Rod gland seals are indeed a lip seal that seals with hydraulic pressure behind it. No stopping air from entering under a vacuum.
But you are overthinking it.....if the "floppy" bucket is only upon startup, then simply start the machine and curl the loader all the way.....and hold the lever for a few seconds after it stops moving. All air is now purged and your ready to go.
OR...is this something that is happening at times while operating? And what machine is this on?
"hold the lever for a few seconds after it stops moving" -- you mean, drive it into relief and keep it there several seconds?
It's only upon startup, if I work it enough to get the floppiness out. But it takes more than curling all the way. I worked on this during a recent usage by putting the tractor on the steepest safe uphill and downhill slopes I have, and working both the motions back and forth to their extremes, making a special effort to get the rod end cylinder fitting as high as possible (though there's still obviously some space above it because it's on the side, and I also don't know how close to the end of the cylinder the piston gets when the bucket hits its travel stop). Only after doing this a few times did I feel the floppiness go away. If I'm not working the bucket to extremes of its travel, for example if I just do a little pallet fork task, the floppiness does not go away. As far as I know, the floppiness comes when the machine is parked, doing a lot of movement works it out until the next time it's parked, and doing a little movement doesn't.
By floppiness I mean, for example, I park the bucket flat on the ground, and when I look days later the edge will be several inches off the ground. I can step on the edge and drive it down to the ground or nearly to the ground. By stepping on it I can make the rod travel at least an inch out of the cylinder. After I've been using it a little bit I can still do this.
This is a NH Workmaster 25 that I bought new. When I did the initial 50 hour maintenance, which called for changing the hydraulic filter but not the hydraulic fluid, I didn't know what to expect and let most of the fluid drain out before I could get the new filter seated. Of course I replaced this ($$$!). I started noticing the floppiness soon after that and had been afraid I'd created a lasting problem, though since then I've started thinking the two were unrelated.
Today is Tractor Maintenance Day. I'm headed out to replace the battery, rinse the machine off, apply Fluid Film, grease things, et cetera. I am going to experiment around a bit more, get as much floppiness out as possible, and park it with both cylinders slightly in tension so the rod end seals have oil pressure behind them. That is, I'm going to put a little stress on them before shutting down, so the pressure may well relieve over a few days, but it will go to zero from the positive side.
By the way, this machine lives in the barn on an asphalt paved floor. It would be very easy to see even a small hydraulic fluid leak, and I always look, but have never seen any.