Triphenylamine-perylene diimide conjugate-based organic nanoparticles for photoacoustic imaging and cancer phototherapy.

Phototherapy has gained great attention in the past decade owing to the advantages of high selectivity and low toxicity. However, it's still a challenge to develop a single photosensitizer that can achieve both photothermal and photodynamic effects. Herein, we design and synthesize a new organic compound (PIT) with a typical D-A-D structure through the covalent conjugation of perylene diimides (PDI) and triphenylamine (TPA). The amphiphilic PIT could be transformed to the nanoparticles (PIT NPs) through nanoprecipitation method. PIT NPs exhibit good water dispersibility with particle size around 70 nm. Because of the efficient NIR absorption, PIT NPs display high photothermal conversion efficiency (PCE) (η = 46.1 %) and strong photoacoustic signal under irradiation of 635 nm laser. Moreover, under the same laser irradiation, significant reactive oxygen species can be induced by PIT NPs both in aqueous solution and cancer cells. The MTT assay demonstrate the good biocompatibility and outstanding photocytotoxicity of PIT NPs. Thus, the as-prepared PIT NPs could be used as excellent candidates for photoacoustic imaging and photodynamic/photothermal therapy.