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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471205Generated: October 25, 2026

1,2-Diaminocyclohexane → Urea Urethane

https://huagongshe.com/reaction/1471205

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DiaminocyclohexaneHCID 4610—
Reactant2-Hydroxyethyl acrylateHCID 13165—
Reactant1,3-Bis(isocyanatomethyl)cyclohexaneHCID 53172—
Reactant2-Hydroxy-3-phenoxypropyl prop-2-enoateHCID 4443516—
ReactantDi-n-butyldilauryltinHCID 9809426—
ProductUrea UrethaneHCID 21585015—

Reaction Conditions

Temperature64 °C

Reaction Steps

A 250 mL flask was charged with 19.4 grams (0.10 mol) of 1,3-bis(isocyanatomethyl)cyclohexane under dry nitrogen flow and heated to about 64° C. under positive nitrogen pressure. To this reaction mixture, 2 drops of catalyst dibutyltin dilaurate were added. A mixture of 10.5 grams (0.047 mol) of 2-hydroxy-3-phenoxypropyl acrylate and 16.15 grams (0.139 mol) of 2-hydroxyethyl acrylate containing 0.05 grams of BHT as an inhibitor was prepared and added over a period of one hour and 25 minutes while the reaction temperature was maintained between 64° C. and 75° C. After the addition of 90% above mixture, 1.6 gram (0.014 mol) of 1,2-diaminocyclohexane was added before the final addition of remaining 10% above mixture. After about another 5 hours stirring, the heat was turned off, and monomer was collected from the flask as viscous yellow tint liquid and stored in a dry atmosphere.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09011150B2
Source datasetuspto-grants-2015_04
ORD IDord-d1b66035938342f7b5b8175e72978240
Source noteuspto-grants-2015_04