Imperial College London
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ProfessorMartinHeeney

Faculty of Natural Sciences, Department of Chemistry

Professor of Organic Materials
 
 
 
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Contact

 

+44 (0)20 7594 1248m.heeney Website

 
 
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Location

 

401GMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Boufflet:2016:10.1039/c6sc04427a,
author = {Boufflet, P and Casey, A and Xia, Y and Stavrinou, PN and Heeney, M},
doi = {10.1039/c6sc04427a},
journal = {Chemical Science},
pages = {2215--2225},
title = {Pentafluorobenzene end-group as a versatile handle for para fluoro "click" functionalization of polythiophenes},
url = {http://dx.doi.org/10.1039/c6sc04427a},
volume = {8},
year = {2016}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - A convenient method of introducing pentafluorobenzene (PFB) as a single end-group in polythiophene derivatives is reported via in situ quenching of the polymerization. We demonstrate that the PFB-group is a particularly useful end-group due to its ability to undergo fast nucleophilic aromatic substitutions. Using this molecular handle, we are able to quantitatively tether a variety of common nucleophiles to the polythiophene backbone. The mild conditions required for the reaction allows sensitive functional moieties, such as biotin or a cross-linkable trimethoxysilane, to be introduced as end-groups. The high yield enabled the formation of a diblock rod-coil polymer from equimolar reactants under transition metal-free conditions at room temperature. We further demonstrate that water soluble polythiophenes end-capped with PFB can be prepared via the hydrolysis of an ester precursor, and that such polymers are amenable to functionalization under aqueous conditions.
AU  - Boufflet,P
AU  - Casey,A
AU  - Xia,Y
AU  - Stavrinou,PN
AU  - Heeney,M
DO  - 10.1039/c6sc04427a
EP  - 2225
PY  - 2016///
SN  - 2041-6520
SP  - 2215
TI  - Pentafluorobenzene end-group as a versatile handle for para fluoro "click" functionalization of polythiophenes
T2  - Chemical Science
UR  - http://dx.doi.org/10.1039/c6sc04427a
UR  - http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000395906900068&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
UR  - http://hdl.handle.net/10044/1/48722
VL  - 8
ER  -
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