Piston ring wear in gasoline engine induces deterioration of emissions performance due to leakage of blow-by gas, instability of idling caused by reduced compression in combustion chamber, and to generate early degeneration of engine oil. We examined anti-wear performance of DLC coating on piston ring, which had been recently reported as an effective method for improving the abrasion resistance. As a result, wear rate remained low under the condition of DLC existence on sliding surface, but once DLC was worn out completely, wear of the piston ring was accelerated and its life became shorter than piston ring without DLC. In this research, we designed reciprocating test apparatus that operates at much higher velocity range, and characterized the frictional materials of the piston ring and sleeve and the DLC as a protective film, a vapor phase epitaxy (VPE) was actively used as a means to form certain level of convex and concave shape on its surface. As a result, we achieved higher wear durability by devising a combination of DLC and underlying. Calculation of compression gas leakage from Piston ring end gap is also introduced.