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Keywords = organoselenium polymers

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7 pages, 6459 KiB  
Communication
Micellar Assembly and Disassembly of Organoselenium Block Copolymers through Alkylation and Dealkylation Processes
by Taejun Eom and Anzar Khan
Polymers 2021, 13(15), 2456; https://doi.org/10.3390/polym13152456 - 27 Jul 2021
Cited by 1 | Viewed by 2272
Abstract
The aim of this work is to demonstrate that the alkylation and dealkylation of selenium atoms is an effective tool in controlling polymer amphiphilicity and, hence, its assembly and disassembly process in water. To establish this concept, poly(ethylene glycol)-block-poly(glycidyl methacrylate) was prepared. A [...] Read more.
The aim of this work is to demonstrate that the alkylation and dealkylation of selenium atoms is an effective tool in controlling polymer amphiphilicity and, hence, its assembly and disassembly process in water. To establish this concept, poly(ethylene glycol)-block-poly(glycidyl methacrylate) was prepared. A post-synthesis modification with phenyl selenolate through a base-catalyzed selenium-epoxy ‘click’ reaction then gave rise to the side-chain selenium-containing block copolymer with an amphiphilic character. This polymer assembled into micellar structures in water. However, silver tetrafluoroborate-promoted alkylation of the selenium atoms resulted in the formation of hydrophilic selenonium tetrafluoroborate salts. This enhancement in the chemical polarity of the second polymer block removed the amphiphilic character from the polymer chain and led to the disassembly of the micellar structures. This process could be reversed by restoring the original amphiphilic polymer character through the dealkylation of the cations. Full article
(This article belongs to the Special Issue ‘Click’ Chemistry and Polymers)
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9 pages, 2627 KiB  
Communication
Selenonium Polyelectrolyte Synthesis through Post-Polymerization Modifications of Poly (Glycidyl Methacrylate) Scaffolds
by Taejun Eom and Anzar Khan
Polymers 2020, 12(11), 2685; https://doi.org/10.3390/polym12112685 - 13 Nov 2020
Cited by 4 | Viewed by 2469
Abstract
Atom transfer radical polymerization of glycidyl methacrylate monomer with poly(ethylene glycol)-based macroinitiators leads to the formation of reactive block copolymers. The epoxide side-chains of these polymers can be subjected to a regiospecific base-catalyzed nucleophilic ring-opening reaction with benzeneselenol under ambient conditions. The ß-hydroxy [...] Read more.
Atom transfer radical polymerization of glycidyl methacrylate monomer with poly(ethylene glycol)-based macroinitiators leads to the formation of reactive block copolymers. The epoxide side-chains of these polymers can be subjected to a regiospecific base-catalyzed nucleophilic ring-opening reaction with benzeneselenol under ambient conditions. The ß-hydroxy selenide linkages thus formed can be alkylated to access polyselenonium salts. 77Se-NMR indicates the formation of diastereomers upon alkylation. In such a manner, sequential post-polymerization modifications of poly(glycidyl methacrylate) scaffolds via selenium-epoxy and selenoether alkylation reactions furnish practical access to poly(ethylene glycol)-based cationic organoselenium copolymers. Full article
(This article belongs to the Special Issue Functional Polymer Synthesis)
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