A Supramolecular Polymer Network of Graphene Quantum Dots

Graphene quantum dot (GQD)–organic hybrid compounds (GQD‐2 b–e) were prepared by introducing 3,4,5‐tri(hexadecyloxy)benzyl groups (C16) and linear chains terminated with a 2‐ureido‐4‐[1H]‐pyrimidinone (UPy) moiety onto the periphery of GQD‐1. GQD‐2 b–e formed supramolecular assemblies through hydrog...

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Published inAngewandte Chemie International Edition Vol. 57; no. 18; pp. 4960 - 4964
Main Authors Uemura, Yuichiro, Yamato, Kairi, Sekiya, Ryo, Haino, Takeharu
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 23.04.2018
EditionInternational ed. in English
Subjects
Assemblies
Chemical bonds
Decanol
Ethylene glycol
Gelation
Graphene
graphene quantum dots
Hydrogen bonding
Mica
Polymers
Quantum dots
self-assembly
supramolecular chemistry
Supramolecular polymers
Viscosity
supramolecular polymers
self-assembly
graphene quantum dots
supramolecular chemistry
graphene
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Summary:Graphene quantum dot (GQD)–organic hybrid compounds (GQD‐2 b–e) were prepared by introducing 3,4,5‐tri(hexadecyloxy)benzyl groups (C16) and linear chains terminated with a 2‐ureido‐4‐[1H]‐pyrimidinone (UPy) moiety onto the periphery of GQD‐1. GQD‐2 b–e formed supramolecular assemblies through hydrogen bonding between the UPy units. GPC analysis showed that GQDs with high loadings of the UPy group formed larger assemblies, and this trend was confirmed by DOSY and viscosity measurements. AFM images showed the polymeric network structures of GQD‐2 e on mica with flat structures (ca. 1.1 nm in height), but no such structures were observed in GQD‐2 a, which only carries the C16 group. GQD‐2 c and GQD‐2 d formed organogels in n‐decanol, and the gelation properties can be altered by replacing the alkyl chains in the UPy group with ethylene glycol chains (GQD‐3). GQD can thus be used as a platform for supramolecular polymers and organogelators by suitable chemical functionalization. Molecular filo pastry: A graphene quantum dot (GQD)–organic hybrid supramolecular polymer network is realized by the introduction of the hydrogen‐bonding functional groups into edge‐functionalized GQDs through click chemistry. The interactions between GQDs led to supramolecular assemblies, which in turn lead to polymeric assemblies.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201713299