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Influence of molecular design on the morphology of nanoparticles formed from 1-alkyl-6-alkoxy-quinolinium cations and 4-sulfonatocalix[n]arenes

Wintgens, Veronique and Miskolczy, Zsombor and Guigner, Jean-Michel and Amiel, Catherine and Biczók, László (2019) Influence of molecular design on the morphology of nanoparticles formed from 1-alkyl-6-alkoxy-quinolinium cations and 4-sulfonatocalix[n]arenes. JOURNAL OF MOLECULAR LIQUIDS, 294. ISSN 0167-7322

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Abstract

In order to reveal the influence of the guest molecular structure, the interactions between 4-sulfonatocalix[n]arene (SCXn) cavitands (n = 4 or 6) and two series of quinolinium derivatives were studied in neutral aqueous solutions at 298 K. For this, the long alkyl chain of the quinoliniums was attached either to the heterocyclic nitrogen (CmC1OQ+ m = 10, 12, or 14) or to the oxygen located in position 6 of the aromatic system (C1CmOQ+ m = 8, 10, or 12). All the quinolinium derivatives self-assembled with SCXn into nanoparticles (NP), whose size, zeta potential and composition were determined over a large molar mixing ratio range. Isothermal titration calorimetry showed that host-guest binding assisted the formation of negatively charged NPs in exothermic processes. The enthalpy gain in these associations significantly increased with the lengthening of the 1-alkyl group but was insensitive to the size of the SCXn macrocycle. The morphology of NPs was studied by cryo-TEM method. CmC1OQ+ organization with SCXn led to spherical NPs without regular inner structure. In contrast, C1CmOQ+-SCXn nanoaggregates usually had various shapes and the original morphologies exhibited lamellar domains with ~3 nm layer thickness. The different orientation of CmC1OQ+ and C1CmOQ+ in the cavitand was proposed to rationalize the morphological alterations.

Item Type: Article
Additional Information: Université Paris Est, ICMPE (UMR7182), CNRS, UPEC, Thiais, F 94320, France Institut de Minéralogie, de Physique des Matériaux et de Cosmochimie, IMPMC, Sorbonne Université, IRD, CNRS UMR 7590, MNHN, 4 Place Jussieu, Paris, 75005, France Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O. Box 286, Budapest, 1519, Hungary Export Date: 5 February 2020 CODEN: JMLID Correspondence Address: Biczók, L.; Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O. Box 286, Hungary; email: biczok.laszlo@ttk.mta.hu Funding Agency and Grant Number: National Research, Development and Innovation Fund (NKFIH) [K123995, BIONANO GINOP-2.3.2-15-2016-00017]; Janos Bolyai Research Scholarship Program of the Hungarian Academy of Sciences Funding text: This work was supported by the National Research, Development and Innovation Fund (NKFIH, Grant K123995), the BIONANO GINOP-2.3.2-15-2016-00017 project (to ZM and LB), and the Janos Bolyai Research Scholarship Program of the Hungarian Academy of Sciences (to ZM).
Uncontrolled Keywords: Calorimetry; NANOSTRUCTURE; micelle; self-assembly; Amphiphile;
Subjects: Q Science / természettudomány > QD Chemistry / kémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 28 Sep 2020 07:11
Last Modified: 28 Sep 2020 07:11
URI: http://real.mtak.hu/id/eprint/115019

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