826-62-0 → Phthalic Anhydride

HRID 1278318Notes

Reaction equation

HRID 1278318 reaction equation
C1[CH:5]2[CH:6]3[C:11](=[O:12])[O:10][C:8](=[O:9])[CH:7]3[CH:2]1[CH:3]=[CH:4]2.CC(N)COCC(OCC(OCC(N)C)C)C>C(O)C>[C:11]1(=[O:12])[O:10][C:8](=[O:9])[C:7]2=[CH:2][CH:3]=[CH:4][CH:5]=[C:6]12

Participants

4

Reactant 2

HCID 13223826-62-0HCID 15131492Jeffamine

Product 1

HCID 6811Phthalic Anhydride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Stoichrometric amounts of diethylester, of BTDA (BTDE) 0.67 mole, and the monoethylester of Nadic Anhydride, (NE), 1.10 mole and the monoethylester of Phthalic Anhydride (PE), 0.12 mole were prepared by refluxing the corresponding anhydrides with an excess of ethanol (2.69 mole). The stoichrometric amount of ethanol needed for the NE+BTDA used is 2.57 moles. Thus, an excess of 0.12 moles is employed to ensure complete or near complete conversion. Since this type of reaction is an esterification, which always requires an excess of alcohol, the alcohol is not there as a solvent. The esterification reaction was for one hour at reflux (approximately 351.4K.) and was carried out in a three neck round bottom flask equipped with a mechanical stirring device. When all of the monomers had gone into solution, the refluxing was continued for one-half hour longer. The solution was allowed to cool to 310K.-320K. and then mixed with Jeffamine AP-22, 2.56 molar equivalents of amine, which had previously been warmed to 310K.-320K.

Workup

  1. customSince this type of reaction
  2. customThe esterification reaction
  3. customequipped with a mechanical stirring device
  4. waitthe refluxing was continued for one-half hour
  5. temperatureto cool to 310K.-320K
  6. temperaturehad previously been warmed to 310K.-320K

Sources & evidence

ORD record
ord-8f46a6ac5c184733a53671af900017eb
Source dataset
uspto-grants-1981_07
Patent number
US04281102

Reaction notes

Loading…