CAJ | 학술논문

以5‐羟基间苯二甲酸二甲酯为原料，经过醚化、肼解、醛胺缩合三步反应，在温和条件下高产率合成了一种具有酰腙结构的小分子凝胶因子L ，并通过红外、核磁和元素分析表征了其结构．L在乙酸乙酯中表现出很好的凝胶化能力并自组装形成具有较低临界凝胶浓度的稳定凝胶．通过X‐射线衍射、浓度核磁、红外探讨了其自组装机理，证明其自组装过程主要通过分子间的范德华力、氢键以及π‐π堆积作用而进行．此外，通过凝胶L的阴离子刺激响应实验，得到凝胶L对氟离子的专一性识别，即加入四丁基氟化铵固体后凝胶迅速变成黄色溶液．通过氟离子对 L的DM SO溶液的紫外滴定和核磁滴定实验，证明了其识别机理，即氟离子破坏凝胶结构中的氢键使其变成溶液并且脱去—NH基团上的质子使得溶液由无色变为黄色，因此凝胶L可作为一种专一性识别氟离子的智能材料．
이5‐간기간분이갑산이갑지위원료，경과미화、정해、철알축합삼보반응，재온화조건하고산솔합성료일충구유선종결구적소분자응효인자L ，병통과홍외、핵자화원소분석표정료기결구．L재을산을지중표현출흔호적응효화능력병자조장형성구유교저림계응효농도적은정응효．통과X‐사선연사、농도핵자、홍외탐토료기자조장궤리，증명기자조장과정주요통과분자간적범덕화력、경건이급π‐π퇴적작용이진행．차외，통과응효L적음리자자격향응실험，득도응효L대불리자적전일성식별，즉가입사정기불화안고체후응효신속변성황색용액．통과불리자대 L적DM SO용액적자외적정화핵자적정실험，증명료기식별궤리，즉불리자파배응효결구중적경건사기변성용액병차탈거—NH기단상적질자사득용액유무색변위황색，인차응효L가작위일충전일성식별불리자적지능재료．
In this paper ,a low molecular weight organic gelator (L) based on acyl hydrazone is designed and synthesized by using dimethyl 5‐hydroxyisophthalate . The gelator is synthesized via etherification , hydrazinolysis and aldimine condensation reactions under mild reaction conditions with high yield and it is characterized by IR ,1 HNMR and element analysis . The gelator shows excellent gelation ability in ethyl acetate , it can form stable organogels (OGL ) in ethyl acetate via self‐assemble with very low critical gelation concentrations . The self‐assembly mechanism is investigated by concentration dependent 1HNMR ,FT‐IR and X‐ray diffraction ,these experiments indicate that the gelator L is self‐assembled to supramolecular organogel OGL by the hydrogen bonds ,π‐π stacking , as well as the Van der Waals existing in the long alkyl chains . OGL show s specific selectivity for F - , other common anions can not lead to any similar response . After addition of solid TBAF , the colorless OGL gel changes to yellow sol . The anion response mechanisms of OGL are investigated by UV‐vis spectral titration and 1 HNMR titration with F - . The phenomena indicate that with the addition of F - the hydrogen bonds is destroyed and N—H group might undergo a deprotonation process . These reasons lead to the colorless OGL gel changes to yellow sol . T herefore , OGL can act as a F - responsive smart material .