See the attached files for more info, the dev team surely has more knowledge on the file structures than I do, and the parser for whatever format is involved.

I have an Illustrator file, created out of an old EPS one. Works fine in Illustrator and everything, exporting to PNG, for example, is no problem.

However if the drawing gets pasted in Word (365, 64-bit 16.0.14228.20288) and one tries to create a PDF out of it using the COM Add-in the drawing isn't interpreted correctly leading to a garbled mess.

Office's internal PDF exporter does a better job, but you can also see how it fails to interpret the drawing, for example in the right side of the images the leaves are not fully covered; but at least it's good enough.

Would it be something that could be addressed in a newer release of Acrobat, or is it a limitation inherent to how it interfaces with Office?

I zipped it all to be able to upload the original EPS, Illustrator's file and an SVG conversion too as well as the Word base file and the two PDF files mentioned, but ZIPs are not allowed.

Just in case I left it all in a ZIP file too (Original EPS included): https://web.tresorit.com/l/gLy71#ARJV94hEWRaqCljglmEwnQ

PS. Could you add EPS and SVG to the mask of approved file types? At least SVG is common enough to be allowed I'd say.