Synthesis and Characterization of Biodegradable Alternating Polyesteramides from Mixed Diamidediols and Sebacic Acid

doi:10.1007/s40242-014-3189-9

Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (1): 168-175.doi: 10.1007/s40242-014-3189-9

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Synthesis and Characterization of Biodegradable Alternating Polyesteramides from Mixed Diamidediols and Sebacic Acid

SUN Huiyun, YIN Tiao, LI Yue, ZHAO Jingbo, ZHANG Zhiyuan, ZHANG Junying

Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, P. R. China

Received:2013-04-26 Revised:2013-08-19 Online:2014-02-01 Published:2013-08-30
Contact: ZHAO Jingbo,E-mail:zhaojb@mail.buct.edu.cn;ZHANG Junying,E-mail: zhangjy@mail.buct.edu.cn E-mail:zhaojb@mail.buct.edu.cn; zhangjy@mail.buct.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(Nos.50873013, 21244006).

Abstract

Abstract:

A series of polyesteramide prepolymers[PrePEA(0/4,8)s] having mixed alternating bisesterdiamide units was synthesized via melt polycondensation from N,N'-bis(2-hydroxyethyl)oxamide(0) and N,N'-bis(2-hydroxyethyl)-adipamide(4) with sebacic acid(8) at different molar ratios. Chain extension of them was conducted with 2,2'-(1,4-phenylene)-bis(2-oxazoline) and adipoyl biscaprolactamate as combined chain extenders. The chain extended polyesteramides[ExtPEA(0/4,8)s] were characterized by proton nuclear magnetic resonance(¹H NMR), gel permeation chromatography(GPC), differential scanning calorimetry(DSC), thermogravimetry analysis(TGA), wide angle X-ray scattering, tensile test and enzymatic degradation. The results show that ExtPEA(0/4,8)s were crystalline polyesteramides. They had T_m up to 136.5 ℃ and initial decomposition temperature above 297.5 ℃. They crystallized in similar crystallites into Nylon-66 and degraded under the catalysis of protease or lipase. They are thermoplastic materials with tensile strength up to 21.5 MPa and elongation at break above 64.0%.

Key words: Alternating polyesteramide, Polycondensation, Chain extension, Diamidediol

SUN Huiyun, YIN Tiao, LI Yue, ZHAO Jingbo, ZHANG Zhiyuan, ZHANG Junying. Synthesis and Characterization of Biodegradable Alternating Polyesteramides from Mixed Diamidediols and Sebacic Acid[J]. Chemical Research in Chinese Universities, 2014, 30(1): 168-175.

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Synthesis and Characterization of Biodegradable Alternating Polyesteramides from Mixed Diamidediols and Sebacic Acid

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