Thank you for posting your query.
Kindly follow the steps provided below to resolve your issue.
(1)Make sure that the existing print drivers are compatible on the destination server(w2019).on the w2008R2 printer server,ensure that all print drivers are up to latest version and use universal print drivers when possible as well.
(2)install the print and document services role on w2019 with different ip address from printer server 2008r2
(3)export the queues,the drivers,the print objects and security settings from the source server into a printer data file.
Go to this link for your reference and other troubleshooting procedures https://social.technet.microsoft.com/Forums/en-US/4faa739a-700b-4bb2-b1b0-efd5c6508848/migrating-print-server-from-2008r2-to-2019?forum=winserverprint
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