4.7 Article

Combined Reprocessability and Self-Healing in Fluorinated Acrylic-Based Covalent Adaptable Networks (CANs)

Journal

ACS APPLIED POLYMER MATERIALS
Volume 4, Issue 12, Pages 9360-9367

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsapm.2c01609

Keywords

copolymerization; self-healable copolymers; reprocessable fluorinated acrylic thermosets; covalent adaptable networks (CANs); dipolar interactions; molecular mechanisms of self-healing

Funding

  1. National Science Foundation [1655740]
  2. OIA
  3. [DMR 2003005]
  4. Office of Integrative Activities
  5. Office Of The Director [1655740] Funding Source: National Science Foundation

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Combining reprocessing and self-healing in one material can lead to the development of sustainable materials with improved mechanical properties. We developed fluorinated acrylic-based covalent adaptable networks (CANs) that can self-heal and be reprocessed. These materials exhibit high stress at break and storage modulus and can fully recover their mechanical properties through compression molding. They also self-heal under ambient conditions.
Combining reprocessing and self-healing in one material provides an opportunity for the development of sustainable materials with enhanced mechanical properties. We developed fluorinated acrylic-based covalent adaptable networks (CANs) capable of self-healing and reprocessing by copolymerizing (2-acetoacetoxy)ethyl methacrylate (AAEMA), 2,2,2-trifluoroethyl methacrylate (TFEMA), and n-butyl acrylate (nBA), followed by cross-linking with tris(2-aminoethyl) amine (TREN). These materials exhibit the maximum stress at break of about 16 MPa and the storage modulus of similar to 2.6 GPa in the -60 to 25 degrees C range. Capable of complete recovery of mechanical properties, these materials are reprocessable by compression molding at 120 degrees C. The recovery of physical and chemical properties involves the exchange reactions between vinylogous urethane linkages and primary amines. Upon multicycle reprocessing, junction densities and stored entropic energy are also recovered and preserved. These CANs self-heal under ambient conditions. Upon damage, initially C=O groups of vinylogous urethanes respond to perturbation by conformational changes, followed by the (E) -> (Z) isomerization of C=C bonds accompanied by the conformational rearrangements of the CF3 and CH2 moieties. This reversible process leads to the recovery of dipolar interactions that facilitates selfhealing under ambient conditions. The concept of equipping materials with dynamic cross-linking and self-healing attributes can be extended to other systems. covalent adaptable networks (CANs), dipolar interactions, molecular mechanisms of self-healing

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