Controlled RAFT polymerization and zinc binding performance of catechol-inspired homopolymers

Anna Isakova, Paul D. Topham*, Andy J. Sutherland

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

Incorporation of catechols into polymers has long been of interest due to their ability to chelate heavy metals and their use in the design of adhesives, metal-polymer nanocomposites, antifouling coatings, and so on. This paper reports, for the first time, the reversible addition-fragmentation chain transfer (RAFT) polymerization of a protected catechol-inspired monomer, 3,4-dimethoxystyrene (DMS), using commercially available trithiocarbonate, 2-(dodecylthiocarbonothioylthio)-2-methylpropionic acid (DDMAT), as a chain transfer agent. Our identified RAFT system produces well-defined polymers across a range of molecular weights (5-50 kg/mol) with low molar mass dispersities (Mw/Mn < 1.3). Subsequent facile demethylation of poly(3,4-dimethoxystyrene) (PDMS) yields poly(3,4-dihydroxystyrene) (PDHS), a catechol-bearing polymer, in quantitative yields. Semiquantitative zinc binding capacity analysis of both polymers using SEM/EDXA has demonstrated that both PDMS and PDHS have considerable surface binding (65% and 87%, respectively), although the films deposited from PDMS are of a better quality and processability due to solubility and lower processing temperatures.

Original languageEnglish
Pages (from-to)2561-2568
Number of pages8
JournalMacromolecules
Volume47
Issue number8
DOIs
Publication statusPublished - 22 Apr 2014

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Homopolymerization
Zinc
Polymers
Polymerization
Bearings (structural)
Isobutyrates
Catechols
Molar mass
Heavy Metals
Heavy metals
Adhesives
Nanocomposites
Solubility
Monomers
Metals
Molecular weight
catechol
Coatings
Scanning electron microscopy
Acids

Bibliographical note

Funding: European Union 7th framework programme (FP7/2011 grant agreement ESTABLIS no. 290022).

Supporting information available online

Cite this

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title = "Controlled RAFT polymerization and zinc binding performance of catechol-inspired homopolymers",
abstract = "Incorporation of catechols into polymers has long been of interest due to their ability to chelate heavy metals and their use in the design of adhesives, metal-polymer nanocomposites, antifouling coatings, and so on. This paper reports, for the first time, the reversible addition-fragmentation chain transfer (RAFT) polymerization of a protected catechol-inspired monomer, 3,4-dimethoxystyrene (DMS), using commercially available trithiocarbonate, 2-(dodecylthiocarbonothioylthio)-2-methylpropionic acid (DDMAT), as a chain transfer agent. Our identified RAFT system produces well-defined polymers across a range of molecular weights (5-50 kg/mol) with low molar mass dispersities (Mw/Mn < 1.3). Subsequent facile demethylation of poly(3,4-dimethoxystyrene) (PDMS) yields poly(3,4-dihydroxystyrene) (PDHS), a catechol-bearing polymer, in quantitative yields. Semiquantitative zinc binding capacity analysis of both polymers using SEM/EDXA has demonstrated that both PDMS and PDHS have considerable surface binding (65{\%} and 87{\%}, respectively), although the films deposited from PDMS are of a better quality and processability due to solubility and lower processing temperatures.",
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Controlled RAFT polymerization and zinc binding performance of catechol-inspired homopolymers. / Isakova, Anna; Topham, Paul D.; Sutherland, Andy J.

In: Macromolecules, Vol. 47, No. 8, 22.04.2014, p. 2561-2568.

Research output: Contribution to journalArticle

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