Process for making stable cured poly(glycidyl nitrate) and energetic compositions comprising same
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08G-065/10
C07D-303/22
C07D-303/36
출원번호
US-0055725
(2002-01-22)
발명자
/ 주소
Sanderson, Andrew J.
Martins, Laura J.
Dewey, Michael A.
출원인 / 주소
Alliant Techsystems Inc.
대리인 / 주소
TraskBritt
인용정보
피인용 횟수 :
1인용 특허 :
15
초록▼
A process is provided in which at least one multi-functional alcohol having a hydroxyl functionality of at least two serves as a polymerization initiator. The multi-functional alcohol initiator is optionally, although preferably, reacted with a catalyst to form a catalyst-initiator complex, which is
A process is provided in which at least one multi-functional alcohol having a hydroxyl functionality of at least two serves as a polymerization initiator. The multi-functional alcohol initiator is optionally, although preferably, reacted with a catalyst to form a catalyst-initiator complex, which is then used in the polymerization of glycidyl nitrate. The resulting poly(glycidyl nitrate) has a functionality substantially equivalent in number to the hydroxyl functionality of the multi-functional alcohol initiator. The poly(glycidyl nitrate) is cross-linked with at least one aromatic polyisocyanate having at least one aromatic ring and, on average, more than two isocyanate moieties bonded directly to the aromatic ring.
대표청구항▼
1. A process for producing cured poly(glycidyl nitrate), comprising:providing at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two; reacting the at least one multi-functional alcohol initiator with a catalyst to form a catalyst-initiator complex; reacting g
1. A process for producing cured poly(glycidyl nitrate), comprising:providing at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two; reacting the at least one multi-functional alcohol initiator with a catalyst to form a catalyst-initiator complex; reacting glycidyl nitrate with the catalyst-initiator complex to form poly(glycidyl nitrate); and cross-linking the poly(glycidyl nitrate) with at least one curative comprising at least one aromatic polyisocyanate having a functionality greater than two, the at least one aromatic polyisocyanate having at least one aromatic ring and having, on average, more than two isocyanate moieties bonded directly to the at least one aromatic ring, to form cured poly(glycidyl nitrate) having improved stability against de-cure at elevated temperatures. 2. The process according to claim 1, wherein reacting the gylcidyl nitrate with the catalyst-initiator complex to form the poly(glycidyl nitrate) comprises reacting the glycidyl nitrate with the catalyst-initiator complex to form the poly(glycidyl nitrate) having a functionality substantially equal in number to the hydroxyl functionality of the at least one multi-functional alcohol initiator.3. The process according to claim 1, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator which is a liquid at room temperature.4. The process according to claim 1, wherein the providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of two.5. The process according to claim 1, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of three.6. The process according to claim 1, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of four.7. The process according to claim 1, wherein cross-linking the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality greater than two comprises cross-linking the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality of at least 2.3.8. The process according to claim 1, further comprising drying the catalyst-initiator complex.9. The process according to claim 1, further comprising drying the catalyst-initiator complex with calcium hydride.10. A process for producing a cured energetic composition, comprising:providing at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two; reacting the at least one multi-functional alcohol initiator with a catalyst to form a catalyst-initiator complex; reacting glycidyl nitrate with the catalyst-initiator complex to form poly(glycidyl nitrate); preparing an energetic formulation comprising the poly(glycidyl nitrate); and cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with at least one curative comprising at least one aromatic polyisocyanate, the at least one aromatic polyisocyanate having at least one aromatic ring and, on average, more than two isocyanate moieties bonded directly to the at least one aromatic ring, to form a cured energetic composition having improved stability against de-cure at elevated temperatures. 11. The process according to claim 10, wherein reacting the glycidyl nitrate with the catalyst-initiator complex to form the poly(glycidyl nitrate) comprises reacting the glycidyl nitrate with the catalyst-initiator complex to form the poly(glycidyl nitrate) having a functionality substantially equal in number to the hydroxyl functionality of the at least one multi-functional alcohol initiator.12. The process according to claim 10, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator which is a liquid at room temperature.13. The process according to claim 10, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of two.14. The process according to claim 10, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of three.15. The process according to claim 10, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of four.16. The process according to claim 10, wherein the cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate comprises cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality of at least 2.3.17. The process according to claim 10, further comprising drying the catalyst-initiator complex.18. The process according to claim 10, further comprising drying the catalyst-initiator complex with calcium hydride.19. The process according to claim 10, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a gun propellant comprising 15.0 weight percent to 40.0 weight percent of the poly(glycidyl nitrate) and at least one plasticizer, up to 80.0 weight percent of at least one energetic filler, and 0.5 weight percent to 5.0 weight percent of at least one ballistic modifier.20. The process according to claim 10, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a cast cure explosive comprising 5.0 weight percent to 20.0 weight percent of the poly(glycidyl nitrate), 0.5 weight percent to 3.0 weight percent of the at least one aromatic polyisocyanate, and 20.0 weight percent to 80.0 weight percent of at least one oxidizer.21. The process according to claim 10, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a minimum smoke propellant comprising 4.0 weight percent to 30.0 weight percent of the poly(glycidyl nitrate), 0.5 weight percent to 3.0 weight percent of the at least one aromatic polyisocyanate, 0.25 weight percent to 2.0 weight percent of at least one cure catalyst, 0.0 weight percent to 80.0 weight percent of at least one solid oxidizer, 0.0 weight percent to 50.0 weight percent of at least one energetic solid filler, and 0.0 weight percent to 30.0 weight percent of at least one plasticizer.22. The process according to claim 10, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a rocket motor propellant, and wherein at least 3.0 weight percent of the energetic formulation consists of at least one member selected from the group consisting of aluminum and aluminum oxide.23. The process according to claim 10, wherein the energetic formulation further comprises at least one metal selected from the group consisting of aluminum, magnesium, boron, titanium, and zirconium.24. A process for producing cured poly(glycidyl nitrate), comprising:providing at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two; reacting glycidyl nitrate with the at least one multi-functional alcohol initiator to form poly(glycidyl nitrate); and cross-linking the poly(glycidyl nitrate) with at least one curative comprising at least one aromatic polyisocyanate having a functionality greater than two, the at least one aromatic ppolyisocyanate having at least one aromatic ring and having, on average, more than two isocyanate moieties bonded directly to the at least one aromatic ring, to form cured poly(gylcidyl nitrate) having improved stability against de-cure at elevated temperatures. 25. The process according to claim 24, wherein reacting the glycidyl nitrate with the at least one multi-functional alcohol initiator to form the poly(glycidyl nitrate) comprises reacting the glycidyl nitrate with the at least one multi-functional alcohol initiator to form the poly(glycidyl nitrate) having a functionality substantially equal in number to the hydroxyl functionality of the at least one multi-functional alcohol initiator.26. The process according to claim 24, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator which is a liquid at room temperature.27. The process according to claim 24, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of two.28. The process according to claim 24, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of three.29. The process according to claim 24, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of four.30. The process according to claim 24, wherein cross-linking the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality greater than two comprises cross-linking the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality of at least 2.3.31. A process for producing a cured energetic composition, comprising:providing at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two; reacting glycidyl nitrate with the at least one multi-functional alcohol initiator to form poly(glycidyl nitrate); preparing an energetic formulation comprising the poly(glycidyl nitrate); and cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with at least one curative comprising at least one aromatic polyisocyanate, the at least one aromatic polyisocyanate having at least one aromatic ring and, on average, more than two isocyanate moieties bonded directly to the at least one aromatic ring, to form a cured energetic composition having improved stability against de-cure at elevated temperatures. 32. The process according to claim 31, wherein reacting the glycidyl nitrate with the at least one multi-functional alcohol initiator to form the poly(glycidyl nitrate) comprises reacting the glycidyl nitrate with the at least one multi-functional alcohol initiator to form the poly(glycidyl nitrate) having a functionality substantially equal in number to the hydroxyl functionality of the at least one multi-functional alcohol initiator.33. The process according to claim 31, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-funcitional alcohol initiator which is a liquid at room temperature.34. The process according to claim 31, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of two.35. The process according to claim 31, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of three.36. The process according to claim 31, wherein providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of at least two comprises providing the at least one multi-functional alcohol initiator having a hydroxyl functionality of four.37. The process according to claim 31, wherein cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate comprises cross-linking the energetic formulation comprising the poly(glycidyl nitrate) with the at least one curative comprising the at least one aromatic polyisocyanate having a functionality of at least 2.3.38. The process according to claim 31, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a gun propellant comprising between 15.0 weight percent and 40.0 weight percent of the poly(glycidyl nitrate) and at least one plasticizer, between 0.0 weight percent and 80.0 weight percent of at least one energetic filler, and between 0.5 weight percent and 5.0 weight percent of at least one ballistic modifier.39. The process according to claim 31, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a cast cure explosive comprising between 5.0 weight percent and 20.0 weight percent of the poly(glycidyl nitrate), between 0.5 weight percent and 3.0 weight percent of the at least one aromatic polyisocyanate, and between 20.0 weight percent and 80.0 weight percent of at least one oxidizer.40. The process according to claim 31, wherein preparing an energetic formulation comprising the poly(glycidyl nitrate) comprises preparing an energetic formulation which is a minimum smoke propellant comprising between 4.0 weight percent and 30.0 weight percent of the poly(glycidyl nitrate), between 0.5 weight percent and 3.0 weight percent of the at least one aromatic polyisocyanate, between 0.0 percent and 80.0 weight percent of at least one solid oxidizer, between 0.0 weight percent and 50.0 weight percent of at least one energetic solid filler, and between 0.0 weight percent and 30.0 weight percent of at least one plasticizer.41. The process according to claim 31, wherein preparing an energetic formulation comprising the ply(glycidyl nitrate) comprises preparing an energetic formulation which is a rocket motor propellant, and wherein at least 3.0 weight percent of the energetic formulation consists of at least one member selected from the group consisting of aluminum and aluminum oxide.42. The process according to claim 31, wherein the energetic formulation further comprises at least one metal selected from the group consisting of aluminum, magnesium, boron, titanium, and zirconium.
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