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PreprintCC BYChemRxiv

Advancement of triphos-Ru catalyzed C–O bond disconnections and its challenges

  • Camille Mandrup Kristensen1,2
  • Gabriel M. F. Batista1,2,3
  • Marcelo H. R. Carvalho1,2,4
  • Alexander Ahrens1,2
  • Clemens Kaussler1,2,3
  • Pedro P. de Castro1,4
  • Giovanni W. Amarante1,4
  • Troels Skrydstrup1,2,3
4 affiliations
  1. 1Department of Chemistry
  2. 2Aarhus University
  3. 3Novo Nordisk Foundation CO2 Research Center (CORC), Aarhus University
  4. 4Federal University of Juiz de Fora
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Abstract

Cured epoxy resins are crosslinked thermoset materials with applications including carbon-or glass-reinforced composites, but whose extensive C–O and C–N bond networks renders recycling challenging. Previously, our group has reported a Ru-triphos-catalyzed system for the chemical deconstruction of amine-cured epoxy resins, enabling recovery of bisphenol A (BPA) under relatively mild conditions. Subsequent mechanistic studies identified slow catalyst activation and catalyst deactivation as key limitations. Herein, these insights were used to develop improved catalytic systems through pre-catalyst and reaction design. Replacement of the original triphos-Ru-TMM pre-catalyst enabled improved catalytic performance, while ligand design enabled the use of H2, instead of isopropanol, as reductant. Despite these advances, the improved performance observed for model compounds did not translate directly to cured epoxy resins. Reaction optimization revealed pronounced dependencies on substrate concentration, and polymer accessibility, while computational studies suggest changes in catalyst speciation imposed by conformational constraints. Together, these findings demonstrate that the bottlenecks governing epoxy-resin deconstruction can change due to constraints imposed by the polymer matrix. The mechanistic insights obtained herein provide a foundation for the development of next-generation thermoset deconstruction strategies.

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Cite

BibTeXRIS
BibTeX
@misc{kristensen2026advancement,
  title = {{Advancement of triphos-Ru catalyzed C–O bond disconnections and its challenges}},
  author = {Camille Mandrup Kristensen and Gabriel M. F. Batista and Marcelo H. R. Carvalho and Alexander Ahrens and Clemens Kaussler and Pedro P. de Castro and Giovanni W. Amarante and Troels Skrydstrup},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15008416/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008416/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Advancement of triphos-Ru catalyzed C–O bond disconnections and its challenges
AU  - Camille Mandrup Kristensen
AU  - Gabriel M. F. Batista
AU  - Marcelo H. R. Carvalho
AU  - Alexander Ahrens
AU  - Clemens Kaussler
AU  - Pedro P. de Castro
AU  - Giovanni W. Amarante
AU  - Troels Skrydstrup
PY  - 2026
DA  - 2026/09/07
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15008416/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008416/v1
AB  - Cured epoxy resins are crosslinked thermoset materials with applications including carbon-or glass-reinforced composites, but whose extensive C–O and C–N bond networks renders recycling challenging. Previously, our group has reported a Ru-triphos-catalyzed system for the chemical deconstruction of amine-cured epoxy resins, enabling recovery of bisphenol A (BPA) under relatively mild conditions. Subsequent mechanistic studies identified slow catalyst activation and catalyst deactivation as key limitations. Herein, these insights were used to develop improved catalytic systems through pre-catalyst and reaction design. Replacement of the original triphos-Ru-TMM pre-catalyst enabled improved catalytic performance, while ligand design enabled the use of H2, instead of isopropanol, as reductant. Despite these advances, the improved performance observed for model compounds did not translate directly to cured epoxy resins. Reaction optimization revealed pronounced dependencies on substrate concentration, and polymer accessibility, while computational studies suggest changes in catalyst speciation imposed by conformational constraints. Together, these findings demonstrate that the bottlenecks governing epoxy-resin deconstruction can change due to constraints imposed by the polymer matrix. The mechanistic insights obtained herein provide a foundation for the development of next-generation thermoset deconstruction strategies.
ER  -