Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP

Glycopolymers (synthetic sugar-containing polymers) have become increasingly attractive to polymer chemists because of their role as biomimetic analogues and their potential for commercial applications. Glycopolymers of different structures confer high hydrophilicity and water solubility and can the...

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Main Authors: Reda Fleet, Eric van den Dungen, Bert Klumperman
Format: Article
Language:English
Published: Academy of Science of South Africa 2011-03-01
Series:South African Journal of Science
Subjects:
Online Access:http://192.168.0.118/index.php/sajs/article/view/9869
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author Reda Fleet
Eric van den Dungen
Bert Klumperman
author_facet Reda Fleet
Eric van den Dungen
Bert Klumperman
author_sort Reda Fleet
collection DOAJ
description Glycopolymers (synthetic sugar-containing polymers) have become increasingly attractive to polymer chemists because of their role as biomimetic analogues and their potential for commercial applications. Glycopolymers of different structures confer high hydrophilicity and water solubility and can therefore be used for specialised applications, such as artificial materials for a number of biological, pharmaceutical and biomedical uses. The synthesis and characterisation of a series of novel glycopolymer brushes, namely poly(2-(2-bromoisobutyryloxy) ethyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside (P(BIEM)-g-P(6-O-MMAGIc)), poly(2-(2-bromoisobutyryloxy) ethyl methacrylate-co-methyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) P(BIEM-co-MMA)-g-P(6-O-MMAGIc), poly(2-(2-bromoisobutyryloxy) ethyl methacrylate-b-methyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) P(BIEM-b-MMA)-g-P(6-O-MMAGIc) and poly(4-vinylbenzyl chloride-alt-maleic anhydride)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) (P(Sd-alt-MAnh)-g-P(6-O-MMAGIc)) are described in this paper. Reversible addition-fragmentation chain transfer (RAFT)-mediated polymerisation was used to synthesise four well-defined atom transfer radical polymerisation (ATRP) macroinitiators (the backbone of the glycopolymer brushes). These ATRP macroinitiators were subsequently used in the 'grafting from' approach (in which side chains are grown from the backbone) to prepare high molar mass and low polydispersity index glycopolymer brushes with different grafting densities along the backbone. The number average molar mass of the glycopolymer brushes was determined using size exclusion chromatography with a multi-angle laser light scattering detector and further structural characterisation was conducted using 1H-nuclear magnetic resonance spectroscopy. The results confirmed that glycopolymer brushes were successfully synthesised via a combination of RAFT-mediated polymerisation and ATRP.
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spelling doaj.art-86f6e7eaf6ca4403bb20dc146d1671f42022-12-21T22:31:57ZengAcademy of Science of South AfricaSouth African Journal of Science1996-74892011-03-011073/4Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRPReda Fleet0Eric van den Dungen1Bert Klumperman2University of StellenboschUniversity of StellenboschUniversity of StellenboschGlycopolymers (synthetic sugar-containing polymers) have become increasingly attractive to polymer chemists because of their role as biomimetic analogues and their potential for commercial applications. Glycopolymers of different structures confer high hydrophilicity and water solubility and can therefore be used for specialised applications, such as artificial materials for a number of biological, pharmaceutical and biomedical uses. The synthesis and characterisation of a series of novel glycopolymer brushes, namely poly(2-(2-bromoisobutyryloxy) ethyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside (P(BIEM)-g-P(6-O-MMAGIc)), poly(2-(2-bromoisobutyryloxy) ethyl methacrylate-co-methyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) P(BIEM-co-MMA)-g-P(6-O-MMAGIc), poly(2-(2-bromoisobutyryloxy) ethyl methacrylate-b-methyl methacrylate)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) P(BIEM-b-MMA)-g-P(6-O-MMAGIc) and poly(4-vinylbenzyl chloride-alt-maleic anhydride)-g-poly(methyl 6-O-methacryloyl-α-D-glucoside) (P(Sd-alt-MAnh)-g-P(6-O-MMAGIc)) are described in this paper. Reversible addition-fragmentation chain transfer (RAFT)-mediated polymerisation was used to synthesise four well-defined atom transfer radical polymerisation (ATRP) macroinitiators (the backbone of the glycopolymer brushes). These ATRP macroinitiators were subsequently used in the 'grafting from' approach (in which side chains are grown from the backbone) to prepare high molar mass and low polydispersity index glycopolymer brushes with different grafting densities along the backbone. The number average molar mass of the glycopolymer brushes was determined using size exclusion chromatography with a multi-angle laser light scattering detector and further structural characterisation was conducted using 1H-nuclear magnetic resonance spectroscopy. The results confirmed that glycopolymer brushes were successfully synthesised via a combination of RAFT-mediated polymerisation and ATRP.http://192.168.0.118/index.php/sajs/article/view/9869ATRPgrafting densityglycopolymermacroinitiatorsRAFT
spellingShingle Reda Fleet
Eric van den Dungen
Bert Klumperman
Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
South African Journal of Science
ATRP
grafting density
glycopolymer
macroinitiators
RAFT
title Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
title_full Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
title_fullStr Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
title_full_unstemmed Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
title_short Synthesis of novel glycopolymer brushes via a combination of RAFT-mediated polymerisation and ATRP
title_sort synthesis of novel glycopolymer brushes via a combination of raft mediated polymerisation and atrp
topic ATRP
grafting density
glycopolymer
macroinitiators
RAFT
url http://192.168.0.118/index.php/sajs/article/view/9869
work_keys_str_mv AT redafleet synthesisofnovelglycopolymerbrushesviaacombinationofraftmediatedpolymerisationandatrp
AT ericvandendungen synthesisofnovelglycopolymerbrushesviaacombinationofraftmediatedpolymerisationandatrp
AT bertklumperman synthesisofnovelglycopolymerbrushesviaacombinationofraftmediatedpolymerisationandatrp