Polymers: Addition and Condensation

Learn and apply Polymers: Addition and Condensation in the published Chemistry course sequence.

  • GCE A-Level H2 Chemistry 9476-2027
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Addition and Condensation Polymers (H2): Orientation

Polymer questions are scoring questions if you follow the drawing rules: identify monomers, draw a correct repeat unit, and state whether a small molecule is eliminated. This lesson trains that “monomer ↔ repeat unit” translation for both addition and condensation polymers.

This topic gets cleaner if you cross-check Organic Mechanisms: Curly Arrows, Electrophiles, Nucleophiles while navigating from the Organic Chemistry hub.

Definitions (Must Know)

A. Polymer and monomer

  • A monomer is a small molecule that can join to form a polymer.
  • A polymer is a long-chain molecule made of repeating units.

B. Addition polymerisation

In addition polymerisation, monomers add together with no small molecule eliminated (commonly from alkenes).

C. Condensation polymerisation

In condensation polymerisation, monomers react and a small molecule is eliminated (often H₂O).

D. Repeat unit

A repeat unit is the smallest segment of a polymer chain that repeats along the chain (written in brackets with an n).

Detailed Explanations

A macromolecule contains about 10² or more atoms joined by covalent bonds. A typical polymer molecule contains roughly 10² or more repeating units and has a relative molecular mass of about 10³ or greater. These are scale descriptions, not a claim that every polymer chain has exactly the same length.

A. Addition polymer example (ethene → poly(ethene))

Monomer: CH₂ = CH₂

Repeat unit idea: [-CH₂-CH₂-]ₙ

What to write:

  • “The C=C opens and forms single bonds between monomers; no by-product forms.”

Because addition polymerisation uses C=C monomers and no small molecule is eliminated, therefore you should not write H₂O or HCl as a by-product for addition polymers.

B. Condensation polymer examples

1) Polyester (diol + dicarboxylic acid)

General reaction idea:

  • -OH reacts with -COOH to form an ester link -COO⁻ and water is eliminated.

2) Polyamide (diamine + dicarboxylic acid, or acyl chloride route)

General reaction idea:

  • -NH₂ reacts with -COOH to form an amide link -CONH⁻ and water is eliminated.

C. Proteins and peptide bonds

A peptide bond forms between -NH₂ and -COOH of amino acids, eliminating H₂O.

Hydrolysis (concept):

  • heat with aqueous acid or aqueous alkali to break peptide bonds by adding water. Acid hydrolysis gives protonated amino-acid products; alkaline hydrolysis gives carboxylate salts.

D. Workflow: drawing an addition polymer repeat unit (exam method)

  1. Identify the C=C in the monomer.
  2. Replace the C=C with a C–C single bond.
  3. Keep the substituents on the same carbon atoms.
  4. Put the repeat unit in brackets and add n.

Mini example: Ethene CH₂ = CH₂ → repeat unit [-CH₂-CH₂-]ₙ.

E. Workflow: identifying monomers for condensation polymers

  1. Identify the link in the polymer: ester -COO⁻ or amide/peptide -CONH⁻.
  2. “Cut” the link back into the functional groups that formed it:
    • ester link → -COOH + -OH
    • amide link → -COOH + -NH₂
  3. Ensure each monomer is difunctional so the chain can continue.

F. Recycling decisions

Recycling polymers involves linked environmental, economic and social choices:

  • Environmental: it can reduce demand for fossil feedstocks and landfill, but collection, transport, washing and remelting also use energy and may produce emissions.
  • Economic: clean, single-polymer streams are more valuable; mixed or contaminated waste can cost more to separate than the recycled material is worth.
  • Social: convenient collection and clear labelling improve participation, while deposit schemes or regulations can change behaviour and cost distribution.

Mechanical recycling usually needs sorting by polymer type because different polymers soften at different temperatures and mixed products can have poor properties. Chemical recycling may recover monomers or useful feedstocks but often needs more energy. A balanced exam answer applies these trade-offs to the named polymer and process instead of stating that recycling is always automatically beneficial.

Worked Examples

Modelled example 1

Classify Poly(ethene) Formation

Core

Problem

State whether poly(ethene) forms by addition or condensation polymerisation and give the defining reason.
Study the worked solution
  1. Inspect the monomer change

    Method

    Open the C=C bond in many ethene molecules.

    Reason

    The monomers join directly into one carbon-chain macromolecule.

    Working

    nCH₂ = CH₂ → [-CH₂-CH₂-]ₙ.
  2. Classify the process

    Method

    Name addition polymerisation.

    Reason

    No small molecule is eliminated as the monomers join.

    Working

    Poly(ethene) forms by addition polymerisation.

Guided practice 2

Diol plus Dicarboxylic Acid

About 5 min

Problem

A polymer forms from a diol and a dicarboxylic acid with water eliminated. Name the polymer type and polymerisation type.

Use monomer groups and coproduct

Polymer
Process

Hints

Hint 1: link chemistry
An alcohol group reacting with a carboxylic acid group forms an ester link.
Hint 2: coproduct
Elimination of water is the decisive classification clue.
View solution step by step
  1. Identify the link

    Method

    Form ester links between diol and dicarboxylic-acid residues.

    Reason

    Each monomer is bifunctional, allowing the chain to continue.

    Working

    Repeated -COO⁻ links → polyester.
  2. Classify polymerisation

    Method

    Name condensation polymerisation.

    Reason

    A small molecule, water, is eliminated during link formation.

    Working

    Product: polyester; process: condensation polymerisation.

Common misconception 3

The Link in Proteins

Find and correct the mistake

Learner claim

A learner says amino acids form proteins using ester links because water is eliminated. Correct the link name and explain which functional groups form it.

Match monomer groups to linkage

Link
Groups reacting

View solution step by step
  1. Identify the amino-acid groups

    Method

    React an amino group with a carboxyl group.

    Reason

    The nitrogen-containing group distinguishes this linkage from an ester.

    Working

    -NH₂ + -COOH.
  2. Name the link

    Method

    Name the resulting -CONH⁻ link as peptide or amide.

    Reason

    Water elimination alone does not determine whether the link is ester or amide.

    Working

    Protein link: peptide (amide) link.

Challenge 4

Chloroethene Repeat Unit

Minimal support

Representation transfer

The monomer is chloroethene, CH₂ = CHCl. Write the repeat unit of its addition polymer and state what happens to the C=C bond and chlorine substituent.

Preserve atoms while opening C=C

C=C becomes
Chlorine

Hints

Hint 1: backbone
Open the double bond to create two chain-connecting single bonds.
Hint 2: substituent
Addition polymerisation does not remove the chlorine atom.
View solution step by step
  1. Open the alkene bond

    Method

    Convert the two alkene carbons into the saturated repeat-unit backbone.

    Reason

    The former π bond supplies the new links between monomer units.

    Working

    CH₂ = CHCl → -CH₂-CHCl⁻.
  2. Show the repeat unit

    Method

    Enclose the unit in brackets with continuation bonds and n.

    Reason

    The chlorine substituent remains bonded to the same carbon.

    Working

    [-CH₂-CHCl-]ₙ.

Mind Stretchers

Mind stretcher 1Extension

Give one reason why condensation polymers can be biodegradable in some cases.

Show Hint

Look for a bond in the backbone that water or an enzyme can cleave.

Show Answer

Mark scheme (any one):

  • Condensation polymers often contain polar functional groups (ester/amide links) that can be hydrolysed.
  • Enzymes can catalyse hydrolysis of certain links (e.g. peptide bonds in proteins).

Mind stretcher 2: Separating hydrolysability from biodegradabilityExtension

Question. Polymer A has only a carbon–carbon backbone. Polymer B contains ester links. Explain why B may be more biodegradable, then state why the link alone does not prove rapid degradation outdoors.

Show Hint

Separate chemical possibility from the rate under actual environmental conditions.

Show Answer

Ester links can be hydrolysed, whereas the carbon–carbon backbone of a poly(alkene) is comparatively inert. Polymer B therefore has a chemically cleavable route. Its outdoor degradation rate still depends on temperature, water access, microorganisms, crystallinity, thickness and other conditions, so an ester link does not guarantee rapid biodegradation.