Pre- and post-modification of mixed cyclodextrin-calixarene co-polymers: A route towards tunability

Cinà, Valerio; Russo, Marco; Lazzara, Giuseppe; Martino, Delia Chillura; Meo, Paolo Lo

doi:10.1016/j.carbpol.2016.11.018

Cited by 39 publications

(27 citation statements)

References 66 publications

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“…We have recently succeeded in obtaining pH‐responsive NSs based on polyamino‐cyclodextrin or polyamino‐calixarene architectures, able to vary their adsorption properties towards diverse model organic guests, and to support metal nanoparticle catalysts . Moreover, we also synthesized various pre‐ and post‐modified cyclodextrin‐calixarene co‐polymers ( CyCaNS s) bearing 1,2,3‐triazole linker units, which appeared interesting materials under several viewpoints. In fact, their adsorption and controlled release properties can be largely varied depending on the molar ratio between the co‐monomers, and on the substituent groups present on each co‐monomer scaffold as well.…”

Section: Introductionmentioning

confidence: 99%

Effect of pH Variations on the Properties of Cyclodextrin‐Calixarene Nanosponges

et al. 2019

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The pH‐responsive properties of cyclodextrin‐calixarene nanosponge co‐polymeric materials have been investigated. In particular, ISE‐H+ potentiometric titrations were carried out in order to evaluate the acid‐base properties and the actual amount of ionizable sites present in the materials. Moreover, the relevant pH‐dependent adsorption abilities were evaluated towards a set of selected model organic pollutant molecules by means of adsorption tests and by studying the corresponding adsorption isotherms. The latter ones could be suitably described by means of the Freundlich model. The whole of the experimental results enabled us to clarify some general aspects of the microscopic behavior of the nanosponges considered.

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Section: Introductionmentioning

confidence: 99%

Effect of pH Variations on the Properties of Cyclodextrin‐Calixarene Nanosponges

et al. 2019

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“…In order to extend and possibly improve the supramolecular binding abilities of Cy NSs, mixed cyclodextrin-calixarene co-polymers nanosponges ( CyCa NSs) were recently synthesized by exploiting a classical “click-chemistry” approach, namely the CuAAC reaction (Cu-catalyzed azide–alkyne cycloaddition [28–30]) between a heptakis(6-azido-6-deoxy)-β-cyclodextrin and a tetrakis(propargyloxy)calix[4]arene [11,31–32]. In this way, a random disposition of the co-monomer units linked by 1,2,3-triazole units is achieved.…”

Section: Introductionmentioning

confidence: 99%

“…In fact, full reticulation is achieved even though the co-monomers are not reacted in equivalent amounts. Moreover, in the latter case reactive azide or alkyne functional groups in excess are present throughout the polymeric structure and can be subsequently subjected to further chemical transformation, opening the way to a possible post-functionalization [31]. This, in turn, largely improves the possible tunability in the properties of the materials obtained.…”

Section: Introductionmentioning

confidence: 99%

“…This, in turn, largely improves the possible tunability in the properties of the materials obtained. Finally, the triazole linker present in the structure is quite interesting per se, because it is a weak base [33], and thus it is able to provide fair pH-sensitivity even to non-modified CyCa NSs [31]. Moreover, it is also a structural motif present in various molecules of pharmaceutical interest [34–36].…”

Section: Introductionmentioning

confidence: 99%

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Hyper-reticulated calixarene polymers: a new example of entirely synthetic nanosponge materials

Spinella¹,

Russo²,

Vincenzo³

et al. 2018

Beilstein J. Org. Chem.

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New calixarene-based nanosponges (CaNSs), i.e., hyper-reticulated polymers constituted by calixarene monomer units joined by means of bis(1,2,3-trialzolyl)alkyl linkers, were synthesized, characterized and subjected to preliminary tests to assess their supramolecular absorption abilities towards a set of suitable organic guests, selected as pollutant models. The synthesis was accomplished by means of a CuAAC reaction between a tetrakis(propargyloxy)calix[4]arene and an alkyl diazide. The formation of the polymeric network was assessed by means of FTIR and 13C{1H} CP-MAS solid-state NMR techniques, whereas morphological characterization was provided by SEM microghaphy. The materials were proved to possess pH-dependent sequestration abilities, due to the presence of the weakly basic triazole linkers. Sequestration efficiency indeed depends on the effective occurrence of both electrostatic and hydrophobic interactions between the guest and the polymer lattice. Thus, our CaNS nanosponges can be considered as a new class of purely synthetic smart absorbent materials.

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“…The release rates from the material NS4 seem anomalously large as compared to the other cases. This could be reasonably explained considering that NS4 is subjected to severe mechanical stress during its preparation, resulting in large fragmentation; consequently, faster release might simply result from the increased particle surface exposed to the extraction medium. On the other hand, the effect of basic ionizable groups in the material matrix is apparent from the comparison between NS1 and NS2 .…”

Section: Resultsmentioning

confidence: 99%

Cyclodextrin‐Calixarene Nanosponges as Potential Platforms for pH‐Dependent Delivery of Tetracycline

et al. 2019

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Four mixed cyclodextrin‐calixarene nanosponges were tested as possible Drug Delivery Systems, using Tetracycline antibiotic as a suitable model drug. The selected nanosponges featured a different composition ratio between the two host co‐monomer components, and the possible presence of ionisable amine or carboxyl groups deriving from chemical post‐modification. The pH‐dependent absorption and release abilities of the materials were verified; in particular release kinetics showed the occurrence of a simple first‐order profile. The antibacterial activity of nanosponge‐tetracycline composites suitably prepared under sterile conditions was assayed towards both Gram‐positive and Gram‐negative typical bacterial strains, showing in some cases an interesting improvement of the biocidal activity.

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Pre- and post-modification of mixed cyclodextrin-calixarene co-polymers: A route towards tunability

Cited by 39 publications

References 66 publications

Effect of pH Variations on the Properties of Cyclodextrin‐Calixarene Nanosponges

Effect of pH Variations on the Properties of Cyclodextrin‐Calixarene Nanosponges

Hyper-reticulated calixarene polymers: a new example of entirely synthetic nanosponge materials

Cyclodextrin‐Calixarene Nanosponges as Potential Platforms for pH‐Dependent Delivery of Tetracycline

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