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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446972Generated: October 29, 2026

Hexamethylene diisocyanate → Vinyl isocyanate

https://huagongshe.com/reaction/1446972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylene diisocyanateHCID 13192—
Reactant(1-Chloroethyl)carbamyl chlorideHCID 12573467—
ProductVinyl isocyanateHCID 7709436.8%
Product1-Chloroethyl isocyanateHCID 1257348216.1%

Reaction Conditions

Temperature-100 °C

Reaction Steps

A solution of 57 parts of 1-chloroethylcarbamic acid chloride in 100 parts by volume of hexamethylene diisocyanate is introduced slowly in the course of half an hour, at 100° C., under the surface of 572 parts of hexamethylene diisocyanate. At the same time nitrogen is blown through the solution and the exit gas is cooled to -100° C. in a cold trap. After the reaction, the reaction mixture is subjected to fractional distillation. 10.2 parts (36.8% of theory) of vinyl isocyanate of boiling point 38.5° C./1013 mbar and 6.8 parts (16.1% of theory) of 1-chloroethyl isocyanate of boiling point 92° C./1013 mbar are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04314948
Source datasetuspto-grants-1982_02
ORD IDord-c95c66a28ffd435287f690039ee8c5d0
Source noteuspto-grants-1982_02