
Thank you. We found the issue. Our PEN test tool required that we used no-cache in the Cache-Control header. So we did and that resultet in the icon not showing in the ribbon. But, in the documentation of manifest file we found the following
"All image URIs, such as those used for add-in commands, must support caching. The server hosting the image should not return a Cache-Control header specifying no-cache, no-store, or similar options in the HTTP response."
After removing it from the Cache-Control header and handling it differently we got the icons back.
Thanks