TY - JOUR
T1 - Aqueously soluble semi-aromatic copolyamides with dual-functional groups as sizing agent
AU - Qi, X.
AU - Wang, W.
AU - Zhang, J.
AU - Yan, C.
AU - Zhu, Y.
AU - Zhang, F.
N1 - Funding Information:
This work was supported by the National Natural Science Foundation of China (No. 51473002), the Zhejiang Provincial Key Laboratory of Robotics and Intelligent Manufacturing Equipment Technology (RIE2016OSF05), and the Key Project of Chinese National Programs (2016YFB0101704).
PY - 2019/3/5
Y1 - 2019/3/5
N2 - A series of novel aqueously soluble semi-aromatic (co)polyamides, poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) (2,5-dihydroxy-3,6-diallyl)terephthalamide] (CRPAOT-x), were prepared via the solid-state Claisen rearrangement reaction of poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) 2,5-bis(allyloxy)terephthalamide] (APAOT-x), where x (= 0, 13, 25, 50, 75, and 100) represents the molar fraction of allyloxy containing unit. APAOT-x was obtained through the interfacial copolymerization of terephthaloyl chloride, 2,5-bis(allyloxy)terephthaloyl chloride, and 2,2′-(ethylenedioxy)bis(ethylamine). The reaction conditions including reactant concentration, temperature, and solvent were optimized. The chemical structures of the target (co)polyamides and their precursors were characterized by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared spectroscopies. The incorporation of hydrophilic (ethylenedioxy)bis(ethylene) units greatly improved the polymer solubility. CRPAOT-x dissolved not only in polar organic solvents such as dimethylformamide, dimethyl sulfoxide, and N-methyl pyrrolidone but also in ammonia water. Due to the presence of hydroxyl groups and oxygen-rich aliphatic units, CRPAOT-x showed excellent affinity toward epoxy resins. The microbond test indicated that the aramid fibers sized by these dual-functional polymers exhibited remarkably enhanced interfacial shear strength in epoxy matrices.
AB - A series of novel aqueously soluble semi-aromatic (co)polyamides, poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) (2,5-dihydroxy-3,6-diallyl)terephthalamide] (CRPAOT-x), were prepared via the solid-state Claisen rearrangement reaction of poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) 2,5-bis(allyloxy)terephthalamide] (APAOT-x), where x (= 0, 13, 25, 50, 75, and 100) represents the molar fraction of allyloxy containing unit. APAOT-x was obtained through the interfacial copolymerization of terephthaloyl chloride, 2,5-bis(allyloxy)terephthaloyl chloride, and 2,2′-(ethylenedioxy)bis(ethylamine). The reaction conditions including reactant concentration, temperature, and solvent were optimized. The chemical structures of the target (co)polyamides and their precursors were characterized by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared spectroscopies. The incorporation of hydrophilic (ethylenedioxy)bis(ethylene) units greatly improved the polymer solubility. CRPAOT-x dissolved not only in polar organic solvents such as dimethylformamide, dimethyl sulfoxide, and N-methyl pyrrolidone but also in ammonia water. Due to the presence of hydroxyl groups and oxygen-rich aliphatic units, CRPAOT-x showed excellent affinity toward epoxy resins. The microbond test indicated that the aramid fibers sized by these dual-functional polymers exhibited remarkably enhanced interfacial shear strength in epoxy matrices.
KW - copolyamide
KW - dual-functional
KW - microbond test
KW - sizing agent
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U2 - 10.1002/app.47132
DO - 10.1002/app.47132
M3 - Article
AN - SCOPUS:85055060406
SN - 0021-8995
VL - 136
JO - Journal of Applied Polymer Science
JF - Journal of Applied Polymer Science
IS - 9
M1 - 47132
ER -