US2003164215A1PendingUtilityA1
Rocket fuels based on metal hydrides and poly-DCPD
Est. expiryAug 7, 2018(expired)· nominal 20-yr term from priority
C06D 5/00C06B 45/10C06B 47/02C06B 27/00
39
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Claims
Abstract
Preferred embodiments of the present invention relate to rocket fuels comprising metal hydrides and poly-dicyclopentadiene (“poly-DCPD”). Although poly-DCPD also has physical and chemical properties that are compatible with being used as a rocket fuel in its own right, its primary function is as a binder for the metal hydride. Illustrative examples of metal hydrides include but are not limited to as aluminum hydrides, lithium hydrides, and lithium aluminum hydrides.
Claims
exact text as granted — not AI-modifiedIn the claims:
1 . A rocket fuel comprising a metal hydride and a ROMP-derived polymer.
2 . The rocket fuel as in claim 1 wherein the ROMP-derived polymer is selected from the group consisting of poly-norbornene, poly-norbornadiene, poly-dicyclopentadiene, poly-cyclopentene, poly-cycloheptene, poly-cyclooctene, poly-cyclooctadiene, poly-cyclododecene, poly-7-oxanorbomene, poly-7-oxanorbornadiene, and derivatives therefrom.
3 . The rocket fuel as in claim 1 wherein the ROMP-derived polymer is poly-dicyclopentadiene.
4 . The rocket fuel as in claim 1 wherein the metal hydride is an aluminum hydride.
5 . The rocket fuel as in claim 1 wherein the metal hydride is a lithium hydride.
6 . The rocket fuel as in claim 1 wherein the metal hydride is a lithium aluminum hydride.
7 . A rocket fuel comprising poly-dicyclopentadiene and a metal hydride selected from the group consisting of aluminum hydride, lithium hydride, and lithium aluminum hydride.
8 . The rocket fuel as in claim 7 wherein the metal hydride is selected from the group consisting of AlH 3 , LiAlH 3 , and Li 3 AlH 6 .
9 . The rocket fuel as in claim 7 wherein the metal hydride is a lithium aluminum hydride.
10 . The rocket fuel as in claim 9 wherein the metal hydride LiAlH 3 or Li 3 AlH 6 .
11 . The rocket fuel as in claim 9 wherein the metal hydride is Li 3 AlH 6 .
12 . A method for making a rocket fuel comprising: p 1 contacting a cyclic olefin with a metathesis catalyst of the formula
in the presence of a metal hydride,
wherein:
M is ruthenium or osmium;
X and X 1 are each independently any anionic ligand;
L and L 1 are each independently any neutral electron donor ligand; and,
R and R 1 are each independently hydrogen or substituent selected from the group consisting of C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 2 -C 20 alkynyl, aryl, C 1 -C 20 carboxylate, C 1 -C 20 alkoxy, C 2 -C 20 alkenyloxy, C 2 -C 20 alkynyloxy, aryloxy, C 2 -C 20 alkoxycarbonyl, C 1 -C 20 alkylthio, C 1 -C 20 alkylsulfonyl and C 1 -C 20 alkylsulfinyl, the substituent optionally substituted with one or moieties selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and aryl.
13 . The method as in claim 12 wherein the metal hydride is selected from the group consisting of aluminum hydride, lithium hydride, and lithium aluminum hydride.
14 . The method as in claim 12 wherein the cyclic olefin is selected from the group consisting of norbornene, norbornadiene, dicyclopentadiene, cyclopentene, cycloheptene, cyclooctene, cyclooctadiene, cyclododecene, 7-oxanorbomene, 7-oxanorbomadiene, and derivatives therefrom.
15 . The method as in claim 12 wherein the metal hydride is a lithium aluminum hydride and the cyclic olefin is dicyclopentadiene.
16 . The method as in claim 15 wherein the lithium aluminum hydride is Li 3 AlH 6 .
17 . The method as in claim 12 wherein
M is ruthenium;
R is hydrogen;
R 1 is selected from the group consisting of C 1 -C 10 alkyl, C 2 -C 10 alkenyl, and aryl;
X and X 1 are each independently selected from the group consisting of hydrogen, halide, C 1 -C 20 alkyl, aryl, C 1 -C 20 alkoxide, aryloxide, C 3 -C 20 alkyldiketonate, aryldiketonate, C 1 -C 20 carboxylate, arylsulfonate, C 1 -C 20 alkylsulfonate, C 1 -C 20 alkylthio, C 1 -C 20 alkylsulfonyl, and C 1 -C 20 alkylsulfinyl; and
L and L 1 are each independently selected from the group consisting of phosphine, sulfonated phosphine, phosphite, phosphinite, phosphonite, arsine, stibine, ether, amine, amide, imine, sulfoxide, carboxyl, nitrosyl, pyridine, thioether and heterocyclic carbene.
18 . The method as in claim 17 wherein:
R 1 is selected from the group consisting of phenyl or vinyl, optionally substituted with one or more moieties selected from the group consisting of C 1 -C 5 alkyl, C 1 -C 5 alkoxy, and phenyl;
X and X 1 are each a halide; and
L and L 1 are each independently a phosphine of the formula PR 3 R 4 R 5 , where R 3 , R 4 , and R 5 are each independently aryl or C 1 -C 10 alkyl.
19 . The method as in claim 18 wherein
R 1 substituent is phenyl or -C═C(CH 3 ) 2 ;
X and X 1 are each chloride and
L and L 1 are selected from a group consisting of —P(cyclohexyl) 3 , —P(cyclopentyl) 3 , —P(isopropyl) 3 , and —P(phenyl) 3 .
20 . A method for making a rocket fuel comprising
contacting dicyclopentadiene w metathesis catalyst of the formula in the presence of a metal hydride, wherein: M is ruthenium; X and X 1 are each chloride; L and L 1 are both selected from a group consisting of are selected from a group consisting of —P(cyclohexyl) 3 , —P(cyclopentyl) 3 , —P(isopropyl) 3 , and —P(phenyl) 3 ; R is hydrogen; and, R 1 is phenyl or —C═C(CH 3 ) 2 .
21 . The method as in claim 20 wherein the metal hydride is an aluminum hydride.
22 . The method as in claim 20 wherein the metal hydride is a lithium hydride.
23 . The method as in claim 20 wherein the metal hydride is a lithium aluminum hydride.
24 . The method as in claim 20 wherein the metal hydride is selected from the group consisting of AlH 3 , LiAlH 3 , and Li 3 AlH 6 .
25 . The method as in claim 23 wherein the metal hydride is LiAlH 3 or Li 3 AlH 6 .
26 . The method as in claim 25 wherein the metal hydride is Li 3 AlH 6 .Join the waitlist — get patent alerts
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