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Nickel-catalysed Kumada polycondensation of di-functionalized Grignard reagent with aryl fluoride

Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2016-05-01

Journal: POLYMER INTERNATIONAL

Included Journals: Scopus、EI、SCIE

Volume: 65

Issue: 5

Page Number: 526-534

ISSN: 0959-8103

Key Words: Kumada polycondensation; nickel-catalysed; di-functionalized oligothiophene Grignard reagent; phenyl-s-triazine; aryl fluoride

Abstract: A nickel catalyst promoted the polymerization between various Grignard reagents with 2-phenyl-4,6-bi(4-fluorophenyl)-1,3,5-triazine. The reaction scope was thoroughly investigated and fully characterized. The Sp(2)-C - F bond was successfully activated by the triazine group in Kumada coupling reactions. Also, di-Grignard reagents showed higher activity than mono-Grignard reagents. The reaction scope results reveal that a Grignard reagent with strong nucleophilicity and aryl fluoride with strong electrophilicity are necessary to lead to Kumada polycondensation of oligothiophenes with aryl fluoride. In this work, polymerization between di-functionalized oligothiophene Grignard reagents with aryl fluoride was first conducted. The weight-average molecular weight is high, up to 14.8 kDa. The -conjugated polymers obtained exhibit emission colours of blue, green and yellow with efficient photoluminescence. (c) 2016 Society of Chemical Industry

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