Synthesis of linear polyurethane bearing pendant furan and cross-linked healable polyurethane containing Diels–Alder bonds

Du, Pengfei; Wu, Meiyin; Liu, Xuanxuan; Zheng, Zhen; Wang, Xinling; Sun, Ping; Joncheray, Thomas J.; Zhang, Yuefan

doi:10.1039/c3nj01245j

Cited by 64 publications

(48 citation statements)

References 30 publications

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“…The self‐healing behavior of C‐PEMIPU–DA was also characterized by the measurement of the healing efficiency obtained through the measurement of the tensile strength of the original and healed samples, as shown by our previous studies . The original sample was cut through its center with a surgical blade [Figure (a‐)].…”

Section: Resultsmentioning

confidence: 99%

“…The Diels–Alder (DA) reaction is particularly desirable for the preparation of heat‐stimuli self‐healing polymeric materials because of its thermal reversibility, high yield, minimal side reactions, and mild reaction condition …”

Section: Introductionmentioning

confidence: 99%

“…Our previous studies have shown that DA bonds can be introduced into polyurethane with furfuryl amine (FA) and bismaleimide . In one study, crosslinked self‐healing polyurethane was synthesized from polymeric MDI (S5005), PBA‐1000 [poly(1,4‐butylene adipate glycol), number‐average molecular weight = 1000 g/mol], and bismaleimide.…”

Section: Introductionmentioning

confidence: 99%

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Polyether–maleimide‐based crosslinked self‐healing polyurethane with Diels–Alder bonds

Zhong

Wang

Zheng

et al. 2015

J of Applied Polymer Sci

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The Diels-Alder (DA) reaction is particularly desirable for the preparation of heat-stimuli self-healing polymeric materials because of its thermal reversibility, high yield, and minimal side reactions. Some attempts were conducted to synthesize polyethermaleimide-based crosslinked self-healing polyurethane with DA bonds (C-PEMIPU-DA) through the reactions of the prepolymer (polymeric MDI/PBA-1000) functionalized by furfuryl amine and polyether-maleimide without benzene in this study. The structures of intermediates and C-PEMIPU-DA were first confirmed by 1 H-NMR, Fourier transform infrared spectroscopy, and differential scanning calorimetry. Next, the thermal reversibility and the self-healing performance of C-PEMIPU-DA were studied by 1 H-NMR, polarizing optical microscopy, tensile testing, and a sol-gel process. The results show that C-PEMIPU-DA exhibited interesting properties of thermal reversibility and self-healing. The polymers could be applied to self-healing materials or recyclable materials in the fields of the repair of composite structures and aging parts because of their thermosetting properties at room temperature and thermoplasticity at higher temperatures.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Polyether–maleimide‐based crosslinked self‐healing polyurethane with Diels–Alder bonds

Zhong

Wang

Zheng

et al. 2015

J of Applied Polymer Sci

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“…Our team also prepared a linear polyurethane with PA-F groups, utilizing the reactivity between isocyanates and urea at higher temperature [88]. Furfuryl amine, a primary amine, functioned as the diol chain extender with the furan group.…”

Section: Pendant Cross-linked Healable Polymer With Da Adductsmentioning

confidence: 99%

Reversible cross-linking polymer-based self-healing materials

Wang

2015

Recent Advances in Smart Self-Healing Polymers and Composites

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“…It is also noted that in contrast to intrinsic systems, it is difficult for the extrinsic systems to maintain the initial optical properties after the self-healing process because of the large difference in the color and refractive index between the intact matrix and the healed region. For these reasons, it is concluded that intrinsic systems are a more appropriate solution for applications, such as in display technologies, that require excellent optical properties.Polyurethane is a widely used intrinsic self-healing material that has been extensively studied because it can effectively recover from the dents on the surface due to its high elasticity [17][18][19][20][21]. However, while polyurethane can self-heal the dents on its surface, it cannot fully heal the scratch damage areas due to the lack of a strong specific interaction between the polyurethane chains.…”

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confidence: 99%

A Heterocyclic Polyurethane with Enhanced Self-Healing Efficiency and Outstanding Recovery of Mechanical Properties

et al. 2020

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A functional polyurethane based on the heterocyclic group was synthesized and its self-healing and mechanical properties were examined. To synthesize a heterocyclic polyurethane, a polyol and a heterocyclic compound with di-hydroxyl groups at both ends were blended and the blended solution was reacted with a crosslinker containing multiple isocyanate groups. The heterocyclic polyurethane demonstrates better self-healing efficiency than the conventional polyurethane with no heterocyclic groups. Furthermore, unlike the conventional self-healing materials, the heterocyclic polyurethane examined in this study shows an outstanding recovery of the mechanical properties after the self-healing process. These results are attributed to the unique supramolecular network resulting from the strong hydrogen bonding interaction between the urethane group and the heterocyclic group in the heterocyclic polyurethane matrix.Polymers 2020, 12, 968 2 of 11 several decades [7]. While they are more susceptible to damage caused by mechanical stress because of their low mechanical surface properties, these materials can effectively self-heal the areas damaged by the mechanical stress. In light of the critical issues mentioned above, self-healable polymeric coating materials will be preferred to hard coating materials for application in flexible displays. Therefore, endowing conventional polymeric materials with the ability to self-heal both dents and scratches is considered to be vital for the development of next-generation flexible displays [8,9].Traditionally, both extrinsic and intrinsic strategies have been employed to introduce the self-healing capability to polymeric materials. Extrinsic systems depend on embedded capsules or vascular networks [10][11][12]. When the material is damaged, the embedded container will release the contained healing agents to heal the damage by polymerization or chemical reaction. However, repeated healing at the same site is inherently difficult due to the limited amount of the healing agent inside the container, and the healing ability will disappear immediately after the healing agent is depleted [7]. By contrast, intrinsic systems utilize the reversible interaction between the components of the matrix [13][14][15][16], allowing them to repeatedly self-heal the same damaged areas. It is also noted that in contrast to intrinsic systems, it is difficult for the extrinsic systems to maintain the initial optical properties after the self-healing process because of the large difference in the color and refractive index between the intact matrix and the healed region. For these reasons, it is concluded that intrinsic systems are a more appropriate solution for applications, such as in display technologies, that require excellent optical properties.Polyurethane is a widely used intrinsic self-healing material that has been extensively studied because it can effectively recover from the dents on the surface due to its high elasticity [17][18][19][20][21]. However, while polyurethane can self-heal the dents on...

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Synthesis of linear polyurethane bearing pendant furan and cross-linked healable polyurethane containing Diels–Alder bonds

Cited by 64 publications

References 30 publications

Polyether–maleimide‐based crosslinked self‐healing polyurethane with Diels–Alder bonds

Polyether–maleimide‐based crosslinked self‐healing polyurethane with Diels–Alder bonds

Reversible cross-linking polymer-based self-healing materials

A Heterocyclic Polyurethane with Enhanced Self-Healing Efficiency and Outstanding Recovery of Mechanical Properties

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