A good article as always, Tom! I was positively surprised when I did some googling to find out that, indeed, the bridge of a modern warship is suspiciously similar to how the original Enterprise's bridge looked.
That being said, on the topic of the bridge of the 2009 movie's Enterprise looking like everything's an iPhone, like I am happy to bring up again and again, the whole idea of omnipresent touchscreens and the sleek designs of things, that is something that very much came about in the popular conception of what the future looked like as a direct consequence of Star Trek adopting such ideas (ironically because they were on a tight budget, and touchscreens were cheaper to make mockups of), and obviously when Apple and other companies design new hardware, it makes sense from business point of view that they look futuristic.
Consequently, I feel that if you are going to discuss the extent to which Star Trek looks dated, one needs to really acknowledge the massive impact that Star Trek has actually had on shaping our ideas of what is modern-looking and what isn't.