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

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。

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.