Wonder if the check valve between the compressor and the tank is leaking back at higher pressures. A friend 40 years ago tried to put together a compressor from random parts. The check valve was missing from the tank he picked up and he didn't realize he needed one. The first problem he noticed was the motor slowed with each stroke once the pressure reached around 80 lb's and actually stalled the motor at a little over a hundred. It could not restart at cut on pressure. Granted this is an extreme case with no check valve but a leaky one could cause your problem I wound think. Not sure where the check valve is located on yours but if it is easy to get to unhook it at hi pressure unit shut off and do a soap bubble test on the valve.
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Today's Featured Article - Oil Bath Air Filters - by Chris Pratt. Some of us grew up thinking that an air filter was a paper thing that allowed air to pass while trapping dirt particles of a particles of a certain size. What a surprise to open up your first old tractor's air filter case and find a can that appears to be filled with the scrap metal swept from around a machine shop metal lathe. To top that off, you have a cup with oil in it ("why would you want to lubricate your carburetor?"). On closer examination (and some reading in a AC D-14 service manual), I found out that this is a pretty ingenious method of cleaning the air in the tractor's intake tract.
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