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

@unpublished{Reichsöllner:2019:10.26434/chemrxiv.7660547,
author = {Reichsöllner, E and Creamer, A and Cong, S and Casey, A and Eder, S and Heeney, M and Glöcklhofer, F},
doi = {10.26434/chemrxiv.7660547},
title = {Fast and selective post-polymerization modification of conjugated polymers using dimethyldioxirane.},
url = {http://dx.doi.org/10.26434/chemrxiv.7660547},
year = {2019}
}
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RIS format (EndNote, RefMan)

TY  - UNPB
AB  - Modification of functional groups attached to conjugated polymer backbones can drastically alter the material properties. Oxidation of electron-donating thioalkyl substituents to electron-withdrawing sulfoxides or sulfones is a particularly effective modification. However, so far, this reaction has not been studied for the modification of conjugated polymers used in organic electronics. Crucial questions regarding selectivity and reaction time waited to be addressed. Here, we show that the reaction is highly selective and complete within just a few minutes when using dimethyldioxirane (DMDO) for the oxidation of thioalkyl substituents attached to the well investigated conjugated polymers poly(9-(1-octylnonyl)carbazole-alt-4,7-dithienylbenzothiadiazole) (PCDTBT) and poly(9,9-dioctylfluorene-alt-benzothiadiazole) (F8BT). The selectivity was confirmed by comparison with polymers obtained from pre-oxidized monomers and by control experiments using related polymers without thioalkyl substituents. Using DMDO, the oxidation yields acetone as the only side-product, which reduces the work-up to mere evaporation of solvents and excessive reagent. Our results show that this oxidation is an exciting method for the preparation of electron-deficient conjugated polymers. It may even allow the preparation of electron acceptors for solar cells directly from the electron donors.
AU  - Reichsöllner,E
AU  - Creamer,A
AU  - Cong,S
AU  - Casey,A
AU  - Eder,S
AU  - Heeney,M
AU  - Glöcklhofer,F
DO  - 10.26434/chemrxiv.7660547
PY  - 2019///
TI  - Fast and selective post-polymerization modification of conjugated polymers using dimethyldioxirane.
UR  - http://dx.doi.org/10.26434/chemrxiv.7660547
UR  - http://hdl.handle.net/10044/1/72595
ER  -
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