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Molecular Fluorophores Self-Organize into C-Dot Seeds and Incorporate into C-Dot Structures

Michal Langer, Markéta Paloncýová, Miroslav Medveď, Michal Otyepka

2020The Journal of Physical Chemistry Letters44 citationsDOIOpen Access PDF

Abstract

Various molecular fluorophores have been identified to be present during carbon-dot (C-dot) syntheses. However, the organization of such fluorophores in C-dots is still unknown. We study the self-assembly of 5-oxo-1,2,3,5-tetrahydroimidazo-[1,2-α]-pyridine-7-carboxylic acid (IPCA), a molecular fluorophore present during the synthesis of C-dots from citric acid and ethylenediamine. Both forms of IPCA (neutral and anionic) show a tendency to self-assemble into stacked systems, forming seeds of C-dots during their synthesis. IPCA also interacts with graphitic C-dot building blocks, fragments easily, and incorporates into their structures via π-π stacking. Both IPCA forms are able to create adlayers internally stabilized by an extensive hydrogen bonding network, with an arrangement of layers similar to that in ordinary graphitic C-dots. The results show the tendency of molecular fluorophores to form organized stacked seeds of C-dots and incorporate into C-dot structures. Such noncovalent structures can be further covalently interlinked via the carbonization process during C-dot growth.

Topics & Concepts

StackingQuantum dotFluorophoreEthylenediamineCovalent bondNanotechnologyMaterials scienceHydrogen bondSelf-assemblyChemistryMoleculeFluorescenceOrganic chemistryPhysicsQuantum mechanicsCarbon and Quantum Dots ApplicationsNanocluster Synthesis and ApplicationsLuminescence and Fluorescent Materials
Molecular Fluorophores Self-Organize into C-Dot Seeds and Incorporate into C-Dot Structures | Litcius