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通过 Ugi 反应合成藻酸盐衍生物及其表征。

Synthesis of alginate derivative via the Ugi reaction and its characterization.

机构信息

College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571100, China.

College of Materials and Chemical Engineering, Hainan University, Haikou 570228, China.

出版信息

Carbohydr Polym. 2016 Jan 20;136:757-63. doi: 10.1016/j.carbpol.2015.09.104. Epub 2015 Oct 1.

Abstract

In this research, the systematic evaluation of fundamental properties of the alginate derivative (Ugi-Alg) synthesized by the Ugi reaction is presented. The structure of Ugi-Alg with the degree of substitution of 23.24% was confirmed by FT-IR and (1)H NMR spectrometers. The X-ray diffraction (XRD) results indicate the amorphous structure and the crystal structure change of Ugi-Alg, which is possibly ascribed to the destruction of inter- and intra-molecular hydrogen bonding interactions during the Ugi reaction. From thermal gravimetric analysis (TGA) and fluorescence spectrophotometer, Ugi-Alg shows high thermal stability and good amphiphilic functionality with the critical aggregation concentration of 0.07 g/L in 0.15 mol/L aqueous NaCl solution. Transmission electron microscope (TEM) image and dynamic light scattering (DLS) reveal that stable Ugi-Alg self-aggregated micelle with the average size of 162.3 nm and ζ potential at about -31.7 mV could form in the aqueous media, which presents tremendous potential in pharmacology and tissue engineering.

摘要

本研究对通过 Ugi 反应合成的藻酸盐衍生物(Ugi-Alg)的基本性质进行了系统评价。通过傅里叶变换红外光谱仪和(1)H 核磁共振光谱仪证实了 Ugi-Alg 的结构,其取代度为 23.24%。X 射线衍射(XRD)结果表明 Ugi-Alg 具有无定形结构和晶体结构变化,这可能归因于 Ugi 反应过程中破坏了分子间和分子内氢键相互作用。热重分析(TGA)和荧光分光光度计表明,Ugi-Alg 具有较高的热稳定性和良好的两亲性功能,在 0.15 mol/L 水溶液中,其临界聚集浓度为 0.07 g/L。透射电子显微镜(TEM)图像和动态光散射(DLS)表明,在水介质中可以形成稳定的 Ugi-Alg 自组装胶束,平均粒径为 162.3nm,ζ 电位约为-31.7mV,这使其在药理学和组织工程学方面具有巨大的潜力。

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