Tunable aggregation and luminescence of bis(diarylethene)sexithiophenes

Maaike T. W. Milder, Jennifer L. Herek, Jetsuda Areephong, Ben L. Feringa, Wesley R. Browne*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

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Abstract

Diarylethenes with two different side groups (phenyl and chloro) were appended to both alpha-ends of a sexithiophene unit. The temperature dependent aggregation properties for both compounds were characterized by steady state and transient absorption spectroscopy. The peripheral side groups show an unexpectedly significant influence on the electronic properties of the sexithiophene core. Furthermore, the relative influence of the phenyl and chloro substituents on the aggregation behavior observed is remarkable. The phenyl compound exhibits formation of H-aggregates over a narrow temperature range, between 240 and 200 K, typical of strong intermolecular interactions. In contrast, the chloro compound shows gradual aggregation over a wide temperature range, forming H-aggregates albeit with weaker intermolecular interactions. The results demonstrate that minor changes in the structure lead to tunability of the aggregation and corresponding luminescence properties of sexithiophenes in solution and hold particular relevance to supramolecular and polymer systems based on sexithiophene units.

Original languageEnglish
Pages (from-to)7717-7724
Number of pages8
JournalThe Journal of Physical Chemistry A
Volume113
Issue number27
DOIs
Publication statusPublished - 9-Jul-2009

Keywords

  • THIOPHENE OLIGOMERS
  • ELECTRONIC-STRUCTURE
  • PHOTOCHROMIC OLIGOTHIOPHENES
  • MOLECULAR SWITCH
  • ABSORPTION
  • FLUORESCENCE
  • POLYMER
  • STATES
  • SEXITHIOPHENES
  • DIARYLETHENES

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