It sounds like there may be some corruption going on with your DocuWare Desktop Application on the Server. Try the below steps to resolve the issue:
1) Create a new connection to the DocuWare Desktop Application on the server with a different DocuWare User
2) If you still see the same behavior then we can conclude the issue is with the application, uninstall the DocuWare Desktop Application from the server completely and reinstall it.
If you do not feel comfortable un-installing the DocuWare Desktop Application from the server please let me know and I can create a case and have someone from my team reach out to you to assist.