Synthesis and electroluminescence of thiophene-based bipolar small molecules with different arylamine moieties

Tik H. Lee, K. L. Tong, Shu Kong SO, Louis M L LEUNG*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

55 Citations (Scopus)

Abstract

A series of fluorescent dyes consisted of a thiophene unit, an 1,3,4-oxadiazole unit and four different arylamine moieties were prepared using a facile multi-steps synthetic route with high yield. The four arylamine structures studied were triphenylamine, N,N′-diphenyl-(1,1′- biphenyl)-4,4′-diamine, diphenyl(1-naphthyl)amine and 9-phenylcarbazole. Experimental results shown that their HOMOs varied from 5.21 to 5.73 eV strongly affected by the arylamine chemistry while their LUMOs remained relatively unchanged. Their corresponding emission colors ranged from UV (393 nm) to bluish green (483 nm). In general, the thiophene unit enhanced the overall thermal stability of the compounds. According to cyclic voltammetry, the compounds are predominantly hole-transporting while OLED results indicated cpd 10 possess both hole and electron transport properties. Single layer OLED fabricated from 10 resulted in ca. 2000 cd/m2 (luminous intensity) and 1.10 cd/A (current efficiency) max, whereas, a multilayer OLED using 10 as the hole transporting layer achieved over 7400 cd/m2 and 2.3 cd/A max.

Original languageEnglish
Pages (from-to)116-124
Number of pages9
JournalSynthetic Metals
Volume155
Issue number1
DOIs
Publication statusPublished - 15 Oct 2005

Scopus Subject Areas

  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics
  • Mechanics of Materials
  • Mechanical Engineering
  • Metals and Alloys
  • Materials Chemistry

User-Defined Keywords

  • Arylamine
  • Electroluminescent dyes
  • OLED
  • Thiophene

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