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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307519Generated: November 1, 2026

Carbamic acid, ethyl ester → Urethane acrylate

https://huagongshe.com/reaction/2307519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamic acid, ethyl esterHCID 5641—
ReactantToluene 2,6-DiisocyanateHCID 7040—
ReactantMethylhydroquinoneHCID 7253—
Reactant2-Hydroxyethyl MethacrylateHCID 13360—
ReactantDi-n-butyldilauryltinHCID 9809426—
SolventEthylene GlycolHCID 174—
ProductUrethane acrylateHCID 21863578—

Reaction Conditions

Temperature77.5 °C

Reaction Steps

In a reactor, 163 g of 2-hydroxyethyl methacrylate, and 0.2 g of monomethyl hydroquinone were put, and 218.3 g of 2,6-toluene diisocyanate was dropped at room temperature over 1 hour so as to be reacted, while the internal temperature was kept at 50 to 55° C. After the dropping was completed, the reaction was continued at 50 to 55° C. until the content of NCO groups became 14 to 15 mass %. Subsequently 0.5 g of dibutyltin dilaurate was added thereto, and while the temperature was kept at 50 to 55° C., 600 g of the EO adduct of polypropylene glycol of Example 12 and 50 g of ethylene glycol was dropped over 1 hour. After the dropping was completed, it was heated to 75 to 80° C., so as to be reacted until the absorption of NCO groups at 2270 cm−1 in the infrared absorption spectrum disappeared. As a result, a urethane acrylate compound was obtained. The obtained compound was adjusted with styrene so as to have a non-volatile portion of 74 mass %, and 0.01 part by mass of 6% cobalt naphthenate and 0.1 part by mass of methylethylketone peroxide with respect to 100 parts of the foregoing resin were mixed therein as a curing accelerator. The mixture was cured over 1 hour at 120 to 130° C., whereby an acryl urethane resin was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831112B2
Source datasetuspto-grants-2004_12
ORD IDord-bf31690ff22744c9a31959168ad0a981
Source noteuspto-grants-2004_12