Isophorone diisocyanate

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.[2] 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.

Isophorone diisocyanate
Names
IUPAC name
5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane
Other names
IPDI
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.021.692
UNII
Properties
C12H18N2O2
Molar mass 222.3 g/mol
Appearance Colourless to slightly yellow liquid[1]
Odor pungent[1]
Density 1.062 g/cm3 @ 20 °C, liquid
Melting point −60 °C (−76 °F; 213 K)
Boiling point 158 °C (316 °F; 431 K) at 1.33 kPa
Vapor pressure 0.0003 mmHg (20°C)[1]
Hazards
Flash point 155 °C (311 °F; 428 K) (PMCC)
NIOSH (US health exposure limits):
PEL (Permissible)
 none[1]
REL (Recommended)
 TWA 0.005 ppm (0.045 mg/m3) ST 0.02 ppm (0.180 mg/m3) [skin][1]
IDLH (Immediate danger)
 N.D.[1]
Related compounds
Related isocyanates
 Hexamethylene diisocyanate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Synthesis

IPDI is obtained by phosgenation of isophorone diamine:[2]

Chemistry

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.[2]

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gollark: Some very rough ideas for how to detect similar images:- remove blank space at top/bottom/sides and do the rest of these- run OCR over the text and check for matches- split image up into chunks, reduce the color space a lot, count how many times each color appears, check for similar chunks in other images- run edge detection on them, get locations of edges, fuzzy matching of those- ML-based object detection?- some sort of locality-sensitive hashing for image data

See also

References
  1. NIOSH Pocket Guide to Chemical Hazards. "#0356". National Institute for Occupational Safety and Health (NIOSH).
  2. Randall, David; Lee, Steve (2002). The Polyurethanes Book. New York: Wiley. ISBN 0-470-85041-8.
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