But Kakashi couldnt break it
Kakashi was weaker in P1, and being a non-Uchiha, despite having a Sharingan, it's harder to break. It's easier if you're a pure-blood Uchiha or have Mangekyo.
That being said, there are definitely other Shinobi out there who could break out of Tsukuyomi if they are skilled enough with chakra control or have truly monstrous chakra reserves (im talking perfect Jinchuuriki and the Nagato's of the world). Genjutsu types have an easier time breaking it as well - the more of these attributes the better. Kakashi, while having great Chakra control, had very small reserves of Chakra and was not a Genjutsu type shinobi, so of course he was going to have a hard time with it.
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Well you have to admit Sasuke got caught up in Tsukuyomi for more then enough time
This is one of the big weaknesses of Tsukuyomi. Itachi's unable to use anything other than Taijutsu when he has cast Tsukuyomi and it's active, so yeah he could have beat down Sasuke while he was in the Tsukuyomi. However, that's not gonna kill him/defeat him.