Open Access
Nanomaterials, volume 9, issue 1, pages 89
Supramolecular organogels based on N-benzyl, N′-acylbispidinols
Medvedko Alexey
1
,
Dalinger Alexander
1
,
Nuriev Vyacheslav
1
,
Semashko Vera
1
,
Filatov Andrei
2
,
Ezhov Alexander
3, 4
,
Churakov Andrei
5
,
Howard Judith
6
,
Shiryaev Andrey
7, 8
,
Baranchikov Alexander
1, 5
,
Ivanov Vladimir
5, 9
,
4
Publication type: Journal Article
Publication date: 2019-01-11
PubMed ID:
30641896
General Chemical Engineering
General Materials Science
Abstract
The acylation of unsymmetrical N-benzylbispidinols in aromatic solvents without an external base led to the formation of supramolecular gels, which possess different thicknesses and degrees of stability depending on the substituents in para-positions of the benzylic group as well as on the nature of the acylating agent and of the solvent used. Structural features of the native gels as well as of their dried forms were studied by complementary techniques including Fourier-transform infrared (FTIR) and attenuated total reflection (ATR) spectroscopy, atomic force microscopy (AFM), transmission electron microscopy (TEM), scanning electron microscopy (SEM), and small-angle X-ray scattering and diffraction (SAXS). Structures of the key crystalline compounds were established by X-ray diffraction. An analysis of the obtained data allowed speculation on the crucial structural and condition factors that governed the gel formation. The most important factors were as follows: (i) absence of base, either external or internal; (ii) presence of HCl; (iii) presence of carbonyl and hydroxyl groups to allow hydrogen bonding; and (iv) presence of two (hetero)aromatic rings at both sides of the molecule. The hydrogen bonding involving amide carbonyl, hydroxyl at position 9, and, very probably, ammonium N-H+ and Cl− anion appears to be responsible for the formation of infinite molecular chains required for the first step of gel formation. Subsequent lateral cooperation of molecular chains into fibers occurred, presumably, due to the aromatic π−π-stacking interactions. Supercritical carbon dioxide drying of the organogels gave rise to aerogels with morphologies different from that of air-dried samples.
Citations by journals
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1 publication, 9.09%
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1 publication, 9.09%
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1
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3
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Citations by publishers
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4
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Elsevier
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4 publications, 36.36%
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2 publications, 18.18%
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Pleiades Publishing
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Pleiades Publishing
2 publications, 18.18%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 9.09%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 9.09%
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Springer Nature
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Springer Nature
1 publication, 9.09%
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1
2
3
4
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Medvedko A. et al. Supramolecular organogels based on N-benzyl, N′-acylbispidinols // Nanomaterials. 2019. Vol. 9. No. 1. p. 89.
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Medvedko A., Dalinger A., Nuriev V., Semashko V., Filatov A., Ezhov A., Churakov A., Howard J., Shiryaev A., Baranchikov A., Ivanov V., Vatsadze S. Z. Supramolecular organogels based on N-benzyl, N′-acylbispidinols // Nanomaterials. 2019. Vol. 9. No. 1. p. 89.
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TY - JOUR
DO - 10.3390/nano9010089
UR - https://doi.org/10.3390%2Fnano9010089
TI - Supramolecular organogels based on N-benzyl, N′-acylbispidinols
T2 - Nanomaterials
AU - Medvedko, Alexey
AU - Dalinger, Alexander
AU - Nuriev, Vyacheslav
AU - Semashko, Vera
AU - Filatov, Andrei
AU - Ezhov, Alexander
AU - Churakov, Andrei
AU - Howard, Judith
AU - Shiryaev, Andrey
AU - Baranchikov, Alexander
AU - Ivanov, Vladimir
AU - Vatsadze, Sergey Z.
PY - 2019
DA - 2019/01/11 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 89
IS - 1
VL - 9
PMID - 30641896
SN - 2079-4991
ER -
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@article{2019_Medvedko,
author = {Alexey Medvedko and Alexander Dalinger and Vyacheslav Nuriev and Vera Semashko and Andrei Filatov and Alexander Ezhov and Andrei Churakov and Judith Howard and Andrey Shiryaev and Alexander Baranchikov and Vladimir Ivanov and Sergey Z. Vatsadze},
title = {Supramolecular organogels based on N-benzyl, N′-acylbispidinols},
journal = {Nanomaterials},
year = {2019},
volume = {9},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {jan},
url = {https://doi.org/10.3390%2Fnano9010089},
number = {1},
pages = {89},
doi = {10.3390/nano9010089}
}
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MLA
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Medvedko, Alexey, et al. “Supramolecular organogels based on N-benzyl, N′-acylbispidinols.” Nanomaterials, vol. 9, no. 1, Jan. 2019, p. 89. https://doi.org/10.3390%2Fnano9010089.