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首页> 美国卫生研究院文献>Polymers >Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks
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Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks

机译：设计用于潜在生物医学和制药应用的聚氨酯：制备含有生物相容性和可生物降解聚氨酯网络的蔗糖的新型合成策略

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In this paper the preparation and detailed characterization of designed polyurethanes (SPURs) are reported for potential biological, biomedical and/or pharmaceutical applications. Importantly, in order to fulfill these goals all reactants and solvents used were selected according to the proposal of EUR-8 Pharmacopoeia. For the synthesis, a novel strategy was introduced and elaborated. A series of SPUR samples was prepared from poly(ε-caprolactone)-diol, 1,6-hexamethylene diisocyanate and sucrose as a chain extender/crosslinking agent to obtain sucrose containing polyurethanes. In addition, the mol ratios of the sucrose were varied within an order of magnitude. The prepolymers and the products of the syntheses were investigated by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and infrared spectroscopy (IR), respectively. It was found that the reactivity of the eight free hydroxyl groups of sucrose are different, and after curing the SPUR samples at 60 °C no free isocyanate groups can be observed. Furthermore, swelling experiments performed with various solvents of different polarities revealed that the highest degree of swelling took place in dimethyl-sulfoxide. However, low degrees of swelling were recognized in water and hexane. It is important to note that the gel contents were around 90% in all cases, which demonstrate that the crosslinking was almost complete. In addition, the kinetics of swelling were also evaluated and successfully modeled. The crosslink densities were calculated from the data of the swelling experiments by means of the Flory-Rehner equation. Unexpectedly, it was found that the crosslink density decreased with the increasing sucrose content also in line with the results obtained by relaxation modulus experiments and dynamic mechanical analysis (DMA). The Tg and Tm of SPUR samples, determined from DSC and DMA measurements, were around −57 °C and 27 °C, respectively. According to the mechanical tests the SPUR samples showed high elongation at break values, i.e., high flexibilities. Furthermore, the stress-strain curves were also modeled and discussed.
机译：在本文中，已报道了潜在的生物，生物医学和/或制药应用中设计的聚氨酯（SPUR）的制备和详细表征。重要的是，为了实现这些目标，根据EUR-8药典的建议选择了使用的所有反应物和溶剂。为了进行综合，引入并阐述了一种新颖的策略。由聚（ε-己内酯）-二醇，1,6-六亚甲基二异氰酸酯和蔗糖作为增链剂/交联剂制备了一系列SPUR样品，以获得含蔗糖的聚氨酯。另外，蔗糖的摩尔比在一个数量级内变化。分别通过基质辅助激光解吸/电离飞行时间质谱（MALDI-TOF MS）和红外光谱（IR）研究了预聚物和合成产物。发现蔗糖的八个游离羟基的反应性不同，并且在60℃下固化SPUR样品后，未观察到游离异氰酸酯基。此外，使用不同极性的各种溶剂进行的溶胀实验表明，最高溶胀程度发生在二甲基亚砜中。然而，在水和己烷中发现低程度的溶胀。重要的是要注意，在所有情况下凝胶含量都在90％左右，这表明交联几乎完成。此外，还对膨胀动力学进行了评估并成功建模。借助于Flory-Rehner方程由溶胀实验的数据计算出交联密度。出乎意料的是，发现交联密度随着蔗糖含量的增加而降低，这也与通过松弛模量实验和动态力学分析（DMA）获得的结果一致。通过DSC和DMA测量确定的SPUR样品的Tg和Tm分别约为-57°C和27°C。根据机械测试，SPUR样品显示出高的断裂伸长率值，即高的柔韧性。此外，还对应力-应变曲线进行了建模和讨论。

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