本文以水溶性柱[6]芳烃(P[6]A)作为主体分子,萘基苯基丙烯腈衍生物(NPA)作为客体分子,两者在水中通过主–客体相互作用形成两亲性复合物,并进一步自组装成纳米颗粒(P[6]A-NPA)。该纳米颗粒可以对荧光染料尼罗红(NiR)进行包载,成功构筑了一种新型水相人工光捕获体系(P[6]A-NPA-NiR)。值得注意的是,当P[6]A-NPA与NiR的摩尔比达到100:1时,该体系的能量转移效率和天线效应分别达到了55%和14.0,为水相超分子人工光捕获领域的研究提供了新思路。A water-soluble pillar[6]arene (P[6]A) was used as host molecule and a naphthalenyl-phenyl-acrylonitrile-based derivative (NPA) was used as guest molecule. The amphiphilic complex of P[6]A-NPA was formed through host-guest interactions in water and further self-assembled into P[6]A-NPA nanoparticles. Moreover, the above nanoparticles can encapsulate the fluorescent dye Nile Red (NiR) and construct a novel aqueous artificial light-harvesting system (P[6]A-NPA-NiR). Notably, when the molar ratio of NPA and NiR reaches 100:1, the energy transfer efficiency and antenna effect of the system reach 55% and 14.0, providing new ideas in the field of aqueous supramolecular artificial light-harvesting systems.
本文设计合成了一种具有聚集诱导效应的苯基吡啶基丙烯腈衍生物(PPAD)作为客体分子,通过与羧酸盐修饰的水溶性柱[5]芳烃(P[5]A)进行主–客体作用,在水中形成了超分子两亲体,并自组装成P[5]A-PPAD超分子纳米颗粒。由于P[5]A-PPAD具有明显的荧光发射能力,可将其作为能量供体,并对能量受体荧光染料4,7-二(2-噻吩基)-2,1,3-苯并噻二唑(DBT)进行包载,成功构筑了一种新型P[5]A-PPAD-DBT超分子人工光捕获体系。通过性能测试发现,P[5]A-PPAD-DBT体系的能量转移效率为52.7%,天线效应为11.6,具有良好的水相人工光捕获能力,为水相人工光捕获体系的构筑与发展提供了新的思路。In this work, a phenylpyridinylacrylonitrile-based derivative (PPAD) with aggregation inducing effect was initially designed and synthesized, which was used as a guest molecule. Through host-guest interaction with a water-soluble pillar[5]arene (P[5]A) modified with carboxylate salts, P[5]A-PPAD supramolecular amphiphilics were formed in water and self-assembled into P[5]A-PPAD supramolecular nanoparticles. Due to the significant fluorescence emission ability of P[5]A-PPAD, P[5]A-PPAD could be used as an energy donor and encapsulate the energy acceptor fluorescent dye 4,7-di(2-thienyl)-2,1,3-benzothiadiazole (DBT) to construct P[5]A-PPAD-DBT supramolecular artificial light harvesting system. After further investigation of light-harvesting performance, the energy transfer efficiency of P[5]A-PPAD-DBT system was 52.7%, and the antenna effect was 11.6, which indicated a good aqueous light-harvesting ability, providing new ideas for the construction and development of supramolecular artificial light harvesting systems.
