IB Chemistry SL Topic 2 — From Bonding Models to Materials Paper 1 & 2 Core skill ~11 min read

Addition Polymerisation

This is the reaction behind the entire plastics industry, and it is remarkably simple: take an alkene, open up the C=C double bond, and let the monomers link into a chain. Nothing else is produced — the polymer is the only product.

📚 What you need to know

How the reaction works

An alkene has a C=C double bond, and one of the two bonds in it — the π bond — is relatively easy to break. When it does, each carbon is left with a spare bonding position, and it uses that to bond to the next monomer along.

Repeat this thousands of times and you get one long chain. Because every atom from every monomer ends up in the product, nothing is left over. That is what makes this an addition reaction — exactly like the other alkene addition reactions, just repeated endlessly.

ADDITION POLYMERISATION OF ETHENEnCCHHHHETHENEmonomerCCHHHHnPOLY(ETHENE)repeat unitthe C=C double bond opens up and becomes a C–C single bondnothing else is produced — the polymer is the only product
Same atoms on both sides. The only change is that the C=C double bond has become a C–C single bond, freeing each carbon to join the next unit.
Count the atoms and you’ll see nothing is lost. Ethene is C2H4 and the repeat unit is also C2H4. All that has changed is one bond — the double became a single, freeing each carbon to reach out to its neighbour.

Writing it down

There are two ways to represent addition polymerisation, and you should be comfortable with both.

Using general formulae

Quick and compact, useful when the question just wants the equation:

Poly(ethene) n C2H4  →  –[ C2H4 ]–n
Poly(chloroethene), PVC n H2C=CHCl  →  –[ H2C–CHCl ]–n

The n in front of the monomer means “a very large number of these”, and the n outside the brackets means the unit inside repeats that many times — up to about 10 000 in a real polymer chain.

Using displayed formulae

This is what most exam questions want, because it shows what happens to the bonds:

💡 Three things to get right when drawing

Chloroethene works exactly the same way. The only difference is that one hydrogen has been replaced by a chlorine, and that chlorine simply comes along for the ride:

ADDITION POLYMERISATION OF CHLOROETHENEnCCHHClHCHLOROETHENEmonomerCCHClHHnPOLY(CHLOROETHENE) — PVCrepeat unitthe repeat unit looks just like the monomer, except C=C has become C–C
The chlorine sits exactly where it was in the monomer. Only the bond between the two carbons has changed.

What is a repeat unit?

A repeat unit is the smallest group of atoms that repeats to build the chain. For poly(alkenes) it always contains exactly two carbon atoms in the main chain — the two that came from the original C=C.

That fact is the key to the hardest question type on this topic: being given a section of polymer and asked to work out the monomer.

🧩 Finding the monomer from a polymer

  1. Look along the main chain and find two adjacent carbon atoms where the pattern starts repeating.
  2. Draw just that two-carbon section, keeping every side group exactly where it is.
  3. Change the C–C single bond into a C=C double bond.
  4. Remove the brackets and the n. What is left is the monomer.
GOING BACKWARDS: POLYMER → MONOMERCCOHHHHnrepeat unit from the polymerput theC=C backCCOHHHHthe monomer: ethenolfind the 2 carbons of the repeat unit, then change the C–C back to C=Cthe side groups stay exactly where they are
Working backwards is just the forward process in reverse: isolate two carbons, restore the double bond, drop the brackets.
WORKED EXAMPLE

A section of polymer chain is –CH(OH)–CH2–CH(OH)–CH2–. Deduce the repeat unit and the monomer.

Find where the pattern repeats CH(OH) then CH₂, then it starts again — so the repeat is 2 carbons. Repeat unit –[ CH(OH)–CH₂ ]–ₙ Put the double bond back between those 2 carbons monomer = CH(OH)=CH₂ (ethenol) The polymer is poly(ethenol). The OH stays exactly where it was.
WORKED EXAMPLE

A polymer has the repeating section –CH2–CH(CO2H)–CH2–CH(CO2H)–. Identify the monomer.

The repeat unit has 2 carbons in the main chain –[ CH₂–CH(CO₂H) ]–ₙ Restore the C=C between them monomer = CH₂=CH(CO₂H) That is prop-2-enoic acid. Note the CO₂H group is a side group, NOT part of the main chain.
WORKED EXAMPLE

A polymer chain has an –OH group on every carbon of the backbone. Deduce the monomer.

Take 2 adjacent carbons — each carries one OH and one H repeat unit = –[ CH(OH)–CH(OH) ]–ₙ Put the double bond back monomer = CH(OH)=CH(OH), ethene-1,2-diol Two OH groups on adjacent carbons is the giveaway for a diol monomer.

⚠️ Common mix-up

💡 Exam tip

That completes From Bonding Models to Materials, and with it the whole of Topic 2. You’ve gone from single ions all the way to the materials they build — alloys, plastics and everything in between.

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