New Journal of Chemistry, volume 42, issue 4, pages 2942-2951
Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions
Burilov Vladimir
1
,
Valiyakhmetova Alsu
1
,
Mironova Diana
1
,
Sultanova Elza
1
,
Osin Yuri N.
2
,
Burganov Timur I
3
,
Solovieva S. E.
1, 3
,
Antipin I. S.
1, 3
Publication type: Journal Article
Publication date: 2018-01-15
Journal:
New Journal of Chemistry
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 3.3
ISSN: 11440546, 13699261
Materials Chemistry
General Chemistry
Catalysis
Abstract
For the first time amphiphilic receptors based on the 1,3-alternate stereoisomeric form of thiacalix[4]arene, bearing carboxyl/sulphonate polar headgroups on one side and 10,12-pentacosadiynoic acid (PCDA) residues on another side of the macrocyclic plane, were synthesized. It was shown that embedding of synthesized macrocycles in PCDA vesicles results in stable colloids with a size around 300 nm. The temperature of ultrasonication before UV irradiation has a critical impact on the packing of vesicles for better polymerization. The increase of calixarene content in PCDA vesicles causes a decrease in the degree of PCDA polymerization. Nevertheless, calixarene additives dramatically change the colorimetric response of photopolymerized PCDA vesicles toward metal ions. Vesicles with 10 mol% content of calixarene have significant colorimetric response toward lanthanide ions with a detection limit up to 8 μM. The colorimetric response in the series of lanthanide ions depends on the ionic radius, and the greatest response was found for the largest La(III) ion. It was found that binding of calixarene–PCDA vesicles with lanthanide ions results in the formation of large 1 μm aggregates followed by sedimentation. Thus, the mechanism of colorimetric response of calixarene-decorated polydiacetylene vesicles toward lanthanide ions includes the distortion of the calixarene cavity provoking perturbation of the PDA backbone accompanied by metal-induced aggregation of functionalized vesicles with sedimentation of particles. Therefore, calixarene–PCDA vesicles have great potential for the future design of bifunctional colloids with sensor and separation applications.
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1 publication, 4.76%
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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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Burilov V. et al. Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions // New Journal of Chemistry. 2018. Vol. 42. No. 4. pp. 2942-2951.
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Burilov V., Valiyakhmetova A., Mironova D., Sultanova E., Evtyugin V. G., Osin Y. N., Katsyuba S. A., Burganov T. I., Solovieva S. E., Antipin I. S. Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions // New Journal of Chemistry. 2018. Vol. 42. No. 4. pp. 2942-2951.
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TY - JOUR
DO - 10.1039/C7NJ04099G
UR - https://doi.org/10.1039%2FC7NJ04099G
TI - Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions
T2 - New Journal of Chemistry
AU - Burilov, Vladimir
AU - Valiyakhmetova, Alsu
AU - Mironova, Diana
AU - Sultanova, Elza
AU - Evtyugin, Vladimir G
AU - Katsyuba, Sergey A.
AU - Solovieva, S. E.
AU - Antipin, I. S.
AU - Osin, Yuri N.
AU - Burganov, Timur I
PY - 2018
DA - 2018/01/15 00:00:00
PB - Royal Society of Chemistry (RSC)
SP - 2942-2951
IS - 4
VL - 42
SN - 1144-0546
SN - 1369-9261
ER -
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@article{2018_Burilov,
author = {Vladimir Burilov and Alsu Valiyakhmetova and Diana Mironova and Elza Sultanova and Vladimir G Evtyugin and Sergey A. Katsyuba and S. E. Solovieva and I. S. Antipin and Yuri N. Osin and Timur I Burganov},
title = {Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions},
journal = {New Journal of Chemistry},
year = {2018},
volume = {42},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039%2FC7NJ04099G},
number = {4},
pages = {2942--2951},
doi = {10.1039/C7NJ04099G}
}
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Burilov, Vladimir, et al. “Novel amphiphilic conjugates of p-tert-butylthiacalix[4]arene with 10,12-pentacosadiynoic acid in 1,3-alternate stereoisomeric form. Synthesis and chromatic properties in the presence of metal ions.” New Journal of Chemistry, vol. 42, no. 4, Jan. 2018, pp. 2942-2951. https://doi.org/10.1039%2FC7NJ04099G.