Green-Solvent-Processed Amide-Functionalized Conjugated Polymers Prepared via Direct Arylation Polymerization (DArP)

Green-Solvent-Processed Amide-Functionalized Conjugated Polymers Prepared via Direct Arylation Polymerization (DArP)
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DOI:
10.1021/acs.macromol.9b02014
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发表时间:
2019-11
期刊:
影响因子:
5.5
通讯作者:
Liwei Ye;R. Pankow;Mami Horikawa;Elizabeth L. Melenbrink;Kangying Liu;B. Thompson
Liwei Ye;R. Pankow;Mami Horikawa;Elizabeth L. Melenbrink;Kangying Liu;B. Thompson
中科院分区:
化学1区
文献类型:
--
作者:
Liwei Ye;R. Pankow;Mami Horikawa;Elizabeth L. Melenbrink;Kangying Liu;B. Thompson

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Organic electroactive materials that can be processed using simple alcohols, such as ethanol and 1-butanol, are highly desired, since these solvents can be sourced from biomass and present lower hazards for human and environmental health. Herein, we report the first class of poly(3-alkylamidethiophenes) (P3AAT) synthesized via the sustainable method of direct arylation polymerization (DArP) that can be processed using green, sustainable solvents. The unprecedented synthesis of P3AAT reveals the superiority of DArP, as P3AAT can be readily prepared in only three simple steps with an Mn of up to 15.4 kDa and yields of up to 90% exclusively with this methodology. The tertiary amide, poly(N-hexyl-N-methylthiophene-3-carboxamide-2,5-diyl) (P1), has excellent solubility in the green solvents ethanol, 1-butanol, and anisole. Processing of P1 in 1-butanol is shown to provide comparable space-charge-limited current (SCLC) hole mobility versus dichlorobenzene and commensurate photophysical properties. Also, the sec...