The design of chiral chromophores that lead to self-assembly of higher order helical structures is a powerful tool to understand the hierarchical helical structures of molecules of nature. In this work, we present a self-assembled helical super-structure produced via facial stacking of a bile acid bolaamphiphile derivative with a naphthalene diimide core (NDI-DCA), driven by solvophobic effects in THF-HO solvent mixtures. The chirality of the helical microstructure is directed by the multiple chiral centres in the precursor molecule. The chirality of the hierarchical assemblies was observed using circular dichroism (CD), Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) measurements. We propose that the NDI-DCA super-structures are formed via similar interactions and mechanisms to those observed in biological molecules such as proteins and DNA.
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http://dx.doi.org/10.1038/s41598-019-49235-5 | DOI Listing |
Chemistry
January 2025
university of science and technology of china, School of Nuclear Science and Technology, China, 230029, HEFEI, CHINA.
The final outcomes of supramolecular assembly are determined by the pathways and the formation of intermediates during the assembly process. We studied pathway complexity involving two consecutive pathways in supramolecular polymerization of naphthalene-diimide (NDI) derivative molecule. Depending on preparation methods anisotropic aggregates of J-type nanorods (Agg I) or more flexible H-type nanofibers (Agg II) are obtained from the identical initial state in solution of methyl cyclohexane (MCH) or MCH/CHCl3 mixtures.
View Article and Find Full Text PDFACS Appl Mater Interfaces
January 2025
School of Microelectronics, Shanghai University, Shanghai 201800, China.
Organic mixed ionic-electronic conductors (OMIECs) are crucial in defining the operational modes and performance of organic electrochemical transistors (OECTs). However, studies on the design and structure-performance correlations of small-molecule n-type OMIECs remain scarce. Herein, we designed and synthesized a series of naphthalene diimide (NDI)-based n-type small molecules by extending π-conjugation and increasing the number of electron-withdrawing groups, achieving performance optimization and even changes in operational modes through structural regulations.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.
Electron donor tetrathiafulvalene (TTF) and electron acceptor naphthalene diimide (NDI) derivatives were used to synthesize a 3D Zn-TTF/NDI-MOF. Multiple redox active sites and charge transfer endow the pristine MOF anode with excellent rate behavior and long term cycling performance (with an average specific capacity of 956 mA h g at 1 A g over 600 cycles). This study highlights the great potential of elaborately-designed MOFs for developing efficient anode materials.
View Article and Find Full Text PDFMacromol Rapid Commun
January 2025
Institut für Chemie, Technische Universität Chemnitz, Straße der Nationen 62, 09111, Chemnitz, Germany.
Aromatic diimides such as naphthalene diimide (NDI) and pyromellitic diimide (MDI) are important building blocks for organic electrode materials. They feature a two-electron redox mechanism that allows for energy storage. Due to the smaller size of MDI compared to NDI its theoretical capacity is higher.
View Article and Find Full Text PDFACS Appl Mater Interfaces
January 2025
College of Chemistry, Beijing Normal University, Beijing 100875, China.
Designing the architecture of donor-acceptor (D-A) pairs is an effective strategy to tailor the electronic structure of conjugated macrocycles for optoelectronic devices. Herein, we present the synthesis of three D-A nanohoops ( = 7, 8, 9) containing a naphthalene diimide (NDI) unit as an acceptor and []cycloparaphenylenes ([]CPPs) moieties as donors. The D-A characteristics of were substantiated through absorption and fluorescence spectroscopic studies, electrochemical investigations, and computational analysis.
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