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The CSSB Inc high-heat O-ring kits are really nice. No leaks from the ones I did, just don't use DOT 5 (silicone), only 3, 4, or 5.1 (glycol)
Agree, no silicone fluid... unless you know the o-rings are EPDM rubber. Last year, in depth testing was done by an NCRS member and EPDM had no significant reaction to the silicone fluid while silicone rings broke down quickly. Lone Star said they'd do an analysis on the findings but as far as I know that may have died in the wind. For those wanting to use DOT 5 and o-rings, EPDM rings are available at minimal cost.
As for the OP's issue, it seems that once significant corrosion gets into the o-ring pocket between the halves, that caliper is done. Perhaps it could be machined, and a larger O-ring used? You can see the pitting starting in @Rescue Rogers' images above. Fortunately, the O-ring is still working.
Of the calipers I've rebuilt, the pocket appears just roughly countersunk and not a finely done sealing surface. As I understand it, they rely on significant squish of the o-ring to seal. The large mating surfaces have always appeared to be as-cast or minimal file clean-up but certainly not precision flattened. If one flattens the large mating surfaces on a plate or some such, the depth of the o-ring countersink will be diminished and therefore have a better seal.
So to be clear, these are all sleeved calipers with the O-rings. The leaks are all coming from the seal between the caliper halves. When I disassembled the first ones I found crud and corrosion on the mating surfaces which I cleaned up with a wire brush and scotch Brites. The recess for the small o-ring looked shallow but decent enough to make the seal so I torqued them together and assumed it would work. The one that was leaking is now fine but the other one that wasn't leaking is now leaking. I don't want to go through this again so I'd like to find a source for reliable, well built calipers. I'm guessing Lonestar will be my best bet..
this is not where they typically leak. typically its between the main piston and wall. mine would always develop leaks over the old frozen buffalo winters in my garage. I was told this was from moisture in my brake fluid. ive since replaced 3 out of four of the calipers I had originally rebuilt 13 years ago because one by one they all leaked over the years. a couple times I would hit the pedal a couple times and they would stop leaking as if the seal or corrosion was wiped away and resealed. I am convinced its moisture and this is why the stainless lined piston walls help so much. all three of my advance auto and autozone rebuilt replacements have been trouble free for me with the oldest being 12 years old.