Some substances tend to give up electrons when they are brought in contact with other materials. On the other hand, some substances tend to attract electrons when they are brought in contact with other substances. The tendency for materials to give up or attract electrons can be arranged in a series called the triboelectric series, also called electrostatic series, with the materials that are most likely to become positively charged (i.e. the greatest tendency to lose electrons) be placed on top.
The triboelectric series can be found from the following web-page:
http://www.school-for-champions.com/science/static_materials.htm
Hence, by looking on the series, silk has a tendency to give up electrons, whereas plastic (polyethylene or PVC) has a tendency to attract electrons. By rubbing silk with plastic, then silk will become positively charged and plastic become negatively charged.