Since I deleted my post and messed up the thread, I will re-post my response, study more and get back with you on your next thought provoking question.
Here is my original response:
I think we can get a hint from the book of Job:38:4-7 that they did/do have knowledge
“Where were you when I laid the earth’s foundation?
Tell me, if you understand.
5 Who marked off its dimensions? Surely you know!
Who stretched a measuring line across it?
6 On what were its footings set,
or who laid its cornerstone—
7 while the morning stars sang together
and all the angels[[a] shouted for joy?
Also Nehemiah 9:6
6 You alone are the Lord. You made the heavens, even the highest heavens, and all their starry host, the earth and all that is on it, the seas and all that is in them. You give life to everything, and the multitudes of heaven worship you.
And I believe it hints here in Isaiah 14:13-14 of the Lucifers knowledge
You said in your heart,
“I will ascend to the heavens;
I will raise my throne
above the stars of God;
I will sit enthroned on the mount of assembly,
on the utmost heights of Mount Zaphon.
14 I will ascend above the tops of the clouds;
I will make myself like the Most High.”
These scriptures make me lean more towards yes, they do have knowledge. I also believe they have free will.
And the angels who did not keep their positions of authority but abandoned their proper dwelling—these he has kept in darkness, bound with everlasting chains for judgment on the great Day.