Bisphenol A diglycidyl ether → HCID 131731082, compound

HRID 1912217Notes

Reaction equation

HRID 1912217 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH:23]3[O:25][CH2:24]3)=[CH:17][CH:16]=2)([CH3:14])[CH3:13])=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:26][N:27]([CH3:31])[C:28]([NH2:30])=[O:29]>C(O)C>[CH3:26][N:27]([CH3:31])[C:28]([NH2:30])=[O:29].[CH2:22]([O:21][C:18]1[CH:17]=[CH:16][C:15]([C:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:1][CH:2]3[O:4][CH2:3]3)=[CH:7][CH:8]=2)([CH3:14])[CH3:13])=[CH:20][CH:19]=1)[CH:23]1[O:25][CH2:24]1

Participants

4

Reactant 2

HCID 2286Bisphenol A diglycidyl etherHCID 11737N,N-Dimethylurea2×

Product 1

HCID 131731082HCID 131731082, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

20.0 g (approx. 116 mmol epoxy groups) of distilled bisphenol A diglycidyl ether (Epilox A 17-01), 10.0 g (113.5 mmol) of N,N-dimethylurea, and 40 mL ethanol were added to a 250 mL two-necked flask with a reflux condenser. It was refluxed for 7 h at 90° C.; only traces of N,N-dimethylurea were still detectable toward the end of the reaction. After the solvent had been driven off at 60° C. on the rotary evaporator, approx. 30 g of a highly viscous, partially waxy material with a “urea equivalent weight” of approx. 258 g/eq was obtained.

Workup

  1. customwere still detectable toward the end of the reaction
  2. customAfter the solvent had been driven off at 60° C. on the rotary evaporator, approx. 30 g of a highly viscous, partially waxy material with a “urea equivalent weight” of approx. 258 g/eq
  3. customwas obtained

Sources & evidence

ORD record
ord-4d316490388a4242bf2240d4d01e8d08
Source dataset
uspto-grants-2013_12
Patent number
US08608899B2

Reaction notes

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