Yes. You can schedule a process in your configuration to export business objects on a regular basis. Aware IM writes imported data into a comma-separated-value (CSV) text file. If the object has a timestamp attribute set on creation you can export only the latest instances added since the previous export. In this case you would want to register the time of the export run somewhere, for example in SystemSettings. Otherwise you can export all instances. Let me know if you need more details on how to do it.
I am not familiar with MS Outlook, but I would think there should be a way to import data from a CSV file into the address book. In the worst case, it should be quite straightforward to write a Visual Basic script to do the job.
