Ghule Namdev V, La Duong Duc, Bhosale Rajesh S, Al Kobaisi Mohammad, Raynor Aaron M, Bhosale Sheshanath V, Bhosale Sidhanath V
Polymers and Functional Materials Division CSIR-Indian Institute of Chemical Technology Hyderabad Telangana 500 007 India.
School of Applied Sciences RMIT University GPO Box 2476 Melbourne VIC 3001 Australia.
ChemistryOpen. 2016 Jan 11;5(2):157-63. doi: 10.1002/open.201500201. eCollection 2016 Apr.
In the present work, two new naphthalene diimide (NDI) amphiphiles, NDI-N and NDI-NA, were successfully synthesized and employed to investigate their self-assembly and optical properties. For NDI-NA, which contains an amide group, aggregation-induced emission enhancement (AIEE) was demonstrated in the presence of various ratios of methylcyclohexane (MCH) in chloroform, which led to the visual color changes. This new amide-containing NDI-NA amphiphile formed nanobelt structures in chloroform/MCH (10:90, v/v) and microcup-like morphologies in chloroform/MCH (5:95, v/v). The closure of these microcups led to the formation of vesicles and microcapsules. The structural morphologies gained from the solvophobic control of NDI-NA were confirmed by various complementary techniques such as infrared spectroscopy, X-ray diffraction, and scanning and transmission electron microscopy. In the absence of the amide moiety in NDI-N, no self-assembly was observed, indicating the fundamental role of H-bonding in the self-association process.
在本工作中,成功合成了两种新型萘二亚胺(NDI)两亲物NDI-N和NDI-NA,并对其自组装和光学性质进行了研究。对于含有酰胺基团的NDI-NA,在氯仿中存在不同比例的甲基环己烷(MCH)时表现出聚集诱导发光增强(AIEE),这导致了视觉颜色变化。这种新型含酰胺的NDI-NA两亲物在氯仿/MCH(10:90,v/v)中形成纳米带结构,在氯仿/MCH(5:95,v/v)中形成微杯状形态。这些微杯的封闭导致了囊泡和微胶囊的形成。通过红外光谱、X射线衍射以及扫描和透射电子显微镜等多种互补技术证实了通过NDI-NA的疏溶剂控制获得的结构形态。在NDI-N中不存在酰胺部分时,未观察到自组装现象,这表明氢键在自缔合过程中的重要作用。