This study presents a series of high liposoluble near-infrared (NIR) emissive aggregation-induced emission (AIE) luminogens with triphenylamine derivatives as donor units and 1-indanone as electron acceptor units. These materials, named MTTOI, exhibit strong lipid droplet (LD) targeting ability and can monitor LD viscosity fluctuations in living cells in real time. MTTOI can activate apoptosis-related signaling pathways under white light and also activate ferroptosis to synergize apoptosis, leading to tumor elimination. Ferroptosis enhances immunogenic cell death (ICD), boosting CD8+ T cell infiltration and reducing regulatory T cells, which improves tumor treatment and prevents metastasis through strong immunological memory. In vivo experiments confirm that MTTOI successfully images fatty liver tissue. MTTOI's high fat solubility allows it to easily fuse with tumors, enabling effective photodynamic therapy. MTTOI's unique properties enable it to achieve high-efficiency photodynamic therapy with a 90.51% tumor inhibition rate. The study also demonstrates MTTOI's ability to monitor LD viscosity in living cells and its antitumor mechanism involving ferroptosis and ICD. MTTOI's photophysical properties, including strong ROS generation and viscosity sensitivity, make it an effective photodynamic therapy agent. In vivo results show MTTOI's excellent targeting and long retention characteristics, making it a promising diagnostic and therapeutic agent for cancer. The study highlights MTTOI's potential in cancer diagnosis and treatment through its unique combination of photodynamic therapy, ferroptosis, and ICD.This study presents a series of high liposoluble near-infrared (NIR) emissive aggregation-induced emission (AIE) luminogens with triphenylamine derivatives as donor units and 1-indanone as electron acceptor units. These materials, named MTTOI, exhibit strong lipid droplet (LD) targeting ability and can monitor LD viscosity fluctuations in living cells in real time. MTTOI can activate apoptosis-related signaling pathways under white light and also activate ferroptosis to synergize apoptosis, leading to tumor elimination. Ferroptosis enhances immunogenic cell death (ICD), boosting CD8+ T cell infiltration and reducing regulatory T cells, which improves tumor treatment and prevents metastasis through strong immunological memory. In vivo experiments confirm that MTTOI successfully images fatty liver tissue. MTTOI's high fat solubility allows it to easily fuse with tumors, enabling effective photodynamic therapy. MTTOI's unique properties enable it to achieve high-efficiency photodynamic therapy with a 90.51% tumor inhibition rate. The study also demonstrates MTTOI's ability to monitor LD viscosity in living cells and its antitumor mechanism involving ferroptosis and ICD. MTTOI's photophysical properties, including strong ROS generation and viscosity sensitivity, make it an effective photodynamic therapy agent. In vivo results show MTTOI's excellent targeting and long retention characteristics, making it a promising diagnostic and therapeutic agent for cancer. The study highlights MTTOI's potential in cancer diagnosis and treatment through its unique combination of photodynamic therapy, ferroptosis, and ICD.