A series of new low molecular organogelators (LMOGs) with thermotropic mesophase were synthesized via the reaction of 3,6-dimethyl-pyrazine-2,5-dicarboxylic acid with p-alkoxyl anilines. These compounds readily formed stable gels in a variety of organic solvents and their self-assembly behavior, structure–property relationship were investigated by scanning electron microscopy (SEM), X-ray diffraction (XRD), ¹H nuclear magnetic resonance (¹H NMR), Fourier transform infrared spectroscopy (FTIR) and ultra-violet–visible spectroscopy (UV). The results showed a combination of intra-hydrogen bonding, π–π stacking and van der Waals interaction resulted in the aggregation of the organogelators to form three-dimension fibrous networks. The gels formed were multi-responsive to environmental stimuli, such as temperature, fluorinion, and shear stress. More importantly, all the organogelators exhibited thermotropic hexagonal column mesophase as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and variable temperature XRD studies. A control compound was synthesized and its gelling ability was also checked.

通过3,6-二甲基-吡嗪-2,5-二羧酸与对烷氧基苯胺的反应合成了一系列具有热致中间相的新型低分子有机胶凝剂。这些化合物在各种有机溶剂中容易形成稳定的凝胶，并通过扫描电子显微镜（SEM），X射线衍射（XRD）和¹ H核磁共振研究了它们的自组装行为，结构与性质之间的关系（¹H NMR），傅立叶变换红外光谱（FTIR）和紫外可见光谱（UV）。结果表明，氢内键合，π-π堆积和范德华相互作用共同导致有机胶凝剂聚集，形成三维纤维网络。形成的凝胶对环境刺激（例如温度，氟离子和剪切应力）具有多种响应。更重要的是，如通过差示扫描量热法（DSC），偏振光学显微镜（POM）和可变温度XRD研究所揭示的，所有有机胶凝剂均表现出热致六角柱中间相。合成了对照化合物，并且还检查了其胶凝能力。