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Synthesis of the chiral stationary phase based on functionalized ZIF-8 with amylose carbamate

Published online by Cambridge University Press:  19 October 2020

Tamires Menezes ,
Kátilla Santos ,
Elton Franceschi ,
Gustavo Borges ,
Cláudio Dariva ,
Silvia Egues ,
Juliana De Conto Open the ORCID record for Juliana De Conto [Opens in a new window]  and
Cesar Santana
Tamires Menezes
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Kátilla Santos
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Elton Franceschi
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Gustavo Borges
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Cláudio Dariva
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Silvia Egues
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Juliana De Conto*
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
Cesar Santana
Affiliation:
Center for Studies on Colloidal Systems (NUESC)/Institute of Technology and Research (ITP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil Tiradentes University (UNIT), Postgraduate Programme in Process Engineering (PEP), Av. Murilo Dantas, 300, Aracaju, CEP 49032-490, Sergipe, Brazil
*
a)Address all correspondence to this author. e-mail: jfconto@gmail.com
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Abstract

Commercial chiral stationary phases (CSPs) are based mainly on polysaccharides supported on silica; however, the pharmaceutical industry shows a special interest on chiral separations, exhibiting high financial investment in the development of new CSPs. These can be structured by a new optically active compound or different support. Thus, metal–organic frameworks (MOFs) are crystalline materials that arise with great potential for support, due to its high porosity, the strong intermolecular force between the metal and the ligand selectivity, and high adsorption capacity. Interested in this, this work proposes a new CSP using the metal–organic structure ZIF-8 (Basolite Z1200) due to its high mechanical stability. To this end, it is proposed the modification of the ZIF-8 with the optically active compound, tris-3,5-dimethylphenylcarbamate amylose. Through characterization textural, structural, and physicochemical performed, it is possible to confirm the synthesis of the chiral compound (amylose carbamate), as well as the functionalization of the metal–organic structure with tris-3,5-dimethylphenylcarbamate amylose (ZIF-8-PEI-CA). In addition, as a validation technique, HPLC can detect the presence of enantiomers present in the racemic mixture of Troger bases.

Keywords

metal-organic framework (MOF)ZIF-8chiral stationary phase (CSP)

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Journal of Materials Research , Volume 35 , Issue 21 , 16 November 2020 , pp. 2936 - 2949
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Copyright © The Author(s), 2020, published on behalf of Materials Research Society by Cambridge University Press

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