Aromatic amine‐terminated polysulfide oligomer: Synthesis and application in self‐healable polyurea

Abstract

The dynamic chemistry of disulfide bonds has emerged as one of the most powerful tools used for the fabrication of organic compounds and self‐healing materials. In this article, a novel aromatic amine‐terminated polysulfide oligomer is first synthesized from thiol‐terminated polysulfide oligomer and bis(4‐aminophenyl) disulfide via disulfide metathesis mechanism. The resulting oligomer is confirmed by FTIR and 1H NMR spectra and then successfully applied in constructing self‐healable polyurea material (A‐LP23‐I), which combines the advantages of higher strength of polyureas and excellent self‐healing ability of polysulfide‐based materials. After subjecting to a temperature of 75 °C for 48 h, both the tensile strength and ultimate elongation of A‐LP23‐I restore to more than 90% of the original values (3.32 MPa and 396%). This study demonstrates a novel strategy for synthesizing aromatic amine‐terminated oligomer. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1460–1466

Room-Temperature Self-Healing Ablative Composites via Dynamic Covalent Bonds for High-Performance Applications

“…The selfhealing polyurea prepared by Gao et al has a T 5% of only 258 °C and T max less than 300 °C. 44 The degradation of PIH is mainly divided into two stages: the first stage of 250−380 °C is the degradation of the hard segment carbamate; the second stage of 380−700 °C is the degradation of the soft segment PDMS. Because HPDS contains a benzene ring structure, it is advantageous to the aggregation of hard segment microdomains in PIH.…”

“…Because of the high temperature resistance of PDMS and better microphase separation than general polyether polyols, the thermal decomposition temperature of PIH is higher than that of most unmodified TPUs. − For example, the initial thermal degradation temperature, i.e., T 5% (5% weight loss), of PIH-12.5 is as high as 300 °C and the maximum thermal degradation temperature, i.e., T max (the peak value of DTG curves), can reach 444.1 °C (Table S1). The self-healing polyurea prepared by Gao et al has a T 5% of only 258 °C and T max less than 300 °C . The degradation of PIH is mainly divided into two stages: the first stage of 250–380 °C is the degradation of the hard segment carbamate; the second stage of 380–700 °C is the degradation of the soft segment PDMS.…”

Double Immobilized Superhydrophobic and Lubricated Slippery Surface with Antibacterial and Antifouling Properties

“…After immobilizing the lubricating oil, the content of C−N increases to 14.63%, which is due to the formation of −NCON− bond during the HDI curing process. 48 The O 1s high-resolution XPS spectra are fitted well to three kinds of oxygen state (Figure S6a−c), corresponding to C�O (533.0 eV), organic C−O (531.6 eV), and Zn(OH) 2 (530.0 eV), respectively. 49 The former two states originated from H 3 BTC, and the latter from the byproduct Zn(OH) 2 during the electrodeposition process, as shown from the XRD patterns (Figure 2).…”

Self‐healable MnO2‐cured polysulfide sealant and the effect of fillers on its self‐healing ability

“…For example, self‐healable polysulfide‐based polymers were successfully synthesized by the reaction of epoxidized polysulfide oligomer with tetrathiol 14,15 and diethylenetriamine 16 . In addition, we also fabricated a series of self‐healable polysulfide‐based sealants, 17 polyurethanes 18 and polyureas 19 from thiol‐terminated polysulfide oligomers and their mechanical properties could effectively restore at 75°C. However, to the best of our knowledge, the self‐healing ability of MnO 2 ‐cured polysulfide sealants has not yet been investigated and we are also curious about the effect of fillers on the healing ability of polysulfide sealants.…”