Journal
RSC ADVANCES
Volume 6, Issue 14, Pages 11536-11545Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra20871h
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Funding
- National Natural Science Foundation of China [51263010, 51303073, 51272096]
- Natural Science Foundation of Jiangxi Province [20142BAB206028]
- Science and Technology Landing Plan of Universities in Jiangxi Province [KJLD14069]
- Jiangxi Science and Technology Normal University [YC2014-X27]
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In this work, we present a pair of chiral PEDOT derivatives named poly((R)-2-(chloromethyl)-2,3-dihydrothieno[3,4-b][1,4] dioxine) ((R)-PEDTC) and poly((S)-2-(chloromethyl)-2,3-dihydrothieno[3,4-b][1,4] dioxine) ((S)-PEDTC), which were employed as excellent chiral recognition materials for fabricating chiral sensors and then discriminating between 3,4-dihydroxyphenylalanine (DOPA) enantiomers. Importantly, the mechanism of the stereospecificity of the interaction between the DOPA enantiomers and chiral polymers was discussed specifically. A series of performances of corresponding polymers were characterized in some detail using different strategies including CV, CD, FT-IR, UV-vis, SEM, and TG. The CD spectrum indicated that (R)-PEDTC and (S)-PEDTC are mirror symmetric. CV shows that the polymers had superior redox reversibility in CH3CN-Bu4NPF6. Finally, different electrochemical methods including CV, square wave voltammetry (SWV) and differential pulse voltammetry (DPV) were introduced for the discrimination of DOPA enantiomers. Satisfactory measurement results demonstrated that (R)-PEDTC/GCE and (S)-PEDTC/ GCE exhibited excellent enantioselectivity of DOPA enantiomers and the tendency was for anisotropic interaction between (R)-PEDTC and L-DOPA, and (S)-PEDTC and D-DOPA. This implied that the obtained polymer films could be promising candidates as enantioselective materials in the electrochemical sensor field.
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