Triazine‐Carbon Nanotubes: New Platforms for the Design of Flavin Receptors

Abstract

The synthesis of functionalised carbon nanotubes as receptors for riboflavin (RBF) is reported. Carbon nanotubes, both single-walled and multi-walled, have been functionalised with 1,3,5-triazines and p-tolyl chains by aryl radical addition under microwave irradiation and the derivatives have been fully characterised by using a range of techniques. The interactions between riboflavin and the hybrids were analysed by using fluorescence and UV/Vis spectroscopic techniques. The results show that the attached functional groups minimise the π-π stacking interactions between riboflavin and the nanotube walls. Comparison of p-tolyl groups with the triazine groups shows that the latter have stronger interactions with riboflavin because of the presence of hydrogen bonds. Moreover, the triazine derivatives follow the Stern-Volmer relationship and show a high association constant with riboflavin. In this way, artificial receptors in catalytic processes could be designed through specific control of the interaction between functionalised carbon nanotubes and riboflavin.

Domino Reaction for the Sustainable Functionalization of Few-Layer Graphene

“…XPS analysis was performed on pristine HSAG and on HSAG-TMP equimolar adducts obtained at 80 °C, 130 °C and 180 °C. It is widely acknowledged that XPS studies on functionalized hybrid materials are very helpful to elucidate the structure of the adducts [65,66,67]. Indeed, XPS analyzes the elemental composition of the samples as well as the types of chemical bonds, providing relevant information.…”

Synthesis and applications of amino-functionalized carbon nanomaterials

“…32 The deprotection of the Boc group, present in the modified α-amino acid used, allows to verify the presence of free amino groups in the functionalized material (15) utilizing the Kaiser test. To localize the functional groups on the graphene layers, gold nanorods (AuNRs) were used as contrast marker agents exploiting their interaction with amines (16). The study of this hybrid by transmission electron microscopy (TEM) showed the presence of AuNRs distributed uniformly all over the graphene layers, corroborating the hypothesis that the 1,3-dipolar cycloaddition reaction occurs also in the central C-C bonds of FLG.…”

“…15 The nitrogen lone pair allows amines to have supramolecular interactions, forming hydrogen and halogen bonds: this property is convenient in the field of sensing and catalysis. 16,17 Amino groups can undergo several chemical transformations due to their nucleophilic nature. This feature can be exploited for reactions with various electrophilic moieties, including aldehydes, acyl halides, and iso(thio)cyanates.…”

“…In this regard, CNTs have been modified with two different functional groups (p-tolyl and triazine) using the radical addition of aryl diazonium salts, with the aim to study the differences in the interaction with riboflavin between the two motifs. 16 In both cases, the π-π interactions of riboflavin with the walls of CNTs are inhibited by the presence of the functional groups, so the differences between both systems are due to the different kinds of interactions. It was determined that the recognition of riboflavin is better in the case of CNTs functionalized with triazine moieties, due to the ability to form hydrogen bonds.…”

Mechanisms of Relaxation of Electronic Excitation of Triazido-S-triazine

“…There are many groups of starting compounds used for the functionalization of nanotubes and nanofibers [1][2][3][4][5][6][7], including those from the triazide family. In this paper, we investigate the physical and photochemical properties of one of the representatives of this familytriazido-s-triazine.…”