Transition metal complexes are utilized in a broad array of applications such as photoredox catalysis, photodynamic therapy, biological sensing, and as phosphors for organic light-emitting diodes. Furthermore, many transition metals complexes demonstrate two photon absorption and reverse saturable absorption (RSA) characteristics increasing their applications as non-linear optical materials. Iridium is of particular interest to our work because of its strong spin-orbit coupling, which allows for multiple excited states, thereby increasing the compound’s ability to absorb light over a broad spectrum. This work describes the synthesis of a series of triphenylamine and methoxy functionalized 2-phenylbenzo[d]thiazole (pbt) ligands to explore the effects on the photophysical properties of the synthesized Ir(III) cyclometalated chromophores and evaluate their potential application as RSA materials.
Cyclometalated iridium complexes are a specific class of transition metal chromophores (TMCs) widely employed as phosphors in organic light emitting diodes (OLEDs), as photoredox catalysts, and increasingly as non-linear optical (NLO) materials. This research investigated the effect of derivatization on the parent complex [Ir(pbt)2(acac)], where pbt is 2-phenylbenzothiazole and acac is acetylacetonate. Specifically, hole transport groups, either triphenylamines or carbazoles, were installed at different positions along the pbt ligand framework. The chemical syntheses, electrochemistry, and photophysics of these complexes will be discussed in detail with reference to our previous work and the parent complex.
Transition metal complexes have seen increased application in the fields of photoredox catalysis, photodynamic therapy, biological sensing, and as phosphors for organic light-emitting diodes. Additionally, non-linear optical applications of these materials have increased due to recent reports of two photon absorption and reverse saturable absorption (RSA) characteristics. Recent studies have demonstrated iridium is of particular interest as the transition metal center for organometallic chromophores because of its strong spin-orbit coupling, which allows for multiple excited states, thereby increasing the compound’s ability to absorb light over a broad spectrum. Our work focused on the synthesis of a series of functionalized phenylbenzothiazole (pbt) ligands to explore the effects on the photophysical properties of the synthesized Ir(III) cyclometalated chromophores and evaluate their potential application as RSA materials. The Ir(III) cyclometalated complexes were prepared from the bromo substituted pbt. The intermediate was then subjected to microwave assisted Suzuki reaction conditions to form the derivatized pbt cyclometalated complex.
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