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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892101Generated: October 30, 2026

4-Methoxyphenol → Urethane acrylate

https://huagongshe.com/reaction/1892101

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxyphenolHCID 9015—
ReactantBehenyl AlcoholHCID 12620—
Reactant2-Hydroxyethyl acrylateHCID 13165—
ReactantHexamethylene diisocyanateHCID 13192—
Reactant1,3-Bis(isocyanatomethyl)benzeneHCID 19262—
ReactantDi-n-butyldilauryltinHCID 9809426—
SolventTolueneHCID 1140—
ProductUrethane acrylateHCID 21863578—

Reaction Conditions

Temperature40 °C

Reaction Steps

Into 50 parts of toluene, 5.8 parts of behenyl alcohol (“NAA-422”, trade name, produced by NOF Corporation, hydroxyl value: 180) was added and the mixture was heated up to 40° C. After thorough dissolution of the behenyl alcohol, 50 parts of hexamethylene diisocyanate subjected to isocyanurate modification (“TAKENATE D-170N”) was added and the mixture was maintained at 70° C. for 30 minutes. Subsequently, 0.02 parts of dibutyltin laurate was added and the mixture was maintained at 70° C. for 3 hours. Further, 2.8 parts of 2-hydroxyethyl acrylate (Light Ester HOA), 36.1 parts of polycaprolactone-modified hydroxyethyl acrylate (“PLACCEL FA1”), 48.1 parts of polycaprolactone-modified hydroxyethyl acrylate (“PLACCEL FA5”), 0.02 parts of dibutyltin laurate and 0.02 parts of hydroquinone monomethyl ether were added and the mixture was maintained at 70° C. for 5 hours. Thereafter, 92.8 parts of toluene was added to obtain a urethane acrylate having a solid content of 50% by weight. The average number of repetitions per one molecule of the urethane acrylate relative to the number of repetitions of a caprolactone unit per one residue of an acrylate monomer is 2. Further, the maximum difference in the number of repetitions between two kinds of the urethane acrylates is 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507632B2
Source datasetuspto-grants-2013_08
ORD IDord-73b59f5c0d8d4b209e69e6431085ac34
Source noteuspto-grants-2013_08