Unit 26: Polymers — Short Questions
12th Class Chemistry · Unit 26: Polymers
The characteristic linkage is the amide linkage (-CO-NH-, a carbonyl group directly bonded to a nitrogen bearing an H). It is formed by condensation polymerisation.
A carboxylic acid (-COOH) group (or the more reactive acyl chloride, -COCl) reacts with an amine (-NH₂) group; the acid/acyl-chloride and amine groups condense to form the -CONH- amide linkage, releasing water (or HCl if the acyl chloride route is used).
Benzene-1,4-dicarboxylic acid (terephthalic acid, or its acyl chloride, terephthaloyl chloride) and benzene-1,4-diamine (p-phenylenediamine).
It is a condensation reaction because two molecules combine to form a larger molecule (an amide) while a small molecule is eliminated as a by-product, rather than simply adding together. The -COCl group of the acyl chloride reacts with the -NH₂/H of ammonia; a molecule of hydrogen chloride (HCl) gas is eliminated: R-COCl + NH₃ → R-CONH₂ + HCl.
A condensation polymer — specifically a polyester, since a diol is reacting with a dioyl chloride; each new ester bond forms with elimination of a molecule of HCl.
Repeat unit [-O-CH₂-CH₂-O-CO-CO-]ₙ. A section of the polymer: ...-O-CH₂-CH₂-O-CO-CO-O-CH₂-CH₂-O-CO-CO-...; each repeat is formed as -OH of the diol attacks -COCl of the dioyl chloride, eliminating HCl.
Poly(ethane-1,2-diyl ethanedioate).
Water (H₂O).
[-NH-(CH₂)₆-NH-CO-(CH₂)₄-CO-]ₙ
Chloroethene (vinyl chloride), CH₂=CHCl.
Chloroethene contains a carbon-carbon double bond (C=C). This bond can open up, allowing monomer units to link end-to-end into a long chain without loss of any atoms, which is the defining requirement for addition polymerisation.
Nylon has high tensile strength (strong and resistant to breaking, can withstand rubbing and wear) and is resistant to water wear, both of which make it durable for ropes and fishing nets used in wet, high-stress conditions. It is also stretchable/elastic, which helps it absorb strain.
PVC (1) pipes and fittings for water supply, drainage and sewage systems; (2) electrical insulation for wires and cables. Nylon: (1) ropes and fishing nets/lines; (2) clothing such as stockings, activewear and swimwear (or automotive mechanical parts such as gears and bearings).
[-O-CH₂-CH₂-CH₂-O-CO-C₆H₄-CO-]ₙ, where the -OH groups of propan-1,3-diol (HO-CH₂CH₂CH₂-OH) have condensed with the -COOH groups of benzene-1,4-dicarboxylic acid, with loss of water at each new ester linkage.
(1) They stay in the environment for a very long time, accumulating in landfills, oceans and natural landscapes and causing persistent pollution. (2) They take up huge amounts of landfill space because they do not decompose, making it harder to find space for new landfills as population grows. (3) Animals, especially marine life, mistake plastic waste for food, leading to choking, internal injuries, starvation, or entanglement in debris. (A further problem is their breakdown into microplastics, which spread through soil, water and air and can enter the food chain.)
Poly(tetrafluoroethylene) (PTFE) is used for artificial blood vessel grafts, since its smooth surface prevents blood clots and allows it to replace or bypass blocked vessels. Polyurethane (or silicone) is used for artificial heart valves, since it is highly flexible and durable and resists clotting.