US4222800A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Isomerization of endo-endo hexacyclic olefinic dimer of norbornadiene
Assignee: Sunoco Inc R&M
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Filing: 1978-11-30
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Granted: 1980-09-16
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Expires: 1998-11-30
Abstract
Abstract The endo-endo olefinic hexacyclic dimer of 2,5-norbornadiene is isomerized using an acidic alumina catalyst. The isomerization temperatures ranges from between about an ambient temperature to about 300° C. The isomerized product, after hydrogenation, can be used as a high density missile fuel.
Inventors
- 👤 Harry K. Myers, Jr.
- 👤 Abraham Schneider
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 01:14
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/04; C07; C07C; C07C13/00; C07C13/28; C07C13/32; C07C13/62; C07C13/64; C07C5/00; C07C5/02; C07C5/03; C07C5/22; C07C5/27; C07C5/29; C07C2521/00; C07C2521/02; C07C2521/04; C07C2603/00; C07C2603/56; C07C2603/90
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
71 words
Process for the isomerization of an olefinic endo-endo hexacyclic dimer of norbornadiene comprising: a. contacting a hexacyclic dimer having the following structure: ##STR6## with a catalytic amount of an acidic alumina catalyst; and b. having the contacting occur at a temperature in the range from about an ambient temperature to about 300° C.; and c. continuing the contacting until an isomer of the olefinic endo-endo hexacyclic dimer of norbornadiene is formed.
Claim 2
Dependent Claim
71 words
Process for the isomerization of an olefinic endo-endo hexacyclic dimer of norbornadiene comprising: a. contacting a hexacyclic dimer having the following structure: ##STR6## with a catalytic amount of an acidic alumina catalyst; and b. having the contacting occur at a temperature in the range from about an ambient temperature to about 300° C.; and c. continuing the contacting until an isomer of the olefinic endo-endo hexacyclic dimer of norbornadiene is formed.
Claim 3
Dependent Claim
30 words
Process according to claim 1 wherein the acidic alumina catalyst is selected from the group consisting of alpha-monohydrate alumina, a mixture of alpha-monohydrate alumina and chi alumina, and gamma alumina.
Claim 4
Dependent Claim
15 words
Process according to claim 2 wherein a formed isomer product has the following structure: ##STR7##
Claim 5
Dependent Claim
17 words
Process according to claim 1 wherein the acidic alumina catalyst is a calcined acidic alpha monohydrate alumina.
Claim 6
Dependent Claim
18 words
Process according to claim 4 wherein an isomer product is formed which is a solid at ambient temperature.
Claim 7
Dependent Claim
18 words
Process according to claim 5 wherein the solid is an oligomer and is soluble in n-pentane or benzene.
Claim 8
Dependent Claim
19 words
Process according to claim 1 wherein the temperature range is between from about 25° C. to about 290° C.
Claim 9
Dependent Claim
41 words
Process according to claim 7 wherein the amount of catalyst present is in the range between from about 1 part to about 100 parts by weight of dimer to about one part to about one part by weight of the dimer.
Claim 10
Dependent Claim
15 words
An improved missile fuel comprising a saturated isomerized norbornadiene dimer having the following structure: ##STR8##
Claim 11
Dependent Claim
15 words
An improved missile fuel comprising a saturated isomerized norbornadiene dimer having the following structure: ##STR8##
Claim 12
Dependent Claim
19 words
Fuel according to claim 9 wherein in addition is present a saturated norbornadiene dimer having the following structure: ##STR9##
Claim 13
Dependent Claim
18 words
Fuel according to claim 10 wherein in addition is present at least one of the following pentacyclics: ##STR10##
Claim 14
Dependent Claim
11 words
Fuel according to claim 11 wherein in addition is present exo-tetrahydrodicyclopentadiene.
References Cited (Backward Citations)
US4086286A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-09-16 | 1984-03-17 | 1984-09-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-09-16 | 1988-03-17 | 1988-09-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-09-16 | 1992-03-17 | 1992-09-16 | $7700.00 | Window Closed / Lapsed |