Depolymerization of Cross-Linked Polybutadiene Networks in Situ Using Latent Alkene Metathesis
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Posted on 2019-07-24 - 19:02
We report a novel approach whereby
cross-linked polybutadiene (PB)
networks can be depolymerized in situ based on thermally
activated alkene metathesis. A commercially available latent Ru catalyst, HeatMet, was compared
to the common second-generation Hoveyda–Grubbs catalyst, HG2, in the metathetic depolymerization of PB. HeatMet was found to possess exceptional stability and negligible activity
toward PB under ambient conditions, in solution and in bulk. This
enabled cross-linked networks to be prepared containing homogeneously
distributed Ru catalyst. The dynamic mechanical properties of networks
containing HeatMet and cross-linked using alcohol–isocyanate
or thiol–ene chemistry were evaluated during cross-linking
and post-cross-linking under isothermal and nonisothermal heating.
In both cases, above minimum catalyst loadings ranging from 0.004
to 0.024 mol %, the networks exhibited rapid degelation into a soluble
oil upon heating to 100 °C. At these temperatures, extensive
depolymerization of the PB segments through ring-closing metathesis
of 1,4/1,2 diads by the activated HeatMet introduced
network defects in significantly greater proportion than the original
number of cross-links. The in situ depolymerization
of cross-linked PB networks through latent catalysis, as described
here, may enable facile disposal and recycling of PB encapsulants
and adhesives, among other applications.
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Herman, Jeremy
A.; Seazzu, Micaela E.; Hughes, Lindsey G.; Wheeler, David R.; Washburn, Cody M.; Jones, Brad H. (2019). Depolymerization of Cross-Linked Polybutadiene Networks in Situ Using Latent Alkene Metathesis. ACS Publications. Collection. https://doi.org/10.1021/acsapm.9b00434