Rapidly Reprocessable Cross-Linked Polyhydroxyurethanes Based on Disulfide Exchange

Fortman, David J.; Snyder, Rachel L.; Sheppard, Daylan T.; Dichtel, William R.

doi:10.1021/acsmacrolett.8b00667

Cited by 209 publications

(177 citation statements)

References 49 publications

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“…5b). 50 Their study also suggested that the incorporation of disulde containing diamine linkers not only changed the exchange rate but also the underlying temperature dependency (activation energy) from 131 AE 8 kJ mol À1 to 78 AE 4 kJ mol À1 .…”

Section: Vitrimer Hybrids: Combination Of Dynamic Bond Exchanges and mentioning

confidence: 96%

Vitrimers: directing chemical reactivity to control material properties

et al. 2020

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Section: Vitrimer Hybrids: Combination Of Dynamic Bond Exchanges and mentioning

confidence: 96%

Vitrimers: directing chemical reactivity to control material properties

et al. 2020

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“…Similar outcomes in polyurethanes recycling were also achieved with disulfides as the dynamic links. Among many other examples disulfides were incorporated in polyhydroxyurethanes as detailed in recent work of Fortman et al114 Polyhydroxyurethanes, here derived from di‐ and triamines and cyclic carbonates incorporating disulfide bonds were shown to be recyclable by heat rapidly (in 30 s) at 150 °C. Transcarbamoylation reactions were considered as participating in the exchange, but the overall process was attributed primarily to disulfide exchange.…”

Section: Enabling Features and Emerging Applications Of Cansmentioning

confidence: 99%

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

et al. 2020

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Covalent adaptable networks (CANs), unlike typical thermosets or other covalently crosslinked networks, possess a unique, often dormant ability to activate one or more forms of stimuli‐responsive, dynamic covalent chemistries as a means to transition their behavior from that of a viscoelastic solid to a material with fluid‐like plastic flow. Upon application of a stimulus, such as light or other irradiation, temperature, or even a distinct chemical signal, the CAN responds by transforming to a state of temporal plasticity through activation of either reversible addition or reversible bond exchange, either of which allows the material to essentially re‐equilibrate to an altered set of conditions that are distinct from those in which the original covalently crosslinked network is formed, often simultaneously enabling a new and distinct shape, function, and characteristics. As such, CANs span the divide between thermosets and thermoplastics, thus offering unprecedented possibilities for innovation in polymer and materials science. Without attempting to comprehensively review the literature, recent developments in CANs are discussed here with an emphasis on the most effective dynamic chemistries that render these materials to be stimuli responsive, enabling features that make CANs more broadly applicable.

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“…Disulfide exchange has been well studied in dynamic materials . Generally, disulfide exchanges follow either anionic or radical pathways.…”

Section: Disulfide Exchange Chemistrymentioning

confidence: 99%

Dynamic Covalent Bonds in Polymeric Materials

2019

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Dynamic covalent bonds (DCBs) have received significant attention over the past decade. These are covalent bonds that are capable of exchanging or switching between several molecules. Particular focus has recently been on utilizing these DCBs in polymeric materials. Introduction of DCBs into a polymer material provides it with powerful properties including self‐healing, shape‐memory properties, increased toughness, and ability to relax stresses as well as to change from one macromolecular architecture to another. This Minireview summarizes commonly used powerful DCBs formed by simple, often “click” reactions, and highlights the powerful materials that can result. Challenges and potential future developments are also discussed.

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Rapidly Reprocessable Cross-Linked Polyhydroxyurethanes Based on Disulfide Exchange

Cited by 209 publications

References 49 publications

Vitrimers: directing chemical reactivity to control material properties

Vitrimers: directing chemical reactivity to control material properties

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

Dynamic Covalent Bonds in Polymeric Materials

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