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Tony is a super genius with near limitless resources and intimate knowledge of the Hulk's abilities. It makes sense that if he went out of his way to build an armor specifically to counter the Hulk that he could put the Hulk down. Even with all this though the Hulk had the upper hand for most of the fight, showing that even Tony's tech has its limits.
Hulk shredded the HB. The only reason it lasted was due to spare parts and specialised counters designed by Bruce and Tony.
This. And Hulkbuster only managed to KO him at the end because Hulk was calming down by looking around at the damage caused.
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