Ethylidene norbornene
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| IUPAC name
5-Ethylidenebicyclo[2.2.1]hept-2-ene | |
Other names
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| Properties | |
| C9H12 | |
| Molar mass | 120.20 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Ethylidene norbornene (ENB) is a chemical compound. It is a diene, a chemical with two alkene double bonds, related to the polycyclic compound norbornane. Ethylidene norbornene is used as a comonomer to make EPDM rubber, a strong synthetic rubber.
Polymerisation
Polymerisation of ENB is very regioselective. Ring strain makes the double bond of the norbornene more reactive. This bond reacts with Ziegler–Natta catalysts and metallocenes,[1] but steric hindrance stops the ethylidene group from reacting. This means that ENB polymers and copolymers have double bonds as side groups on a saturated polymer backbone.
Sources
- ↑ Saegusa, Takeo; Tsujino, Takashi; Furukawa, Junji (1964). "Polymerization of norbornene by modified ziegler catalyst". Die Makromolekulare Chemie. 78: 231–233. doi:10.1002/macp.1964.020780121.