Enabling the Reprocessability and Debonding of Epoxy Thermosets Using Dynamic Poly(β‐Amino Amide) Curing Agents DOI Open Access
Loc Tan Nguyen, Stephan Maes, Filip Du Prez

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Дек. 30, 2024

Abstract Epoxy resins, by showing outstanding performances, stand out as the most applied materials in thermoset products. However, their excellent properties, associated with covalently cross‐linked structures, come at expense of recyclability, thus posing environmental and regulatory challenges. Herein, starting from recently explored reversibility robust poly(β‐amino amide)s, dynamic curing agents are synthesized a one‐pot procedure for use preparation epoxy‐derived networks. The obtained retain desirable properties while being fully (re)processable, high temperature‐dependent viscoelasticity (activation energy (E ) ≈230 to 270 kJ mol −1 ). Moreover, this new generation epoxy shows resistance hydrolysis creep elevated temperatures (up 120 °C). As an entry point further applications, reversible implemented adhesive formulations, showcasing lap shear strengths that comparable commercial hardeners 9 MPa). β‐amino amide groups provide adhesives additional functionality heat‐triggered deconstruction (130 150 °C), re‐bonding capacity up 80% recovery lap‐shear strength. To encourage industrial adoption, cost‐effective, drop‐in synthesis protocol is developed using only bulk chemicals, hence facilitating practical implementation.

Язык: Английский

Taking dynamic covalent chemistry out of the lab and into reprocessable industrial thermosets DOI
Stephan Maes, Nezha Badi, Johan M. Winne

и другие.

Nature Reviews Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 31, 2025

Язык: Английский

Процитировано

8
Aza-Michael Chemistry for PDMS-Based Covalent Adaptable Elastomers: Design and Dual Role of the Silica Filler DOI
Loc Tan Nguyen, Chiel Mertens, Filip Du Prez

и другие.

Macromolecules, Год журнала: 2024, Номер 57(10), С. 4817 - 4825

Опубликована: Май 7, 2024

In this study, polydimethylsiloxane (PDMS)-based covalent adaptable networks have been prepared in a one-pot, catalyst-free way which dynamic β-amino esters (BAEs) are introduced via aza-Michael addition between available acrylate/amine-terminated PDMS-compounds. The straightforward introduction of those BAE-groups such high-value elastomers provides the ability to relax applied stress at elevated temperatures and hence capability reshaping by compression molding least 5 times without significant changes properties. Moreover, mechanical properties tunable varying cross-linker and/or filler content. Interestingly, utilization silica fillers not only enhances network formation but also accelerates exchange reactions, resulting twice faster relaxation while maintaining creep resistance service temperatures.

Язык: Английский

Процитировано

8
Foam‐to‐Foam Recycling Potential of PU‐Foams by Integration of Amino Esters DOI
Hiba Kassem,

Emir H. Samat,

Lucie Imbernon

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Сен. 27, 2024

Abstract The increasing market demand for flexible polyurethane foams (PUFs) is prompting the academic and industrial community to seek solutions their end‐of‐life management. In this study, issue addressed by incorporating β‐amino ester (BAE) moieties into foam structure. This addition results in hybrid PU‐BAE that can be thermally reprocessed chemically recycled, with cell sizes ranging from 780 990 µm densities between 90 150 kg m −3 . These demonstrate thermomechanical reprocessability, yielding stable elastomers, glass transition temperature values 14 25 °C. Stress relaxation experiments reveal remarkably fast times these elastomers (23 s at 160 °C). Furthermore, a systematic investigation of chemical recyclability via glycosylation conducted under mild conditions, achieving complete disintegration within 20 min 65 Finally, recycled product converted again, closed loop foam‐to‐foam recycling process. findings indicate integration BAE PUFs leads an enhanced rate, providing promising avenue addressing concerns PUF‐applications.

Язык: Английский

Процитировано

6
Fully Biobased Self-Healing and Recyclable Covalent Adaptable Networks Prepared via a Catalyst-Free Aza-Michael Reaction DOI

Siddhartha Shankar Kashyap,

Kashmiri Borah,

Joshi Shivam Shailesh Kumar

и другие.

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(7), С. 3894 - 3908

Опубликована: Март 21, 2024

In the present scenario, petroleum resource-based thermoset materials have become an environmental threat due to their permanent cross-linked structure that limits recyclability. To overcome this problem, development of covalent adaptable networks (CANs) containing dynamic bonds has emerged in recent years can be recycled under suitable conditions. However, fully biobased as well recyclable CANs following a green synthetic protocol is yet great challenge and dream toward sustainable environment. With goal, here, we report CAN films from acrylated castor oil (a low-cost vegetable derivative) cystamine diamine) via catalyst-free aza-Michael reaction using disulfide linkage bond. The show excellent thermoself-healing behavior recyclability for at least 10 cycles while maintaining material properties. addition, catalytically degraded, which further reprocessed reconstruct films. Furthermore, are hydrophobic nature, indicating these useful protective surface coating applications. Therefore, proof concept, demonstrate anticorrosive properties film having maximum water contact angle 102.4°, analyzed by polarization method, electrochemical impedance, salt spray fog test corrosive This work provides economical environmentally friendly route develop multifunctional future.

Язык: Английский

Процитировано

5
Debondable phenoxy-based structural adhesives with β-amino amide containing reversible crosslinkers DOI Creative Commons
Francesca Portone, Loc Tan Nguyen, Roberta Pinalli

и другие.

RSC Applied Polymers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

In this work phenoxy-like networks containing formulated β-aminoamide reversible crosslinkers featuring superior adhesive properties as well rebonding capability are reported.

Язык: Английский

Процитировано

0
Covalent Adaptable Networks with Associative Siloxane Exchange Enabled by Amide‐Based Internal Catalysis: Designing for Reprocessability and Extrudability by Increasing the Cross‐Link Density DOI Creative Commons
Nathan S. Purwanto, Tong Wang, Xiaoyang Liu

и другие.

Advanced Functional Materials, Год журнала: 2025, Номер unknown

Опубликована: Май 9, 2025

Abstract Replacing non‐recyclable thermosets with covalent adaptable networks (CANs) that recover cross‐link density after reprocessing will reduce waste and contribute to a circular polymer economy. Many CANs undergoing associative dynamic exchange require catalysis. External catalysis often leads harmful effects, e.g., increased creep, accelerated material aging, catalyst leaching. Herein, internally catalyzed siloxane chemistry is demonstrated resulting from amides covalently linked through alkyl chains siloxanes. Small‐molecule studies show the formation of products reaction two amide‐containing molecules. From rubbery plateau modulus, each siloxane‐exchange‐based CAN exhibits temperature‐invariant, or nearly so, characteristic CANs. The length in siloxane‐containing monomer tunes network density. Cross‐link recovery achieved, required time temperature decreasing increasing Stress relaxation also faster dynamics reprocessability arise because second order (i.e., cross‐linker) concentration. Capitalizing on this, melt extrusion highest demonstrated, achieving same extruded compression‐molded Using identical conditions, next‐highest not extrudable.

Язык: Английский

Процитировано

0
Oxidative Polymer Degradation via Cope Elimination DOI
Jared I. Bowman, James B. Young,

Victoria L. Thompson

и другие.

Macromolecules, Год журнала: 2024, Номер 57(15), С. 7547 - 7555

Опубликована: Июль 31, 2024

We report on a mild and efficient method to degrade poly(β-amino esters) (PBAEs) poly(amido amines) (PAMAMs) via Cope elimination. Oxidation of backbone tertiary amines N-oxides allowed for the spontaneous abstraction acidic β ester/amide protons, resulting in subsequent chain cleavage. show that quantitative PBAE degradation can be achieved within 15 min several organic solvents by treatment with meta-chloroperbenzoic acid. Despite being more robust substrate than PBAEs, PAMAMs could also fully degraded 18 h an aqueous protocol hydrogen peroxide. Mass spectrometry revealed similar profiles PBAEs vinyl, divinyl, dihydroxylamine compounds major byproducts. Finally, we demonstrate elimination-induced under conditions extended network polymers.

Язык: Английский

Процитировано

2
Direct Restoration of Photocurable Cross-linkers for Repeated Light-based 3D Printing of Covalent Adaptable Networks DOI Creative Commons
Loc Tan Nguyen, Filip Du Prez

Materials Horizons, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Photocurable dynamic cross-linkers based on β-amino esters have been successfully synthesized. The direct restoration of such cross-linkers, enabled by a catalyst- and solvent-free protocol, is established for repeated DLP 3D printing.

Язык: Английский

Процитировано

1
Mechanically Robust and Chemically Recyclable Poly(β-Amino Esters)-Based Thermosetting Plastics DOI

Ruoxuan Miao,

Yuhan Ding, Jie Liu

и другие.

ACS Applied Polymer Materials, Год журнала: 2024, Номер unknown

Опубликована: Окт. 25, 2024

Язык: Английский

Процитировано

1
Enabling the Reprocessability and Debonding of Epoxy Thermosets Using Dynamic Poly(β‐Amino Amide) Curing Agents DOI Open Access
Loc Tan Nguyen, Stephan Maes, Filip Du Prez

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Дек. 30, 2024

Abstract Epoxy resins, by showing outstanding performances, stand out as the most applied materials in thermoset products. However, their excellent properties, associated with covalently cross‐linked structures, come at expense of recyclability, thus posing environmental and regulatory challenges. Herein, starting from recently explored reversibility robust poly(β‐amino amide)s, dynamic curing agents are synthesized a one‐pot procedure for use preparation epoxy‐derived networks. The obtained retain desirable properties while being fully (re)processable, high temperature‐dependent viscoelasticity (activation energy (E ) ≈230 to 270 kJ mol −1 ). Moreover, this new generation epoxy shows resistance hydrolysis creep elevated temperatures (up 120 °C). As an entry point further applications, reversible implemented adhesive formulations, showcasing lap shear strengths that comparable commercial hardeners 9 MPa). β‐amino amide groups provide adhesives additional functionality heat‐triggered deconstruction (130 150 °C), re‐bonding capacity up 80% recovery lap‐shear strength. To encourage industrial adoption, cost‐effective, drop‐in synthesis protocol is developed using only bulk chemicals, hence facilitating practical implementation.

Язык: Английский

Процитировано

1