Near-Infrared Emission by Tuned Aggregation of a Porphyrin Compound in a Host–Guest Light-Emitting Electrochemical Cell
Journal article, 2021

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.

porphyrins

aggregation

near-infrared emission

energy transfer

light-emitting electrochemical cells

Author

Mariza Mone

Chalmers, Chemistry and Chemical Engineering, Applied Chemistry

Shi Tang

Umeå University

Zewdneh Genene

Chalmers, Chemistry and Chemical Engineering, Applied Chemistry

Ambo University

Petri Henrik Murto

University of Cambridge

Martyn Jevric

Flinders University

Xianshao Zou

Lund University

Joan Ràfols-Ribé

Umeå University

Birhan Alkadir Abdulahi

Wollo University

Chalmers, Chemistry and Chemical Engineering, Applied Chemistry

Jia Wang

Umeå University

W. Mammo

Addis Ababa University

Mats Andersson

Flinders University

L. Edman

Umeå University

Ergang Wang

Chalmers, Chemistry and Chemical Engineering, Applied Chemistry

Zhengzhou University

Advanced Optical Materials

2195-1071 (eISSN)

Vol. 9 6 2001701

Subject Categories

Physical Chemistry

Chemical Process Engineering

Other Chemistry Topics

DOI

10.1002/adom.202001701

More information

Latest update

4/5/2022 7