Abstract
The close solid-state structure–property relationships of organic π−aromatic molecules have attracted interest due to their implications for the design of organic functional materials. In particular, a dimeric structure, that is, a unit consisting of two molecules, is required for precisely evaluating intermolecular interactions. Here, we show that the sidewall of a single-walled carbon nanotube (SWNT) represents a unique molecular dimer platform that can be directly visualized using high-resolution transmission electron microscopy. Pyrene is chosen as the π−aromatic molecule; its dimer is covalently linked to the SWNT sidewalls by aryl addition. Reflecting the orientation and separation of the two molecules, the pyrene dimer on the SWNT exhibits characteristic optical and photophysical properties. The methodology discussed here—form and probe molecular dimers—is highly promising for the creation of unique models and provides indispensable and fundamental information regarding molecular interactions.
Highlights
The close solid-state structure–property relationships of organic p À aromatic molecules have attracted interest due to their implications for the design of organic functional materials
On the basis of this interaction model, we successfully synthesize the dimeric structure of a model p-aromatic compound, pyrene[18], on singlewalled carbon nanotube (SWNT); the dimer is visualized for the first time at the single-molecule level using high-resolution transmission electron microscopy (HR-TEM) measurements and is probed spectroscopically to evaluate the close structure– property relationships
Pairwise addition of PP groups onto the SWNTs is expected based on theoretical predictions[16]
Summary
The close solid-state structure–property relationships of organic p À aromatic molecules have attracted interest due to their implications for the design of organic functional materials. We show that the sidewall of a singlewalled carbon nanotube (SWNT) represents a unique molecular dimer platform that can be directly visualized using high-resolution transmission electron microscopy. X-ray diffraction is a powerful technique for determining precise molecular structures and packing at the atomic level This technique, requires the use of largesize single crystals, which are often difficult to grow. Elucidation of the close relationship between the solid-state local structure and the physical properties of p À aromatic molecules is of great scientific and technological interest[11,12]. On the basis of this interaction model, we successfully synthesize the dimeric structure of a model p-aromatic compound, pyrene[18], on SWNTs; the dimer is visualized for the first time at the single-molecule level using HR-TEM measurements and is probed spectroscopically to evaluate the close structure– property relationships
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