4.7.3.1Addition polymerisation
Chemistry only — not assessed in Combined Science: Trilogy.
Alkenes can be used to make polymers such as poly(ethene) and poly(propene) by addition polymerisation.
In addition polymerisation reactions, many small molecules (monomers) join together to form very large molecules (polymers).
In addition polymers the repeating unit has the same atoms as the monomer, because no other molecule is formed in the reaction. That is what makes it an addition reaction: nothing is lost, so the repeating unit and the monomer have exactly the same formula.
You should be able to:
• recognise addition polymers and monomers from diagrams in the forms shown, and from the presence of the functional group C=C in the monomers • draw diagrams to represent the formation of a polymer from a given alkene monomer • relate the repeating unit to the monomer.
Drawing the polymer from the monomer is a fixed procedure. Redraw the monomer with the double bond replaced by a single bond. Extend a bond out of each of those two carbon atoms to the left and right edges of the unit. Enclose it all in square brackets with a subscript n outside. Every side group stays exactly where it was.
Worked example
Propene is CH₂=CH–CH₃. Draw the repeating unit of poly(propene) and give the equation for its formation.
- Change the C=C double bond to a single C–C bond.
- Draw a bond leaving the first carbon to the left, and a bond leaving the second carbon to the right.
- Keep the side groups unchanged: two H on the first carbon, and one H and one CH₃ on the second.
- Put square brackets around the unit, crossing both bonds, with n outside.
- Write n monomers on the left and one polymer with n repeating units on the right.
Answer: The repeating unit is –CH₂–CH(CH₃)– in brackets with subscript n, and the equation is n C₃H₆ → poly(propene). The repeating unit has the same atoms as the monomer, because nothing else is formed.
Common mistake
The bonds must extend out through the brackets on both sides. A repeating unit drawn as a closed molecule with no bonds leaving it is a monomer, not part of a chain.
- Addition polymerisation
- a reaction in which many small alkene molecules (monomers) join to form a very large molecule (polymer); the repeating unit has the same atoms as the monomer because no other molecule is formed
- Monomer
- a small molecule that joins with many others to form a polymer
- Polymer
- a very large molecule formed when many monomers join together
4.7.3.2Condensation polymerisationHigher tier
Chemistry only — not assessed in Combined Science: Trilogy.
Condensation polymerisation involves monomers with two functional groups. When these types of monomers react they join together, usually losing small molecules such as water, and so the reactions are called condensation reactions.
The simplest polymers are produced from two different monomers with two of the same functional groups on each monomer. For example, ethanediol — which has two –OH groups — and hexanedioic acid — which has two –COOH groups — polymerise to produce a polyester.
You should be able to explain the basic principles of condensation polymerisation by reference to the functional groups in the monomers and the repeating units in the polymers.
The reason each monomer needs two functional groups is worth seeing clearly: a monomer with only one group could join at one end and then the chain would stop. With a group at each end, every monomer can bond on both sides, so the chain grows indefinitely.
Counting the small molecules lost is a standard question. Joining n molecules of one monomer to n of the other forms 2n links along the chain, so 2n molecules of water are released.
Common mistake
Do not forget the water. In a condensation equation the small molecule must appear on the right — an equation showing only the polymer does not balance, and misses the point of the word condensation.
- Condensation polymerisation
- polymerisation involving monomers with two functional groups, which join together while losing small molecules such as water
- Polyester
- a condensation polymer produced from a monomer with two –OH groups and a monomer with two –COOH groups, such as ethanediol and hexanedioic acid
4.7.3.3Amino acidsHigher tier
Chemistry only — not assessed in Combined Science: Trilogy.
Amino acids have two different functional groups in a molecule — an amino group and a carboxylic acid group. Amino acids react by condensation polymerisation to produce polypeptides.
For example, glycine is H₂NCH₂COOH and polymerises to produce a polypeptide, losing a molecule of water at each link. Different amino acids can be combined in the same chain to produce proteins.
This is the same chemistry as the polyester above, with one difference: here the two functional groups are different, and both are on the same molecule, so a single amino acid can polymerise with itself.
- Amino acid
- a molecule with two different functional groups, an amino group and a carboxylic acid group, which reacts by condensation polymerisation to produce polypeptides
4.7.3.4DNA and other naturally occurring polymers
Chemistry only — not assessed in Combined Science: Trilogy.
DNA — deoxyribonucleic acid — is a large molecule essential for life. DNA encodes genetic instructions for the development and functioning of living organisms and viruses.
Most DNA molecules are two polymer chains, made from four different monomers called nucleotides, in the form of a double helix.
Other naturally occurring polymers important for life include proteins, starch and cellulose.
You should be able to name the types of monomers from which these naturally occurring polymers are made — which is exactly the table above. Starch and cellulose are both made from glucose; the difference between them lies in how those glucose units are joined, not in what they are made of.
- DNA
- deoxyribonucleic acid: a large molecule essential for life, usually two polymer chains of four different monomers called nucleotides, in the form of a double helix, which encodes genetic instructions
Before you practise
- This sub-topic is chemistry only — it is not assessed in Combined Science: Trilogy.
- In addition polymerisation many monomers join to form a polymer, and no other molecule is formed.
- The C=C in the monomer opens to become a single bond; the repeating unit has the same atoms as the monomer.
- Draw the repeating unit with bonds extending out through square brackets, with n outside.
- Higher tier: condensation polymerisation needs monomers with two functional groups and loses a small molecule, usually water, at each link.
- Higher tier: ethanediol and hexanedioic acid give a polyester; amino acids give polypeptides, and different amino acids give proteins.
- DNA is two polymer chains of four different nucleotides in a double helix.
- Proteins are made from amino acids; starch and cellulose are both made from glucose.