Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems

ACS Applied Polymer Materials, Journal Year: 2022, Volume and Issue: 5(1), P. 828 - 838

Published: Dec. 23, 2022

In this work, a series of bio-based epoxy vitrimers were developed by reacting diglycidyl ether bisphenol A (DGEBA) and 2,5-furandicarboxylic acid (FDCA) at different molar ratios. Triazabicyclodecene was used as transesterification catalyst to promote thermally induced exchange reactions. Differential scanning calorimetry, gel content measurements, Fourier transform infrared spectroscopy study the FDCA-DGEBA crosslinking reaction. The reaction kinetics such crosslinked systems characterized via stress relaxation tests, evidencing an Arrhenius-type dependence time on temperature, activation energy dynamic rearrangement depending composition. addition, self-healing, thermoformability, mechanical recycling demonstrated for composition showing faster topology rearrangement, namely, FDCA/DGEBA ratio equal 0.6. This work provides first example incorporating FDCA, making these primary importance in field reversible, high-performance materials future circular economy scenarios.

Language: Английский

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Adaptable Phosphate Networks towards Robust, Reprocessable, Weldable, and Alertable-Yet-Extinguishable Epoxy Vitrimer

Research, Journal Year: 2022, Volume and Issue: 2022

Published: Jan. 1, 2022

Covalent adaptable networks (CANs) combine the uniqueness of thermoplastics and thermosets to allow for reprocessability while being covalently crosslinked. However, it is highly desirable but rarely achieved CANs simultaneously demonstrate reversibility mechanical robustness. Herein, we report a feasible strategy develop novel epoxy vitrimer (EV) composed phosphate (APNs), by which EVs exhibit promising properties (tensile strength 62.5 ~ 87.8 MPa tensile modulus 1360.1 2975.3 MPa) under ambient conditions. At elevated temperatures, topology rearrangement occurs relied on transesterification, contributes shape memory performance, self-healing, reprocessing, welding behaviors. Moreover, incorporation APNs allows improvements in anti-ignition also inhibition both heat release smoke generation avoid empyrosis, asphyxiation, toxication during burning, showing expected intrinsic fire safety. Thermal, properties, flame retardancy reprocessed after hot pressing are very close those original EVs, attributed sufficient APNs. Accordingly, combining aforementioned features, manufactured as flame-triggered switches alarms, symbolizes innovative development high-performance covalent polymeric materials.

Language: Английский

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High‐Performance Vitrimeric Benzoxazines for Sustainable Advanced Materials: Design, Synthesis, and Applications

Macromolecular Materials and Engineering, Journal Year: 2022, Volume and Issue: 308(4)

Published: Oct. 26, 2022

Abstract Polybenzoxazines are high‐performance materials capable of replacing conventional thermosets such as phenolics, epoxies, and bismaleimides in composites manufacturing due to their excellent thermomechanical chemical behavior. Their versatility compatibility with biobased precursors make them an attractive option composite matrices. Like other thermosets, polybenzoxazines not recyclable cannot be reprocessed. Incorporating dynamic bonds benzoxazine monomers can produce vitrimeric polybenzoxazines, which potentially overcome this limitation tuned exhibit smart functionalities self‐healing shape memory. Dynamic bond exchange mechanisms for vitrimer development transesterification, imine bond, disulfide exchange, transamination, transcarbamoylation, transalkylation, olefin metathesis, transcarbonation, siloxane‐silanol boronic ester, silyl ether dioxaborolane metathesis applicable chemistry, transesterification having successfully vitrimerized benzoxazines topological transitions at −8.5 88 °C, respectively. Benzoxazine vitrimers featuring glass 193, 224, 222–236 °C now known. These place the forefront reprocessable thermosetting polymers

Language: Английский

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Biobased polyurethane coatings with fast self-healing and tunable mechanical properties derived from curcumin and castor oil

Progress in Organic Coatings, Journal Year: 2023, Volume and Issue: 183, P. 107816 - 107816

Published: July 20, 2023

Language: Английский

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Polybenzoxazine-based covalent adaptable networks: A mini-review

Polymer, Journal Year: 2023, Volume and Issue: 287, P. 126426 - 126426

Published: Oct. 25, 2023

Benzoxazines represent a class of thermoset resins known for their exceptional thermal, fire, and mechanical properties. These find wide applications in various industries, including composites electronic components. However, like conventional thermosets, benzoxazines have limitations terms end-of-life options, typically being landfilled or incinerated. To address this concern, researchers been exploring the incorporation dynamic bonds into structure polybenzoxazines to add functionalities such as reprocessability, self-healing, recycling capabilities, develop polybenzoxazine-based covalent adaptable networks (CANs). This mini-review offers an overview recent endeavors focused on introduction within polybenzoxazine structures. It emphasizes synergies between molecular exchanges, transesterification disulfide metathesis, provides comparative summary properties achieved by materials developed context. By leveraging strengths benzoxazine structures, aims foster exploration development innovative approaches that combine unique CANs, enabling more sustainable environmentally friendly materials.

Language: Английский

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Mechanically Interlocked Vitrimer Based on Polybenzoxazine and Polyrotaxane

ACS Applied Polymer Materials, Journal Year: 2023, Volume and Issue: 5(6), P. 3971 - 3978

Published: May 8, 2023

A mechanically interlocked vitrimer (MIV) based on a benzoxazine monomer and polyrotaxane (PR) has been prepared through network (MIN) dynamic covalent bond chemistry. The transacetalation exchange the N,O-acetal-type polybenzoxazine (PBz) structure was catalyzed by tin compound. Compared to controlled PBz without MIN, designed MIV shows enhanced mechanical performance including ductility tensile strength while maintaining relatively high Young's modulus glass transition temperature (Tg). can be reprocessed several times compromising thermal stability. also exhibits faster lower activation energy compared due mobile intramolecular motions of PR in allowing for more readily. usefulness present study preparation high-performance eco-friendly thermosetting vitrimers is discussed.

Language: Английский

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Epoxy-based high-k composite vitrimer: With low dielectric loss, high breakdown strength and surface electrical damage repairability

Chemical Engineering Journal, Journal Year: 2023, Volume and Issue: 473, P. 145199 - 145199

Published: Aug. 5, 2023

Language: Английский

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Tertiary amine-based autocatalytic transesterification epoxy vitrimer: Effect of tertiary amine structure and covalent incorporation on the properties of vitrimers

Polymer, Journal Year: 2024, Volume and Issue: 300, P. 126958 - 126958

Published: March 22, 2024

Language: Английский

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Preparation and Properties of a Phosphorus-Free Intrinsic Flame-Retardant and High Thermal Resistant Polybenzoxazine with Good Degradability

ACS Applied Polymer Materials, Journal Year: 2024, Volume and Issue: 6(7), P. 3985 - 3995

Published: April 2, 2024

Polybenzoxazines are a type of thermosetting resin with good thermal resistance. A flame-retardant and degradable polybenzoxazine (ERY-a) was synthesized by special bisphenol containing bridging diacetal structure (ERY) aniline. systematic comparative study conducted between ERY-a A/aniline-type benzoxazine (BA-a). Their chemical structures were confirmed Fourier transform infrared (FTIR) spectra nuclear magnetic resonance (NMR) spectra. The curing behaviors polymerization reactions analyzed differential scanning calorimetry (DSC) FTIR Dynamic mechanical analysis (DMA) thermogravimetric (TGA) used to investigate their properties, the results showed that cured ERY-a, referred as P(ERY-a), exhibited notable glass transition temperature Tg 297 °C char yield 51% under N2 at 800 °C, both which significantly higher than those BA-a. Furthermore, flame retardancy P(ERY-a) ERY-a-based composites assessed through microcalorimetry (MCC) vertical combustion testing. findings highlighted superior low heat release capacity (HRC) due presence structure. More importantly, cross-linked can be degraded in solvent via cleavage structure, optimal degradation conditions systematically studied. Moreover, carbon fiber from composite easily recycled ERY-a.

Language: Английский

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Exploiting the reversible covalent bonding of boronic acids for self-healing/recycling of main-chain polybenzoxazines

Polymer Chemistry, Journal Year: 2022, Volume and Issue: 13(24), P. 3631 - 3638

Published: Jan. 1, 2022

In this work, a new strategy for the synthesis of self-healable/recyclable polybenzoxazine networks under mild conditions by exploiting dynamic B–O bond exchanges is presented.

Language: Английский

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