Conducting Nanofibers and Organogels Derived from the Self-Assembly of Tetrathiafulvalene-Appended Dipeptides

Abstract

We demonstrate the nonaqueous self-assembly of a low-molecular-mass organic gelator based on an electroactive p-type tetrathiafulvalene (TTF)-dipeptide bioconjugate. We show that a TTF moiety appended with diphenylalanine amide derivative (TTF-FF-NH2) self-assembles into one-dimensional nanofibers that further lead to the formation of self-supporting organogels in chloroform and ethyl acetate. Upon doping of the gels with electron acceptors (TCNQ/iodine vapor), stable two-component charge transfer gels are produced in chloroform and ethyl acetate. These gels are characterized by various spectroscopy (UV-vis-NIR, FTIR, and CD), microscopy (AFM and TEM), rheology, and cyclic voltammetry techniques. Furthermore, conductivity measurements performed on TTF-FF-NH2 xerogel nanofiber networks formed between gold electrodes on a glass surface indicate that these nanofibers show a remarkable enhancement in the conductivity after doping with TCNQ.

Augmenting Photoinduced Charge Transport in a Single‐Component Gel System: Controlled In Situ Gel–Crystal Transformation at Room Temperature

“…Substantial charge carrier delocalization owes to a long‐range order possessed by such nanocables. However, to improve the conduction pathways in such 1D architectures, many research groups have either relied on doping (I 2 , NH 2 −NH 2 ) or adopting a donor–acceptor charge‐transfer (CT) mixed valence states, compromising their luminogen properties . Single‐component transport active luminogen assemblies are essential for next generation plastic electronics because they can actually simplify and shorten the device fabrication procedure with lesser production cost .…”

Modulation of Peptide Based Nano-Assemblies with Electric and Magnetic Fields

“…FF incidentally is also the core recognition motif of the β-amyloid polypeptide, a peptide associated with Alzheimer’s disease 1 . It can self-assemble into a variety of structures like microtubes, nanotubes 2 , microcrystals, nanofibers 3 , nanorods 4, 5 and nanowires 6 .…”

Gel Formed by Self‐Assembly of a Urea‐Modified Monopyrrolotetrathiafulvalene Derivative Displays Multi‐Stimuli Responsiveness and Absorption of Rhodamine B

“…MALDI-TOF-MS was performed on a Shimadzu Axima CFRTM Plus using a 1, 8, matrix. All chemical shifts (δ) are quoted in ppm, and coupling constants (J) are given in Hz.…”

“…And, TTF and its related compounds has been the subject of considerable interest in the development of organic functional materials because of their multistage redox property with low oxidation potentials. [8] In 1994, Jørgensen and co-workers first introduced the self-assembled molecular wires based on TTF gel. [7] To date, among supramolecular systems, the research on the construction of TTF-based supramolecular gels has attracted enormous attention in the study of organic conductors and multi stimuli responsive materials.…”