This article investigates the photostability of poly(N-propargylamide)s under different conditions, on the basis of which application research for this class of highly functional polymers can be performed. With helical polymer 1 [monomer: CBCCH 2 NHCOCH(C 2 H 5 ) 2 ] taken as a representative, some affecting factors, including the ultraviolet (UV)-light intensity, presence of oxygen, far-UV and near-UV light, and temperature, were investigated. It was found that increasing the UV-light intensity accelerated the degradation of polymer 1. When oxygen was present, it also facilitated the degradation. Far-UV light rather than near-UV light played a predominant role in initiating the degradation of polymer main chains. Elevating the temperature of the polymer solution during UV irradiation made the degradation accelerate. Storing the polymer under weak UV light, in the absence of oxygen, and at a low temperature was favorable for keeping the polymer stable. These findings are important not only from a scientific point of view but especially for developing practical applications of this type of polymer on the basis of its photodegradability.