Dynamic Covalent Polymer Networks: from Old Chemistry to Modern Day Innovations

Zou, Weike; Dong, Jiante; Luo, Yingwu; Zhao, Qian; Xie, Tao

doi:10.1002/adma.201606100

Cited by 721 publications

(603 citation statements)

References 105 publications

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“…DCB is a kind of chemical bond which can undergo reversible formation, cleavage, and metathesis under defined conditions 41–44. In recent years, various DCBs including boronic ester bonds,45,46 imine bonds,47,48 disulfide bonds,49 and etc.,50 have been extensively used in stimuli‐responsive materials to achieve self‐healing,51,52 stress relaxation,53 shape memory,54,55 recyclability,56 and so on. Our previous work proved that diselenide bond is a new kind of dynamic covalent bond 57.…”

Section: Methodsmentioning

confidence: 99%

Tunable Structural Color Patterns Based on the Visible‐Light‐Responsive Dynamic Diselenide Metathesis

et al. 2020

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Structural color materials with reversible stimuli‐responsiveness to external environment have been widely used in sensors, encryption, display, and other fields. Compared with other stimuli, visible light is highly controllable both temporally and spatially with less damage to materials, which is more suitable for structural color patterning. Herein, a new diselenide‐containing shape memory material is prepared and used for creating patterns via visible light stimulus. In this system, the structural color originates from birefringence of stretched materials, whose shapes can be fixed while maintaining the mechanical stress. The fixed stress can be released by diselenide metathesis under visible light irradiation. By regulating the wavelength or irradiation time with a commercial projector, the pattern with tunable structural colors is realized and the structural color pattern can be erased and rewritten arbitrarily. During the patterning process, the optical signal is first stored as mechanical signal and then transformed back to optical signal. It is a new method for preparing visible‐light‐responsive structural color material and has great potential in display devices, anticounterfeiting labels, and data storage.

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Section: Methodsmentioning

confidence: 99%

Tunable Structural Color Patterns Based on the Visible‐Light‐Responsive Dynamic Diselenide Metathesis

et al. 2020

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“…[1][2][3][4] At high temperatures or in the presence of catalysts, chemi cal equilibrations are fast enough to enable large scale reorganization of the network and to relax external stresses. [1][2][3][4] At high temperatures or in the presence of catalysts, chemi cal equilibrations are fast enough to enable large scale reorganization of the network and to relax external stresses.…”

Section: Introductionmentioning

confidence: 99%

Tuning the Viscosity Profile of Ionic Vitrimers Incorporating 1,2,3‐Triazolium Cross‐Links

Obadia

Jourdain

Cassagnau

et al. 2017

Adv Funct Materials

157

205

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International audienceVitrimers are dynamic polymer networks with unique viscoelastic behavior combining the best attributes of thermosets and thermoplastics. Ionic vit-rimers are a recent class of dynamic materials, where 1,2,3-triazolium cross-links are reshuffled by trans-N-alkylation exchange reactions. Comparison of dynamic properties with a selection of vitrimers relying on different exchange reactions highlights the particularly high viscous flow activation energies of trans-N-alkylation reactions, thus providing an enhanced compromise between fast reprocessing at moderately high temperatures and low creep at service temperature. Varying the [monomer]/[cross-linker] ratio in the initial formulation of these 1,2,3-triazolium-based networks affords a fine tuning of their viscosity profiles. Confrontation of rheometry and X-ray photoelectron spectroscopy data allows the correlation of variations in chemical composition with changes in the covalent exchange dynamics. This unprecedented approach enables the proposition of a dissociative two-step mechanism for the trans-N-alkylation of 1,2,3-triazoliums initiated by a nucleophilic attack of the 1,2,3-triazolium cross-links by the iodide counteranion, yielding uncrosslinking by deN -alkylation. Subsequent rapid re-N-alkylation of the formed 1,2,3-triazole by surrounding iodide-functionalized dangling chains affords exchange of the cross-link position. This study highlights that strictly associative exchange reactions are not compulsory to induce vitrimer behavior, and may pave the way to a much wider variety of vitrimers relying on conventional reversible covalent reactions

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“…The healing process is based on reversible chemistry, involving dynamic covalent bonds, non‐covalent interactions, or a combination of both. A reversible bond is defined as a chemical linkage that can cleavage and re‐form under equilibrium conditions, which may enable polymers to be adaptable by means of structure modification to favor a more thermodynamically stable state determined by a stimulus . Thus, the reorganization of the chemical bonds leads to a reconnection of the damaged parts, resulting in a partial or complete recovery of the material.…”

Section: Introductionmentioning

confidence: 99%

Sulfenamides as Building Blocks for Efficient Disulfide‐Based Self‐Healing Materials. A Quantum Chemical Study

et al. 2018

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The theoretical self‐healing capacity of new sulfenamide‐based disulfides is estimated by using theoretical methods of quantum chemistry. Starting from previously studied aromatic disulfides, the influence of inserting a NH group between the disulfide and the phenyl ring (forming the sulfenamide), as well as the role of the phenyl ring in the self‐healing process is analyzed. Three parameters are used in the evaluation of the self‐healing capacity: i) the probability to generate sulfenyl radicals, which is the first step of the process; ii) the effect of the hydrogen bonding, which affects the mobility of the chains; and iii) the height of the exchange reaction barrier. The insertion of the NH group notably decreases the bond dissociation energy and, therefore, increases the probability to produce sulfenyl radicals and helps the approach of these radicals to neighboring disulfides, favoring the self‐healing process. The role of the phenyl rings is clearly observed in the reaction barriers, where the π–π stacking interactions notably stabilize the transition states, resulting in larger rate constants. Nevertheless, this stabilization is somewhat reduced in the aromatic sulfenamides, owing to a less effective π–π interaction. Therefore, the sulfenamide‐based aromatic disulfides may be considered as promising candidates for the design of efficient self‐healing materials.

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Dynamic Covalent Polymer Networks: from Old Chemistry to Modern Day Innovations

Cited by 721 publications

References 105 publications

Tunable Structural Color Patterns Based on the Visible‐Light‐Responsive Dynamic Diselenide Metathesis

Tunable Structural Color Patterns Based on the Visible‐Light‐Responsive Dynamic Diselenide Metathesis

Tuning the Viscosity Profile of Ionic Vitrimers Incorporating 1,2,3‐Triazolium Cross‐Links

Sulfenamides as Building Blocks for Efficient Disulfide‐Based Self‐Healing Materials. A Quantum Chemical Study

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