4-Methoxyphenol → Urethane acrylate

HRID 724254

Reaction equation

HRID 724254 reaction equation
[C:1]([O:5][CH2:6][CH:7](O)C)(=[O:4])[CH:2]=[CH2:3].COC1C=CC(O)=CC=1.O=C=[N:21]C1CC(C)(C)CC(C)(CN=C=O)C1>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[NH2:21][C:1]([O:5][CH2:6][CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 612492-Hydroxypropyl acrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Reagents, catalysts & solvents 1

HCID 9809426Di-n-butyldilauryltinCatalyst

Conditions

Temperature
50 °C

Procedure

400 parts by weight of polycaprolactone diol having an average molecular weight of 800, 131 parts by weight of 2-hydroxypropyl acrylate, 0.5 part by weight of dibutyltin dilaurate as a catalyst and 1.0 part by weight of hydroquinone monomethyl ether as a polymerization inhibitor were mixed while heating them to 50° C. with stirring. Then, 222 parts by weight of isophorone diisocyanate was dropwise added, and further the temperature was raised to 80° C. with stirring to carry out urethanation reaction. Making sure that the NCO conversion reached 99% or more, the reaction temperature was dropped to obtain urethane acrylate B.

Workup

  1. temperaturefurther the temperature was raised to 80° C.
  2. stirringwith stirring
  3. customurethanation reaction
  4. additionthe reaction temperature was dropped

Sources & evidence

ORD record
ord-f081e9517ab3496391b6695c29dd1e04
Source dataset
uspto-grants-2006_11
Patent number
US07141645B2

Linked notes

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