I'm trying to create hydroxylated nylon by using diffrent derivatives of D- Glucose(diacids,diamines). But I'm having trouble finding diamines derived from D-Glucose and how to make them! Can you help me?
According to this online article, biodegradable, hydroxylated nylon made from sugar has been known since 1970. Unfortunately they don't give a reference... but they do reference L. Chen and D. E. Kiely, J. Carbohydr. Chem. 1994, 13, 585 for a synthesis of nylon from glucaric acid and hexamethylene diamine.
If I were planning to make a diamine from glucose, I'd start with
glucaric acid, convert it to the diamide, dehydrate the diamide to the
dinitrile, and reduce the dinitrile to the diamine.
But this is rather nasty chemistry: some of the necessary reagents are
hazardous, and for that reason I won't publish them on the web.
If you are serious about this synthesis, which should be doable, you will probably already have access to an appropriate lab and to sage advice from an experienced organic chemist. Good luck!
| Dan Berger |
| Bluffton College |
| http://www.bluffton.edu/~bergerd |