4-Sulfocalix[4]arene/Cucurbit[7]uril-Based Supramolecular Assemblies through the Outer Surface Interactions of Cucurbit[n]uril

Abstract

Upon mixing of aqueous solutions of the freely soluble building blocks cucurbit[7]uril (Q[7]) and 4-sulfocalix[4]arene (SC[4]A), white microcrystals instantly separate in near-quantitative yield. The driving force for this assembly is suggested to be the outer-surface interaction of the Q[ n ]. Dynamic light scattering, scanning electron microscopy, and NMR (diffusion-ordered NMR spectroscopy) analyses have confirmed the supramolecular aggregation of Q[7] and SC[4]A. Titration 1 H NMR spectroscopy and isothermal titration calorimetry have shown that the interaction ratio of Q[7] and SC[4]A is close to 3:1. Moreover, the Q[7]/SC[4]A-based supramolecular assembly can accommodate molecules of some volatile compounds or luminescent dyes. Thus, this work offers a simple and highly efficient means of preparing adsorbent or solid fluorescent materials.

Cucurbit[n]uril‐Based Supramolecular Frameworks Assembled through Outer‐Surface Interactions

“…Moreover,QSF 46 accommodated some volatile compounds and luminescent dyes.T hus,t his work offered asimple and highly efficient means of preparing adsorbent or solid fluorescent materials. [117] Hao and co-workers described ah ighly ordered 3D framework composed of 1,5-naphthalenedisulfonate (1,5-NDS) and Q [6] (47). Single-crystal X-ray diffraction analysis revealed that the 1,5-NDS anions act as linkers that connect the Q [6] blocks through comprehensive interactions (Figure 40 a).…”

Potential Applications of Cucurbit[n]urils and Their Derivatives in the Capture of Hazardous Chemicals

“…In 2018, two porous supramolecular assemblies constructed from hexamethylcucurbit[6]uril (Me 6 Q[6]) molecules exhibited the uptake capability for certain fluorophore dyes, including rhodamine B, fluorescein, and pyrene [48] . In the same year, another supramolecular assembly constructed from 4‐sulfocalix[4]arene and Q[7] demonstrated its capability to effectively hold various dyes, such as pyrenemethanamine hydrochloride, umbelliferone, levofloxacin hemihydrate, and 2‐[4‐(dimethylamino)styryl]‐1‐methylpyridinium iodide [49] . In addition to these supramolecular assemblies, Tao et al.…”

“…[48] In the same year,a nother supramolecular assembly constructed from 4-sulfocalix[4]arene and Q[7] demonstrated its capability to effectively hold various dyes, such as pyrenemethanamine hydrochloride, umbelliferone, levofloxacin hemihydrate, and 2-[4-(dimethyl-amino)styryl]-1-methylpyridinium iodide. [49] In addition to these supramolecular assemblies, Ta oe tal. utilized Q[7] to modify polyacrylic acids, which could be furthere sterified with 2naphtholt oy ield water-insoluble derivatives and used as the stationaryp hase for the adsorption of basic dyes, especially neutral red.…”

Cucurbit[n]uril‐Based Supramolecular Frameworks Assembled through Outer‐Surface Interactions

“…Moreover, QSF 46 accommodated some volatile compounds and luminescent dyes. Thus, this work offered a simple and highly efficient means of preparing adsorbent or solid fluorescent materials [117] …”