ArticleACS macro letters2026
Repurposing Diels-Alder Chemistry to Access Low-Strain Monomers for Chemically Recyclable ROMP Polymers.
Article in ACS macro letters, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Diels-Alder reaction has been widely employed to access highly strained cyclic olefin monomers for efficient ring-opening metathesis polymerization (ROMP). However, the high ring strain energies (RSEs > 15 kcal/mol) of these traditional Diels-Alder monomers, while promoting efficient polymerization, compromise the depolymerizability of the resulting polymers, thereby limiting their chemical recyclability. Herein, we report a class of low-strain Diels-Alder monomers based on trans-succinimide-fused cyclohexenes (tSICHs), synthesized from readily available feedstocks, fumaric acid and 3-sulfolene. The relatively low RSEs of the tSICH monomers (6.1-6.2 kcal/mol) enable both efficient ROMP and ring-closing metathesis depolymerization (RCMD) through concentration-controlled metathesis equilibrium. All tSICH monomers achieved high conversions (>91%) during ROMP at an initial monomer concentration of 5 M, yielding polymers with high molecular weights (>100 kDa). Moreover, near-quantitative monomer regeneration (>95%) was achieved via RCMD at room temperature with an olefin concentration of 0.2 M. Critically, the resulting polymers exhibit highly tunable thermomechanical properties, affording a broad range of glass transition temperatures (30-78 °C) and tensile strains at break (3-550%). Overall, this work provides a new monomer design strategy that unlocks access to chemically recyclable polymers from Diels-Alder-derived ROMP monomers.
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