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PHOTO-OXIDATION
INTRODUCTION
• Oxidation under the influence of the light or radiant energy.
• Formation of radicals that induces oxidation of the material.
• Excited singlet or triplet states .
Photosensitiser
• This is especially useful in providing a new group of
potentially new reactive molecules.
• Aldehydes and ketones
Requirements of photosensitiser
1. It must be excited by the irradiation used.
2. Present in sufficient concentration and absorb more strongly
than the other reactants so that it is the major light absorber.
3. Energy of triplet state of sensitiser must be greater than that
of the reactant.
4. Must be able to transmit energy to reactant.
• Benzophenone
• Acetophenone
• Fluorenone
• Benzene
• Naphthaleine
• Biacetyl
• Benzil
Main steps of photo-oxidation
1. Initiation
2. Propagation
3. Branching
4. Termination
PHOTO-OXIDATION REACTIONS
1. Formation of peroxy compound.
• Irradiating the parent organic compound in the
presence of oxygen and a sensitizer.
• Reaction occurs by the excitation of the sensitizer to
its triplet state.
• Either the triplet abstracts a hydrogen atom from the
substrate to form a radical which then reacts with
oxygen, or it interact with the oxygen molecule.
2. Conjugated dienes yield cyclic peroxides in a
reaction of Diels- Alder type.
3. Oxidative coupling of aromatic
compounds
4. Formation of polycyclic compound
5. Photo-oxidation of cholesterol
6. Photo-oxidation of polymers
• Light is absorbed by a polymer - photochemical reactions can
occur as a result of activation of a polymer macromolecule to
its excited singlet or triplet states.
• Chemical change that reduces the polymer's molecular weight.
REFERENCE
• Principles of organic synthesis – R.O.C. Normann.
• Organic reation and mechanism – V.K ahluwalia.
• https://www.researchgate.net/figure/Plausible-
photodegradation-mechanisms-occurring-in-PLA-Mechanism-
a-photolysis_fig5_28972767
• https://onlinelibrary.wiley.com/doi/pdf/10.1002/ps.278010021
• https://www.sciencedirect.com/science/article/pii/0014305777
900957

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PHOTO-OXIDATION

  • 2. INTRODUCTION • Oxidation under the influence of the light or radiant energy. • Formation of radicals that induces oxidation of the material. • Excited singlet or triplet states .
  • 3. Photosensitiser • This is especially useful in providing a new group of potentially new reactive molecules. • Aldehydes and ketones Requirements of photosensitiser 1. It must be excited by the irradiation used. 2. Present in sufficient concentration and absorb more strongly than the other reactants so that it is the major light absorber. 3. Energy of triplet state of sensitiser must be greater than that of the reactant. 4. Must be able to transmit energy to reactant.
  • 4. • Benzophenone • Acetophenone • Fluorenone • Benzene • Naphthaleine • Biacetyl • Benzil
  • 5. Main steps of photo-oxidation 1. Initiation 2. Propagation 3. Branching 4. Termination
  • 6.
  • 7.
  • 9. 1. Formation of peroxy compound. • Irradiating the parent organic compound in the presence of oxygen and a sensitizer. • Reaction occurs by the excitation of the sensitizer to its triplet state. • Either the triplet abstracts a hydrogen atom from the substrate to form a radical which then reacts with oxygen, or it interact with the oxygen molecule.
  • 10.
  • 11. 2. Conjugated dienes yield cyclic peroxides in a reaction of Diels- Alder type.
  • 12.
  • 13. 3. Oxidative coupling of aromatic compounds
  • 14.
  • 15. 4. Formation of polycyclic compound
  • 16. 5. Photo-oxidation of cholesterol
  • 17.
  • 18. 6. Photo-oxidation of polymers • Light is absorbed by a polymer - photochemical reactions can occur as a result of activation of a polymer macromolecule to its excited singlet or triplet states. • Chemical change that reduces the polymer's molecular weight.
  • 19.
  • 20. REFERENCE • Principles of organic synthesis – R.O.C. Normann. • Organic reation and mechanism – V.K ahluwalia. • https://www.researchgate.net/figure/Plausible- photodegradation-mechanisms-occurring-in-PLA-Mechanism- a-photolysis_fig5_28972767 • https://onlinelibrary.wiley.com/doi/pdf/10.1002/ps.278010021 • https://www.sciencedirect.com/science/article/pii/0014305777 900957