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11.8.1 Polymers, poly(ethene) and plastics

Polymers and monomers

Definition

Polymer

A large molecule built up from many smaller molecules called monomers.

Definition

Monomer

A small molecule that joins with many other small molecules to build up a polymer.

  1. A polymer is a very large molecule, built up from many smaller molecules called monomers.
  2. The monomers join end to end by forming covalent bonds with each other, giving a long chain.
  3. A single polymer chain can contain thousands of monomer units, so its relative molecular mass is very large.
  4. The process of joining monomers to make a polymer is called polymerisation.
  5. The name of a polymer usually comes from the name of its monomer.
    1. The prefix poly means "many", so poly(ethene) means "many ethene units joined together".
    2. The monomer name goes in brackets after "poly", so propene gives poly(propene) and chloroethene gives poly(chloroethene).
  6. A useful picture is a paper chain: each paper loop is a monomer, and the whole chain of linked loops is the polymer.

Separate small monomer molecules on the left join together during polymerisation to form one long polymer chain on the right.

Making poly(ethene)

Definition

Addition polymerisation

A reaction in which many unsaturated monomers join together, by opening their carbon-carbon double bonds, to form a polymer as the only product.

  1. Ethene, C2H4\text{C}_2\text{H}_4C2​H4​, is the monomer used to make the polymer poly(ethene), which is often called polythene.
  2. Ethene is an unsaturated molecule because it contains a carbon-carbon double bond, C=C\text{C=C}C=C.
  3. When ethene polymerises, one of the two bonds in each C=C\text{C=C}C=C double bond breaks.
  4. Each carbon atom then forms a new single bond to a carbon atom in the next ethene molecule.
  5. Repeating this many times links the ethene molecules into one long chain of carbon atoms joined by C-C\text{C-C}C-C single bonds, with two hydrogen atoms on every carbon.
  6. This type of reaction is called addition polymerisation, because the monomers add on to each other.
  7. Poly(ethene) is the only product, so every atom from the ethene molecules ends up in the polymer.
  8. The polymer has no C=C\text{C=C}C=C double bonds left, so poly(ethene) is saturated even though ethene is unsaturated.
  9. A short section of a poly(ethene) chain, made from three ethene molecules, looks like this.

Ethene monomers lining up, with the double bond in each molecule opening so the carbon atoms link into a long poly(ethene) chain.

The poly(ethene) equation

  1. Because a polymer chain contains a huge but variable number of monomers, the equation uses the letter nnn to stand for a large number.

  2. The equation for making poly(ethene) is shown below with displayed formulae.

    n HH∣∣C=C∣∣HH→[HH∣∣−C−C−∣∣HH]n n\ \begin{array}{ccc} \text{H} & & \text{H} \\ | & & | \\ \text{C} & = & \text{C} \\ | & & | \\ \text{H} & & \text{H} \end{array} \rightarrow \left[ \begin{array}{ccccc} & \text{H} & & \text{H} & \\ & | & & | & \\ - & \text{C} & - & \text{C} & - \\ & | & & | & \\ & \text{H} & & \text{H} & \end{array} \right]_n n H∣C∣H​=​H∣C∣H​→​−​H∣C∣H​−​H∣C∣H​−​​n​
  3. The same equation can be written more compactly with structural formulae.

    n CH2=CH2→[−CH2−CH2−]n n\,\text{CH}_2\text{=CH}_2 \rightarrow \left[-\text{CH}_2-\text{CH}_2-\right]_n nCH2​=CH2​→[−CH2​−CH2​−]n​
  4. Each part of the equation tells you something about the reaction.

    1. The nnn in front of ethene shows that a large number of ethene molecules react.
    2. The square brackets enclose the section made from one ethene molecule, and this section is repeated along the whole chain.
    3. The bonds on each side cross through the brackets to show that the chain carries on in both directions.
    4. The subscript nnn outside the brackets shows that the bracketed section appears nnn times in one polymer molecule.

Equation showing n ethene molecules reacting to form poly(ethene), with the two-carbon section from one ethene molecule drawn inside square brackets with a subscript n.

Example

Building the poly(ethene) equation

  • Start with ethene drawn as a displayed formula, with the C=C\text{C=C}C=C double bond horizontal and the four hydrogen atoms above and below.
  • Write nnn in front of the ethene to show that many molecules take part.
  • On the right, keep the same two carbon atoms and four hydrogen atoms, but change the double bond into a single bond.
  • Add a single bond sticking out from each carbon atom, because these are the bonds that join on to the next units.
  • Draw square brackets so that the outer bonds pass through them, then write nnn at the bottom right.
n CH2=CH2→[−CH2−CH2−]n n\,\text{CH}_2\text{=CH}_2 \rightarrow \left[-\text{CH}_2-\text{CH}_2-\right]_n nCH2​=CH2​→[−CH2​−CH2​−]n​
  • Both sides contain 2n2n2n carbon atoms and 4n4n4n hydrogen atoms, which confirms that no other product is formed.

Plastics

Definition

Plastic

A material made from polymers that can be moulded into many different shapes.

  1. Plastics are materials made from polymers.
  2. The long polymer chains make plastics strong and flexible, and most plastics can be moulded into shape when warm.
  3. Poly(ethene) is one of the most widely used plastics.
    1. It is used to make plastic bags, cling film, food packaging and plastic bottles.
    2. It is cheap to make, light, waterproof and does not react with most foods or drinks.
  4. Most plastics are made from chemicals obtained from crude oil (petroleum).
    1. Large alkane molecules from petroleum are cracked to produce alkenes such as ethene, and the alkenes are then polymerised.
  5. The chain of substances for a poly(ethene) bag runs: ethene (the monomer) forms poly(ethene) (the polymer), and the polymer is shaped into the plastic product.
Common Mistake
  • Do not call ethene a polymer, because ethene is the monomer and poly(ethene) is the polymer.
  • Do not draw a C=C\text{C=C}C=C double bond inside the brackets of poly(ethene), because the double bond opens during polymerisation.
  • Do not leave off the bonds that cross the brackets, because without them the drawing shows a separate molecule, not part of a chain.
  • Check your spelling of ethene and ethane, because only ethene, the alkene, can form an addition polymer.
  • Do not say that plastics are made directly from monomers, because plastics are made from polymers.
Exam technique

Writing about polymers

  • Define a polymer as a large molecule built from many smaller molecules called monomers, because answers that leave out "many" or "monomers" lose the mark.
  • When asked how poly(ethene) forms, name the monomer ethene and the process addition polymerisation, and say that the C=C\text{C=C}C=C double bond breaks or opens.
  • In the equation, put nnn in front of the monomer and as a subscript after the brackets, and make the bonds extend through the brackets.
  • If a question asks what plastics are made from, the answer is polymers, not crude oil or monomers.
Self review
  • What is a polymer?
  • Which monomer is used to make poly(ethene)?
  • What happens to the carbon-carbon double bond when ethene molecules polymerise?
  • Why is poly(ethene) the only product of the reaction?
  • What are plastics made from?
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11.8.1 Polymers, poly(ethene) and plastics Revision Guide

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Revision notes for CIE IGCSE Chemistry 11.8.1 Polymers, poly(ethene) and plastics: explanations and worked examples.

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