On Linux Mint Serena 18.1 (based on Xenial 16.04.1)
When the unmount does not happen, I can see this kind of lines in my syslog:

(...) umount.ecryptfs: Failed to find key with sig [deadbeefdeadbeef]:
Required key not available

** Also affects: ecryptfs
   Importance: Undecided
       Status: New

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https://bugs.launchpad.net/bugs/1595469

Title:
  Logout umounts encrypted home only every second logout (console|ssh)

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