Almost certainly he did not. Philo died in 50 CE. Too early for such works.
Maybe. I still think it's possible that he may have mentioned Jesus in his book about Pilate and that he might not have thought very highly of him.
Of course this is pure speculation and unless someone digs up a copy of the complete works of Philo we will never know.
I still hold out hope that the Pompei library might contain something interesting if they ever manage to read it all.
http://time.com/3674934/scrolls-pompeii-science/
...In the famous eruption, they were burned black by a blast of hot gas and had been thought to be indecipherable, since any attempt to unroll the brittle scrolls would destroy them.
But thanks to the new, advanced imaging technology, scientists in Naples, Italy have begun to decipher the first lines of two scrolls. CNET reports that the X-rays are so powerful that researchers analyzed the handwriting to determine the author of one of the scrolls, Epicurean philosopher Philodemus. These scrolls are just a small piece of what is thought to be still buried in the library of the Herculaneum villa, and this breakthrough could lead to the rediscovery of many long-lost texts by Rome and Greece’s most famous philosophers, according to the NYT...
Or maybe I'm just a cock-eyed optimist...