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Chemistry · Ch 6 — Polymers

Biodegradable and Non-Biodegradable Polymers

6.8

Biodegradable and Non-Biodegradable Polymers

A polymer is called biodegradable if micro-organisms present in soil or water (bacteria, fungi) can break its long chains down into small, harmless molecules -- typically carbon dioxide, water and biomass -- within a reasonably short time under natural environmental conditions; a polymer that resists this microbial attack and instead persists largely unchanged for many years, decades or longer is called non-biodegradable.

Why linkage type matters. The key structural factor is the chemical nature of the bonds joining the repeat units. Condensation polymers whose backbone contains hydrolysable linkages -- ester (−CO–O−-\text{CO--O}-) or amide (−CO–NH−-\text{CO--NH}-) groups, the same functional groups that living cells' own enzymes (esterases, proteases/amidases) routinely break in natural biomolecules such as fats and proteins -- are generally far more accessible to microbial enzymatic attack, because those enzymes can recognise and hydrolyse the SAME linkage type in the synthetic polymer. Addition polymers, by contrast, typically have a purely saturated carbon-carbon backbone (−CH2–CH2−-\text{CH}_2\text{--CH}_2- repeating in polythene, for instance) with no such hydrolysable linkage anywhere along the chain -- ordinary soil micro-organisms have no enzyme evolved to attack an inert C–C\text{C--C} bond buried inside a bulky, largely water-insoluble plastic, so these polymers persist essentially unchanged for a very long time (estimates for polythene commonly run to several hundred years under typical landfill/marine conditions). …

Important Polymers at a Glance

Table 1each named polymer's monomer(s), polymerisation type and typical use
PolymerTypeMonomer(s)PolymerisationTypical use
Polythene (LDPE)Addition, syntheticEthene (CH2=CH2\text{CH}_2{=}\text{CH}_2)Free-radical, high pressureBags, squeeze bottles, cable insulation
Polythene (HDPE)Addition, syntheticEthene (CH2=CH2\text{CH}_2{=}\text{CH}_2)Ziegler-Natta catalyst, low pressureBuckets, pipes, bottle crates
Nylon-6,6Condensation, syntheticHexamethylenediamine ++ adipic acidStep-growth (amide linkage, −H2O-\text{H}_2\text{O})Fibres, ropes, fabrics, brush bristles
Terylene (Dacron)Condensation, syntheticEthylene glycol ++ terephthalic acidStep-growth (ester linkage, −H2O-\text{H}_2\text{O})Polyester fabric, PET bottles
BakeliteCondensation, synthetic (thermosetting)Phenol ++ formaldehydeStep-growth, cross-linked networkElectrical switches, handles, laminates
Buna-SCopolymer, syntheticButa-1,3-diene ++ styreneFree-radical addition copolymerisationVehicle tyre treads
Buna-NCopolymer, syntheticButa-1,3-diene ++ acrylonitrileFree-radical addition copolymerisationOil-resistant hoses, gaskets