Well its a bit hard to do storyline or character stuff in a generalized way as it all changes with every iteration (G1 Prime a solid dependable leader whereas Animated Prime was a relative novice leadership wise and Movieverse Prime isn't adverse to the odd killing spree). So in that regard stuff would have to be specific such as "What character in the G1 cartoon went from Grumpy to cheerful when Megatron stole one of his parts?"

But for 6 catagories I'd say

Transformer Comics
Example Q's:
*Which Decepticon Leader scrawled on a wall "Are all Dead" on a Marvel G1 comic cover?
*Which Decepticon jet managed to take down Omega Supreme in the Dreamwave comics?

Transformer Cartoons
Example Q's:
*Which two classic Constructicon characters showed up in Transformers Animated?
*In Transformers Cybertron, who rules the Speed Planet?

Transformer Movies:
Example Q's:
*Who was the first Autobot character to die in the 1986 animated movie?
*Which former Autobot leader defected in Dark of the Moon?

Transformer Toys:
Example Q:
*In what year were the Generation One Seacons first released?
*In the Titans Return toyline - what is the name of Blitzwings Titan Master?

Transformers History:
Example Q's:
*Before the toyline was rebranded 'Transformers', what toyline did many of the G1 figures first get released in?
*What year was the first live action Transformers movie released?

Transformers General Knowledge:
Example Q'S:
*What Decepticon has the catchphrase 'To punish and enslave'?
*What was the name of the Transformers Convention that had its last run in 2016?