Sciencemadness Discussion Board

Hydrolysis of Nylon 6,6 to obtain Putrescine

nelsonB - 27-3-2015 at 01:14

Hi
i have been thinking some way of making Putrescine
and i remembered that it is used in making Nylon 6,6
So i have been searching some data about Nylon
http://www.polymerprocessing.com/polymers/PA66.html
here its say its 226.32 g/mol

from that info we know how much is a moles of Nylon
what if we mix it with 1 moles of sodium hydroxide (80 gram)
with some water could we hydrolise it back to Sodium adipate and Putrescine ?
with maybe the help of some other solvent

[Edited on 27-3-2015 by nelsonB]

Etaoin Shrdlu - 27-3-2015 at 06:31

It's nylon 4,6 that incorporates putrescine, and you'll want acid hydrolysis. 6,6 uses hexamethylenediamine.

subsecret - 27-3-2015 at 06:51

Yes, using acid hydrolysis won't immediately produce the amine (rather the salt), so you can isolate it when you actually want to release the stench.

Praxichys - 27-3-2015 at 09:24

Quote: Originally posted by Etaoin Shrdlu  
It's nylon 4,6 that incorporates putrescine, and you'll want acid hydrolysis. 6,6 uses hexamethylenediamine.

Yes. Nylon 4-n will yield putrescine, nylon 5-n will yield cadaverine, and 6-n will yield hexamethylenediamine. All pretty stinky. You may not be able to find anything less than 6-6 though.

nelsonB - 27-3-2015 at 10:45

Thank reminding me this Etaoin Shrdlu
Now the question is where we can find Nylon-4,6
in't that a nylon that is less used than other type.

[Edited on 27-3-2015 by nelsonB]

Lambda-Eyde - 28-3-2015 at 12:14

Hexamethylenediamine isn't very stinky. It's a solid at room temperature with a peppery ammoniacal smell.