https://bugs.winehq.org/show_bug.cgi?id=49752
--- Comment #18 from Roman Pišl rpisl@seznam.cz --- Created attachment 69386 --> https://bugs.winehq.org/attachment.cgi?id=69386 Hack#3 - fake EV_RXFLAG
The most important part from your screenshot is the message about EV_RXFLAG in the background.
Unfortunately your application is very specific and again requires a feature that is not only unimplemented but also very hard to emulate as Linux does not support this.
For more information see https://forum.winehq.org/viewtopic.php?t=32901&p=124405
Attached you'll find additional hack#3 that could possibly make the application work. You can fiddle with the time constant or maybe raising the event after more characters are in the queue.
I don't know how important is this application for you. A proper fix would require modifications to both Wine a Linux. Is that worth the effort?