Water → Diglycidyl ether

HRID 373213Notes

Reaction equation

HRID 373213 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[OH-:6].[Na+].[C:8]1([CH3:14])C=CC=C[CH:9]=1.[OH2:15]>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1>[CH2:1]([O:6][CH2:9][CH:8]1[O:15][CH2:14]1)[CH:3]1[O:5][CH2:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 7835EpichlorohydrinHCID 14798Sodium Hydroxide

Product 1

HCID 16704Diglycidyl ether

Reagents, catalysts & solvents 1

HCID 5963Benzyltrimethylammonium chlorideCatalyst

Conditions

Temperature
50 °C

Procedure

100 parts of hydrogenated polyisoprene glycol (PIP-H, average molecular weight of 2,500, made by Idemitsu Petrochemicals Corp. Japan), 35 parts of epichlorohydrin, 16 parts of pelletized sodium hydroxide, 1 part of benzyl trimethyl ammonium chloride and 50 parts of toluene were fed and reacted under a vigorous stirring at 50 degrees C. for 5 hours in the nitrogen atmosphere. After the reaction, 100 parts of water were added and the product was washed while stirring for 10 minutes. After laying it quietly, the upper layer was separated and filtered, and then the remaining epichlorohydrin and toluene were removed under vacuum. Thus 90 parts of glycidyl ether of hydrogenated polyisoprene glycol (a) was obtained as a residue. This glycidyl ether (a) had an epoxy equivalent weight of 1,650 g/eq.

Workup

  1. customreacted under
  2. additionwere added
  3. washthe product was washed
  4. stirringwhile stirring for 10 minutes
  5. customthe upper layer was separated
  6. filtrationfiltered
  7. customthe remaining epichlorohydrin and toluene were removed under vacuum

Sources & evidence

ORD record
ord-2e6691c3f0a8425481ea9c9789cda047
Source dataset
uspto-grants-1992_11
Patent number
US05162437

Reaction notes

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