Phenol → Adipic Acid
Reaction equation
C1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]2C([O:12][C:13](=[O:14])[C:3]=2C=1)=O.CCOCCOC(C)=O.C1(O)C=CC=CC=1>>[C:13]([OH:14])(=[O:12])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8]Participants
Procedure
A solution is formed by mixing 60.0 grams of trimellitic acid anhydride and 132.0 grams of p,p' diphenyl methane diisocyanate and 110.0 grams of cellosolve acetate and 4.8 grams of phenol by heating the mixture. At approximately 145°C. a clear, homogeneous solution is obtained. Once clarity is obtained 27.0 grams of adipic acid is added slowly. The temperature of the mixture is raised to approximately 160°C. and slow reflux is maintained. After approximately 100 minutes, a brownish-yellow viscous resin is obtained and 396.2 grams of phenol are added to quench and stop the reaction. The solution is maintained at 130°C. until all the resin is dissolved. The resultant solution is cooled to room temperature and filtered. The viscosity of the product at 25°C. was measured at about 890 cps, utilizing a Brookfield viscometer, and a resin solution of approximately 30% weight resin.
Workup
- customA solution is formed
- temperatureby heating the mixture
- customAt approximately 145°C. a clear, homogeneous solution is obtained
Sources & evidence
- ORD record
- ord-db8e58d5e6314f7b928c0f07e87e956a
- Source dataset
- uspto-grants-1976_02
- Patent number
- US03937673
Reaction notes
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