Addition Polymerisation
| Monomer | Polymer | Uses |
|---|---|---|
| Ethene CH₂=CH₂ | Polyethylene (PE) —[CH₂–CH₂]ₙ— | Bags, bottles, pipes |
| Propene CH₂=CHCH₃ | Polypropylene (PP) | Car parts, fibres, packaging |
| Chloroethene CH₂=CHCl | PVC —[CH₂–CHCl]ₙ— | Pipes, electrical insulation, window frames |
| Styrene C₆H⁵CH=CH₂ | Polystyrene (PS) | Packaging, insulation, cups |
| Tetrafluoroethene CF₂=CF₂ | PTFE (Teflon) —[CF₂–CF₂]ₙ— | Non-stick cookware, medical implants |
| Acrylonitrile CH₂=CHCN | PAN (acrylic) | Fibres (acrylic wool substitute) |
Condensation Polymerisation
Polyamides (Nylons)
Uses: clothing, parachutes, ropes, gears, toothbrush bristles.
Polyesters
Uses: PET — bottles, clothing fibres, food packaging; Kevlar — bulletproof vests, helmets.
Natural Polymers
| Polymer | Monomer(s) | Linkage | Function/Uses |
|---|---|---|---|
| Proteins | Amino acids (20 types) | Peptide bond (–CO–NH–) | Enzymes, structural (hair, skin), hormones |
| Starch | α-glucose | Glycosidic bond (–O–) | Energy storage in plants; food |
| Cellulose | β-glucose | Glycosidic bond | Plant cell wall; paper, cotton |
| DNA/RNA | Nucleotides | Phosphodiester bond | Genetic information |
| Natural rubber | Isoprene (2-methylbuta-1,3-diene) | C=C addition (cis form) | Tyres, gloves (before vulcanisation) |
Vulcanisation of Rubber
Process and Effect
Biodegradability and Recycling
| Property | Addition Polymers (PE, PP, PVC) | Condensation Polymers (nylon, PET) |
|---|---|---|
| Biodegradability | Non-biodegradable (C–C backbone resists enzymes) | PET: non-biodegradable; nylon: very slow |
| Recycling | Mechanical recycling (HDPE=2, LDPE=4, PP=5, PVC=3, PS=6) | Chemical recycling (depolymerisation back to monomers) |
| Incineration | PE/PP: CO₂ + H₂O; PVC: HCl released (toxic) | CO₂ + H₂O + NOx |
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Bioplastics
PHA (polyhydroxyalkanoates) and PLA (polylactic acid) are produced from biomass and are biodegradable. PLA from lactic acid (fermentation of sugars) is used in packaging and medical sutures. Compostable under industrial conditions.
Exercises
- State the type of polymerisation used to make (a) PVC (b) nylon-6,6 (c) PET. In each case name the monomer(s).(a) PVC: addition polymerisation; monomer: chloroethene (vinyl chloride). (b) Nylon-6,6: condensation; monomers: hexane-1,6-diamine + adipic acid (hexanedioic acid). (c) PET: condensation; monomers: ethane-1,2-diol + terephthalic acid (benzene-1,4-dicarboxylic acid).
- Explain why natural rubber is vulcanised and how this changes its properties.Natural rubber is cis-polyisoprene with no cross-links — chains slide past each other → sticky, weak, degrades in oil. Vulcanisation: heating with S forms S–S cross-links between adjacent polymer chains at C=C sites. Cross-linking prevents chains from sliding → stronger, harder, more elastic, more resistant to heat/solvents/oils. Low %S = soft rubber (car tyres); high %S = ebonite (hard rubber).
- Write the repeat unit of nylon-6,6 and identify the amide bond.Repeat unit: –NH(CH₂)₆NHCO(CH₂)₄CO–. The amide bond is –CO–NH– (formed by condensation between –COOH and –NH₂, releasing H₂O). Nylon-6,6 has two amide bonds per repeat unit (one from each junction of diamine and diacid).
- Why are most synthetic polymers not biodegradable? What problems does this cause?Most synthetic polymers (PE, PP, PVC, PS) have C–C or C–F backbone bonds that are not recognised or cleaved by biological enzymes. They accumulate in landfills and oceans for hundreds of years. Photodegradation produces microplastics (<5 mm), which enter food chains, harm marine organisms, and have been detected in human blood. PVC degradation releases toxic HCl. Environmental persistence = major pollution crisis.
- Distinguish between thermoplastic and thermosetting polymers with examples.Thermoplastic: chains not cross-linked; soften when heated (melt) and can be remoulded repeatedly. Examples: PE, PP, PVC, nylon. Can be recycled. Thermosetting: extensively cross-linked (3D network); permanently hard; do not soften on heating (decompose/char). Examples: Bakelite (phenol-methanal), epoxy resins, vulcanised rubber. Cannot be remoulded; more difficult to recycle.
- What is PLA and why is it considered an improvement over conventional plastics?PLA (polylactic acid): condensation polymer from lactic acid (CH₃CH(OH)COOH). Lactic acid is produced by fermentation of sugars (corn starch, sugarcane). PLA is biodegradable under industrial composting conditions (60°C, humidity, microbes). Carbon-neutral life cycle (CO₂ absorbed during crop growth = CO₂ released in degradation). Used for packaging, disposable cups, medical sutures. Drawbacks: requires industrial composting (not home compost or ocean), competes with food crops for land.
Quiz
Unit 6: Polymers
25 QsAddition polymerisation differs from condensation polymerisation because:
The repeat unit of PVC is:
Nylon-6,6 is a polyamide formed from:
Vulcanisation of rubber involves:
PET is a polyester made from:
The monomer used to make PTFE (Teflon) is:
Which natural polymer has a peptide bond (–CO–NH–) as its repeating linkage?
The main environmental problem caused by non-biodegradable plastic waste is:
The linkage in a polyester is:
Natural rubber (poly-cis-isoprene) without vulcanisation is:
Kevlar is used for bulletproof vests because:
Starch and cellulose both consist of glucose units but differ because:
The recycling code for PET plastic bottles is:
PLA (polylactic acid) is described as biodegradable because:
When PVC is burned, a particular hazard is:
The monomer of natural rubber is:
A thermosetting polymer cannot be remoulded because:
The small molecule eliminated in the formation of nylon-6,6 is:
Which polymer is used in Lycra/spandex (elastic fibres)?
What is a copolymer?
Carbon black is added to rubber tyres because:
DNA is a natural condensation polymer. Its monomers are:
Polypropylene (PP) is made from:
The main advantage of chemical recycling over mechanical recycling of polymers is:
PTFE (Teflon) is used as a non-stick coating because:
The repeat unit —[NH–CHR–CO]ₙ— represents:
Unit 6 Quiz — Polymers (25 Questions)
Select one answer eachAddition polymerisation involves:
The repeat unit of poly(ethene) is:
Condensation polymerisation produces a small molecule as a byproduct. This is typically:
Nylon-6,6 is a polyamide made from:
The linkage in a polyester is:
PET (polyethylene terephthalate) is used for drinks bottles because:
Proteins are natural polymers of:
Hydrolysis of a polyester gives:
Thermosetting polymers differ from thermoplastics because they:
LDPE (low-density polyethylene) is produced at high pressure and has:
HDPE (high-density polyethylene) is produced using a Ziegler-Natta catalyst giving:
The monomer of natural rubber is:
Vulcanisation of rubber involves:
Starch is a natural polymer of:
Cellulose differs from starch in that:
DNA is a polymer of:
The problem of disposing of addition polymers is that they are:
Kevlar is an aromatic polyamide used in bullet-proof vests because:
A plasticiser added to a polymer:
Which polymer is formed from chloroethene (vinyl chloride)?
PTFE (Teflon) is made from:
Conducting polymers such as polyacetylene conduct electricity because:
Biodegradable polymers such as PLA (polylactic acid) are preferred because:
The glass transition temperature (Tg) of a polymer is:
Recycling of PET bottles involves:
Unit Test — 50 marks
Section A
30 marksCompare addition and condensation polymerisation under these headings: monomer type, bond formed, small molecule eliminated, example polymer, recyclability. [5]
Draw the repeat unit of (a) nylon-6,6 and (b) PET. Identify the functional group that is the linkage in each. Name the monomers used for each. [5]
Explain how vulcanisation changes the properties of natural rubber and why these changes make vulcanised rubber more useful industrially. [5]
Describe THREE environmental problems caused by polymer waste and for each suggest a solution. [5]
A student claims that bioplastics (PLA) solve the plastic pollution crisis. Evaluate this claim, stating advantages and disadvantages. [5]
Compare natural rubber with synthetic rubber (SBR — styrene-butadiene rubber). Include: monomer(s), structure, properties, and industrial relevance. [5]
Section B
20 marks(a) Describe four different types of polymer (addition, condensation, natural, thermosetting) with a named example of each. For each, state the monomer(s), linkage, and one use. [6] (b) Explain what cross-linking is and how it affects the physical properties of a polymer, with reference to vulcanised rubber and a thermosetting polymer (Bakelite). [4]
(b) Cross-linking: covalent bonds connecting adjacent polymer chains, forming a network. In vulcanised rubber: S–S bridges connect cis-polyisoprene chains at C=C positions. Prevents chains sliding past each other → elastic (recovers shape), stronger, heat-resistant. Soft rubber (2–3%S); hard rubber/ebonite (30%S). In Bakelite: phenol and methanal react to form branched chains + methylene (–CH₂–) cross-links in all three dimensions. Creates a rigid, infusible, extremely hard 3D network. Cannot be melted or remoulded — thermosetting.
(a) Discuss the use of polymers in modern society, giving five specific beneficial applications across different sectors. [4] (b) Evaluate the approach of mechanical recycling versus chemical recycling for polymer waste management, discussing efficiency, quality of recyclate, cost, and applicability to different polymer types. [6]
(b) Mechanical recycling: shred → melt → re-extrude. Advantages: established infrastructure, low cost, lower energy than virgin production. Disadvantages: each cycle degrades polymer (shorter chains, discolouration — “downcycling”); requires clean, sorted feedstock; limited cycles; mixed/contaminated waste cannot be processed. Applicability: PET, HDPE, PP (codes 1,2,5) most commonly mechanically recycled; PVC and PS rarely collected. Chemical recycling: depolymerisation (hydrolysis of PET/nylon back to monomers; pyrolysis of PE/PP to fuels/monomers). Advantages: handles mixed/contaminated streams; produces virgin-quality monomers; can address plastics mechanical recycling cannot. Disadvantages: currently expensive (>5× mechanical); limited industrial scale; energy-intensive; pyrolysis products contain contaminants. Best approach: tiered system — reduce → reuse → mechanical recycle (clean) → chemical recycle (mixed/contaminated) → energy recovery (incineration with heat recovery) as last resort.