Rights statement: This is the author’s version of a work that was accepted for publication in European Polymer Journal. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in European Polymer Journal, ??, ?, 2017 DOI: 10.1016/j.eurpolymj..2017.09.030
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Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
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TY - JOUR
T1 - Systematic optimization of poly(vinyl chloride) surface modification with an aromatic thiol
AU - McCoy, Colin P.
AU - Irwin, Nicola J.
AU - Hardy, John G.
AU - Kennedy, Susan J.
AU - Donnelly, Louise
AU - Cowley, John F.
AU - Andrews, Gavin P.
AU - Pentlavalli, Sreekanth
N1 - This is the author’s version of a work that was accepted for publication in European Polymer Journal. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in European Polymer Journal, ??, ?, 2017 DOI: 10.1016/j.eurpolymj..2017.09.030
PY - 2017/9/21
Y1 - 2017/9/21
N2 - Abstract The efficient covalent functionalization of poly(vinyl chloride) (PVC), which is widely used in medical device manufacture, allows an array of potential property-enhancing surface modifications to be made. To demonstrate a general method of functionalization via substituted (functional) thiols, we describe a systematic approach to the optimization of PVC surface modification by nucleophilic substitution with 4-aminothiophenol through control of reaction conditions: solvent composition, sonication, reaction time and presence of base and/or phase transfer catalyst (PTC). Efficient thiol attachment was confirmed using solid-state NMR and Raman spectroscopies, and the extent of surface modification was quantified using ATR-FTIR spectroscopy. Sonicated samples exhibited a lower degree of modification than their statically immersed counterparts (21.7 vs 99.6 μg cm-3), and mechanical integrity was compromised. In DMSO/H2O systems with a PTC, resultant degrees of PVC surface modification were up to 12.5% higher when caesium carbonate was employed as the base than in corresponding systems with potassium carbonate.
AB - Abstract The efficient covalent functionalization of poly(vinyl chloride) (PVC), which is widely used in medical device manufacture, allows an array of potential property-enhancing surface modifications to be made. To demonstrate a general method of functionalization via substituted (functional) thiols, we describe a systematic approach to the optimization of PVC surface modification by nucleophilic substitution with 4-aminothiophenol through control of reaction conditions: solvent composition, sonication, reaction time and presence of base and/or phase transfer catalyst (PTC). Efficient thiol attachment was confirmed using solid-state NMR and Raman spectroscopies, and the extent of surface modification was quantified using ATR-FTIR spectroscopy. Sonicated samples exhibited a lower degree of modification than their statically immersed counterparts (21.7 vs 99.6 μg cm-3), and mechanical integrity was compromised. In DMSO/H2O systems with a PTC, resultant degrees of PVC surface modification were up to 12.5% higher when caesium carbonate was employed as the base than in corresponding systems with potassium carbonate.
KW - PVC
KW - Thiol
KW - Nucleophilic substitution
KW - Surface modification
U2 - 10.1016/j.eurpolymj.2017.09.030
DO - 10.1016/j.eurpolymj.2017.09.030
M3 - Journal article
JO - European Polymer Journal
JF - European Polymer Journal
SN - 0014-3057
ER -