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Originally Posted by BrooklynWiz
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I even tried it where I extracted them using a different program and at first they would open in Preview and I could read it, but then the next day when I opened it again the pages were blank.
Any knowledge/theories/advice?
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Have you tried to view these "extracted" PDFs in another PDF reader? MacOS Preview is notoriously poor at handling PDFs. Its PDF support is rather limited and faulty. I highly suggest that you test these in Adobe Acrobat Reader to see if the PDFs are themselves flawed or whether you are encountering one of the numerous faults in Preview.
If your students will be using limited/flawed PDF readers then you may need to reprocess the extracted PDFs in a tool that would "simplify" the structure. One basic method it to print the desired sections of the original PDF to disk as a PDF file using the MacOS's built in service. To do this you click the "PDF" button in the standard print dialog after making the page range selection.