Fabrication and curing properties of o-cresol formaldehyde epoxy resin with reversible cross-links by dynamic boronic ester bonds

Zeng, Yanning; Liu, Shuxin; Xu, Xiqing; Chen, Yang; Zhang, Faai

doi:10.1016/j.polymer.2020.123116

Cited by 57 publications

(42 citation statements)

References 59 publications

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“…Increased BDB content brings out a more constrained network and restricted chain mobility due to increased cross-linking density. The mechanical properties of 20% C-FPAE were higher than those of epoxy vitrimers in the reported works (tensile strength was 10 vs. 4 MPa, elongation at break was 0.6% vs. 3.2%) [ 30 , 41 ]. It is noted that the Young’s modulus of 20% C-FPAE decreased with increasing BDB content.…”

Section: Resultsmentioning

confidence: 93%

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Rosin-Based Epoxy Vitrimers with Dynamic Boronic Ester Bonds

Zeng

Liu

et al. 2021

Polymers

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Rosin is an abundantly available natural product. In this paper, for the first time, a rosin derivative is employed as the main monomer for preparation of epoxy vitrimers to improve the mechanical properties of vitrimers. Novel epoxy vitrimer networks with dynamic reversible covalent boronic ester bonds are constructed by a reaction between thiols in 2,2′–(1,4–phenylene)–bis (4–mercaptan–1,3,2–dioxaborolane) (BDB) as a curing agent and epoxy groups in the rosin derivative. The rosin-based epoxy vitrimer networks are fully characterized by Fourier transform infrared spectroscopy (FTIR), an equilibrium swelling experiment, and dynamic mechanical analysis (DMA). The obtained rosin-based epoxy vitrimers possess superior thermostability and good mechanical properties. Due to transesterification of boronic ester bonds, rosin epoxy vitrimer network topologies can be altered, giving welding, recycle, self-healing, and shape memory abilities to the fabricated polymer. Besides, the effects of treating time and temperature on welding capability is investigated, and it is found that the welding efficiency of the 20% C-FPAE sample is >93% after treatment for 12 h at 160 °C. Moreover, through a hot press, the pulverized samples of 20% C-FPAE can be reshaped several times and most mechanical properties are restored after reprocessing at 200 °C for 60 min. Finally, chemical degradation is researched for the rosin-based epoxy vitrimers.

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Section: Resultsmentioning

confidence: 93%

“…A typical reaction of BDB synthesized as reported [ 30 ] and FPAE is showed in Figure 1 to obtain C-FPAE networks. FPAE (3.00 g, 5.20 nmol) in a three-necked flask was dissolved in THF.…”

Section: Methodsmentioning

confidence: 99%

Rosin-Based Epoxy Vitrimers with Dynamic Boronic Ester Bonds

Zeng

Liu

et al. 2021

Polymers

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“…The pristine sample showed an island-like phase structure with obvious microphase separation (Figure 9e), and the hard segments appeared dispersed among the soft segments with continuous distribution, which is consistent with the DMA observation that two peaks appeared in the tan δ plot. In contrast, in the three recycled samples, the highlight regions of hard segments increased, indicating improved microphase separation in the recycled samples [56][57][58]. Besides, the effect of the hot press thermal treatment time on the mechanical properties of 70%VPU OH was investigated.…”

Section: Reprocessingmentioning

confidence: 99%

“…Polymers 2021, 13, x FOR PEER REVIEW 13 of 16 peaks appeared in the tan δ plot. In contrast, in the three recycled samples, the highlight regions of hard segments increased, indicating improved microphase separation in the recycled samples [56][57][58]. Besides, the effect of the hot press thermal treatment time on the mechanical properties of 70%VPUOH was investigated.…”

Section: Reprocessingmentioning

confidence: 99%

Sustainable Polyurethane Networks Based on Rosin with Reprocessing Performance

Yang

Zhao

et al. 2021

Polymers

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Rosin is an abundant natural product. In this paper, for the first time, a rosin derivative is employed as a monomer for the preparation of polyurethane vitrimers with improved properties. A novel rosin-based polyurethane vitrimers network was constructed by the reaction between isocyanates (HDI) as curing agent and monomers with alcohol groups modified from rosin. The dynamic rosin-based polyurethane vitrimers were characterized by FTIR and dynamic mechanical analysis. The obtained rosin-based polyurethane vitrimers possessed superior mechanical properties. Due to the dynamic urethane linkages, the network topologies of rosin-based polyurethane vitrimers could be altered, contributing self-healing and reprocessing abilities. Besides, we investigated the effects of healing time and temperature on the self-healing performance. Moreover, through a hot press, pulverized samples of 70%VPUOH could be reshaped several times, and the mechanical properties of the recycled samples were restored, with tensile strength being even higher than the of that of the original samples.

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“…Dynamic covalent bonds can take place exchange reactions under external stimulus. [10] Many dynamic covalent bonds, such as ester bond, [11] disulfide bond, [12] imine bond, [13] and boronic ester bond, [14] have been DOI: 10.1002/macp.202100290 introduced into the shape memory epoxy resins to make reprocessability or selfhealing ability come true. For example, Wang's team reported a recyclable and mechanically robust shape memory epoxy resin based on ester bonds with a shape fixity ratio (R f ) of 94% and shape recovery ratio (R r ) of over 87%.…”

Section: Introductionmentioning

confidence: 99%

Reprocessable and Self‐Healing Shape Memory Epoxy Resin Based on Biphenyl Mesogen and Siloxane

Pan

Deng

et al. 2021

Macro Chemistry & Physics

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Shape memory epoxy resin has a high potential for applications in various fields such as space deployable structures and actuators. In order to meet the requirements of application and extend the materials' service life, it is highly desirable to develop a shape memory epoxy resin with good properties of shape memory, reprocessing, and self-healing. In this work, a shape memory epoxy resin based on the orientable biphenyl mesogen and the dynamic siloxane is fabricated successfully via anion ring-opening polymerization. The resulting epoxy resin exhibits excellent shape memory performance, good reprocessing ability, good self-healing property, and triple shape memory effect (triple-SME).

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Fabrication and curing properties of o-cresol formaldehyde epoxy resin with reversible cross-links by dynamic boronic ester bonds

Cited by 57 publications

References 59 publications

Rosin-Based Epoxy Vitrimers with Dynamic Boronic Ester Bonds

Rosin-Based Epoxy Vitrimers with Dynamic Boronic Ester Bonds

Sustainable Polyurethane Networks Based on Rosin with Reprocessing Performance

Reprocessable and Self‐Healing Shape Memory Epoxy Resin Based on Biphenyl Mesogen and Siloxane

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