Condensation polymerisation

Chemistry A2 · Polymerisation. The idea in plain words, the rules to remember, the mistake to avoid and a worked example, written and checked by Mega Lecture.

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The idea

In condensation polymerisation, monomers with two functional groups join end to end. Each time a link forms, a small molecule is lost: H2O from a carboxylic acid, or HCl from an acyl chloride.

A polyester has ester links, –CO–O–. It forms from a diol with a dicarboxylic acid or dioyl chloride, or from one hydroxycarboxylic acid. A polyamide has amide links, –CO–NH–. It forms from a diamine with a dicarboxylic acid or dioyl chloride, from one aminocarboxylic acid, or from amino acids (giving polypeptides and proteins).

To find the monomers from a chain, break every ester or amide link at the C–O or C–N bond. Add –OH to each C=O and –H to each O or N.

Rules to remember

Common mistake

Students subtract only one water molecule for a repeat unit made from two monomers. Each repeat unit contains two links, so two molecules of H2O (or HCl) are lost for every repeat unit.

Worked example

Propane-1,3-diol, HO(CH2)3OH (Mr 76), reacts with butanedioic acid, HOOC(CH2)2COOH (Mr 118). What is the repeat unit of the polymer and its Mr?

  1. Each –OH of the diol reacts with a –COOH group, forming an ester link and losing H2O.
  2. Repeat unit: –O–(CH2)3–O–CO–(CH2)2–CO–, formula C7H10O4.
  3. Mr = 76 + 118 − (2 × 18) = 194 − 36 = 158.

Answer: –O–(CH2)3–O–CO–(CH2)2–CO–, Mr 158 (a polyester)

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