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A new solution to an old problem: synthesis of unsubstituted poly(para-phenylene)

Unsubstituted and structurally well-defined poly(para-phenylene) (PPP) has been long-desired as an organic semiconductor prototype of conjugated polymers. To date, several attempts to synthesize unsubstituted, pristine, high-molecular-weight PPP have failed. Here we solved this synthetic problem by...

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Bibliographic Details
Main Authors: Abdulkarim, Ali (Author) , Hinkel, Felix Peter (Author) , Jänsch, Daniel (Author) , Freudenberg, Jan (Author) , Golling, Florian Ernst (Author)
Format: Article (Journal)
Language:English
Published: 9 December 2016
In: Journal of the American Chemical Society
Year: 2016, Volume: 138, Issue: 50, Pages: 16208-16211
ISSN:1520-5126
DOI:10.1021/jacs.6b10254
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jacs.6b10254
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Author Notes:Ali Abdulkarim, Felix Hinkel, Daniel Jänsch, Jan Freudenberg, Florian E. Golling, and Klaus Müllen
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Summary:Unsubstituted and structurally well-defined poly(para-phenylene) (PPP) has been long-desired as an organic semiconductor prototype of conjugated polymers. To date, several attempts to synthesize unsubstituted, pristine, high-molecular-weight PPP have failed. Here we solved this synthetic problem by a versatile precursor route. Suzuki polymerization of kinked disubstituted 1,4-dimethoxycyclohexadienylene monomers yielded a well-soluble, nonaromatic precursor polymer. Its solubility allowed processing by spin-coating into nanometer-thick films. Subsequent additive-free thermal treatment induced aromatization and led to exclusively para-connected, highly fluorescent PPP with a length of about 75 phenylene units.
Item Description:Gesehen am 20.07.2020
Physical Description:Online Resource
ISSN:1520-5126
DOI:10.1021/jacs.6b10254

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