Self-Assembly of a Donor–Acceptor Nanotube. A Strategy To Create Bicontinuous Arrays

Abstract

The self-assembly of bolaamphiphile 1 into nanotubes containing a nanostructured electron donor/acceptor heterojunction is reported. In 10% MeOH/H(2)O, the tetraphenylporphyrin (TPP) and 1,4,5,8-naphthalenetetracarboxylic acid diimide chromophores engage in strong J-type π-π interactions within monolayer rings that further stack into the nanotube assemblies. In 10% MeOH/H(2)O at pH 1 or 11 or in pure MeOH, assembly is driven exclusively by the TPP ring, leading to the formation of nonspecific, unstructured aggregates. Steady-state, time-resolved fluorescence and femtosecond transient absorption spectroscopy revealed a strong dependence of the fluorescence decay and electron-transfer/charge-recombination time constants on the nature of the assemblies. These studies highlight the importance of local nanostructure in determining the photophysical properties of optoelectronic materials.

Core substituted naphthalene diimide – metallo bisterpyridine supramolecular polymers: synthesis, photophysics and morphology

“…23,24,25 Scheme 1. AFM, TEM and SEM experiments indicate that the regiochemistry of the substitution on the core of the naphthalene diimide, together with coordination of the terpyridine ligand to different metals, strongly influences the morphologies of the resulting metallosupramolecular polymers.…”

“…23,24,25 Scheme 1. 13 However, bay-substituted PDIs must twist out-of-plane in order to avoid steric issues between the PDI ring and the substituent, 15 unlike the planar core-substituted NDI groups, and therefore do not undergo π-stacking as well to form higher order structures.…”

Programmed self-assembly of largeπ-conjugated molecules into electroactive one-dimensional nanostructures

“…Recently, Tu et al reported self-assembly of nanotubes from NDI-TPP-NDI bolaamphiphile 23 (figure 24) [62]. When the aqueous solution of 23, containing 10% MeOH, was aged for 2-3 days, well-organized, micrometer-long nanotubes formed with a diameter and wall thickness of 13.6 and 4.6 nm, respectively.…”

Fabrication and Investigation of 26NCA Films Exhibiting Tunable Blue Fluorescence Based on LVPVDM

“…Organic solid-state photoactive chromophores have received increasing attention during the past 20 years due to their unique optical properties and promising optoelectronic applications in the fields of lasers [1,2], sensors [3][4][5][6][7], and biological imaging [8][9][10]. Meanwhile, more and more research attention has been paid to molecule-based micro/nanomaterials in chemistry, materials science, and pharmaceutics/medicine [11][12][13][14], since micro/nanomaterials exhibit unique properties superior to those of their bulk counterparts [15,16], owing to their surface effect, quantum size effect [17,18], and so on.…”