US3933778A
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Process for the polymerisation of cyclooctadiene
Assignee: Bayer AG
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Filing: 1974-06-20
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Granted: 1976-01-20
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Expires: 1994-06-20
Abstract
Abstract Ring opening polymerisation of cyclooctadiene-(1,5) (COD) optionally in an inert organic solvent on a catalyst of A. a tungsten salt, B. a halogenated alcohol in which the halogen and OH group are attached to adjacent carbon atoms, and/or an epoxide and/or a halogenated phenol, and C. an organo aluminium compound and/or an aluminium halide.
Inventors
- 👤 Gottfried Pampus
- 👤 Gunther Lehnert
- 👤 Josef Witte
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:08
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
399 words
A process for producing polyoctadienamers having 20 to 85 percent of the double bonds in the transconfiguration which comprises polymerizing cyclooctadiene-(1,5) in the presence of a catalyst comprising: a. a tungsten salt; b. at least one member selected from the group consisting of i. a halo alcohol of the formula ##EQU3## wherein X is chlorine, bromine or iodine; R 1 and R 2 , when taken separately, are the same or different and are each selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms and alkaryl having 1 to 6 carbon atoms in the alkyl moiety and 6 to 10 carbon atoms in the aryl moiety; R 3 and R 4 may be the same or different and are each selected from the group consisting of chlorine, bromine, iodine, hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms and alkaryl having 1 to 6 carbon atoms in the alkyl moiety and having 6 to 10 carbon atoms in the aryl moiety, and R 1 and R 2 , when taken together with the carbon atoms to which they are attached, form a hydrocarbon ring containing at least 5 carbon atoms; ii. an epoxide of the formula ##EQU4## wherein R 5 is hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms or alkaryl having 1 to 6 carbon atoms in the alkyl moiety and having 6 to 10 carbon atoms in the aryl moiety; and R 6 is hydrogen, alkyl, chloroaklyl, bromoalkyl or iodoalkyl, each having 1 to 6 carbon atoms in the alkyl moiety, aryl having 6 to 10 carbon atoms or aralkyl having 6 to 10 carbon atoms in the aryl moiety and having 1 to 6 carbon atoms in the alkyl moiety; and iii. a halo phenol of the formula ##SPC2## wherein X is aforesaid, R is alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms or a condensed aromatic group, and n is an integer of from 1 to 4; c. an aluminum organic compound, an aluminum halide or a mixture thereof, said catalyst containing 0.05 to 10 mmol of tungsten per 100 gm of cyclooctadiene-(1,5), 1 to 6 mols of (b) per mol of tungsten and 0.05 to 30 mol of (c) per mol of tungsten.
Claim 2
Dependent Claim
399 words
A process for producing polyoctadienamers having 20 to 85 percent of the double bonds in the transconfiguration which comprises polymerizing cyclooctadiene-(1,5) in the presence of a catalyst comprising: a. a tungsten salt; b. at least one member selected from the group consisting of i. a halo alcohol of the formula ##EQU3## wherein X is chlorine, bromine or iodine; R 1 and R 2 , when taken separately, are the same or different and are each selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms and alkaryl having 1 to 6 carbon atoms in the alkyl moiety and 6 to 10 carbon atoms in the aryl moiety; R 3 and R 4 may be the same or different and are each selected from the group consisting of chlorine, bromine, iodine, hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms and alkaryl having 1 to 6 carbon atoms in the alkyl moiety and having 6 to 10 carbon atoms in the aryl moiety, and R 1 and R 2 , when taken together with the carbon atoms to which they are attached, form a hydrocarbon ring containing at least 5 carbon atoms; ii. an epoxide of the formula ##EQU4## wherein R 5 is hydrogen, alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms or alkaryl having 1 to 6 carbon atoms in the alkyl moiety and having 6 to 10 carbon atoms in the aryl moiety; and R 6 is hydrogen, alkyl, chloroaklyl, bromoalkyl or iodoalkyl, each having 1 to 6 carbon atoms in the alkyl moiety, aryl having 6 to 10 carbon atoms or aralkyl having 6 to 10 carbon atoms in the aryl moiety and having 1 to 6 carbon atoms in the alkyl moiety; and iii. a halo phenol of the formula ##SPC2## wherein X is aforesaid, R is alkyl having 1 to 6 carbon atoms, aryl having 6 to 10 carbon atoms or a condensed aromatic group, and n is an integer of from 1 to 4; c. an aluminum organic compound, an aluminum halide or a mixture thereof, said catalyst containing 0.05 to 10 mmol of tungsten per 100 gm of cyclooctadiene-(1,5), 1 to 6 mols of (b) per mol of tungsten and 0.05 to 30 mol of (c) per mol of tungsten.
Claim 3
Dependent Claim
15 words
The process of claim 1 wherein said cyclooctadiene-(1,5) is polymerized in an inert organic solvent.
Claim 4
Dependent Claim
20 words
The process of claim 1 wherein (a) is WCl 6 , WCl 5 , WBr 5 or WOCl 4 .
Claim 5
Dependent Claim
9 words
The process of claim 1 wherein (b) is 2-chloroethanol.
Claim 6
Dependent Claim
15 words
The process of claim 1 wherein (c) is aluminum trialkyl, aluminum alkoxyalkyl or aluminum trihalide.
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) | 1979-01-19 | 1979-07-21 | 1980-01-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-19 | 1983-07-21 | 1984-01-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-19 | 1987-07-21 | 1988-01-20 | $7700.00 | Window Closed / Lapsed |