It may be a bit more zoomed out than what you're looking for if you're specifically looking at philosophical treatments of the practice of engineering, but Andrew Feenberg's "Questioning Technology" is excellent introduction to the philosophy of technology, particularly exploring the interplay between technological constraint and political/economic/social drivers of its development.

"Philosophy of Technology" in general is a pretty rich field with a long history, and you might find more references in it than in engineering specifically.