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Hexamethylene diisocyanate - Wikipedia, the free encyclopedia

Hexamethylene diisocyanate

From Wikipedia, the free encyclopedia

Hexamethylene diisocyanate
Hexamethylene diisocyanate

Hexamethylene diisocyanate

General
Systematic name 1,6-diisocyanatohexane
Other names HDI
1,6-hexane diisocyanate
Molecular formula C8H12N2O2
SMILES O=C=NCCCCCCN=C=O
Molar mass 168.2 g/mol
Appearance Colourless liquid
CAS number [822-06-0]
Properties
Density and phase 1.047 g/cm3, liquid
Solubility in water  ? g/100 ml (? °C)
Melting point -67 °C (206 K)
Boiling point 255 °C (528 K)
Acidity (pKa)  ?
Basicity (pKb)  ?
Chiral rotation [α]D  ?°
Viscosity  ? cP at ? °C
Structure
Molecular shape  ?
Coordination
geometry
 ?
Crystal structure  ?
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards  ?
NFPA 704
Flash point 130–140 °C (Cleveland open cup)
R/S statement R: ?
S: ?
RTECS number  ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Other anions  ?
Other cations  ?
Related isocyanates Isophorone diisocyanate
Related compounds  ?
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references
For other uses of the abbreviation HDI, see HDI (disambiguation).

Hexamethylene diisocyanate (HDI) 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 isophorone diisocyanate) only 3.4 % of the global diisocyanate market in the year 2000.[1] Aliphatic diisocyanates are used 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

[edit] Synthesis

There are two steps to the synthesis of pure HDI:[1]

  • Phosgenation: Reaction of hexamethylene diamine with phosgene to form crude HDI
  • Purification: Distillation of crude HDI to extract pure HDI

[edit] Chemistry

HDI is a symmetrical molecule and thus has two isocyanate groups of equal reactivity.

[edit] See also

[edit] References

  1. ^ a b Randall, David; Lee, Steve (2002). The Polyurethanes Book. New York: Wiley. ISBN 978-0-470-85041-1. 

[edit] External links

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