Near-Infrared Emission by Tuned Aggregation of a Porphyrin Compound in a Host–Guest Light-Emitting Electrochemical Cell

Mariza Mone, Shi Tang, Zewdneh Genene, Petri Murto, Martyn Jevric, Xianshao Zou, Joan Ràfols-Ribé, Birhan A. Abdulahi, Jia Wang, Wendimagegn Mammo, Mats R. Andersson, Ludvig Edman, Ergang Wang

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of 5,10,15,20-tetrakis((5,10-bis((2-hexyldecyl)oxy)dithieno[3,2-c:3′,2′-h][1,5]naphthyridin-2-yl)ethynyl)porphyrin zinc(II) (Por4NT), a near-infrared (NIR) emitting compound, comprising a zinc porphyrin core linked with triple bonds through its meso positions to four 5,10-bis((2-hexyldecyl)oxy)dithieno[3,2-c:3′,2′-h][1,5]naphthyridine (NT) arms is reported. Por4NT featured high solubility in common non-polar solvents, which is ideal for easy processing through solution techniques, and high photoluminescence (PL) efficiency of ≈30% in dilute toluene solution. It also exhibited a strong tendency for aggregation because of its flat conformation, and this aggregation resulted in a strong redshifted emission and a drop in PL efficiency. A well-matched PBDTSi-BDD-Py “host” terpolymer is therefore designed, which is capable of mitigating the aggregation of the Por4NT “guest”. An optimized blend of the host, guest, and an ionic-liquid electrolyte is utilized as the active material in a light-emitting electrochemical cell (LEC), which delivered strong NIR radiance of 134 µW cm-2 with a long wavelength maximum at 810 nm at a low drive voltage of 5.0 V. The attainment of the strong NIR emission from the host–guest LEC is attributed to a tuned aggregation of the Por4NT emitter, which resulted in the desired aggregation-induced redshift of the emission at a reasonably retained efficiency.

Original languageEnglish
Article number2001701
Number of pages10
JournalAdvanced Optical Materials
Volume9
Issue number6
Early online date2021
DOIs
Publication statusPublished - 18 Mar 2021

Keywords

  • aggregation
  • energy transfer
  • light-emitting electrochemical cells
  • near-infrared emission
  • porphyrins

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