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A novel self-healable, fully reprocessable, and inkjet three-dimensional (3D) printable partially biobased elastomer is reported in this work. A long-chain unsaturated diacrylate monomer was first synthesized from canola oil and then cross-linked with a partially oxidized silicon-based copolymer containing free thiol groups and disulfide bonds. The elastomer is fabricated through inkjet 3D printing utilizing the photoinitiated thiol-ene click chemistry and reprocessed by compression molding exploiting the dynamic nature of disulfide bond. Self-healing is enabled by phosphine-catalyzed disulfide metathesis. The elastomer displayed a tensile strength of ∼52 kPa, a breaking strain of ∼24, and ∼86% healing efficiency at 80 °C temperature after 8 h. Moreover, the elastomer showed excellent thermal stability, and the highest thermal degradation temperature was recorded to be ∼524 °C. After reprocessing through compression molding, the elastomer fully recovered its mechanical and thermal properties. These properties of the elastomer yield an ecofriendly alternative of fossil fuel-based elastomers that can find broad applications in soft robotics, flexible wearable devices, strain sensors, health care, and next-generation energy-harvesting and -storage devices.

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