Experience is the best teacher in such matters. Let scientists argue endlessly about the "where's" and "why's" of matters related to gas laws.
What I have learned over the past several years is that regulators are less effecient at pressures over 250 bar. The possibilities and probabilities of "why" are almost endless.
The information based on shooter's actual experience is plain and simple...the majority of shooters using 300 bar guns have told us that fills above 250 bar wastes air. You don't gain the number of shots you expect, when compared to air used per shot at pressures below 250 bar. Who cares why? It is what it is.
Without doubt, in the years to come, the regulator's design will become more and more efficient when used with ultra high pressures. I expect pcp's next major advance will be greatly increased air pressure per fill. Who wouldn't want a pcp that gets 500 high velocity shots per fill. Imagine a pcp that you fill once a year! That would indicate, to me at least, increased fill pressures to 6K psi, or even 10K psi...the metals are out there now to make such tubes for pcp use. This would be the most logical next step. Home compressors, well that's another story. Perhaps the next innovation will be detachable/replaceable air cylinders that you send in for gas fills, or even disposable high pressure cylinders similar to C02. It can be done with today's technology. Given a high shot count, this would be another profit point for the air gun industry.
The market isn't finished with 300 bar gun technology yet, and since the manufacturers want to stay in business in the future, I'm certain more exotic designs are in place, but will stay hidden for now.
There's no such thing as an end to development of a marketable product. Everyone wants a step up on the other manufacturers. If you don't believe that...check out the sales history of golf clubs and golf balls!!!
Have fun. Don't shoot your eye out!
Kindly 'Ol Uncle Hoot