Regulating steric hindrances of perylenediimide to construct NIR photothermal J-aggregates with a large red-shift.

Abstract

Perylene diimide (PDI)-based photothermal agents (PTAs) possess excellent stability and high photothermal conversion efficiency. However, developing PDIs with strong near-infrared absorption under biological conditions remains a challenge. In this study, we introduce a novel approach to facilitate the formation of J-aggregate-based PTAs with significantly red-shifted absorption by modulating steric hindrances of PDIs. PDIA, featuring larger steric hindrances at the bay position and smaller steric hindrances at the imide position, self-assembles into J-aggregates which exhibit a remarkable red-shift of over 100 nm. After encapsulation by DPSE-PEG, PDIA nanoparticles (PDIA-NPs) demonstrated a uniform and stable size, while retaining their significant red-shift. In vitro experiments demonstrated the great potential of PDIA-NPs in photothermal therapies for tumors and thrombi under 808 nm laser irradiation. This research provides valuable insights into the design of stable J-aggregates based on PDIs suitable for biological applications, paving the way for the development of more effective PTAs.