Flexible preparation of polyamide-6 based thermoplastic elastomers via amide exchange

Chen, Juan; Gong, Caihong; Yang, Ce; Yi, Chunwang

doi:10.1007/s10853-021-06057-z

Cited by 18 publications

(15 citation statements)

References 39 publications

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“…In the 1 H NMR spectra of PA36,IA (Figure 2c), the chemical shift at 0.89 ppm, and at 1.00-1.52 ppm, are attributed to the aliphatic -CH 2 protons of the PA36,IA segments, whereas the chemical shifts at 2.21 ppm represent the -CH 2 proton adjacent to the pyrrolidone ring. The chemical shifts in the region at 2.91, 3.29, and 3.77 ppm refer to the protons of the pyrrolidone ring, i.e., the creation of pyrrolidone ring [42]. These results further support the successful synthesis of the PA36,IA elastomer.…”

Section: Design Synthesis and Structure Characterization Of The Bio-based Thermoplastic Pa Elastomerssupporting

confidence: 61%

“…The apparent difference between the bands of the carbonyl groups in IA (Figure 1c) and PA36,IA (Figure 1e) can be witnessed in the FTIR spectra. The characteristic carbonyl band of IA at 1695 cm −1 has almost completely disappeared, and the carbonyl bands of amide-I (1645 cm −1 ) and amide-II (1547 cm −1 ) were raised in the PA36,IA FTIR spectrum (Figure 1e), respectively [42]. These outcomes indicate the conversion of the monomers into bio-based PA36,IA.…”

Section: Design Synthesis and Structure Characterization Of The Bio-based Thermoplastic Pa Elastomersmentioning

confidence: 87%

“…The protonation of enolate intermediate produced the new unsaturated carbonyl compound. Then, the amide polycondensation reaction continuously increased the polymer chain and formed an IA chain from the extended PA36,IA elastomer with a pyrrolidone ring structure [42]. The same procedure and reaction conditions were followed for the synthesis of PA36,36 (Scheme 2), and the detailed procedure is provided in the Supplementary Material.…”

Section: Synthesis Of Pa36ia Thermoplastic Elastomermentioning

confidence: 99%

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Highly Stretchable Fully Biomass Autonomic Self-Healing Polyamide Elastomers and Their Foam for Selective Oil Absorption

2021

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Renewable polymers with self-healing ability, excellent elongation, hydrophobicity, and selective oil absorption attributes are of interest for an extensive range of applications, such as e-skin, soft robots, wearable devices, and cleaning up oil spills. Herein, two fully renewable eco-friendly polyamide (PA)-based self-healing elastomers (namely, PA36,IA, and PA36,36) were prepared by a facile and green one-pot melt polycondensation of itaconic acid (IA), PripolTM 1009, and PriamineTM 1075 monomers. The molecular structures of these PAs were analyzed by FITR, 1H NMR, and 13C NMR. The distinct structure of these PAs shows superior strain values (above 2300%) and high ambient temperature autonomous self-healing ability. Interestingly, the synthesized renewable PA36,36 showed zero water absorption values and hydrophobic properties with a contact angle of θ = 91o compared to the synthesized PA36,IA and other previously reported PAs. These excellent attributes are due to the low concentration of amide groups, the highly entangled main chains, the intermolecular diffusion, the manifold dangling chains, and the numerous reversible physical bonds within the renewable PAs. Furthermore, the hydrophobic properties may aid in the selective oil absorption of the PA36,36-based foam, for which PA36,36 foam is produced by the green supercritical carbon dioxide (scCO2) batch foaming process. The PA36,36 foam with a microporous cellular structure showed better absorption capacity and high stability in repeated use. Due to these advantages, these bio-based PAs have potential for the production of eco-friendly self-healing materials, superabsorbent foams, and other polymeric materials.

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Section: Design Synthesis and Structure Characterization Of The Bio-based Thermoplastic Pa Elastomerssupporting

confidence: 61%

Section: Design Synthesis and Structure Characterization Of The Bio-based Thermoplastic Pa Elastomersmentioning

confidence: 87%

Section: Synthesis Of Pa36ia Thermoplastic Elastomermentioning

confidence: 99%

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Highly Stretchable Fully Biomass Autonomic Self-Healing Polyamide Elastomers and Their Foam for Selective Oil Absorption

2021

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“…1 It is generally understood that the blue shift of the peaks of N–H vibration is related to the weakness of hydrogen bonding in polyamides. 10,20 Therefore, the weaker intermolecular force of HS-TPAEs compared with TPAE-0 may indicate the plasticization of PTMG to the PA6 phase. Consequently, the thermal behavior of HS-TPAEs related to the PA6 phase changed significantly with the increasing content of PTMG due to the plasticizing effect.…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the thermo-mechanical characteristics of TPEs can be finely customized by varying the mass ratio and molecular weight of the hard and soft segments. 10,11 Thus, TPEs are a potential candidate for developing a novel elastic filament through melt spinning due to these significant advantages. Among these attractive materials, TPEs with polyamide 6 (PA6) as hard segments (TPAEs) have attracted more attention over the past few years because of their abundant intermolecular hydrogen bonds, which may endow the as-prepared filament with satisfactory melt spinning, high elasticity, anti-abrasion and chemical resistance.…”

Section: Introductionmentioning

confidence: 99%

Flexible preparation of PA6-based thermoplastic elastomer filaments with enhanced elasticity, melt spinnability and transparency enabled by high-molecular-weight soft segments

Liu,

Zhao,

Liu

et al. 2023

Polym. Chem.

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Synthesis and characterization of trace aromatic copolyamide 6 with tunable mechanical and viscoelastic behavior

Chen

Lee

Rwei

2021

J of Applied Polymer Sci

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terephthalamide/adipic acid (BAHT-AA) was chosen to be used as a comonomer to develop a novel polyamide 6 (PA6) with the trace-content aromatic structure. A series of polyamide 6 copolymers (coPA6) with trace BAHT-AA loading were synthesized to yield the modified copolyamides with multiple interactions of hydrogen bonding and π-π stacking on the PA6 backbone. It was proved that the thermal stability and mechanical properties of coPA6 were significantly enhanced because of the introduction of the trace BAHT-AA segment. More importantly, adding a trace (1, 2, and 4 mole%) of BAHT-AA could effectively increase the network structure and highly decrease the free volume fraction in the polymer system that is proved by the relaxation behavior and melt viscoelastic behavior. The results showed that the integrated performances of coPA6 were better than that of pure PA6, which was highly correlated with the aforementioned multiple interactions. For example, outstanding tensile strength (73.0 vs. 56.8 MPa), and modulus (1167 vs. 929 MPa), and so on. This work provided the traditional PA6 with the modification of outstanding mechanical and thermal performances, thus expanding its application for the plastics and textile industries.

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Flexible preparation of polyamide-6 based thermoplastic elastomers via amide exchange

Cited by 18 publications

References 39 publications

Highly Stretchable Fully Biomass Autonomic Self-Healing Polyamide Elastomers and Their Foam for Selective Oil Absorption

Highly Stretchable Fully Biomass Autonomic Self-Healing Polyamide Elastomers and Their Foam for Selective Oil Absorption

Flexible preparation of PA6-based thermoplastic elastomer filaments with enhanced elasticity, melt spinnability and transparency enabled by high-molecular-weight soft segments

Synthesis and characterization of trace aromatic copolyamide 6 with tunable mechanical and viscoelastic behavior

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