In this study, the polyurethane microcapsules containing disperse dye were prepared by in-situ polymerization method using hexamethylene diisocyanate (HDI, aliphatic type) and m-xylene diisocyanate(XDI, aromatic type) with ethylene glycol (EG) And the size, shape, particle size distribution, and breaking behavior of microcapsules prepared were investigated. The size and shape of microcapsule were observed by scanning electron microscope (SEM) . The particle size distribution was analyzed by image analyzer. The breaking behavior of microcapsule was checked by measuring the optical density of solution that the disperse dye was dissolved after the microcapsule was broken by constant pressure. The particle size was inversely proportional to the stirring speed, and the size of microcapsule prepared from HDI and EG was smaller than that of microcapsule prepared from XDI and EG. Aliphatic type microcapsule was broken easily, compared with aromatic type one. It was considered due to the difference of reactivity between HDI and XDI. And the microcapsule prepared by stirring strongly was broken easily.