Condensation Polymerisation

Summary: Condensation polymerisation occurs when monomers with two functional groups join together, eliminating a small molecule (usually water or HCl) as a byproduct. Examples include nylon, PET/terylene, and proteins. Tags: igcse chemistry organic-chem polymers Created: 2026-07-14 Last Updated: 2026-07-23


Definition

Condensation polymerisation is the reaction in which monomers with two reactive functional groups join together, with the elimination of a small molecule (usually water, H₂O, or hydrogen chloride, HCl) each time a bond forms.

Unlike addition polymerisation, the monomers do NOT need C=C double bonds — any molecule with two functional groups can potentially form a condensation polymer.

How It Works

  1. Each monomer has two functional groups (one at each end)
  2. Functional groups on different monomers react together
  3. Each time two monomers join, a small molecule is eliminated
  4. The polymer grows from both ends
  5. A long chain polymer is formed containing functional groups in the backbone (ester linkages, amide linkages, etc.)

Types of Condensation Polymers

Polyesters

Formed when:

  • Dicarboxylic acid (HOOC—R—COOH) reacts with
  • Diol (HO—R’—OH)

Each ester linkage eliminates one H₂O molecule:

HOOC—R—COOH + HO—R’—OH → —[OC—R—COO—R’—O]— + H₂O

Example: Terylene / PET — ethane-1,2-diol + benzene-1,4-dicarboxylic acid

Polyamides

Formed when:

  • Dicarboxylic acid (HOOC—R—COOH) reacts with
  • Diamine (H₂N—R’—NH₂)

Each amide linkage eliminates one H₂O molecule:

HOOC—R—COOH + H₂N—R’—NH₂ → —[OC—R—CONH—R’—NH]— + H₂O

Example: Nylon — hexane-1,6-dioic acid + 1,6-diaminohexane

Natural Polyamides (Proteins)

Proteins are natural condensation polymers formed from amino acids. Each amino acid has both:

  • —NH₂ (amine group)
  • —COOH (carboxylic acid group)

Amino acids join via peptide bonds (amide linkages), eliminating water each time.

Comparison: Addition vs Condensation

FeatureAddition PolymerisationCondensation Polymerisation
Monomer requirementC=C double bond (unsaturated)Two functional groups per monomer
Byproduct?NoneSmall molecule eliminated (H₂O, HCl)
Atoms in polymerAll atoms from monomerSome atoms lost as byproduct
Polymer backboneC—C bonds onlyMay contain O, N, ester (−COO−), amide (−CONH−)
Empirical formulaSame as monomerDifferent from monomer
ExamplesPoly(ethene), PVC, PTFENylon, Terylene/PET, proteins
BiodegradabilityNot biodegradableSome are biodegradable (proteins)

Drawing Condensation Polymers at IGCSE

The examiner expects:

  1. The functional group linkage shown clearly (ester −COO− or amide −CONH−)
  2. Extension bonds extending through brackets
  3. The eliminated small molecule (H₂O) shown alongside
  4. Repeating unit in brackets with ‘n’ subscript

Example — Nylon repeating unit:

    O      O               H      H
    ‖      ‖               |      |
—[—C—(CH₂)₄—C—N—(CH₂)₆—N—]—ₙ

Key Facts

  • Monomers must have two functional groups each
  • A small molecule (H₂O or HCl) is eliminated with each bond formed
  • Polymer contains ester (−COO−) or amide (−CONH−) linkages in the backbone
  • Examples: Nylon (polyamide), Terylene/PET (polyester), proteins (natural polyamides)
  • Mass of polymer < mass of monomers (byproduct lost)
  • The repeating unit’s empirical formula is DIFFERENT from the monomer’s