There must be reasons for use of oil but not overly sure what.
Cemented lens have the restriction that R2=R3 so less parameters to play with, in an air spaced the 2 radaii need not be the same. Additionally the air gap seperation is a factor tha can be used in the performance/design. But to get the oil to perform as best I can tell it is back to R2=R3 for the surface tension to hold the surfaces together, so the lens design is again limited.
Since oil is a fluid that means that it can leak, as it can flow. suppose warm oil flows more easily.
Is the use of oil a manufacturing reason? The only one I can think of it that the surface need not be produced so finely as the oil sort of "fills in the surface imperfections". Which I hope is just incorrect these days. Half a reason say 50 years ago but not now.
I don't think I would buy an oil filled lens, or I would have to have a good reason for doing so.
Liquids respond to the pull of gravity and, if unrestrained, will flow downhill. However, in narrow spaces, there is more going on. (Well, it's always going on, just usually overwhelmed by gravity.)
Take an eyedropper and fill it half full of water. Look carefully at the top of the water inside the dropper. It is not flat, it is concave (meniscus). The glass molecules pull on the water molecules, which pull on adjacent water molecules. The net force pulls upward and is stronger close to the glass, so the water closest to the wall is pulled upward the most. As you move away from the wall the force decreases and the water isn't pulled as high. The result is that the top surface of the water is concave, not flat. (Try it with something more viscous, like mineral oil.)
If you have a hollow tube small enough, and place it in a cup of water, the water will be drawn up into the tube. The smaller its diameter, the higher it will go. This is capillary action. It's also at work in the microns thin layer of oil between two matched lens elements and is stronger than the gravitation pull on the oil.
If you put a drop of oil between two microscope slides, or small pieces of glass, and push them together, it's hard to pull them apart. Sliding works better. (Please where gloves if you experiment!)
I have a clear plastic bottle of mineral oil, and the meniscus around the top edge of the oil is obvious.
My guess is that actual oil leaks result from making the oil layer too thick or not having exactly matching surfaces and a varying thickness of oil. As referenced in post #45, Baader says that thermal shock can cause problems. I've also seen references to gels being used, presumably differing from oil. Some problems may be related to choice of material.
It would be interesting to hear if there are any first hand reports of "oil problems" without any visible leakage. (I wonder if folks just assume a problem is due to leaking oil.)
This is really a classic sci.astro.amateur topic.
Clear skies, Alan