Hexamethylene diisocyanate
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| Hexamethylene diisocyanate | |
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| 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 | [88357-62-4] |
| 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 |
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- 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
- ^ a b Randall, David, Lee, Steve (2002). The Polyurethanes Book. New York: Wiley. ISBN 0-470-85041-8.
[edit] External links
- NIOSH Safety and Health Topic: Isocyanates, from the website of the National Institute for Occupational Safety and Health (NIOSH)
