Bisphenol A diglycidyl ether → Bisphenol A

HRID 2255524Notes

Reaction equation

HRID 2255524 reaction equation
N(CCO)CCO.[CH3:8][C:9]([C:22]1[CH:27]=[CH:26][C:25]([O:28]CC2OC2)=[CH:24][CH:23]=1)([C:11]1[CH:16]=[CH:15][C:14]([O:17]CC2OC2)=[CH:13][CH:12]=1)[CH3:10]>>[OH:17][C:14]1[CH:13]=[CH:12][C:11]([C:9]([C:22]2[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=2)([CH3:10])[CH3:8])=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 2286Bisphenol A diglycidyl ether3×HCID 8113Diethanolamine2×

Product 1

HCID 6623Bisphenol A

Procedure

Diethanolamine (525.70 grams, 5.00 amine hydrogen equivalents) is added to a 2 liter glass reactor equipped with a mechanical stirrer, chilled water condenser, nitrogen inlet, thermostatically controlled heating mantle, thermometer, and an inlet tube for the diglycidyl ether of bisphenol A. The diethanolamine is heated to 70° C. under a stream of nitrogen flowing at 1 liter per minute, then stirring commenced. A peristaltic pump is started to add diglycidyl ether of bisphenol A (179.95 epoxide equivalent weight (EEW)) to the reactor at a rate of 1.62 gram per minute. During the course of this addition, the temperature is maintained between 70° C. and 71° C.. After a total of 899.75 grams (5.00 epoxide equivalents) of the diglycidyl ether of bisphenol A is added to the reactor, post reaction is completed for 3 hours at 75° C., 12 hours at 90° C., then 2 hours at 150° C.. The adduct is recovered as a transparent tacky solid (at 25° C.) with a hydroxyl content of 17.2 percent.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturechilled water condenser, nitrogen inlet
  3. temperaturethermostatically controlled heating mantle
  4. additionDuring the course of this addition
  5. temperaturethe temperature is maintained between 70° C. and 71° C.
  6. custom2 hours
  7. customat 150° C.
  8. customThe adduct is recovered as a transparent tacky solid (at 25° C.) with a hydroxyl content of 17.2 percent

Sources & evidence

ORD record
ord-384a3eb74bf54499b34d96dde3b909e3
Source dataset
uspto-grants-1993_08
Patent number
US05241021

Reaction notes

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