Looking at the dr1000.ini file, the toolbar-icons seem to be linked to the name of the menu that the is programmed by the application.
Like Shaggy indicated, mobi and pdf are both shown by the same application (uds). In theory iRex could allow to change the toolbar-icons per format if they would change their code to update the menu(name) depending on the format, I guess. But on the other hand this could be confusing for other people...
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