Self-assembled organic micro-/nanowires from an air stable n-semiconducting perylenediimide derivative as building blocks for organic electronic devices

Abstract

In the course of proceeding miniaturization of electronic devices and circuits micro-and nanostructures are gaining in importance. In this regard organic functional materials are becoming more important beside their inorganic counterparts because of their favorable properties. In this paper we report on fabrication of highly uniform micro-/nanowires from n-semiconducting perylenetetracarboxylic diimide derivative N,N-diperfluorophenyl-3,4,9,10-perylenetetracarboxylic diimide (DFPP). A solution-based method is used to prepare well-separated one-dimensional structures with high aspect ratio on a desired substrate. Integration of these fibers in field effect transistors shows the potential of usage in air-stable organic electronic devices and allows for extraction of charge carrier mobility. Fig. 1 Chemical structure of used organic n-type semiconductor N,Ndiperfluorophenyl-3,4,9,10-perylenetetracarboxylic diimide (DFPP). Macromolecular Chemistry and Molecular Materials (mmCmm),

Self-Assembly of Perylene Imide Molecules into 1D Nanostructures: Methods, Morphologies, and Applications

“…In the past decade, extensive efforts have been devoted to solution-phase self-assembly of PDI derivatives at interfaces to obtain 1D nanostructures with well-defined 1D morphologies (e.g., nanowire and nanobelt) under ambient conditions. , To date, such solution-processing strategies have been expanded into a series of approaches (Figure ) such as bisolvent phase-transfer, solvent-vapor diffusion, and evaporation-triggered in situ self-assembly on a solid surface. ,− All methods are in relation to a mass transfer process between a good and a poor solvent (or vapor) with optimized binary solvent components and adjustable environmental parameters (e.g., solvent polarity, concentration, pH, temperature, etc.) .…”

Enhanced electron mobility in crystalline thionated naphthalene diimides

“…[41][42][43] Examples of micro/nanowires using bulkier groups such as perfluorophenyl 44 or spirobifluorene 45 have also been reported, however PDIs having branched alkyl chains can only assemble into zerodimensional nanospheres. [41][42][43] Examples of micro/nanowires using bulkier groups such as perfluorophenyl 44 or spirobifluorene 45 have also been reported, however PDIs having branched alkyl chains can only assemble into zerodimensional nanospheres.…”

“…Again due to the use of the linear side chains, we were able to study the self-assembly properties of the thionated compounds, as diimides with linear side-chains have been shown to assemble into nanobelts or nanoribbons using solution-based techniques. [41][42][43] Examples of micro/nanowires using bulkier groups such as perfluorophenyl 44 or spirobifluorene 45 have also been reported, however PDIs having branched alkyl chains can only assemble into zero-dimensional nanospheres. 42 These types of one-dimensional structure form as a result of strong p-p interactions between the planar aromatic cores, which facilitate face-to-face packing and anisotropic growth.…”

Self‐Assembled Nanowires of Organic n‐Type Semiconductor for Nonvolatile Transistor Memory Devices

“…Through mixing good and poor solvents in an organic solution, so called solvent‐exchange method, the PTCDI could self‐assemble into a one‐dimensional nanostructure via intermolecular π ‐ π stacking 64–69. Lambrecht et al70 prepared one‐dimensional N , N ‐diperfluorophenyl‐3,4,9,10‐perylenetetracarboxylic diimide (DFPP) with a high aspect ratio and a moderate mobility of 10 −3 to 10 −4 cm 2 V −1 s −1 . Briseno et al employed a solvent exchange method to prepare the complementary inverters based on n‐channel PTCDI nanowire transistors and p‐channel hexathiapentacene nanowire transistors 71.…”