The last pictures are Rail Road switch padlock keys.
The first picture I have no idea what lock would use a hole in the flag of the key.
The second picture first post is Penn door lock hardware company with Gram key after market blank maker. Curtis is another after market key blank maker. P&F Corbin is now known as Corbin Russwin and stopped using the P&F part sometimes in the 1930s I think, I would have to look that up. CCL or Corbin Cabinet lock co is a spinoff of P&F Corbin. Briggs and Stratton made and makes locks for cars and small lock applications. I think that the H.H.M.Safe is a British company but I don’t know safe companies that well but that looks like a safe deposit key.
The second post more door locks by P&F Corbin, Barrows, and Elgin. Lockwood has not been seen in the states in several decades. It only exists as far as I know down under in AUS.