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Selective Synthesis of Single‐ and Multi‐Walled Supramolecular Nanotubes by Using Solvophobic/Solvophilic Controls: Stepwise Radial Growth via “Coil‐on‐Tube” Intermediates
Authors:Dr. Seelam Prasanthkumar  Dr. Wei Zhang  Prof. Dr. Wusong Jin  Prof. Dr. Takanori Fukushima  Prof. Dr. Takuzo Aida
Affiliation:1. RIKEN Center for Emergent Matter Science, 2‐1 Hirosawa, Wako, Saitama 351‐0198 (Japan);2. State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Road, Songjiang, Shanghai 201620 (P. R. China);3. Chemical Resources Laboratory, Tokyo Institute of Technology, 4159 Nagatsuta, Midori‐ku, Yokohama 226‐8503 (Japan);4. Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐8656 (Japan)
Abstract:Novel hexa‐peri‐hexabenzocoronene (HBC) derivatives, FHBC and FHBC*, which carry perfluoroalkyl segments on one side of the HBC core and long alkyl tails on the other, were synthesized. Their perfluoroalkyl segments are highly solvated in C6F6 (solvophilic effect) and do not assemble, whereas in CH2Cl2, they are excluded (solvophobic effect) and assemble together consequently. For example, the use of C6F6 and CH2Cl2 as assembling media for FHBC leads to the selective formation of single‐ and multi‐walled nanotubes, respectively. When a higher monomer concentration is applied in CH2Cl2, multi‐walled nanotubes with a larger number of walls result. FHBC in CH2Cl2 self‐assembles rather slowly, thereby allowing for the observation of coil‐on‐tube structures, which are possible intermediates for the stepwise radial growth of the nanotubular wall. Casting of the multi‐walled nanotubes onto a quartz plate yields a superhydrophobic thin film with a water contact angle of 161±2°.
Keywords:electron microscopy  helical structures  nanostructures  nanotube  self‐assembly
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