2-Hydroxyethyl Methacrylate → Urethane methacrylate
Reaction equation
[N-:1]=[C:2]=[O:3].[N-]=C=O.C1(CC2C=CC=CC=2)C=CC=CC=1.[C:20]([O-])(=[O:32])[CH2:21]CCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.[C:57]([O:62]CCO)(=[O:61])[C:58]([CH3:60])=[CH2:59]>>[C:57]([OH:62])(=[O:61])[C:58]([CH3:60])=[CH2:59].[NH2:1][C:2]([O:32][CH2:20][CH3:21])=[O:3]Participants
Conditions
- Temperature
- 60 °C
Procedure
In a 3 L four-necked flask equipped with a stirrer, a reflux condenser tube, a gas introducing pipe, and a thermometer, 500 g of diphenylmethane diisocyanate, 500 g of Actcol P-22 (polyether polyol manufactured by MITSUI TAKEDA CHEMICAL, INC.: weight average molecular weight=1,000), 60 g of TOHO polyethylene glycol #600 (polyethylene glycol manufactured by TOHO Chemical Industry Co., Ltd.: weight average molecular weight=600), 400 g of Kuraray polyol P-1010 (adipate polyester polyol manufactured by Kuraray Co., Ltd.: weight average molecular weight=1,000), and 0.15 g of dibutyltin dilaurate were placed. The mixture was reacted while being stirred at 60° C. for 4 hours. Subsequently, the reactant was stirred while 260 g of 2-hydroxyethyl methacrylate were added dropwise over 2 hours. After the completion of the dropwise addition, the resultant was reacted by stirring for 5 hours to obtain urethane methacrylate. Subsequently, to the urethane methacrylate, 737 g of styrene monomer was added to obtain a urethane methacrylate resin (U-2). The weight average molecular weight of the urethane methacrylate resin (U-2) was 5,821.
Workup
- customIn a 3 L four-necked flask equipped with a stirrer, a reflux condenser tube
- additiona gas introducing pipe
- customThe mixture was reacted
- additionwere added dropwise over 2 hours
- additionAfter the completion of the dropwise addition
- customthe resultant was reacted
- stirringby stirring for 5 hours
Sources & evidence
- ORD record
- ord-b558878ef5974718951edda190316a81
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148469B2
Reaction notes
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