When the Carothers team began trying to make nylon, no one really thought much about this.
But one scientist named Wesley R. Peterson noticed that
this reaction could be useful to control
molecular weight.
Good nylon
polymer
must have a molecular weight of at least 10,000. To get a high molecular
weight, exactly the same number of molecules of hexamethylene diamine as adipic acid must be
reacted together. This balance is tricky to accomplish, but Peterson used the nylon salt
to overcome the problem, and developed a method which is still used to make nylon
today. In this method, adipic acid is mixed with
hexamethylene diamine at room temperature. The two react, of course. The acid and the base
neutralize each other, and we're left with a salt which is usually refered to as
nylon salt.
The nylon salt is then purified. This nylon salt is a crystalline solid. When the time to make
nylon comes, one just has to heat the nylon salt to over 285 oC, and it reacts
to become nylon polymer.
This sounds more complicated than simply mixing adipic and hexamethylene diamine and heating
them. But remember, to make high molecular weight
nylon, there must be exactly the same number of adipic acid molecules as hexamethylene diamine
molecules. Because nylon salt is made from an exact 1:1 ratio of adipic acid and
hexamethylene diamine, using nylon salt ensures that there is an exact
1:1 mixture of the two when nylon polymer is being made.
This method was so successful that Peterson made batches of nylon polymer with molecular
weights that were TOO high! If nylon has molecular weight much higher than 20,000 it becomes
impossible to spin into yarn. So Peterson had to invent a way to bring the molecular weight down,
oddly enough. His trick was to add acetic acid to the reaction
mixture. This trick helped produce a spinable nylon polymer.
2. Labovsky, Joseph. Oral history by John K. Smith, 24 July 1996. Philadelphia: Chemical
Heritage Foundation.
Nylon 6-6 is made from two
monomers,
adipic acid and hexamethylene diamine. Adipic acid is an
acid, obviously, and hexamethylene diamine is a base. When acids and bases are mixed
together, they react to form a
salt.
References
1. Hermes, Matthew. Enough for One Lifetime: Wallace Carothers, Inventor of Nylon.
Washington, D.C.: American Chemical Society; Philadelphia: Chemical Heritage Foundation, 1996.