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

Véronique Wintgens, Z. Miskolczy, Jean Michel Guigner, Catherine Amiel, L. Biczók

Research output: Article

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.

Original languageEnglish
Article number111656
JournalJournal of Molecular Liquids
Volume294
DOIs
Publication statusPublished - nov. 15 2019

Fingerprint

Cations
Positive ions
Nanoparticles
Derivatives
cations
nanoparticles
Calorimetry
Zeta potential
mixing ratios
Titration
titration
Molecular structure
Enthalpy
molecular structure
Nitrogen
heat measurement
enthalpy
Oxygen
aqueous solutions
Transmission electron microscopy

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Atomic and Molecular Physics, and Optics
  • Condensed Matter Physics
  • Spectroscopy
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

@article{6b71a7ec9a064442a6d0416f529d7350,
title = "Influence of molecular design on the morphology of nanoparticles formed from 1-alkyl-6-alkoxy-quinolinium cations and 4-sulfonatocalix[n]arenes",
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.",
keywords = "Amphiphile, Calorimetry, Micelle, Nanostructure, Self-assembly",
author = "V{\'e}ronique Wintgens and Z. Miskolczy and Guigner, {Jean Michel} and Catherine Amiel and L. Bicz{\'o}k",
year = "2019",
month = "11",
day = "15",
doi = "10.1016/j.molliq.2019.111656",
language = "English",
volume = "294",
journal = "Journal of Molecular Liquids",
issn = "0167-7322",
publisher = "Elsevier",

}

TY - JOUR

T1 - Influence of molecular design on the morphology of nanoparticles formed from 1-alkyl-6-alkoxy-quinolinium cations and 4-sulfonatocalix[n]arenes

AU - Wintgens, Véronique

AU - Miskolczy, Z.

AU - Guigner, Jean Michel

AU - Amiel, Catherine

AU - Biczók, L.

PY - 2019/11/15

Y1 - 2019/11/15

N2 - 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.

AB - 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.

KW - Amphiphile

KW - Calorimetry

KW - Micelle

KW - Nanostructure

KW - Self-assembly

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DO - 10.1016/j.molliq.2019.111656

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JO - Journal of Molecular Liquids

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