A research chemist is investigating the production of nylon-6,6, a polyamide used in the manufacture of ropes and parachutes. Explain how nylon-6,6 is formed by condensation polymerisation, including the role of the functional groups on the monomers and the small molecule produced during the reaction.

OCR A-Level Chemistry B: Salters (H433) — 6.2 Nitrogen compounds, polymers and synthesis · Explain · 5 marks · View as Markdown

Written & reviewed by James Millett — Biology (Imperial College London), PGCE Science (University of Cambridge).

Nylon-6,6 is a polyamide synthesised from two monomers: a diamine and a dicarboxylic acid. Each monomer contains two functional groups. The polymer chains are long and strong, making nylon suitable for high-tension applications such as climbing ropes.

Model answer (5 marks)

Nylon‑6,6 is produced by a condensation polymerisation in which the two monomers, hexamethylenediamine and adipic acid, each possess two functional groups. The –NH₂ groups of the diamine react with the –COOH groups of the dicarboxylic acid to give an amide linkage (–CO–NH–) and release a small molecule.

1. The reaction is a condensation polymerisation – monomers join while a small molecule is lost.
2. The small molecule released is water.
3. Each monomer is bifunctional, allowing the chain to grow in both directions.
4. The –NH₂ reacts with –COOH to form the –CO–NH– amide bond (a peptide bond).
5. Repetition of this step many times gives a long nylon‑6,6 polymer chain.

Examiner tips

  • Use the term "condensation polymerisation" and mention water as the by‑product.
  • Show the bifunctional nature of the monomers and the amide linkage formed.
  • Explain that the reaction repeats to give a long chain.

Mark scheme (5 marks)

  1. Condensation polymerisation involves monomers joining together and losing (releasing) small molecules
  2. The small molecule released is water
  3. Each monomer must have two functional groups (bifunctional) so that the chain can grow in both directions / polymerisation can continue
  4. The amine functional group (–NH2) reacts with the carboxylic acid functional group (–COOH) to form an amide (–CO–NH–) linkage / peptide bond
  5. The process repeats many times to produce a long polymer chain

Key terms in this question

condensation polymerisation · monomers · functional groups · polymer

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