The photodegradation behavior of four well-established iridium emitters was investigated. Irradiation of the samples in different solvents and under atmospheric as well as inert conditions helped to identify several pathways that can contribute to the deterioration of these compounds. Degradation via singlet oxygen or the excited states of the emitters as well as the detrimental influence of halogenated solvents are discussed for the different investigated iridium complexes. Some of the resulting degradation products could be identified by using LC-MS or other analytical techniques. The results show how even small structural changes can have a huge influence on rate and mechanism of the photodegradation. The observations from this study may help to better understand degradation processes occurring during the handling of the materials, but also during device processing and operation.