1. Dean Milanović, IMDEA Nanociencia, Spain
2. Sylwia Parzyszek, IMDEA Nanociencia, Spain
3. David Jiménez Merino, IMDEA Nanociencia, Spain
4. Alejandro López-Moreno, IMDEA Nanociencia, Spain
5. Emilio Manuel Pérez Álvarez, IMDEA Nanociencia, Spain
Single-walled carbon nanotubes (SWCNTs) are interesting structures that have been studied for over three decades. Transforming them into mechanically interlocked carbon nanotubes (MINTs) by adding a macrocycle around them, is an interesting way of functionalizing them without affecting the structure of the nanotubes [1]. In recent years different synthetic strategies towards MINTs and their potential advantages for applications have been found [2], particularly in polymer reinforcement [3] and catalysis [4]. However, MINTs featuring chiral macrocycles have not been described to date. Such species would open to the possibility of studying the interaction between a chiral macrocycle and a chiral nanotube in MINTs.
In this communication, we show some examples of chiral U-shapes which we used to prepare MINTs with chiral macrocycles to study the diastereomers we obtained. In addition, we employed Aqueous Two-Phase Extraction (ATPE) to isolate the enantiomers of (6,5) SWCNTs [5] [6], and subsequently applied the same process to the corresponding MINTs. The obtained species were characterized by UV/VIS, PLE, CD, Raman spectroscopy and thermogravimetric analysis. Potential future applications and research might be focused on the application of the described reaction for enantiomeric enrichment or separation of SWCNTs.
Literature:
[1] de Juan, A.; Pouillon, Y.; Ruiz-González, L.; Torres-Pardo, A.; Casado, S.; Martín, N.; Rubio, Á.; Pérez, E. M. Mechanically Interlocked Single-Wall Carbon Nanotubes. Angew. Chem., Int. Ed. 2014, 53 (20), 5394–5400. https://doi.org/10.1002/anie.201402258
[2] López-Moreno, A.; Villalva, J.; Pérez, E. M. Mechanically Interlocked Derivatives of Carbon Nanotubes: Synthesis and Potential Applications. Chem. Soc. Rev. 2022, 51 (23), 9433–9444. https://doi.org/10.1039/D2CS00510G
[3] Mena-Hernando, S.; Eaton, M.; Fernández-Blázquez, J. P.; López-Moreno, A.; Pedersen, H.; Pérez, E. M. Mechanical Interlocking to Unlock the Reinforcing Potential of Carbon Nanotubes. Chem. Eur. J. 2023, 29 (58), e202301490. https://doi.org/10.1002/chem.202301490
[4] Blanco, M.; Nieto-Ortega, B.; de Juan, A.; Vera-Hidalgo, M.; Melle-Franco, M.; Zamora, F.; Pérez, E. M. Positive and Negative Regulation of Carbon Nanotube Catalysts through Encapsulation within Macrocycles. Nat. Commun. 2018, 9, 2671. https://doi.org/10.1038/s41467-018-05183-8
[5] Fagan, J. A. Aqueous Two-Polymer Phase Extraction of Single-Wall Carbon Nanotubes Using Surfactants. Nanoscale Adv. 2019, 1 (9), 3307–3324. https://doi.org/10.1039/C9NA00188A
[6] Li, H.; Sims, C. M.; Kang, R.; Biedermann, F.; Fagan, J. A.; Flavel, B. S. Isolation of the (6,5) Single-Wall Carbon Nanotube Enantiomers by Surfactant-Assisted Aqueous Two-Phase Extraction. Carbon 2023, 204, 475–483. https://doi.org/10.1016/j.carbon.2022.12.071
Ključne reči :
Tematska oblast:
SIMPOZIJUM A - Nauka materije, kondenzovane materije i fizika čvrstog stanja
Datum:
28.07.2025.
Contemporary Materials 2025 - Savremeni Materijali
