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Synthesis and characterization of biodegradable polyurethanes with unsaturated carbon bonds based on poly(propylene fumarate)

机译:基于聚富马酸丙二醇酯的不饱和碳键可生物降解聚氨酯的合成与表征

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摘要

The segmented polyurethanes synthesized from biodegradable polyesters are very promising and widely applicable because of their excellent physiochemical properties. Poly(propylene fumarate) (PPF), a kind of linear aliphatic unsaturated and biodegradable polyesters, has been well recognized in biomedical applications. Herein novel polyurethanes (PPFUs) were synthesized based on the PPF-diol, diisocyanates such as 1,6-diisocyanatohexane, l-lysine diisocyanate, and dicyclohexylmethane diisocyanate, and chain extenders such as 1,4-butylene glycol and l-lysine methyl ester hydrochloride (Lys-OMe2HCl). By varying the types of diisocyanates, and chain extenders, and the proportion of hard segments, the PPFUs with tailored properties such as mechanical strength and degradation rate were easily obtained. The synthesized PPFUs had an amorphous structure and slight phase separation with strong hydrogen bonding between the soft segments and the hard segments. The elongation of PPFU elastomers reached over 400% with a slow deformation-recovery ability. The PPFUs were more sensitive to alkaline (5 M, NaOH) hydrolysis than acid (2 M, HCl) and oxidative (30 vol.%, H2O2) erosion. The tensile strength, deformation-recovery ability, and glass transition temperature of the PPFUs were improved with the increase of hard segment proportion, while the degradation rate was opposite because of the faster degradation of the soft segments. In vitro culture of smooth muscle cells in the extractant of the PPFUs or on the PPFUs film surface revealed low cytotoxicity and good cytocompatibility in terms of cell viability, adhesion, and proliferation. (c) 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42065.
机译:由可生物降解的聚酯合成的链段聚氨酯由于其优异的理化性质而非常有前途且广泛适用。聚(富马酸丙二酯)(PPF)是一种线性脂族不饱和和可生物降解的聚酯,已在生物医学应用中得到广泛认可。本文中,基于PPF-二醇,二异氰酸酯(例如1,6-二异氰酸基己烷,l-赖氨酸二异氰酸酯和二环己基甲烷二异氰酸酯)和扩链剂(例如1,4-丁二醇和l-赖氨酸甲酯)合成了新型聚氨酯(PPFU)盐酸盐(Lys-OMe2HCl)。通过改变二异氰酸酯和扩链剂的类型以及硬链段的比例,可以轻松获得具有定制性能(如机械强度和降解速率)的PPFU。合成的PPFU具有非晶态结构和轻微的相分离,在软链段和硬链段之间具有强氢键。 PPFU弹性体的伸长率达到400%以上,变形恢复能力很慢。 PPFU对碱(5 M,NaOH)的水解比对酸(2 M,HCl)和氧化性(30 vol。%,H2O2)的腐蚀更敏感。随着硬链段比例的增加,PPFU的拉伸强度,变形恢复能力和玻璃化转变温度均得到改善,而降解速率却相反,因为软链段的降解更快。在PPFU的萃取剂中或PPFU膜表面上的平滑肌细胞的体外培养显示出低的细胞毒性和良好的细胞相容性,无论是细胞活力,粘附力还是增殖。 (c)2015 Wiley Periodicals,Inc. J. Appl。 Polym。科学2015,132,42065。

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