Which connection are you using to the monitor? DP, DVI, HDMI?
In version 2.3 we have much richer logging, would be great to have the logs collected right after wake up when the screen is black.
The log tool is at
http://www.displaylink.com/support/ticket.php?id=269
You can attach the logs here or send them through
http://www.displaylink.com/support/ask_question.php
Thank you,
Carlo