RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine

absReversible addition-fragmentation chain transfer (RAFT) radical polymerization, mediated by 4-cyanopentanoic acid dithiobenzoate and 4,4'-azobis(4-cyanovaleric acid) (V-501) in water at 70°C, of biocompatible 2-(meth- acryloyloxy)ethyl phosphorylcholine (MPC) yields a macro-chain transfer ag...

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Main Authors: Yu, B., Lowe, Andrew, Ishihara, K.
Format: Journal Article
Published: American Chemical Society 2009
Online Access:http://hdl.handle.net/20.500.11937/41572
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author Yu, B.
Lowe, Andrew
Ishihara, K.
author_facet Yu, B.
Lowe, Andrew
Ishihara, K.
author_sort Yu, B.
building Curtin Institutional Repository
collection Online Access
description absReversible addition-fragmentation chain transfer (RAFT) radical polymerization, mediated by 4-cyanopentanoic acid dithiobenzoate and 4,4'-azobis(4-cyanovaleric acid) (V-501) in water at 70°C, of biocompatible 2-(meth- acryloyloxy)ethyl phosphorylcholine (MPC) yields a macro-chain transfer agent (CTA) that was employed in the synthesis of a range of stimulus-responsive AB diblock copolymers in protic media. Well-defined block copolymers of varying molar composition, with narrow molecular weight distributions (M w/M n = 1.10-1.24) were prepared with N,.N-diethylacrylamide (DEAm), 4-vinylbenzoic acid (VBZ), N(3-sulfopropyl)-N- methacryloyloxyethyl- N,N-dimethylammonium betaine (DMAPS), and the newly synthesized N,N-di-n-propylbenzylvinylamine (Dn- PBVA) in either methanol, 2,2,2-trifluoroethanol, or aqueous media. When a combination of 1H NMR spectroscopy and dynamic light scattering is used, it is shown that all block copolymers are capable of existing as molecularly dissolved chains in aqueous media with average hydrodynamic diameters of ~6-7 nm provided the aqueous environment is appropriately tuned. Similarly, these unimers can be induced to undergo self-assembly in the same aqueous environment provided the correct external stimulus (change in temperature, pH, or electrolyte concentration) is applied. In such instances, aggregates with average sizes in the range of ~22-180 nm are formed and are most likely due to the formation of polymeric micelles and vesicles. Such self-assembly is also completely reversible. Removal, or reversal, of the applied stimulus results in the reorganization to the unimeric state. ©2009 American Chemical Society.
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spelling curtin-20.500.11937-415722017-09-13T14:19:01Z RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine Yu, B. Lowe, Andrew Ishihara, K. absReversible addition-fragmentation chain transfer (RAFT) radical polymerization, mediated by 4-cyanopentanoic acid dithiobenzoate and 4,4'-azobis(4-cyanovaleric acid) (V-501) in water at 70°C, of biocompatible 2-(meth- acryloyloxy)ethyl phosphorylcholine (MPC) yields a macro-chain transfer agent (CTA) that was employed in the synthesis of a range of stimulus-responsive AB diblock copolymers in protic media. Well-defined block copolymers of varying molar composition, with narrow molecular weight distributions (M w/M n = 1.10-1.24) were prepared with N,.N-diethylacrylamide (DEAm), 4-vinylbenzoic acid (VBZ), N(3-sulfopropyl)-N- methacryloyloxyethyl- N,N-dimethylammonium betaine (DMAPS), and the newly synthesized N,N-di-n-propylbenzylvinylamine (Dn- PBVA) in either methanol, 2,2,2-trifluoroethanol, or aqueous media. When a combination of 1H NMR spectroscopy and dynamic light scattering is used, it is shown that all block copolymers are capable of existing as molecularly dissolved chains in aqueous media with average hydrodynamic diameters of ~6-7 nm provided the aqueous environment is appropriately tuned. Similarly, these unimers can be induced to undergo self-assembly in the same aqueous environment provided the correct external stimulus (change in temperature, pH, or electrolyte concentration) is applied. In such instances, aggregates with average sizes in the range of ~22-180 nm are formed and are most likely due to the formation of polymeric micelles and vesicles. Such self-assembly is also completely reversible. Removal, or reversal, of the applied stimulus results in the reorganization to the unimeric state. ©2009 American Chemical Society. 2009 Journal Article http://hdl.handle.net/20.500.11937/41572 10.1021/bm8014945 American Chemical Society restricted
spellingShingle Yu, B.
Lowe, Andrew
Ishihara, K.
RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title_full RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title_fullStr RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title_full_unstemmed RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title_short RAFT synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(Methacryloyloxy)ethyl phosphorylcholine
title_sort raft synthesis and stimulus-induced self-assembly in water of copolymers based on the biocompatible monomer 2-(methacryloyloxy)ethyl phosphorylcholine
url http://hdl.handle.net/20.500.11937/41572