Okay I have thought about this and I must say they are two characters from two different "times" (really don't know how to explain it). I'll say that Batman isn't as technologically gifted as Stark is but to be honest....Bruce didn't make a suit because in his Universe, that shit doesn't exist. That argument alone should end it because it's like talking about a hero with a huge axe (living in a time where axes are the most advanced weapons) saves a whole village then comparing that with a guy with a gun that saves a whole village.

This isn't even considering how "impractical" (use this term wisely cause inb4 comic books are all impractical) the suit is. Yeah let's speed up and then STOP immediately.....that doesn't do any harm at all.

Plus it's not like we're comparing Superman's strength and Green Lantern's. Most of the appeal with Batman is how he is only human and how he faces the shit we might/would like to face. He is mysterious and is pretty cool for a guy who chooses to use nothing but a few gadgets and martial arts. So yes....yes Batman is cooler than Iron man.

TL;DR: Dark Knight more realistic in terms of technology.