Authors
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Lombeck, F. ; Matsidika, R. ; Komber, H. ; Sommer, M.
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Title
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Simple synthesis of P(Cbz-alt-TBT) and PCDTBT by combining direct arylation with suzuki polycondensation of heteroaryl chlorides
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Date
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01.01.2015
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Number
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44064
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Abstract
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Direct arylation (DA) of 2-chlorothiophene and 2-chloro-3-hexylthiophene with 4,7-dibromo-2,1,3-benzothiadiazole is used to synthesize 4,7-bis(5-chloro-2-thienyl)-2,1,3-benzothiadiazole (TBTCl2) and 4,7-bis(5-chloro-4-hexyl-2-thienyl)-2,1,3-benzothiadiazole (DH-TBTCl2) in one step. Suitable conditions of the Suzuki polycondensations (SPC) of TBTCl2 and DH-TBTCl2 with the carbazole comonomer CbzPBE2 are established, furnishing PCDTBT and P(Cbz-alt-TBT) with high molecular weight and yield. Compared with control samples made from the corresponding dibromides, high-temperature NMR and UV–vis spectroscopy indicate similar properties for PCDTBT but an increased content of Cbz–Cbz homocouplings for P(Cbz-alt-TBT).
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Publisher
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Macromolecular Rapid Communications
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Wikidata
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Citation
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Macromolecular Rapid Communications 36 (2015) 231-237
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DOI
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https://doi.org/10.1002/marc.201400437
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Tags
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conjugated polymers direct arylation heteroaryl chlorides homocoupling suzuki polycondensation
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