Bio-based hyperbranched epoxy resins: synthesis and recycling

Chemical Society Reviews, Год журнала: 2023, Номер 53(2), С. 624 - 655

Опубликована: Дек. 18, 2023

This review provides a comprehensive overview of the synthesis, degradation, and recycling bio-based hyperbranched epoxy resins.

Язык: Английский

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Closed-loop recycling of tough epoxy supramolecular thermosets constructed with hyperbranched topological structure

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Июнь 7, 2024

The regulation of topological structure covalent adaptable networks (CANs) remains a challenge for epoxy CANs. Here, we report strategy to develop strong and tough supramolecular thermosets with rapid reprocessability room-temperature closed-loop recyclability. These were constructed from vanillin-based hyperbranched resin (VanEHBP) through the introduction intermolecular hydrogen bonds dual dynamic bonds, as well formation intramolecular cavities. structures confer remarkable energy dissipation capability thermosets, leading high toughness strength. Due imine exchange reversible noncovalent crosslinks, can be rapidly effectively reprocessed at 120 °C within 30 s. Importantly, efficiently depolymerized room temperature, recovered materials retain structural integrity mechanical properties original samples. This may employed design tough, recyclable practical applications.

Язык: Английский

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Superior Epoxy Vitrimer Containing Acetal and Disulfide Bonds for Achieving High Mechanical Properties, Reprocessability, and Degradability

Macromolecules, Год журнала: 2024, Номер 57(11), С. 5450 - 5460

Опубликована: Май 29, 2024

The development of sustainable composites necessitates biobased epoxy resins that are highly recyclable and degradable; however, the integration mechanical, reprocessing, rapid degradation properties into a single resin remains significant challenge. present study proposes straightforward approach to overcoming problem by combining two labile covalent bonds an resin. combination acetal disulfide demonstrates synergistic effect on performance resin, leading ultrafast polymer. carbon fiber-reinforced composite with matrix shows tensile strength exceeding 630 MPa, but degrades completely within just 8 min, while recovered fibers display nondestructive characteristics similar those original material. Moreover, we designed good self-healing reprocessing ability. Scratches surface can be self-healed heating, powdered reshaped under hot press. These findings offer new preparation composites, highlighting importance thermosetting polymers.

Язык: Английский

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Self-Healing and Recyclable Castor Oil-Based Epoxy Vitrimer Based on Dual Dynamic Bonds of Disulfide and Ester Bonds

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(14), С. 8399 - 8408

Опубликована: Июль 15, 2024

Язык: Английский

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Vanillin-based dual dynamic epoxy building block: a promising accelerator for disulfide vitrimers

Polymer Chemistry, Год журнала: 2024, Номер 15(13), С. 1347 - 1357

Опубликована: Янв. 1, 2024

A dual-dynamic bio-based epoxy building block (DDBB) with both imine and disulfide bonds synthesized from cystamine vanillin showed accelerated dynamic exchanges in vitrimer formulations.

Язык: Английский

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Epoxy Vitrimer with Excellent Mechanical Properties and High T_g for Detachable Structural Adhesives

ACS Applied Materials & Interfaces, Год журнала: 2025, Номер 17(9), С. 14578 - 14590

Опубликована: Фев. 22, 2025

It is a long-standing challenge for thermoset resins to simultaneously achieve outstanding thermomechanical and mechanical properties as well rapid network reconfiguration due the trade-off between chemical bond transformation stability of network. The design vitrimer topology an effective strategy address above issues. Here, we prepared epoxy material (DGEBA-API-MHHPA) with excellent high glass-transition temperature (Tg) by introducing rigid-flexible integrated side chains [1-(3-aminopropyl) imidazole (API)], which endow DGEBA-API-MHHPA multiple interactions including "internal antiplasticization" effect, intermolecular hydrogen bonds, π-π interactions. Moreover, introduction Zn2+ facilitates transesterification, enabling fast rearrangement Specifically, relaxation time DGEBA-API0.2-MHHPA0.8-Zn reaches 65 s at 200 °C. Meanwhile, Zn2+-imidazole coordination bonds energy dissipation improve toughness resulting exhibits self-healing recyclable behaviors possesses 80.3 MPa tensile strength, 3.25 GPa Young's modulus, 7.2 MPa·m1/2 fracture (KIC), Tg 129 Concurrently, can be applied detachable structural adhesives various substrates used matrixes electrically composites. This skillful widely referenced in large-scale manufacturing high-performance dynamic covalent their composites performance.

Язык: Английский

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Eugenol-Based Epoxy Materials with High Biobased Carbon Content and Their Structure–Property Relationships

ACS Applied Polymer Materials, Год журнала: 2025, Номер unknown

Опубликована: Янв. 8, 2025

In order to reduce dependence on petroleum resources, three different biobased epoxy monomers (Eu-EP-1, Eu-EP-2, and Eu-EP-3) with a carbon content of 76.9%–83.3% were prepared from eugenol, which can be derived lignin. Three eugenol-based thermosets (Eu-EP-1/IPDA, Eu-EP-2/IPDA, Eu-EP-3/IPDA) then obtained by curing Eu-EP monomer commercial IPDA (isophorone diamine) hardener; the activation energy was in range 37.4–48.2 kJ/mol, gel ranged 95.4%–96.5%, cross-linking degree reached 1185–2119 mol/m3, confirming that cured form network structures. Therefore, Eu-EP/IPDA had excellent in-service performance Tg 63.9–76.3 °C tensile strength 34.7–43.1 MPa. However, permanent chemical bonds difficult recycle. Since Eu-EP-2/IPDA balanced performance, Eu-EP-2 selected develop recyclable Eu-EP/AFD vitrimers AFD (4,4′-dithiodiphenylamine). The resulting Eu-EP-2/AFD1.00 vitrimer 79.4 39.2 MPa, remodeling could achieved hot pressing at 200 for 6 h; self-healing scratched material heating 180 2 h, dissolved mercaptoethanol. is potential sustainable development materials recyclability. This study offers facile solution materials.

Язык: Английский

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High‐Performance, Recyclable, and Degradable Bio‐Based Epoxy Resins Based on Dynamic Covalent Imine Bonds

Journal of Applied Polymer Science, Год журнала: 2025, Номер unknown

Опубликована: Март 23, 2025

ABSTRACT Epoxy resins are widely utilized in many fields due to their good mechanical properties, thermal and chemical stability. However, most of the reported epoxy characterized as nondegradable nonrecyclable thermosetting materials, causing great environmental pollution resource waste. Herein, we report a fully bio‐based recoverable resin using monomer curing agent. The (VAN‐TA‐EP) was synthesized by Schiff base reaction based on vanillin (VAN) Tris(2‐aminoethyl)amine (TA) further epoxidated. imine agent (DI) from diformylfuran (DFF) isophorone diamine (IPDA). resultant TA/DI that composed VAN‐TA‐EP DI, showed high performance, degradability, recyclability. tensile strength prepared reached maximum 104 MPa, which is significantly higher than conventional DGEBA/DDM (59 MPa). demonstrated be heated reshaped metathesis, experimentally confirmed. Furthermore, cross‐linked have degradability acid‐ or base‐induced hydrolysis bonds. This study paves way for preparation high‐performance recyclable resins.

Язык: Английский

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Epoxy-based multifunctional re-bondable polymer with self-healing, shape memory and superb bonding properties

Journal of Colloid and Interface Science, Год журнала: 2024, Номер 678, С. 30 - 39

Опубликована: Сен. 2, 2024

Язык: Английский

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High-Impact Epoxy Resins with Superior Hydrophobicity Toughened by Epoxy Functionalized Poly(olefin-alt-maleimide) Derivatives

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(9), С. 4964 - 4974

Опубликована: Апрель 25, 2024

The inherent disadvantages of low toughness and high brittleness severely limit the widespread applications epoxy resins (EPs), it is highly desirable to toughen EPs while maintaining their rigidity thermal properties. Herein, a type functionalized poly[1-hexene-alt-N-(2-methoxymethyl oxirane)maleimide] (PHMIEP) was specially designed synthesized by self-stabilized precipitation polymerization (2SP) 1-hexene maleic anhydride, followed imidization, hydroxymethylation, epoxidation. Due presence both rigid cyclic maleimide units flexible pendant butyl groups, PHMIEP can serve as an effective toughening modifier for EPs. With 4,4-diaminodiphenylmethane curing agent, with 5 phr showed record-high impact strength tensile 54.04 kJ/m2 95.84 MPa, which were 121 23% higher than neat EPs, respectively. Moreover, PHMIEP-modified exhibited similar stability glass-transition temperature those More impressively, resultant superior hydrophobicity in comparison unmodified due incorporation hydrophobic imide alkyl segments. Furthermore, order reduce preparation cost, complex olefinic mixtures derived from cracking product raffinate oil used directly replace 1-hexene. modified poly[cracked oil-alt-N-(2-methoxymethyl (PRMIEP) also excellent comprehensive enhanced toughness, strength, comparable stability, PHMIEP/PRMIEP-toughened demonstrate great potential high-performance resin matrix application fields electronic packaging, coating, engineering plastics.

Язык: Английский

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