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5.5.5Unit 5. Transition Metals and Organic Nitrogen Chemistry

Polymerisation — IAL Edexcel Linear (Chemistry) Revision Notes & Topical Questions

5 min read 5 parts Lesson 35 of 43 Unit quiz

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Section 1 of 5Two Ways to Build a Polymer

5.5.5 Polymerisation

The type of monomer decides which route is possible.

Addition polymerisation
  • Many alkene monomers join through their C=C bonds, with no other product,
    • so the polymer has the same empirical formula as the monomer.
Condensation polymerisation
  • Monomers with two functional groups join by forming a link and releasing a small molecule such as water or hydrogen chloride.
Repeat unit
  • The smallest section that repeats along the chain;
    • it is drawn in brackets with open bonds extending through the brackets at both ends.
Monomer requirement
  • Addition needs a C=C double bond;
    • condensation needs at least two reactive groups on each monomer, such as two –OH or two –COOH.
FeatureAdditionCondensation
MonomerAlkene with C=CTwo functional groups each
By-productNoneH₂O or HCl
ExamplePoly(propene)Polyester

Section 2 of 5Addition Polymers

1
In the monomer the C=C double bond is made up of one sigma bond and one pi bond that can be opened.
2
Under high pressure with a catalyst, the pi bond breaks and each carbon forms a new single bond to a neighbouring monomer.
3
Repeating this many thousands of times gives a long saturated carbon chain with side groups such as –CH₃ or –Cl.
4
For propene, CH₃CH=CH₂, the repeat unit is –CH(CH₃)–CH₂–, so the polymer is poly(propene) with the formula (C₃H₆)ₙ.
5
Because the chain contains only strong C–C and C–H bonds, addition polymers are unreactive and do not biodegrade.

Section 3 of 5Condensation Polyesters

Reaction between an acid group and an alcohol group repeats at both ends of each monomer.

Monomers
  • A dicarboxylic acid such as benzene-1,4-dicarboxylic acid reacts with a diol such as ethane-1,2-diol.
Ester link
  • Each –COOH joins to an –OH, forming –COO– and releasing one molecule of water for every link made.
Product
  • The polymer poly(ethylene terephthalate), often shortened to PET, is used in fibres and drinks bottles.
Equation form
  • n HOOC–R–COOH + n HO–R′–OH → [–OC–R–COO–R′–O–]ₙ + (2n – 1) H₂O for a chain of n repeat units.

Section 4 of 5Properties and Disposal

Properties and Disposal
Addition polymers
  • They are non-polar and chemically inert, so they persist in landfill unless recycled or burned for energy.
Polyesters
  • The ester link can be hydrolysed by acid or alkali, so polyesters can be broken down more readily than addition polymers.
Recycling
  • Sorting and reprocessing polymers reduces use of crude oil and avoids the carbon dioxide and toxic gases released by burning.
Burning
  • Burning polymers such as PVC gives hydrogen chloride, so waste gases must be scrubbed to remove acidic gases.

Section 5 of 5Exam Checklist & Tips

5.5.5 – Key Points for the Exam

  • Monomer A small molecule that joins to others to build a polymer.
  • Repeat unit The section of the chain that repeats, shown in brackets with continuation bonds.
  • Addition polymer A polymer formed by opening C=C bonds with no by-product.
  • Condensation polymer A polymer formed by linking monomers and losing a small molecule each time.
  • Polyester A condensation polymer whose monomers are joined by ester links.

Common Mistakes

  • Leaving the double bond in the repeat unit of an addition polymer; the polymer chain is saturated.
  • Writing the monomer inside the brackets instead of the repeat unit, which loses the chain ends.
  • Forgetting that a condensation link releases water, so the equation is unbalanced.
  • Drawing only the brackets without the extended bonds that show the chain continues.

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