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the idea of the can is to drain it. That oil and oil residue has been vaporized. While it will be oil again after it condenses, I wouldn't bother for the small amounts you will actually catch. Besides, there are no negative pressure situations inside a crankcase (so negligable a percentage of time as to not be worth mentioning). There is positive, and there is equal to atmosphere. If you really wanted to recycle the oil, you could run a tube from the bottom of the can to the oil pan as well, but I don't see the benefit.
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