Donor-Acceptor-Donor Thienopyrazine-Based Dyes as NIR-Emitting AIEgens

Organic Near-Infrared luminophores have found broad application as functional materials, but the development of efficient NIR emitters is still a challenging goal. Here we report on a new class of thieno[3,4-b]pyrazine-based NIR emitting materials with Aggregation Induced Emission (AIE) properties. The dyes feature a donor-acceptor-donor (D-A-D) structure, with a thienopyrazine acceptor core connected to two triarylamine donor groups bearing a tetraphenylethylene (TPE) moiety. Fast and efficient synthesis allowed the modular preparation of three dyes of tunable absorption and emission profiles. These constructs were extensively characterized by spectroscopic studies in different solvents, which revealed intense light-harvesting ability and emissions in the deep-red and NIR region with large Stokes shift values. Remarkably, the dyes exhibited AIE properties, retaining emissive ability in the aggregate state, thus emerging as attractive materials for their potential application in the development of luminescent devices.

Automated summary

A new class of thieno[3,4-b]pyrazine-based NIR emitting materials with Aggregation Induced Emission (AIE) properties have been reported. These dyes feature a donor-acceptor-donor (D-A-D) structure and exhibit intense light-harvesting ability with emissions in the deep-red and NIR region. The dyes also show AIE properties, making them attractive for potential application in luminescent devices development.