Traditionally, conductivity, a key parameter for evaluating the probability of electrostatic discharge, has been subscribed to the belief that it is a constant value. However, in actual working conditions, such as the low earth orbit environment, the conductivity value of dielectrics is not constant due to the variation in temperature. Therefore, it is of great practical significance to investigate the conductivity value of dielectrics in the time-varying field and explore the hidden mechanism of the charging phenomenon. In this paper, we investigated the dynamic conductivity value using polyimide during four temperature cycles. The result shows that there is a positive correlation between conductivity and temperature above the turning point temperature. However, when the temperature is lower than the turning point temperature, the conductivity value hardly changes with temperature. In the four cycles, the conductivity value in the same temperature decreases with the cycles. The space charge distribution test and the thermally stimulated current experiment are carried out to explain the charging phenomenon. The results show that the heterocharge accumulates continually and is captured by deep traps above 0.55 eV. It could be concluded that the thermally stimulated detrapping effect makes the charge trapping difficult, which results in the conductivity value in the same cycle changing with the temperature above the turning point temperature and the heterocharge accumulating. The trap-filling effect inhibits the charge conduction process, which makes the conductivity value in the same temperature to decrease with temperature cycles.