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

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

doi:10.1016/j.carbpol.2016.11.018

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

Carbohydr Polym. 2017 Feb 10:157:1393-1403. doi: 10.1016/j.carbpol.2016.11.018. Epub 2016 Nov 9.

Authors

Valerio Cinà¹, Marco Russo¹, Giuseppe Lazzara², Delia Chillura Martino³, Paolo Lo Meo⁴

Affiliations

¹ Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche (STEBICEF), University of Palermo, Viale delle Scienze ed. 17, 90128 Palermo, Italy.
² Dipartimento di Fisica e Chimica, University of Palermo, Viale delle Scienze ed. 17, 90128 Palermo, Italy.
³ Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche (STEBICEF), University of Palermo, Viale delle Scienze ed. 17, 90128 Palermo, Italy; ATeNCenter, University of Palermo, Viale delle Scienze ed. 18, 90128 Palermo, Italy.
⁴ Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche (STEBICEF), University of Palermo, Viale delle Scienze ed. 17, 90128 Palermo, Italy; ATeNCenter, University of Palermo, Viale delle Scienze ed. 18, 90128 Palermo, Italy. Electronic address: paolo.lomeo@unipa.it.

PMID: 27987848
DOI: 10.1016/j.carbpol.2016.11.018

Abstract

Various pre-modified and post-modified cyclodextrin-calixarene hyper-reticulated co-polymers were synthesized, fully characterized by different techniques (FT-IR, ¹³C{¹H} CP-MAS and LGFS solid-state NMR, thermogravimetry, porosimetry), and tested to assess their absorption abilities as nanosponges. The construction of the polymer network was accomplished exploiting the well-known CuAAC reaction between two different heptakis-6-azido-β-cyclodextrins and two different propargyloxy-calix[4]arenes. Post-modification was aimed to achieve the presence of ionizable (acidic or basic) groups on the polymer framework. Sequestration tests towards two model pollutant molecules surprisingly showed that both pristine and post-modified materials actually possess the abilities to act as pH-tunable nanosponges.

Keywords: Calixarenes; Cyclodextrins; Nanosponges; Solid-state NMR.