Looking For Ideas - Printing Application

I've got a medical records system I babysit.

Program has a limitation when attempting to print an entire patient's chart... it creates a separate print job for each object. For a patient with dozens of visits and 3-4 documents per visit, this is anywhere from 20-100 separate print jobs.

When the patient requests a copy of their chart, they want to give them a PDF file. One PDF file. This means that having 20-100 separate print jobs won't cut it, because with a PDF printer utility, that requires 20-100 "save as" dialogue boxes.

I've thought of creating a sort of document view to "seam" together all the documents into one large document, then print that... but there is a complication.

Some documents are RTF, some are ms-word DOC files, some are PDF's and some are TIF/JPG that were faxed or scanned into the system.

Does anyone know a way to take all of these file types and print them to one PDF file? I'm looking for some sort of SDK, I guess... a back-end plugin to Adobe Acrobat that would allow for this functionality.