To understand mass loss history and mass loss and dust formation history of massive AGB stars, we carried out observations of three bipolar planetary nebulae (BPNe) in 30 micron bands from a ground-based telescope. All of our targets have a compact strong emission source in the mid-infrared (MIR) around the position of the central star of planetary nebula (CSPN). These detected emissions can be originated from cool dust. Our results show that the cool dust component is compactly distributed and much more massive than previous studies indicated. These findings suggest that they experienced a strong mass loss into the equatorial direction in past.