Organic fluorescent dyes are essential to optoelectronic devices and molecular imaging, but practical use demands simultaneous optimization of absorption/emission, quantum yield, environmental responsiveness, photostability, processability, and biocompatibility. This account outlines an integrated design strategy that combines elucidation of excited-state structures and deactivation pathways in π-electronic frameworks, theoretical prediction of emission behavior, and modern synthetic functionalization. Using robust π-platforms with finely tuned donor/acceptor motifs and conformational control, minimalist dyes and liquid-crystalline materials were developed with high matrix compatibility and strong application performance. Solvatochromic fluorophores were engineered to maintain high quantum yields while exhibiting large, continuous polarity-dependent color shifts, enabling sensitive mapping of membrane microenvironments and low-toxicity long-term live-cell imaging. Further advances include near-infrared-excitable two-photon dyes for deep-tissue observation and probes that selectively detect trihalomethanes via coupled fluorescence signaling and photodecomposition. For aggregation-induced emission (AIE), catalytic C-N cross-coupling provided access to highly twisted amino-substituted polycyclic aromatics, yielding bright, viscosity-responsive AIEgens. Mechanistic studies established a guiding principle: AIE can be rationally created by designing efficient solution-phase deactivation through conical-intersection access, rather than relying solely on rotational restriction.
Gen-ichi Konishi (Mon,) studied this question.