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Chemistry · Ch 15 — Polymers

Mechanism of Addition Polymerisation

15.2.1.1

Mechanism of Addition Polymerisation

The three-step radical mechanism, in full

1. Chain initiation

Benzoyl peroxide, C6H5−C(=O)−O−O−C(=O)−C6H5C_6H_5{-}C(=O){-}O{-}O{-}C(=O){-}C_6H_5, splits homolytically on heating/light into two benzoyloxy radicals, which quickly lose CO2CO_2 to give two phenyl radicals, ⋅C6H5\cdot C_6H_5.

Each phenyl radical then adds across the double bond of an ethene molecule:

⋅C6H5+CH2=CH2  →  C6H5−CH2−⋅CH2\cdot C_6H_5 + CH_2{=}CH_2 \;\rightarrow\; C_6H_5{-}CH_2{-}\cdot CH_2

2. Chain propagation

The new radical keeps attacking fresh ethene molecules, one after another, so the chain — and the radical sitting at its tip — keeps growing:

C6H5−CH2−⋅CH2+CH2=CH2  →  C6H5−CH2−CH2−CH2−⋅CH2  →  C6H5−(CH2−CH2)n−CH2−⋅CH2C_6H_5{-}CH_2{-}\cdot CH_2 + CH_2{=}CH_2 \;\rightarrow\; C_6H_5{-}CH_2{-}CH_2{-}CH_2{-}\cdot CH_2 \;\rightarrow\; C_6H_5{-}(CH_2{-}CH_2)_n{-}CH_2{-}\cdot CH_2

3. Chain termination

The chain finally stops growing when two such long radical chains collide and combine directly, pairing up their unpaired electrons and forming a single, much longer, non-radical molecule — polythene:

C6H5−(CH2−CH2)n−CH2−⋅CH2  +  ⋅CH2−CH2−(CH2−CH2)n−C6H5  →  C6H5−(CH2−CH2)n−CH2−CH2−CH2−CH2−(CH2−CH2)n−C6H5C_6H_5{-}(CH_2{-}CH_2)_n{-}CH_2{-}\cdot CH_2 \;+\; \cdot CH_2{-}CH_2{-}(CH_2{-}CH_2)_n{-}C_6H_5 \;\rightarrow\; C_6H_5{-}(CH_2{-}CH_2)_n{-}CH_2{-}CH_2{-}CH_2{-}CH_2{-}(CH_2{-}CH_2)_n{-}C_6H_5

(this is only one of the possible ways two radical ends can combine to terminate the chain.)

Homopolymers vs copolymers

  • An addition polymer built from one single kind of monomer is a homopolymer — polythene, made only from ethene, is a homopolymer. …