3.8.4

Hydrolysis of Ester & Amide Groups

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Hydrolysis of Ester Groups in Polyesters

Hydrolysis of polyesters breaks up the molecule to produce the original monomers. Polyesters are hydrolysed more easily by alkalis than dilute acids.

Illustrative background for Hydrolysis by waterIllustrative background for Hydrolysis by water ?? "content

Hydrolysis by water

  • Polyesters can be hydrolysed using water alone but the reaction is so slow that it isn't noticeable.
    • If polyester (the material) was to be hydrolysed by water, rain would break up the polymer and leave a hole in your t-shirt!
Illustrative background for Hydrolysis with alkalisIllustrative background for Hydrolysis with alkalis ?? "content

Hydrolysis with alkalis

  • Polyesters can be hydrolysed with an alkali fairly easily.
  • The polyester chains break in the hydrolysis leaving the original monomers.
Illustrative background for Hydrolysis with dilute acidsIllustrative background for Hydrolysis with dilute acids ?? "content

Hydrolysis with dilute acids

  • Polyesters can also be hydrolysed with dilute acids.
    • But, polyesters are more resistant to hydrolysis using this method and the reaction proceeds much more slowly.

Hydrolysis of Amide Groups in Polyamides

Hydrolysis of polyamides breaks up the molecule to produce the original monomers. Polyamides are hydrolysed more easily by strong acids than alkalis.

Illustrative background for Hydrolysis by waterIllustrative background for Hydrolysis by water ?? "content

Hydrolysis by water

  • Polyamides can be hydrolysed using water alone but the reaction is so slow that it isn't noticeable.
    • Nylon is a polyamide.
    • If nylon was to be hydrolysed by water, rain would break up the polymer and leave holes in your nylon t-shirts!
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Hydrolysis resistance

  • Some polyamides are more resistant to hydrolysis than others.
    • E.g. kevlar is more resistant to hydrolysis than nylon.
Illustrative background for Hydrolysis with acidsIllustrative background for Hydrolysis with acids ?? "content

Hydrolysis with acids

  • Polyamides can be hydrolysed with a strong acid fairly easily.
    • The reaction will be faster the hotter it is.
  • The polyamide chains break in the hydrolysis leaving the original monomers.
Illustrative background for Hydrolysis with alkalisIllustrative background for Hydrolysis with alkalis ?? "content

Hydrolysis with alkalis

  • Polyamides can also be hydrolysed with alkalis.
    • But, polyamides are much more resistant to hydrolysis using this method.

Jump to other topics

1Physical Chemistry

1.1Atoms, Molecules & Stoichiometry

1.2Atomic Structure

1.3Chemical Bonding

1.4States of Matter

1.5Chemical Energetics

1.6Electrochemistry

1.7Equilibria

1.8Partition Coefficient

1.9Reaction Kinetics

2Inorganic Chemistry

3Organic Chemistry & Analysis

3.1Introduction to Organic Chemistry

3.2Hydrocarbons

3.3Halogen Derivatives

3.4Hydroxy Compounds

3.5Carbonyl Compounds

3.6Carboxylic Acids & Derivatives

3.7Nitrogen Compounds

3.8Polymerisation

3.9Analytical Techniques

3.10Organic Synthesis

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