Paulo Freire's books 'Education as the Practice of Freedom' and 'Pedagogy of the Oppressed' were both hugely influential. He was concerned that conventional education was ineffective except towards an already privileged class and that it was largely wasted on the poor in it's commonest form.
He was a major influence on Everett Reimer (School is Dead) and Ivan D Illich (Deschooling Society)
But you ask about convivial technologies. This is the subject of Illich's book 'Tools for Conviviality'. I strongly recommend this book. I have reviewed it already on hubpages, and invite you to look at my hub where I discuss it in some detail: http://hubpages.com/education/Conviviality-Ivan-Il...
I hope this helps?