Undercarbonation on keg with priming sugar

I think you hit the nail on the head when you guessed that there might be leakage due to the initial pressure being dissolved into solution and then got some leakage because of a lost seal. Solution??
My Best solution! . . . . . . get a spunding valve and add more sugar.

Alternative Solutions

  1. Maintain enough CO2 pressure keep the seal. Remove CO2 supply when the pressure begins to rise.
    2. transfer your beer while it still has some carbonation. Agitate the keg after filling and sealing to create head pressure.

Neither of these solutions are likely to be fully acceptable.

  1. Silicone lid rings seal more easily and might maintain a seal at low pressure. They work great that way. But I’ve noticed that my beer gets oxidized in a few months while using the silicone lid rings. They are far more oxygen permeable than the Buna Rubber or Keg Land Low2 rings. Silicone rings will allow oxygen to destroy your beer in a few months. I’ve switched from buna rubber to silicone, back to buna rubber and now switched to the Low2 to preserve my beer.
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Could be wrong but it doesn’t seem like this is a seal issue, especially if it happens with multiple kegs. If you’re hitting the keg with CO2 to build back pressure, your seals should be well. Are you lifting the lid when you hit it with CO2 to pressurize? Sometimes seals can seat wrong if the lid is locked down without pressure–but unless all of your seals are bad this shouldn’t be a chronic problem. Even if some CO2 is dissolving into the beer, it shouldn’t be so much that the keg loses a good seal. You say you don’t cold crash, so there should be plenty of yeast to ferment out the priming sugar fairly quickly and combat CO2 absorption.

I would point to the seals if you have a systemic problem across all of the kegs, like the seals are all old or you replaced all of the seals and/or poppets that just don’t fit your kegs. There are some odd kegs out there that don’t take universal seals/poppets particularly great. For seals, a more generous helping of keg lube usually fixes the problem. If you have universal poppets, that could be an issue. I have a couple kegs I swapped in universal poppets but they wouldn’t ever sit right in the post–but these are three gallon pinlock kegs and seemingly finicky about everything.

An alternative explanation is that you’re losing CO2 in suspension along the way to the serving keg. Priming calculators assume a certain amount of CO2 in solution so if you’re short CO2 in solution, you’ll always be undercarbed following their guidance. Possible that you’re knocking CO2 out along the way from the FV and the serving keg. An easy way to test this is double your priming sugar, follow all the same processes as usual and see if you’re overcarbed. If so, vent CO2 several times until the beer is appropriately carbed and then in the future dial in a larger volume of priming sugar to hit the right carbonation level. If your over-primed beer is still undercarbed, it’s definitely an issue with kegs/kegging process.