Disappearing Assets

There are a few pngs dissapearing when I generate the share link for my project. I test them in the Mac OS desktop preview tab and everything works until I generate the share link. The pngs end up not being in the app clip, but are still usually visible in the desktop app until I press the home button and come back to the project they disappear. I still see the names of the pngs in the Scene tab, but they're size is 0 magically and the size options are greyed out. 

Everytime I try to add back the pngs they disappear after generating the share link. The size of the entire project is 61 mb. The disappearing pngs are 92, 80, and 226 kb. I have other pngs and glbs that are fine and do not magically disappear.

Please help, our company is relying on a working augmented reality experience for a contract and we are dissapointed that there are no error logs of any sort or any indication of why there are disappearing assets.