Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection

We report the first synthesis of zwitterionic thiacalixarenes featuring imidazolium and sulfonate groups on the upper rim and alkyl (butyl or octyl) fragments on the lower rim of the platform. Despite their amphiphilic structure, these macrocycles exhibit limited water solubility. However, dynamic l...

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Main Authors: Angelina A. Fedoseeva, Indira Yespanova, Elza D. Sultanova, Bulat Kh. Gafiatullin, Regina R. Ibragimova, Klara Kh. Darmagambet, Marina A. Il’ina, Egor O. Chibirev, Vladimir G. Evtugyn, Nurbol O. Appazov, Vladimir A. Burilov, Svetlana E. Solovieva, Igor S. Antipin
Format: Article
Language:English
Published: MDPI AG 2025-03-01
Series:Colloids and Interfaces
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Online Access:https://www.mdpi.com/2504-5377/9/2/20
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author Angelina A. Fedoseeva
Indira Yespanova
Elza D. Sultanova
Bulat Kh. Gafiatullin
Regina R. Ibragimova
Klara Kh. Darmagambet
Marina A. Il’ina
Egor O. Chibirev
Vladimir G. Evtugyn
Nurbol O. Appazov
Vladimir A. Burilov
Svetlana E. Solovieva
Igor S. Antipin
author_facet Angelina A. Fedoseeva
Indira Yespanova
Elza D. Sultanova
Bulat Kh. Gafiatullin
Regina R. Ibragimova
Klara Kh. Darmagambet
Marina A. Il’ina
Egor O. Chibirev
Vladimir G. Evtugyn
Nurbol O. Appazov
Vladimir A. Burilov
Svetlana E. Solovieva
Igor S. Antipin
author_sort Angelina A. Fedoseeva
collection DOAJ
description We report the first synthesis of zwitterionic thiacalixarenes featuring imidazolium and sulfonate groups on the upper rim and alkyl (butyl or octyl) fragments on the lower rim of the platform. Despite their amphiphilic structure, these macrocycles exhibit limited water solubility. However, dynamic light scattering detected the formation of associates for derivatives with octyl moieties at a concentration of 0.1 mM. To develop stable materials for aqueous environments and to investigate the functionality of zwitterionic sulfonate-imidazolium groups along with the thiacalixarene platform, mixed organo-organic systems based on polydiacetylene polymer were created. Characterization of the modified polydiacetylene systems through various analytical methods revealed a significant colorimetric response to lead ions in aqueous media, surpassing that of the unmodified polydiacetylene polymer. Additionally, the modified polymers demonstrated efficacy in purifying aqueous media from lead ions, as evidenced by anodic stripping voltammetry (ASV) and microwave plasma atomic emission spectroscopy (MP AES).
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series Colloids and Interfaces
spelling doaj-art-bb765ff1e57f4ab489d792237d480c1e2025-08-20T03:13:44ZengMDPI AGColloids and Interfaces2504-53772025-03-01922010.3390/colloids9020020Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion DetectionAngelina A. Fedoseeva0Indira Yespanova1Elza D. Sultanova2Bulat Kh. Gafiatullin3Regina R. Ibragimova4Klara Kh. Darmagambet5Marina A. Il’ina6Egor O. Chibirev7Vladimir G. Evtugyn8Nurbol O. Appazov9Vladimir A. Burilov10Svetlana E. Solovieva11Igor S. Antipin12A. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaInstitute of Engineering and Technology, Korkyt Ata Kyzylorda University, Ayteke bi Str. 29A, Kyzylorda 120014, KazakhstanA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaInstitute of Engineering and Technology, Korkyt Ata Kyzylorda University, Ayteke bi Str. 29A, Kyzylorda 120014, KazakhstanA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaInstitute of Engineering and Technology, Korkyt Ata Kyzylorda University, Ayteke bi Str. 29A, Kyzylorda 120014, KazakhstanA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaA.E. Arbuzov Institute of Organic & Physical Chemistry, 8 Arbuzov Str., Kazan 420088, RussiaA. M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420018, RussiaWe report the first synthesis of zwitterionic thiacalixarenes featuring imidazolium and sulfonate groups on the upper rim and alkyl (butyl or octyl) fragments on the lower rim of the platform. Despite their amphiphilic structure, these macrocycles exhibit limited water solubility. However, dynamic light scattering detected the formation of associates for derivatives with octyl moieties at a concentration of 0.1 mM. To develop stable materials for aqueous environments and to investigate the functionality of zwitterionic sulfonate-imidazolium groups along with the thiacalixarene platform, mixed organo-organic systems based on polydiacetylene polymer were created. Characterization of the modified polydiacetylene systems through various analytical methods revealed a significant colorimetric response to lead ions in aqueous media, surpassing that of the unmodified polydiacetylene polymer. Additionally, the modified polymers demonstrated efficacy in purifying aqueous media from lead ions, as evidenced by anodic stripping voltammetry (ASV) and microwave plasma atomic emission spectroscopy (MP AES).https://www.mdpi.com/2504-5377/9/2/20polydiacetylene vesiclesthiacalixarenecolorimetric sensor
spellingShingle Angelina A. Fedoseeva
Indira Yespanova
Elza D. Sultanova
Bulat Kh. Gafiatullin
Regina R. Ibragimova
Klara Kh. Darmagambet
Marina A. Il’ina
Egor O. Chibirev
Vladimir G. Evtugyn
Nurbol O. Appazov
Vladimir A. Burilov
Svetlana E. Solovieva
Igor S. Antipin
Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
Colloids and Interfaces
polydiacetylene vesicles
thiacalixarene
colorimetric sensor
title Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
title_full Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
title_fullStr Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
title_full_unstemmed Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
title_short Sulfonate Thiacalixarene-Modified Polydiacetylene Vesicles as Colorimetric Sensors for Lead Ion Detection
title_sort sulfonate thiacalixarene modified polydiacetylene vesicles as colorimetric sensors for lead ion detection
topic polydiacetylene vesicles
thiacalixarene
colorimetric sensor
url https://www.mdpi.com/2504-5377/9/2/20
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