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US4086284A
Expired / Lapsed
US
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Isomerization of endo-tetrahydrodicyclopentadiene to a missile fuel diluent
Assignee: Sunoco Inc R&M
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Filing: 1976-09-03
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Granted: 1978-04-25
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Expires: 1996-09-03
Abstract
Abstract Endo-tetrahydrodicyclopentadiene is isomerized to its exo-isomer in the presence of aluminum trichloride at a temperature in the range between from about - DEG C to about 90 DEG C. The mole ratio of AlCl3 to the tetrahydrodiene is in the range between from about 0.001 to about 0.75. An inert solvent may also be used. The very facile isomerization is essentially quantitative. The exoisomer has utility as a relatively high BTU/gallon, viscosity-lowering difluent for a missile fuel.
Inventors
- 👤 Abraham Schneider
- 👤 Richard E. Ware
- 👤 Edward J. Janoski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 09:31
CPC Classifications
C; C07; C07C; C07C5/00; C07C5/22; C07C5/2206; C07C5/2226; C07C5/2246; C07C5/2253; C07C2527/00; C07C2527/06; C07C2527/125; C07C2527/126; C07C2603/00; C07C2603/56; C07C2603/58; C07C2603/60; C07C2603/66; C07C2603/68; Y; Y10; Y10S; Y10S585/00; Y10S585/8995; Y10S585/905
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
72 words
Process for isomerizing endo-tetrahydrodicyclopentadiene comprising: (a) contacting endo-tetrahydrodicyclopentadiene with anhydrous aluminum trichloride wherein the mole ratio of aluminum trichloride to the tetrahydrodiene is in the range between from about 0.001 to about 0.75 and the temperature of the contacting is in the range between from about -20° C to about 90° C; (b) continuing said contacting until at least 70% of the endo-tetrahydrodicyclopentadiene is isomerized to exo-tetrahydrodicyclopentadiene; and (c) recovering resulting product.
Claim 2
Dependent Claim
72 words
Process for isomerizing endo-tetrahydrodicyclopentadiene comprising: (a) contacting endo-tetrahydrodicyclopentadiene with anhydrous aluminum trichloride wherein the mole ratio of aluminum trichloride to the tetrahydrodiene is in the range between from about 0.001 to about 0.75 and the temperature of the contacting is in the range between from about -20° C to about 90° C; (b) continuing said contacting until at least 70% of the endo-tetrahydrodicyclopentadiene is isomerized to exo-tetrahydrodicyclopentadiene; and (c) recovering resulting product.
Claim 3
Dependent Claim
18 words
Process according to claim 1 wherein at least about 90% of the endo-tetrahydrodiene is isomerized to the exo-tetrahydrodiene.
Claim 4
Dependent Claim
15 words
Process according to claim 1 wherein the contacting takes place in the presence of exo-tetrahydrodicylcopentadiene.
Claim 5
Dependent Claim
19 words
Process according to claim 1 wherein the contacting takes place in the presence of an inert solvent or exo-tetrahydrodicyclopentadiene.
Claim 6
Dependent Claim
20 words
Process according to claim 4 wherein the inert solvent is selected from the group consisting of chlorinated paraffins and paraffins.
Claim 7
Dependent Claim
26 words
Process according to claim 4 wherein the mole ratio of aluminum trichloride to the endo-tetrahydrodiene is in the range between from about 0.01 to about 0.2.
Claim 8
Dependent Claim
23 words
Process according to claim 6 wherein the inert solvent is selected from the group consisting of hexane, pentane, methylene dichloride, tetrachloroethane, and pentachloroethane.
Claim 9
Dependent Claim
13 words
Process according to claim 7 wherein the exo-tetrahydrodicyclopentadiene is separated from contacting materials.
Claim 10
Dependent Claim
29 words
Process according to claim 7 wherein the temperature ranges between from about 10° C to about 70° C and substantially all of the endo-tetrahydrodiene is isomerized to the exo-tetrahydrodiene.
Claim 11
Dependent Claim
34 words
Process according to claim 1 wherein sludge, from a previous isomerization of the endo-tetrahydrodiene, fortified with a small quantity of fresh aluminum trichloride is used to contact and isomerize a subsequent amount of endo-tetrahydrodiene.
References Cited (Backward Citations)
US3864178A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |