脱氢松香基有机小分子凝胶因子的合成及其性能
Synthesis and Properties of Organic Gelator Based on Dehydroabietate Derivative
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摘要: 用12-溴-13, 14-双硝基脱氢松香酸甲酯合成了一种新型的有机小分子凝胶因子1, 4a-二甲基-6-溴-1, 2, 3, 4, 4a, 17, 18, 18a-八氢萘基2, 1-h 二吡啶并3, 2-a: 2, 3-c 吩嗪甲酸甲酯(DBNPM),通过 1H NMR, 13C NMR, MS和IR等表征手段对产物结构进行了表征.为了考察此小分子凝胶因子的自组装行为,研究了该分子在不同有机溶剂中的成胶性能和形貌.研究发现,在甲醇中临界成胶浓度(CGC)最低,为0.5 g/L;但是在二氧六环中凝胶性质最为稳定.扫描电镜(SEM)照片显示,从甲醇溶剂中得到的干胶呈片状结构,从二氧六环溶剂中得到的干胶呈网状结构;通过红外光谱和XRD测试研究证实,该化合物分子间的氢键是凝胶化的重要驱动力之一.Abstract: A novel low-molecular-mass organic gelator (DBNPM) was synthesized from 12-bromine-13, 14-dinitro dehydroabietic acid methyl ester. The title compound was characterized by 1H NMR, 13C NMR, IR and MS techniques. The assembly behavior of the prepared organogelator in solution was investigated. The organogelator induced gelation in a wide variety of organic solvents. With methanol as solvent, the critical gelation concentration (CGC) of the prepared gelator was the minimum, 0.5 g/L. But the gelatination property was the most stable in 1, 4-dioxane. Scanning eletron microscope (SEM) images indicated that the xerogels from methanol solution presented flaky structure and the xerogels from 1, 4-dioxane solution were net-like structure. Infrared spectra (FT-IR) and XRD showed that hydrogen bond was the main driving force for the formation of organogels.