2-Hydroxyethyl acrylate → Isophorone diisocyanate monourethane adduct with 2-hydroxyethyl acrylate
Reaction equation
[O:1]=[C:2]=[N:3][CH:4]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:6]([CH3:16])([CH2:7][N:8]=[C:9]=[O:10])[CH2:5]1.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.[C:54]([O:58][CH2:59][CH2:60][OH:61])(=[O:57])[CH:55]=[CH2:56]>C(C(C)=O)C(C)C>[O:1]=[C:2]=[N:3][CH:4]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:6]([CH3:16])([CH2:7][N:8]=[C:9]=[O:10])[CH2:5]1.[C:54]([O:58][CH2:59][CH2:60][OH:61])(=[O:57])[CH:55]=[CH2:56]Participants
Conditions
- Temperature
- 70 °C
Procedure
A 2-liter flask fitted with a stirrer, an air introduction tube, a condensing pipe and a thermostat was charged with 222 parts of isophorone diisocyanate and 50 parts of methyl isobutyl ketone. While blowing a dry air into a liquid phase, they were stirred and heated to 70° C. To the mixture was added 0.3 part of dibutyltin dilaurate, followed by adding dropwise 232 parts of 2-hydroxyethyl acrylate for 1 hour. Even after the dropwise addition, the mixture was heated and kept at 70° C. The reaction mixture was collected with the lapse of time and absorption of -NCO was ascertained by IR. A time when the absorption of -NCO disappeared was made the termination of the reaction. There resulted a blocked 90% isophorone diisocyanate/2-hydroxyethyl acrylate solution. The 70% solids content bubble viscosity (solvent composition: 10% of methyl isobutyl ketone and 20% of n-butyl acrylate) was GH.
Workup
- customA 2-liter flask fitted with a stirrer, an air introduction tube
- additionEven after the dropwise addition
- temperaturethe mixture was heated
- customkept at 70° C
- customThe reaction mixture was collected with the lapse of time and absorption of -NCO
- customA time when the absorption of -NCO
- customthe termination of the reaction
Sources & evidence
- ORD record
- ord-139977df1cd340d68616facac5967e21
- Source dataset
- uspto-grants-1995_12
- Patent number
- US05475057
Reaction notes
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