I’m posting these for fun. Kevin and Rock are casual combat sports fans.

Rolling bottles over your shin is actually a good way to cripple yourself. It can deform the bone in a very bad way. I don’t recommend it, unless you don’t need your legs.
The right way to condition your shins is to kick the heavy bag, tire or something like that.
The Wollf’s Law explains the whole process pretty clearly:

…bone in a healthy person or animal will adapt to the loads it is placed under. If loading on a particular bone increases, the bone will remodel itself over time to become stronger to resist that sort of loading. The internal architecture of the trabeculae undergoes adaptive changes, followed by secondary changes to the external cortical portion of the bone,perhaps becoming thicker as a result…

I know that some of the old school guys practice the bottle method, but it a superstition, there’s no science behind that.