Comparing Models of Nylon-6,6 and Kevlar
(Adapted from Salters Advanced Chemistry, 1994)

In this activity you will compare the structures of nylon and Kevlar. The characteristic properties of polymers are directly related to their molecular structures. What are some of the uses of each of these two polymers?

Building the Models:
The structures of the polymers nylon-6,6 and Kevlar are:

  Nylon-6,6 -NH(CH2)6NHCO(CH2)4CO-
  Kevlar -NH-C6H4-NHCO-C6H4-CO-
Use your model kit to make the structures that represent the repeating units for these polymers. Then join your nylon model together with those from the other students' kits to make a long-chain model of the polymer. Do the same for the Kevlar structure. Use your models to help you work through the tasks that follow.

Questions:

  Bond length (nm)
  Nylon-6,6 Kevlar
N-C (in CONH group) 0.132 0.132
N-C (attached to a hydrocarbon group) 0.147 0.135
C-C (in a hydrocarbon group) 0.154 0.139
C-C (attached to a CONH group) 0.150 0.148

There is usually a good correlation in chemistry between bond length and bond strength:  shorter bonds are stronger, longer bonds are weaker.

    i. Draw the structures of nylon-6,6 and Kevlar, and mark on each of them the bond length from the table.

    ii. Use the bond lengths to explain why Kevlar is more stable than nylon-6,6 when heated.


This activity was obtained at the National ACS Meeting in New Orleans in August, 1999 from a presenter in one of the sessions of the CHED Division symposia on use of polymers in K-16 education.

Gwen Sibert
Roanoke Valley Governor's School
gsibert@rvgs.k12.va.us