They would need to develop a case that eink not only provided a service the tablets didn't, but that the tablets actually hindered the student from reading. This is quite aside from the additional features available on the tablet, rather it's all to to with screen versus screen.
To be clear, I don't think the resistance for adding eink devices to the contract would come from Amazon per se, they just wouldn't be pushing for it. The resistance would be from the board of education for the state/city. Unless enough students could show a genuine need for eink screens over tablet screens, which would be rather difficult since these students are using computers in the schools, then it's possible the budget would be altered to allow for eink devices.
However it would need to be a fairly sizable portion of students, and the requirements of proof of eink being -required- not just preferred would be pretty steep. It's not just a matter of saying 'Well students want eink, and even though it costs more we're just going to do it!' Something in the budget would be trimmed away, possibly not from the deal with Amazon, but from other programs the school offers. Typically you hear about the arts being cut from the school curriculum. This sort of thing would be one of the reasons that happens.
So yes, it's possible. It's also possible to win the lotto, but I wouldn't suggest quitting your job in anticipation of that, nor would I suggest holding your breath for the school system to make requests or demands from Amazon for an eink device with those features. The red tape is simply stacked against it happening.
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