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

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

DOI:
10.1002/app.42065
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发表时间:
2015-06
影响因子:
3
通讯作者:
Changyou Gao
Changyou Gao
中科院分区:
化学3区
文献类型:
--
作者:
Bin Hu;Chen Ye;Changyou Gao

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以生物降解聚酯为原料合成的嵌段聚氨酯具有优异的理化性能,具有广阔的应用前景。聚富马酸丙二醇酯(PPF)是一种可生物降解的线性脂肪族不饱和聚酯,在生物医学领域有着广泛的应用。本文中,基于PPF-二醇、二异氰酸酯(如1,6-二异氰酸酯基己烷、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(如1,4-丁二醇和L-赖氨酸甲酯盐酸盐(Lys-OMe 2 HCl))合成新型聚氨酯(PPFU)。通过改变二异氰酸酯和扩链剂的种类以及硬段的比例,可以容易地获得具有定制性能如机械强度和降解速率的PPFU。合成的PPFU具有无定形结构,软段和硬段之间存在较强的氢键,且相分离程度较轻。PPFU弹性体的伸长率可达400%以上,且具有缓慢的形变恢复能力。PPFU对碱(5 M,NaOH)水解比酸(2 M,HCl)和氧化(30 vol %,H2 O2)侵蚀更敏感。随着硬段含量的增加,PPFU的拉伸强度、形变回复能力和玻璃化转变温度均有所提高,而软段的降解速率则相反。在PPFU的提取物或PPFU膜表面上的平滑肌细胞的体外培养显示在细胞活力、粘附和增殖方面的低细胞毒性和良好的细胞相容性。V C 2015 Wiley Periodicals,Inc. J.应用聚合物Sci. 2015,132,42065。
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 deg- radation 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 oxi- dative (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 degrada- tion 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. V C 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42065.
钨二硫化物纳米管增强可生物降解的聚合物,用于骨组织工程。
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