Yes. Jailbreaking is one great example. (For the uninformed, jailbreaks exploit security vulnerabilities to be able to do what they are able to do).
To start, when unc0ver updated to 5.3.0, it gained support for 12.4.1-12.4.8 on these old devices... thing was, they used an exploit of a vulnerability that was patched in 13.3.1 (time_waste)
When Apple released 12.4.9, it did break the tool... only because the kernel version was incremented (the exploit/vulnerability was still there and worked fine without any modifications). Soon after, Chimera 1.5.0 (utilizing a different exploit of the exact same vulnerability for unrelated reasons) and later on unc0ver 6.0.0 would add support for 12.4.9
When Apple released 12.5.5, it also broke all of those tools... for the exact same reason as 12.4.9, tools would eventually be updated and 12.5.5 became a non-issue very quickly.
Mind you, if anyone wanted to, the exploits utilized in these jailbreaks could very easily be used for malicious intent if somebody desired to go that route.