Isophorone diisocyanate
Structural formula | ||||||||||
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Structural formula without stereochemistry | ||||||||||
General | ||||||||||
Surname | Isophorone diisocyanate | |||||||||
other names |
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Molecular formula | C 12 H 18 N 2 O 2 | |||||||||
Brief description |
colorless to yellowish liquid with a pungent odor |
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External identifiers / databases | ||||||||||
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properties | ||||||||||
Molar mass | 222.29 g mol −1 | |||||||||
Physical state |
liquid |
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density |
1.06 g cm −3 |
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Melting point |
−60 ° C |
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boiling point |
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Vapor pressure |
0.0004 mbar (20 ° C) |
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solubility |
practically insoluble in water |
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Refractive index |
1.482 (25 ° C, 589 nm) |
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safety instructions | ||||||||||
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MAK |
0.005 ml m −3 or 0.046 mg m −3 |
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Toxicological data | ||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Isophorone diisocyanate is a chemical compound from the group of aliphatic isocyanates or polyisocyanates .
Extraction and presentation
Isophorone diisocyanate is obtained in a five-stage process. By condensation of acetone with a catalyst obtained isophorone , which then reacted with hydrogen cyanide to isophorone this and with ammonia and hydrogen on to isophorone diamine is reacted (isomers). A mixture of the isophorone diisocyanate isomers is formed by reaction with phosgene , which can then be separated by distillation. The commercially available product is a cis / trans mixture in a 3: 1 ratio.
properties
Isophorone diisocyanate is a colorless to yellowish liquid with a pungent odor that occurs in two isomeric forms. It decomposes slowly in water and above 260 ° C, producing nitrous gases and hydrogen cyanide . It reacts violently with amines . It has a viscosity of 13–15 mPas at 23 ° C and a pour point of −30 ° C.
use
Isophorone diisocyanate is used as a hardener in two-component paints and is contained in paints and powder coatings . It is also used to make other polyisocyanates and polyurethanes . As a non-aromatic diisocyanate , it is suitable for the production of light and UV-resistant paints.
Web links
- NIOSH: IPDI Pocket Guide
Individual evidence
- ↑ a b Entry on isophorone diisocyanate. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.
- ↑ a b c d e f g h i Entry on isophorone diisocyanate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
- ↑ a b c data sheet IPDI ( Memento of the original from March 4, 2016 in the Internet Archive ) Info: The archive link was automatically inserted and not yet checked. Please check the original and archive link according to the instructions and then remove this notice. at iso-elektra (PDF; 300 kB).
- ↑ Isophorone diisocyanate data sheet (PDF) from Merck , accessed on January 21, 2011.
- ↑ Entry on 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
- ↑ David Randall, Steve Lee: The Polyurethanes Book . Wiley, New York 2002, ISBN 0-470-85041-8 . .
- ↑ Data sheet IPDI ( page no longer available , search in web archives ) Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice. at Bayercoatings.
- ↑ Horst Stepanski: Polyurethane adhesives. Springer-Verlag, 2016, ISBN 978-3-658-12270-6 , p. 18 ( limited preview in Google book search).