4-Methoxyphenol → Urethane acrylate

HRID 1892100Notes

Reaction equation

HRID 1892100 reaction equation
C(N=C=O)CCCCC[N:7]=C=O.C1C=C(CN=C=O)C=C(CN=C=O)C=1.[C:27]([O:31][CH2:32][CH2:33]O)(=[O:30])[CH:28]=[CH2:29].C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.C([O-])(=O)CCCCCCCCCCC.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:27]([OH:31])(=[O:30])[CH:28]=[CH2:29].[NH2:7][C:27]([O:31][CH2:32][CH3:33])=[O:30]

Participants

7

Reactant 5

HCID 90154-MethoxyphenolHCID 131652-Hydroxyethyl acrylateHCID 13192Hexamethylene diisocyanateHCID 192621,3-Bis(isocyanatomethyl)benzeneHCID 9809426Di-n-butyldilauryltin

Product 1

HCID 21863578Urethane acrylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
70 °C

Procedure

25 parts of toluene, 25 parts of hexamethylene diisocyanate subjected to isocyanurate modification (“TAKENATE D-170N”), 32 parts of 2-hydroxyethyl acrylate (“LIGHT ESTER HOA”, trade name, produced by KYOEISHA CHEMICAL Co., LTD), 0.02 parts of dibutyltin laurate, and 0.02 parts of hydroquinone monomethyl ether were mixed and the mixture was maintained at 70° C. for 5 hours. Thereafter, 32 parts of toluene was added to obtain a urethane acrylate having a solid content of 50% by weight. The number of repetitions of a caprolactone unit per one residue of the acrylate monomer in the obtained urethane acrylate is 0.

Workup

  1. additionwere mixed

Sources & evidence

ORD record
ord-119552c0adc94f62b63621a9309952e2
Source dataset
uspto-grants-2013_08
Patent number
US08507632B2

Reaction notes

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