Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units

• A–D–A–D–A dye based on DPP and BODIPY units has been synthesized and characterized.
• Novel DPP-BODIPY dye possesses quasi-planar structure and low LUMO level.
• Absorption from 300 nm to 1000 nm is observed both in solution and neat film.
• Near-infrared emission at 804 nm and ambipolar transporting properties are revealed.

A novel near-infrared dye of DPP-BODIPY with a diketopyrrolopyrrole (DPP) central unit and two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) flanking units has been synthesized and characterized. Its quasi-planar structure was confirmed by X-ray diffraction and panchromatic absorption from 300 nm to 1000 nm was exhibited both in solution and in solid state. Near-infrared emission at about 804 nm and low LUMO energy level at −3.93 eV are observed. Furthermore, ambipolar charge transporting properties with hole mobility of 1.5×10–5 cm2 V−1 S−1 and electron mobility of 2×10–6 cm2 V−1 S−1 were obtained in thin films.

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