Recycling plastics

Section 3 of 4

A plastic is made of long chains built from small monomers. Recycling gives those chains, or the monomers inside them, a second life.

Different polymers melt at different temperatures and behave differently, so recycling starts with sorting. The number in a small triangle on a plastic item is its resin code, and it names the polymer. The codes were set up in the United States in 1988 and are used around the world. Codes 1 to 5 name the thermoplastics you met earlier: PET, HDPE, PVC, LDPE and poly(propene). There are seven codes in all.

The resin codes 1 to 7 Seven triangles in a row, each with a number inside and letters underneath: 1 PET, 2 HDPE, 3 PVC, 4 LDPE, 5 PP, 6 PS, 7 other. 1 PET 2 HDPE 3 PVC 4 LDPE 5 PP 6 PS 7 other
The resin codes 1 to 7. On some items the triangle is a ring of three chasing arrows, and on newer ones it is a plain triangle.
What each resin code names
CodePolymerUsed for
1PET, a polyesterdrinks bottles, food trays
2high-density poly(ethene), HDPEmilk bottles, shampoo bottles
3poly(chloro­ethene), PVCpipes, window frames
4low-density poly(ethene), LDPEcarrier bags, food wrap
5poly(propene), PPfood tubs, bottle tops
6polystyrene, PSyoghurt pots, foam packaging
7everything elsepoly­carbonate, PLA, nylon, mixed layers

Polystyrene, code 6, is another addition polymer. Its monomer is phenylethene, also called styrene: ethene with one hydrogen swapped for a benzene ring. Blown full of gas bubbles, it makes the light white foam used to pack fragile goods, and that foam is mostly air.

Melting and moulding again

Most recycling is mechanical. The sorted plastic is washed, shredded into flakes, melted and made into small pellets for new products. This works for thermoplastics, whose chains are separate and slide past each other when warm. Each melting breaks a few chains, so recycled plastic is often mixed with new plastic, or made into things such as fleece jackets, which are spun from fibres of recycled PET bottles.

Back to the monomers

Chemical recycling splits the polymer itself. PET is made of two monomers joined by ester links, and an ester link can be split, just as hot sodium hydroxide splits the ester links in a fat to make soap. Heat old PET with water and a base and its chains come apart into ethane-1,2-diol and benzene-1,4-dicarboxylic acid. Large plants often use methanol or ethane-1,2-diol to split the same links. The monomers are cleaned and joined into new PET as good as the first.

Ethylene glycol (ethane-1,2-diol), C₂H₆O₂A diol, one of the two monomers of PET. Two carbon atoms joined by a single bond, each carrying an -OH group.HHHOCCOHHH
Ethane-1,2-diol, C₂H₆O₂: an -⁠OH group on each carbon.
Terephthalic acid (benzene-1,4-dicarboxylic acid), C₈H₆O₄The other monomer of PET. A benzene ring carrying a -COOH group on two opposite corners.OHOHOO
Benzene-1,4-dicarboxylic acid, C₈H₆O₄: a -⁠COOH group on opposite corners of a benzene ring.

Poly(ethene) and poly(propene) have only C–⁠C bonds along their chains, with no ester link for water to split. Heated without air, they crack into a mix of smaller hydrocarbons, an oil that can be refined like crude oil.

Quick check

Old PET is heated with water and a base, which splits its ester links. What comes back?