The 219s don't necessarily beat the PX100ii in comfort, they just feel different because the ear pads are of different material
The 219s leak sound, where you'll never get to appreciate their full sound. The PX100ii do not leak sound.
The 219s sound bright, the PX100ii sound darker.
I can't speak on the PX200ii. But. Below is a little comparison by Katun.
Comparisons by Katun
PX100 ~ Ah, so here's the real question. Is the original better than it's successor? Quite simply, no, it's not. The "only" thing I like better about the PX100 is the earpieces have more movement opposite the way they fold inward. In other words, the PX100 aligns absolutely perfectly on one's ear, distributing contact and pressure perfectly. The PX100-II doesn't quite have the range of motion, which is a shame. Luckily, the comfort between the two is still extremely close, with the slight advantage to the PX100 due to the range of earpieces and also being a tad lighter. But that also comes at a price. The PX100 feels like a toy in comparison. PX100-II's build is much superior. But leaving that aside and moving to sound reveals something interesting. Without having major clamp on the PX100, they're simply far too bass light. Like I mentioned above, I think portables deserve a bass bump to compensate for their design which minimizes it in the first place. The added bass makes the PX100-II sound more fleshed-out, more balanced, and fuller sounding. I believe I'm hearing a bit more detail with the PX100-II as well, not to mention it being more engaging. Everything else is pretty close; in a good way of course. So if I already owned a PX100, would I upgrade? Easily.
PX200-II ~ And of course, comparisons aren’t complete without the PX100’s closest ancestor, the PX200-II. I've read some good reviews regarding it and decided "why not?" But now I ask myself, "why?" Real quickly before the sound; I find the pads more comfortable on the PX100-II, but the donut pads on the PX200-II definitely aren't bad. I honestly can't stand the bulky volume control on the PX200-II, and find it quite ridiculous. But it's the sound, oh the sound. I'm afraid I may have to classify it as one of the worst sounding headphones I've ever heard, period. Very reminiscent of an earbud, these sound extremely hollow, distant, and underwhelming. Not to mention, the bass is so incredible recessed that sometimes I tend to miss a good chunk of the lower sound spectrum! Like I've seen other reviewers mention, they only sound half decent when pressed against your ear. But unfortunately, even after I've bent mine to the point that the left and right pads were touching, the sound still remained far too thin. Easily one of the biggest disappointment in my audio journey (other being: Zino, D600, W3, W4), but that's simply because the PX100-II set my expectation quite high.