Naphthylene-1,5-diisocyanate
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Naphthylene-1,5-diisocyanate | |||||||||||||||
other names |
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Molecular formula | C 12 H 6 N 2 O 2 | |||||||||||||||
Brief description |
Hardly flammable flakes, white to yellowish solid with an aromatic odor |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 210.19 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
1.42 g cm −3 |
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Melting point |
127 ° C |
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boiling point |
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Vapor pressure |
<0.9 hPa (20 ° C) |
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solubility |
practically insoluble in water |
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safety instructions | ||||||||||||||||
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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 . |
Naphthylene-1,5-diisocyanate is a chemical compound from the group of organic diisocyanates .
Extraction and presentation
Naphthylene-1,5-diisocyanate is produced industrially in high yields by pyrolysis of methyl-1,5-naphthylene carbamate , which in turn is synthesized from 1,5-naphthylenedinitrile and amidation , chlorination and Hofmann rearrangement .
properties
Naphthylene-1,5-diisocyanate is a flammable, hardly ignitable, white to yellowish solid with an aromatic odor, which is practically insoluble in water and slowly decomposes in it. The compound begins to decompose from 200 ° C.
use
Naphthylene-1,5-diisocyanate is mainly used in the automotive industry for the production of polyurethane - elastomer and synthetic rubber used. In its pure and technical form, it is a solid substance whose effects are comparable to those of diphenylmethane-4,4'-diisocyanate .
safety instructions
Naphthylene-1,5-diisocyanate has a strong irritant effect on the skin and mucous membranes. The metabolite of 1,5-naphthylene diisocyanate, 1,5-diaminonaphthalene , is genotoxic and carcinogenic in animal experiments. Since no data were available on the extent of hydrolytic formation of 1,5-diaminonaphthalene after ingestion of 1,5-naphthylene diisocyanate, 1,5-naphthylene diisocyanate was classified in carcinogen category 3B.
Individual evidence
- ↑ a b c d e f g h i j k Entry on naphthylene-1,5-diisocyanate in the GESTIS substance database of the IFA , accessed on January 28, 2019(JavaScript required) .
- ↑ a b c Leng, G. (2012): 1,5-Naphthylenediisocyanat (NDI), BAT Value Documentation , 2009, Annual Thresholds and Classifications for the Workplace, doi: 10.1002 / 3527600418.bb317372d0015 .
- ↑ Entry on 1,5-naphthylene diisocyanate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 28, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
- ↑ Google Patents: DE10034226A1 - Process for the production of 1,5-naphthylene diisocyanate - Google Patents , accessed on January 28, 2019