I'd say you jump that bridge when you get to it. If you need something you just download it. Once you get stuck that you can't find it, if ever, you might look into getting a reader for your DVDs, or ask some friend or relative for a few minutes on their older computer.
Trying to redo a collection you had from some 20+ years old papers isn't worth it just to let it sit another 20 years.
Yea, I don't get this "race to the impossibly worse format". There were (even multiple) posts about saving wikipedia to pdf, I mean what for? The result will be impossibly larger and harder to use in any way as far as finding the article you want and navigating around, plus the format itself is just bad without reflow for reading on anything else except precisely one device of a certain (display/window) size and resolution.