Like Moose said, the serrations can cause embedment, with a resulting loss of clamp load. The head cross section is such that head yielding is not a failure mode though.
If the client is having such a problem with loosening, then you need to first make sure that the parts are truly being tightened to their full capability. If they are still loosening, then you may need to resort to "band aids" to help prevent (not solve) the problem. Some of the things I would try would be lock nuts (nylock or deflected metal), or a thread adhesive (preapplied by the manufacturer is much less messy). Don't even contemplate using a 'lock washer' because they don't (lock that is). On joints that have small L/D ratios (less than 4 : 1) you sometimes are forced to use the band aid approach since there is not enough effective stretch avaiable in the bolts to keep them from loosening.
Dick