Re your first question: I think I’ve discussed this before (check the archives, or the guest appearances I did on History of Westeros), but I think it was a combination of any number of the following factors:
- Bloodraven agreed with Daeron’s politics/thought that Daeron was the better administrator.
- Bloodraven thought that disinheriting Daeron and ending the legitimate male line of House Targaryen was dangerous and destabilizing.
- Bloodraven did not want Bittersteel anywhere near government.
- Boodraven owed Daeron for protecting him and his mother at court when he was a child, so was returning the favor.
- Boodraven saw a chance for advancement under Daeron, parlaying his support into becoming Master of Whispers and other offices.
Re your second question: no, I think it works better if he loved Daemon but fought against him.