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Polymerisation Reactions

A concise revision guide to addition polymerisation, how alkene monomers form poly(alkenes), how to recognise repeating units and why poly(ethene) and poly(propene) have useful material properties.

Exam board: Edexcel International
Topic 5: Alkenes
Level: A Level Chemistry
Edexcel International specification3 spec points in this lesson
  • 5.7-a
  • 5.7-b
  • 5.7-c
What these spec points say
  • 5.7-a be able to describe addition polymerisation of alkenes
  • 5.7-b be able to draw the repeat unit of an addition polymer given the monomer
  • 5.7-c be able to draw the monomer given the repeat unit of an addition polymer

Addition Polymerisation

Choose a step to watch alkene monomers open their C=C bonds and join into one long chain.

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Carbon Hydrogen Repeat unit highlight

© Dr. Mohammed Al-Fatah – onlinelearningsystem.net

Before you start

GCSE Recap: Monomers and Chains

Answer three quick GCSE questions before you start.

1

What Is Addition Polymerisation?

Addition polymerisation is a chain-forming reaction in which many alkene molecules join together to form a long-chain polymer.

The alkene molecules are the monomers. During polymerisation, the carbon-carbon double bonds open up, allowing the monomers to connect into a long saturated carbon chain.

No small molecule is eliminated during addition polymerisation, so there are no by-products.

Key idea: Addition polymers form when many alkene monomers join together by opening their C=C double bonds.

Starting materialMany alkene monomers
Bond changeC=C opens up
ProductOne long polymer chain

Each monomer’s C=C opens and every monomer bonds to two neighbours, giving one long saturated chain and no other product.

Check your understanding

Quick Check: Which Bonds Change?

Apply the idea to a monomer that is not on this page.

2

From Ethene to Poly(ethene)

Ethene, CH2=CH2, is an alkene monomer. When many ethene molecules polymerise, the C=C double bond in each monomer opens and the carbon atoms form new C-C single bonds to neighbouring monomers.

The polymer formed is poly(ethene). The repeat unit is written in brackets, with an n outside the brackets to show that the unit is repeated many times.

Equation focus: Include n before the monomer and n after the bracketed repeating unit when writing addition polymerisation equations.

Addition polymerisation of ethene and propene with bracketed repeat units, and a poly(propene) chain with one repeat unit marked

The C=C bond in ethene changes into single bonds in the polymer chain, giving a bracketed repeating unit.

3

Recognising Repeating Units

A repeating unit is the smallest section of the polymer chain that repeats over and over again.

To recognise the repeating unit in a poly(alkene), look for the section of the carbon chain that came from one alkene monomer. The double bond is no longer present in the polymer because it has opened during the addition reaction.

The brackets should cut through single bonds at both ends of the repeating unit. This shows that the chain continues on both sides.

n

Repeating unit: The section of a polymer chain that is repeated many times to form the polymer.

Addition polymerisation of ethene and propene with bracketed repeat units, and a poly(propene) chain with one repeat unit marked

The bracketed section identifies one repeat of the polymer chain and the open bonds show that the chain continues.

To get the repeat unit, change C=C to C–C and add a bond out of each side through the brackets; reverse the steps to find the monomer.

Check your understanding

Quick Check: Build a Repeat Unit

Drag the words and numbers into place to work out a repeat unit for yourself.

Free preview from the course

Watch: writing the equation for poly(propene)

Setting up the equation for making poly(propene) from propene. Could you draw the repeat unit?

The full lesson, with its exam questions and marking, is in the course. Get the full Alkenes – Topic 5 course →
4

From Propene to Poly(propene)

Propene can also undergo addition polymerisation. Each propene monomer opens its C=C double bond and links to other monomers to form poly(propene).

The CH3 group from propene stays as a side group on every second carbon atom of the polymer chain. This side group helps make poly(propene) stiffer than poly(ethene).

Exam focus: When converting a monomer into a repeat unit, keep every substituent attached to the same carbon. Only the C=C bond changes into C-C single bonds.

Addition polymerisation of ethene and propene with bracketed repeat units, and a poly(propene) chain with one repeat unit marked

The CH3 side group remains part of the repeat unit when propene forms poly(propene).

Check your understanding

Quick Check: Repeat Unit from a New Monomer

Choose the repeat unit for the polymer made from pent-2-ene.

Check your understanding

Quick Check: Work Backwards to the Monomer

Answer as quickly as you can, going from the chain back to the molecule it came from.

5

Properties and Uses of Poly(alkenes)

Different poly(alkenes) have different physical properties because their repeat units and side groups are different.

Poly(ethene) is widely used for plastic bags, buckets and bottles. It is useful because it is flexible, easy to mould, waterproof, chemically resistant and has low density.

Poly(propene) forms a stiffer polymer, so it is suitable for products that need greater strength and rigidity. It is commonly used in utensils, storage containers, fibres, ropes and carpets.

Polymer Useful properties Common uses
Poly(ethene) Flexible, easy to mould, waterproof, chemically resistant and low density. Plastic bags, buckets and bottles.
Poly(propene) Stiffer, stronger and more rigid than many simple flexible plastics. Utensils, storage containers, fibres, ropes and carpets.
Check your understanding

Quick Check: Pick the Accurate Statement

In each round, choose the one statement that is accurate.

6

Common Exam Mistakes

  • Do not draw a C=C double bond inside the polymer repeat unit. The double bond opens during addition polymerisation.
  • Do not forget the n before the monomer and after the bracketed repeat unit in a polymerisation equation.
  • Do not remove side groups such as CH3 when converting propene into poly(propene).
  • Do not describe addition polymerisation as forming a small molecule by-product.

FAQs

These questions secure the repeat-unit and monomer skills that polymer questions test every year.

How many carbon atoms go in the main chain of a repeat unit?

Two, for a poly(alkene) made from one alkene monomer. They are the two carbon atoms of the original C=C bond. Every other atom or group stays attached to them as a side group.

Why does addition polymerisation have a 100% atom economy?

All the atoms in the monomers end up in the polymer. No small molecule such as water is lost, so the polymer is the only product.

How do I find the monomer from a section of polymer chain?

Pick out a two-carbon repeat unit with its side groups, remove the brackets and n, then put a C=C bond between the two backbone carbons. A chain with CH3 on every second carbon comes from propene.

Is poly(ethene) an alkene?

No. The C=C bonds open during polymerisation, so poly(ethene) is a saturated chain, like a very long alkane. It does not decolourise bromine water, despite the “ene” in its name.

Why are poly(alkenes) so unreactive?

Their chains contain only strong C-C and C-H bonds, which are non-polar. With no π bond and no polar bond, there is nothing for electrophiles or nucleophiles to attack. This makes them durable but slow to break down.

Dr. Mohammed Al-Fatah

Written by: Dr. Mohammed Al-Fatah

Chemistry specialist revision notes for A Level Chemistry.

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Copyright notice: This OLS revision content, including the explanations, layout, diagrams, tables and embedded learning structure, is authored for Online Learning System by Dr. Mohammed Al-Fatah. It may not be copied, reproduced, redistributed or adapted without written permission.