The first near-infrared fluorescent and columnar liquid crystal based on Bodipy was achieved by modifying 3,5-alkenyl substituted Bodipy with two triphenylene units. Triphenylene-Bodipy-triphenylene triad with 3,5-alkenyl groups exhibited hexagonal columnar mesophase and near-infrared fluorescence at 650–800 nm with the quantum yield of 31%.