The problem of pneumatic cylinders leaking air can be avoided by filtering and lubricating the compressed air that drives them. Untreated compressed air contains water to rust/corrode the metal parts, and particulate debris to abrade the polished surface of the moving rod. Also, the untreated air does not contain a proper pneumatic lubricant.
A pneumatic cylinder is a friction device vulnerable to wear, because it consists of a polished steel (usually) rod moving in a steel (usually) tube on synthetic rubber (usually) seals. Clean, dry, lubricated compressed air is essential to maintaining tight seals on the pneumatic cylinders. That can be easily accomplished by installing an air filter/lubricator on or near the machine, which will remove moisture and particulate debris, and a reservoir of proper lubricant injects a small amount of it into the input air with every use. Of course, a drop or two of lubricant can be squirted into the input port of the machine every couple of days, but that is an easy maintenance step to forget, and it does nothing about the water or debris in the lines.
An air filter/lubricator is easy to install and maintain on most underpinners, and some suppliers offer them as optional accessories. It would be an inexpensive device, compared to the cost of repairing/replacing pneumatic cylinders or an entire machine. However, installing such a device on the compressor would have limited benefit if any, because the compressed air would accumulate moisture and debris from just a few feet of hose or piping connecting the compressor and the tool.