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International Journal of Polymeric Materials and Polymeric Biomaterials · 2017 · IF 1.515

Influence of well-defined hard segment length on the properties of medical segmented polyesterurethanes based on poly(ε-caprolactone-co-L-lactide) and aliphatic urethane diisocyanates

Qi Jia,Yiran Xia,Shengnan Yin,Zhaosheng Hou,Ruxia Wu

This work describes the preparation, characterization, mechanical properties, in vitro degradability, and cytocompatibility of two aliphatic segmented polyesterurethanes (SPEU-II, SPEU-III) based on poly(ε-caprolactone-co-L-lactide) and aliphatic urethane diisocyanate chain extenders. Two novel chain extenders containing two and four urethane groups, respectively, were synthesized and used in SPEU formulation. The influences of well-defined hard segment length on the degradability and mechanical properties of SPEU films were researched. The results of differential scanning calorimeter and X-ray powder diffraction showed that the long well-defined hard segments improved the phase separation of soft and hard segments, which led to satisfactory mechanical properties of SPEU films (ultimate stress: 24.8–35.4 MPa; strain at break: 601–669%). And the initial modulus increased from 31.9 MPa (SPEU-II) to 41.7 MPa (SPEU-III) with the increasing length of hard segments. SPEU-III with longer well-defined hard segment containing more urethane groups exhibited slower hydrolytic degradation rate (∼67 days) and lower water absorption (∼4 wt%) than SPEU-II. The results could be due to the formation of more hydrogen bonds among the hard segments and between the soft and hard segments, which strengthened the interchain attraction and gave a more compact network structure. The SPEU films showed similar thermostability, indicating that the length of hard segments marginally affects the thermostability. Cytotoxicity test of film extracts was conducted using L929 mouse fibroblasts, and the relative growth rate exceeded 90% after incubation for 24, 48, and 72 h, showing excellent cytocompatibility.

CAS / MDL: 110-63-4
研究领域: 生物材料学 · 医学工程 · 高分子化学
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Polymers · 2022 ·Vol. 14 ·期 9 ·1674 · IF 4.967

A Facile and Cost-Effective Method to Prepare Biodegradable Poly(ester urethane)s with Ordered Aliphatic Hard-Segments for Promising Medical Application as Long-Term Implants

Jingjing Bi,Yifan Liu,Jiaxu Liu

The article below describes a simple methodology to prepare cost-effective biodegradable poly(ester urethane)s (PEUs) with ordered hard segments (OHS) for medical application as long-term implants. A low-cost diurethane diol (1,4-butanediol-hexanediisocyanate-1,4-butanediol, BHB) was first designed and synthesized. Consequently, the BHB was employed as a chain extender to react with NCO-terminated poly(ε-caprolactone) to obtain PEUs. The molecular structural formats for BHB and PEUs were defined through NMR, FT-IR, and MS together with GPC, while the influence of OHS content on physical/chemical features for casted PEU films was investigated. The introduction of OHS could contribute to forming denser hydrogen-bonds, and consequently produce a compact network structure, resulting in great tensile capacity, low water absorption, and slow hydrolytic degradation rate by PEU films. PEU-2.0 films, which possessed the highest OHS content within PEUs, exhibited 40.6 MPa tensile strength together with 477% elongation at break, 4.3 wt % equilibrium water absorption and only 29.5% weight loss post-12 months’ degradation. In addition, cytotoxicity analysis of film extracts indicated that the cell viability of all PEUs containing OHS exceeded 75%, indicating good cytocompatibility. Due to outstanding tensile features, high biostability, nontoxic and absorbable degradation products and acceptable cytocompatibility, the cost-effective materials exhibited promising applications in the field of long-term implants.Keywords:poly(ester urethane)s;cost-effective;bio-degradable;ordered hard segments

CAS / MDL: 110-63-4 7719-12-2
研究领域: 材料科学 · 生物医学工程 · 组织工程
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Biomaterials Science · 2017 ·Vol. 5 ·期 4 ·669-677 · IF 4.21

Enhanced bioreduction-responsive biodegradable diselenide-containing poly(ester urethane) nanocarriers

Chao Wei,Yan Zhang,Zhongchen Song,Yiru Xia,Heng Xu,Meidong Lang

Stimuli-responsive nanocarriers have been limited for bench-to-bedside translation mainly because the stimuli sensitivity and responsive rate are not high enough to ensure sufficient drug concentration at the target sites for superior therapeutic benefits. Herein, we reported an enhanced bioreduction-responsive and biodegradable nanocarrier based on the amphiphilic poly(ester urethane) copolymers (PAUR-SeSe) bearing multiple diselenide groups on the backbone. The copolymer could spontaneously self-assemble into stable micelles in aqueous medium with an average diameter of 68 nm, which could be rapidly disassembled in a reductive environment as a result of the reduction-triggered cleavage of diselenide groups. Furthermore, the PAUR-SeSe micelles showed an enhanced drug release profile and cellular uptake compared with the disulfide-containing analogue (PAUR-SS). CCK8 assays revealed that the antitumor activity of DOX-loaded PAUR-SeSe micelles was much higher than that of DOX-loaded PAUR-SS micelles. Besides, the blank micelles and degradation products were nontoxic up to a tested concentration of 50 μg mL−1. Therefore, the enhanced therapeutic efficacy and good biocompatibility demonstrated that this drug nanocarrier had great potential for smart antitumor drug delivery applications.

CAS / MDL: 70-18-8 7782-49-2
研究领域: 药剂学 · 生物材料 · 肿瘤学
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RSC Advances · 2016 ·Vol. 6 ·期 98 ·95527-95534 · IF 3.289

Synthesis and shape memory property of segmented poly(ester urethane) with poly(butylene 1,4-cyclohexanedicarboxylate) as the soft segment

Wei Liu,Ruoyu Zhang,Miaoming Huang,Xia Dong,Wei Xu,Yubin Wang,Guo-Hua Hu,Jin Zhu

A series of thermoplastic poly(ester urethane)s (PUs) containing poly(butylene 1,4-cyclohexanedicarboxylate) (PBC) as a soft segment were prepared for shape memory materials via a two-step synthesis, with isophorone diisocyanate and 1,4-butanediol as its hard segments. The isomerization of the 1,4-cyclohexylene ring moiety (CHRM) happened during the preparation of PBC oligomers with molecular weight of 1700, 2300 and 3300 g mol−1, but such phenomenon was not observed during the reaction for the synthesis of PU. The three PBC oligomers could all crystallize, but their crystallization ability was depressed after incorporation of PUs. Thermo, thermo-mechanical and mechanical properties of the corresponding PUs were studied to understand their structural information. It was found that the PU containing PBC1700 was an elastomer at elevated temperatures, and its shape memory properties were evaluated by DMA procedures. Regardless of its low degree of micro-phase separation, it was very interesting to find that the shape recovery ability of such PU was excellent, which was in contrast to traditional findings.

研究领域: 材料科学 · 高分子化学
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