It's perplexing when someone seems so close to getting it, but for whatever reason can't connect the final few dots. I suspect, without knowing for certain, that it's the same with Pink Floyd. The cautionary imagery of their music (especially The Wall), the fear of a pervasive collectivist state, was woven throughout their work, especially the Roger Waters period.
I've noticed that lots of liberals project these traits onto imaginary foils that are invariably some sort of allegedly right-wing entity, yet if they'd look at the real world they'd see those traits are more commonly manifested in decidedly left-wing states. Even today the popular understanding of the political spectrum is that on the very far left you have Communism, and on the very far right is Nazism. It's such a fatuous understanding, yet it's so thoroughly embedded in people's minds that they think you're insane to point out that Nazism was very much a left-wing ideology.