11## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR12## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is ##STR13##
Claim 6
Dependent Claim
27 words
a polyether according to claim 3, wherein said nitramine oxetane is selected from the group consisting of 3-methyl nitraminomethyl-3-methyl oxetane and 3,3-Bis(methyl nitraminomethyl) oxetane and mixtures thereof.
Claim 7
Dependent Claim
114 words
A elastomer comprising a polyether having mer units derived from cyclic ethers, having the general formula: ##STR14## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR15## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR16## an isocyanate having a functionality of 2 or greater curing said polyether.
Claim 8
Dependent Claim
114 words
A elastomer comprising a polyether having mer units derived from cyclic ethers, having the general formula: ##STR14## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR15## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR16## an isocyanate having a functionality of 2 or greater curing said polyether.
Claim 9
Dependent Claim
160 words
A propellant composition comprising between about 70 and about 90 wt. % solids, including fuel material particulates and/or oxidizer particulates, balance consisting essentially of a binder system comprising an elastomer and optionally a plasticizer with a plasticizer to elastomer ratio of up to about 2.5:1, said elastomer elastomer comprising a polyether having mer units derived from cyclic ethers, having the general formula: ##STR17## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR18## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR19## an isocyanate having a functionality of 2 or greater curing said polyether.
Claim 10
Dependent Claim
160 words
A propellant composition comprising between about 70 and about 90 wt. % solids, including fuel material particulates and/or oxidizer particulates, balance consisting essentially of a binder system comprising an elastomer and optionally a plasticizer with a plasticizer to elastomer ratio of up to about 2.5:1, said elastomer elastomer comprising a polyether having mer units derived from cyclic ethers, having the general formula: ##STR17## wherein C p represents saturated ring carbons and p is between 2 and 4, from about 10 molar percent to 100 percent of the mer units being derived from a nitramine oxetane having the formula: ##STR18## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR19## an isocyanate having a functionality of 2 or greater curing said polyether.
Claim 11
Independent Claim
104 words
A method of synthesizing a nitramine oxetane comprising providing an oxetane having the general formula: ##STR20## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR21## providing a nitramine salt having the general formula: M(N(NO 2 )A) z (z=1-3) wherein M is a cation and A is --H or an alkyl group, and reacting said oxetane and said nitramine salt to produce the corresponding nitramine.
Claim 12
Independent Claim
104 words
A method of synthesizing a nitramine oxetane comprising providing an oxetane having the general formula: ##STR20## wherein at least one of R 1 and R 2 have the formula (CH 2 ) n --N(NO) 2 --A, wherein n is at least 1 and A is --H or an alkyl group, and R 2 is (CH 2 ) n --Y wherein Y is --H, alkyl, ##STR21## providing a nitramine salt having the general formula: M(N(NO 2 )A) z (z=1-3) wherein M is a cation and A is --H or an alkyl group, and reacting said oxetane and said nitramine salt to produce the corresponding nitramine.
Claim 13
Dependent Claim
8 words
A method according to claim 7 where z=1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-11-16 | 1991-05-18 | 1991-11-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-11-16 | 1995-05-18 | 1995-11-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-11-16 | 1999-05-18 | 1999-11-17 | $7700.00 | Window Closed / Lapsed |