DBS类凝胶因子的合成及其有机凝胶的表征

Synthesis of Benzylidene-D-sorbitol Derivatives and Structural Characterization of Gels Formed from DBS Derivatives

以取代的苯甲醛和山梨醇为原料，合成了1，3-2，4-二苄叉-D-山梨醇（DBS），1，3：2，4-二（4-甲基苄叉）-D-山梨醇（MDBS），1，3：2，4-二（3，4-二甲基苄叉）-D-山梨醇（DMDBS），1，3：2，4．二（2，4，6-三甲基苄又）-D-山梨醇（2，4，6-TMDBS），1，3：2，4-二（2，4，5-三甲基苄叉）-D-山梨醇（2，4，5-TMDBS）和1，3：2，4-二（5，6，7，8-四氢萘-2-亚甲叉）-D-山梨醇（DTNHS）等6种凝胶因子，收率为30．9％～91．2％，其结构经^1H NMR测试技术确认。分别测定了上述6个化合物对各种有机溶剂的凝胶性能。利用差示扫描量热仪测定了凝胶-溶胶相转变温度。利用透射电镜观察到了凝胶因子在凝胶中形成的三维网络结构。凝胶网络纤维细的凝胶透明性好,凝胶纤维密度高的凝胶因子的凝胶能力强。分别对凝胶因子固态、凝胶态和干凝胶态进行了X射线衍射分析。结果表明，凝胶因子在凝胶状态下整体无序，但在凝胶网络内仍然存在微晶区。

Six low-molecular-mass organic gelators were synthesized by the condensation reaction of sorbitol and derived benzenaldehyde with p-TsOH as catalyst. They are 1,3 ： 2,4-dibenzylidene-D-sorbitol （ DBS ） , 1,3： 2,4-di （ 4-methylbenzylidene ） -D-sorbitol （ MDBS ）, 1,3 ： 2,4-di （ 3,4-dimethylbenzylidene ） -D-sorbitol （ DMDBS）, 1,3 ： 2,4-di （ 2,4,6-trimethylbenzylidene ） -D-sorbitol （ 2,4,6-TMDBS ）, 1,3 ： 2,4-di （ 2,4,5- trimethylbenzylidene）-D-sorbitol （ 2, 4, 5-TMDBS ） and 1,3 ： 2, 4-di （ 5, 6, 7, 8-tetrahydronathalenyl-2- methylene）-D-sorbitol（DTNHS） , and the yield is 30.9% -91.2%. Physical or chemical method was used to remove the water formed during the reaction. Structures of the targets were determined by 1H NMR. Thermore- versible organogels were prepared with various organic solvent. The gel-sol phase transition temperature of gels was characterized by DSC. The structure of the gels were characterized by TEM and XRD. The results show that the 3 D networks were formed in the gels. The diameter of the fiber affects the transparency of the gels. The gelator in gels were non-crystal in whole, but microcrystallite zones exist in the 3D networks.