Bisphenol A → Carbonic acid;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol
Reaction equation
[C:1](=[O:16])([O:9]C1C=CC=CC=1)[O:2]C1C=CC=CC=1.[OH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=2)([CH3:26])[CH3:25])=[CH:20][CH:19]=1>>[CH3:26][C:24]([C:21]1[CH:22]=[CH:23][C:18]([OH:17])=[CH:19][CH:20]=1)([C:27]1[CH:28]=[CH:29][C:30]([OH:33])=[CH:31][CH:32]=1)[CH3:25].[C:1]([OH:16])([OH:9])=[O:2]Participants
Conditions
- Temperature
- 180 °C
Procedure
A 1-I glass melt polymerization reactor was passivated by acid washing, rinsing with deionized water and overnight drying at 70° C. It was charged with 130.4 g (608.6 mmol) of diphenyl carbonate and 120 g (525.6 mmol) of bisphenol A. A solid nickel stirrer was suspended in the mixture and the reactor was purged with nitrogen and heated to 180° C., whereupon the reaction mixture melted. Upon complete melting, it was allowed to equilibrate for 5-10 minutes, with stirring. There were then added, with stirring, 600 μl of a 0.221 M aqueous tetramethylammonium maleate solution and 500 μl of a 0.01 M aqueous sodium hydroxide solution. Heating at 180° C. and stirring were continued for 5 minutes, after which the temperature was raised to 210° C. and the pressure decreased to 180 torr, whereupon phenol began to distill. After 10 minutes, a bisphenol A polycarbonate oligomer had been produced.
Workup
- custompolymerization reactor
- washwashing
- washrinsing with deionized water and overnight
- customdrying at 70° C
- customA solid nickel stirrer was suspended in the mixture
- customthe reactor was purged with nitrogen
- additionThere were then added
- stirringwith stirring
- temperatureHeating at 180° C.
- stirringstirring
- waitwere continued for 5 minutes
- temperatureafter which the temperature was raised to 210° C.
- distillationto distill
- waitAfter 10 minutes
Sources & evidence
- ORD record
- ord-6597e001f59a4c4db22475f0ffd34746
- Source dataset
- uspto-grants-2001_12
- Patent number
- US06333394B1
Reaction notes
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