Rahul Sharma (Editor)

Isophorone diisocyanate

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Formula
  
C12H18N2O2

Density
  
1.06 g/cm³

Melting point
  
-60 °C

Molar mass
  
222.3 g/mol

Boiling point
  
158 °C

Isophorone diisocyanate httpsuploadwikimediaorgwikipediacommonsee

Appearance
  
Colourless to slightly yellow liquid

When heated to decomposition isophorone diisocyanate ipdi emits toxic fumes of nitrogen oxides


Isophorone diisocyanate (IPDI) is an organic compound in the class known as isocyanates. More specifically, it is an aliphatic diisocyanate. It is produced in relatively small quantities, accounting for (with hexamethylene diisocyanate) only 3.4% of the global diisocyanate market in the year 2000. Aliphatic diisocyanates are used, not in the production of polyurethane foam, but in special applications, such as enamel coatings which are resistant to abrasion and degradation from ultraviolet light. These properties are particularly desirable in, for instance, the exterior paint applied to aircraft.

Contents

Isophorone diisocyanate Isophorone diisocyanate CAS 4098719 818586

Synthesis

There are five steps to the synthesis of pure IPDI:

Isophorone diisocyanate Isophorone diisocyanate 98 SigmaAldrich

  • Condensation: Conversion of acetone with a catalyst to produce isophorone
  • Hydrocyanation: Reaction of the isophorone with hydrogen cyanide to form isophorone nitrile
  • Reductive amination: Reaction of the isophorone nitrile with ammonia, hydrogen and a catalyst, to form a mixture of isophorone diamine conformers (25/75 cis/trans)
  • Phosgenation: Reaction of the isophorone diamine with phosgene to form a crude mixture containing IPDI conformers (25/75 cis/trans)
  • Purification: Distillation of the crude IPDI to extract pure IPDI
  • Chemistry

    Isophorone diisocyanate Isophorone diisocyanate C12H18N2O2 ChemSpider

    IPDI exists in two stereoisomers, cis and trans. Their reactivities are similar. Each stereoisomer is an unsymmetrical molecule, and thus has isocyanate groups with different reactivities. The primary isocyanate group is more reactive than the secondary isocyanate group.

    References

    Isophorone diisocyanate Wikipedia


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