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Synfacts 2023; 19(10): 0975
DOI: 10.1055/s-0042-1752006
Synthesis of Materials and Unnatural Products

Introducing Double Bonds to Polyolefins via Retro-Diels–Alder Reaction

Contributor(s):
Dahui Zhao
,
Chen Li
Parke SM, Lopez JC, Cui S, LaPointe AM, Coates GW. * Cornell University, Ithaca, USA
Polyethylene Incorporating Diels–Alder Comonomers: A “Trojan Horse” Strategy for Chemically Recyclable Polyolefins.

Angew. Chem. Int. Ed. 2023;
62: e202301927
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Key words

retro-Diels–Alder reaction - functional polyolefin - telechelic polymer - recyclable polymer

Significance

Immense research attention has been drawn to tackling the difficulties presented by polyolefin degradation and recycling. Introducing certain unsaturation, susceptible to chemical cleavage and functionalization, appears to be one of the possible solutions.


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Comment

By introducing Diels–Alder comonomers, masked double bonds are incorporated in the backbone of polyethylenes. Then, via the post-polymerization­ retro-Diels–Alder reactions, the double bonds are readily revealed. When subjected to metathesis conditions, telechelic polyethylene macromonomers are produced, which can then be used to make recyclable polyesters.


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Publication History

Article published online:
14 September 2023

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