Naphthalenedicarboximide- vs perylenedicarboximide-based copolymers. synthesis and semiconducting properties in bottom-gate N-channel organic transistors

Zhihua Chen, Yan Zheng, He Yan, Antonio Facchetti*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

526 Scopus citations

Abstract

Two new n-channel polymeric semiconductors for organic thin-film transistors (TFTs) based on electron-depleted perylene- (PDI) and naphthalene-dicarboxyimide (NDI) polymerized with dithiophene are reported: poly{[N,N'-bis(2-octyldodecyl)-1,4,5,8-naphthalene dicarboximide-2,6-diyl]-alt- 5,5'-(2,2'-bithiophene)}, P(NDI2OD-T2), and poly{[N,N'-bis(2-octyldodecyl)-3,4, 9,10-perylenedicarboximide-(1,7ε1,6)-diyl]-alt-5,5'-(2,2'-bithiophene)}, P(PDI2OD-T2). Polymer regioregularity and electronic structure strongly depend on the rylene co-monomer. The use of NDI enables a regioregular and high-molecular-weight polymer with greatly stabilized electron transport in ambient. Unoptimized P(NDI2OD-T2)-based TFTs exhibit good electron mobilities [μe ≈ 0.04 (0.01) cm 2/V·s in vacuum (ambient after 16 weeks) vs μe ≈ 0.003 (2 × 10 -4) cm 2/V·s in vacuum (ambient after 1.5 week) for P(PDI2OD-T2)] and on-off current modulation [I on:I off > 10 6].

Original languageEnglish (US)
Pages (from-to)8-9
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number1
DOIs
StatePublished - Jan 14 2009

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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