Prince version: either 14 or 15 (latest)
Debian version: 11

RUN wget https://www.princexml.com/download/prince_14.4-1_debian11_amd64.deb \
&& gdebi prince_14.4-1_debian11_amd64.deb

Results in:
3.319 prince depends on libssl1.1 (>= 1.1.0); however:
3.319 Package libssl1.1 is not installed.

Both Prince 14 and 15 .deb packages work in a fresh Debian 11 container.

# apt update && apt install -y wget

# wget https://www.princexml.com/download/prince_14.4-1_debian11_amd64.deb
# apt install -y ./prince_14.4-1_debian11_amd64.deb
# prince --version
Prince 14.4
Copyright 2002-2021 YesLogic Pty. Ltd.
Non-commercial License

# wget https://www.princexml.com/download/prince_15.1-1_debian11_amd64.deb
# apt install -y ./prince_15.1-1_debian11_amd64.deb
# prince --version
Prince 15.1
Copyright 2002-2022 YesLogic Pty. Ltd.
Non-commercial License

# apt info openssl
Package: openssl
Version: 1.1.1n-0+deb11u5
Priority: optional
Section: utils
Maintainer: Debian OpenSSL Team <pkg-openssl-devel@lists.alioth.debian.org>
Installed-Size: 1501 kB
Depends: libc6 (>= 2.15), libssl1.1 (>= 1.1.1)
Suggests: ca-certificates
Homepage: https://www.openssl.org/
Download-Size: 854 kB
APT-Manual-Installed: no
APT-Sources: http://deb.debian.org/debian-security bullseye-security/main amd64 Packages
Description: Secure Sockets Layer toolkit - cryptographic utility