Entropy is a measure of the amount of energy in a system that is unable to do work.
When you have high air pressure on one side of a system, and low pressure on the other side, the high pressure air will flow to the low side, and you can use that flow to do work. Then the pressure is equalized and it can’t do work anymore. If you were then to put energy in to separate the low and high pressure again, that would take more energy than you could get out of it due to the fact that almost everything has inefficiencies.
Once you go through, extract the work, and then recreate the original conditions of the system, energy has been lost to heat, so you have less energy to do work with.
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