Cited by 229Polymer composites and self-healingbiodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and Characterization

Poly(oxime–ester) Vitrimers with Catalyst-Free Bond Exchange

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He, Changfei, Shi, Shaowei, Wang, Dong, Helms, Brett A., Russell, Thomas P.·2019·Journal of the American Chemical Society

Abstract

Vitrimers are network polymers that undergo associative bond exchange reactions in the condensed phase above a threshold temperature, dictated by the exchangeable bonds comprising the vitrimer. For vitrimers, chemistries reliant on poorly nucleophilic bond exchange partners (e.g., hydroxy-functionalized alkanes) or poorly electrophilic exchangeable bonds, catalysts are required to lower the threshold temperature, which is undesirable in that catalyst leaching or deactivation diminishes its influence over time and may compromise reuse. Here we show how to access catalyst-free bond exchange reactions in catalyst-dependent polyester vitrimers by obviating conventional ester bonds in favor of oxime-esters. Poly(oxime-ester) (POE) vitrimers are synthesized using thiol-ene click chemistry, affording high stretchability and malleability. POE vitrimers are readily recycled with little degradation of their initial mechanical properties, suggesting exciting opportunities for sustainable plastics.

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Research works printed but not linked: 2

  1. Capelot, M.; Montarnal, D.; Tournilhac, F.; Leibler, L. Metal-catalyzed transesterification for healing and assembling of thermosets. J. Am. Chem. Soc. 2012, 134, 7664-7667.
  2. Amamoto, Y.; Otsuka, H.; Takahara, A.; Matyjaszewski, K. Adv. Mater. 2012, 24, 3975-3980.

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Authors
He, C., Shi, S., Wang, D., Helms, B. A., & Russell, T. P.
Affiliations
  • Beijing University of Chemical Technology (CN)
  • Lawrence Berkeley National Laboratory (US)
Corresponding author
  • Shi, Shaowei
  • Wang, Dong
  • Russell, Thomas P.
Venue
Journal of the American Chemical Society
Published
2019-08-21
Volume
141
Issue
35
Pages
13753-13757
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2969252777
Cited by
229
References
34
Citations by year
2026: 16 · 2025: 27 · 2024: 39 · 2023: 42 · 2022: 40 · 2021: 32 · 2020: 32 · 2019: 1
FWCI
11.21
Type
journal article
Language
en
Open access
Locations
  • Journal of the American Chemical Society (publishedVersion)
  • PubMed (publishedVersion)
  • OSTI OAI (U.S. Department of Energy Office of Scientific and Technical Information) (submittedVersion)
  • eScholarship (California Digital Library) (submittedVersion)
Funders
  • Natural Science Foundation of Beijing Municipality (2194083)
  • National Natural Science Foundation of China (51673016)
Topics
  • Physical Sciences › Materials Science › Polymers and Plastics › Polymer composites and self-healing
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
Keywords
vitrimers, thiol-ene click chemistry, polymer networks, plastic recycling, stretchable polymers, sustainable plastics, catalyst leaching

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