Diamond materials are increasingly used in machining processes as a cutting material, due to their specific properties. Nowadays, is a natural diamond successively replaced by an man-made - synthetic diamond, what also increases their availability. The most used diamond material for milling operations is a synthetic polycrystalline diamond (PCD) produced by HPHT (high-pressure high-temperature) process, because the high fracture toughness of the tool during milling is required [DAVIS 1995] [Tso 2002]. In this work, five end mills with PCD brazed inserts sharpened by different electrical technologies were designed and then produced for the experiment. Three end mills were sharpened by Electrical Discharge Machining – Grinding and the remaining two by WEDM. The comparison of these technologies of sharpening was investigated. At the end of the experiment, the temperatures in the cutting area were determined by a temperature measurement and a different geometry of the tools was also evaluated. This was based on the force loading of the tools measured by the piezoelectric dynamometer 9257B.