A mussel-inspired high bio-content thermosetting polyimine polymer with excellent adhesion, flame retardancy, room-temperature self-healing and diverse recyclability

Zhao, Qi; Zhang, Meng; Gao, Shaohua; Pan, Zheng; Xue, Yijiao; Jia, Puyou; Bo, Caiying; Luo, Zhenyang; Song, Fei; Zhou, Yonghong

doi:10.1039/d2ta01062c

Cited by 41 publications

(13 citation statements)

References 59 publications

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“…Thereinto, polyimine vitrimers, prepared from amine and aldehyde, attracted much research attention due to their plasticity, recyclability, reprocessability and self-healability, offering new opportunities for traditional thermosets by improving the life-span and simultaneously providing additional functionalities such as phase-sensitive membrane probe, [18] exogenous pollutant detection, [19] electronic ink, [20] osmotic energy conversion, [21] emulsion separation, [22] and flame retardancy. [23] Beyond that, they can not only be permanently cross-linked by stable covalent bonds but also change their molecular topologies through thermally activated bond-exchange reactions. Moreover, they can be recycled or remolded under the treatment of heat, water, and amine solvents with catalyst free.…”

Section: Introductionmentioning

confidence: 99%

Self‐Healable, Malleable, Ecofriendly Recyclable and Robust Polyimine Thermosets Derived from Trifluoromethyl Diphenoxybenzene Backbones

Wang²,

Wang³

et al. 2023

Chemistry A European J

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Dynamic covalent chemistry opens up great opportunities for a sustainable society by producing reprocessable networks of polymers and even thermosets. However, achieving the closed-loop recycling of polymers with high performance remains a grand challenge. The introduction of aromatic monomers and fluorine into covalent adaptable networks is an attractive method to tackle this challenge. Therefore, we present a facile and universal strategy to focus on the design and applications of polyimine vitrimers containing trifluoromethyl diphenoxybenzene backbones in applications of dynamic covalent polymers. In this study, fluorine-containing polyimine vitrimer networks (FPIVs) were fabricated, and the results revealed that the FPIVs not only exhibited good self-healability, malleability and processability without the aid of any catalyst, but also possessed decent mechanical strength, superior toughness and thermal stability. We hope that this work could provide a novel pathway for the design of high-performance polyimine vitrimers by recycling of plastic wastes.

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Section: Introductionmentioning

confidence: 99%

Self‐Healable, Malleable, Ecofriendly Recyclable and Robust Polyimine Thermosets Derived from Trifluoromethyl Diphenoxybenzene Backbones

Wang²,

Wang³

et al. 2023

Chemistry A European J

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“…Meanwhile, this PI 1.2 -boroxine bonded on the stainless steel can also pull 2.5 kg of projects horizontally (Figure S12(ii)), which further indicates excellent adhesive behavior. To the authors’ best knowledge, in comparison of lap shear strength, bonding time, and bonding temperature with other reported hot-melt adhesives in bonding stainless steel, the PI x -boroxine supramolecular thermosets showed excellent comprehensive properties (Figure c). − Interestingly, the PI x -boroxine-based adhesive can be reused after damage. As shown in Figures d,e, when two bonded steel substrates were separated, they could be rejoined simply by hot-pressing.…”

Section: Resultsmentioning

confidence: 88%

Chemically Recyclable Supramolecular Thermosets toward Strong and Reusable Hot-Melt Adhesives

Bao,

Yin,

Ding

et al. 2023

Macromolecules

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Chemically recyclable thermosets are an ideal substitute for traditional thermosets in the development of a circular economy and sustainable environment. However, the development of efficient and easy-to-achieve chemical recycling strategies remains challenging. Herein, a series of supramolecular thermosets that can be chemically recycled under mild acid conditions at room temperature are fabricated by cross-linking the polyimine polymers with dynamic boroxines (PI x -Boroxine). By tailoring the molar content of boroxines, the PI 1.2 -boroxine can exhibit a tensile strength of ∼30.6 MPa, a tensile yield strength of 33.0 MPa, an elongation at break of ∼111.6%, and a Young's modulus of ∼679.6 MPa. Because of the dynamic nature of boroxines and imine bonds, the PI x -boroxine supramolecular thermoset exhibits fast stress relaxation behavior, which enables them to have good reprocessing ability. These unique features can also guarantee the PI x -boroxine supramolecular thermosets to be a highperformance reusable hot-melt adhesive. The maximum lap shear strength of the PI x -Boroxine-based hot-melt adhesives in stainless steel bonding adhesive can reach ∼18.6 MPa, which is comparable to that of commercial hot-melt adhesives. Meanwhile, the PI x -Boroxine-based hot-melt adhesives can be reused at least 10 times with only a small amount of reduction in lap shear strength. More importantly, the PI x -boroxine supramolecular thermosets can be easily depolymerized in a 0.1 M HCl/H 2 O solution at room temperature. Further, the monomers can be easily and efficiently separated by a simple separation procedure. The recovered monomers can also be reused to fabricate new PI x -boroxine supramolecular thermosets without losing their mechanical properties. This work provides a new design strategy to develop high-performance thermosets with easy-to-achieve chemical recyclability, which will contribute to the sustainable development of modern society.

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“…Intrinsic self-repair based on responses to light, heat, and pH allows for the dynamic conversion of intermolecular reversible dynamic bonds between positive and negative reactions, achieving self-repair. The introduction of reversible chemical bonds [7][8][9][10][11][12][13][14][15][16][17] (e.g., Diels-Alder (DA), ester, imine, and disulfide) into the polymer structure enables the self-healing of cracks in the materials and allows for the recycling and reuse of waste materials, thereby avoiding resource waste and environmental pollution. Self-healing polymer materials can be prepared under mild reaction conditions without catalysts and small side reactions.…”

Section: Introductionmentioning

confidence: 99%

Self-healing, recyclable, thermally adaptive shape memory functional biopolymers based on multiple dynamic covalent bonds and hydrogen bonds derived from castor oil and vanillin

Nie,

Li,

et al. 2023

New J. Chem.

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A mussel-inspired high bio-content thermosetting polyimine polymer with excellent adhesion, flame retardancy, room-temperature self-healing and diverse recyclability

Abstract: A polyimine polymer with hydrogen bond–imine bond double dynamic cross-linked networks was synthesized by green methods using biomass feedstock. This study provides new and important insights into multifunctional polymers with high bio-based content.

Cited by 41 publications

References 59 publications

Self‐Healable, Malleable, Ecofriendly Recyclable and Robust Polyimine Thermosets Derived from Trifluoromethyl Diphenoxybenzene Backbones

Self‐Healable, Malleable, Ecofriendly Recyclable and Robust Polyimine Thermosets Derived from Trifluoromethyl Diphenoxybenzene Backbones

Chemically Recyclable Supramolecular Thermosets toward Strong and Reusable Hot-Melt Adhesives

Self-healing, recyclable, thermally adaptive shape memory functional biopolymers based on multiple dynamic covalent bonds and hydrogen bonds derived from castor oil and vanillin

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