Persistent Dimer of Nanographdiyne Functionalized With Ester.

Chem Asian J

Department Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Organic Solids, Institution Institute of Chemistry, CAS Research/Education Center for Excellence in Molecular Sciences, Chinese Academy of Sciences, Beijing, 100190, P. R. China.

Published: June 2025


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Article Abstract

Controlling the self-assembly and aggregation behavior of nanographdiyne (NanoGDY) in solution is crucial for understanding the intrinsic structure-property relationships of graphdiyne. However, capturing the persistent NanoGDY dimer aggregate presents a significant challenge. Herein, we have successfully synthesized a novel ester-functionalized NanoGDY with solubilized alkyl chains at the periphery named NanoGDY-CO and investigated its aggregation behavior at different temperatures as well as different solvents by H NMR, UV-vis, and FL spectroscopy. The combination of intermolecular hydrogen bonding formed by the ester groups and π─π stacking facilitates the self-assembly of NanoGDY-CO into a persistent coplanar and slip-stacked dimer. In contrast, the branched 2-octyldodecyl substituent acts as a steric control agent preventing further aggregation of the self-assembled NanoGDY dimer. This work offers new insights into understanding and manipulating the self-assembly behavior of NanoGDYs in solution.

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http://dx.doi.org/10.1002/asia.202401740DOI Listing

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