Phenol → HCID 131722864, compound

Participants

Reaction Conditions

Reaction Steps

A one liter multi-neck flask to be fitted with overhead stirrer, thermometer, condenser, and addition funnel was charged with: 580 g, phenol (6.16moles containing 0.04% water); 0.48 gm triflic acid; and 1.44 g N-methyl pyrrolidone and heated under nitrogen to 100° C. A solution of 94.0 g of d-limonene (HP, 0.69 mole) and 91.2 g of dicyclopentadiene (Ultrene 99, 0.69 mole) was then added over 2 hours to the phenol plus the catalyst system which was at 100° C.±1° C. . The reaction solution was further heated at 100° C. for 2 hours whereupon catalyst was neutralized with 0.85 g of 15% sodium hydroxide in water. Phenol was then removed by vacuum distillation as in Example 31 followed by steam sparging with 150 ml water at 155-160° C. under 20 inches of vacuum. Product was dried at 160° C. under 30 inches of vacuum . Yield of dark amber gum was 295 g and vacuum distillate was 437 g. Product was characterized as follows: phenol of less than 0.05%; Mw/Mn=237/200 (204/159 including SEC peak at 95±1); viscosity, 250 cps (100° C.) and 1500 cps (70° C.).

Provenance & Evidence