Abstract
In this work, we reported a porous supramolecular framework (A) constructed of a symmetric tetramethylcucurbit[6]uril (TMeQ[6]) in aqueous HCl solutions; the driving force was the outer surface interaction of cucurbit[n]urils, as well as hydrogen bonding between latticed water molecules and portal carbonyl oxygens of TMeQ[6]. Adsorption experimental results revealed that the porous supramolecular framework can absorb certain fluorophore guests (FGs) to form luminescent assemblies (FG@As) by fluorescence enhancement or colour change, and some of them can respond to certain volatile organic compounds. Thus, the TMeQ[6]-based supramolecular framework could be used as a sensor for certain gas or volatile compounds.
Highlights
Symmetric tetramethylcucurbit[6]uril (TMeQ[6]) is the earliest reported partial alkyl-substituted cucurbit[n]uril in our laboratory [1]
TMeQ[6] was condensed by using the diether of dimethyl-glycoluril (1) and the dimer of glycoluril (2) in aqueous HCl solutions. e free TMeQ[6] is ellipsoid (Figure 1) due to the tension between the two substituted methyl groups on the dimethyl-glycoluril and has well water solubility. erefore, TMeQ[6] was used to replace the water insoluble Q[6] when we investigated Q[6]-based host-guest interaction and coordination with metal cations in neutral aqueous solutions
The structure feature of TMeQ[6] was confirmed using the host-guest interaction of TMeQ[6] with 2,2′-bipyridine in neutral aqueous solution when it was first isolated [1]. en, a series of host-guest interaction studies on TMeQ[6] were reported [2,3,4,5,6]; for example, the interaction of TMeQ[6] with three hydrochloride salts of phenylephrine isomers was investigated using a competitive interaction method which could explain how subtle differences in the structure of the title isomers lead to a significant difference in the stability of the corresponding host-guest inclusion complexes with the TMeQ
Summary
Symmetric tetramethylcucurbit[6]uril (TMeQ[6]) is the earliest reported partial alkyl-substituted cucurbit[n]uril in our laboratory [1]. Besides the Q[n]-based host-guest chemistry [7,8,9,10,11,12] and coordination chemistry [13,14,15,16], the positive electropotential outer surface of cucurbit[n]uril has attracted great attention, and Q[n]-based outer surface interaction chemistry was proposed in recent years [17]. We demonstrated a series of simple Q [10]-based supramolecular frameworks in the absence and presence of structure directing agents in aqueous HCl or HNO3 solutions [27,28,29,30], which exhibited sequence selectivity isolation of specific metal cations, leading to these architectures being used as metal-selective materials [28], and exhibited novel adsorption capacities for certain dyes and became novel luminescent materials [29], which could have special selective response to certain volatile compounds [30]. Most FG@ A systems exhibited response to certain volatile organic compounds (VOCs) and could be used as solid sensors
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