Generate multiple PDFs (product dependent)

Hello, is it possible to create several PDFs per order or to split the order into several pages? I would like to realize the following:

Certain products should be printed on a separate PDF. And I have to define which products these should be.

E.g.:

The customer orders a main product, for example with the product ID “1” and 3 additional products with the product IDs “2, 3, 4”. Then the main product in the PDF should be on page 1 and the additional products on page 2.

Basically I want to define which product should stand alone on a PDF and which products can stand together on a PDF.