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Condensation polymers - Higher

form in a different way to :

Condensation polymerisationAddition polymerisation
Two types of monomerOne type of monomer
Monomer must have two functional groups (one on each end)Monomer must have a C=C bond
Two products are formed - the polymer plus many small molecules (usually water)The only product is the polymer
Condensation polymerisationTwo types of monomer
Addition polymerisationOne type of monomer
Condensation polymerisationMonomer must have two functional groups (one on each end)
Addition polymerisationMonomer must have a C=C bond
Condensation polymerisationTwo products are formed - the polymer plus many small molecules (usually water)
Addition polymerisationThe only product is the polymer

Forming polyesters

An forms when an reacts with a . For example:

ethanol + ethanoic acid 鈫 ethyl ethanoate + water

CH3CH2OH + CH3COOH 鈫 CH3COOCH2CH3 + H2O

Ethyl ethanoate is an ester. Notice that one water molecule forms when one ester molecule forms.

Ethanol and ethanoic acid combine to form ethyl ethanoate and water.

A forms from two different :

  • a 'dicarboxylic acid' which contains two carboxylic acid groups, -COOH
  • a 'diol' which contains two alcohol groups, -OH
Covalent structures of dicarboxylic acid and diol.
Figure caption,
R stands for a group of atoms that includes carbon

For example, PET is a polyester made from terephthalic acid and ethane-1,2-diol. It is used to make drinks bottles and fleeces.

Covalent structure in a repeating unit of a polyester.
Figure caption,
The formation of PET

Notice that:

  • both ends of each monomer molecule can react with another monomer molecule
  • one molecule of water is formed every time an ester link is formed
  • one is made from two different monomer molecules

The monomers and polymer can be represented by simplified 'block diagrams'. In these diagrams, only the functional groups are shown in detail. The rest of the molecule is shown as a shaded block, or with the symbol R (R1 and R2 may be used if the parts differ from one another).

Forming polyamides

A common synthetic polyamide is nylon. Proteins are naturally forming polyamides.

A polyamide is formed from two monomers:

  • a diamine (with an NH2 group on each end)
  • a dicarboxylic acid (with a COOH group on each end)
Molecular structure of a polyamide
Figure caption,
Water molecules are also produced during the formation of a polyamide - in reality many diamine and dicarboxylic acid monomers join to make the polymer (this diagram uses just a few molecules to show the condensation polymerisation process)

Question

Draw the displayed and structural formula of the two monomers that would make this condensation polymer.

Condensation polymer question