Phenol → 4-Nonylphenol
Reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16]>>[CH2:8]([C:4]1[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]Participants
Reactant 2
Product 1
Procedure
A suspension of 190 parts of phenol, 152 parts of propylene trimer and 7 parts of ion exchange resin is prepared in a stirred reactor at 120° C. and 1 bar pressure, the mixture being stirred at 500 rpm. The ion exchange resin is a sulfonated styrene/divinylbenzene copolymer resin, which has been dehydrated under reduced pressure for 20 hours at 100° C. before being used; it has a gel structure and its particle size is from 20 to 150 micrometers. The suspension is then stirred constantly in the reactor at 500 rpm. After 6 hours, 12.1 parts of phenol and 9.8 parts of propylene trimer are introduced per hour at 120° C. and 1 bar pressure and correspondingly 21.9 parts per hour of suspension are filtered through a suction line equipped with a metal filter (pore diameter 10 micrometers) and are subjected to fractional distillation. After 200 hours' operation, 3,145 parts (92% of theory, based on starting material II) of 4-nonylphenol of boiling point 175°-180° C./27 millibars are obtained. The conversion is 57%, based on phenol employed, or 95% based on starting material II.
Workup
- customis prepared in a stirred reactor at 120° C.
- stirringThe suspension is then stirred constantly in the reactor at 500 rpm
- waitAfter 6 hours
- filtration1 bar pressure and correspondingly 21.9 parts per hour of suspension are filtered through a suction line
- customequipped with a metal
- filtrationfilter (pore diameter 10 micrometers)
- distillationare subjected to fractional distillation
Sources & evidence
- ORD record
- ord-4cfd788cb1474fefa052d4eadfac3351
- Source dataset
- uspto-grants-1980_04
- Patent number
- US04198531
Reaction notes
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