Synthesis and characterization of biodegradable polyurethane based on poly(?-caprolactone) and L-lysine ethyl ester diisocyanate

doi:10.1007/s11706-009-0013-4

Front Mater Sci Chin

2009, Vol. 3

Issue (1) : 25-32 https://doi.org/10.1007/s11706-009-0013-4

RESEARCH ARTICLE

Synthesis and characterization of biodegradable polyurethane based on poly(?-caprolactone) and L-lysine ethyl ester diisocyanate

Jian HAN¹, Bing CHEN², Lin YE¹, Ai-ying ZHANG¹, Jian ZHANG², Zeng-guo FENG¹(

)

1. School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081, China; 2. Xuanwu Hospital, Capital Medical University, Beijing 100053, China

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Abstract

A biocompatible diisocyanate, lysine ethyl ester diisocyanate, was prepared. Afterwards, biodegradable polyurethane (PU) was synthesized by the step-growth polymerization of this diisocyanate with hydroxyl terminated poly(?-caprolactone) in the presence of 1,4-butanediol as a chain-extender. The resulting PU was characterized by GPC, IR and DSC measurements. Its mechanical strength was found to increase with increasing the hard segment content. The PU microfiber meshes with high porosity were obtained by solution electrospinning technique. Their degradation behavior in the PBS and enzymatic solution was also investigated.

Keywords polyurethane biodegradability poly(?-caprolactone) L-lysine ethyl ester diisocyanate solution electrospinning

Corresponding Author(s): FENG Zeng-guo,Email:sainfeng@bit.edu.cn

Issue Date: 05 March 2009

Cite this article:

Bing CHEN,Lin YE,Ai-ying ZHANG, et al. Synthesis and characterization of biodegradable polyurethane based on poly(?-caprolactone) and L-lysine ethyl ester diisocyanate[J]. Front Mater Sci Chin, 2009, 3(1): 25-32.

URL:

https://academic.hep.com.cn/foms/EN/10.1007/s11706-009-0013-4
https://academic.hep.com.cn/foms/EN/Y2009/V3/I1/25

Fig.1 FTIR spectra of LDI, LEED, PCL and PU

Fig.2 H-NMR spectrum of LDI

Tab.1 The molecular weight and tensile strength of PCL/LDI copolymer

Fig.3 Stress-strain curves of chain-extended PU samples

Tab.2 The molecular weight and tensile strength of polyurethanes

Fig.4 DSC traces for chain-extended PU samples

Tab.3 Polyurethane thermal transition data measured by DSC

Fig.5 SEM images of PU solution electrospinning fibrous

Fig.6 Images of tubular scaffold of PU solution electrospinning

Fig.7 Mass loss of PU in the course of hydrolytic degradation

Fig.8 Mass loss of PU in the course of enzymatic degradation

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