I guess I don't really care how the keywords are "assigned" to the page. What I envision is labeling a page somehow - say through the commenting tools - and not only searching and identifying but the ability to remove pages based on their tags and place them in a new pdf.
Once each page has a sticky on it with "A" or "A,B" or "A,B,C", I'd like to be able to do a basic boolean search and have Adobe pull the pages and place them in a separate document. For instance, pull out all pages with "A" and "B" on the comment sticky. Or all pages with "A" or "C" on the page. The key is getting them placed into a separate pdf. The computer equivalent of pulling out certain docs from one stack and creating a new separate stack I suppose.
The more advanced desire is the ability to not just add searchable text to a page but a metadata property, like a date, and then have the option to sort by date once you have your stack.
Does this make sense? I laid out an example below; the end goal is to search across multiple documents at the same time and pull each page with "A" or "C" and have Acrobat create a new document with those pages.
Page 1: A
Page 2: B
Page 3: B, C
Page 4: A, C, D
Page 5: B, D
Page 1: C, D
Page 2: A, C
Page 3: A, B, D
Page 4: B, D
Page 5: A, D
I can't suggest a specific script since it will be moderately complex, but it's possible.