Guo Hao, Zhang Runmiao, Han Ying, Wang Jin, Yan Chaoguo
School of Chemistry and Chemical Engineer, Yangzhou University, Yangzhou, China.
School of Chemistry and Chemical Engineer, Nantong University, Nantong, China.
Front Chem. 2020 Feb 28;8:33. doi: 10.3389/fchem.2020.00033. eCollection 2020.
--butyldihomooxacalix[4]arene is a well-known calix[4]arene analog in which one CH bridge is replaced by one -O- group. Thus, dihomooxacalix[4]arene has a slightly larger cavity than that of calix[4]arene and usually possesses a more flexible cone conformation, and the bridged oxygen atom might provide additional binding sites. Here, we synthesized a new functional --butyldihomooxacalix[4]arene through Ugi reaction with good yield (70%), starting from condensed --butyldihomooxacalix[4]arene -alkoxy-substituted benzaldehydes, benzoic acid, benzylamine, and cyclohexyl isocyanide. Proton nuclear magnetic resonance spectroscopy (H NMR), C NMR, IR, and diffusion-ordered H NMR spectroscopy (DOSY) methods were used to characterize the structure of . Then soft gel was prepared by adding into cyclohexane directly. It shows remarkable thermoreversibility and can be demonstrated for several cycles. As is revealed by scanning electron microscopy (SEM) images, xerogel showed highly interconnected and homogeneous porous network structures, and hence, the gel is suitable for storage and controlled release.
丁基二高氧杂杯[4]芳烃是一种著名的杯[4]芳烃类似物,其中一个CH桥被一个-O-基团取代。因此,二高氧杂杯[4]芳烃的空腔比杯[4]芳烃略大,通常具有更灵活的锥形构象,并且桥连的氧原子可能提供额外的结合位点。在此,我们以缩合丁基二高氧杂杯[4]芳烃-烷氧基取代的苯甲醛、苯甲酸、苄胺和环己基异氰化物为原料,通过乌吉反应以70%的良好产率合成了一种新的功能性丁基二高氧杂杯[4]芳烃。采用质子核磁共振光谱(H NMR)、C NMR、红外光谱(IR)和扩散排序H NMR光谱(DOSY)方法对其结构进行了表征。然后将其直接加入环己烷中制备软凝胶。它表现出显著的热可逆性,并且可以循环演示多次。扫描电子显微镜(SEM)图像显示,干凝胶呈现出高度互连且均匀的多孔网络结构,因此,该凝胶适用于储存和控释。