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I have tried using a sealed case where the pressure difference would be found by using P1V1 = P2V2, than introducing Bernoulli''s equation and Continuity to find the flow rate in the opening if it became unsealed at the new state. This doesnt help much though because the pressure P2 used in Bernoulli is in the case of a sealed container and not one where the air is actually escaping past the piston to some degree as it is compressed. Any help is much appreciated, I will try to come up with some diagrams shortly if that would help.