ROMP reaction giving polynorbornene. Like most commercial alkene metathesis processes, this reaction does not employ a well-defined molecular catalyst.
Ring-opening metathesis polymerization of cycloalkenes has been commercialized since the 1970s.[1] Examples of polymers produced on an industrial level through ROMP catalysis are Vestenamer or trans-polyoctenamer, which is the metathetical polymer of cyclooctene. Norsorex or polynorbornene is another important ROMP product on the market. Telene and Metton are
polydicyclopentadiene products produced in a side reaction of the polymerization of norbornene.[3]
The ROMP process is useful because a regular polymer with a regular amount of double bonds is formed. The resulting product can be subjected to partial or total hydrogenation, or can be functionalized into more complex compounds.[3]
The mechanism of ROMP is similar to any
olefin metathesis reaction. Initiation occurs by formation of an open coordination site. Propagation occurs via a
metallacyclobutane intermediate.
Frontal ring-opening metathesis polymerization
Frontal ring-opening metathesis polymerization (FROMP) is a variation of ROMP in which it is a
latent polymerization system that react fast, only upon ignition.[9] One example of this system is the FROMP of
dicyclopentadiene with a
Grubbs' catalyst initiated by heat.[10]
^Grant), Cowie, J. M. G. (John McKenzie (2008). Polymers: chemistry and physics of modern materials. Arrighi, V. (Valeria) (3rd ed.). Boca Raton: CRC Press.
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cite book}}: CS1 maint: multiple names: authors list (
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^Walsh, Dylan J.; Lau, Sii Hong; Hyatt, Michael G.; Guironnet, Damien (2017-09-25). "Kinetic Study of Living Ring-Opening Metathesis Polymerization with Third-Generation Grubbs Catalysts". Journal of the American Chemical Society. 139 (39): 13644–13647.
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10.1021/jacs.7b08010.
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^Slugovc, Christian (2004-07-21). "The Ring Opening Metathesis Polymerisation Toolbox". Macromolecular Rapid Communications. 25 (14): 1283–1297.
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