H.P. Newquist's "The Brain Makers: Genius, Ego, and Greed In The Search For Machines That Think" (1994) is a good book that centers on the second AI bubble (198

H.P. Newquist's "The Brain Makers: Genius, Ego, and Greed In The Search For Machines That Think" (1994) is a good book that centers on the second AI bubble (1980-1987) and its collapse. It is maybe a bit too focused on the companies and CEOs themselves rather than the technology, but it does cover the main problem of expert systems -- their brittleness when faced with a situation they haven't been designed for. One of the things that we learned with expert systems is it is better to have probabilistic weights for things rather than the IF THEN ELSE branches of a traditional expert system -- this led to things like Bayesian models which were popular before deep learning took over.