We report the synthesis, performance, and stability of photosensitizer-doped membranes and their ability to generate singlet oxygen and degrade a model pharmaceutical. Specifically, we doped Clear Flex 50, a polyurethane rubber, with either terthiophene (3T) or one of two 1,8-naphthalimide-based (Napcbx and its gadolinium complex [Gd(Nap-cbx) 3 (NO 3 ) 3 )] photosensitizers and photodegraded propranolol. After irradiating for 24 h with visible light in the presence of the 3T-doped membrane, the decreased emission intensity of propranolol was consistent with 42% degradation, while irradiation with UV light in the presence of a membrane doped with either Nap-cbx or [Gd(Nap-cbx) 3 ]-(NO 3 ) 3 led to 36 and 41% degradation, respectively. Additionally, the three doped membranes successfully degraded several organic pollutants present in the standard MegaMix. Our findings show that the singlet oxygen-generating membranes experience minimal loss in performance after three 24-hour irradiation cycles.