PO Output for communication, user not receiving attachment .pdf email

Using the purchasing responsibility > Buyer Work center > Query PO number > Click on the LOV dropdown for Communication and hit go > Check mark email > enter email address > Apply and submit.

The user receives the email, but not the PDF attached. I see that the request (PO Output for Communication) ran as Completed in the background.

This worked previously, and we did not apply and new patches to our system. Is there a solution for this?