> Do you have any details of the coupling.
I'd say it's a pin and bush style coupling (which allows relative axial movement of the two shafts without transmitting any thrust). Op is welcome to chime in.
We can guess likely contributors to degradation. Misalignment mentioned is a good one. Perhaps chemical influences (is that powdery stuff from abrasion of the washer or something else). Looseness of washer on the bolt or excess looseness of washer in the hole might play a role/ although the latter is probably established by the parts.
But even in ideal conditions, it doesn't look like a part that is expected to last forever (especially if you're seeing the same thing on multiple machines). I'd think about asking the OEM if there is a recommended replacement interval. If you come up empty on that, ask yourself whether you think you can reliably detect this type of degradation based on vibration or other symptoms (maybe bits of washer accumulating below the coupling guard) before it causes an unacceptable problem. If (as I suspect) the answer is no (we can't reliably detect it in time), then I'd think about setting up time based replacement at some interval less than the run time that those washers have since they were installed.