Carbamic acid, ethyl ester → Urethane acrylate
Reaction equation
[C:1]([O:6]CCO)(=[O:5])[C:2](C)=[CH2:3].CC1C=C(O)C=CC=1O.CC1C(N=C=O)=CC=CC=1N=C=O.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.[NH2:69][C:70]([O:72][CH2:73][CH3:74])=[O:71]>C(O)CO>[C:1]([OH:6])(=[O:5])[CH:2]=[CH2:3].[NH2:69][C:70]([O:72][CH2:73][CH3:74])=[O:71]Participants
Conditions
- Temperature
- 77.5 °C
Procedure
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.
Workup
- customto be reacted, while the internal temperature
- customwas kept at 50 to 55° C
- customwas continued at 50 to 55° C. until the content of NCO groups
- customwas kept at 50 to 55° C.
- customso as to be reacted until the absorption of NCO groups at 2270 cm−1 in the infrared absorption spectrum
Sources & evidence
- ORD record
- ord-bf31690ff22744c9a31959168ad0a981
- Source dataset
- uspto-grants-2004_12
- Patent number
- US06831112B2
Reaction notes
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