Condensation Polymers

Recognise nylon and Terylene from partial chains, distinguish amide and ester linkages, and connect man-made fibres to their uses.

  • SEC G3 Pure Chemistry 2027
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The atoms joining two carbon-containing sections help you recognise a polymer family. Find C=O first, then look at the atom bonded beside it: N identifies an amide linkage, while O identifies an ester linkage.

Join at two functional groups

In the simple linear condensation polymers studied here, monomers have two functional groups so they can join at both ends. Each linkage-forming reaction also produces a small molecule, commonly water. A monomer with only one suitable functional group could attach at one end but could not keep extending this kind of chain at both ends.

The two functional groups may be on two different monomer types: for example, a diol has two alcohol OH groups and a dicarboxylic acid has two COOH groups. These can make a polyester. Details of nylon and Terylene manufacture and polymerisation mechanisms are outside this lesson; read their partial chains and linkages.

Read a partial structure

The labelled boxes below stand for carbon-containing sections of the chain. Their internal bonds are omitted so the linkages between sections are easier to see. They are neither individual atoms nor empty spaces. Follow the actual bonds from one section to the next, including the C=O bonds drawn above the chain.

Amide and ester linkages in partial polymer chainsNylon: the chain repeats carbonyl carbon, section A, carbonyl carbon, N bonded to H, section B, and N bonded to H. Each carbonyl carbon has a double bond to O above the chain. Terylene has the same simplified pattern with an O in each position occupied by N in nylon, and no H attached to those chain oxygens. A box encloses a carbonyl carbon and its neighbouring N or O in each row. Bonds at both ends continue the chains. The boxes A and B represent carbon-containing groups, not atoms.Nylon: amide linksCOCOCOCONNNHHHABAamide linkageTerylene: ester linksCOCOCOCOOOOABAester linkageA and B: carbon-containing chain sections; internal bonds are omitted.
A and B are carbon-containing sections with their internal bonds omitted. Follow C=O and its neighbouring N or O to distinguish the amide and ester linkages. The boxed linkages are examples; equivalent links recur along each chain.

Nylon and amide linkages

Nylon is a polyamide, with repeated amide linkages, -C(= O)-NH⁻. In a partial chain, locate the carbon double-bonded to O, then the N bonded directly to that carbon. In the nylon structure shown, each N also bonds to H and the next carbon-containing section.

The group -CONH⁻ is condensed notation for that connection. C=O must still be present: the O is not simply another atom along the backbone. Nylon fibres are used in fishing line, parachutes and clothing, where strong, light fibres are useful.

Terylene and ester linkages

Terylene is a polyester, with repeated ester linkages, -C(= O)-O⁻. Locate C=O and the O single-bonded to the same carbon; that O connects to the next carbon-containing section. This is the same ester linkage developed in Esters: Formation and Naming, repeated along a polymer chain.

Terylene fibres are used in clothing, curtain materials and sleeping-bag fillings. Suitable fibres can be durable and resist creasing; a loose fibre filling can trap air for insulation. Explain the relevant material property rather than assuming that every polyester product has the same properties.

Compare the studied polymerisations

FeatureAlkene addition polymerisationCondensation examples here
Starting moleculesAlkene monomers with C=CMonomers with two suitable functional groups
Chain connectionC=C becomes C–C; units join by new C–C bondsRepeated amide linkages in nylon or ester linkages in Terylene
Other productNoneA small molecule, commonly water
ExamplesPoly(ethene), poly(propene)Nylon, Terylene

Do not classify from the word “polymer” alone. Use the given monomers, repeated connections and byproducts together. An amide linkage identifies the polyamide family; there are polyamides besides the particular nylon example studied here. Likewise, Terylene is one polyester, not the name of every polyester.

Use the linkage as evidence

Common misconception 1

Classify the polymerisation type

Find and correct the mistake

Learner claim

A partial structure of either nylon or Terylene contains repeated -CO-NH⁻ linkages. A learner calls it an addition polymer because “all polymers are made by addition”. Correct the classification and identify the polymer family.

Use the linkage as evidence

Polymerisation type
Polymer family

View solution step by step
  1. Inspect the linkage

    Method

    Find the repeated -CO-NH⁻ connection.

    Reason

    This is an amide linkage.

    Working

    Amide linkage → polyamide.
  2. Identify the example within the given pair

    Method

    Classify it as condensation polymerisation and identify nylon.

    Reason

    Nylon is the required polyamide example.

    Working

    Condensation polymer; polyamide; nylon.

Examiner practice 2

Read nylon and Terylene structures

4 marks

Examination question

A and B are nylon and Terylene, in an unknown order. Partial structure A contains repeating -CO-NH⁻ linkages. Partial structure B contains repeating -CO-O⁻ linkages. Identify nylon and Terylene, and name the linkage in each. [4 marks]

Match each partial structure to its linkage

View solution step by step
  1. Identify structure A

    2 marks

    Method

    Name nylon and its amide linkage.

    Reason

    Nylon is a polyamide, so its chain contains -CO-NH⁻ connections.

    Working

    A: nylon; amide linkage, -CONH⁻.
  2. Identify structure B

    2 marks

    Method

    Name Terylene and its ester linkage.

    Reason

    Terylene is a polyester, so its chain contains -CO-O⁻ connections.

    Working

    B: Terylene; ester linkage, -COO⁻.

Try without prompts

Mind stretcher 1: The chain is drawn the other way roundExtension

Two partial chains are ...-NH-C(= O)-A-C(= O)-NH-B-... and ...-O-C(= O)-A-C(= O)-O-B-..., where A and B are carbon-containing sections. Identify each polymer family and explain why reading left to right or right to left does not change your classification. Which would represent nylon, and which Terylene, if those are the two possibilities?

Show answer

The first is a polyamide and would be nylon within that pair: N bonds directly to a carbonyl carbon, giving an amide linkage. The second is a polyester and would be Terylene: O bonds directly to the carbonyl carbon and the next section, giving an ester linkage. Reversing the drawing changes the order in which symbols are read but keeps the same bonds and atoms connected.

Carry the structure forward

Read C=O together with the neighbouring N or O to identify the linkage. Carbon-containing sections and linkages can both differ between polymers. Next, Plastic Waste and Recycling uses these structural differences to explain why melting, cracking and polyester hydrolysis do different jobs.

Practise and check

Use the Organic Chemistry topic check to practise and check your understanding.

Syllabus and review details

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