Polymers (Basel)
September 2022
Introducing dynamic covalent bonding into thermoset polymers has received considerable attention because they can repair or recover when damaged, thereby minimizing waste and extending the service life of thermoset polymers. However, most of the yielded dynamic covalent bonds require an extra catalyst, high temperature and high-pressure conditions to trigger their self-healing properties. Herein, we report on a catalyst-free bis-dynamic covalent polymer network containing vinylogous urethane and disulfide bonds.
View Article and Find Full Text PDFHere, we report the fabrication of a dynamic enamine-one bond based vitrimer through amino-yne click chemistry. In contrast to amine-acetoacetate condensation, the amino-yne click reaction yields a dynamic enamine-one motif that is composed of / (3:1) isomers and has a relatively lower activation energy (35 ± 3 kJ/mol vs 59 ± 6 kJ/mol), owing to the absence of a methyl substituent. The resulting vitrimer network has superior mechanical properties and faster dynamic exchange than that of a reference vitrimer derived from amine-acetoacetate condensation, and they are attributed to the fewer network defects and the less sterically hindered exchange reaction, respectively.
View Article and Find Full Text PDFNovel organic-inorganic hybrid coating materials were developed using amino silanes and acetoacetylated soybean oil. The acetoacetylated soybean oil was prepared from soybean oil (a renewable resource) using a solvent-free method involving a thiol-ene and transesterification reactions, and the chemical structure was characterized by nuclear magnetic resonance (NMR), gel permeation chromatography (GPC), Fourier-transform infrared (FTIR) spectroscopy, and viscosity analyses. On the basis of the acetoacetylated soybean oil, several organic-inorganic hybrid coating materials were prepared using different amino silanes by a catalyst-free method involving one-step comprising two reactions (an amine-acetoacetate reaction and an sol-gel technique), and their crosslinked structures were determined from their FT-IR and solid-state Si NMR spectra.
View Article and Find Full Text PDFAn ambient cross-linking system based on the Knoevenagel condensation reaction between acetoacetylated sucrose and aromatic dicarboxaldehydes was demonstrated. In this study, we use a rheological instrument to measure the gel time to predict and elucidate the likely reaction mechanism of the system, and we prepare films based on the mechanistic results. Acetoacetylated sucrose and 4,4'-biphenyldicarboxaldehyde were used as raw materials, piperidine was used as the catalyst, and nonvolatile dimethyl sulfoxide (DMSO) was used as the solvent.
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