4-Methoxyphenol → Urethane acrylate
Reaction equation
[CH2:1]([C:3]([CH2:8][OH:9])(C)[C:4]([OH:6])=[O:5])O.[O:10]=[C:11]=[N:12]C1CC(C)(C)CC(C)(CN=C=O)C1.C(OCCO)(=O)C=C.COC1C=CC(O)=CC=1.C(C1C=CC(C)=C(O)C=1C(C)(C)C)(C)(C)C.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>>[C:4]([OH:6])(=[O:5])[CH:3]=[CH2:1].[NH2:12][C:11]([O:9][CH2:8][CH3:3])=[O:10]Participants
Conditions
- Temperature
- 60 °C
Procedure
In a reaction vessel equipped with a stirrer, a thermometer and a condenser, 3750 g (3 mol) of polycaprolactonediol (PLACCEL212, manufactured by DAICEL CHEMICAL INDUSTRIES, LTD.) having a molecular weight of 1250 as the polymer polyol, 402 g (3 mol) of dimethylolpropionic acid as the dihydroxyl compound having a carboxyl group, 1554 g (7 mol) of isophorone diisocyanate as the polyisocyanate, 238 g (2.05 mol) of 2-hydroxyethyl acrylate as the (meth)acrylate, and p-methoxyphenol and di-t-butyl-hydroxytoluene (1.0 g each) were charged. The mixture was heated to 60° C. while stirring, and after heating was stopped, 1.6 g of dibutyltin dilaurate was added. When the temperature in the reaction vessel began to decrease, the mixture was heated again and was continuously stirred at 80° C. After confirming by an infrared absorption spectrum that an absorption spectrum (2280 cm−1) of an isocyanate group disappeared, the reaction was stopped to obtain a urethane acrylate compound as a viscous liquid.
Workup
- customIn a reaction vessel equipped with a stirrer
- additionwere charged
- temperatureafter heating
- temperaturethe mixture was heated again
- stirringwas continuously stirred at 80° C
- customAfter confirming by an infrared absorption spectrum that an absorption spectrum (2280 cm−1) of an isocyanate group
Sources & evidence
- ORD record
- ord-f60e362f2a5745608536a2d7ec720081
- Source dataset
- uspto-grants-2004_11
- Patent number
- US06818382B2
Reaction notes
Loading…