Derivatized 2-phenylbenzothiazole cyclometalating ligands for reverse saturable absorption (RSA) materials development

Ryan M. O'Donnell; Thomas N. Rohrabaugh Jr.; Bailey C. Schieve; Alexis R. Burnette; Shamya K. London; William M. Shensky III

doi:10.1117/12.2578752

5 March 2021 Derivatized 2-phenylbenzothiazole cyclometalating ligands for reverse saturable absorption (RSA) materials development

Ryan M. O'Donnell, Thomas N. Rohrabaugh Jr., Bailey C. Schieve, Alexis R. Burnette, Shamya K. London, William M. Shensky III

Author Affiliations +

Proceedings Volume 11683, Organic Photonic Materials and Devices XXIII; 116830T (2021) https://doi.org/10.1117/12.2578752
Event: SPIE OPTO, 2021, Online Only

Abstract

Transition metal chromophores (TMCs) are a widely studied class of materials due to their synthetic tunability and photophysical properties. Second- and third-row d⁶ TMCs, such as Ru^II or Ir^III, are of particular importance due to their large spin-orbit coupling constants and the prevalence of metal-to-ligand charge transfer (MLCT) excited states. TMCs have found broad application in organic light-emitting diodes (OLEDs), photoredox catalysis, photodynamic therapy, and non-linear optics (NLO). Recent photophysical studies on organometallic iridium complexes of the form [Ir^III(C^N)₂(acac)]⁰, where C^N is a cyclometalating ligand and acac is acetylacetonate, have demonstrated their potential as reverse saturable absorption (RSA) materials. The photophysical properties, including photoluminescence and transient absorption spectra, are reported for [Ir(pbt)₂(acac)], where pbt is 2-phenylbenzothiazole. In an attempt to engender new excited state absorption (ESA) bands, a triphenylamine (TPA) moiety was installed on the pbt ligand via microwave-assisted Suzuki coupling. The spectroscopic properties of the new TMC were compared to the parent [Ir(pbt)₂(acac)] complex with particular emphasis on their potential application as RSA materials.

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Ryan M. O'Donnell, Thomas N. Rohrabaugh Jr., Bailey C. Schieve, Alexis R. Burnette, Shamya K. London, and William M. Shensky III "Derivatized 2-phenylbenzothiazole cyclometalating ligands for reverse saturable absorption (RSA) materials development", Proc. SPIE 11683, Organic Photonic Materials and Devices XXIII, 116830T (5 March 2021); https://doi.org/10.1117/12.2578752

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