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In a polymer recycling plant, polymer “X” was depolymerized by glycolysis in the presence of ethylene glycol and a suitable catalyst. The glycolysis reaction yielded the following compound:

Structure: a para-disubstituted benzene ring carrying two ester groups, each esterified with a 2-hydroxyethyl group, HO-CH2CH2-O-CO-C6H4-CO-O-CH2CH2-OH

Identify the polymer “X” from the following options.

  • A.Poly(ethylene terephthalate)
  • B.Polystyrene
  • C.Acrylonitrile butadiene styrene
  • D.Poly(vinyl chloride)

Answer: A

Polymer X is poly(ethylene terephthalate).

The product shown is bis(2-hydroxyethyl) terephthalate (BHET): a benzene ring carrying two ester groups in the para positions, each esterified with a 2-hydroxyethyl group. PET is the polyester of terephthalic acid and ethylene glycol, and glycolysis with excess ethylene glycol breaks its ester links by transesterification, returning exactly this monomer-like diester. BHET can be repolymerised to PET, which is why glycolysis is a standard chemical recycling route for bottles.

Polystyrene and ABS are addition polymers with all-carbon backbones and no ester groups to cleave, and PVC contains chlorine, which appears nowhere in the product.

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