Kevlar is a condensation polymer used to make bulletproof vests and reinforced tyres. Its repeat unit contains an amide linkage between two benzene rings. Explain why Kevlar is classified as a condensation polymer rather than an addition polymer, and describe the type of monomer or monomers required to form Kevlar.
Written & reviewed by James Millett — Biology (Imperial College London), PGCE Science (University of Cambridge).
Kevlar is an exceptionally strong synthetic fibre. Its repeat unit can be represented as: —[NH–C₆H₄–NH–CO–C₆H₄–CO]ₙ—
Model answer (5 marks)
Kevlar is a condensation polymer because each time a new –CO–NH– bond is formed a small molecule, in this case water, is eliminated from the reacting monomers. In a condensation reaction the loss of a small molecule is the defining feature, whereas addition polymers are formed by the successive addition of monomers without any small‑molecule loss. Kevlar is therefore not an addition polymer.
The repeat unit of Kevlar contains an amide linkage between two benzene rings, so the polymer must be built from two different bifunctional monomers. One monomer is a diamine, 1,4‑diaminobenzene (p‑phenylenediamine), which has an –NH₂ group at each end of the benzene ring. The other monomer is a diacid chloride, 4,4′‑difluorobenzophenone dichloride (or a similar diacid chloride), which has a –COCl group at each end. Each monomer is bifunctional, providing one reactive group at each end, allowing the –CO–NH– peptide linkage to form between the two monomers during the condensation reaction.
Thus Kevlar is a condensation polymer because water is eliminated during chain growth, and it requires two different bifunctional monomers – a diamine and a diacid chloride – to form the –CO–NH– amide bonds that give the polymer its strength.
The repeat unit of Kevlar contains an amide linkage between two benzene rings, so the polymer must be built from two different bifunctional monomers. One monomer is a diamine, 1,4‑diaminobenzene (p‑phenylenediamine), which has an –NH₂ group at each end of the benzene ring. The other monomer is a diacid chloride, 4,4′‑difluorobenzophenone dichloride (or a similar diacid chloride), which has a –COCl group at each end. Each monomer is bifunctional, providing one reactive group at each end, allowing the –CO–NH– peptide linkage to form between the two monomers during the condensation reaction.
Thus Kevlar is a condensation polymer because water is eliminated during chain growth, and it requires two different bifunctional monomers – a diamine and a diacid chloride – to form the –CO–NH– amide bonds that give the polymer its strength.
Examiner tips
- Show the elimination of water to justify condensation Explain the difference between addition and condensation reactions State the two monomer types and that each is bifunctional Mention the amide linkage formed
Common mistakes
- Confusing condensation with addition by not mentioning water loss Saying only one monomer type is used Forgetting that each monomer must be bifunctional
Mark scheme (5 marks)
- A small molecule (water / HCl) is eliminated / lost during each bond-forming step
- Addition polymers form by addition reactions / no small molecule is lost, which is why Kevlar is NOT an addition polymer
- Kevlar requires two different types of monomer (a diamine and a diacid / diacid chloride)
- Each monomer must be bifunctional / have two functional groups (one at each end)
- The amide (peptide) linkage / –CO–NH– bond is formed between the two monomers during condensation
Key terms in this question
condensation polymer · addition polymer · amide linkage
Related
- All Edexcel A-Level Chemistry (9CH0) revision notes →
- How to answer a "Explain" question →
- Decode the mark scheme abbreviations →
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