US4168282A
Expired / Lapsed
US
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Process for the preparation of substituted norbornene derivatives
Assignee: Goodrich Corp
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Filing: 1978-05-15
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Granted: 1979-09-18
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Expires: 1998-05-15
Abstract
Abstract Mono or dialkyl substituted norbornenes or cyclic norbornene derivatives are prepared by condensing an appropriate olefin or an ethylenically unsaturated alicyclic compound with dicyclopentadiene or cyclopentadiene at an elevated temperature and pressure in the presence of a chlorinated hydrocarbon solvent.
Inventors
- 👤 Wolfgang Schneider
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 02:25
CPC Classifications
C; C07; C07C; C07C13/00; C07C13/28; C07C13/32; C07C13/62; C07C13/66; C07C13/68; C07C13/54; C07C13/605; C07C2/00; C07C2/02; C07C2/50; C07C2602/00; C07C2602/36; C07C2602/42; C07C2603/00; C07C2603/56; C07C2603/58; C07C2603/60; C07C2603/66; C07C2603/68; C07C2603/76
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
131 words
A process for preparing substituted norbornene derivatives of the formula ##STR6## wherein R and R' are independently alkyl or alkylene groups of 1 to 20 carbon atoms provided that the total number of carbon atoms for R and R' is not greater than 20, or R and R' together with the ring carbons to which they are bonded form one or more saturated or unsaturated rings of 6 to 16 carbon atoms, or one of R and R' is hydrogen, said process comprising reacting cyclopentadiene or dicyclopentadiene with an olefin or a cycloolefin at a temperature between 100° and 300° C., at a pressure sufficient to maintain the reaction in liquid phase which is between 50 and 2500 psi and in the presence of a chlorinated or a brominated hydrocarbon solvent.
Claim 2
Dependent Claim
131 words
A process for preparing substituted norbornene derivatives of the formula ##STR6## wherein R and R' are independently alkyl or alkylene groups of 1 to 20 carbon atoms provided that the total number of carbon atoms for R and R' is not greater than 20, or R and R' together with the ring carbons to which they are bonded form one or more saturated or unsaturated rings of 6 to 16 carbon atoms, or one of R and R' is hydrogen, said process comprising reacting cyclopentadiene or dicyclopentadiene with an olefin or a cycloolefin at a temperature between 100° and 300° C., at a pressure sufficient to maintain the reaction in liquid phase which is between 50 and 2500 psi and in the presence of a chlorinated or a brominated hydrocarbon solvent.
Claim 3
Dependent Claim
21 words
A process of claim 1 wherein the temperature is between 240° and 280° C. and the solvent is a chlorinated hydrocarbon.
Claim 4
Dependent Claim
33 words
A process of claim 2 for preparing a norbornene derivative wherein one of R and R' is hydrogen and the reaction is carried out at a pressure of between 1400 and 2500 psi.
Claim 5
Dependent Claim
18 words
A process of claim 2 for preparing a norbornene derivative wherein R and R' are independently alkyl groups.
Claim 6
Dependent Claim
22 words
A process of claim 2 for preparing a norbornene derivative wherein one of R and R' is alkyl and the other alkenyl.
Claim 7
Dependent Claim
18 words
A process of claim 2 for preparing a norbornene derivative wherein R and R' are independently alkenyl groups.
Claim 8
Dependent Claim
34 words
A process of claim 2 for preparing a norbornene derivative wherein R and R' together with the ring carbons to which they are bonded form a saturated ring of 6 to 10 carbon atoms.
Claim 9
Dependent Claim
34 words
A process of claim 2 for preparing a norbornene derivative wherein R and R' together with the ring carbons to which they are bonded form an unsaturated ring of 6 to 10 carbon atoms.
Claim 10
Dependent Claim
20 words
A process of claim 3 wherein the other of R and R' is alkyl of 1 to 4 carbon atoms.
Claim 11
Dependent Claim
15 words
A process of claim 4 wherein said alkyl groups have 1 to 4 carbon atoms.
Claim 12
Dependent Claim
13 words
A process of claim 7 wherein said saturated ring has 6 carbon atoms.
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) | 1982-09-17 | 1983-03-19 | 1983-09-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-17 | 1987-03-19 | 1987-09-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-17 | 1991-03-19 | 1991-09-18 | $7700.00 | Window Closed / Lapsed |